Collaboration

This story deals with themes of cuckolding / hotwifing. If that’s not your cup of tea, turn back now.

All characters are fictional and over the age of 18.

Noah carefully framed the photo of the bar entrance. His fiancée, Courtney, was putting on her usual charm, pointing excitedly at the bar sign above. “BOMB DIVE” was the name of the recently renovated watering hole. Next to the sign, a neon warplane diving into a shotglass drove home the theme.

They both were excited to finally get a paid promotion. Courtney’s good looks and instincts for performance had netted her a few thousand online followers, and Noah’s photography skills had grown to match. Today, it was paying off for the both of them: A few hundred bucks to feature the bar.

Noah snapped the photo, and then lowered his phone to record some video. Noah admired his fiancée as she walked into the bar, spinning around and giving the camera her reaction. Her straight blond hair was just about shoulder length, and her pretty girl-next-door face was glowing in the bar’s light. Her makeup was light but sultry, about as sexy as Courtney ever decided to do, but it had taken about an hour for her to get it just the way she liked. It was a lot of work, this “influencer” thing. Even working as a team. Editing all of this together would probably take a couple hours for Noah, along with a few voiceover takes from Courtney.

It didn’t help that Courtney was kind of a perfectionist, always making minor adjustments. Noah wouldn’t ever admit it, but this was the part that made him feel the luckiest: Courtney and Noah were high school sweethearts, and she had been a little bit awkward and oddly dressed back then. But now, just after college, and a few years of constant self-improvement, Courtney was a stunner. Which was why he had popped the question last December, just six months after their college graduation: it could only be up from here.

However, sometimes Noah felt she was a little too finicky. She was slightly obsessed with the “next big thing” and tended to chase trends. A good trait for an influencer, but sometimes she would get impulsive, purchase some silly gadget and it would end up unused after a week. Courtney even had that same constant improvement philosophy in bed, which Noah appreciated when it meant Courtney sucking his dick for a half hour just to work on technique, but she sometimes gave Noah a little too much, say, constructive criticism about their sex life and bruised his ego. Noah simply did his best to keep up with her.

The inside of the bar was dark and well-decorated, a theme of old WWII warbirds and pinpups. Posters of old fighter planes and bombshell blondes took up most of the walls. Noah took a few videos of the interior, always featuring Courtney’s beaming smile. The owner, a middle-aged man in a baseball cap with heavy five-o-clock shadow, watched them work for a bit before Courtney gave him the thumbs up. They were due to open right after the filming was done, and, to be honest, the owner was kind of just doing them a solid. Well, maybe just Courtney, really. Noah noticed the owner’s tone right away as sneakily flirtatious.

“You gonna get it all pretty and make the place look good?”

“Of course! I have a few tricks.” Courtney’s bubbly tone was infectious.

“Oh I’m sure you do.” He smiled subtly. “It’s spring, warming up. Gotta get some traffic in here!”

“What? Are we not enough traffic for you?”

“Psh that’s the problem, they’re gonna be asking for the cute blonde girl!”

“Hahah why don’t you put me up on the wall like one of your posters?” Courtney gestured to the wall, covered in dozens of old B-movie bombshells.

“Ooh yeah or put you behind the bar. I’m sure people would love to buy a shot from you. Can I offer you two a round?”

Noah wouldn’t ever admit it, but he loved watching his fiancée flirt. He knew that this prized girl was all his, so watching others trip over themselves to impress her was fun. Eventually he always felt an anxious urge to step in and shut things down. Maybe it was just his natural desire to protect her. Or maybe it was guilt. Noah butted in. “Hey, you know what, we gotta edit this thing. Good luck tonight! We will have it out by tomorrow afternoon.” He began to shepherd his fiance out the door.

The owner grumpily surrendered, having pushed his luck enough. “Alright, thanks, man. See you Courtney.”

“No problem Bruce. Nice working with you!” Courtney gave him a big hug and turned to leave with Noah. She blushed as she noticed the tent forming in Noah’s pants.

Courtney had developed her sense of male intentions a little late, another result of her ugly duckling teenage years. She often found herself accidentally giving back too-flirty energy to men. For a bit, men’s reactions to her personality had made her uncomfortable. By now, though, she’d learned to lean into it when a man had something she wanted. Besides, she was an influencer famous for her girl-next-door looks; a little flirtation came with the territory. She wanted to travel the world. A few winks and laughs here and there probably would help. She felt so thankful to Noah for financing this silly little project, and had promised herself that she would get him back someday.

They headed home to their tiny studio apartment. Noah was working an entry level administrative job for the state, and couldn’t afford much more than one bedroom. Eventually he’d climb up the payscale and be able to support a whole family, but that was years ahead. Courtney had struggled to find work right out of school, so she was giving herself one year to make it as an influencer before just getting a job serving coffee or something. For now, they were living light. Together at their little desk, they edited the video, crossed their fingers, and posted it.

Noah had to scratch the itch in the back of his mind. “Did the bar owner message you after?”

“Hmm? No not yet. Why?”

“Well… he was definitely into you. So I was wondering if he’d slid back into your messages or what.”

Courtney felt guilty. “I’m sorry, honey. I just was kind of stuck in ‘bubbly Courtney’ mode. He’s just some sleazy bar owner. And he’s like fifty. You have nothing to worry about. I’ll let you know if he gets weird.” Courtney kissed Noah on the cheek. “Thanks for thinking of me. And thanks for the help again babe. I know you’ve been working so hard… maybe I could make it up to you?” Her hand crept down to Noah’s crotch.

“Oh god, please.” Noah was in dire need of release after a long workweek and a busy Saturday doing the shoot.

“Wow. You are hard.”

“Well, maybe it was fun to see ‘bubbly Courtney’ come out of her shell a bit.”

“What do you mean?” Courtney eyed him quizzically as she slithered her fingers under his waistband.

“It’s hot to know that there are other men out there who want you.”

“Oooh, and they can’t have me.” Courtney smiled. “I’m all yours.”

Noah thought for a moment. Huh… I hadn’t really thought seriously about them ‘having’ her… “Yeah babe.” spoke Noah breathlessly. “All mine.”

Courtney quickly knelt down in front of Noah and unzipped his jeans. Noah’s cock was tenting his boxers, and Courtney just had to comment. “Well, well, well. Someone’s missed me.”

“Ugh, I’ve been dying since this morning.”

“Oh babe. You should have told me. I would have taken care of you.” Courtney smiled up at him. The stress of the last year had gotten to their libidos, and Courtney was glad to be doing something a little more spur of the moment than their typical session. Noah’s cock was harder than usual, even. He was hard at the bar earlier, too. She still felt a little guilty about how she’d behaved with the owner. She’d thought he was just a nice older man. She hadn’t realized how flirty she had been until it was a little late. Still, anything to cheer Noah up was a win, and she relished in her ability to get an erection out of him. She pulled his boxers and pants down past his dick, finally releasing it.

Courtney really enjoyed seeing his cock so hard like this. It meant a good time was ahead for the both of them. Was Noah’s cock porn sized? No, given the few photos of dicks she’d seen online. But why did anyone care about that? She and Noah had tons of fun. Anyway, Noah's well-trained tongue easily overcame his potential sexual shortcomings. The connection, the psychology of what was going on in her brain and her heart, that was what really mattered to Courtney.

Courtney beamed up at Noah from her position next to his cock, and carefully licked up and down his shaft. He moaned softly in response. Feeling his hardness beginning to plateau, Courtney moved to the next step. She kissed her way up his cock and then took it in her mouth, first just the tip, licking around his head before slowly descending down his cock. Courtney was pretty proud of her deepthroat skills. She’d spent hours honing them in their dorm rooms. Noah’s cock disappeared into her mouth, just tapping the back of her throat. She stared up at him with a sultry look in her eyes as she started to suck, back and forth, slurping his cock. It didn’t take long for Noah to moan. Courtney knew he was getting closer when he grabbed her hair, **** to keep her from sucking him off too soon. She slowed down, reveling in his pleasure as she carefully licked her way down his entire shaft. At the base, she stuck her tongue out and lightly licked his balls, for good measure.

Noah couldn’t take much more. He finally pulled her head back and pulled her up. She was shorter than him by about three inches, and he still looked down at her where she stood. “You are always getting ahead of yourself, you know that?”

“Mmmm but it’s just so much fun. I like trying new tricks…”

“Mmm well why don’t we try a new trick on the bed, huh?”

Courtney loved that idea, and loved it even more when Noah peeled her top off and pushed her back onto the bed. She liked it when he was rougher, but he always seemed to hold back a bit. It was sweet that he thought so carefully for her, but sometimes she just wanted to be tossed, damage be damned. This time was more aggressive than normal, and she let out a light yelp as she fell back on the bed.

Noah followed quickly, grabbing her skirt and panties in one move before yanking both down her thighs and awkwardly past her knees. In just a few seconds, her glistening pussy was in full view. She had a beautiful pussy as far as Noah was concerned. Soft and just slightly pink, her lips formed a natural teardrop shape that perfectly framed her hole. Her clit was like a tiny pearl and her blonde hair was neatly trimmed. It was just like the rest of her: soft, tight, and petite. Noah dove in. It was his turn to show his appreciation.

Courtney lightly grabbed Noah’s short brown hair as he began to eat her pussy. She used his hair like a joystick, guiding him in the right direction. He mostly knew what he was doing, but a soft pull here or there was sometimes needed. They’d nailed this system two years ago and hadn’t looked back since: Courtney got off almost every time. Courtney could immediately tell that this was going to be no exception. Noah was _hungry _tonight. She laid back and relaxed as she felt him slowly flick his tongue over her clit, just the way she liked. Courtney wondered what had gotten into him. Typically they’d have sex once or twice a week, mostly on weekends or just after them, before the struggles of work had drained him. But here he was after a long Saturday of working on her dream, and he was eating her out like it was her birthday. (For her 21st, he had done it four times. She’d only stopped him out of guilt.) Courtney’s mind finally admitted what she’d suspected: that little flirty exchange at the bar had lit some sort of fire inside of her fiance. Was it competition? Pride? She didn’t know, and… oooh… maybe at this point she didn’t care. Oh. Ohh. She felt it. Her orgasm was coming, starting down at her toes and slowly migrating up her body. Her pussy flexed, and she let out a series of soft moans as she locked Noah in place with her legs. She gyrated her hips slowly and felt Noah moaning back, a low hum of victory. She fell still for a moment before releasing her leg lock, and let go of his hair: her sign that she was satisfied.

Noah took a moment to strip, and quickly grabbed a condom out of the bedside drawer. Courtney had never been on birth control, so condoms had just always been their approach. In fact, condoms were kind of Noah’s secret weapon. Twice in college they had stupidly fucked without them, and both times Noah had done the walk of shame to the pharmacy for a Plan B, having failed to pull out even remotely in time. The barrier actually kept him from getting too out of control too quickly… most of the time.

This would not be one of those times. Noah peeled the condom onto his dick and practically leapt onto Courtney, positioning himself between her legs and quickly lining up with her entrance. Courtney smiled up at him and raised her eyebrows, as if to say “What are you waiting for?” He didn’t need another suggestion, pushing his cock into her and starting his strokes right away. Noah just went for it, deciding to cast caution into the wind as he repeatedly plowed into her.

Courtney was shocked. This was new. He wasn’t the same, sensitive lover he normally was. This was animalistic, primal. She liked it… a lot. “Ohh, holy fuck babe!” She moaned.

Her voice, dripping with lust, tripped the last synapses holding out in Noah’s brain, and his orgasm crashed over him, to both of their surprise. Noah had hoped to go a little longer, if just to savor the moment. His cock spasmed as he filled the condom, and he collapsed on top of her, spent.

Courtney had wanted more, too. That had been fun, if a bit brief. She would have to work on that with him… However, she felt proud of how quick she’d got him off. There would be other times, surely. They both crawled under the covers, and fell asleep in a tight embrace.

——/-/-/——-/-/-/——-

Unfortunately, those next opportunities for practice wouldn’t be anytime soon. A rough start to the workweek wore Noah down, and on Wednesday, Courtney left to spend a couple nights at her mom’s, six hours away. They’d been so busy that there hadn’t been time for any other intimacy.

Courtney was gone until the weekend, so Noah had the apartment to himself. It was time to play some video games, watch some movies, and most importantly, cook to his liking. Noah fancied himself a bit of a home chef, and Courtney was… culinarily cursed, to put it bluntly. She hated when she messed up a recipe, and had given up after somehow setting the fire alarm off in the process of making a salad. So Noah did most of the cooking. There were a handful of meals that Courtney didn’t like, and he was ready to prepare every one of them, just for himself.

Ding. As he put the finishing touches on his chili, he heard a notification from his phone. Courtney had messaged to let him know she made it. Absentmindedly, Noah paged over to their shared account to check on their post about the bar. The odd thing about social media was timing these sorts of things. The algorithms could pick up a post days, weeks, even months after the fact. For now, their video about the bar hadn’t broken out of Courtney’s followers. Noah scrolled through the comments, a stupid duty that he had volunteered for. Many of Courtney’s followers were girls, but she had a vocal cohort of men who…appreciated…her too. These men were often in the comments, and this time was no exception.

Damn. Look at the personalities on this girl.

wow your hair looks amazing in that light

I don’t usually go for blondes but you really make it work.

smash. next question.

So innocent. I bet she goes feral in bed lol

Her bf is a lucky SOB

Noah really was a lucky son of a bitch. All these men wanted her. And he had her.

All these men. Many of them were older. Noah reeled at the thought of another man grabbing ahold of his petite fiancée. Why was it turning him on? Noah’s heart started to beat as his thoughts turned dirtier, to men grabbing her, to Courtney going feral in bed for them. Before long, his bowl of Chili was cold on the counter as he jerked off in the bathroom, images of Courtney being ravished filling his mind. As he finished, he snapped out of it. He cleaned up, and stared at himself in the mirror. _What is your problem, dude?_

When Noah got home from work late that Friday, he was happy to put another week of work behind him. Inspecting buildings for the state was a solid job with good benefits, but he was at the bottom of the office totem pole, and always found himself staying late on the job or out at some jobsite. Courtney had just made the drive home, and Noah found her on her phone, curled up on their bed. She excitedly jumped up at Noah as he entered.

“Babe! Did you check the account today?!”

“No, what happened?”

“The bar post totally blew up!”

“Wait really?!”

“Yes! A couple other places are asking if we can do them in the same style. We actually got a ton of messages.”

Courtney’s voice betrayed something else.

“Yeah? Messages?”

“Well do you know Jason Travels?”

“No, who’s that?” Noah was still a little confused about Courtney’s tone.

“He’s a really big travel influencer. He’s going to California in a month and says he would love to collab!” Courtney tilted her phone towards Noah and scrolled through some of Jason’s posts.

He was a handsome but friendly-faced middle aged guy with a body that even Noah could acknowledge as “excellent”. Noah also noticed that Jason had thousands of comments, and millions of views. Now Courtney’s tone made a little more sense: She was shy.

“Whoa.” Noah considered shutting the whole idea down… but this could be big for them. “But how are we going to get down there?”

“He said the resort would cover the whole thing. Airfare, food, everything! They want a few influencers to come and visit and I guess he’s picking who!”

“Wait seriously? That’s awesome!” Noah was astonished at the turn of her luck. This was sudden, too, and Noah, as the logistician of their relationship, winced as he imagined all the packing, rideshares, itineraries… And this Jason guy.

“I know! I really wanna go.” Courtney was practically vibrating with excitement.

“Why does it seem like you’re hiding something…” he said, half-playful, half-serious.

“Well the other girls Jason’s worked with aren’t exactly my… type. They all seem to do sexier stuff. You know. So… it’s probably going to be pretty shallow content. I told him I would have to talk to you about it.” Courtney told most of the truth. The other reason she was both so shy and so excited was… she had a tiny ‘celebrity crush’ on Jason Travels. But nothing serious.

“I know you’re sexy enough to do it. But didn’t you want to avoid doing anything too risqué? And I don’t know about going down there all by yourself-”

“He said you can come too! He said he totally gets that you need to be there. Besides, you’re my editor, remember? I couldn’t do it without you!” Courtney beamed a big, pleading look up at him.

Noah suddenly felt a lot better about the whole thing. Courtney had obviously already mentioned him, which set Noah at ease. “Well damn. I’m sold. We just need to be careful about my PTO… I don’t have a lot saved up yet.”

“I think he wanted to do it over a weekend, so you’d only be taking friday off!”

“Okay. That should work. We have a honeymoon to save up vacation for!” Noah gave her a big hug and a kiss.

Courtney kissed him back. She was excited to be marrying someone so level-headed and kind. Noah was her rock. Her best friend, her love. Her stomach filled with butterflies imagining their future together, starting with this trip. And her naughty mind salivated at the idea of having a chance to bang in a swanky resort hotel room. Courtney loved a little sexual adventure, but it was a recently acquired taste. She’d thoroughly repressed any sexual urges until she was in college, and had slowly come out of her shell thanks to Noah’s patience.

An hour later, getting ready for bed, she emailed Jason back.

“Sounds great Jason. I’m going to send you both our numbers so we can coordinate all the details. We prefer text if that’s okay. Looking forward to working on you!”

Courtney quickly pasted their info into the email and tapped send. Done deal! She thought.

Courtney’s eyes widened. Wait… had she…? She quickly went to her “Sent” folder and reread her email. There it was. An innocent typo. “Looking forward to working on you!” _Jesus Christ, Courtney. Pay attention. _She’d not only just made herself look like an amateur, she’d somehow managed to make it vaguely sexy. Work ON him, Courtney? Jason Hutchinson, the fucking notoriously hot travel guide? She set the phone down and put her face in her hands, embarrassed. To her surprise, she watched as a reply appeared in her email app.

“Courtney,

Perfect. I am looking forward to it. But let’s get to know each other a little better before you do any ‘work’ on me. I know I’m a little older but I don’t think I’m due for any maintenance. I’ll text you soon.

Jason.”

He’d taken it well. Thank god. What a dumb mistake. Courtney looked over the response again. It was, honestly, quite gentlemanly. He’d gently let her down if she had actually wanted him. But, then again… was he flirting back? She blushed and shook her head. Not a chance, Courtney.

——/-/-/——-/-/-/——-

Flights were surprisingly direct, and with the time change, it was only noon when they arrived. Courtney was nervous. Southern California was a mandatory pilgrimage for a girl in her line of work. This might just be her big break. Staring out the plane window, she felt shocked at just how excited she was to see palm trees. The land of the rich and famous. The land of the sexy. She would have to up her game. Both Ava and Callie, the other girls on the trip, had their own followings as well, and Courtney had taken care to do her research. Ava was older, confident, and stylish. Callie was more of a classic sexy instagram hottie, though she seemed self-aware, which was comforting. Courtney was certainly here to be the innocent, energetic one. She could do that.

The process of getting off the plane, through the jetway, and into the terminal was practically spiritual for Courtney. She was really doing it. For the first time in her short career, she felt like she was reaping the rewards of her work. And she felt like she was repaying Noah for some of his hard work keeping a roof over their heads. Nothing seemed beyond her reach. She effortlessly dragged her luggage out of the terminal and stopped to look for their ride. There he was. Standing in the pickup area.

Jason was tall, perfectly postured, and genuinely handsome. He was in excellent shape. Jason was more than twice her age, but something about his salt-and-pepper hair combined with his rugged face added up to a complete package. Jason was, thoroughly, a DILF. Moreso even in person, which shocked Courtney. So many people online carefully curated their image, and meeting them in person was a disappointment. Instead, Jason’s digital self barely seemed to reflect his true magnetism.

Courtney fumbled to greet him, dropping her luggage and offering an awkward handshake, but Jason’s friendly attitude helped ease her. He gave her a good hug and smiled. He seemed confident enough for the both of them.

“Courtney! I’m so glad you made it. This must be Noah?”

“Yep! Good to meet you!” Noah shook Jason’s hand. Before he could further act, Jason had already grabbed ahold of both of their bags.

“Let me grab these. How was the flight?” He easily tossed the bags into the back of his rental as they talked, before opening the passenger door for Courtney. “No please, allow me.”

“Oh- thanks. Umm… the flight was good! It was faster than I thought it would be”

Noah piped up as he got in behind her. “Yeah I slept like the whole time”

“Good! ‘Cause we have a busy day ahead.”

“Yeah, Noah, we’ve got a ton of shots to get while it’s bright out, then some golden hour pics… if we play our cards right we might be able to just take it easy on Sunday morning.” Courtney said as she sat down in the big SUV’s passenger seat, awestruck at the flurry of activity in the airport and the warmth of the outside air.

Noah frowned slightly. Noah had felt like he was playing catch-up with his dynamo of a fiancée ever since they deplaned, and now he felt like a third wheel in the back seat of the big SUV.

Jason spoke up. “Okay plan is, let’s get over to the hotel quick, get you guys into swim suits, and get some shots around the pool.”

“Let’s do this thing!” Courtney said excitedly as she watched the SoCal views go by.

Noah shook himself out of his funk as they made their way to the hotel. Courtney’s energy was infectious, and he was just happy to see her so energized. After pulling up to the entryway, Noah and Jason unloaded the luggage. Jason struck up a conversation.

“Thanks for coming all this way on a whim. I know the work situation was tough. You guys are gonna love it.”

“Yeah, thanks for getting us set up with all this! Courtney is so excited to be here.”

“So you do all her camera work for her? You’re a natural. It took me a decade to get it right.”

“Thanks. I appreciate it. Though we’re still kind of figuring the rest out.”

“Ah, there are things only experience can teach.” Jason smiled wryly. “But that’s why you got me.”

Noah was pleasantly surprised with how actually personable Jason was. They kept casually chatting as they headed into the hotel, talking where-are-you-froms and the like. After quickly checking in and changing, they were back in the lobby, this time joined by Callie and Ava, the other two girls on the trip. Jason went into the manager’s office, leaving the others to chat. Noah took a close look at their collaborators. Callie was trendy, a little mysterious, and obviously dressed to impress. She had on some fashionable sunglasses that perpetuated her mystery, and her pale skin and soft features complemented the mystique. Ava seemed more practical, with a big, wide brimmed hat and a swooping top that would keep the spring sun off her tanned shoulders. Courtney, of course, was looking stellar: She was small, fit, and her cute tight butt defied gravity, almost impossible to hide behind even her relatively modest bikini bottoms. Her pert breasts, which still tempted Noah’s eyes, equally filled out her top. She had an effortless look about her. He felt like a lucky man.

Yet Noah couldn’t help it but find Callie a little cute, her dark, sexy aesthetic so far removed from Courtney’s that it made her enticing in a novelty sort of way. All four of them made their introductions and the girls started chatting in earnest. Noah decided to head on out to the pool by himself. He was happy to avoid being mired in whatever girl talk was about to ensue.

The girls got to chatting about their travel, their work, the industry. Inevitably, however, Jason came up.

“It’s my third collab with him. He’s a good guy. Wouldn’t hurt a fly. But man if he sniffs out that you’re into him…” Ava trailed off, rolling her eyes.

Courtney prodded: “Then what?”

“Oh he’s like a steamroller. If he thinks you’re hot; and why would you be here if he didn’t, and he finds out you’re into him, he just has to have you. He’s never done anything, like, bad, but… be caaaareful, Callie.” Ava teased.

“Oh my god I’m not into him.”

“Uh huh.” Ava’s voice dripped with sarcasm. “I heard your voice go up three octaves when you met him.”

“I mean like, come on, how could you not be a little starstruck?” Courtney spoke. “He’s like… a legend.” She blushed at her own candor.

“Courtney, you should know better… but I don’t blame you.” Ava laughed. “Look, Callie, if you want it, this weekend is your chance. We aren’t gonna stop you. You’re the hot and available one.”

“Well, Ava, if he’s so hot why haven’t you banged him?” Callie shot back, a little bit of genuine edge in her voice.

“Mmm, I like to separate business and pleasure. I might find a hookup while I’m here but I’m not breaking my rules.” Ava’s response was ice cold, a testament to her shrewd business-first approach. She’d definitely been in this line of work for a while. “Besides, I told him I wasn’t interested when we first met back in Hawaii, and he’s been a total gentleman ever since. I don’t want to complicate that.”

Callie cooled off a bit. “Fuck, I dunno. He IS hot. But he’s like… my dad’s age.” She shook her head at herself playfully, and gave a chuckle.

Ava finished her thought. “Well, look. It’s nothing to be worried about. Just… you know, men.” All three girls giggled, breaking the tension.

Courtney had giggled mostly sympathetically. No… she didn’t really know “men” in whatever way they meant. She decided to make an exit. “Okay… I should find Noah.” That last conversation left a funny feeling behind. Courtney felt… jealous? Callie was the ‘hot and available one.’ and Ava had scolded her just for a little fawning. It all sat weird, especially since she’d seen Noah eyeing Callie earlier. Her competitive, constant-improvement instincts were picking up. Courtney shook it off. She still had it. She didn’t need Jason to feel good about herself. Maybe she’d flirt a bit just for her ego’s sake, but nothing more. She stepped out into the warm California air and scanned for her fiancé, quickly rejoining him.

Jason reappeared in the pool area and immediately began to orchestrate the shoot. Noah played cameraman all afternoon, sharing tips with Jason, who really did know his shit, surprisingly. Noah’s trepidation about Jason continued to slowly disappear. That was, until Jason spotted an opportunity. There was a scenic overlook extended off the pool deck, a tiny little stone platform, overlooking the ocean. The spot was tiny, and wouldn’t fit them all. Unless someone got on his shoulders.

Courtney considered it for a moment, hesitating, before Callie started to open her mouth. Reflexively, Courtney interjected. “Oh good idea Jason! I can get up and do some cute spring breaker pose.”

Noah was dumbfounded. Why? Why couldn’t they just not get a group photo here? What about Callie, why did… Noah watched as Jason lifted his fiancée up into the air effortlessly, his rippling arms depositing her tiny frame on his shoulder like a cheerleader. She yelped, before flipping a leg up over his head and straddling his neck, now in position for the photo. She posed with a big cheeky smile and her hands up and out in two peace signs. Noah’s cock couldn’t help it, and started to grow at the sight of Courtney being manhandled like that. This whole situation was… different. Isn’t Jason supposed to be, like, our… ‘boss’ or ‘manager’ here? Why is he so friendly? Noah stifled any objections and snapped the photos quick.

Jason was finally satisfied with the pool pictures and gave everyone a break until the evening. Noah needed to take a little time to himself, and Courtney wanted to relax a bit, so they both split up, Noah for the room and Courtney staying by the pool. She sipped her free cocktail and floated with her thoughts for a bit, unpacking the day’s excitement. Here she was, on an adventure! Just like she dreamed: Wonderful supportive fiancé, great weather, and amazing views… in more ways than one. She was in the big leagues now. Ava and Callie were hot. Fuck it, Jason was downright searing. She would need to work hard to catch up and to keep up. Courtney climbed out of the pool and rested, before noticing Ava emerge and follow a similar procedure, pensively swimming a few laps before noticing her and coming over.

Ava climbed up out of the pool and dried off, before settling down on the pool lounger next to Courtney. “So. You’re engaged! That’s exciting.”

Courtney looked over at Ava’s hand, a habit she’d only recently picked up. No ring. “Yup. Since December. He proposed in the snow up in this cute little mountain hideaway back east.” She showed off the ring. Noah had gotten a loan from his parents to afford it, and even then she suspected he’d pitched in a lot of his savings.

“Saved a date yet?”

“No rush. Maybe next summer. Depends on work.”

“Mmm. Take my advice and just do everything a year in advance. It’s a bitch. And you need a planner. Even if it’s just a friend. My sister ended up dragging me in when she got overwhelmed. That was a shitshow.”

“Thanks for the advice. It is a little overwhelming. We’re waiting a little bit. I’m the first person in my group of friends to get engaged.” Courtney paused. “Are you dating?”

“Yeaaah… it’s complicated. I travel so much it’s hard to have ‘The One’, you know? And I just have never found a guy worth either settling down for or dragging along. How did you and Noah meet? You seem inseparable.”

Courtney was always proud of this answer, no matter how cheesy it seemed. “High school. ‘Sweethearts’, I guess.”

Ava giggled. “Awh. That’s cute. I’m glad you found a good one right away. He seems really sweet. I wish I could have found someone I clicked with at your age. I guess I had my fun anyway.”

“Oh yeah?” Courtney chuckled a little. “How so?”

“I definitely made some questionable decisions in the dating department when I was in college. Maybe not even just dating. You know, how, like, you get with those guys and they’re just so good in bed, but are just an awful fit otherwise?

“Haha honestly it’s hard to say if I know!”

“…Holy shit. Have you never been with anyone else, like actually?”

“Yup. Well once in college, we were on a break and I messed around with this guy at a party… but that wasn’t really anything.” Courtney wasn’t typically one for kiss and tell, but Ava had a disarming, older-sister way about her.

“Damn. Honestly… good for you. As long as you’re getting what you need.” Ava laughed. “I slept with more than a few nice guys who were duds. And also with assholes who were fantastic in bed. Never found that perfect mix of both a nice guy and a good time. I’m glad you found that, Courtney.”

“Yeah. It’s nice to have both.” Courtney wasn’t sure if she did have both. She decided to cut through the chit chat. “Ava. Just be real with me. Am I missing out on anything? Do you think it’s weird? Or like… old fashioned?”

Ava took off her sunglasses, her warm green eyes giving an honest look. “Look, Courtney. I guess all I’m saying is that being single for a while was nice. The boys I was with in high school barely lasted two minutes in bed. Then I went to college and started hooking up with men. There's this guy in my hometown, Percy. He’s six years older than me and he knows what he’s doing. Fuck it, the first man to make me cum was a divorced professor in his 30s. I wasn’t even your age. I learned a lot about myself by… having fun. But if you’re happy with Noah, I wouldn’t worry about it. Hooking up is fun, but it’s more trouble than it’s worth. If I found Mr. Right, I would settle down in a second.”

Courtney settled back in her chair. Ava’s statement had kind of hit her like a truck. Her own sunglasses hid her shock. Was she happy with Noah’s performance? Of course. He made her cum almost every time…with his mouth. It was probably just Courtney’s classic high expectations. Noah was always improving, too. That first semester of college, Noah had barely lasted a few seconds. Condoms had helped since, though they’d dulled the sensation for her.

She couldn’t help but feel a tiny bit like she was missing out. A lot of her friends had hooked up plenty. Sometimes she wondered if she was a little old fashioned; engaged to her first boyfriend. She pushed the thoughts aside. Noah was a perfect partner. Supportive, kind, cute. He’d helped her through a lot. Sex wasn’t everything, and they had their own kind of fun.

——/-/-/——-/-/-/——-

Jason settled into a nice rhythm on the treadmill, just fast enough for a workout while providing a little clarity of mind. The trip was going well. The hotel was accommodating, and the girls were all getting along. Ava was her typical reliant self, immune to drama. Callie was giving him the cold shoulder for the most part, which was fine. He’d keep his distance. He had not, in fact, invited all these women to sleep with him, though the sheer social power of that expectation kept him from ever directly denying it. No, Jason had a brand to perpetuate, and his needs came second. He’d long ago learned to only bang the girls who knew what they were signing up for. Young 22 year olds like Courtney almost never actually understood the meaning of 'casual' sex, and so he’d shunned them off, instead looking for girls with solid heads on their shoulders, in their late 20s to 30s. Less expectations, less trouble. In theory Courtney was a solid gold work partner because she was taken, which kept the baggage to a minimum.

Jason turned the pace up on the treadmill. Of course, Courtney was a captivating sight. She had a certain… repressed quality to her, like she was holding herself back. Probably the other side of the whole “young engagement” thing. Hm. The couple had perplexed him at first, but it made more sense as the day went on. Courtney really loved Noah, and Jason couldn’t blame her. Noah was a really good guy. Maybe too good. Jason turned the speed up again. Now he was at a solid pace. Maybe he just wanted to know. Could he? The young little innocent blond? Such a girl wouldn’t have been a challenge normally. The rock on her finger changed the calculus.

That evening, the whole group gathered to take the next batch of pictures at the hotel’s Tiki bar. A dozen poses in front of outrageous cups and goblets later, they’d relaxed and started chatting. Noah and Courtney, at the end of the bar, quietly spoke about the day’s events, sipping a tropical drink for two out of a scale model of the Titanic. The ice cubes in the drink were all iceberg-shaped, which lent the drink a sort of brutal irony.

“You killed it out there Noah. Thanks so much for running the camera.”

“Aw babe, you flatter me. You know you’re easy to take good photos of.”

“Aren’t we all?? Ava, oh my god I love her outfits.”

“You guys do look great. You’ve all got your own styles. It works.”

Courtney tilted her head over to Jason and Callie, who were casually chatting a couple spots past them.

“What about those two, huh? Think something is going on?”

“I dunno. I don’t think she’s that into him”

Courtney gave him an 'Are-you-serious?!' look. “Noah. No way. She’s playing hard to get.”

“What? Is he THAT hot?”

“Agh. Forgive me, but yes. He is a model. It’s literally his job.”

Noah decided to channel his little pang of jealousy into a jab. “Ohh so you’re jealous of her?” He gave a playful smile.

“No!” Courtney blushed. “I’m just not used to-”

“Not used to NOT being the center of attention?” Noah shot back, jokingly dramatic.

Courtney gasped playfully. She had been one of the cutest girls in her tiny little small town, but now, faced with real life challengers, that competitive spirit was coming out. “You can be so mean, you know that?” She shook her head at him, admitting defeat, and took a big sip ‌of her drink. Noah remembered Courtney’s little exchange with the bar owner back home, all the little flirty moments with Jason that day…

A few moments later, Callie got up, and said she was going to take a phone call in her room. Jason, now sitting alone, turned and acknowledged the couple with a head nod.

Courtney called out to him. “Hey, don’t be a stranger!”

He needed no further invitation. He pulled up the chair next to Courtney.

“Thanks. How are you liking it so far?”

“It’s amazing. Thank you so much for this!” Courtney beamed.

“It was all you! You deserve to be here. Besides, I only pick winners.” He winked subtly, his charm on full display.

“Oh I’m so glad to be chosen by your highness.” Courtney joked, trying to deflect both Jason and her complicated feelings for him.

“Well, to be fair, you’re a package deal. Noah’s done an excellent job behind the camera, I must say. It’s not all about just being hot. It’s about _looking _hot.”

“Oh and I suppose you’re the expert on that?”

“What? Trying to unseat me, blondie?” Jason smiled devilishly. “Noah I must say, your fiance is fiestier than she lets on.”

“Tell me about it.” Noah spoke, playfully jabbing his fiancée with his elbow. “You should see her when she’s hungry.”

“Ahhh a girl after my own heart. I get so irritable on a cut.”

“Seriously! I can’t help it when I’m hungry; the cravings make me so angry. I had to make Noah my sanity check, or else I’ll eat an entire tray of cookies or something.”

The two influencers kept talking. Noah excused himself to the bathroom. When he came back, he paused across the bar and took in the sight: his girl and a guy twice their age, dashes of silver in his hair, chatting at the bar. It was intoxicating. He felt the familiar feeling of his erection rising in his shorts, and had to carefully adjust them. Night had thoroughly fallen, and everything had taken on a surreal, tiki bar vibe. He approached the table.

“Hey babe. Is the time zone difference getting to you, too? I was thinking of heading up for some rest.”

Courtney checked the time on her phone. “Damn, yeah, it’s like… 1AM at home, shit.” She turned to their collaborator. “Jason, I think we’re gonna get some solid sleep tonight. Rain check?”

“Of course! We’re here until Sunday. No rush!”

As the couple stepped out of the bar, Noah spoke. “So what was that rain check all about?”

“Jason has the penthouse suite. He offered for us to come and hang out tonight if we wanted to drink and chill.”

Noah’s cock twitched. What a loaded invitation. Had Jason waited to ask until Noah was gone? He played it cool. “Oh that’s nice of him.”

“Yeah? You sure? I didn’t know if…”

“No, no, it’s cool. Jason’s cool. It could totally be fun.”

“Okay good. I’m glad you think so. Maybe tomorrow?” Courtney paused, evaluating the look on Noah’s face. “Thanks again for being so cool about this trip. I like how secure we are.”

“Yeah, babe! Of course. I don’t mind a little flirt here and there.”

“A flirt? Do you think we were flirting?” Courtney turned and blushed, stopping in the hotel hallway.

“I mean. Kinda. It’s seriously no big deal.” Noah shrugged. “It was kinda hot though.”

Courtney cocked an eyebrow. “Really now…” she resumed walking. “Tell me more.” She gestured to their hotel room door.

Courtney couldn’t really understand what had come over Noah, but he barely had the door closed before he was all over her, his hands practically tearing the cute dress off of her. She melted in response to the intensity, her body and mind reciprocating his lust.

Noah spoke breathlessly. “Fuck, babe. It’s just so hot to see how bad they want you.”

“Mmm yeah? You like having a hot little fiancée all to yourself?”

“Fuck yeah. It turns me on knowing what they want to do to you.” Noah tugged her over to the bed, stripping her as he went.

Courtney recovered from her shock. If this was how Noah wanted it, she could play along. “Ohhh, yeah, did you see all the guys at the pool staring at me?” Courtney fell back on the plush hotel bed, as Noah peeled her panties down over her legs. She’d neatly trimmed herself before the trip, both to keep her bikini looking nice and to entice Noah’s tongue. It had worked: Noah always appreciated when she put in the extra work, and he quickly slid down to service her.

Noah responded from between her legs. “Ugh, can you blame them? You are so fucking hot.” He began his pussy eating routine in earnest, warming her up with some light, teasing licks.

“Mmmm and did you like that little flirtation at the bar with Jason? Is that why you stood and stared at me for a minute?”

Noah shuddered. She had seen that. He moved to retreat, but Courtney gently held his head in place, guiding his licks.

“Mmmm yeah? Did you wonder what we talked about?” Courtney was heating up, the dirty thoughts propelling her on. “Don’t you wonder if he crossed any lines? If he made a pass on me?”

Noah moaned in affirmation. He was eating her out intensely now, doing everything he could to please her, to _reward _her.

After a couple of minutes of this, even Courtney started losing control. “Yeah? You like that? What would… you have done… if-“ in a flash, she imagined Jason inviting her up to his room, alone. She imagined Jason tearing her dress off of her and ravishing her against the penthouse window. “If- if- oh fuuck!” She couldn’t finish her thought, as the vision of Jason taking her consumed her mind. Her hips bucked up into Noah’s face as she came, hard, her chest and cheeks blushing red as she climaxed.

Noah kept licking until Courtney finally grabbed his hair and pulled him off of her. A stillness came over the room for a moment as she regained her senses. She quickly pulled Noah’s shirt off, flipped him over, and descended down to his crotch, where she took his cock in her mouth without a second thought. He was hard. Courtney wasn’t sure she’d ever felt him this hard. As she sucked on his cock, he groaned deeply, the sensation of her warm mouth nearly irresistible. After a minute of this, he could couldn’t help it. He grabbed her and pulled her up into the sitting position. Quickly, he snatched a condom off of the table beside them and rolled it onto his cock, his eyes hungrily staring into hers. She picked herself up, and in one smooth motion, carefully slid herself down onto him. He grabbed her hips, and began to roughly buck himself up into her.

This was certainly new for Noah, who never was this assertive as a lover. But he had to take her. His mind was full of images of Jason and Courtney laughing together at the bar, flirting, talking. How far would she have gone? How consumed with lust could his future wife become? Would she have accepted Jason’s offer on a different occasion? His mind swam with dark thoughts that propelled his lust ever further. He couldn’t control himself, as shame and lust intermingled in his mind.

Courtney felt, in the corners of her senses, another orgasm building. The dirty talk, the fantasy, the intensity of Noah’s lovemaking, had all begun to, for the first time in her life, build into an unfamiliar feeling of a cock-in-pussy orgasm. If Noah could fuck just like this… just a bit longer…

But it wasn’t to be. Just as soon as the feeling surfaced, Noah moaned as he let loose into the condom, an orgasm that would have impressed Courtney if it hadn’t so thoroughly shut down her chances at cumming a second time.

They both collapsed onto the bed, kissed passionately, and, unable to process exactly what had just happened, quietly cleaned up and went to sleep.

——/-/-/——-/-/-/——-

The next day was a simple series of point-and-shoot videos of the amenities around the hotel. The couple woke up late enough that they barely had time to get ready before getting out the door. Courtney and Callie filmed a quick workout together, which Noah, ever the cameraman, didn’t mind at all, given just how good the two of them looked in yoga pants, though Callie’s more revealing outfit continually drew his eyes. Once the shoot finished, Courtney took the time to put in a real workout, and Noah went out to grab some more establishing shots of the resort. By the time they reconvened, it was time for lunch. They sat down together at the resort restaurant and slowly picked at their meals.

Conversation came slowly at first until Noah finally broke the awkwardness.

“So. Last night.”

“Yeah?” Courtney back at him, anxious and ready for Noah to burst out in jealous anger.

“I hope it wasn’t… weird? Like… All that stuff about seeing you flirt…” Noah looked down at his drink, guilty. Embarrassed, even.

Courtney felt the weight lift off her shoulders. “Oh, babe, no! That was amazing last night. Please don’t apologize… seriously!”

Noah perked up. “Yeah? I was afraid you would think it was weird.”

“Well I was afraid you would think it was, like, cheating.”

Noah laughed, and Courtney joined him, finally easing them back into normalcy. Noah replied. “No way. It’s just fun. Nothing’s happened that I didn’t know about, so like, it’d be on me if we felt weird. And honestly, for me it was fun.”

“Thanks, Noah. I’m glad we can trust each other so much. And it WAS fun.” She leaned in closer. “I loved how wound up you got. I don’t think I’ve ever seen you so… intense before.” She giggled and sipped her drink.

“You were playing along pretty well. You came pretty hard.”

“Yeah? Proud of yourself?” Before she could go on about how close she’d been to cumming a second time, Courtney bit her tongue. No sense ruining the moment. “I think we both had something to do with that, thank you.”

“Oh I would not have eaten you out so much if you hadn’t been dirty talking like that.”

“Hmm. I doubt it. One of these days I’m going to see just how long I can keep you down there. I’m glad we had fun. No weirdness with Jason or anything?”

“No. Just… let me know if he makes any moves.”

“Now what does that mean?” Courtney took a slow bite out of a strawberry. “Afraid he’ll invite us up again tonight?” Her foot grazed his leg.

Noah moaned softly in response. “Aah… maybe not afraid. I think it would be fun. I’d like to see him try so hard to bag you and then I just whisk you away back to our room.” Noah wasn’t actually sure just how far he wanted this to go, but he knew he wanted more.

“Oh my hero…” Courtney said, dryly. What a win win. I get that stud hitting on me and I get to come home to my fiancé in rare form… “If he asks, I’ll say we’re in. You can back us out any time you want.”

“Oh but you’re in it no matter what?” Noah joked.

“Mmm I mean you can be there or not, up to you…” Her leg extended, her foot just teasing his crotch under the table. She could feel his cock, rock hard in his shorts.

“How is everything over here?”

Courtney practically leapt out of her chair at the waitress’ surprise return. Her leg recoiled, and she kneed the underside of the table, causing the plates and silverware to crash and rattle loudly. “Uh, no, no it’s fine. Thank you.” She was blushing beet red by the time the confused waitress left.

After lunch, the whole group was back together, this time in Jason’s penthouse suite. It was ridiculously furnished, a cavernous white marble space with a vast sectional couch looking out through the floor-to-ceiling windows, down at the city and ocean below. Noah was impressed at the show of west coast decadence, knowing that it must cost a fortune to rent a weekend in this place. The sun was just beginning to touch the horizon, marking the start of golden hour.

Ava finished up with the fancy-looking drinks at the minibar and turned to the group. “Okay. Game plan. Photos here, a drink, and then Callie and I were thinking of going out tonight. There’s apparently a really cool club downtown with, like, circus performers or something.”

Jason waited a moment. He flashed a cocky smile as he gestured out to the suite with its view. “And leave this? You know what. I’m gonna pass. You ladies have fun. I’m quite enjoying my room. Why don’t all you ladies have some fun to yourselves?”

All eyes turned to Courtney.

“Uhm, well… We actually have a bit of a date tonight.” Courtney spoke up.

“Aw, really?” Callie cooed. “That’s fair. Maybe we will see you later? Where are you guys going?” She looked to Noah.

This date came as quite the surprise to Noah. He figured it was time to cover for his fiancée. “Uh, yeah, it’s actually… a surprise. So I don’t want to spoil it.”

“Yeah. He just told me to be free tonight. Isn’t that fun?”

“VERY fun. Who knew you had it in you?” Ava teased, as handed Noah his drink.

“I have my moments.” Noah breathed a sigh of relief as the lie found its mark.

——/-/-/——-/-/-/——-

Once they completed the shoot, only moments passed before the other two girls were rushing out the door and on their way to change for their night out. As night fell, Noah, Courtney, and Jason remained alone in the penthouse. While they chatted, Jason looked down at his watch.

“Uh, when exactly is your reservation?”

“Oh, uh, I guess… the gig is up. I kind of… didn’t want to go out.” Courtney grimaced playfully, like she was admitting an embarrassing secret. “Don’t get me wrong, I love them, but clubs aren’t for me. We actually snacked before the shoot.”

Jason laughed. “Yeah, those two are definitely on the prowl, I suspect. Well, shoot, It’s been a big day. I haven’t broken in the hot tub yet. Why don’t you guys relax up here? I can get us another round of drinks.”

It was the moment of truth. And Courtney felt no hesitation. “Oh! Sounds fun.”

“Perfect. Why don’t you guys sneak down, grab your swimsuits, and we’ll have a little hangout?”

This time, it was Noah, head rushing with the thrill of the moment, who jumped in. “I can just go down and grab them really quick. Why don’t you just stay up here and get comfortable, babe?”

Courtney took it in stride. “Sure. I really don’t want to go all the way back in these heels.”

Seconds later, Noah was out the door.

As he shut it behind him, his mind filled with fantasies. Of Jason plying her with a drink, having her take a seat, reaching an arm over her on the couch… Noah rushed down to his room, enjoying this little fantasy. He quickly grabbed their swimsuits, drying in the shower, and scrambled back to the elevator. It seemed to take forever. He was practically frantic as he returned to the door. Oh shit. I don’t have a key. He knocked, imagining instead Jason with his hands around her waist, her dress on the floor…

Jason greeted him in surprise. “That was quick!”

“Haha, uh, yeah, I knew right where they were.” Noah looked out into the room. Courtney was way out on the balcony, looking at the city.

“Here. Have this.” Jason handed him a drink. “You can set the swimsuits down in the second room.” Jason gestured over his shoulder at a door.

Noah stowed the suits and returned to the suite. This place was vast. The main room of the penthouse opened up to a massive rooftop, complete with hot tub and panoramic balcony. He took a sip of the drink. It was good. Some sort of whiskey concoction. It was also quite strong. He took another good slug of it for bravery’s sake.

Courtney was already out on the balcony, taking in the view. Earlier, after Noah left, Jason had spent some time pointing out different city landmarks to her, clearly using the opportunity to move in close, reaching an arm around her to point more precisely. Courtney had basked in the attention. Now, with Noah’s return, Jason had subtly backed off.

Courtney turned her head and noticed Noah approaching from the suite. Emboldened by the drinks, she felt confident enough to try a little tease on her fiance. She pointed out towards a cruise ship out on the horizon. “Oooh. I’ve seen you talk about cruises before for some sponsorships… but what do you _really _think? I kinda wanna try it.” She re-closed the distance between them as she pointed to the ship, making a point of brushing up against him.

“It’s good fun. Honestly, some of the best sleep I’ve ever gotten. The ship rocks you like a baby. But it’s pretty tight. Rooms are intimate, which can be either annoying or… fun.” He shot her a coy look.

Noah slid into position next to Courtney, equally close, squeezing her in between the two of them.

Jason continued. “Quite frankly, they wouldn’t be half as fun without all the debauchery that happens in secret aboard.” Jason was seizing his opportunity. He wasn’t exactly sure where the evening was going, but these two were fun, and the trip’s work was finished.

Jason had no master plan. There was just his instincts, and moments of opportunity. He realized there was no way he would simply bed Courtney alone, but these two, together, either by naivety or curiosity, had put themselves here for a reason. Maybe they had an arrangement, but any couple he’d been with before had been pretty upfront in their intentions. It was more likely, he figured, that they were playing with fire. Some game of chicken, maybe with him, maybe with each other. He would not let the opportunity pass untested.

“Debauchery, huh?” Courtney said, impishly.

“Oh so much. Bachelorette parties, girls trips, bored housewives… so many people, so much to do, you get the picture.”

“Wow. Jason Travels, womanizer extraordinaire.” Noah joked.

“Oh don’t worry. They all knew what they were getting into. It’s all in good fun.” He stared directly down at Courtney, whose tiny frame was being subtly squeezed by the combined pressure of her fiance and her older suitor. The energy in the group had changed in these close quarters. A palpable tension had built up among them. Courtney needed to regroup. She jumped in. “Why don’t we get changed and slip into the tub?”

As the door shut behind them, Noah and Courtney turned to face each other for a moment; they immediately broke out into a heavy makeout session, tongues intermixing in wordless lust. Courtney genuinely didn’t know what the next move was. In her heart, she wanted Noah to grab her now, declare the night over, and take her downstairs. But her curiosity, her desire to push herself, wanted to see what was beyond the unknown.

After a few moments, Courtney pulled back. “How are you doing?”

“Good.” Noah breathed a sigh of anxiety. Was this getting out of control? Was he good? He sorted through his feelings, but the overwhelming emotion was sheer horny lust. “REALLY good. You’re driving my dick insane. Are you okay?”

Courtney was riding the high of two men’s full, undivided attention. The enjoyment she felt at this surprised her, but what shocked her the most was the effect Jason’s steady confidence and maturity was having on her. Jason’s bold approach was intoxicating compared to what she was used to. Noah had not yet chosen to whisk her away back to their room, and she was **** for an escalation. Her urges, her needs, took over control of her typically innocent mind. Courtney was going to do what she always did: pursue perfection.

“I am so so good. Promise you’ll tell me if you’re not cool with anything that happens after we go back out? We can always go straight downstairs if you want…” She was peeling herself out of her cute dress teasingly, a last ditch attempt to kick start Noah’s instincts.

Noah answered calmly instead, too nervous to get the message. “Promise.” His mind reeled. What had she just asked him? “And, uh, no downstairs quite yet. Just have fun, babe.” The words spilled out of him reflexively. He watched as she pulled her panties off, a massive wet spot having darkened their light blue color. Her pussy was already glistening with desire. She turned to him. “Go on. I’ll be right after you.”

Noah easily slipped on his trunks and emerged out into the penthouse, only to find Jason already lounging in the hot tub.

“Water’s nice, dude! Come on in.” Jason gestured broadly with his arms.

Just as Noah settled in and turned to speak to Jason, Courtney emerged. Naked.

Jason whispered under his breath at the sight: “Holy shit.”

Courtney got a good view of the men’s reaction, before her nerves got the best of her and she turned toward the bar, doing her best sexy strut as she went. She found the first thing that looked fancy: a nice bottle of whiskey. She poured two good glasses and sashayed her way over to the hot tub, mind on a mission. Their eyes were locked on her body as she did. Courtney’s body was that perfect combination of tight and soft, her perky tits bouncing lightly as she stepped her way over.

Courtney lithely slid in between the two of them in the hot tub, handing them their drinks. They both moved in closer under the cover of balancing their glasses. Her heart was racing. No turning back now. Both of them thanked her for the whiskey, both still in awe at her beauty. She turned to Noah first, saying “Of course, babe,” and kissed him hard, before pulling back and looking him in the eye for any sign he wanted this to stop. Noah was frozen, and didn’t offer any resistance. She felt his cock under the water. Rock hard.

So she turned and looked left, up at Jason. He was staring down at her covetously, his devilish smile‌ making her pussy throb. He subtly made a move for her, sliding closer. She reached up and finally put her lips against his, her body surrendering to her desires. His tongue teased her lips as they kissed, and the butterflies in her stomach receded with every passing second. Finally, after a little too long, she backed off, giving him a playful smile. Under the water, her right hand was now around Noah’s cock, and slowly jerking him.

Noah remained frozen. Watching his future wife kiss another man was jamming his brain, his emotions in full saturation. It was surreal, and incredibly hot. He took a deep sip from his whiskey as Courtney turned to look back at him for assurance. How was he going to say no while she was so deftly touching his cock? Suddenly, Noah noticed her other arm subtly moving. Was she-?

Courtney stopped dead still. In an attempt at teasing, her hand had accidentally sprung loose Jason’s cock from his board shorts. And she was feeling it now, in her hand. It was big. Bigger than her fiance’s. And she could tell: she was holding both of them at the same time. She had always thought that Noah’s cock fit perfectly in her hand: her tiny fingers wrapped just right around it, and it was just a little longer than her palm could fit. Jason’s, however, felt like a weapon. It was thicker: her thumb and middle finger didn’t even touch when she gripped it. And it was longer: a stroke seemed to go on and on.

Jason’s smile went wide. These two lovebirds had probably never considered this. Now he got to surprise them. Courtney’s face turned back to him and betrayed her astonishment for just a second, before she checked herself. Now, for Jason, the fun was on. He kissed her again, more aggressively this time, taking another tiny bit of control. He placed a hand on her thigh, and slowly started to rub. Courtney could sense that wry smile of Jason’s even as she kissed him. The bastard was pretty proud of his equipment, clearly.

Noah’s heart was pounding, and his cock was painfully hard. Courtney had split from her kiss and reveled in the moment as she stroked the two men beside her. She was amazing to watch, her hand was perfectly working on his cock… he suddenly felt that first warning sign that he was close. In an attempt to buy time, he reached his hand down and stopped Courtney, looking her in the eyes desperately.

Courtney may have gotten the wrong message. She turned to Jason, and withdrew her hand from his cock. “I don’t know about you boys… but I think it’s time to head inside.” In one fluid motion, Courtney was out of the hot tub and on her way into the hotel room. Jason was just behind her, smoothly taking off his trunks as he followed.

Noah was awestruck for a moment before following suit. Courtney had grabbed a towel on the way in, and quickly dried herself off before folding it and throwing it down dead in the middle of the marble floor. As the men dried themselves, Courtney knelt down in anticipation. Holy fuck. Jason was approaching confidently. And she could tell why. That cock was all the license he needed for his attitude. She tried to act natural, but her hand betrayed her, reaching out to touch it. Courtney had literally only seen two other cocks in her life, and this one was probably the total size of both put together. Courtney giggled in her head about the novelty of it. Of _course _Jason had a big dick.

Noah watched Courtney’s hand as it found its way to Jason’s cock, and his heart leapt up into his throat. Jason had a weapon. It wasn’t ludicrously big, but it was definitely in porn star territory. He should have felt intimidated. But the realization overwhelmed Noah that Courtney, his fiancée, was touching this cock. And it amped up his horniness even more, surges of dirty thoughts running through his mind. He took another big sip of whiskey and closed the distance to his girl.

Courtney grabbed her fiancé’s cock as soon as it was in range. All three were now in close quarters: Jason and Noah looking down at the beautiful blonde before them. Courtney finally took the plunge, and turned her head to kiss Noah’s dick. She carefully continued to play with Jason’s member as she did, running her fingers along his length. Slowly, she sucked her way down Noah’s cock until she had it where she knew he liked it: all the way in the back of her mouth, with her nose bumping his groin. She slid back and forth slowly, sucking as she did, building a pleasant rhythm before releasing him. Noah was thankful she was taking it slow. A few more strokes and he might have blown his load, and maybe the entire night. He was feeling so incredibly horny, with the whiskey working overtime on him. He looked sideways at the glass in his hand. The empty glass. Had he actually finished the glass she had poured him? Fuck.

Despite her outward confidence, Courtney was impossibly nervous. Please be okay with this Noah. She stared up at him as she withdrew down his shaft and placed a soft kiss at the end of his cock again. Her eyes betrayed a look to her left, towards the… _other _cock in the room.

Finally, Jason spoke up. “Mmm why don’t you show me a few of those tricks, huh?”

Noah and Courtney shared a look. Noah nodded, his normally logical mind fully entranced. It was all she needed. With a quick turn, Courtney was face to face with that cock. It wasn’t just big. It was hot. Just the right amount of throbbing veins running down its stiff length, with a pair of heavy balls hanging underneath. She reached out, grabbed hold of it, and went for her standard play: a delicate kiss, her lips around the head, and a steady pace of sucking strokes, constantly taking more with each motion. But there was a problem. Instead of the sort of simple, lips-around-cock approach she could use with Noah, Jason’s cock required some genuine jaw extension. And worse, after a few strokes, she felt Jason bottom out against her throat, an experience almost impossible with her boyfriend. She was supposed to be a blowjob expert…but this was a challenge.

Jason whispered down to her. “Use your hands. One on my balls.”

In need of the encouragement, she instantly obeyed, not even realizing that she had lifted her hand off of Noah’s dick in order to service Jason. Cmon Courtney… you can do better than this. Instead, she gagged a bit, and pulled herself back off his cock to take a breath. She nervously giggled.

“You are so fucking sexy.” Jason said, disarming the tension. Again, Courtney greatly appreciated the pep talk. She turned and swallowed Noah’s cock again. It was safer, familiar, and… softer, even? The experience of **** on Jason’s cock had been so visceral, so animal. In comparison, Noah’s dick just.. wasn’t a challenge. But it was rebuilding her ego. She kept working on her fiance, whose expressions of pleasure kept getting closer and closer to the edge. It was time to try again. She popped Noah’s cock out and again tried to tackle Jason’s cock, two hands from the start. Her eyes shut in concentration as she took just a little more, before moments later having to pull back and cough again.

“How about a little change, huh? Wanna suck me while he bends you over?” Jason gestured to the couch, which had a perfect armrest for this sort of thing.

Noah appreciated the move. Jason knew what he was doing. He could recognize Courtney’s determined energy and knew she probably would have knelt there sucking Jason until she got it right. Maybe all night. He looked her in the eye as she turned to check in on him. “Yeah babe, what do you think?” Noah, so overwhelmed with lust, could barely even speak.

Courtney was quickly on her feet, sashaying over to the couch. She bent over the edge towards the cushions, and Jason took up his position, sitting right where he needed to for Courtney to suck his cock. She didn’t wait, taking his steel hard cock in her mouth without a second thought, excited for her fiance to take her from behind, and maybe even more excited to get some more practice on Jason’s member.

Noah, however, needed to cool off a bit. Carefully, he knelt down behind his fiancé, and buried his face in her luscious pussy from behind. Noah heard her muffled moans and felt her body react. She bucked back into him as she slurped up and down on Jason’s dick. For a few minutes, this continued, a rhythm passing from Jason’s cock, into her mouth, down her back, through her pussy, onto Noah’s tongue.

Courtney was really enjoying herself. She hadn’t expected Jason to be such a relative gentleman, either, as his hands cradled her hair and caressed her face as she sucked his cock. The feeling of Noah lapping at her pussy helped, too. Her butterflies were fully banished.

But Noah had maybe done too good a job. Courtney released herself from the struggle against Jason’s cock, and begged: “Babe, please fuck me, please! I’m so fucking horny.”

Noah wobbled a bit as he got up. The whiskey was hitting now. He managed to regain his footing and settle his cock onto Courtney’s cute little asscheek. He watched her work for a moment. She was slowly bobbing up and down on Jason’s cock. Every now and then, she would stop for air, or even gag a tiny bit. Jason was offering her little compliments all along: “Baby you’re doing so fucking good. That feels fucking great. You’re so sexy…”

Courtney was darkly conflicted. She felt kind of like she was still fucking up this blowjob, and that Jason was showing pity on her, maybe even coaching her? Dicks like this actually exist? However, the feeling of her fiance slipping his own dick into her waiting pussy fully derailed her train of thought. God she needed it.

Noah was in heaven. This was amazing. His girl was bent over the couch, sucking another man’s cock, a big cock, and it was driving him crazier than he’d ever imagined. But Noah’s enjoyment was outrunning his brain. He had left the condoms in his wallet and was foolishly fucking raw. He kept a sloppy pace, trying not to interrupt the cocksucking in front of him, and had to battle with the **** coursing through his veins. Fuck. I… need… to… slow…down. Noah thought to himself as he buried his cock into his future wife. She was so wet. It was already too much.

She lifted her head ‌and looked back at him. “Fuck, Noah, don’t stop, that is SO fucking good.” Courtney felt that first hint of an orgasm on its way, that elusive cock-in-pussy orgasm she had been chasing time and time again. Could this be the night when all the pieces came together and-

“FUCK, FUCK, ughhhhh” Noah moaned as he pulled out a moment too late. For a second, his cock was still, he thought he might be okay. And then the first spurt blasted out onto the marble floor. And the second, and the last little drop of the third. “Holy fuck…” the rush of endorphins hit him like a freight train.

That glimmer of Courtney’s bliss evaporated. She tensed up, unsure of what to say. All three were still and silent for a moment.

Jason seized the opportunity and spoke up to take his chance. “Well, I guess that makes it my turn, huh?” Courtney reflexively nodded. “Don't worry, Noah. I’ll take good care of her.” Jason hauled her over the couch arm and flipped her over onto his lap, face to face. The material of the couch was mercifully soft, and he was so strong that he effortlessly put her into place. They stared eye to eye for a moment before Jason pulled her in to kiss her, hard. His lips descended down to her neck, where he softly teased her with his tongue.

Oh fuck. Chelsea felt his cockhead slide over her pussylips and clit. It was already intimidating to suck, but now, it was even more imposing: a beast knocking on her door. She felt her traitor pussy surge with excitement. What about Noah? She looked across the room for him.

Noah had settled down on the soft rug next to the lounge chair a few feet to the side of the couch, and was catching his breath. Courtney was still at a loss for words. Jason’s member was toying with her folds now. She didn’t want to say it. She felt guilty for wanting it so bad. She couldn’t dare make a move, and prayed that the look in her eyes communicated what she needed.

Noah stared at his fiancée, a toy in the hands of Jason’s powerful frame, strong hands guiding her down onto his shaft. Noah had let her down. Saying no would finalize the night as ruined… but Noah could still rally. Maybe round two could be all them. And… he wanted to see. Noah responded with a slow nod.

Courtney needed no further instruction. She wrapped her arms around Jason’s body and gave in, finally speaking: “Fuck, do it, fuck me, Jason.”

Jason couldn't stand even another millisecond of teasing. He deftly lowered her waiting pussy down onto his cock, her cute little pink entrance lewdly stretched by his cockhead. She was tight. He felt every little fold inside of her as he invaded, inch by inch. Engaged or not, for now, this girl was his.

Courtney was astonished. His cock was genuinely stretching her out, and she felt the nearly uncomfortable pressure slowly work its way into her. When she expected the end, like where Noah normally bottomed out… it just kept going. How big was this cock?! She used her legs to keep the pace of this first penetration slow, and after what felt like an impossible distance, she finally felt Jason’s groin stop against her clit, his cock firmly nestled inside of her. Fireworks began going off in Courtney’s brain. Her pussy throbbed at the feeling of fullness. It was like every heartbeat brought further pleasure. “Oh-my-fucking-god you are so big… so good.”

Jason growled a gruff laugh in response, and pulled back slowly. It was time to show this girl a good time. He withdrew until his cock was just barely inside before burying it again, this time faster. This middle pace felt just right to him, not too intense but not too romantic either, and he kept fucking her like this, steady and deliberately. Noah had already kind of warmed her up, but Jason had a feeling she wasn’t used to his kind of equipment.

The fireworks in Courtney’s brain were going off again, faster and faster. She felt so incredibly out of control: Jason, a man twice her age, had her in his grip like a toy as he fucked her on a hotel couch. Outside, through the big open bay doors, the city watched them. There was nowhere to hide physically, and soon, there was nowhere to hide in her mind, either. The first sign was the little yelps she was letting out on every thrust. She didn’t even realize she was doing it. Deep inside of her, somewhere between un- and conscious, was that warmth, that little spark, returning. And every thrust seemed to stoke it, grow it. Every little yelp fed that spark, and every brief pulse seemed to remove the inhibition inside of her.

Noah looked on in wilted awe at what was happening. Another man was fucking his fiancée. Jason was fucking his fiancée. Jason’s body looked ‌wrought of metal, and he controlled and timed every motion perfectly. His steely cock was rock hard and angled to deliver maximum punishment to Courtney’s tight pussy. Noah watched it thrust in and out of her at a methodical pace. He looked down at his own manhood and sighed. No signs of life yet. Worse, the floor seemed to be slowly spinning. He may have accidentally drunk too much… he continued to watch in his stupor, leaning up against the loveseat behind him and slowly trying to work some life into his cock.

Jason felt her responding to him. He felt her pussy squeezing in time with his thrusts, and decided to make his next move. He leaned down to Courtney’s ear and whispered. “Do you like that?”

“Yes- unf- yes I dooo…”

“Do you want some more?” Jason picked up the pace just the slightest amount, to demonstrate.

“Oh fuck- yes- please- more.”

“Good girl.” Jason almost doubled his pace. “You are so fucking perfect. I could tell you wanted this. You needed this.”

“Ohhh fuck, oh fuck-“

“Tell me you need this. Show me how bad you want this.” Jason relaxed the grip on her midsection, allowing her to set her own pace. It was off to the races now.

Courtney began to bounce on his cock at her own speed.“Fuck- Jason, fuuuuck- I need this! I needed this cock so bad! Holy fuck this… is...a-ma-zing… ooooh fuck!” Practically each syllable was in time with her riding. She was barely even keeping a pace, her bouncing erratic and uncontrolled.

The spark within Courtney was an inferno now. She was going to cum. She could feel it. As she realized, a pang of guilt sprung out of her conscious mind: she had been trying for years to cum with Noah, and here she was, about to cum on this playboy’s cock instead. But the guilt gave way when she looked at her young boyfriend: Noah was jacking off. He was enjoying this. The taboo was too much to handle. The pleasure consumed her, and she let out a long, rapturous scream as she experienced her first orgasm around a cock. Her legs and arms wrapped tightly around Jason, and her pussy clamped down on his dick, pulsing and squeezing.

Jason slowed his pace down to let Courtney squirm, trying to drag out the duration of her climax. He’d set the hook for sure. As she came down and felt her brain coming back to earth, she blinked her wide eyes in astonishment. She was glowing, astonished, conquered. She glanced over at her boyfriend.

Noah had watched the whole thing happen, barely conscious. Had Courtney just cum all over Jason’s cock, something he had never been able to do? His own cock had returned to strength, and he was furiously jerking off, forgetting about his plans for a round two. He could barely keep his vision straight.

Jason had to move fast. It was time to take this to the next level. He sat up and pulled her in close. She was still impaled on his cock. Jason spoke quietly:

“Yeah, you liked that huh?” Jason said, staring right into her eyes.

Courtney could only nod in agreement, still overwhelmed by the sensations below.

“Do you wanna make me cum?” Jason grabbed her hips and set a pace for her to grind against him.

“Yesss I do.”

“Tell me how good this is.”

“So fucking good.”

“I fucking knew you wanted this.”

“Mmm… fuck…” Courtney felt a moment of nervousness.

“You know it’s true. You wanted this all along, didn’t you?”

“Ohhh-” Courtney felt his cock pressing deep into her pussy, her orgasmic bliss giving way to a constant buzz of pleasure. “How could I not…” She ran a finger down his muscled chest. Jason had been so under control so far.

“Mmm hmm… I can tell.” Jason started moving his hips, hitting even more untouched regions of her pussy, as if to encourage her for the good response. “Now tell me, who fucked you better?” He emphasized this brazen statement with a quick spank on her ass, a feeling she wasn’t familiar with either. The spank managed to surprise her enough to keep the question flirtatious.

Courtney’s soul was screaming out: You fucking did! You fucked me better than I’ve ever had! Sex with Noah wasn’t ever like this. It was silly, and fun, and a way to connect with her favorite person on earth. And it was nothing like this Olympic-level fucking. But could she admit that to Jason? That this was probably already the best sex she’s had in years- maybe ever? She looked over her shoulder. Could she really betray the truth right in front of her fiancé?

Noah looked completely out of it, having cum again at the sight of his bride-to-be grinding into Jason’s cock. He was sitting slack-jawed against the seat now. He’d probably passed out.

Fuck it. If Noah wants to drink too much, cum too soon, and fall asleep, she can have some fun at his expense. He’d probably even fucking enjoy it. An electric feeling spread up from Courtney’s pussy. Jason was taking her, taking what he wanted. And she wanted him to. She wanted to experience the power ‌of it. Of giving in, of being ravished. A previously unknown corner of her psyche awakened, a piece that reveled in this debauched hierarchy. She bounced up and down on his cock recklessly, **** for more.

“You did. You fucked me so much better.” She admitted, shuddering in pleasure as she did.

“That’s right. You might be his girlfriend…” Jason picked up his pace. “But tonight you’re my slut.”

“Oh fuck!” Courtney exclaimed. She’d only ever been called that word by assholes, mostly online. “I’m yours, I’m yours, I’m your sluuuut-” Courtney saw stars, and her face went red as another orgasm suddenly rocked her. This one wasn’t the mind-melting one from before, but it still cemented this moment, and Jason’s words, in her mind.

Jason, too, was grunting as he got close. “Fuck, Courtney, I’m gonna cum.”

Courtney, in a moment of clarity, remembered that he wasn’t wearing a condom. “Uh- oh fuck-”

“You want it yeah? You want my fucking load don’t you?”

“I- I-” Courtney’s pussy was winning out over her mind.

“Tell me you want it! Tell me you want me to fucking fill you up!”

Fuck it, Courtney, you’re already careening out of control. “FILL ME UP, PLEASE, PLEASE-“

Courtney felt Jason tense up all over as his cock spurted and twitched inside her. Jet after jet of cum filled her aching pussy as Jason released his pent up energy into her. Courtney softly moaned as she felt every pulse deep inside of her fertile pussy.

Jason grunted in triumph as he inseminated the young girl. Her cute little doe-eyes went wide as he pumped her full of his seed, reveling in the intoxicating feeling of conquering the innocent blond.

Courtney’s mind caught up to her desires. She was being filled full of cum. The sensation was brand new to her; Noah had never cum inside her without a condom on. But despite the pang of guilt, her pussy continued to clamp down on the massive cock inside of her, even after Jason had stopped moving. Tonight, she just had to have this.

For a moment, they were still. Courtney remained deeply pierced on Jason’s cock, the fullness almost too much. Jason held her in place and looked deep into her bright blue eyes, before relaxing his grip.

Both of them flopped over on the couch. Courtney looked over at the chair. Noah was still out cold. Thank god, thought Courtney. _…that was amazing. But my blowjob game needs work… and I feel like I wasn’t matching his pace quite right, and- holy shit Courtney you can’t start thinking ahead. This is probably the only time this happens. She caught herself. ‘Probably’, Courtney?!_

Jason basked in his conquest for a few moments before draping a muscled arm over her. “That was fucking good. You’re so hot it’s insane. Seriously, I haven’t cum that hard in a while.”

It was a half-truth. Courtney lacked the confidence and experience of an older woman, but the rush of fucking a taken girl right in front of her man had more than made up the difference. The potential was there.

“Oh my god neither have I…” she whispered. “Noah normally gets me off with his mouth, so this was super fun…”

Jason smiled to himself. Nailed it. I think I have a fucking winner here. Jason remained there for a minute, petting Courtney’s luscious blonde hair and letting her catch her breath. Jason had long ago discovered that a little aftercare goes a long way in keeping arrangements like this going. After a few minutes, Jason carefully laid her on the couch, stood up, and said goodnight, leaving for the master bedroom. “Always welcome to slip into bed with me… it’s unlocked.”

“Mmm I’m good, thanks.” Courtney’s defenses were already re-mustering. She had kind of already gone too far. Courtney stood up and felt a glob of cum immediately run down her leg. Mistake. Dumb mistake. Her pussy, however, disagreed with her, and throbbed at the idea of Jason’s illicit semen spilling out of her. Fuuuck. So hot… Focus! She looked down at Noah. Her poor fiancé was still asleep against the chair, having missed half the fun. There was no way he would have been okay with… any of the last few minutes. She really, really hoped he was okay with whatever he had seen. She tamped down her anxiety and slowly woke him up. “Babe. Babe. Babe… it’s time for bed.”

“Oh sshhit. Uh. Damn. How long wasss I out?” Noah was dumb drunk, slurring his words.

“Um… like just a couple minutes.” Lie. Uh oh.

“Oh okay. Did you have fun?”

“So SO much. Are you feeling okay… about everything?”

“You were SHO hot babe. I loved it. I wishh I could have done more but WOW…” Noah stumbled towards the guest bedroom on the other side of the suite, with Courtney carefully keeping him upright.

“Okay babe, I’m glad you had fun. We’ll have to talk more in the morning. Let’s get some sleep, yeah?”

“Yeah… I can eat your pussy if you want.”

Courtney froze, eyes wide. “Mmm no, that’s not a good... uh…I’m tired, babe. Let’s just get in bed, huh?” She was blushing as she tucked him under the sheets.

Noah passed out almost immediately, spent and drunk. Courtney laid in bed a little longer, her mind racing. She imagined Noah, waking up and confronting her. She imagined her friends asking her why the engagement was off. She imagined herself tiptoeing her way over to Jason’s room. Somehow, she finally passed into fitful sleep.

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