Leveling Up

Skye glanced over at Newt before she entered the keycard into the slot. She found the teenager's expression unreadable as he looked lost in thought. The brunette assumed part of that came from nervousness. So Skye hesitated before opening the door.

Lana, please don’t be engaged in loud, wild crazy sex with your cousin when I open this door. Please! Newt doesn’t need to freak out and flee.

No screams, moans, or bangs met their ears when the suite’s door opened. With her eyes warily flickering toward the left side of the penthouse, Skye reached over to gently grasp Newt’s hand. With the slightest tug, she led him rightward as hurriedly as she could without tipping Newt off to the other pair occupying a bedroom. His attention seemed to be focused on the large flatscreen television they left behind in the main sitting area.

The timing succeeded as a moderate-level moan filled the suite as Skye led the teen through the bedroom door. Her concerned head swung over to check the teen's face, but Newt's face didn't show any realization. With a sigh of relief, she quickly shut and locked the door behind them.

Unbeknownst to the young woman in the room, the click of the lock came off as a sonic boom to the virgin. Until now, Newt's frazzled mind had manufactured every possible fun thing that Skye might have meant except the one that appeared the most obvious. Thus, his ability to live in denial died upon entering the forbidden bed chamber of the sexy model.

Girls triggered nervousness for Newt. That nervousness leads to fear, with the fear causing paralysis or flight.

When Skye turned around, she found herself looking at a stiff, stone-faced teen. Sighing, she muttered, "Okay, I thought this might happen."

With a plan in mind, the brunette returned to the small clutch she'd just placed on the dresser. Pulling out her phone, Skye began scrolling through her main photo album.

“Newt, remember when you mentioned finding my pictures creative? Were some of these the ones?” Skye inquired, holding her phone in front of the teen’s face while she flipped through a number of photos.

The screen showed Skye in a little black dress, balanced on one foot as she sexily fixed her other heel. Next came the brunette in skintight yoga pants down on all fours, in a painful-looking position, as she smirked back at the camera. Some minor eye movement occurred from Newt when the picture of the wannabe model pushing herself up on the side of a pool appeared on the phone. With her body and hair dripping wet, Skye smirked at the unknown viewers as her flimsy, sky-blue bikini strained to hold in her large breasts, with nipples erect against the thin material.

However, what caused a discernable reaction from the catatonic teen were the shots from Halloween a few years back that Newt had found incredible upon his first viewing of Skye’s social media on their first night at the cabin. The young head-turner was in a tight and short Supergirl costume, her hair dyed blonde, the same shade she now had in highlights with her brown hair.

“Oh, you like that one, huh? Why am I not surprised?” the model giggled. Pulling the phone away, she hummed as she opened up a different photo album. “Those were the pictures I put on Instagram. Here are some of my more private and personal ones.”

Newt’s eyes widened as several more photos from the same Halloween party appeared. Besides his new favorite version of Supergirl appeared a slinky Catwoman, a pair of X-Men in the barely clothed Storm and Rogue—Newt’s brain wanted to raise a protest about the impracticality of Rogue allowing that much skin to be exposed, but his dick ordered his brain to shut up—and an extremely busty Wonder Woman.

"Let's see, the Catwoman crawling up my side is my friend Selena. She works at Dynamite Fitness, in case you're considering buffing up. Those two are Chavelle and Evelyn. Oh, I think you know Evie's brother, Evan. He's in your grade. And, ugh, that's Renee with the tits ready to explode from the corset. This is from when she was fun and tolerable. If she looks familiar, it's because she works at Day Dental Care."

A slight tremor ran down Newt’s body as he realized the dental hygienist who cleaned his teeth at his last appointment looked like that under her work scrubs.

"Hmm, here's a few that I took with my friend Andie. She's from Guzzle Crossing and a sophomore at Zurbrugg. We met through our mutual love of modeling. She's a blast to create ideas with. You should check Andie out. Her dance videos are getting popular."

Newt didn’t need to move his gaze with the phone screen in front of his face. However, his eyes did roam up and down the busty blonde’s body. Andie Whitmer and Skye wore tiny bikinis and appeared quite playful with each other. The final pictures in a hot tub with steaming rising also caused the same condition in Newt. The two social media darlings practically sat on each other’s laps as they made out passionately. It turned out to be the shot of Skye pulling Andie’s top down to suck on her hard nipple that caused Newt to groan.

“We had a few drinks by that point,” Skye admitted with a blush. Then, a thought struck. “So you like those, huh? Then I bet you’re going to love these even more.”

Pulling the phone back with those teasing words, Skye found more recent pictures with somebody Newt knew personally. She had a feeling that Newt would be enamored of her photoshoot at the hot springs with Whitney.

“Remember how scandalized that ranger got at the hot springs? These are the ones that Sean took of us.”

Newt's mast went full-staff as the same image that Skye joked to Whitney about almost freeing her nipple appeared. Playful pictures of the two gorgeous girls jumping out of the water flashed across the screen. Although Newt had witnessed the late-night aftereffects of this photoshoot from the living room, he still grew envious of Sean's participation as the photographer.

It was the picture of Skye reaching out to make the blonde teen’s larger breasts bounce that caused Newt to regret not having pictures of the naked pair on the dining room table. Still, visions of Whitney and the wide selection of sharp kitchen utensils at her disposal ended those regrets. Whitney’s muted reaction to his voyeurism likely would’ve turned violent if he’d recorded the events. Not to mention, that would be rude to do without permission.

Blinking his eyes at the horrors Whitney could've invoked on him, Newt found himself staring at a picture of said teenage queen bee as she reached around to cup Skye's breasts. As more pictures flowed of the pair's hands and tongues exploring one another, Newt decided he'd maybe gotten luckier than Sean by witnessing the women consummate their attraction as the ranger ended his friend's fun.

Recognizing that the shy teen had relaxed, Skye moved on to the second part of her plan. Exiting out of the album, she brought up the camera function on her phone.

"Newt, you're such a helpful guy. Do you think you can be helpful again for me?" Skye questioned, getting in close to the teen's ear. "This might be one of the most expensive dresses I've ever worn. Say what you will about Fred, but he wanted me to look hot tonight. So, I really would love to get some pictures of me in this dress.

Skye conveniently ignored the couple of dozen pictures that she’d taken during the night. Her plan to break the frozen geek out of his shell worked enough to draw his attention to the dusty rose-colored mid-length satin slip dress.

“Do you think you can take some shots of me, sweetie? You’ve looked at my previous stuff, so I know you have an idea of what I like.” With his attention finally on her face, Skye batted her eyes at the inexperienced high school student. “Could you help me out, Newtie? Please?”

As his mother had ingrained a strong sense of helping others, especially women, into him for as long as he could remember, Newt nodded timidly. Despite his **** hesitation, Skye acted like he was all in. She gave a brief side hug before starting the impromptu photoshoot. It didn't need to be elaborate or lengthy, as she merely needed Newt to relax enough to receive his hero's rewards. And if the kid somehow managed to snap a great enough shot to use, then it would be Skye's lucky night.

Adding an exaggerated sway to her steps, Skye walked over to the large window that overlooked the city’s skyline. Standing at the edge of the glass, she looked over her shoulder with a pouty expression. Realizing that she’d started posing already, Newt scrambled to get the phone up in the proper position.

Simple shots of her gazing over the storm-filled skyline transitioned into ones of Skye bracing herself high on the window while sticking out her ass. Noticing how pushing out her derrière thrilled Newt, Skye carried over the position to the desk and its vanity. Staring into the mirror, she gave simple instructions that allowed Newt to take pictures from an angle that kept him out of the picture but also made it appear as if the camera was directly behind the alluring model.

With surprising dexterity, Skye spun around for the quickest of shots while pulling the chair in front of her. Then, she pulled it back as her body circled again before landing on it in a graceful pose that took Newt back. Already putty in her hands, Newt captured the images of Skye taking off and putting back on her high heels.

Then, with Newt fully engaged in his new role, Skye made her move toward the bed. A series of poses had her leaning back against the mattress edge, bent over it, and using the bed to prop up one leg. That's when she undid the heel straps and kicked a high heel away. The second one followed, with Newt being none of the wiser.

Standing again, Skye put her back to her emergency photographer while looking over one shoulder at him. Then, one hand found its finger dancing along her exposed skin as it ever so slowly moved the strap until it dangled off her shoulder. Skye added an exaggerated open mouth to the scene as if shocked at what had just happened. Then she repeated the movement over on her other shoulder.

Newt's breath hitched in his throat as only Skye's arm against her chest kept the dress up. Returning to the initial shoulder, the brunette with blonde highlights winked before letting the dusty rose satin dress drop to the floor. With the garment on the floor, only a similar color pair of thong panties remained. As Newt's arm dropped to his side, his finger continued to snap pictures. Somehow, one usable photo would surface of Skye's curvy, bubble butt later. It would be one of her most popular pictures ever.

Yet, in the present time, Newt began to wheeze as the nearly naked woman started to prove too much for him. And when the waitress/model turned around in concern, a gurgling sound emitted from his mouth as his eyes lasered in on the pink areolas topping a pair of perfect breasts appeared.

For a moment, Skye was confused until she saw the humiliated one form on the virgin's face. Immediately realizing what had happened, the caring young woman stepped out of her dress and forward before Newt could run away.

“Hey, it’s okay. That happens sometimes,” Skye stated soothingly, reaching out to grab his arm.

Although on the verge of hyperventilating, Newt had enough awareness to shoot a disbelieving look at the gorgeous woman.

“Okay, maybe not that fast,” Skye admitted, shrugging sheepishly. “But it’s flattering. Now, bend over and catch your breath.”

While Newt followed her direction, she stepped around him and took his suitcoat off from behind. Then, she reached around his body to unbutton his dress shirt.

"You feel warm. It's best to get this off."

"O-Okay," Newt stammered, standing up straight after catching his breath.

"This too," the seductive server purred into his ear as she lowered her hands to unbuckle his belt.

“Wait! I-I made a mess,” Newt admitted in embarrassment while attempting to pry her hands away from his pants. Her agile, strong hands won out as they batted his away.

"I know. And it's okay, remember?" Skye reassured him while sliding around to stand in front of the teenager. However, she dropped to her knees before Newt could get a solid close-up look at the almost naked beauty.

“Aaaah!” Newt squealed as his pants got pulled down. Looking down in fright, he saw Skye’s serene face gazing up at him. His fears melted away at the sight of her warm smile.

Ignoring the growing wet spot on the teen's gold and black checkered boxers, Skye tugged the elastic waist down. Although he'd ejaculated moments ago, Newt's mostly hard dick sprang out with ****. After bouncing against his body, it settled into its standing perch.

Skye held in a giggle caused by some cum droplets that were flung at her face. She didn’t want to upset the shy teenager with any misunderstandings. Instead, she studied the dark piece of sausage swaying in the air before her. Her tongue licked her upper lip before biting it at what she found to be a delicious-looking dick.

“Uh, I know it’s not as big as they’re supposed to be,” Newt admitted, his embarrassed eyes raising to study the ceiling.

“Geez, Newtie, stop being so hard on yourself,” Skye ordered. She pinched his thigh to **** him to look back down at her. “You have a really nice cock.”

"But other guys are bigger, and the ones on the internet–"

"Never, ever compare yourself to men on the internet. Got that?" Reaching forward, Skye ignored Newt's squeal as she took a handhold on his once again rigid member.

"I'd say you're around average in length or just slightly over. However, you're thick, Newt. Really thick. Definitely, well above average."

“S-So that’s good?”

"To some women. Men and women are alike, Newt. Some men want big tits while others want theirs perky. Ditto for asses. You can also say the same about dicks. You're going to meet women that prefer long poles to hit those hard-to-reach spots while others want a fat cock to stretch them. Other women care more about your other traits than your dick size. Are you kind, caring, and considerate? Those can turn a woman on mightily. And I'll admit that some women will go wild because your dick is dark. It has to do with the contrast between their fair skin and watching this plunder their pussies."

Newt nodded along as if trying to write everything Skye said in his brain. That’s why he never saw her next move coming.

Skye ducked her head and clamped her lips around his cock. The teenager felt the greatest feeling in the world as the sudden wet, warm mouth surrounded his sensitive head while she hummed around it. Once the vibrations ended, a powerful air vacuum moved inside her mouth as she began sucking.

It was debatable as to whose moans echoed around the room the loudest. Skye seemed to be savoring her chore of cleaning up the cum from Newt's premature eruption in his pants. Moaning around the thick shaft as if it were the most wonderful food she had ever tasted, Skye couldn't help but giggle at the thought of sounding like a Goforth's customer enjoying a great steak. Newt didn't even notice the snickering as he felt her tongue rubbing the underside of his shaft while she slowly moved her head up and down, swallowing that tender meat.

After cleaning off the sticky spots, Skye popped off her hero's cock. Noticing some of the flung cum on his lower stomach, she swiped those final globs of jizz off his skin before leaning back on her heels. Although tempted to suck his cock dry, she knew they had plenty of time for that, and she had other desires.

Hopping to her feet, Skye found herself pleasantly surprised as Newt took some initiative. After admiring her beautiful, flawless face, the geeky teen stared at those full lips that had just been wrapped around his cock. Acting with rare aggression, Newt impulsively shot forward and pressed his lips against hers. A fierce, passionate kiss led by instinct more than anything, Newt kept on pushing forward until Skye's body staggered against the window.

It wasn't the best kissing job. Newt's inexperienced technique came across as wet, sloppy, and overly enthusiastic. But the kiss nearly matched the blowjob in his mind on the list of achievements. The best kiss he'd ever performed before this trip had been a quick dart in and peck on the side of Paige's lips. And despite his juvenile inexperience showing, Skye didn't appear to mind. Moans sounded from the back of her throat before turning into whimpers. And the hands that grasped his back rose to clutch at his shoulders. Thrust so firmly against the window, Skye's thong-covered ass seemed to crawl up the cold glass as Newt devoured her mouth.

Despite tasting his own semen on her tongue, Newt didn't care. This was the greatest moment in his life, even better than winning the sixth-grade science fair. If he had his way, the kiss could've continued until dawn, but Skye had other plans. It took twenty seconds of tapping on his shoulder before Newt got the hint and broke off the kiss.

“On the bed, hero. It’s time for your reward and a new lesson,” Skye declared, her voice revealing her built-up lust.

“A lesson?” Newt queried, always the curious kid. But Skye wasn’t about to explain yet and shushed him over to the bed. Knowing not to screw this up, Newt followed her directions and sprawled himself out in the middle of the bed.

"Remember those dance lessons that I gave you…uh, yesterday?" Skye paused momentarily as she realized she'd taught him those simple dance moves just yesterday morning while the others were at the cemetery. "Those were beginner lessons. Unfortunately, we never had time to work on the next few levels. Luckily, I think you can handle some graduate courses."

Newt’s dumbfounded expression amused the woman who pulled her panties off while standing at the foot of the bed.

“Newtie Cutie, sex is just another form of dancing. Understand?”

An effort to nod got lost as Newt started to chant, "Holy shit." The sight of Skye crawling onto the bed and toward him had Newt's heart racing while he babbled in awe. Newt couldn't believe everything happening as Skye's dangling C-cups bordering on Ds swayed as she moved in his direction. And as his eyes moved along the model's body, they took in her narrow waist before expanding again into that bubble butt that peeked at him over her shoulder.

“Relax, cutie. We don’t want you hyperventilating again,” Skye warned before leaning forward to kiss his lips.

As she did that to distract the teen, Skye's hand moved to steady his towering cock. Straddling the pole, Skye glided her wet pussy lips across the tip of the teenage cock. Shivers went up both their spines. Then, breaking off the kiss, Skye wiggled just a tad back until in the perfect position. Yet, she decided to give Newt a little more of a memory about his first time by raising her arms to run her hands through her brown locks. Then, she brought one hand down to run down her next and into the valley of her cleavage. Skye gazed into his eyes, lowering her body again until her lower lips resumed contact with Newt's manhood. "Are you ready for me?"

“I-I’m a v-virgin,” Newt stammered his confession.

“I know,” Skye replied, feeling a sense of compassion for the teen saying the words that must have killed him.

With those words, Skye rose an inch in the air before dropping down. As she sank down on the cock, the kind woman made sure to maintain eye contact with her new lover. And while it definitely wasn’t the longest she’d ever had, Newt’s thickness caused Skye to take her time as she shimmied her body down until their groins met.

Once in that position, Skye stayed there for a long while, her head thrown back and her eyes closed. Savoring the thick cock, the smokeshow thanked Fred in her mind for being such a thoughtless asshole. Although she'd been searching for the right man to spend her life with, Skye instead found a collection of younger friends to pleasure away the time for now. Thinking of the possibilities with people like Whitney, Sean, and Lana for the future, Skye vowed to rock Newt's world as much as possible. With that in mind, she would rotate her hips or wiggle a bit every so often just to feel every little sensation while causing plenty for the teen.

Looking back on his first time, Newt would think it really lucky that Skye didn't move for a few minutes. It gave him time to adjust to the most fantastic feeling imaginable. Of course, it would take Newt years to realize that Skye knew if she'd begun riding him, he’d have blown a gasket in seconds.

Still, the sexy goddess on top of him seemed to have a sixth sense. Just as he’d gotten over his initial shock and feeling of being overwhelmed, Skye began to move her hips up and down. Wanting to boost his confidence by lasting a solid amount of time, Skye kept her pace slow and steady.

“Um, what should I do?” Newt asked, figuring he shouldn’t just lay there.

"Nothing, for now, cutie. Let me handle the first time. Just enjoy this."

First time? First time?! Are we going to do it a second time?

"Just let me use your big, thick cock," Skye moaned before reminding herself to save the dirty talk for after Newt got used to sex.

For once, Newt didn’t question anything about life. Instead, he lay there planning to just enjoy the experience as Skye suggested. That wasn’t hard as he watched those big tits rise and fall while she used his cock. They were glorious orbs tipped with erect nipples that appeared to wobble in a circle with each rhythmic descent. And he didn’t bat an eye when Skye leaned forward to place her hands on his chest for support as she found her restraint losing out to lust.

And as she roughly impaled herself on his cock repeatedly, Newt found his hands raising to instinctively grip Skye’s hips. The contact and participation caused the brunette to moan loudly. That’s when her hands left Newt’s chest to grab his hands. Immediately, she yanked them up to clasp her big tits.

The feeling of those round, firm tits in his hands caused Newt to raise his hips, performing a perfectly timed thrust that met Skye’s descending pussy. Newt noticed the pleasurable gasp at his thrust, which led him to repeat it over and over. His fingers also started tweaking those rigid nipples.

“Oh, yes! Pinch my nipples!” Skye screamed as her body bucked up and down. “Squeeze my tits!”

The perfect student, Newt followed his teacher's orders. He quickly developed a method where one hand pinched a nipple as the other mauled the wonderous flesh of the opposite orb. Alternating between the breasts, Newt's handiwork, along with his upward thrusts, appeared to be causing sparks in Skye.

“Fuck, fuck, fuck!” Skye chanted. With her climax approaching, her body began writhing around in the air. “Yes, fuck me, Newt!”

Feeling his own explosion nearing, Newt drove his hips upward as hard as he could. Simultaneously, he squeezed those magnificent tits as hard as possible.

“I’m about to—” Newt attempted to warn.

“Cummmmminnnnggg!!!! Skye bellowed, alerting Lana and Cormac that they had company in the penthouse.

As Skye screamed in euphoria, her arms shot down straight, slamming her hands into Newt’s chest. With the wind knocked out of him and a pussy clamping down on him for the first time, the teenager’s balls burst as his cum shot out to coat the inner walls of one of the sexist women in Honey Hollow.

Suddenly, as all her strength expired, Skye toppled down and collapsed onto Newt’s bruising chest. With his mouth gaping open, Newt instinctively wrapped his arms around the woman that changed his life.

“Way to go, whomever you are!” Lana yelled, clapping her hands in the penthouse.

Cuddling Skye tightly while they both panted for air. Newt couldn’t even find the energy to laugh at Lana’s shout. Skye managed a giggle before rising up enough to look at Newt.

“You better start working out, mister. You know the best way to learn something, right?”

“Uh… repetition?”

“You bet! And we have all night to repeat that,” Skye said, causing Newt to groan. “And once I’m done, you’re going to get that girl from the cabin.”

“Whitney?” Newt asked more out of confusion.

“Oh, I think Whitney’s going to be very busy with Sean,” Skye stated. “No, I’m talking about the one you flirted like crazy with.” Still seeing his confused expression, she added, “That’s what bickering is, cutie.”

---

Note: I'm still somewhat sick, and pretty sure I had covid. Somebody that I'm fairly certain that I got sick had the same symptoms and tested positive over the weekend. This doesn't feel quite as bad all at once like the first time I had covid. However, I still have some lingering symptoms and low energy. Still, I'm able to focus more these last few days, which should help with writing.