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Chapter 5

What do you do with Alejandra?

Have her ride you

“Hopefully it’s not asking for much, but do you think you could ride my cock?” you ask Alejandra almost sheepishly. “I didn’t get much sleep last night, so I’m a little tired…”

“That works out perfectly, actually!” Alejandra exclaims with a bright smile, stepping off the bench and turning to face you. “Yesterday was both my cheat day from my diet and my break day from the gym. I’ve got some extra calories to burn. Bouncing on your dick seems like a great way to go about that.”

As she takes her hands off your cock to move the bottom of her swimsuit to the side, revealing a delicious set of light-brown lips, she looks to you with an inquisitive glance and a tilt of her head. “Would you prefer it if I was naked?”

“Yeah, that’d be nice,” you agree with a small shrug.

“Great, because this one-piece swimsuit is really tight,” Alejandra admits with a small laugh as she lifts the arms of the sling swimsuit, freeing her torso. Her supple, bountiful breasts jiggle nicely as they breathe fresh air. You enjoy the sight of them as they continues pushing the swimsuit down, fully exposing her nude form for you. “My other swimsuit was still in the washing machine and Victoria’s a size smaller than me, so I just kind of had to deal with it. I’d much rather just not have it on.”

“Things keep working out for us, don’t they?” you make note of with a playful smile as you slide forward on the bench slightly. Alejandra carefully places her feet on the ground next to yours, grabbing your shoulders and straddling you for a moment.

“Yeah, you’re telling me. Coincidences are such a funny thing sometimes,” she giggles as she lowers her holes to your cockhead, edging it towards each hole. “So, ass or pussy?”

“I think we’ll go with…”

Your voice hangs in suspense for a moment as you decide. Recalling your previous encounters, you’ve fucked and inseminated more pussies than buttholes. There was Amanda about 20 minutes ago, that Asian college student at the supermarket yesterday, not to mention the waitress you fucked on the table in front of your family two nights ago…it’s definitely been a hot minute since you’ve enjoyed the proper tightness of a big ass, and Alejandra is more than well-suited to deliver such an experience.

Bringing your hands around Alejandra’s waist, your grab onto her butt and play with her cheeks as you spread them wide open, prodding her anus with your dick. “I could go for anal right now, I think. Is that fine?”

“Ah, well…I guess that’s alright,” Alejandra admits with a hesitant delay as you slowly push yourself inside of her asshole before she could actually even consider an answer. “I don’t usually let my boyfriend mess around with it, but since you’re helping me out here, I don’t want to be picky. Besides, if I can take your cock up my ass, then I can probably fit his if I ever decide to let him fuck it.”

“Your boyfriend?” you almost stammer in a roleplayed confusion, your member stiffening even further as it slides all the way into Alejandra’s ridiculously tight asshole. From here, she takes charge, moving her butt up and down in steady motions before steady gaining speed. “I didn’t—I mean....I should have asked. Sorry.”

“Oh, don’t worry about it,” the Latina laughs it off, trying to calm your false discomfort. This was not the first time you had made use of a woman already in a relationship. You just enjoyed seeing them rationalize their break of loyalty. “This isn’t cheating. You’re just helping me pass the time. I’m sure he would understand.”

Your breathing skips a pace as Alejandra’s asshole tightens up around your dick with her consistent movement. Your eyes wander for a moment as you take in your surroundings; seeing hundreds of people walk by without a care in the world as you fuck a woman you’ve only just met never fails to enhance the experience. Alejandra taking the even in a relaxed stride makes it all the more exciting as well—she gives you a calm smile as she bounces her soft, big ass on your cock, looking back towards the parking lot every few moments as she continues to wait for her friend. And, on a level even beyond, the fact that she believes she isn’t cheating on her boyfriend right now is doing a fine job of making you even harder. In fact, you’re so turned on by the way she said that that you decide to probe at it.

“That’s kind of surprising, actually,” you mention, drawing a curious gaze from Alejandra. “Wouldn’t most people constitute this as cheating…?”

“Yeah, probably the same dumbasses that think a hug or some playful, meaningless flirting is also cheating,” Alejandra says with a slight scoff. She momentarily switches her game plan, bringing her hands to your waist as she sits firmly on your cock, the length of it deeply inserted into her asshole. Fully inside of her, your body almost jerks with a wave of orgasmic feelings as she begins grinding back and forth. “You wanted to fuck me, sure, but what I wanted was a way to pass the time. My intentions are pretty clear. I’m not looking to cheat on my boyfriend, I’m looking to kill time. When you consider how I’m personally treating this interaction along with how it’s all nothing more than a big coincidence anyway, who could call this cheating?”

A sly smile manifests itself on your face as you listen to Alejandra’s jump in logic. This didn’t always happen. There were usually instances of your lucky “coincidences” being for the sake of pleasure for both parties, and that was always fun. This was next tier stuff, however, seeing Alejandra rationalize how fucking a complete stranger shouldn’t be seen as cheating.

“Not to mention how utterly disrespectful that’d be to you,” Alejandra continues with a shake of her head. “You know, the person doing the cheating isn’t the only asshole in the equation. The person they cheated with is also in the wrong. But you aren’t doing anything bad. You’re helping me out more than anything. That’s plain as day, isn’t it?”

“Hard to argue with that logic when you put it like that,” you state with a smile as you begin to play with her butt again.

Your body continues to melt as your hands explore Alejandra’s curves further, fingers sliding up her slim torso and eventually cupping her breasts from underneath. You play with her nipples, eliciting a small giggle from her as she turns her head back to you. “Having fun, John?”

“For sure,” you confess with a sigh of pleasure as she contracts the muscles in her ass for you, tightening up her butt’s grip on your cock to the next level. “You are really good at this.”

“Yeah, I know,” she says with a playful roll of her eyes, her self-confidence overflowing. “I’m having fun too, though. Definitely more fun than I was staring at the parking lot and waiting for Victoria. Anal’s not so bad, either. Maybe I should let my boyfriend do it more…”

You’re unable to figure out a reply as Alejandra suddenly picks up the pace, vigorously shaking her ass while riding you. Continuing her ****, she grabs hold of the top of the bench behind you and leans down closer towards you, giving you easier access to her perfect bosom. You grab her left breast and squeeze it thoroughly as you plant your mouth above the areola of her right breast, sucking on it with feverish excitement.

This continues as she keeps riding you and as people continue enjoying their day, indifferent of the act going on before them. Your mind loses track of time until a voice pulls you back in.

“Alejandra, there you are! I’m sorry that took so long!”

Coming back to reality, you look around and locate the source of the noise: another naturally tanned beautiful Hispanic woman approaches you and Alejandra from across the wave of people on the boardwalk. A little shorter than Alejandra, her hair is cut shorter to her neck and is a shade of brown lighter. Carrying two purses, she sets one down on the bench before looking at you and her friend with a curious look in her jade green eyes. “So, uh, what exactly is going on here…? Am I interrupting something, or…?”

Alejandra laughs very calmly as her friend adjusts her frilly blue two-piece bikini. “No, you’re not interrupting anything, Victoria. This is John.”

“Hey there,” you introduce yourself with a wave from behind Alejandra. Without instruction, Alejandra momentarily lifts herself off your cock. Turning herself around, she sits back down on it quickly for a reverse cowgirl, allowing her to speak to Victoria much easier.

“Hi,” Victoria responds to you with a rather awkward smile, looking back to Alejandra with a raised eyebrow. “You’re just…fucking some guy?”

“Jeez, what do you take me for, Victoria? I know I’ve got bigger boobs and a bigger ass than you, but that doesn’t make me some kind of whore!” Alejandra jests, almost cackling at her friend.

“H-Hey!” Victoria protests, awkwardly shuffling her arms. It was true, Victoria was a much more modest girl with an average sized chest and butt. Not exactly petite, but certainly not stacked like her friend. “I’m just asking!”

Escucha me, amiga,” Alejandra begins to clarify with a momentary lapse into Spanish, complete with accentuating hand motions. “You were taking so long getting me my stuff and I was dying of hunger. I really needed to kill some time. Then John here shows up on his lunch break from work and asks if we can have sex. I figured, why not? What the hell else was I gonna do, sit around here and continue to shoo guys off? Por favor.

“Oh, wow, that’s pretty lucky,” Victoria says with a smile as her expression shifts after learning of the context, “not to mention really, really nice of you, John! Wanting to fuck her is one thing, but taking time out of your break from work to actually do so, especially when she was bored and had nothing else to do…thanks so much for helping her out!”

“Speaking of that, it’s nearly been a half hour, hasn’t it?” Alejandra remarks, reaching into the benched purse next to the two of you and grabbing her smartphone. Turning the screen on, she briefly rolls her eyes at more than a couple dozen missed notifications. “You have some really good stamina, John. Shouldn’t you hurry up and get back to work, though?”

Hearing Alejandra say that while still riding you was doing wonders to you as you neared your breaking point. “Yeah, I’m pretty close,” you admit, your eyes wandering to Victoria for a moment as you consider your closing act to this little date of sorts. “Victoria, would it be alright if I came in your mouth?”

“Huh?” Victoria questions, looking puzzled for only a very brief moment before nodding. “Yes, that’s perfectly fine. I was just wondering how I could repay you for this, anyway. I just couldn’t remember where I parked the car, so I took forever. This is entirely my fault and you went out of your way to help my friend, so I should do the same for you. You can cum as much as you want inside of my mouth, if that’s what you’d like!”

“Time for a tag-out, then,” Alejandra says as she gradually lifts her jiggly ass off your cock. Slick with juices and pre-cum, your hardened member looks about ready to burst as Alejandra swaps with Victoria. Stepping to the side, Alejandra begins to dress herself—not that her undersized swimsuit could cover much in the first place—as Victoria gets down on the floor, placing her hands on your knees as she looks up at you.

“How exactly does this work,John?” she asks with with an upbeat tone, unbothered by the presence of a stranger’s hard cock inches from her face. “I’m actually a virgin, so I don’t know much about this stuff…but I’m more than willing to—auhgnhrgh…!

Victoria’s innocent words turn into garbled, slurred mumbles and gasps for air as you grab her head with both hands and **** your length into her mouth and throat without warning. Without too much concern, you deliver a very rough face-fuck to an inexperienced Latina, her warm mouth coating your pole with layers of saliva as you feel yourself building further and further to climax. Looking up next to you, you’re driven to further pleasure by the sight of Alejandra catching up with social media on her phone, finding nothing out of the ordinary with how severely you’re abusing her friend’s mouth.

“Hey, I’m not being too rough, am I?” you ask Alejandra, to which she looks up from her phone to take in the situation. To your joy, Alejandra shakes her head.

“I think the first time my boyfriend face-fucked me, it was about that level, so no. Kind of a big thing to start a total virgin off with, but Victoria’s being polite. I’m sure she doesn’t mind.”

“Well, thank you, Victoria,” you say as you abruptly slide your cock out of her ravaged mouth in one motion, several bridges of saliva between your penis and her lips expanding and collapsing. “I appreciate it.”

“I-it’s no—cough—problem at all…!” Victoria manages through a brief coughing fit, regaining her breath and composure after the sudden deepthroat. Despite your rough treatment of her, she shows you another appreciative smile. “I shouldn’t have kept you waiting as long as I did, so it’s only fair I let you use my mouth however you wan—hnnghgack!

Victoria finds herself interrupted once again as you thrust the entirety of your cock between her lips once more. Standing up from the bench, you bend yourself slightly at the knees and guide Victoria’s head into a slight backwards lean. With more control and leverage, you increase your level of intensity even further, absolutely wrecking Victoria’s mouth and throat. Her gagging is now loud enough to be heard over some of the hustle and bustle of the immediate area. A woman on the phone walks by and covers her free ear as she passes the bench, glancing at you and Victoria only for a second as if to mentally register what could even be the source of such of a noise.

Your time limit for work and physical limits overlapping as they both draw ever closer, you decide it best to finish up with Victoria. Clasping onto her head, you **** your cock in as far into her mouth it can go, the head of your dick pointing straight down her throat. In an explosive release, you dispel an alarming amount of cum right into her stomach, powerful wave after wave of warm cream sliding nicely down the walls of her throat. Victoria gags for air as you ejaculate, reaching her own limits for breath as well. With no intention of seriously harming her in such a manner, you pull out early near the end of your explosion, a final few three or four ropes going off after you’ve left her oral cavity. They land nicely on her face, covering her forehead and left cheek with your essence.

As a knee-jerk reaction, Victoria turns her body slightly and suffers a small coughing fit towards the floor as she recovers. A few deep breaths afterwards, she turns back to you and Alejandra and begins to rise. Extending your hand, she latches onto your wrist and accepts your aid, standing up with you as her anchor.

With her first sexual experience of any sort being the roughest face-fuck imaginable in a crowded public area, your body shivers with joy as you see her look at you with a warm smile, strands of your cum dripping off her face.

“Thanks so much for taking charge like that, John!” she professes her thanks in a move that catches even you off-guard. “I would have had no idea how to properly please you. I was more than happy to let you use my mouth, but with no experience, I was worried I wouldn’t do it properly, you know? Then, right as I thought about how nice it’d be if you just shoved your dick in my mouth, you took control and practically **** my face! What a relief!”

“Glad it all worked out,” you comment, returning her cum-glazed smile with a grin of your own as you pull your shorts back up. “Now, I should really get back to work and you two should really get some food.”

“Yes and yes,” Alejandra agrees wholeheartedly as she slips her phone back into her purse, slinging the lofty bag around her arm. “I am probably going to die if I have to wait any longer to eat.”

“Yeah, good thinking,” Victoria chimes in, grabbing her own purse off the floor. She looks to Alejandra for a moment with a thoughtful glance. “Alejandra, should I wash up before we go?”

Por que, amiga?” Alejandra declines with a shake of her head. “It’s just some cum, it’ll dry up. Besides, isn’t that disrespectful to John? After everything he did for us both, you want to just wipe off his jizz? He did us a favor. The least you can do is keep your cum on his face.”

“You’re right, you’re right,” Victoria says with a big smile as she looks to you with a nod. “I think I’ll do just that, then. I’ll be sure to let anyone who asks know how much you helped us out today, John. We really appreciate it!”

“Anytime, ladies,” you say with a nod. “Enjoy the rest of your day here.”

“Yeah, see you around! We’re here for two weeks on vacation so we might run into each other again!” Alejandra informs you as they begin to walk off, waving goodbye at you. “I’ll try to stop by your little souvenir store at some point!”

Oye, amiga, you really need to get some experience or something,” you overhear Alejandra say to Victoria with a laugh as they continue off. “Not every guy’s gonna be happy just shoving their dicks in your mouth like he was. Imagine if he actually wanted you to suck his cock properly!”

“Yeah, yeah, I know,” a somewhat dejected Victoria concedes, transferring a bit of your cum from her cheek to her fingers and playing with it. “I got pretty lucky, didn’t I?”

As you lose sight of them in the wave of beachgoers and tourists, you place your hands on your hip and take a breath.

That, uh….that happened. It sure did happen.

A fairly enjoyable and eventful break, certainly. With any luck, you’ll run into those ladies again. You may have just came on a massive scale, but your dick is at least pleasantly stirring at the thought of getting to explore the young and inexperienced Victoria’s body even further…on account of some unbelievably lucky “coincidences,” no doubt.

Before you can get too invested in a daydream, an alarm on your phone goes off—it’s about time you clock in and get back to work. Turning around, you head back towards your shop, refreshed and revitalized…for now. By the time your next opportunity for some fun presents itself, you’ll probably be ready to go.

Now, to only hope that the rest of your shift isn’t especially boring…

How's the rest of your day go?

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