We switch to Garrett's pov for this chapter. I promise you the next chapter will have all the hardcore sex you can hope for, but as I said, these first few chapters are more of a build-up to the main events. I envision this being a lengthier story, so please stick with me! Thanks for your continued support! Enjoy!
Garrett
Garrett Henry was drunk.
And horny. But mostly drunk.
Okay, so mostly drunk and horny. But come the fuck on, when was he not? Either way, that was his excuse as to why he was downloading that fucking app again—the one he’d deleted six days ago for the fifth thousandth time, swearing he’d never download it again.
The party was winding down, and he was perplexed as he surveyed those who were left. There were plenty of babes here that he could have hooked up with throughout the night. Fuck, he could have fucked Madison, instead of siphoning her off to Eli. She’d been giving him sex eyes the whole night, along with a host of other chicks. And yet, he hadn’t sought them out.
He hadn’t thought much of it at the time, telling himself he was tired of all the same trash girls. He wanted a challenge. But now that he was drunk enough, maybe the truth was, he’d been waiting for this moment. Where his inhibitions would take a fucking chill pill and he could go looking for what he really wanted.
Garrett was staying the night at Eli’s tonight, but he hadn’t seen his bro since he caught Eli and Madison heading upstairs. Maybe they’d already passed out. What the fuck ever. It didn’t matter. Actually, this worked out better for him.
Shutting himself inside Eli’s Dad’s private office, he kicked back in the office chair and propped his size thirteen Nike’s on the desk.
He rolled his eyes and cursed himself for having deleted the fucking account last time as he filled out the information again, picking his best shirtless picture for the profile pic. Abruptly, jealousy flared at Eli and his ridiculous six-pack. Not that anyone had ever complained that he was more on the beefy side, it just pissed him off.
After what felt like forever, Garrett started scrolling the various profiles in the nearby area. He would have preferred to cast a wider net in case he ran into someone he knew. Gasp. But seeing as he was drunk, as was normally the case, and he’d have to take an Uber anywhere he went, the shorter the distance the better.
He skipped the blank profiles, settling on the ones with pictures. He had a certain type in mind, with hard bodies like his. More feminine guys were hot, but he wasn’t opposed to jughead jocks like him either.
His mammoth-sized cock thickened beneath his swim trunks and he ran a hand over the outline, sending a basic, “hey” and “what up?” to a few guys.
It was two years ago, right after his sixteenth birthday when Garrett first watched gay porn. That’s what started this whole fucking thing.
He hadn’t meant to click on the video, but he’d been jerking off for like fifteen minutes and had gone down the rabbit hole in a major way, clicking on video after video, one thing leading to another until he was dumbstruck, watching this little twink get railed by a muscled black dude. That’s what had pushed him over the edge. That fucking video had him shooting a huge wad all over himself.
Just like with the app he was now on, he’d sworn he would never watch something like that ever again. But, two weeks later, there he was, jerking off watching two jocks fuck each other's brains out.
It got worse after that, and for the next year, gay porn was almost the only thing he watched when he wasn’t having sex of his own. Of course, he overcompensated then, fucking more and more girls just to prove that’s what he was really into. And, let’s be serious, it wasn’t as if he didn’t enjoy fucking girls, he definitely did. But it still felt like something was missing. It wasn’t until he and Eli started tagging girls together, that sex started to get interesting again. It didn’t help when Garrett realized he spent most of his time watching his bro than paying any attention to whatever chick they had between them.
Fortunately, or unfortunately, rather, they hadn’t done that in quite a while. Garrett never knew why it stopped and found that he couldn’t bring himself to ask. Eli would probably think it was weird. There were certain things you just didn’t talk about, and that was one of them.
The first time Garrett fucked a guy was one month ago. He’d heard of this app before, but because he wasn’t eighteen yet, he’d never been able to get past the age verification. If he was honest, that’s probably what kept him from doing it sooner.
It was the quickest and hottest experience of his life. He didn’t know the guy, didn’t even get his name. Fortunately, he let the stranger take the lead, content to pretend he knew what the fuck he was doing. He’d been absolutely shit-faced, but he remembered every second of the encounter. The hookup had insisted on it being anonymous, and even though Garrett wasn’t even sure what that meant, it sounded hot. Turns out, it was exactly what he needed.
He'd walked into the guy's studio apartment to find him ass up, face down on the bed. He was a skinny guy, only a few years older than Garrett, but that ass… He was so nervous he practically vibrated the entire way over, hands shaking as he opened the door. But the moment he saw the stranger's perfect bubble butt hovering in the air, waiting for him like a treasure to be seized, a heavy calm set upon his shoulders. He knew nothing but that perfect pink hole and how much he wanted to destroy it.
“Fuck me, Daddy,” the little twink had said, practically whimpering into the pillow. Garrett had nearly fallen apart at the sound. He didn’t respond though. He didn’t trust himself enough.
He got a little nervous again when he slapped his dick against the stranger's hole a few times. He sent the twink a photo of his dick beforehand, and even though he said it wouldn’t be a problem, Garrett was still apprehensive.
He’d only done anal once with a girl and she’d screamed like a little bitch the moment his head slipped in and demanded he take it out. Did it actually count if he wasn’t even able to get it all the way in?
Eh, semantics.
Turns out, the twink was right. After copious amounts of lube, and only a few minutes of squeezing himself between the guy's vise-like grip, he slid home. Never did the twink beg him to take it out or complain it was too big. He did scream though, but only for more, more, more.
Garrett wore a condom which was… less than ideal. But hey, he wasn’t an idiot. It didn’t matter though. He was in heaven. He couldn’t believe the feeling, how fucking good he felt—how fucking powerful. Sex with a girl had never felt this good or this primal. He was a fucking man, rutting this little twink into the bed like a fucking god.
He plowed into the guy with everything he had, harder than he ever dared with a girl. Most of them found his horse cock to be too painful for any overly rough fucking. But not this guy. He took it all and he took it hard. Moaning and whining, grunting and begging. Fucking begging him to go harder and deeper.
It didn’t last long. Five minutes, maybe? Which was a fucking travesty and super embarrassing. And that’s when the situation became awkward.
He was horrified. He’d fucked a guy. A. Fucking. Guy. What the fuck? What was he fucking thinking?
He had just enough time to pull out and discard the condom before he rushed out without even saying goodbye, much less asking if the guy had enjoyed himself. Did the guy even finish? What a dick. But hey, at least that was nothing new. Since when did he care about someone else’s pleasure?
Garrett spent most of the Uber ride home trying to make sense of the whole thing. He was straight. He liked pussy, fucking loved it, fucking couldn’t get enough of it. But it wasn’t like he could deny what just happened and what the fuck did that mean?
Once home, taking a shower was first on his list of priorities and he scrubbed himself down harder than he ever had before. He had to get this guy off of him, like right fucking now. As he took the longest shower of his life, he tried to convince himself that sex with a guy wasn’t the hottest sexual encounter of his life. He tried and failed. Fuck, he was half hard by the time he dried off remembering how tight that twink's ass had felt gripping his dick and how he’d been able to finally unleash himself.
But fuck him.
“I’m Garrett fucking Henry,” he’d said, staring at himself in the fogged mirror. “Garrett fucking Henry,” he repeated, flexing, “the pussy king.”
He wasn’t fucking gay. He didn’t even find guys attractive, he’d just been curious. Yeah, that’s right, just curious. And even though nobody talked about it, he was sure as fuck other guys had tried it with a guy at least a time or two in their lives. Yeah, it meant nothing. He’d tried it and that was that. It would never happen again.
It happened again, one week later. And again, four days after that. And again, a week ago.
They were different each time—too afraid of using the same guy more than once. That felt too much like a pattern. The sex, however, was the same. He only met up with guys who liked it anonymous and with whom he could find face up, ass down, like the first guy. He would fuck them into oblivion and then leave. Simple and clean.
And though he still considered himself straight, like one hundred percent, it was times like these when he could at least admit that maybe it was a kink—an itch he had to scratch every once in a while. Even if his entire sexual appetites this past month were with guys…
Garrett sighed, thinking back on the muscled frat guy he fucked last week, as he reached the end of available profiles. He’d have to pay to see more than a ten-mile radius and fuck that. That had been hot as fuck, seeing someone like him turned into a submissive slut.
A few responses came through, but no one was super interesting. Guys who couldn’t host or just wanted to talk and swap pics. Fuck all that nonsense. Garrett stretched his arm behind his head and leaned back.
Checking the door, he pulled his dick out, giving it a few slow strokes. Fuck, he hoped someone good came through. He needed another tight ass to plunge his cock into like fucking yesterday. Usually, it didn’t take this long. He was hot as fuck, after all.
Lost in thought, Garrett was stroking himself and thinking about the jock's huge bubble butt when his phone vibrated against his chest. Garrett gulped, looking at the picture. Under the caption “Couple,” two guys stood next to each other, nothing showing besides their torsos. One was undeniably bigger than the other, his body ridiculously cut, while his… (boyfriend?) was on the skinnier side, though still pretty toned.
Garrett let go of his dick so he could grip the phone in both hands as he read their profile.
About me: Looking for a third, preferably a top to have some fun with us.
His dick twitched and he frowned. He’d never been with a couple before, obviously. But apparently his cock thought it was a great idea. Fucking stupid thing. How would that even work? He knew for sure he didn’t want anything in or around his ass. And they more than likely didn’t want someone to just come in to fuck them anonymously like his other conquests. Right?
He opened the message anyway. Just for fun.
Couple: Sup bro?
DL: Not much. What about you guys?
Couple: Just looking around. You into couples?
DL: I dunno. Never been with one before.
Couple: Gotcha. Well, you’re hot as fuck.
He chuckled. It never occurred to him how awkward it might feel to compliment another guy.
DL: Thx. You guys look pretty fit.
Couple: Haha. Thanks man.
Garrett took a minute to breath. He didn’t know why but his dick was leaking like crazy. And when did he start jacking off again? He was sure he probably sounded like an idiot, which was nuts because why should he care how he sounded? He didn’t usually.
DL: …what do you guys get into? Like, with a third?
Couple: Honestly this is our first time too.
DL: For real?
Couple: Yeah man.
“Fuck,” he said to himself. His dick was rock hard now, standing straight up. Or, as straight as his dick could with it being so long. He watched the thick vein down the middle pulse. Surely he wasn’t actually considering this, right? Yeah, no way. But that didn’t mean he couldn’t enjoy the fantasy for a little while. At least until he found someone else.
DL: I wouldn’t know what to do. I’m def not a bottom.
Couple: That’s cool, man. I’m a top too.
DL: Which one are you?
Couple: Sent two photos
Garrett swiped through the photos. It was the guy on the left, then. The more athletic-looking one, which wasn’t a complete shocker. Garrett's hand slid up and down his cock—he couldn’t deny he was a good-looking bro. He probably would have his fair share of chicks if he was even into that sort of thing. All three photos were him in various states: posing in front of a mirror in a pair of black boxers, flexing his cut six-pack (the fucker), and heavily defined biceps. In the second photo, he was in bed, his boxers pulled down under his balls and holding what was probably a seven-inch cock at the base surrounded by trimmed pubes. The only light, probably from his phone, cast a warm glow that highlighted his contours. Garrett found his mouth suddenly dry.
Get it the fuck together, Henry.
DL: Nice man. What about the bottom?
Couple: Haha. Thx man.
Couple: Sure.
Couple: Sent two photos.
Garrett sat up a little straighter. This was definitely more his style.
Maybe the top sensed he was a little on the hesitant side because both photos of his boyfriend were ass shots. Garrett started jerking off again, looking at them.
In both variations, the guy was ass up, just the way Garrett liked it, only he was completely splayed out, showcasing surprisingly defined back muscles. In one, his hands gripped the sides of an impressive bubble butt, spreading the cheeks to display the most beautiful tight pink hole he’d ever seen. The other, however, had him laying on his stomach and wearing a jock strap. His legs were squeezed shut, accentuating the voluptuous curves of his round ass.
“God damn.”
A chill ran down Garrett’s spine as he envisioned what it would feel like, slapping that ass and watching it ripple through the skin. He imagined pulling the jock strap tight, wrapping it around his hand as he sawed the guy in half with his dick.
Garrett shook his head. Fuck.
DL: Jesus. That’s a nice ass, man.
Couple: Smiley face emoji. Fuck yeah, man. You should come experience it irl.
DL: I dunno man. I’m straight. Two guys… I dunno.
Couple: I gotcha man.
Couple: I’m bi… If that makes you feel any better.
DL: For real, for real?
Couple: Yeah.
DL: You fuck chicks too?
Couple: Used to all the time. Still do from time to time, as long as my bf is there. Wink face emoji.
DL: That’s kinda hot, tbh. Your bf bi too?
Couple: Nah. Just likes to watch.
DL: Nice.
DL: You got a chick that could join…?
Couple: Nah, sorry.
Setting his phone down, he reluctantly let go of his cock, rubbing his hands down his face. He should just block these guys. That would be the smart thing.
Why. Was. This. So. Hot?
Especially now that he knew the top liked fucking girls. And his boyfriend… liked watching? Jesus Christ. But it still didn’t solve the problem. Up until now his hookups had all been quick and transactional and he had absolutely no idea what it would look like if these guys wanted to actually… talk to him. Plus, there were two, which meant double the risk that he might fucking know one of them. He hadn’t even seen any of his hookup's faces, much less let them see his. And what if they wanted to… touch him?
Yeah, fuck that. It was too much of a risk.
Couple: Sent a video.
He shouldn’t open it. He really shouldn’t open it. Of course, he fucking did it anyway.
Big. Fucking. Mistake.
The video wasn’t too grainy, but it was dark. He couldn’t see their faces, it was just a pov shot. The bottom was on his stomach, the top holding the camera down so Garrett had a perfect fucking view of the top's cock as it slid between his boyfriend's cheeks and into his ass with zero resistance.
“Ohhhh, fuckkkk,” the bottom whined. “Fuck yeah,” he begged, “give me that fucking dick.”
“Fuck yeah, babe,” the top growled. “I’m gonna fucking breed you like the little whore you are.”
Garrett bit into his bottom lip so hard he was surprised he didn’t draw blood. He was almost close to cumming and he hadn’t even touched himself. That dirty talk was so fucking hot. Fuck.
The video only lasted another fifteen seconds, but already the top was drilling into his boyfriend with such ferocity that the camera shook violently in his hands. Garrett could have cried by the time it ended.
DL: Fuck that’s hot. Shit, man.
Couple: Hahahahahaha. Yeah. Thx man.
Couple: You wouldn’t believe how fucking good his ass feels, bro.
DL: I wish I knew.
DL: He like being talked down to like that?
Couple: Fuck yeah.
DL: Hottttt.
Couple: He’s a good little slut.
Couple: You sure you don’t want to join?
DL: Idk.
DL: ….How would that even work, bro? I don’t get fucked. Like ever.
DL: Do you ever bottom?
Couple: Not really. I only recently tried it for the first time. So like, twice.
DL: How was it?
Couple: Hot. But I’m still a top.
DL: So…. What would we do?
Couple: Whatever you want man.
Couple: I’d be cool taking turns on him with you. Or even just watching. That would be a first for me, but I feel like it’d be super fucking hot.
Couple: Do you have pics?
Garrett smiled. This outta be good.
DL: Sent two photos
Couple: Mouth hanging open emoji. Jesus. Fucking. Christ. Dude.
Couple: Yeah, no way could I handle that. My bf is practically drooling though. Hahahaha.
Couple: You’re making me look bad.
DL: Lmfao. Sorry bro.
DL: Ya’ll like it tho?
Couple: Hell yeah.
Couple: You ever had head from a guy?
DL: Nah.
Couple: Well shit. Would you be down for that?
Garrett paused. He’d honestly never thought about it before. Okay, so that was a lie. In the numerous videos he watched, he couldn’t deny that it always looked like guys knew what they were doing sucking dick. Not like chicks who were all teeth and sucked for like five seconds before trying to get you to eat them out.
But getting his dick sucked involved a whole lot of face time…
DL: I mean, maybe.
Couple: Fuckkkk. We’d love to share that huge dick.
Garrett nearly creamed himself. In all the sex he had, and it was a lot, that was something he’d never done.
He shook himself again. What was he even doing? This was a total waste of his time. And since he was apparently incapable of ending the conversation himself, maybe honesty would be the best way to end this shit.
DL: Shit.
DL: Here’s my problem, bro. I’ve only hooked up with like four guys, and they were all anonymous. I came in, fucked them with their heads buried under pillows or some shit, and left. I don’t know how I feel about everyone seeing who everyone is.
DL: That make sense? It just feels like a lot.
When they didn’t immediately respond, Garrett’s stomach bottomed out. Which was fucking stupid. This was the whole point of being honest, so he could move on.
Garrett waited. And waited. And waited.
By the time his phone vibrated, he was positive it wasn’t them.
Couple: What if we all wore masks?
DL: Masks?
Couple: Yeah, like. I got some ski masks. It’d just be our eyes and mouths that would be showing.
His heart skipped a beat. Skipped an actual fucking beat. What the fuck? Was he seriously considering this? His dick sure as hell was. And, truthfully, it wasn’t the worst idea.
DL: Hm.. That might work bro. I dunno if I have a ski mask handy tho, lol.
Couple: I have an extra. I can leave it outside for you.
DL: Shit… Okay…
Couple: Yeah?
DL: So you two would just suck me and then I fuck your boy?
Couple: Sounds fucking hot.
Couple: You clean?
DL: I mean, I might shower?
Couple: LMAO. I mean, like, disease free.
DL: Shit fuck. Haha. Yeah.
Couple: Same. Would be hot for you to fuck him bare.
DL: Wide eyed emoji. You’d be cool with that?
Couple: Fuck yeah. After you leave I’m gonna fuck him too. It’d be hot as fuck to think of him stuffed with two loads.
DL: Damn… that is hot. I’ve never fucked a guy bare.
Couple: It’s so much better.
Couple: If you feel like it, you could stay and watch after you’re done.
DL: Idk man. I probably won’t wanna stick around. No offense.
Couple: Nah, I get it.
DL: Maybe… Maybe we could take turns tho
Couple: Fucking hell yeah, dude.
Couple: So…. You down?
Garrett’s heart was thumping so loudly in his ears, that he couldn’t hear himself think. He was seriously considering having a goddamn three-way with a gay dude and his fucking bisexual boyfriend. How the hell did he get himself into this shit?
Grinding his molars, he let himself imagine it. Two hot, wet mouths, expertly sucking his cock—letting it slip out of one and into the other. That hot tight little ass between two heaping mounds, all his for the taking. Fucking sharing that hole if he wanted, like he used to do with Eli, using that submissive little whore until he was fucking spent.
He ran his hand through his hair, pushing it over his head, and huffed.
Fuck it.
DL: Where you at?
