The Unexpected Hookup

When two best friends get invited to hook up with some very hot girls, they get a request that changes everything for them.

  • Score 8.7 (1 votes)
  • New Story
  • 1788 Words
  • 7 Min Read

All characters engaged in sexual activity are 18 or older.

“Dude, check this shit out.” Jack grins as he tosses me his phone from his bed. It lands on my pillow, just narrowly missing the side of my face. 

“You suck at throwing! Thank God you’re not the QB.” I throw the plushie football my little sister gave me as a graduation present a couple months ago, nailing him right in the face. 

“Nah, that’s why I’m the best tight end in a decade. That and the ladies love my tight end.” Jack cackles at his own joke like he hasn’t made the same one a thousand times already. 

I roll my eyes, which immediately widen the moment I see what’s on his phone. It’s a picture of two girls—naked. Well… technically half-naked. One is blonde with long hair down to her back, and the other is a redhead, but her hair is down to the top of her shoulders. They’re both topless and smiling seductively at the camera while their bottom half is covered in lace underwear that doesn’t really hide much. They’re hot. Really hot. 

I’m about to hand Jack his phone back and tell him I’m not interested in looking at his porn collection when I notice something in the background of the photo. I zoom in just to be sure, and yup, it’s a pennant for our football team hanging on the wall behind them. Actually, there’s a lot of our university’s decor on that wall. 

“Dude… do these girls go here?” 

Jack’s cheeks dimple, looking proud of himself. “They sure do, Ezra, my boy. My pal. My brother from another mother. And it’s your lucky night, cause they wanna hook up with us.” 

My jaw drops as I look at him and then back at the picture in disbelief. Leave it to Jack to get nudes from some random chick and wingman her friend for me. It’s ridiculous how good he is at flirting with women, so I can’t really blame them for throwing their panties at him. 

Jack is your quintessential heartthrob football player. His dirty-blond hair sits perfectly disheveled above a face that Greek statues would be jealous of. High cheekbones, a perfect nose, and a chiseled jawline that could cut glass. Then there’re his eyes. They’re a stormy gray that ships could get lost in. I know because I’ve gotten lost in them. Add that in with the carefully sculpted body and the abs for days he’s got going on, and it’s no wonder he’s had a parade of women in and out of our dorm since we started college a few months ago. 

Not that I’m complaining, I’m used to Jack being horny all the time. Even when we were in high school, the guy would find someone new to hook up with every month. There was this one time during our senior year when I accidentally caught him getting a blowjob from a cheerleader in the bathroom at a party celebrating his eighteenth birthday. He must have just finished coming, because I distinctly remember his dick being shiny and wet the moment she pulled off him. 

I still have dreams about that night sometimes. 

“So, what do you think?” Jack pulls me from my thoughts when he throws the plushie right at my chest. 

“I’m sorry, what?” 

“Bro, I’m asking if you want to get some pussy tonight. Jessica invited me over, but her roommate Rachel is going to be there too, and she said to bring a friend.”

I stare at him blankly. “Not that it matters, but which one is Jessica and which one is Rachel?”

Jack sighs dramatically like it’s my fault I don’t have all the details. “The blonde one is Jessica. But she wants to hook up with me, so you get Rachel.” 

The redhead is pretty. But the idea of hooking up with someone right next to Jack does something to my stomach I don’t want to think about. “Nah, you go ahead. I’ve got to catch up on my homework anyway,” I say, holding up the book I’d been reading. 

“Ezra, come on, bro. If you don’t come, then I don’t get any either,” Jack begs, pulling out his signature pout. 

“Alright, alright, fine. Save those lips for Jessica. I’ll come with you.” 

I’ve never been able to say no to those lips of his. 


By the time we get to the girl’s dorm room, Jack is buzzing with anticipation. He knocks on their door and it swings open to a—thankfully—dressed Jessica. Though the word dressed should be used loosely, considering she’s wearing a tight crop top that’s dangerously close to showing underboob and short shorts that might as well not be there. 

“Heyyy! Glad you guys could make it.” Jessica giggles and pulls Jack in by the arm. 

We step inside to find a typical girl’s dorm: twinkle lights, letters for their initials above their beds, matching pink bedspreads, and unlit candles everywhere. I immediately zero-in on Rachel sitting on one of the beds, dressed similarly to Jessica. 

I have to admit, Rachel is even cuter in person. Jessica sits next to Rachel while Jack and I take the other bed across from them. I do my best to be charming and aim a smile Rachel’s way. “Hey, I’m Ezra. Nice to meet you.” 

Rachel smiles coyly. “I know. I’m a big fan of your plays.” 

I blink at her. “You, uh, you know my plays?” 

She nods enthusiastically. That’s unusual. Jack and I don’t really get too much play time since we’re freshmen, but Coach swaps us in sometimes if the team is up enough points. 

“So, boys, I’m just gonna cut to the chase here,” Jessica cuts in before I can say anything else. “We both think you’re really hot. And we know we’re hot. But Rachel and I have this fantasy we’ve been dying to try out. So if you’re up to it, we’d be willing to let you fuck us.” 

Jack looks like he died and went to heaven while I try to figure out what she’s saying. “What fantasy? What do you want us to do?”

They share a look with each other before Rachel speaks up. “We want to see the two of you fool around with each other before you can have sex with us.” 

Rachel says it so bluntly, I’m almost certain I misheard her. But they’re looking at us with such want in their eyes I almost miss when Jack says, “Okay. We’ll do it.” 

“I’m sorry, what?” I yelp. “Are you crazy?” 

“Dude!” Jack pulls me by the elbow to the corner of their room as if they can’t hear us five feet away. “We need to do this. Don’t you see how hot they are?”

I scoff. “Yeah, I do. But that doesn’t mean we have to do gay shit with each other.” My stomach sinks. This is my worst nightmare. Jack can’t find out the truth about me. 

Jack huffs and crosses his arms. “It’s not gay if we’re doing it to get pussy. So what if we have to kiss and shit? Oh no, my steak is too juicy and my fries are too crispy.” 

I just stare at him and try to ignore the spinning room. “First of all, yes, it is gay. Second of all, I’m pretty sure that’s not how that expression goes.” 

He pouts again. “Okay, whatever. But can’t you do this for me? Please?” 

A sense of resignation fills me. “Fine. You win again…” 

“Great, thanks!” 

We get back on the empty bed, and the look Jessica and Rachel have on their faces is almost predatory. “You should take your shirts off,” Jessica suggests helpfully. 

Normally, a hot girl saying that to me would get me hard in seconds. But it’s Jack’s bare chest that does it for me this time. He scoots over to get closer to me, his body radiating heat that warms my insides. Our lips brush against each other, feather light before he grabs me by the back of the head, smashing them together. 

It’s a blur of teeth and tongue after that. His tongue dances with mine like we’ve been doing this forever, when this is the first time I’ve ever kissed a guy. 

It’s euphoric.  

A breathless moan slips out, and my hands start to wander, running up and down the planes of his back and then move to the front to trace the divots of his abs. Jack takes his free hand and pinches one of my nipples, dragging out another moan he swallows as he continues to devour my mouth. 

“Jerk each other off,” Rachel whispers. 

I don’t even get to respond because my body does it for me. Our hands fumble with each other’s jean buttons, and we only break apart long enough to push our jeans and underwear down to our thighs. 

Jack takes me into his hand without hesitation, his fingers wrapping around my shaft with the same ease and confidence he has with kissing me. 

This is a dream come true. Well, I never imagined I’d get to touch Jack while girls are watching, but beggars can’t be choosers. His dick is warm, steel wrapped in silky velvet. He’s leaking a lot, so I use that to help stroke him from root to tip, teasing the underside of his crown before using the pad of my thumb to play with his slit. 

“Fuck, that feels good,” Jack groans between kisses. He’s playing with my balls now, rolling them between his fingers, feeling how full they are. 

“That’s so hot,” someone whispers. 

At this point, I’m not sure what they’re doing, and I really don’t care. All I want is to make Jack come with my name on his lips.  

But unfortunately, Jack does seem to care, and he pulls away, leaving me wanting so much more. He shoots them a daring grin. “So, ladies, how was that? Good enough for us to fuck you?”

Jessica and Rachel give each other that same look from before, but instead of responding to Jack, they start making out with each other. 

“Holy fuck, that’s hot,” Jack whispers with awe. He’s stroking himself now, and I so wish it was my hand touching his cock. Instead, my erection has completely gone away even though I’m watching two very attractive women make out. 

When they finally pull away, they’re both flushed and breathless. Jessica looks us dead in the eye. “Why don’t you guys take it to the next level and then we’ll let you fuck us.”

I don’t know about Jack, but I don’t need convincing to get my hands on him again. 


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