Seducing the Frat Jock

I sat in the bar with my fraternity brothers, as we downed drinks and hit up the ladies. It was our spring break, and we'd all taken a trip down to Florida, from our small college town in Virginia. As we did, I occasionally kept my eye on Jesse, intervening whenever he started chatting up a lady.

My name is Chase Colton. I'm a 20-year old Junior. Although I'm straight, I couldn't help but notice Jesse Najm, a new freshman pledge who'd joined this semester. When Jesse was accepted into the frat, by a stroke of luck, I was assigned as his "big bro"; an upperclassman in the frat who's supposed to room with and mentor a new pledge. As a result, throughout the semester, I'd seen just about all of him. He had nice, thick pecs with large, quarter-sized nipples, deeply defined abs that cut into his stomach like they were carved out of marble, dark brown hair that stuck up towards the front, and a sexy, lightly-stubbled face. His ass was round and muscular, and though I'd only gotten glimpses of it flaccid, even in that state, his cock looked pretty big. Not that I was bad-looking myself; I had a similar body type, with almost-golden yellowish-blond hair, and more muscular, too. I also had a nice, thick, 9-inch cock. But either way, something about Jesse got me turned on. I couldn't explain it, but he'd set something off inside me, and at the beginning of the semester I resolved to hook up with him before the end of it.

It wasn't easy; Jesse was every bit a "macho frat jock" as the rest of us, and about as straight as you can get. If I thought he was hot, there was assuredly plenty of women on and off campus who did, too. He regularly bragged about his conquests, and regularly had women coming in and out of our room. Not that I didn't either; I had quite a number myself, but I was still focused on the ultimate conquest.

By the time our annual spring break trip came around, I'd devised a plan to finally do it (or rather, to do him). The frat has a rule, one also enforced by the "big bros": to prove their commitment to the frat, pledges aren't allowed to jerk off for the whole semester. The only way they can get off is if they have sex. Not that it had been a big problem for Jesse; he'd managed to seduce plenty of women throughout the semester. So before the trip, I put my plan into motion. In the past few weeks, I'd worked to interfere in his efforts to bring women back to our room, and kept him from going home with them. At the same time, I'd kept a close eye on him to keep him from beating off either, so that by the time the trip arrived he'd be perpetually horny. It wasn't easy, so understandably I hadn't been able to get laid much myself, but I could still jerk off, and the thought of finally seducing him kept me going.

The number of bar patrons dwindled as it got later, and a number of people (many of whom were on spring break, and a significant proportion of that were members of our frat) left, either to sleep off their impending hangovers or to hook up with someone they'd picked up that night. I saw a hot chick eyeing Jesse before she walked over to his table. As they began hitting it off, I walked over and sat down. "Hey, sorry man, had to sit down for a minute," I said, slurring. I was barely drunk, as I'd wanted to stay mostly sober to focus on the plan, but he didn't need to know that.

"It's fine, man," Jesse said, as he continued talking with the woman, named Linda. She was also here on spring break, her hotel just down the street. Throughout the conversation, she seemed to be all over him. This one would be harder than I thought.

They kept talking for a bit. Eventually she got up to use the bathroom. As she left, I said to Jesse, "Hey man, I know you've been having a rough time, so I'll be your wingman if you want. Don't worry."

"You'd do that? Thanks man!" Jesse said. When she came back, I got to work. I started by talking him up, all about how he was on the baseball team with me back at school, and some other stuff. I told her how great he was with the ladies, and that seemed to do the trick: Jesse loved bragging to us about his conquests, but he had a bit of a problem with bragging too much about... well... everything, to the wrong people, especially when he'd been drinking. As soon as he got going, his braggart "player" side came out, and it put Linda off. She politely said she had to get back to her hotel with her roommates, and as she left, Jesse seemed more frustrated and broken than ever.

"Fuuuuuuck," he said, his head down on the table inside his arms. "What the fuck is wrong with me? I haven't gotten laid in weeks."

"Come on, man," I replied. "You're just going through a dry spell. I haven't been doing great myself either. I'm sure you'll find someone to get you off."

"Yeah, maybe," he grumbled. "But I'm done with it tonight, I'm just gonna go back to the room."

"Okay, man. I'll head back there in a bit." This was the crux of my plan: The bar was just downstairs from our hotel. I'd let Jesse go back up with about a five-minute head start, enough time for him to start jerking off thinking I wouldn't be back for a while. When I "caught" him in the act, I'd stop him, and in his lust and frustration, offer to help him out. I'd make him believe I'm doing him a favor, and finally hook up with him while he finally gets to get off: a win-win, in his eyes.

After five minutes passed, I headed up. I inserted my room key, and opened the door to find Jesse masturbating on his bed. "Dude, come on!" I said, feigning shock. "You know the rules!" I grabbed his wrist.

"FUUUUCK" he shouted, as he reluctantly let go of his his desperate, throbbing dick. It was then that I noticed just how big it was: almost 11 inches, if not more. Not as thick as mine, but still impressively big. "Come on dude, I just need to get off! It's been weeks, and I need some release," Jesse said.

"Sorry, man," I replied. "You know the rules. If the others find out I let you, I'd be screwed."

"Please! Just let me cum once, I won't do it again."

"Well I can't let you jerk it, but there may be another way..."

"Anything!" Jesse said. He really was desperate.

"The rules don't say WHO has to get you off, just that someone does. I could help you."

"Dude, you'd do that? Really?"

"Yeah. But I haven't cum in a while myself, so you gotta help me out too. Whatever I need you to do, you do it."

Jesse thought about it for a moment, but his lust got the better of him. "Fine. Whatever you want, just help me cum!"

I smiled. I had him right where I wanted him. I stripped off my clothes and joined Jesse on the bed, kneeling with my already hardening cock in front of his face. "Suck it," I ordered. Jesse hesitated for a moment, before remembering our deal. Reluctantly, he took it in his and, and briefly jerked it off before taking it in his mouth. At first, just the head, but gradually more. Soon his hand pumped away wildly, swallowing furiously; but then stopped midstroke halfway to my balls without taking it any farther than he needed. He gagged, but managed to start breathing through his nose. Having gotten a number of blowjobs from women, Jesse quickly began to do better, presumably imagining what it was he liked from women and doing that to my cock. I began to moan as I felt his sucking improve. Not wanting to cum too quickly, I stopped him. In order to get him more comfortable, I pushed him down and started working his body. I licked his massive pecs, circling each large, quarter-sized nipple with my tongue. This got a lot of moaning and some squirming out of him; apparently he had extra-sensitive nipples. I made note of that before moving down to his dick. I'd never sucked dick before either, but if straight Jesse could do it then so could I. I took it in my mouth, eliciting loud grunts from him. Jesse moaned as I worked his cock the way I usually like it from women. I had to be careful not to give him too much oral stimulation though; I didn't want him cumming so soon. I let him work on me again, laying back.

"Do the same thing to me," I told him. As soon as I felt his tongue against each nipple, (and taking firm swipes between them), I moaned and squirmed. He worked my body a bit before he once again wracked my shaft within his sucking wet maw. A few minutes in, he grabbed his still-hard dick and began jerking it again. I hit his hand away.

"No jerking, man. The rules still apply." Reluctantly, he went back sucking, playing with his nipples as the only sensation he could get for himself without serious risk of cumming.

Finally, I could see the desperation and horniness in his eyes, and decided to give him what he needed. "Get on your back," I commanded, as I stood up and got some lube from the bottle he'd put on the nightstand when he was jerking off earlier.

"Wait, are you gonna fuck me?!" He said, surprised. "I can't do that. Please man, don't."

"Dude, this is the only way for both of us to get off. We both need it, and you said you'd do whatever I asked."

Jesse laid there for a moment, thinking, clearly weighing his fear with his horniness. Eventually, horniness won out. "Fine man, do it. I need to get off. Just take it easy."

"Sure thing, man." I fingered him a bit, starting with one finger, before moving to two, then three. When he was ready, I rubbed my hard cock against his tight, straight, virgin hole. I teased it a bit with the head, eliciting moans from Jesse, who, despite his reservations, enjoyed the sensation nonetheless. Finally, I couldn't resist any longer. I entered him slowly, forcing groans and grunts out of him: "Oh FUCK! GAHHHHH! GODDAMN!!!"

Damn, his hole was fucking tight. I pulled out and pushed in a bit, and eventually, when he was loose enough, I pushed roughly in one quick thrust, pushing my dick completely deep until it popped back out followed immediately after by another short-lived rippling burst of heat, sending even louder moaning from Jesse's lips as I bottomed out: "UGHHH. SHIIIITTT. UGH. GOD. GAAAAAAAHHHHH!! IT FEELS LIKE YOUR COCK IS RIPPING MY ASS IN HALFWAY TO HELL AND BACK!!!""

Again and again and again, in rapid succession, I fucked him. With every downward drive, my chest crashed upon his thighs in muffled whimpers, indicating just how rough and intense this fucking really was. I rode him savagely, pumping repeatedly into him with relentless power. His asshole practically melted around me each time, twitching vigorously throughout my performance. Eventually however, an orgasm overtook Jesse, which caused me to speed up considerably. I pounded him harder and faster, and suddenly I realized he was yelling loudly. A steady stream of spunk shot upward towards the ceiling as I tried not to think too much, letting my instincts guide me. Jesse had cum without warning, grunting, screaming, and babbling as each spurt shot out of him in response to my thrusts: "OOOOOOOHOOOOOOOOO!!! AAAH!!!! FUCKKK ME! AAAA AH GHAA HNNNGG!!!!! OH YEAH MAN THAT FEELS SO GOODRRRSSSHHHMMMGGGGGG!!!!!!!! MIIIIIGGGGGGGGGFFFTT..."

Jesse had finally shot his load, but I was far from finished. I pulled out and got on my back, motioning for Jesse to sit on my dick. Although he'd already cum, by now he was enthralled in enjoyment and lust, and he readily climbed onto it. After getting used to the feeling of being impaled on something like he'd never experienced before, he moved forward, bouncing atop me steadily. Each slap of flesh on skin echoed through the small hotel room we were in, causing Jesse's moans each time his muscled body fucked my dick in his tight, straight hole.

I started talking dirty to him. "Fuck yourself dude, ride my cock like the slutty bitch you are," I goaded. "That feels good huh? You love having that fat cock inside you don't you? Fuck yeah you do." And the best part was that these little lines actually did seem to turn Jesse on even further. My words fueled the fire that burned within him, giving him added incentive to keep riding me. He talked dirty back to me as he fucked himself: "Yeah dude, fuck me, fuck me, fuck me..." he chanted. "Shit... it's so fucking big inside me. I loved feeling you fucking getting me off so fucking bad I came right then, and here I am fuckin' loving every inch of that monster cock slamming my ass... I want you to make me cum again..." By this point, Jesse's entire body shook uncontrollably whenever he bounced or rocked against me, making a continuous cacophony of slapping sounds as our bodies collided. I fucked up into him trying desperately to match his stamina—no small feat for even someone as athletic as myself yet unable to quit during such an incredible experience. Somehow, his moans grew more frantic as we performed the best reverse cowboy fuck I'd ever had. As he bounced down on me with equal force, my own orgasm approached rapidly: "Here I cum bro, oh god yes.... GaaaAAHHHHHH SHIT! UGHHHH! OOH YES! I'M FUCKING SHOOTING IT UP YOUR ASS!!" Both of us unloaded simultaneously at nearly identical times. Our simultaneous explosions sent waves of pleasure coursing through us; ecstasy unlike anything either of us have probably known. Then silence returned to the room.

We lay together afterwards, catching our breath and recovering from exhaustion. I looked over and saw that Jesse was staring directly into my eyes with a look of both relief and surprise at what they just did. For a brief moment, neither of us knew what to say, but then Jesse spoke first: "...That was awesome man. Thanks for helping me."

"It sure was. Anytime, bro." I answered.