A Straight Bet

by Lee Obrien

2 Oct 2022 9727 readers Score 9.2 (154 votes) PDF Mobi ePub Txt


Brady and I got together to do our “algebra homework” every couple of weeks throughout the rest of the school year, we even found reasons to get together over summer break. We were able to keep it a secret and I started to push Brady’s boundaries. I knew he liked his ass played with from our first time, so I always used my fingers to get him going. I finally worked up the nerve to give him a rim job, I saw it in a video that I watched online. I was sucking his cock one night, I let it fall from my mouth, grabbed his waist, and spun him around bending him onto the bed with his ass in the air. Before he knew what I was doing I had my tongue buried in his ass, he gasped, “Jesus Crist, what are you doing?”

I pulled back enough to ask, “do you want me to stop?”

He reached back and grabbed my head, “fuck no!”

It became part of our sessions from that time on, the next time we hooked up I was fucking his sweet ass. Straight guys are so funny, he wouldn’t kiss me or suck my dick, because that was “too gay”, but he was begging me to lick and fuck his ass every week. I just had to laugh, I didn’t care, I was able to suck his cock and put my dick in his ass whenever I wanted.

We got to the end of our senior year and were making plans to go off the college, Brady was going out of state with his girlfriend, I was going to go to a college just an hour away. I was going to miss Brady but knew I would meet all kinds of guys when school started.

I stopped over to see Brady, he answered the door, “Hey Adrian, what’s up.”

I had an evil grin on my face, “I brought you a present.” I was holding the gift bag behind my back.

He looked at me suspiciously, “what are you up to?”

Just I was going to give him the bag, Alley, Brady’s girlfriend walked up behind him, “hey Adrian, how are you.”

I forced a smile, “good Alley, how about you?” I kept the bag behind my back.

Brady asked, “so you brought me something?”

I panicked, “no, it’s ok, I will give it to you later.”

Alley looked at me and then to Brady, “you guys always act so weird, I never know what to think about you two. I’m going home Brady, I will call you later, bye Adrian.” She gave Brady a peck on the cheek and bounced out to her car.

Brady said, “ok, what is going on?”

I smiled, “well, I didn’t think you wanted me to give this to you in front of your girlfriend.” I handed him the bag.

He looked in the bag, “Jesus Crist Adrian, what the hell is this.”

I beamed, “it’s a “clone-a-willie”, I got it on Amazon, it’s a kit that you can make a mold of your dick so you can make a custom dildo. I made one of my cock for you when you start to miss me while you are away at college.”

Brady shook his head, “you are unbelievable.”

I often wonder if he used it, I was sure he would be calling me to tell me that he wore the first one out and that he wanted me to make him another. I am still waiting for that call.

I moved into the dorm and met my new roommate, he was ok, but it was clear we have different interests and were probably not going to be best friends. He had his friends and I had started making friends with some of the guys in my classes, so we didn’t spend too much time together.

I was about a month into classes and decided to see if I could find a straight guy to seduce. I noticed a guy that lived on my floor, just down the hall from my room. I think his name was Mike or Mick, he was about 6’ tall and skinny with long black hair that he was constantly pushing away from his face. He always wore baggy shorts, a t shirt and high-top Reeboks, he seemed like sort of a loner with a skater vibe. Whenever he was in his room, he always left his door open part way, I noticed he was always playing video games with a headset on. I followed him upstairs to our floor after class, he was wearing a pair of white basketball shorts. They were a sort of a mesh material and as he walked up the stairs the light would shine through them, and I thought I saw a pair of low hanging nuts swing as he moved. I was sure that wasn’t wearing any underwear, he went into his room as I walked to mine. My roommate was in our room with his girlfriend, so I dropped my bookbag on my bed and decided to go make a new friend.

I got to Mike’s (or Mick) door, saw he was online playing video games and talking into his headset. I paused at the door, once he saw me, he nodded his head at me, and I took that as an invitation to come in. He briefly took his eyes of the tv screen and said, “hey.”

I said, “hey, I’m Adrian.” Closing the door behind me.

He continued working the controller in his hand, “Mike.”

I asked, “what are you playing?”

He responded with something about quest hunter, tomb raider, I’m not really sure, those type games never really interested me.

Mike never took his eyes off the screen as his hands worked his controller, I thought, ok not a big talker, that’s fine. He pushed his hair out of his eyes once again, they were brown with long eye lashes that most girls would kill for. I watched the action for a few minutes, Mike’s only words were into the headset, “behind you, go left, cover me, I got your back.”

I was quickly getting bored with the action on the screen and decided to make my move. I reached over and ran my hand along his thigh, surprised that his cock ran halfway to his knee. Mike didn’t flinch as I moved my hand back and forth, he just continued to work the controller. I reached up the through the bottom of his shorts and confirmed he was not wearing underwear and found his dick starting to swell at my touch. I gave it a couple of strokes as he sprang to full size. He lifted the controller as I crawled down between his legs and began to stoke the full length of his now hard cock. It was more than I could handle, I had to see it, I reached up and put my fingers in the waistband of his shorts and pulled them down. Mike just lifted his ass up so I could pull them off, he kept playing his game as I completely removed his shorts. His 8-inch cock flopped back and hit his stomach as he sat back down, I took him into my mouth and tried to get as much of that monster down my throat as I could. He moaned and groaned between talking commands into his headset. I was tugging at those low hanging balls as I worked the head of his dick with my tongue, I felt Mike’s nuts tighten. I prepared myself for the load of cum that was coming my way, I went as deep as I could and heard Mike say into the headset, “Questlord665, brb.” (I found out later brb means be right back) He hit pause on the game, dropped the controller and grabbed the back of my head as his cock filled my throat with his hot load. Once he caught his breath and his cock quick pulsing, he picked the controller and said into the headset, “Questlord665 back online.”

I stood up, my hard cock pushing against my own shorts, I rubbed my dick and watched Mike for a moment. I thought to myself, well, let’s just see how far I can push this guy, I dropped my shorts and walked to the side of the chair and aimed my hardon at Mike’s face. He glanced over at me and said into the mic, “Questlord665 is offline.” He set down the controller and removed the headset and took my dick into his mouth as he reached up to squeeze my balls. A few minutes later I felt the cum start to rise and I exploded into Mike’s mouth. He licked my cock clean and picked up his controller and headset, I put my shorts back on and headed to the door.

Mike said, “thanks, then, Questlord665 back online.”

I chuckled as I walked out the door and headed back to my room. The next time I saw Mike he was with what appeared to be his girlfriend, they were walking hand in hand across campus, I just snickered to myself and decided to look for my next target.

After class, I changed into a pair of gym shorts and t-shirt and headed to student fitness center, now that I was settled into college life, it was time to get back into my workout routine. I was in pretty good shape, although I never really played sports in high school, I did like to run a little bit and exercise. I climbed onto the elliptical machine and started my workout, that’s when “he” walked around the corner. I nearly fell off the machine as one of the handles slipped from my hand, once I regained my wits, I just stared. He was perfect, about 5’10”, sandy blonde hair, piercing blue eyes and a killer body.

He gave me a smile as he crawled onto the machine next to me, of course I just said the first thing that came to my horny mind.

“Wow! You are a hottie, what do say we finish our workout and head back to my place for a shower.”

That’s when the fem twink that was walking by said, “oh honey, you are not even close to being in his league.”

I laughed, “well sounds like someone has already been shot down, jealously doesn’t look good on you sweet pea.”

He just gave me a grunt as he walked out the door. I turned back to my hottie, he had a slight grin on his face.

I said, “I’m Adrian Campbell, it’s nice to meet you.”

He smiled back, “Hey, I’m Jace Collins. As flattering as that was, you two fighting over me like that, I am sorry, but I prefer to shower alone.”

I chuckled, “yeah I figured as much but, you can’t blame a guy for trying.”

He nodded, “does that ever work?”

I climbed off the machine, “you would be surprised at how often it does.” I watched as he pondered what I just said.

Jace said, “I haven’t seen you here before.”

I replied, “yeah, this the first time, I am trying to get back into a routine.”

We finished our workout as I teased and flirted with him, Jace shook his head and said, “you really are persistent, aren’t you?”

I said, “well, can you blame me, you are gorgeous.”

He blushed, “thanks again, but you really aren’t my type, I prefer my girlfriend, no offense.”

I laughed, “oh you can’t offend me, I don’t want to take you away from your girlfriend, I just want to suck your wiener.”

He looked stunned at my comment and sort of just stammered, “ok, well I am going back to my room, maybe I’ll see you at the fitness center again sometime.”

I said, “ok, see you later.” We both took off in the same direction, I spoke first, “I am not following you, honestly, I live in Anderson Hall.”

He rolled his eyes, “so do I, on the third floor.”

I grinned, “second floor.”

We laughed as we walked up the steps to our respective floor and headed to our rooms.

The next day, I headed to the fitness center and hoped Jace would be there, I smiled as I walked in, he was lifting weights with another cute guy. Jace was spotting his friend as he bench-pressed a large bar with a lot of weight attached.

Jace saw me walk in, he smiled and gave me a nod. I climbed on the stationary bike and started to pedal.

The pair finished lifting and walked toward me, I hopped off of my bike and a said with a sly grin, “oh boy, it looks like we get to have a threesome today.”

Jace’s friend suddenly got a worried look on his face as Jace said, “well I see you haven’t changed since yesterday dude. Sorry bud, we are both still straight”

I snapped my finger, “awe shucks, I guy can dream, can’t he?”

Jace said, “Adrian Campbell, this Brad Parker. Brad this is Adrian.”

Brad hesitantly offered me his hand, “nice to meet you.”

I smiled, “it’s really nice to meet you too.”

Jace turned to me, “Brad is my roommate.” Then he turned to Brad, “Adrian is the one I was telling you about last night.”

Brad tipped his back, “ah, I see.”

I smirked, “well, well, I knew you wouldn’t be able to get me out of your mind, and now you and your cute friend are talking about me, saying only good things, I am sure.”

Brad was just standing there in disbelief. Jace patted him on the shoulder, “relax Brad, he’s all bark and no bite.”

I protested, “that’s because that is all you will let me do. The offer to suck your wiener still is on the table and the same goes for you, Brad.”

Once Brad gained his composure, we finished our workout and went back to the dorm, after we all showered, (alone, damn it) we met for supper. From that point on we all became good friends, we would work out together, study together and party on the weekends.

The next school year, we moved off campus into an apartment and lived together until we graduated, found jobs and each got our own place. We stayed friends and started a weekly card game, over the next couple years we added a few more friends. Soon there were six of us getting together, one week after playing poker at Jace’s place, I was helping clean up after the rest of the group had left. I was of course teasing Jace about letting me give him a blow job.

He shook his head as always, “when are you going to give up?”

I smiled, “I told you when we first met, that I don’t give up. There are a lot of straight guys that I have been able to talk into doing something gay.”

Jace took a handful of glasses into the kitchen, “then they weren’t very straight, were they?”

I said, “everybody has at least thought about doing something with another guy, I am just giving them the opportunity.”

Jace shook his head, “I don’t believe that.”

I looked him in the eyes, “ok, how about we make a little bet?”

by Lee Obrien

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