Cocksucker Shorts: The Interruption

This will be a series of short stories based on real situations that have come up in my life where I wished I had sucked a dick but didn't.

These stories are my fantasy of how things would have gone differently had I actually had the courage to suck the dick.

I'll start each story with a paragraph or two explaining how the situation actually went down and then get into the fantasy of how I wish it had gone down.

Everyone involved is over 18.

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A little background to set the stage:

Going into college I was very confused about my sexuality (maybe I still am).

At that point in my life I was 18 going on 19. I had only had sexual encounters with two people. One male and one female.

The male was a friend and I ended up sucking his dick. I gave him a lot of blowjobs and really enjoyed doing it. That lasted until I moved away to college and I never did it again. I still fantasize about dick to this day, but I've never had the courage to make those fantasies a reality.

That's probably because after that I had a girlfriend for a short period of time and I enjoyed getting handsy and making out with her when we were alone. Once I ate her pussy, I was hooked on that, I couldn't get enough of it. We eventually broke up though and sadly never had penis-in-vagina sex.

I was a young man confused, away from home and left to my own devices.

What actually happened that day:

We always kept our dorm rooms unlocked, my neighbor and I were the night owls of the group. One night when I couldn't sleep, I knew he'd be awake, so I just walked into his room like I had done many times before.

His roommate was sleeping but he was sitting as his computer, his pants were open and there was a hand towel on his lap. He had clearly been masturbating and I had interrupted him. We had a short conversation, ignoring the fact that his cock was covered by hand towel, then I left.

How I fantasize about this moment:

It was late, around midnight or so, and I couldn't sleep. I was playing a game on my computer and started to get bored. Normally, when I was bored I'd pull up some porn, pull out my dick, crank one out and go to sleep. I wasn't really feeling it, so I got up and went next door.

I knew he would be awake, we were both night owls that stayed up way too late playing videos games.

I didn't knock and just walked right in, like I had done many times before. The way they had their room set up I had to take a couple of steps in before I saw him sitting at his desk.

"Hey, man, I can't sleep, you want to play a game or something?" I whispered, oblivious to what he had actually been doing before I walked in.

"Uhhh I'm kind of busy..." he said.

I glanced down and noticed that his pants were unzipped, pulled open, and he had a hand towel on his crotch. It was propped up on his cock.

"Ohhhhhh. Uhhhh. My bad." I stammered. "Um, do you maybe want a hand with that?" I asked him.

"Are you serious?" He sounded shocked.

"Yeah." I said sheepishly as I grabbed his roommate's chair and rolled it over to his side of the room. I sat down and I could feel his erection as I grabbed the towel and removed it, revealing his cock.

It was much bigger than mine. I would estimate it at about six inches long and two inches in diameter. Slightly larger than the cock that I used to enjoy sucking.

I grabbed him by the shaft and started to stroke slowly up and down. At this point I started to get hard and my shorts were tented up, I used my other hand to play with myself over my shorts and I could feel that I was oozing precum all over the inside of my boxers.

He turned to his computer and brought the window with the porn on it back up. It was some random video of a guy with a huge dick getting a blowjob from a girl with fake tits. It was muted because his roommate was asleep about ten feet away.

I always liked watching blowjob porn, I usually focused on the cock. Imagining myself being the one sucking on that big tool.

We watched as I continued to stroke him. He wasn't really paying attention to me, just watching the video, at one point the girl with the fake tits gets this huge dick all the way down her throat.

"I could do that." I said without thinking.

He turned and glanced over at me, then to his dick in my hand, then back to me.

Without letting go of his member I stood up, and pushed the chair out of the way with my foot and started to get into position on my knees.

He didn't take his eyes off the screen, he just turned his chair so that his body was facing me. I couldn't see the screen anymore from my new position on my knees. I can only imagine that seeing that woman sucking this very large dick was getting him excited about what was about to happen.

I stopped stroking but kept my hand on the base as I leaned forward and took him into my mouth. He let out a soft gentle moan when I closed my mouth around his cock. My own cock twitched at the thought of bringing someone else pleasure. It was blissful having a dick in my mouth again.

I worked my tongue around the head as I bobbed up and down and reached my hand into my pants grabbing my own cock. I didn't stroke it, just squeezed it. I didn't want to cum yet. It was oozing precum like crazy. It was going to be very lubricated for my stroke session to follow.

As I continued to bob up and down, he started to thrust his hips in time with my down strokes to try and get further into my mouth and down my throat. I couldn't blame him, I did say that I thought I could deep throat the big cock on the screen and his was smaller than that.

I had my head down focused on his cock, I didn't notice what he was doing above me. So, it took me by surprise when I felt one of his hands on my head. He started to push down as he thrust his hips up. Effectively fucking my face.

I had to let go of my cock or I was going to cum. I just focused on the face fucking and I trying to open my throat but couldn't get him all the way down before he softly grunted and his cock erupted in my mouth.

I struggled to swallow it all before I pulled off his cock and got up from my knees.

"Thanks" he said as he put his still hard and glistening dick away, then zipped up, and turned off the porn.

I turned and almost banged my own cock into the wall as I tried to leave. It was so hard I thought it might burst.

I went back to my room. I barely had to touch myself before I exploded into orgasm all over myself. Luckily no one else was around to see me sneak into the shower with cum all over my stomach and chest.

The Wrap-Up:

I still think about that day and what might have been if I just had the courage to tell him that I wanted to suck his dick.