It was a few years after my divorce and my roommate was my ex's sister. Yeah, I had a thing for her. She had the broken dark soul look to her, disheveled short black hair, too much eyeliner, torn cloths and heavy boots or black Van's. She didn't work and lived with me for free so of course I hoped something would happen. We were doing lots of drugs, going out drinking every night and she would bring home any guy she picked and I'd have to listen to them fuck till she kicked them put.
His name was Casey. My roommate, Amilia or Em for short, had been on again and off again dating him. They had a rough relationship that centered around sex and drugs. He had a very charismatic personality, outgoing, engaging and always full of contagious energy. He made you wanna kick down walls and burn the house down.
The first week he stayed with her was nonstop drinking, coke, bars and mostly listening to them fuck. It was my Friday so I usually always let loose and let his enthusiasm carry the mood. Em had gone out so me and Casey got drunk and decided to walk. We went across the street to a big field where there was a cemetery a few hours before sunset with the half gallon bottle of vodka and plopped down talking. He had his back against a tombstone just rambling on about how he had jumped a train south once and I found myself hanging on to his every word.
It was random. It was unexpected. It was totally something Casey would do. In the middle of a sentence he just blurted out... "You should suck my cock." It was a very sobering moment and of course my natural instinct was to joke it off and ignore him but he followed it with "I'm not gay. But then again I'm not straight either." Even though I was knocking his suggestion down it hit me like a ton of bricks. The second he said I should suck him, I knew that his cock was going to be in my mouth. My brain was working a million miles an hour and he was talking on and on but the only thing in my mind was his cock and what it was like to suck it. About 10 minutes after he asked I just randomly said "okay I'll do it" and no sooner than I said that, and as if he knew I was, his pants were open and his cock was sticking out.
I've never been in this situation before and it was a shock but I was on autopilot and my brain screamed "JUST DO IT" so I moved over and engulfed his cock into my mouth. He made a Moan and exhaled "i knew you would" as I held his cock head in my mouth. I moved my tongue around trying to get accustomed to the feel. I don't remember much other than about 30 seconds later he was pumping a God forsaken amount of cum into my mouth and I managed to swallow it all.
As Casey pulled up his zipper he didn't comment, compliment or say a word. We got up like nothing had happened and went on with the evening. Even when Em showed up he didn't say a thing and we drank our evening away till we all passed out drunk.