All Chapters of Tales of a gay man: Chapter 31 - Chapter 40

It had been a few weeks since my roommate and I had confirmed our mutual suspicions that we like the taste of a cock, on our knees, in our mouths, or bent over and ass filled.But one particular mid-week worknight I came home a little later than normal after drinks with a client. I had a healthy buzz on and on the Uber ride home realized I was going to need some sex before bed. Traded some texts with my girl but she was already in bed with an early morning and settled for the night at her place, so I headed home. It'd have to be Reddit porn and my right hand.Walked through the front door, dropped my bag, keys, thought I needed one more pour of whiskey to accompany me and my laptop to bed. In short, it was clear I was home. So, as I walked to my bedroom, I was surprised to see Brent's bedroom door wide open. Lights low, the familiar sound of porn coming from the tv and him sitting on his bed. He was also clearly recently home from work. His suit jacket was draped over his desk

I laid there for only a few seconds before I realize how filthy the bed was, I quickly got up and moved to the chair. With my hole throbbing, I played the tape from the beginning. There was a good 30 minutes or so at the beginning where I just slept. Then after a while someone came in. It was a middle-aged guy who wasn't very attractive. He quickly came in and closed the door. He did a quick sweep of the room to get his bearings, and saw the camera. He asked the camera if I could blur his face out and then went over to me and stared me down. He grabbed my body and flipped me over then started massaging my ass and his dick. Then he grab some of the lube and applied to my hole. He fingered me for a bit as he let his dick get hard, then he took off his clothes and climbed on top of me. I just laid there on my stomach silently. It wasn't the best angle for the camera, all I could see was his back, and my legs sticking out. He leaned forward and I could see him starting to stick his dick

So we have been friends a really long time and he of course knows I’m gay. We are really close, so it wasn’t hard to establish this arrangement. He pretty much just asked me one day if I’d do it and not tell anyone, I agreed, and I do it for him once a week or so. It’s hot, he always holds my head and makes me blow him really really fast so he cums quick. He says my blowjobs are the best he’s ever had.Will he ever return the favour or could it turn into something more?

Years ago I used to work construction. I had only worked there for about a month but my foreman and I became pretty good friends. He was a 45 year old man and I was only 22. Every once in a while we would go and have a beer or two after work. He would always be talking about the problems he was having with his wife. I’d try to help with advice but I don’t think I was any good at it. One night he was giving me a ride home and he mentioned something about how if she just gave him head once in a while it would relieve a lot of stress. I jokingly said “I’ll relieve it for you”. He kind of took a double take at me and we both laughed. After about 5 more minutes of driving he randomly pulled into a Walmart parking lot. I thought he might have to stop and pick something up but I found it weird that he parked in the back of the lot. He put the car in park and turned to me and asked if I was serious about what I said. I nervously chuckled. “Ya. I mean, sure” is what came out. He didn’t hesitat

For a little over two years now I’ve been having regular fun with my “straight” friend. We usually hang out every couple weeks and about 75% of the time I end up blowing him. It’s a pretty good deal for both of us. I satisfy my craving for dick and he gets to a blow a load in someone's mouth. Sometimes we jerk each other off and on a few occasions he’s actually given me head. Despite all of this he maintains that he is straight and that we’re just comfortable with each other. I bring this up because it is likely the reason I have never offered him my ass. For whatever reason I never thought about it, never considered he’d be interested. After some thought though I decided it was time to change that. I discussed my desires with my wife, who gave me the ok, saying it fell well within our normal fun. Desires approved I made a plan. During the football season my friend and I get together every time our team is playing, so I didn't have to wait long. As usual we started playing with each o