My First Time as a Bottom
It wasn't until I turned 40 that I managed to organise someone to fuck me. I'd been aware of my desire to be a 'bottom' from when I became a teenager but I think everyone else assumed I was a 'top'. I've done my fair share of cottaging and cruising but either my ass is tighter than most or I feel pain more but when someone has tried to fuck me in the woods, I've always found it too painful.
Anyway, I'd chatted to this guy in gay.com who lives nr Tunbridge Wells in Kent and he invited me over. When I got there, we sat on his couch for a few minutes chatting until he put his hand on my knee. I leant over and unzipped him and revealed what I'd describe as an average size cock maybe 6 inches long, cut and with a girth in proportion. I slipped on to my knees and took him in my mouth and started to suck and caress him. He stood up and pulled his trousers and pants down so I could take all of him in my mouth. I slipped his balls into my mouth and put some spit on my hand so I could run my thumb over his cock head. He suggested we should go upstairs and make ourselves comfortable in his bed.
When we reached the bedroom, he took off his shirt while I stripped and we climbed onto the bed alternating between sucking each other. I rolled over onto my stomach and my 'top' asked me what did I want him to do. "Fuck me", I said "But be gentle as I'm very tight".
When we met up on other dates, I discovered that he prefers to use a condom but we were so hot together that first time, he got out some lube, put some on his fingers and my virgin hole and quickly slipped his fingers in to me to stretch me. He added some to his cock by which time I was waiting for him doggy fashion with my face on a pillow. I was determined to have him fuck me even if it hurt. I felt his cock stretch me further but then he was in and he slid into me all the way until I could reach back between my legs and feel his balls tight against me.
I can still remember his first 2 strokes as they seemed to last for ever and I didn't feel any pain. I thought, "What I have been missing all these years if this was all it took?" Then my 'top' moved up a gear and started to fuck me like we were dogs on heat. Still no pain. In fact, more pleasure than any other form of sex I've tried.
He must have fucked me for about 10 minutes and then just as he was starting to come he pulled out of me and I felt him shooting all over my back. I moved onto my back and he wanked me off until I came.
We got together twice after that. The first time he didn't take the 1st stroke so slowly and I did 'hit the roof'. The second time he had a mate round and I had my first experience of being 'spit roasted'. But the first time was the best.