Bottoming: What prompted you then, and now?

I've always enjoyed sucking cock and did so a lot for the past 28 years or so. Then my present wife started toying and pegging my ass which was fabulous but then she and I wanted to see Tom fuck me in the ass almost a year ago and I became a lover of anal big time once a real cock was inside me. It's a wonderful feeling. I still enjoy sucking cock more and know no longer unwilling to take it up the ass.

 

Since my first experience. It has always just felt so
Natural to me.

 

First time I bottomed, I spent the night with my boss. Road getting to my house was closed. He offered. I knew what would happen if I said yes. I said yes. He sucked me off then asked if he could fuck me. Took him a while to get it in, but once he did, I was hooked. He had been telling me that once he had his dick in me, I'd want more. He'd say this in public and in front of other ppl. He was right. I even asked for it in public towards the end. Never thought I would either. He and I had been fucking for over a year. It had been a while. There was about 6 of us back there. I said, "Hey Rob, what are you doing tonight?" He said, "Nothing. Why? You wanna come over?" I said, "Yeah. I do actually." He said, "You wanna sit on my dick?" (This was typical conversation for Rob) I said, "More like bend me over the bed." (Not typical for me.) Everyone laughed. Nobody believed I was being serious.

 

Except for the pegging, I am in the same situation as you as far as wanting anal is concerned. But I have yet to be with another guy at all.

 

No, I've never sucked cock. Yet.

 

I only started meeting guys in my 30s but somehow always knew I was a bottom. At first I just did some very light oral play with a few guys which didn't do very much for me, but within a year I met an older guy in his 50s and he gave me my first anal. It hurt like hell but was soo exciting, and it just felt right to be the receptive partner, on my back and having him enter me and feel him orgasm inside me (always with a condom though). I've tried topping on a few occasions and it never felt right, rather weird in fact.

 

I wouldn’t have known back then I was a bottom but I know now I am and was. Basically when one of us came that was it that person rolled over or went home. So the one of us was left horny and masterbating. Most of the time that was me so I just started having my fun by extending our play time or I’d just let him get off and I was ok with it. I learned later that my first really only cared about dumping his load and that was fine till something better came along.

 

After accepting and becoming comfortable being bi, I found I just preferred being a submissive bottom for an assertive top guy. I enjoy surrendering to my fem instincts.

 

When I was still with my wife, anal sex was part if our routine. And, for years I wondered what it would be like to be fucked by a guy and if I'd like it too much. Years later, I finally made the move to hook up with a guy who was interested in topping me and yes I found I liked it too much!

 

It took me almost 30 years to allow a man to penetrate my ass having only engaged in oral sex with men. Yes, I too found much enjoyment being fucked by a man. I'd been enjoying a pegging from my wife quite regularly prior to that first time and now I can't get it enough and wished I'd experienced it 30 years earlier. I love being the recipient of anal sex.

 

I only bottomed once. He was small, like my little finger. He lasted about a minute, so I didn't get much out of it. He admitted he was more of a bottom so I topped him. That was a first for me. I'd had anal sex with women and didn't really care for it. He lubed his ass and my cock then bent over the bed and guided me in. The moaning and directions he gave let me know he was really enjoying my cock in his ass. I liked it, too. He did things to my cock I'd never felt before. I held off as long as I could then unloaded. When I pulled out I saw he had shot another load on the bed. A top was born.

 

It just seemed to come naturally.My first homosexual experience was when I was 16 and at the time with my girlfriends older brother who topped me .It was pretty simple for me going forward men fuck me i fuck women

 

For my first time receiving anal, I actually asked the guy I had met that day to do it. He had just stroked me to completion at a picnic table in a beautiful outdoor setting at night in a campground. I took him into my van, teased his cock to full erection, rolled a condom onto him, lubed up, and assumed the submissive doggy position on my mattress with my bottom extended high.

I had no problem taking him in all the way in, because anal play had been part of my masturbation routine for years. The coolest part was hearing his grunting, and then feeling him tensing up, and clutching me close as he came.

The condom was bulging with semen when I took it off his cock and washed him with a warm wet cloth. Safer sex is the only way I will do anal with a man I just met. I love that feeling of being taken and the guy losing control.

 

First time was with a boy my age, about 15 years old. We had been oral with each other for more than a year.
We were camping out, nude as usual when he ask me to fuck his ass. I lubed his ass, I had no experience in boy fucking but after a bit I was balls deep in him it was great. After I cum and pulled out he said my turn.
His cock was much longer and thicker than mine. At first it was painful, but he entered me slowly and pulled out several time getting deeper each time until he was balls deep in my ass. As he pulled out and reentered me, the pain subsided and I begin to really enjoy being butt fucked.
After this night we added a new level to our sexual activities. As a young man I moved to another state. I miss him and our sexual encounters.