First Time Bottoming
 

Hey Guys,

I've never been fucked before and I'm thinking about giving it up.

What we're your first experiecnces like?

The next day it hurt like hell and I had to sit in a meeting all day :( I now know that the guy just didn't take his time and use enough lube. It may not have been all his fault, I don't know if I told him I was a virgin or not. Anyway, I didn't let that first time turn me off from anal and now I love it.......the bigger the better.

My 1st time was with a fuckbud with a small cock and it was neither painful or memorably pleasurable. He did use plenty of lube and was very gentle.

The reason I let my small fuckbud fuck me was I had met a guy with probably the biggest dick I had seen up to that point play with my hole for hours on several occasions, but was afraid to let him pop my cherry. After few days of thinking about it I met up with the small guy to see if I could take it. Less than 24 hours later I got back with my huge dicked new friend he hurt some going in but he actually fucked the cum out of me without any stimulation to my cock, just as he filled the rubber in my ass, and I could feel him filling his rubber and was scared that it had broken, but it was intact when he pulled out. I was hooked.

Both guys fucked me regularly for my remaining semester and a half of college.

How did it happen
 

I guess I'm really more interested in how it happened to other guys.

Obviously, I'm interested in any advice I can get, but more than that I'd like to know how other guys got into the situation where it could happen.

The first time for me was kind of unplanned. I had met this guy before at his office to for my first anything with a guy and he ended up sucking me off. I didn't reciprocate. So I went back a few weeks later and I really wanted to try sucking him, he started sucking me and rimming me and then rubbing his cock on my crack. I thought he wanted to fuck me and gave into the moment and told him too if he had a condom.

I don't think he intended to fuck me he was just enjoying the rubbing but he pulled out a condom lubed me up and pushed in. It hurt a little bit at first, he wasn't huge but a nice sized 7". Once he was in he fucked me for a little bit while I jacked off. After I came he pulled out and jacked himself off.

I really wasn't sore the next day or much after but he was very gentle. The next time I bottomed I was with two guys. Both about 7" again and they basically tag teamed me. It was fun but they were much more rough and I was sore the next day.

Everyone remembers their first time, good or bad.

Mine was great and totally unexpected. I was 15 and hitchhiking home from school. I got picked up by a guy who started asking sexual questions and eventually got me to pull out my cock so he could suck on it. It was just a quick roadside thing as I had to get home. He asked me if I wanted to try more at his place the followiing Saturday. I did.

He picked me up in town and drove to his place, two towns away. I couldn't believe I was going off with a total stranger. Before him, I'd never done anything with a guy, and not much with girls either. When we got to his place, he gave me a beer to relax. He showed me some gay mags and commented on the pics, asking what I liked. I told him I liked the oral pics but the fucking pics were kind of scary. He said he'd like to suck me again but wanted us to both be naked. That was fine with me.

I had a huge hardon and he was all over it. I came like a rocket in no time. He gave me another beer and we looked at more pics until I got hard again. It didn't take long. He sucked my cock again but this time much slower. I wanted to suck his cock but he told me to wait. His mouth went from my cock to my balls and eventually down my crack. When he tongued my asshole, I thought I died and went to heaven. He took his time and moved back and forth from my cock to my ass. At some point, while he was sucking my cock, he started circling my asshole with a finger and gently poking at it. The finger slid in and it felt great. He reached into the nightstand and pulled out a jar of vaseline. He took his time, lubing my ass and sliding one, then two fingers inside while still sucking my cock and balls. He asked if I wanted more and I practically begged for it. I couldn't believe I was about to let myself get fucked and was dying for it.

He was very patient and gentle as he put my legs over his shoulders and just barely poked his cock at my virging hole. He slid it in so slowly that I barely felt any pain, just a quick jab as the head of it slid past my ring. He stopped to let me adjust to it, telling me to relax. As he picked up speed and depth slowly, my head was spinning. Finally, he drove it in all the way. I couldn't believe anything could feel that good. He started pounding and I responded. I shot out a huge load without even touching myself. It shot so hard it got both of us in the face. That put him over the top and he pounded like a jackhammer when he came. It was a strange sensation as he got soft and slid out but I didn't hurt at all. I was hooked!!!

I spent the next year getting fucked by him (and some of his friends) until I moved away. I went back and saw him many years later. He was in his 60s at that point and really couldn't get hard enough to fuck but I gave him the best head he'd had in a long time as a little gift for all he'd done for me.

That was a lot of years ago, and I still remember it as one of the best I've ever had. I would really like the opportunity to do the same for some young guy some day (although it wouldn't be a 15 year old.)

I'm now 54 and still love it all.