13 with a bloke up the road from my parents house he was in his 40s, he like to take pics of me in his wife's stockings and suspenders.

I forget the exact age I first took a cock in my ass, I know I wasn't ejaculating yet. So we’ll say 18

I grew up in the country and with just my brother around and there wasn't much to do. When we found a box of porn in our old shed that changed a lot. One of the books had a bunch of pictures of guys dressed in lingerie while sucking and fucking cock and one of the books had BDSM stories of training boys to be girls! We had been playing with each other but this was like an instruction manual. The first time was amazing, I had prepared that day, the books described washing and lube so my ass was clean and lubed. I dressed in panties and stockings I stole from my mom. It was a Saturday where everyone was gone but us, a day I usually asked him to let me play with his cock, a day we had hours alone. Kneeling down in front of him, his cock looked amazing and I sucked it as hard and as deep as I could. My cock was hard as it could get and straining against my panties! He told me how I was going to be his girl from now on and how he was going to fuck me like a girl. He turned me around, pushed me down on all fours and shoved his cock in my ass, it went in fast and hurt like hell but I loved it!!! We tried a lot of different positions but my favorite was me on my side with him spooning me, pounding my ass and stroking my cock.
Later that year I hooked up with some neighbors a few miles away and they trained me to be a good submissive fuck toy.

I think I was about 22 years old when it happened. I was in Texas doing some temp work and staying in a motel. I got to chatting with a guy and one thing lead to another and he ended up in my room. Things got really hot and heavy and then he asked if he could enter me. Scared at the thought I said yes. He took things nice and slow. On his back I straddled him. He lubed me and himself up and just said "lower yourself into me at your own place. I did.....slowly. But once he was all the way in.....oh my gawd! I was frantically pounding up and down on him! What a night!

12. I was sexually molested by a man who lived over the road. I had to go to hospital to be stitched up due to the injuries caused by his very big penis and his wifes dildo.

I was 13 at a sleepover with my best friend, we were lovers up until he got married.

In the bad room of a gay theater. It tock several trips sharing bj & watching guy bend over I desided to let my dildo stretched ass hole feel a warm, stiff cock. I was surprised how little discomfort I felt. He was rough & I loved the abuse. been used many times since.

Well, as long as fingers don't count, I'm still an anal virgin!

My finger had been in there many time (trying SO hard to do a self-prostate massage), but there have been probably just under a dozen doctors (including one female) who've had their fingers in there, as well.

While I believe I'd enjoy being fingered properly by someone who knows how to do a PM, to be honest I don't think i'd want a penis in there. To each his own, I guess....

When I was 13. My best friend and I got into his dad's porn magazines, eventually over time that lead to playing Truth or Dare which lead to us playing with each other's cock, then sucking each other and eventually taking turns fucking each other. It hurt but I liked it and realized that it really turned me on feeling a cock sliding in and out of my asshole. We sucked and fucked each other for about a year until we both discovered girls. We're still friends, both married, get together once in a while socially but have never spoken about our bi experiences when we were teens. I wish we would and he would be interested to do it now!

I'm still virgin.

I was 53 (late bloomer)
I wanted fucked and found a guy on the net.Since then there have been several.
First cock I sucked was at 47.
I found both very "addictive"

I think i was 22 when i first got fucked. Sucked off the odd cock since i was 18/19 and finally wanted some cock in my ass.

I was at uni at the time and ended up chatting to a guy on a night out. We got along and while nothing happened that night we did swap numbers. Turned out he only lived a couple of streets away from me! Was both exciting and very nervous at the time.

He was good, knew my ass was virgin so took his time and he wasn't too big either. Fucked me nice and slow, at least to being with! Ended up cumming in my ass (he had a condom on) and it was so hot taking a cock and load. Met up with him a few more times after that, always a good fuck and during our last meet before i went home from uni i ended up sucking him off, swallowing his load, and, when he was hard again, he fucked me bareback and came in my ass

I was a late bloomer. I didn't start my MM activities until I was 55 years old. I had been very curious for many years but never acted on it. At this time, I had just gotten a new job and found myself traveling for three days every other week to educate customers on a new line of equipment. After about two months of this it was getting very boring. I was almost at the point of looking for another job when I looked around me while sitting at my hotel bar and noticed all the unattached men sitting around me looking as bored as I felt. I wondered if I could use the situation to my advantage by having a bi experience without having to worry about excuses to tell my wife. I looked around and spotted a man about my age and build and sat down at the bar near him. After a few minutes I struck up a conversation with him and found out that his job like mine put him on the road often. We talked jobs and sports and other miscellaneous things for about two hours before the conversation turned to sex. It turned out that like me, he had thought about bi sex but never did anything about it. We ended up going to his room and experimented. Tried BJ and I tried to swallow his cum with most of it falling out of my mouth. If I remember correctly he would not take my cum in his mouth. He wanted to try fucking my ass since his wife wouldn't let him fuck hers. He seemed to really enjoy it. On the whole we both had an enjoyable time. I have to say that I used that same bar room experience many times since that first time and had many successes over the years. Now that I'm retired I miss those traveling days.

Just lost my virginity 2 weeks ago. It took many years to get there but, I so glad it happened.

12, with my then-boyfriend of 13. In the restroom of a museum was our first successful anal. Lovely memories

25, a mate and I were wanking while watching an old 80's porn flick on VHS, she took it up the arse, so we started talking about it. Curiosity got the better of us and so with a bit of Vaseline from the bathroom, I bent over and he slowly entered me. Hurt like shit and he had to pull out but after a break we tried again and eventually he managed to pound me. Only got a few pumps in before he blew but for me, it was the start of taking it up the arse, and loving it.

One night in the summer of 1977 when I came home from ROTC summer camp ( was curious and closted) my gay and out roommate walked up.behind me turned me around and kiissed me long and slow while he slid his hand down to my ass.

Since my cock was getting hard I moved his hand and placed it over my stuffing member and we went over to the couch for a heavy make-up session. When we came up for air he took me by the hand and as we went to my king-size water bed he said, "Time to get you naked."

He got me naked. I got him naked. He gave me my first orgasm by a man and I gave him my first hand job and tasted cum for the first time. WE did just about everything two men could do with their hands and mouths.

I woke up the next morning with his hand around my 6" cock and he told me that
he has been fantasizing making love to me ever since we met me but he thought I was straight. I told him that I wanted him in my bed since the first night we moved in. By then we were completely awake and my 6" and his 7" were completely stiff. He gave me another deep, long kiss and whispered " Can I fuck you? I replied using a smile. I reached over and handed him the tube of mY we almost used up the night before.

I rolled over on my back, raised my ass.and he slid right.in. I was so ready to fuck him that everything was truly natural. I felt his thrust and heard his happy moans. With one big final thrust he sank himself and I felt his warm man juicee flow from his cock. When he was done he smiled at me and said, Your turn" You see, Kent was an anal virgin too. But he still wins because he popped all my cherries. He was the first person to make me cum! From that day on we slept in my big bed and gave e each other big Os Is almost every night.

That weekend was the best sex I had ever had in my life. We still get together each year. I'm going up to Dallas for his birthday. Can't wait!

So yes, I was 21.

My step dad took my cherry when I was 12/13 we had some good times, it was funny the first time he sucked me he pulled off just as I started to cum. Well then it was my turn so I got him to sit cross ways on my single bed, with his back against the wall I got between his legs took his cock which was just a bit bigger around than I but shorter maybe 6 inches, he tried to pull out but I had him pinned to the wall and took all of his cum into my mouth. He was so surprised at me doing that but he loved it every time I sucked him, he no longer tried to pull out. I am longer but smaller, I was 7 1/4 inches but now I do not get that hard so I am down to 6 plus inches. Just wish I could find a man to fuck me again, I really miss that so good feeling of a hot cock sliding inside my cute little butt. I so want to suck cock also I love the taste and texture of it.

49 he had me on the beach at night. He certainly felt good

a family friend who was divorced and lived a couple of houses up the street started sucking my cock when i was 6 which i absolutely loved from the very first moment he touched me, didn't take long before he was fingering my bum hole at the same time, first one finger then two, when i was 8 or 9 he said that seeing as my bum hole loved his fingers in it so much would i like to try his cock to which i instantly agreed, he put my legs over his shoulders and slowly started penetrating, i will never forget the feeling as he went deeper and deeper, i was in ecstasy, then he started pumping me harder and harder until i felt him do a faster and harder thrust deep inside me and the next moment i was taking his full load deep inside my boy hole, i had swallowed his cum many times by then so now i had had his cum in both ends of me, i will never forget that day, it was absolutely so good, needless to say he fucked me quite regularly for several years after that.

at 29 with a friend away from home. it was ok.

I was 27 when I had my ass fucked the first time. A friend/coworker and I shared a hotel room on a business trip. We'd already done oral but no fucking. The room had two beds in it, but we both slept in one for the two nights. We enjoyed ass fucking three times in two nights. That was my first time as a bottom, and although my opportunities haven't been frequent, I've enjoyed it ever since.

I am 72 Horny and still waiting for a big cock to enter me

Somewhere around 40. I had been playing dressing in panties and bras for sometime and using dildos or anything else that could be inserted for quite a while. I had also meet with a few men for oral play. Then it finally happened. I was playing with a guy one day at his place. We had been swapping oral when he rolled me on to my stomach. A squirt of lube and then I felt him probing with his finger. I finally asked if he would fuck me. He did! I loved it and have become quite a bottom.

When I was 14 I mowed the lawn of a single neighbor around 40 years old. He was an assistant professor at the local college and very nice. About the third time I mowed his lawn he invited me into his very nice house. We got to talking and he volunteered to wash my clothes before I went home.....and I could shower and clean up while the clothes washed. I lived at home with just my mother so I was very interested in this man and eager to show him my almost hairless, slender but long cock.

After he started the shower (and looked me over from head to toe....mostly looking at my cute cock) he said he would join me in the shower. I got in the shower and he joined me almost immediately. I stared at his cock as he was the first adult male I had seen up close. He was circumsized, like me, but his cock was thick, kind of short and he was hairy. Soon he was hard and I was impressed. His cock was thick and stuck straight out, my 14 year old cock was also hard and pointed straight up at my chin! We played with each other and then got out of the shower. He had been rubbing his cock along my ass crack in the shower, which I told him I liked. He asked if I wanted to be a man and I replied "yes". He took me in the bedroom and lubed his cock. I straddled him and, with his hands on my hips, eased down onto his cock. It hurt like hell but I stayed with it. He was very patient and eventually I took all of him. He didn't last long, pulled out, and came on his chest.

This began a relationship which lasted until I left for college several years later. He was a great teacher and the relationship was mutual...…….great memories!!

I haven't lost it yet...but would like to

at 11 with my schoolmate ....he was about a year older so more horny ....was great ...

It started on a campout and I was 12 an so was my tentmate, who was also an altar boi, and we both were playing with our cocks in our tent. My tentmate said he wanted to be the priest so he could use others. Without hesitation I agree to be his altar boi to use and abuse as he wanted. He immediately rolled on top of me as he forced his long but hard boi cock in my mouth. After he rolled off he forced me to jo and suk him again. He then said he wanted to fuk my boi pusdy like the priest did his. He forced me on all 4s and we both used Crisco as lube on my pusdy an his cock and after a few clumsy attempts his boi cock filled my pusdy with his hot cum
Little did we know that the Scoutmaster was watching and the next day he offered to help me work on merit badges. From 12 till I left for college he trained me

Having been married for 31 years, my first anal was after the marriage ended, at the age of 52 (2007).
I was visiting Melbourne, and went to RAM lounge above an adult video store. A few guys were there. I started playing with a lovely Asian man (nice dick). He suggested we go into the private room. There were undressed and started enjoying each others' naked bodies. He said he would like to fuck me. I took a deep breath and thought, "Here goes! He's not too big, this will be my chance. I let him know that this was my first time, and he was very respectful. I got on all fours and he (having lubed my tight hole) began to press his knob into my hole. I wasn't sure it was going to go in, but he gently persisted. As he broke through the first barrier I thought I wasn't going to be able to go through with it, but he eased in gently, and eventually was rhythmically pounding me. After a while he said I want you to turn over so I can cum. So I lay on my back on the bunk, while he stood between my legs. He lifted my legs over his shoulders and again began thrusting his dick into my now quite receptive hole.As he got closer, he started speeding up, then pulled out, tore off his condom, and let his load fly.

It was a magical evening. When I went back out onto the street, I felt like I was floating, and my mind was filled with dream-like sensations. Since then, my best fucks have been from Asian guys - partly because they are generally a bit smaller, and partly because they seem to be particularly sensitive and sensual lovers.