Female: she was 62, I was 30. Got chatting to her at a cafe of all places, ended up back at her place for an afternoon of fucking. First time I got to cum in a pussy without a condom.

Male: he was 57, I was 28. Nice older guy I'd chatted to on ICQ (anyone else remember it?) for a few months about life in general revealed he was married but bi-curious. I was single, told him I felt the same, so he came to my place for some cock fun. After a few suck sessions he let me fuck him. Awesome times.

I was 17, he was 34. He was the first guy who ever came in my mouth. That was over 50 years ago. We still meet up for some cocksucking.

I was 33 or 34, met a couple on Craigslist who never told me their age but I would guess early 60s. She sucked and stroked my cock while her husband fucked her from behind. She worked my cock for quite a while, very methodical and deliberate. As if she was really concentrating on it. I had an amazing orgasm, she stopped sucking just before climax and blew a massive load on my chest.

I am 43, she was 18. Last month.

Oh come on, you can't just casually mention that you recently fucked an 18-year-old without giving us the story behind it!

This particular one was in Costa Rica. Did 3 18 yo's, one 27 yo, a 24 yo and a 42 yo.

Another one I like is a girl I started fucking when she was 19, she's now 26. My friend, married, is 51. Him and I tagged her together when she was 25

Have a lot more stories. Benefits of living on a boat in a large marina.

I was 19, she was 35. I've always thought of her as my "Summer of '42" experience. Very nice!

This happened about 2 yrs ago l was 68 he was a young twink l met at an adult theater he just turned 18 his first time being with anyone male or female. he was so nervous he couldn't get hard at first but l calmed him down and worked his 6.5-7 inch cock with my tongue till he pumped a huge load in my mouth and to my surprise he lasted quite a while before he came. we swapped phone numbers but he said he felt guilty and needed time before he could meet again but it never came to be and now the theater is closed so no chance of a random meet. l'm getting hard just writing this remembering that day.

I was 45 and he 30. We met in one of those old AOL chatrooms. He was gay and I was curious. I had never been with another guy before. We spent 2 days in a hotel and it was totally enjoyable. It was my first time ever with a guy and I was nervous at first, but he assured me it would be wonderful, and it was. We started out kissing. I never kissed another man before, and it was a wonderful feeling to feel my cock growing as I felt so excited. As we kissed, I moved my hand down and could feel his cock growing as we became more passionate. After a little while, we started undressing each other. I got a look at his bulging cock and just went for it. I never thought it would taste so good. And I had never had another man suck or lick my cock. It was an awesome experience. I only saw him one more time after that, the distance was too great and we ended up falling out of touch. I've been with a few other men since then, but nothing beats the first.

I was 18, she was 61. She was a classmate of my father. She had a crush on him but it never came to anything. When she found out who I was, she couldn't get me into bed fast enough.
I used to meet up with an old army buddy for some wank and suck sessions. His son had an idea of what was going on and confronted me about it. I 'fessed up and told him not to let his dad know. He admitted that he was bi-curious and was debating about what to do about it. So, a week later he came round to my place for a bit of enlightenment. It was the first time he had ever had a man suck him off and it was his first time of sucking another man's cock (Mine!) This happened twice more before he wanted to take the next step, being fucked by another man's cock (Mine!) We did and he is now more or less sure that he is fully bi. We still haven't told his dad!

It was one of my very first times and happened to be with an older man. I was 20 and he was 72. I met him online and was really nervous to meet him. When I arrived he made me feel comfortable and had lots of fun. I got to suck his 7 inch cock and let him fuck me. It was also one of the very first time I swallowed a load of cum. It was amazing and we met several time after that.

I was 37, she had just turned 20. One night of fun with a beautiful young lady.

21 years. I was 24 and she was 45. She was amazing. Definitely had a few things to teach me.

I was 38; she was 56. We met online and used to chat with ICQ. (I do remember ICQ fondly and still miss it.)

She was maybe 23; I was 43. She was in a class ahead of me. I took her out to pump her for knowledge about an upcoming test. We got a bottle of wine, went back to my place, where she told me she adored having her feet massaged. I went to the kitchen, got a large pot and filled it with warm water. Got some soap and towels and went back and washed her feet, taking care to massage them until she turned into jam in my hands.

Got laid that very night.

No women more than a couple of years older than me. Ex wife was 5 years younger. Went over to a rich old man's condo once after talking online. He must've been late 70s. I was 44 I think. He fixed me coffee. We made small talk. after two cups he asked if I wanted to go in the den. There was this leather love seat thing with a back on one end. He asked what kind of porn I wanted to watch, I said younger guys... He proceeded to suck the hell out of my dick, and did stuff like nobody before. He never did get hard. He just wanted to suck me off. It was a tri-level condo and I remember thinking that it sounded like we were being watched...