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Postino Skilled Jackinchatter

578 posts since 2014-12-02
69 year old bisexual male
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This thread took me back into the distant past and reminded me of a very pleasant experience. My father was in the army and we were out in Germany at this time. I was 17 and still relatively inexperienced. One of my parents friends was a female captain named Sue, who was in her mid 30's and who I had an enormous crush on. Anyway she was due to stay with us for a long weekend. She arrived on the Friday afternoon and gave me a lovely kiss on the cheek to say hello. Well this got me very excited and I had to go and wank almost immediately.

The following morning was like a dream. I was in my room listening to music, Sue was in the shower and my parents said they were off out shopping and could I look after Sue - little did I know!

So I am lying on my bed when Sue comes in just wearing a bathrobe. She sat on my bed and started chatting with me. Well her being so close and clearly fairly undressed was getting me very aroused. She asked me if I enjoyed her kiss yesterday and I said of course. With that she lent forward and kissed me hard on the lips. God I was in heaven but there was more to come. She was obviously feeling more than a bit horny and she started to rub my cock through my jeans. I was nearly at bursting point and told her so. She got me to undress and my cock was like a bloody flagpole. She slipped off her robe and was naked apart from a very tiny pair of panties. She started to stroke my hard cock and I was about to burst when she took it in her mouth and I just exploded. She swallowed every last drop and just smiled at me. I think you need that she said - you bet I did - I thought all my christmas had come together.

She lay down next to me and we carried on kissing. I was soon hard again. She asked me if I was a virgin and I said no but had really only had a quick fumble with a girlfriend. Well I had better make you a man she said. She eased her panties off and got on top of me. As my cock went into it was the most wonderful feeling I had ever had. She rode me to orgasm and she had one also.

When my parents got back we were sitting in the lounge drinking tea. They asked Sue if I had looked after her alright while they were out. We both struggled not to burst out laughing - oh yes she said - he has looked after me very well.

A fantastic memory.
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tribeca Amateur Jackinchatter

348 posts since 2010-01-29
83 year old homosexual male from NYC
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I was 11 or twelve years old, living in the Bronx (New York City) with my parents. At that time all subway stations had mensrooms. I had discovered that some men went in there to get hard and jerk off. I was too afraid to do that, but I did go in, look at other guys' dicks and get hard. After about half a year of doing that I started to jack off fully and cum, and let guys see, but still not touch me. One day there was a guy whom I thought was handsome. He looked like Peter Lawford, and had a kind face a wonderful smile. As I stood at the urinal, he insinuated his hand next to mine and I let him. When he finally grabbed my dick I knew my life was changing - it was so great! He jerked himself off and timed himself to cum just as he got me to.
A favorite memory!
always willing to help a nice guy
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InPanties Amateur Jackinchatter

420 posts since 2018-06-24
43 year old bisexual male from London
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a gut at our local pool, back in the days when guys did not cover up in locker room, found out that mainly older guys 1st thing sat, i was tween, loved being naked and usually looking at the naked men got me hard, i had fun wwith a few guys there
A lover of used Panties, tiny TITS & Taboo
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ozjacker Skilled Jackinchatter

518 posts since 2012-12-29
61 year old
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Friend and I were 14 when we started jerking together. His 20yo cousin had a good porn collection and we used to go over there for jerk sessions. The cousin soon started joining us and jerking us both.
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WankerJim Amateur Jackinchatter

340 posts since 2020-02-24
81 year old bisexual male from West Sussex
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I was 12 when I was asked to help my Uncle Bill who was recovering from a leg operation by doing odd jobs etc for him around his house every day. I noticed one day that he had a small pile of gay porn mags by his bedside. He saw me looking and asked if I wanted to borrow them. naturally I said yes and sat on his bed leafing through them, trying not to show or touch my boner while he was watching. We got talking about them and he asked me which photos I liked best. I nervously pointed to one where a young boy (twink) was being masturbated by an older man. he liked it too and asked if I wanted to try the same thing. With my heart in my mouth I gulped Yes. He then started stroking my cock on the outside of my shorts before slipping his hand inside them and started fondling my stiff cock. He then pulled my shorts off and started stroking me properly and placing my hand on his cock, encouraging me to stroke it. I was in ecstasy! he said "when you're close, let me know". As I felt the familiar feeling growing more intense, I told him. He then laid me back on the bed and, stroking my cock faster and faster, started kissing me. I had never been kissed by a man before and the sensation of being wanked and kissed at the same time ended in me erupting like a volcano and I ended up flopped back on the bed gasping in pure pleasure. We then reversed the situation with me wanking and kissing him until his huge 7.5" cock erupted all up his chest and on his face and we then enjoyed licking up all the cum from both of us. I will never, ever forget that day and the effect that it had on my future sex life. It was the first of many sexual adventures with Uncle Bill, long after he recovered from his operation.
Wank, chat, wank, chat etc still fuckin'
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Hoosier1970 Novice Jackinchatter

86 posts since 2016-04-18
54 year old from Indiana USA
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I was 47 and he was 62 Meet him online. and he's known for spanking guys. I've always fantasized of a guy spanking me and not having control. I'm always in control. Went to his house in his basement. His basement is set up for it. I got completely naked. He had me all different ways and things to spank me with. I was hard the the whole time and leaking non stop everywhere. He would also stroke me and play with my hole. I was so turned on. I luved that he was older. This went on for close to three hours. At the end I was on my back, arms restrained , legs up in the air and restrained, my ass up so he could spank it good. He finger me and then stroked me till I cummed. I cummed so hard and it landed on top of my chest. He then stroke me slow for abit. He cleaned me up. Iv seen him on other occasions. I luved seeing his hand on my cock and cum on it.
Kik- millwright1970. Skype-Hoosier1970. Discord-Hoosier1970
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