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My obsession with old men

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By *leaser100 OP   Man
4 weeks ago

Oxford

I once caught a teacher watching me getting changed after games at school. We were alone. He was probably 60ish with grey hair and nicely plump. I was very slim with a great bum! I loved the way he stared at me, that hungry look - I've never felt so wanted since. I didn't even really know what sex was, hadn't ever thought about it much, but I knew I didn't want him to stop looking at me. I was too shy and confused to let anything happen, which I've always regretted. I've never stopped fantasising about what could have happened. Ever since then I've loved old men looking at me and touching me. I can only cum thinking about it, even when I used to be married.

After that I started taking long countryside walks either naked or wearing girls clothes, hoping to 'accidentally get caught' by older men. The few times I was lucky enough for that to happen, I'd love letting them watch me strip and whatever else. The first time I ever had an orgasm, I was in some woods next to a river. I was naked apart from my rugby socks pulled up over my knees, and my rugby shorts, which I'd cut shorter to show off my bum. I was kneeling, facing the other way, stroking my erection while flicking through a porn mag and didn't see him till he was 5 or 10m away. He was just standing still staring, one hand in a pocket. As soon as we made eye contact I came, and got embarrassed and legged it. Another regret.

I've been to swimming pools a few times, just so I could enjoy old men staring at my naked body in the changing rooms. I'd always be sure to be hairless from the waist down too. Really anywhere I had a legitimate excuse to be naked (campsite shower blocks, changing on a beach, even once in a hospital 'by accident, damn anesthetic, didn't know what I was doing').

As well as being a teacher, the one I caught watching, he was also the school chaplain, so I've always dreamed of a priest or vicar using me. Always fantasised about a vicar catching me alone in his church while I'm in lingerie and 'forcing' me to pleasure him so he wouldn't call the police.

I've always wanted a long term sexual relationship with an older man, as old as possible (or CD/TS, MF couple or M couple), someone who will tell me what to wear and how to act so I can see that look again in their eyes, and listen to their fantasies or memories of being with a younger person, as they use my body. Always wanted to go on holiday somewhere we could do it all in public without being judged or upsetting anyone, or being arrested!

Ultimate fantasy is to be given something to wear (not to keep) that belongs to my gentleman's fantasy and acting out that naughty thought you've never told anyone but always think about. I'd likely be happy to buy the outfit you dream of, within reason. Willing to try most things but no poo and no heavy pain.

I'm old and fat and not remotely convincing as a girl, but I'd love to be someone's fantasy.

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By *cotssissyTV/TS
4 weeks ago

falkirk

I’m the same. My first time was when I was young and he was much older. My first sexual experience actually. He got me into dressing and I loved pleasing him every opportunity. Always looking to relive that experience

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By *leaser100 OP   Man
4 weeks ago

Oxford

Always chasing the feeling from that first time.

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By *teveapriestMan
4 weeks ago

Kearsley

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By *ubblebootyTV/TS
4 weeks ago

Park Gate

Have always loved older guys since a teen. Never guys my own age xx

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By *cotssissyTV/TS
4 weeks ago

falkirk

Totally agree, though that gets harder as you get older yourself lol

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By *wansmickMan
3 weeks ago

Belfast

My first encounters as a youngster were all older guys and I've always had a thing for them. Now I am the older man I still prefer a certain age and I feel far more comfortable with older guys 👌

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By *ames88999Man
3 weeks ago

Bolton

I absolutely love pleasing older men whenever I get the chance I blame my friends dad for using me as a cum dump when his wife used to go on girls holidays.

Would love a few regular gents to please or a group to use me however they want.

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By *untime300Man
3 weeks ago

hertford

First sexual encounters was with older men as a youngster

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By *sesjocksMan
3 weeks ago

codnor

Also my first encounter was with a much older guy when I was young ever since always enjoyed the daddy types

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By *ay7956Man
3 weeks ago

Birtley

I’ve always loved fat old cocks mmm

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By *iguy12369Man
3 weeks ago

CF45

Older are more dirty

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By *ockhungreyslut 69TV/TS
3 weeks ago

Gainsborough

Love older guys playing with my tight pussy and verbally abusing me x

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By *ottomsotonsubTV/TS
3 weeks ago

Southampton City Centre

I've mostly been fucked by older guys. Whilst there are exceptions, similarly aged guys haven't been as fun for me.

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