What age was the oldest man you had sex with?

When I was 17 (female) I let one of my dad's divorced friends that was in his 50s take my virginity. He wasn't what I would call attractive and was overweight but he had a very nice cock. I had found out he was lusting over me since I was 15 and I got him to open up about it and he really wanted me very badly. Being wanted like that really turned me on. I let him have my pussy many times and he would always talk about how good my pussy was and what a good girl I was while he would fuck me. He would also say many times how he wanted to knock me up and see my belly grow with his baby. I found that really really hot but I never actually let him knock me up. Part of me wishes I had though.

My father went into a partnership with a friend of his running a restaurant,I had just turned 16 and helped as much as I could around the restaurant,my dad's friend Rico was Portuguese and bought me a bottle of champagne for my birthday, it was my dad's night off as Rico said goodbye to the last couple he locked the door and said let's crack open the champagne! I wasn't used to drinking and got drunk pretty quickly! You ok Rico asked me helping me out of my chair,Rico was close to his 50th birthday and grabbed my bum stopping me from falling! Ohh kinky I said! I remember him laughing so I went for his cock to prove I wasn't a little girl! Who's kinky now he said! Helping me get his cock out! Id only given one blowjob before and could hardly fit it in my mouth! He held my head with his hands and pushed his cock further down my throat! I almost choked and my eyes watered! He lifted me onto one of the tables and pulled down my jeans fingering me the same time! I let him rub his cock on my pussy and then felt him enter me! If only my father knew

When I was 21 I had sex with a 68yo that I met online, the sex was amazing - so good in fact that I went back for more a week or two later and I even ended up having a small gangbang with him and 4-5 other older guys. I still masturbate to the pictures we took!

When I was 20 in my first year of college, I lived in a basement suite of an older couples' house. They were both in their late 60's and retired. Long story short, I regularly would give him oral, and eventually progressed to him taking my virginity. He is the only man I have ever been with, and I never told anyone about this as I live my life as a straight man.

My mother-in-law stay with us for a few months over summer last year. She is early 60s, quite good looking and trim (yoga fan). During that period I had sex with her numerous times, with my wife's consent, and even a few threesomes (condition - I had to cum in my wife, not MIL). A great time.

Mymother inlaw is actually 10 times better than my wife she really taught me alot enjoy and my wife enjoys watching

And shes in just as good shape as my wife my wife is 30 and her mother is 47

I been with my wife and her mother now ever since her mother got divorced 2yrs ago

Sounds hot for me!

When I was 19 (female) I worked at a restaurant and my boss was really cool, used to invite me to parties at his house often. It was mostly drinking and drugs, but sex happened too. I fucked a few guys in their 40s and 50s and a couple of women that age too.

I would love to hear more details. 👍

Not impressive but I was a late starter and lost my virginity at 16 to the 45 year old neighbour.

Hot. Any details you can provide? Full confession please! 😁

I just got fired as a home health aide for having sex with a client. I'm 32 and she's 91. She calls me her boyfriend and that's how I got in trouble. She's a big woman with a huge chest. I think i may kice her.

I'm not supposed to bathe patients but thats how it started. I began getting naked too. Then of course we started fucking.
I started really liking her then found out she was cheating on me with an 19 yo from Plenty of Fish. Then I found out she was meeting a bunch of guys outside her home. She said she loved me but loved sex with them. She showed me pics with teenage boys. It was hot but I was jealous.
It was strange when she introduced me to her family as her fiancé. Her kids were my age.
Another thing I love about her is her make up. She wears a lot.
She's a little senile. She wants to have a baby. So I always tell her we will. After we fuck she holds the sperm inside.
I love this flirty side she has but I do get jealous.
The reason I got in trouble was we wete at the public pool. She said a young boy was looking at her so she pulled her boobs out to show him. The kid liked it a lot. I admit i liked it too. She told me to get her beer and ice cream for the boy. and when I can back the boy was sitting on a chair across from her. Both boobs were out and she had her swimsuit bottoms off. It was hot but I told her we had to stop.
Long story short - they ended up back in my car fuckimg. The boy had his first experience. It was hot. Judy (her name) had both our dicks in her mouth, lipstick smeared, pubic hair covered in sperm.

I'm 48 now but when I was 22 I often pleased men who were in their 60's and 70's. They were always very polite and many still had powerful loads a younger man might envy!

Thanks for pleasing the older men. Were any of them your bosses or superiors?

What about older men attracted you the most? Their experience? Their older bodies? May be the more "slow" sensual thrusting?

I had a pretty long affair with my gf's mom when I was 16 (she was 36)... It's been almost 30 years since then, but it's still some of the best sex I've ever had. She was the kinkiest woman I've ever met - even gave me ideas of things to try with her daughter! Whew...

PO: Thank you for your Reply!

Do you watch and join in?

Yes I watched some times. But I did not join in upto now. We don't want to overwhelm his mother