The oldest person you’ve had sex with...

[ukfdivorced]

72

 

[wouldloveto]

Hehe... myself.

 

[Swuchrow]

65 and she is a beautiful South African red head.

 

[kiggs]

53 when i was 33. Widow. She had a huge appetite which I enjoyed. I really enjoy women in their 50s.

 

[Papi34]

Always been attracted to older men. My ex and I were 31 years apart

Mmmmmm I love the sound of that

 

[calmlikeabomb]

Almost 50. I was in my late 20s then. Good times.

 

[Belong2Her]

When i was in college, i was seduced and pegged by a 60 year old Woman in my apartment building.

my Mistress also brought home a 65 year old Bull a few years ago. She wore Him out fast and She let Him sleep in the guest room, but left Him a note before He woke up and She left for work, and She let Him know that i was t His disposal to carry out any request He had. So He had me suck His cock, and then He fucked me. He was actually very sensual and kind in his love making. i enjoyed it.

 

[StrongMaster7]

I've never had sex with anyone more than a few months older or younger than me. Although I won't stop bitching about the small menu, infrequency, and short duration of my current sex with the wife, the sex is great, sometimes feels as good as anything could feel. That is experience.

I think back to 40-plus years ago and my first college gf, we occasionally got her room alone for the night. We got good and buzzed and began to make out and strip down. She had a great little body and short strawberry-blonde hair. And large, perfect tits topped with long, thick nipples that could not me ignored. I did not ignore them or any other part of her. We spent a couple of hours playing around and doing oral on each other. I made her come a couple of times. She was keeping me on the edge with her mouth and hands and those tits. When we fucked she started coming and didn't stop. Time seemed to slow down. I ran my hands all over her near perfect body. I felt those tits holding on to them as I pistoned her pussy with long, deep strokes, hitting bottom again and again. I squeezed her tits together. When I locked my mouth on both her nipples, I felt her body quiver and her pussy tightened down on my cock like a fist squeezing it. I thrust into her for all I was worth, my crotch slapping hard against hers. It sounded like she was crying, but she was just coming for so long. Her pussy was fully lubed with her juices and the vice-grip found the sweet spot and my orgasm overtook me. I left my body for some time and came to finishing up my cumload into her pussy, both of us wiped out. That was youth.

 

[YourSecretDesires]

mid to late 40s, that was when I was quite young and it was novel. The older I got the more 20 and 30 something women threw themselves at me.

 

[Illgiveitatry1]

64 y/o widow who was living out all her fantasies - we arranged a 3some with a younger african american guy. this was just a few years ago...

Now damn that must been hot

 

[Oshkosh60]

72 year old widow, I was 58. Eight months of fun.

 

[sicpup72]

When I was 25 (long time ago) I had sex with a lady in her 70’s

 

[ParkerSteve66]

Myself, yesterday.

 

[Maboater0318]

Back when I was in my early 30's I went out with a guy that was 78. We went out a couple of times, he was a customer from work. He had no issues getting hard or cumming and he filled me up.

 

[discjockey74]

I was 25 and she was 60. Her husband encouraged it!

 

[Illgiveitatry1]

I was 25 and she was 60. Her husband encouraged it!

That's awesome

 

[frosty3610]

She was 49 I was 26

 

[Bi4Older84]

The oldest woman I've been with was an age gap of 15 years-I was 38 and she was 53. I'm exclusively into older guys, and my two regular buddies are 57 and 61, respectively, while I am 41.

 

[FLICKABEAN23]

i was 19 YTS and she was my 45 and my placement manager and assessor! i passed withe flying colours! she knew how to get me straight away always wore stockings and suspenders crossed legs flashing stocking tops! my rirst experience of a squirter... was amazing!

 

[TransGirlNextDoor]

71

 

[zysmith]

57

 

[Papi34]

When I was 18 I slept with a 34 year old woman. Now at 59 years old, the oldest is 46

 

[Bloodandglitter]

I was 26, he was 37

 

[strokinnoff1]

71

Oh my, I'd love to know the age gap at the time!

 

[sonofsolstice]

The current oldest is 75 years, 17 days. Later tonight I may set a new record of 75 years, 19 days.