Been with: in her mid 60s when I was about 35. She let me dry hump her to orgasm the day I met her.

Tried: 82-year-old landlady. Fantastic body.

When I was about 32 I lived in an small apartment building and I was having the time of my life with a woman down the hall who was about 15 years older than me. 47. She was very, very, into the rough stuff and games. On one occasion I had her tied to the bed and I was dripping candle wax on her. From high enough to not hurt her but close enough to sting. And she was asking what else I would like to do to her, since she was tied and at my mercy. I named several of the things that we would do later, because I knew it would excite her. It always did. Then she asked if I would like to have someone watch me do those things. And I said yes. I told her that I'd like to have her restrained and, taking my time, all day if that's what it took, cum in each of her orifices, while someone watched. Preferably in the order that friend wanted. I asked if she had someone in mind or should I call a friend. She said, "I'd like it to be Sandy." Unbeknownst to me, she was also sleeping with the 70 year old married lady next door.

We didn't actually call her but a couple of weeks later, as I was closing the door on my way to the market. Sandy's door opened and I heard her say, "Is that you, Brian?"

"Sure is. How you doin' this fine day?"

"Can I ask you a question?"

I locked the door, took a few steps to Sandy's door, and there she was, all 5'8" of her, hair down, barefoot, and wearing the loveliest set of matching white lingerie. She'd obviously had children and things weren't as taut as they had been decades before, but she wore it well. "Could you come in? I don't want to anyone else to see me."

I did.

"Jan told me about the other night. I would have watched."

She was seventy and definitely an astonishing lover. She had NOT wasted her time learning what she wanted. I moved a few months later and never saw either of them again. Jan I got to play with pretty often but Sandy only twice more. Retired, suspicious, impotent husband and the timing didn't work out. And I never ever did have them at the same time, more's the pity. I would have liked to have had Sandy direct the action. I was 32 and they were 47 and 70 respectively. No regrets and I did NOT miss having a tight, younger thing in the mix. I like the way a younger woman feels but I love the way an older woman thinks.

I actually don't know how old, easily in her 70s, but it was a late night hook up from Craigslist years ago. When I got to her place she was there elderly, naked, massive set of hangers which made me hard as a rock, her husband was there, very cool older dude. He said that he could only fuck for a few minutes, she liked to fuck so he picked out guys and had them over to keep her happy. He asked her if she was happy with his selection, me, she said yes, grabbed for my bulge and gave me the best sucking in a very long time, once I felt those huge tits, heard her moan as I massaged them all I remember was pulling out of her mouth, spreading her legs entering and fucking her while losing myself sucking and licking her huge, huge tits.Neither of us lasted too long I just remember cumming hard with a tit in the crook of each arm and both nipples in my mouth at once. Love hangers.

Around 10 years ago I was hanging out in a beach bar with my friend. We were trying to get something going with some college-age girls that were there but it didn't amount to much other than basic conversation. Later, a couple older women (55ish) came by and sat next to us. They bought us a round of drinks and we returned the favor. We had a fun time joking with them and dancing. They invited us to their hotel room to smoke a joint and we immediately left. When we got there we passed a joint around and while I was taking a drag, one of the ladies grabbed and caressed my package. I immediately got hard. She pulled down my shorts and starting sucking away. I looked towards my friend and he had already started making out with the other woman. We each took a bed and spent the night fucking those ladies. In the morning, I fucked her again in the shower. I can still remember her bending over in the shower with her big, pale ass as I licked her pussy and ass. What a woman.

When i was 18 i was fucking a lady of 34, so not that much older but to an 18 yr old she was ancient. She had a massive pair of tits and to be honest, looking back, a face like a bag of spanners but it was sex so i didnt give a fuck. We met at a CB radio club that was popular here in the 80s. Back then i could go for hours, i think thats what she liked, i could fuck and fuck... She introduced me to anal sex, she just said one night "do you want to put it in my bum"... I thought that only happened in porn films, so i was right up for that.. It lasted about 3 months before i met a girl of my age and i fucked her a couple of more times but ill always remember it.
I want to fuck my MIL, have done since i met her, shes 81 now but still has exquisite smelling panties...I suppose that will have to do,

When I was a lonely 22 year old dude, I started chatting to a 40 year old woman online in a friendly pen pal way. Ended up visiting her. She was German, divorced, had a hard looking face, but she was quite slim. Nothing spectacular. Soon as we arrived she was all over me. She really loved cum, made me cum in her mouth a lot over my 3 day stay. When I came in her pussy she would lie me down and lick my cock clean. Never met anyone who loves cum that much. Absolute cougar drained my young balls

When I was 19 and a week before I joined the Army, I was at the local annual village dance when after a Lady's Excuse Me dance I was chatting to my dance partner, a 65 year old lady, when we found out that she had been in the same class at school as my father. She'd always had a crush on him but nothing ever came of it. After a couple more whiskies she insisted that I walk her home. Along the way we were laughing and joking but, as soon as we were inside her house, she had my clothes of in 20 seconds flat and hers 10 seconds later. We didn't even make it to her bedroom, we were at it like rabbits on the living room floor. That was Round 1. We had another two rounds before I had to scuttle back home before any nosy neighbours could see and guess what had happened. I'm not into ticking boxes but if I were then fucking a classmate of my father's is way up there.

Oldest or biggest age gap?
Biggest age gap would be the 29 year old I dated when I was 16, She was 13 years older than me.
Oldest would be my current girlfriend. I just turned 53 and she turned 58 a couple of months ago, so only 5 years difference, but the oldest I have dated, but she definitley does not look her age and her tits are fantastic, more like a 25 or 30 year old.

The oldest woman I got with with was about 60 good body great tits and great cock sucking and ball licking skills. Her cunt was a bit loose but when she got her legs wrapped around your waist boy could she fuck. I was about thirty six at the time.

Ive been seeing a 70yo woman on and off for the last few months, lovely big saggy tits ( not my thing but needs must lol ) a gorgeous shaved smooth pussy that i love licking, also lick her arsehole too which loves. Shes nice and tight and enjoys me emptying my balls into her

I fucked. 72 year old woman last night. My GF. Has great pussy and loves to fuck.

My biggest age gap I was 19 she was 59. Now I am in my 50s so I regularly fuck over 60. I think 72 was the oldest.

My first wife was 20 years older, 22 vs 42. Good sex. Willing to do most anything to keep her young stud (he said humbly!). Second wife was the same age as me, 40. Great sex!

Now I'm 61 and my girlfriend is 70.Gives GREAT blowjobs/handjobs. Also have a FWB who is 75. Very nice casual sex with no strings.

When I was 19 I masturbated in front of a 75yo who showed me her small droopy tits and I came all over them. It was so good!

That's fucking amazing Magpie.