What's the oldest woman you had sex with? My neighbor's wife was in her 60s, I was 40. She was latin & thick, not fat. In her backyard she'd wear tight shorts and top. Not a tight body but with large pendoules tits. One day she was sunning with her top off and her breasts hanging to the side. Staggers but with big dark nipples. She saw I was looking and pulled off her shorts with her big ass in my direction. Her ass wasn't tight at all her hips were big with a fold on the top. But it was just so hot. She layed back down. She wasn't shaved but very groomed but still a large hairy area. She laid back down with her legs spread. Her pushy lips were very large. Clit so big I could see it 20 feet away. She looked up and said you can come over and join me if you want. I was over there in an instant. She said she hadn't had sex like in forever and started rubbing her tits and said don't be shy and just looked. I lifted her heavy sagging tits. They felt like 10 lbs. She just layer back closed her eyes breathing so heavy with legs spread. She knew exactly what she wanted and pushed my head down. Pressing my head down and grinding her musky smelling cunt into my face. She started saying things in Spanish, no idea what she was saying but was so hot. Her cunt was big long wise with big stretched labia which were darker than the rest. She had me lay down and rode me like a horse. Her can't was loose, wet and sloppy. Watching her tits swinging low and side to side and a lot. Still saying things in Spanish. Had her big hips in hand and ground her clit with my base of my cock. Watching this old woman riding my cock was all so wrong but so hot. It was freaky. Didn't take her long to orgasm. Her can't was loose but so wet and sloppy but so smooth. She opened her eyes looked into mine mine and yelled at me, NOW! I came so fuckin hard. She got off and said okay you can go now. Maybe we can do this again but never did. Damn I jerk off to her all the time now.

I answered an ad on a dating site asking for men interested in more mature couples. He told me they were in their mid 70s and he couldn't satisfy his wife any more so they wanted some help. After an initial approval meeting I met them several times at their house. I watched him fuck her as I waited my turn. He only lasted seconds then normally went downstairs and left us to it.
In 2013 he passed away and she rang me to tell me. I took her some flowers and we ended up in bed.
I continued to visit and she really came out of her shell and was open to any suggestions. Our sex became quite kinky with watersports, dressing up in her clothes, food sex, intimate massage and other things.
Lockdown stopped our meets but we exchanged many very dirty emails. The last time I fucked her was in 2019 and she was 87

I used to regularly visit and fuck a local 74 year old when I was in my mid twenties .I loved how dirty she was and I think she loved that fact I could get harder and fuck for longer than her husband

God I miss those days

When I was in my early 30's I fucked a 65yo woman. It was in the days before viagra and her husband was impotent. He set up a gangbang for her as he had not been about to fuck her for almost 20 years. She was so grateful to get all of our cocks and loads. She wanted us all to cum on her tits.

I was 18 she was 42 it was awesome!

Yep, same here

I was 22 and fucked a recently divorced 35yr old MILF. One of the best fucks I ever had.

Got blown at 18 by friends mom. Late 40s. She blew 3 of us in a row after graduation. She said it was our present.

lucky guys

Have always loved old woman my oldest was 79 yes I was in my forties at the time amazing

79 on 40 sounds hot to me

When I was in my early 20's, 45.

I wouldnt mind banging an older lady, say 65+. Seen some good pieces around

In my early 20s with a 50 year old and again with the same woman recently I'm now 42 and she's 73

I was 19 and she was 35. My "Summer of '42"!