How old was the oldest woman you have been with and how old would you go?

[Peek]

I was at a small club and there was a drop dead blonde, maybe in her later 30s, slim body, long sexy legs. I managed to join her and her friend, a pleasant 50ish gal, slim, short with a nice ass. I was 23 at the time and a single serviceman that worked until midnight, then would shower change and hit this club to pick off what I could by bar time.
I was making good progress with the blonde, grinding to slow music, feeling her ass on the dance floor with her pushing back against my hardon. Walking back to our table her BF showed up and boom she was gone. Her friend laughed and said too bad. I took her out to the dance floor and started over feeling her ass was even firmer than her friends, and rubbing bellies to the point I almost nutted. We went back to the table and she said she had to get home to pay her babysitter and that she had to get to bed. When she stood up to leave I thought what the hell and gave her my best goodbye kiss. She smiled and said its a shame you're not 20 years older. I kissed her again and she smiled and told me to follow her home. I waited outside her house until the babysitter left.
When I entered she took me by the hand and I followed he to the bedroom and kissed her again passionately before moving on to her ears and neck, while reaching behind her unzipping her dress. The dress fell to the floor and I moved on to her small 34b breasts, playing licking and biting her nipples playfully until it came off. I dropped to my knees and pulled off her red bikini style panties. She had a modest bush that was well trimmed (this was the 80s) she pulled me up and to her bed saying she wanted my now. I quickly stripped and climbed on top of her in the missionary position and started to slowly enter her as she was dry, she wrapped her legs around me and pulled me into her, dry and all, and started to pound herself upwards against me. She began to juice up and moaning like crazy kissing me and continuously shaking. I felt her orgasm with her clenching my penis with her kegel muscles, I continued to try and thrust with still wrapping her legs around me. She finally unwrapped her legs and I began to do deep hard strokes in and out of her amazed at how wet she was, as she came again, and again. I finally could not hold it any longer and thrust in as far as I could feeling my own body shake with my orgasm. I lay on top of her and she told me she had not been with a man in seven years and it was wonderful, now leave. I don't want my children to see you.
I saw her at the same club a few times after that, and when bar time came if I hadn't found anyone else, took her home always to straight missionary, no oral either way. I met my future wife at the same club and Marie talked with her in the club's women's bathroom, telling her I was a 'nice guy.' Much later I told my future wife, Marie and about a dozen other regulars in the club had been intimate with me. Then told her I had no secrets and proposed to her.

[rick181au]

Well 10 years on from original post time for an update, we had our last M F M threesom 7 years ago with a 53 year old guy the wife met in a chat room, after that she said enough was enough, no more playing on the side, our sex life carried on normal untill we were 75 then things really slowed down, we are now 80 and have not has sex (as in full on sex) in the last 2-3 years, age and health problems have caught up with us I am sad to say.
But all is still good, we are lucky to have got where we have got and to have survived / enjoyed almost 40 years of swinging, swapping, M F M THREESOMES and hot wifeing, we will celebrate our 60'th wedding annerversy in Febuary next year, which is not part a bad effort in this day and age, and we are still very much in love.
Thank you all for the sexy replys, made for some interesting reading over the last 10 years.
All the best rick181au.

[Melbourne_Couple]

If a Bo Derek opportunity presented itself...I wouldn't care what her age was!

[looksalot]

She's 65 now and I couldn't agree more:

Here's some info on her and one of her most famous pictures: https://www.babepedia.com/babe/Bo_Derek

[Gee_Star]

I'm guessing mid to late 70s.

I have no age ceiling as long as the woman is physically able to have sex and mentally sound to consent, if we connect I'm going for it.

[1rustywood]

when I was 23 I was banging a 32 year old mother of four. She had an abusive husband and out of the blue she asked if she could talk to me in her car. She asked if she could kiss me and I agreed. It took her about 30 seconds to grab my cock and started giving me the best blowjob i've ever had. we hooked up for a few months and then she announced she was pregnant from her husband, which I doubted but certainly went along with.
She is 70 now, with another man, but i wonder about that fifth kid. Could he be mine?

[Jmatt]

I was surprised how much I've enjoyed these stories the last few days. Great thread. I e been noticing much older than usual women since I stated reading here. I think I'd love the chance to have such a different experience with what seem to be surprisingly sexual women. Great stories. Keep them coming!

[1michael]

There was a time after my wife's dad passed away that her mom went into a slump, she didn't want to go out or do anything like we had always seen her doing!
My wife and I talked to her and tried to take her out and enjoy life to its fullest, cause her hubby would have wanted it that way too!
I guess my wife did some talking to her mom on the side and told her that she is still Hot to Trot! She even went as far as telling her that I get excited over seeing her, besides wanting to enjoy her without her clothing on!
I guess it finally sunk into my MIL head and she came over our house to use the Hot tub, but she asked my wife to go out shopping for a few Hours and that surprised my wife too!
I was watching TV when my MIL called for some trouble with the Hot tub. When I got into the room she said the jets weren't working and the water was still. I could see that my MIL was Nude in the Hot tub and I finally got to see her huge Busty charms as well as her Bushy Beaver!
While it was hard to take my eyes off of her, I seen the jets weren't turned on so I did and they worked fine!
My MIL told me thanks and asked if I wanted to join her in the Hot tub, but I would have to be Nude too!
It didn't take long for me to agree on that, but it was when I started to strip in the same room that I forgot Who was in the Hot tub? Normally I don't care about exposing my growing erection to the other women, but my MIL was a different story! She might have noticed my delay, but told me that I might have a harder cock before we're done or out! I can say that she started the groping and I just followed her actions, now I know how my wife got her training so good! She was willing to do oral on me, but she told me that it'll be another time before we go all the way! It was thrilling for me later to tell my wife that her mom was super huge on top with everything and that she does have a furry Beaver that could use a bit of a trim too! Then my wife knew what her mom had on her mind when she told her to go shopping and came home in a few hours, we both laughed and it was now SEX time with my wife~
I'm not sure on my MIL age, but I wouldn't ask my wife cause she'll tell her and I don't want her to think older!

[WallaceG8]

Been sleeping on/off with a Woman 21 years older then me , last time we slept together she just turned 86, First knew her as we worked in same place, I was shy, other more bold blokes tried and failed , I was always polite and respectful to her and despite the age gap she agreed to a date I was 24 she was 45, and we slept together, my first Milf , despite my willingness and determination, she told me to find someone have some babies and find out what life’s about, she moved away, leaving everybody surprised, tried so hard to find her but failed.After a bad work accident I took early retirement, and I re found her and at her age 77 me 56 we started sleeping together again , but a few years ago she started to refuse my visits and stay overs , and she got so ill , I held her one last time , and she said ‘ It should have been us !’ She turned my proposal Twice back in the day, and she said it was because she couldn’t have any more Children but she always loved me, the family her son knew about me I sat at the back of the church away from everyone, her ashes were scattered in the sea but I managed to wet my fingers dip into the urn , and quickly swallow some of her ashes, so in my mind , at last we are together at last, and what ever happens she is with me forever more 🙏🏻🙏🏻🙏🏻

[twowide]

And the opposite situation ? Our In-Laws, both aged about 40, and stoney broke. Our Father-in-Law was a Taxi Driver aged 75. He was slowly recovering from a serious Traffic Accident, when both his legs had been broken, leaving him walking with a limp. Now, after a Regular Weekly Job, he'd call to see his Son. Realising their plight, he would leave £20 on the coffee table when he left. She no doubt felt "obliged", so now when he called she'd sit him in his "special chair" in the bay window, and Son would vanish up into his Office. Then, she'd slip her top off, giving him "deep thigh massage", his sperm ejaculated into his "Y-Fronts" and causing grief when washed by the Mother-in-Law ! Soon this became £50, and she administered a "Deep Breathing Massage" Blow-Job. This advanced to her sitting knickerless, legs wide apart on the carpet, her tits massaged as he came. Latterly, she stood naked, legs astride over his lap either facing him, or from behind, her tits grappled and kissing with deep tongues as he shot his load wherever he chose. After about 5 years, he gave up driving, and their house was re-possessed.