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

[Bonnieandbob]

After I was divorced my younger employees invited me to a party they were having. There was only one person there older than me and she was a neighbor. A group of us too quads out for a ride in the surrounding abandoned coal mines and the neighbor lady rode with me.

We had a great time, she had blond/gray hair, really thin, and bigger titties and a great attitude. We were talking while riding and she told me she was 65 and divorced too. I was 35. We really hit it off.

We made it back to the party and talked all night until the party started to break up around 2 am. I was going to sleep on the floor of my employees house so the neighbor lady invited me to stay at her place in her spare room. I took her up on the invite and we walked to her house.

She looked really cute when we got inside, in a yellow tank top and jean shorts and she kept a really nice house. We were talkimg about the ride and playing beer pong....lol...she had a bra on but you could really see her nipples hard in her top. I guessed she was a c or d cup and they looked great on her small frame.

We were dirty from riding the quads so she showed me my room and the shower and got me a towel. It was an older house so it was a tub shower with a shower curtain. I jumped in because I was covered with dust from the trails. She came in a few minutes later and yelled to me that she didn't think there was soap or shampoo in there because it's a spare bathroom, and there wasn't. She said she would leave it on the tub for me and I opened the curtain. She was still in her shorts and tank top and I asked her to joine me. she was giggling telling me it's so different to have a man in the house.

I told her it was nice to get the dust off and she said it feels terrible. She took her shoes off and asked if I was sure, and I told her it wasn't a problem. She pulled her shorts off as we were talking about the night and then lifted her tank top off. She had a yellow bra and panties on and I told her they looked nice. She unhooked her bra and I got to see her huge nipples on top of her big boobs that sagged a little. She pulled her panties down and she had a really light colored bush that you could see her lips right through.

She jumped in the shower with me and I gave her the water while I washed my hair. We both agreed this was far better than the dust. As I rinsed out my hair, I felt her scrub my back, which was just awesome! She was telling me she was surprised to see me at the party since they are always 20 something's and I told her how I know them.

I am 6 feet tall and she must have been all of 5 feet, so I towered over her. She was going to wash her hair and I told her I got it. She turned around and I washed her shoulder length hair for her. She had a really small and tight ass and she was laughing telling me it's been years since a guy washed her hair. She really appreciated it, but I was just so comfortable with her. We washed up the rest of the way and I scrubbed her back as i promised and we got out of the shower.

We dried off and she picked up our clothes and said she was going to was them. I had a change of clothes in my bag, so I threw them on after she walked out. She came back in a robe with her high beams on bright...lol...she told me her husband divorced her 10 years ago and it's just been her in he house and that it was nice to have someone stay over. I thanked her for offering me something better than my employees floor.

I didn't push anything other than opening the shower curtain and letting her see me naked. I think she really liked that slow pace. I wasn't looking for sex, just company and a bed lol.....We walked back to the spare room she let me have and she was saying it was always set up as a guest room. It had a big bed in it with an American flag blanket on it. she was laughing saying she'd hadn't stayed up this late in years. I told her I wasn't all that tired after getting that shower and she said the same. she said we can watch tv in her room so we walked down the hall and we found Kelly's Heroes on the tv. Score for me since I love that movie and come to find out,Moshe like war movies too....

She got into her bed with her robe on and I pulled my shorts down and got in in my boxers. We talked for over an hour and when the movie ended, she said it would be fine for me to sleep in he'd bed if I wanted to. I told her I would love to. I got up to turn the light off and she turned on a light by the bed. She had taken her robe off and was standing there naked. It was at this point that I let myself get turned on seeing her. She asked if I minded her sleeping naked and I told her its how I sleep to. I pulled my boxers down and I was semi erect now. She said nothing and climbed into bed, I got in on the other side.

She laughed and said she was trying not to get turned on but that when I washed her hair for her, it was too late. she said it was nice to see me get hard and I told her she looked really cute naked. She rolled over and layed on my chest and said she still wasn't tired with that fuck me now grin...lol...

She asked me if I was still hard and I told her I was. She said she was still wet and I felt her put her hand on my cock. She said she couldn't believe she had let herself get so horny and I said the same thing about me. She actually asked if I minded having sex with her, to which I said I didn't mind at all. We fucked that night, and again in the morning, she had a great pussy and those titties of hers were awesome, she was great on all 4s and was a moaner/screamer....

We saw each other on and off over the next year until I moved away for work. She was just a great lady, but the age difference kept us from going further in the relationship. Overall, we both had a great time together.

[daytona365]

well the oldest Ive had was 69. My ex girlfriends mother. She was round for a birthday party. She stayed for a few drinks, but asked to leave before the kids played the music....I walked her home. On the way I started talking about life after her husband died, she said she coped but, said she missed the company of a man. I told her she still looked young enough to find another male friend. She blushed and said at my age (45) i was talking rubbish. I replied, and I dont know why. That i found her attractive and pinched her bum, in a friendly manner. She looked at me and said, dont take this the wrong way, but that turned me on. Would I do it again. so i ran my hands over her bum, and she moaned. By the time we got to her door, i had my hand on her bum. She asked if i wanted to come in and feel it some more, no strings? So into her lounge we went, just thinking a quick fondle to please an old woman. she took her coat off, and noticed she then took her blouse off. Her tits looked gorgeous in her bra, i had never seen tits so big. She undone her bra and I took them in my mouth, she moaned that she had missed being played with. As I took her tits in my mouth i felt her hands pull my trousers down and her fingers play with my cock. I got very hard straight away.............God she certianly rememebered what to do. The next thing I remember was she had taken her skirt and knickers off and grabbed my hand and lead me to the sofa. She lay down and said she wanted me in her. I looked at her, plump body, her pussy looked strangly horny. I had never fucked anyone this much older, so I slid slowly inside. her pussy was tight, and it made her moan. I pumped away slowly at first, before I realised she was enjoying it. Her pussy was so tight, like a virgin. I looked at her and told her I wanted to cum, her eyes lit up and she said yes.....so in a few seconds my cock exploded in her and i shot my load...............I pulled out and she said that was wonderful. I dressed and went back to the party. A few days later she came up to me in her kitchen and told me she wanted me to fuck her whenever i wanted to.........so although I no longer see her daughter, i still pop round and see to her old pussy if im in the area...

[ModelT-MsDollie]

I'll admit I read the first post only. It's past our bedtime and my 73 year old wife is waiting to get fucked. At 75 I'm slowing way down. First time I fucked her was at the drive-in movie when she was young. Surprisingly she has only had one other fuck. **** is a nasty thing and she will not let another man fuck her to this day. Of course I lost track of how many times she's been fingerfucked.
I have had sex with much older women even when I was in my 40's. Wife loves watching.
For the last part of the question for an older woman.---------- As long as she's still breathing on her own and not too heavy.

Note: edited to comply with the rules

[camoj]

Well I'm 35 and current driving over to visit (and fuck) a 64 year old. This will be a new record for me. I'll report back later.

[dr_pepper1942]

A few years ago, I had a good friend, who happened to be a life long friend of my then wife. They went back to when they were around 5 and later started fucking at age 13, and still were while I was married to her. (NO problem) While being a pussy hound, he was into younger women, but one weekend, he had an opportunity with a couple 70 year old women. He was telling about it a short time later, and was very surprised at how much fun they were. I gathered that this was not a 3some, but two different times. After that he was open to the possibilities with the more mature women.

My oldest was my last wife, at 67 she was a very sexy lady.

[camoj]

Originally Posted by camoj

Well I'm 35 and current driving over to visit (and fuck) a 64 year old. This will be a new record for me. I'll report back later.

Well, that was one of the tightest and wettest pussies I've had the pleasure of sticking my cock inside for some time - not bad at all.

[thecleaner]

I was living in a small apartment building (9 Units). The woman upstairs was 55 yrs old, never Married, and had a dog. After work on Fridays we would hang in the back yard and drink and watch her dog run around. One friday the drinking didn't end until nearly 1 AM. She asked me to help her up the stairs (She could hardly walk). I got her to her door and she proceeded to pull me into her apartment and pull my pants down. We had pretty wild sex that evening. We ended up having this repeat several times that year before I moved out and never saw her again.

[apeyboy]

Awesome stories guys!

[jrs.1996]

I was 40 she was 66. I live down the street from her, she is not married and needed someone to cut her grass.I had been cutting her grass for a while. She would always come out and pay me when i was done. One day she came out and sat on the steps, she was wearing a sun dress which was pulled up enough to give just a teasing view of her pussy. I was instantly turned on. I was thinking she had noticed because she asked if I wanted to go in the house for a min while she got my money.We went inside,I waited in the living room while she went into the bedroom I guess to get the money from where she kept it. She called me to come into the bedroom. When i went in she was laying on the bed with her sun dress opened an asked if I was interested in taking care of something else for her. I didn't hesitate one moment, I had always wanted an older woman and here was my chance. I immediately went down on her, she then sucked my cock and we fucked. she wanted me to cum inside of her.
I look forward to cutting her grass and getting payment afterward, BTW the money is nice also

[hnn]

She's 57 and I'm 36.

I met her through work and then caught up with her on Facebook. It's not a regular thing but we still hook up on occasions now some 5 years later.