When I was 21, early 70s, I was rooming with a guy, and after parties, there were always people passed out, that didn't make it home. I woke up about 2 am, beside a woman in her 50s, named Sue. She's stroking my cock through my jeans, smoking a cigarette, and one thing leads to another...the next day she introduces me to her friend Francis, and we did a threesome. That was my 1st time with older women, and damn, it was hot. I'm still into older women and wondering how many other guys are as well. Post some stories.

I was working away from home a couple of years ago. It was a 3 month contract to install phone networks. I rented a small flat for the period. The landlady was in her 60s at least. She told me her husband had passed away some years earlier. She was not bad looking. She showed around. When it came to the bedroom she sat on the bed and bounced up and down as if to show me how comfortable it was. Her little tits jiggled about. I had an incredible urge to fuck her there and then. But I didn't. I regret not doing so. I couldn't be sure she would let me. I still get hard thinking about it. Like now....

I love older women, there is something very sexy about an elegant looking old lady, especially if she has kept her looks/figure a bit.

S

My first time with a woman was with an older one,i was preteen,i think i was 12,she was in her 30's,never have forgot that night!!-Greyeagle

It happened to me when I was young. I was 15 and she was 35.
She fucked my brains out, and told me what she wanted me to do to her, she was so fucking nasty.
That was the fuck of my life, at the time anyway. But even to this day, I'm still turned on by older women, even though my wife is much younger than me.

they call US COUGARS i love young studs, jujst something about dating a guy your sons age tht really is a turn on

dude, this wasn't a sexy time with an older woman, it was a crime!! i don't think the thread was about child molestation, lol.

I participated in a couple of gang bangs where the woman was over 60. Very hot!

As women age, the lose a lot of their inhibitions.

slowstroker??

i resemble that remark, we get older just cant shake our ass as good as we did at 19 ha ha

Young men like older women until they turn 40 then they start liking younger women

I guess I'm backwards because my BF is 30 years older than I am.

About ten years ago I was working for a property management firm .And there was a older lady who moved in . She was old enough to be my mom and she had huge saggy tits . Over time she whould call to have some things fixed in her apartment . And one day when I went over , she was walking around braless. Her huge tits were just bouncing and swaying all over the place . She saw that I was looking at them and asked if I wanted to see more . I said yes and out they came . She held them in her hands while I licked and sucked them . we then went to her bed and I played with her tits while she jerked me off . I stopped back the next day on my lunch hour for some more tit play and jerk off fun . Over time she started to suck my cock and we fucked like rabbits . Really easy for me , because she would but a fake call in ,like something was broken . I had fun but she moved out of town . Would do an older lady over a younger one in a minute . I just love big OLD saggy tits .

I was 18 when I had my first encounter with an older woman, 37 and she was doing the same college course as my girlfriend and had met her only briefly but upon hearing of us breaking up she texted me out of the blue and told me to come and visit her.

We drank strawberry wine, listened to pink floyd and talked for a couple of hours until I didn't feel like whining about my ex anymore, even less so when she asked me if i'll stay over. The rest is as these things go and I definitely had a good night that I remember to this day, I think she did too due to her being very clear about my role in everything She was a relaxed woman and not a nervous girl.

I left the next day a changed guy, she was an attractive and smart woman with the house and aura of cool you'd expect of a writer. She'd boosted my confidence and taught some very good lessons in how uncomplicated things can be when everybody is honest with each other. Trust me there are few better ways to teach that to a teenager than good sex. I hadn't thought about it but now as I reach late 20s I would love to get back in touch with her, even if only to hang out and listen to floyd