bimwiguy1963
Bi hubby/dad
- Joined
- May 19, 2020
- Posts
- 1,761
63, I was 18
The oldest person you’ve had sex with...
- Thread starter MidKnight1378
- Start date
Luvloosepussy
Farm Boy Having Fun
- Joined
- Oct 11, 2021
- Posts
- 1,274
I was 26 and she was 47
SloanePlanet66
Virgin
- Joined
- Mar 14, 2022
- Posts
- 258
My wife, last night. And it was pretty dam good. We are both 67, married for nearly 48 years and we make sure at least one a month, we dress up and play our favourite games. At the end of the night we tell ourselves how much we love each other, and how lucky we are.
Smoothshavendad
Here to have fun
- Joined
- Nov 14, 2017
- Posts
- 20,633
You have my full attention, young lady. Perhaps we should take this to dm for further discussions…
Baztrachian
Ars est celare artem
- Joined
- Oct 5, 2019
- Posts
- 2,984
"The oldest person you’ve had sex with..."
Me. LOL.
She was 74 at the time we started and I was 35. She passed on at 81 back in '01. Yea I still miss her.
ImThe3rdWheel
The Shizzle
- Joined
- Jul 6, 2024
- Posts
- 1,698
My neighbour, she is married, 72 years old
henharrier
Virgin
- Joined
- Nov 2, 2022
- Posts
- 26
135 years between us both! I’m 71 and she’s 64. We’ve been together sexually for only a couple of months and it’s been great - the most loving, inventive and passionate sex I’ve ever enjoyed!
bookworm69
Literotica Guru
- Joined
- Jun 14, 2004
- Posts
- 5,578
She was likely in her early 50s. I was 23. She was the best and I think of her often.
Student_4_Seniors
Virgin
- Joined
- Oct 23, 2024
- Posts
- 2
My 19 to his 59. No regrets 
Calistax
Partaker
- Joined
- May 31, 2025
- Posts
- 82
I was 23 and he was 55. My boss had a thing for him and he kept asking me about things younger kids liked because he has daughters and it was close to christmas. He asked me to help him shop, and we ended up doing it all over his house, his car and his office.
Iwant2havefun
Virgin
- Joined
- Dec 21, 2015
- Posts
- 357
i was 19 and she was 40. We were in college together...she had returned to school as an adult and i was a sophomore. Started studying together over a couple of weeks, moved to very heavy flirting, then to touching in the library. We went from the library one evening to the parking lot, into the front seat of her BMW. It was dark and there was nobody around, and after kissing and touching for a while she leaned over, pulled my pants down, and sat on top, facing me. Fucked (no condom...ugh) and i came inside her. We did this just one more time and then it ended. I asked her about coming to her house (i was still living with parents) or meeting outside of school somewhere, but she declined. She was absolutely smoking HOT, but in hindsight I think she may have been married? Still, an incredible memory for me. i miss you Patty..... : )
extremeverbaldegrader
Virgin
- Joined
- Jan 4, 2024
- Posts
- 9
My aunt was 70, I was 45
JordynRose
Fun chic!!!
- Joined
- Nov 7, 2020
- Posts
- 535
I was 20, she was 58. It was wonderful. I would do it again. She was married at the time, and sought the opportunity to revisit an experience she had, prior to getting married. Very beautiful woman.
strokinnoff1
Family man
- Joined
- Dec 4, 2011
- Posts
- 1,770
I'd LOVE to know more about this!!
LFM90
HFM
- Joined
- Mar 21, 2025
- Posts
- 1,323
So jealous
LFM90
HFM
- Joined
- Mar 21, 2025
- Posts
- 1,323
I have a crush on my 57yo aunt
LFM90
HFM
- Joined
- Mar 21, 2025
- Posts
- 1,323
Me too
TheWorldBuilder
Planetary Scientist
- Joined
- Sep 19, 2019
- Posts
- 12,805
In absolute terms: 56 when I was 49
In proportional terms: 48 when I was 24
In proportional terms: 48 when I was 24
policywank
Literotica Guru
- Joined
- Aug 21, 2007
- Posts
- 3,241
80 or I guess 81 now.
When I was younger my parents were friends with a very nice couple. From my late teens I had a bit of a crush on the husband even though he was nearly 30 years older than me. He was a tall good looking guy with what I recognize now as big dick energy.
I have dated a lot of older men throughout my life. It is not a matter of preference. I like younger men or men my age as well. But I have always been comfortable with older men and they seem to be drawn to me. As either a young woman playing the field or a younger hot wife the nice thing about older men is that they seem less likely to get clingy or want take things seriously. They are just happy to be invited to the party. Anyway the point is that I was comfortable with the idea of dating older men and didn't see anything really taboo about it.
Of course I never made a move on him in those days. That was just too close to home. Plus he was happily married to a sweet woman whom I liked and he did not seem like the type to cheat.
Fast forward to early last year when I was visiting some family out east. Out of the blue he contacted them while I was there and asked to stop by. It turns out that his wife had died a couple years earlier and he just happened to be travelling there at the same time as I was. And it turns out that he lives in Ottawa.
So, when I came back here I contacted him and asked him out for lunch. He was a bit surprised, but non-plussed, that my husband didn't come. I made up an excuse why he couldn't be there, but the truth is that I hadn't invited him. We enjoyed each other's company and had a few more lunch dates. On the fourth such get together I confided in him the nature of my hotwife lifestyle. I was very nervous about doing so, but I thought he would be discrete about it even if he judged me negatively. He was clearly surprised. However, he took it in stride and even asked me a few questions about how it all works. I couldn't tell if he was just being polite or was genuinely interested.
At the end of our lunch I decided to take a further leap and asked him to invite me back to his place. He took a long pause and I could tell that the wheels were turning in his head. This was a situation quite unfamiliar to him and he was a very traditional guy. However, there was also an obvious attraction and he was single and lonely. He said yes so he took me home and fucked me. Obviously stamina is diminished at that age, but he was still quite viral and the big dick energy turned out to be justified.
After that we went on occasional dates - lunch as well as museums, art galleries and performances at the NAC. On many occasion he asked me to tell my husband how grateful he was for sharing me. Although I had always imagined he could have been a ladies man if he hadn't married so early I don't think that he ever was. Knowing that every date with me would end with sex seemed to be a bit of a thrill for him.
A little while later he told me he had started seeing someone closer to his own age and couldn't date me anymore. I told him I understood completely. A couple months later he called me to say that things hadn't worked out with that lady and could we pick up where we left off. I said yes. It has been on and off like that a few times since. I am used to that with many of my lovers, which suits me fine.
Anyway this lovely man seems to be having something of a sexual renaissance. He has the interest of women his age and me as a side piece when that doesn't work out.
When I was younger my parents were friends with a very nice couple. From my late teens I had a bit of a crush on the husband even though he was nearly 30 years older than me. He was a tall good looking guy with what I recognize now as big dick energy.
I have dated a lot of older men throughout my life. It is not a matter of preference. I like younger men or men my age as well. But I have always been comfortable with older men and they seem to be drawn to me. As either a young woman playing the field or a younger hot wife the nice thing about older men is that they seem less likely to get clingy or want take things seriously. They are just happy to be invited to the party. Anyway the point is that I was comfortable with the idea of dating older men and didn't see anything really taboo about it.
Of course I never made a move on him in those days. That was just too close to home. Plus he was happily married to a sweet woman whom I liked and he did not seem like the type to cheat.
Fast forward to early last year when I was visiting some family out east. Out of the blue he contacted them while I was there and asked to stop by. It turns out that his wife had died a couple years earlier and he just happened to be travelling there at the same time as I was. And it turns out that he lives in Ottawa.
So, when I came back here I contacted him and asked him out for lunch. He was a bit surprised, but non-plussed, that my husband didn't come. I made up an excuse why he couldn't be there, but the truth is that I hadn't invited him. We enjoyed each other's company and had a few more lunch dates. On the fourth such get together I confided in him the nature of my hotwife lifestyle. I was very nervous about doing so, but I thought he would be discrete about it even if he judged me negatively. He was clearly surprised. However, he took it in stride and even asked me a few questions about how it all works. I couldn't tell if he was just being polite or was genuinely interested.
At the end of our lunch I decided to take a further leap and asked him to invite me back to his place. He took a long pause and I could tell that the wheels were turning in his head. This was a situation quite unfamiliar to him and he was a very traditional guy. However, there was also an obvious attraction and he was single and lonely. He said yes so he took me home and fucked me. Obviously stamina is diminished at that age, but he was still quite viral and the big dick energy turned out to be justified.
After that we went on occasional dates - lunch as well as museums, art galleries and performances at the NAC. On many occasion he asked me to tell my husband how grateful he was for sharing me. Although I had always imagined he could have been a ladies man if he hadn't married so early I don't think that he ever was. Knowing that every date with me would end with sex seemed to be a bit of a thrill for him.
A little while later he told me he had started seeing someone closer to his own age and couldn't date me anymore. I told him I understood completely. A couple months later he called me to say that things hadn't worked out with that lady and could we pick up where we left off. I said yes. It has been on and off like that a few times since. I am used to that with many of my lovers, which suits me fine.
Anyway this lovely man seems to be having something of a sexual renaissance. He has the interest of women his age and me as a side piece when that doesn't work out.
Last edited:
HotwifeBrooksideKC
Literotica Guru
- Joined
- Dec 27, 2023
- Posts
- 1,690
I was 19 and he was 45
