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Sex with someone much older

We ended on good terms and still talk, however I realized there’s not a lot that a 41yo and 57yo have in common outside of great sex. IMO it wasn’t sustainable long term
 
In my experience in having sex with older partners -- one lady was 11 years my senior and another was 20 years my senior -- it's all about the personality. Some personalities can connect with each other despite their age differences. I suspect an older person needs to feel younger and a younger person needs to feel older. Not that I really know. But that's based on my experience.

Both ladies were delightful lovers. One couldn't go on because of health issues and she's moving in with her daughter. The other lady, 20 years my senior, moved. I miss them both but I'm grateful for the time I had with each of them.
 
JimDee676 said:
In my experience in having sex with older partners -- one lady was 11 years my senior and another was 20 years my senior -- it's all about the personality. Some personalities can connect with each other despite their age differences. I suspect an older person needs to feel younger and a younger person needs to feel older. Not that I really know. But that's based on my experience.

Both ladies were delightful lovers. One couldn't go on because of health issues and she's moving in with her daughter. The other lady, 20 years my senior, moved. I miss them both but I'm grateful for the time I had with each of them.
Click to expand...
I've definitely gelled with much older people though not always, it's just their attitude for sure.
 
CLK5002005 said:
We ended on good terms and still talk, however I realized there’s not a lot that a 41yo and 57yo have in common outside of great sex. IMO it wasn’t sustainable long term
Click to expand...
That's funny. My partner is 40, I'm early 60s. We have a lot in common and have great sex with each other and others on top. We've been living together a couple of years now, it's completely sustainable.
 
Years ago I posted on CL a pic of myself wearing a black corset, garters, nylons and panties and looking for other men who like to wear lingerie. I got an email from a guy who was new to wearing and was bi-curious. We emailed and chatted a bit before he wanted to meet up. He got a room and said he had a female friend who wanted to watch/join us, which sounded fun to me as being watched is a major turn on for me.
I spent the day shaving, smoothing and prepping for the evening. I got dressed in my favorite corset, vintage 8 strap garter, nylons, etc. I threw on some sweats over everything and kept my peeptoe heels in a bag. I drove to the hotel and anxiously made my way to the room.
I was in my late 20's at the time and I am guessing he was in his 40's. His female friend has to have been in her 60's. They were both dressed in lingerie, him in black and her in red. She was also wearing an 8" black strap on! I shed my sweats and got on my heels to get comfortable. We had a glass of wine, which I personally don't care for, but it helped calm some nerves. He was still a bit tentative, so she came to me and we began kissing. I had never been with an older woman so I was hard and leaking instantly. I couldn't wait to get inside her! She had other plans as she flipped me over and got me lubed up! She slowly worked inside me as he sat on the adjacent bed watching. She called him over after a bit and they began kissing as she fucked me. She asked him if he wanted to have a turn, but he said he wasn't ready yet and was still nervous about it. She then had him move in front of me and lay down, so I could get to his panty covered cock.
He was still soft, but has quite a bit of precum already soaking through. I licked and teased him through the lace, and eventually got them to the side to take him all the way in. It didn't take me long to get him hard. He was about 5" and thick. Just about my favorite size, and I was looking forward to feeling him inside me!
I kept sucking him for a bit, but he got up all of a sudden and said that it was too much for him and he needed a break.
He went into the bathroom, so she pulled out and went to check on him. I sat there feeling kind of weird, lol. They were whisper arguing, and eventually he came out of the bathroom fully dressed. He didn't say anything to me as he walked past me out of the room and left!
She walked out of the bathroom and I expected her to be upset, but she just said that he couldn't handle it. I got up to get my sweats on, but she stopped me and said she wasn't finished with me!
We played for an hour or so , and I finally got to finish inside her. She was an amazing lover and I've had a GILF fetish ever since!
We feel asleep in our lace and garters only to wake up to someone knocking on the door a few hours later.
He had come back but was angry with her that I was still there. I put my sweats on, gathered my things, gave her one last wet kiss, and left.
I only had his email, so I never knew how to get in touch with her, and I didn't think he would give that info to me, so I never saw her, or him, again.
But damn, what a night!
 
spraybomb13 said:
being watched is a major turn on for me.
Click to expand...
spraybomb13 said:
Years ago I posted on CL a pic of myself wearing a black corset, garters, nylons and panties and looking for other men who like to wear lingerie. I got an email from a guy who was new to wearing and was bi-curious. We emailed and chatted a bit before he wanted to meet up. He got a room and said he had a female friend who wanted to watch/join us, which sounded fun to me as being watched is a major turn on for me.
I spent the day shaving, smoothing and prepping for the evening. I got dressed in my favorite corset, vintage 8 strap garter, nylons, etc. I threw on some sweats over everything and kept my peeptoe heels in a bag. I drove to the hotel and anxiously made my way to the room.
I was in my late 20's at the time and I am guessing he was in his 40's. His female friend has to have been in her 60's. They were both dressed in lingerie, him in black and her in red. She was also wearing an 8" black strap on! I shed my sweats and got on my heels to get comfortable. We had a glass of wine, which I personally don't care for, but it helped calm some nerves. He was still a bit tentative, so she came to me and we began kissing. I had never been with an older woman so I was hard and leaking instantly. I couldn't wait to get inside her! She had other plans as she flipped me over and got me lubed up! She slowly worked inside me as he sat on the adjacent bed watching. She called him over after a bit and they began kissing as she fucked me. She asked him if he wanted to have a turn, but he said he wasn't ready yet and was still nervous about it. She then had him move in front of me and lay down, so I could get to his panty covered cock.
He was still soft, but has quite a bit of precum already soaking through. I licked and teased him through the lace, and eventually got them to the side to take him all the way in. It didn't take me long to get him hard. He was about 5" and thick. Just about my favorite size, and I was looking forward to feeling him inside me!
I kept sucking him for a bit, but he got up all of a sudden and said that it was too much for him and he needed a break.
He went into the bathroom, so she pulled out and went to check on him. I sat there feeling kind of weird, lol. They were whisper arguing, and eventually he came out of the bathroom fully dressed. He didn't say anything to me as he walked past me out of the room and left!
She walked out of the bathroom and I expected her to be upset, but she just said that he couldn't handle it. I got up to get my sweats on, but she stopped me and said she wasn't finished with me!
We played for an hour or so , and I finally got to finish inside her. She was an amazing lover and I've had a GILF fetish ever since!
We feel asleep in our lace and garters only to wake up to someone knocking on the door a few hours later.
He had come back but was angry with her that I was still there. I put my sweats on, gathered my things, gave her one last wet kiss, and left.
I only had his email, so I never knew how to get in touch with her, and I didn't think he would give that info to me, so I never saw her, or him, again.
But damn, what a night!
Click to expand...
She sounds interesting
 
CLK5002005 said:
I’ve been dating someone for the last 3 mos that’s 17 years younger than I am. I’m 58 and she’s 41. She’s been a lot of fun but we ended it about 3 weeks ago
Click to expand...
Sorry to hear that. I've had so many older guys and girls turn me down due to age.
 
SPARTAN047 said:
Sorry to hear that. I've had so many older guys and girls turn me down due to age.
Click to expand...
It was sad for maybe 1-1/2 weeks, but I’ve moved on now like I never knew her and in hindsight I’m not sure I really did. She was beginning to show her true colors.
Although I’m almost 58, I’m a very youthful 58 and most genuinely think I’m closer to late 40’s than late 50’s so maybe I still have the appeal to those in their 40’s.
 
CLK5002005 said:
It was sad for maybe 1-1/2 weeks, but I’ve moved on now like I never knew her and in hindsight I’m not sure I really did. She was beginning to show her true colors.
Although I’m almost 58, I’m a very youthful 58 and most genuinely think I’m closer to late 40’s than late 50’s so maybe I still have the appeal to those in their 40’s.
Click to expand...
Fair, some of them aren't great to be around outside of sex and it's just as well. I've been disappointed enough like you. Nothing we can do.
 
CLK5002005 said:
It was sad for maybe 1-1/2 weeks, but I’ve moved on now like I never knew her and in hindsight I’m not sure I really did. She was beginning to show her true colors.
Although I’m almost 58, I’m a very youthful 58 and most genuinely think I’m closer to late 40’s than late 50’s so maybe I still have the appeal to those in their 40’s.
Click to expand...
Better to have fucked and lost.........
 
JimDee676 said:
In my experience in having sex with older partners -- one lady was 11 years my senior and another was 20 years my senior -- it's all about the personality. Some personalities can connect with each other despite their age differences. I suspect an older person needs to feel younger and a younger person needs to feel older. Not that I really know. But that's based on my experience.

Both ladies were delightful lovers. One couldn't go on because of health issues and she's moving in with her daughter. The other lady, 20 years my senior, moved. I miss them both but I'm grateful for the time I had with each of them.
Click to expand...
It’s all about power and the surrender to power.
 
I think what makes sex between partners with large age differences exciting and fun is that it's considered outside the norm of society. It's out there. Outside the margin. That's what makes it fun.
 
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