largest sex age difference?

[Grumpy_OG]

I was 19 and she was 45

 

[WendyTrilby]

At various points in my life, I’ve had several age gap connections.

When I was in college, the gap was about 25 years, as I was 21 and he was 46. Now I know what you're thinking, and you're wrong. He was not my professor. But he was my housemate's dad. We had a house with three other girls. He came down one weekend to repair the heating system (he owned the house) and spent the night in his daughter’s room since she was home. I wanted wings, and he joined me at a bar across the street, then spent the rest of the night in my room, where he made sure to turn up my heat. It was a one-time thing, and although the age difference was 25 years, it wasn’t a noticeable physical gap. However, it was superior because he insisted on pleasing me first each time we went at it, something my age-appropriate dates never did. Ultimately, I think the more taboo issue of my BFF’s dad was what made it so exciting.

I had a few other age gap connections in college, including a visiting football coach who was 20 years my senior. Another great lover and I’ve detailed his exploits with me on a thread about older men and younger women, so I won’t repeat it here (but it was a good one)

My most significant age gap was a connection between me and my former high school shop teacher at my 20th reunion. In that connection, there was about a 40-year gap, and I still get weak knees just thinking about it. I was around 30, and he was in his late 60s. Being a woodsy guy, he was still buff and burly, with a touch of softness from age. Man oh man, the experience of 70 years as a master craftsman. That memory lives forever in my mind and always comes back when I’m on the road and in need of release. I will also add that, while I thought I had done it all, when we did some teacher/student role play, he made me do some things I didn’t think I would like, but have now made part of my repertoire.

The third gap was a flip. I was older, and he was younger. Recently, I attended a conference in Zurich and was working with a young translator who knew all the fun nightclubs and, as it turns out, had a thing for women his mother's age. He was about 24, and while I’m sure he has a long list of conquests, the awkwardness of his youth showed now and then. He was attentive and kind, but did not properly worship the gentle softness of a middle-aged woman (I’m just shy of 40) to my standards. Knowing I had much more sexual experience than he did made me feel empowered, but as fun as it was, we had little to talk about when we weren’t between the sheets.

If I choose to go with an age gap again, it will be an older man.

If I had to pick one of the age gaps, I would choose the 40-year gap with the 70-year-old woodworker. Why? Because he appreciated me, and he brought a lifetime of experience that made the connection transcendent.

And to answer the question, did he go down? He went way down and left no part of my anatomy untasted.

 

[HotwifeBrooksideKC]

I was 18 and he was 40

 

[coffeelover5]

At various points in my life, I’ve had several age gap connections.

When I was in college, the gap was about 25 years, as I was 21 and he was 46. Now I know what you're thinking, and you're wrong. He was not my professor. But he was my housemate's dad. We had a house with three other girls. He came down one weekend to repair the heating system (he owned the house) and spent the night in his daughter’s room since she was home. I wanted wings, and he joined me at a bar across the street, then spent the rest of the night in my room, where he made sure to turn up my heat. It was a one-time thing, and although the age difference was 25 years, it wasn’t a noticeable physical gap. However, it was superior because he insisted on pleasing me first each time we went at it, something my age-appropriate dates never did. Ultimately, I think the more taboo issue of my BFF’s dad was what made it so exciting.

I had a few other age gap connections in college, including a visiting football coach who was 20 years my senior. Another great lover and I’ve detailed his exploits with me on a thread about older men and younger women, so I won’t repeat it here (but it was a good one)

My most significant age gap was a connection between me and my former high school shop teacher at my 20th reunion. In that connection, there was about a 40-year gap, and I still get weak knees just thinking about it. I was around 30, and he was in his late 60s. Being a woodsy guy, he was still buff and burly, with a touch of softness from age. Man oh man, the experience of 70 years as a master craftsman. That memory lives forever in my mind and always comes back when I’m on the road and in need of release. I will also add that, while I thought I had done it all, when we did some teacher/student role play, he made me do some things I didn’t think I would like, but have now made part of my repertoire.

The third gap was a flip. I was older, and he was younger. Recently, I attended a conference in Zurich and was working with a young translator who knew all the fun nightclubs and, as it turns out, had a thing for women his mother's age. He was about 24, and while I’m sure he has a long list of conquests, the awkwardness of his youth showed now and then. He was attentive and kind, but did not properly worship the gentle softness of a middle-aged woman (I’m just shy of 40) to my standards. Knowing I had much more sexual experience than he did made me feel empowered, but as fun as it was, we had little to talk about when we weren’t between the sheets.

If I choose to go with an age gap again, it will be an older man.

If I had to pick one of the age gaps, I would choose the 40-year gap with the 70-year-old woodworker. Why? Because he appreciated me, and he brought a lifetime of experience that made the connection transcendent.

And to answer the question, did he go down? He went way down and left no part of my anatomy untasted.

I so appreciate you taking the time to write about your experiences @WendyTrilby . Especially as I tread water at my age (70).

 

[stevesthename]

At various points in my life, I’ve had several age gap connections.

When I was in college, the gap was about 25 years, as I was 21 and he was 46. Now I know what you're thinking, and you're wrong. He was not my professor. But he was my housemate's dad. We had a house with three other girls. He came down one weekend to repair the heating system (he owned the house) and spent the night in his daughter’s room since she was home. I wanted wings, and he joined me at a bar across the street, then spent the rest of the night in my room, where he made sure to turn up my heat. It was a one-time thing, and although the age difference was 25 years, it wasn’t a noticeable physical gap. However, it was superior because he insisted on pleasing me first each time we went at it, something my age-appropriate dates never did. Ultimately, I think the more taboo issue of my BFF’s dad was what made it so exciting.

I had a few other age gap connections in college, including a visiting football coach who was 20 years my senior. Another great lover and I’ve detailed his exploits with me on a thread about older men and younger women, so I won’t repeat it here (but it was a good one)

My most significant age gap was a connection between me and my former high school shop teacher at my 20th reunion. In that connection, there was about a 40-year gap, and I still get weak knees just thinking about it. I was around 30, and he was in his late 60s. Being a woodsy guy, he was still buff and burly, with a touch of softness from age. Man oh man, the experience of 70 years as a master craftsman. That memory lives forever in my mind and always comes back when I’m on the road and in need of release. I will also add that, while I thought I had done it all, when we did some teacher/student role play, he made me do some things I didn’t think I would like, but have now made part of my repertoire.

The third gap was a flip. I was older, and he was younger. Recently, I attended a conference in Zurich and was working with a young translator who knew all the fun nightclubs and, as it turns out, had a thing for women his mother's age. He was about 24, and while I’m sure he has a long list of conquests, the awkwardness of his youth showed now and then. He was attentive and kind, but did not properly worship the gentle softness of a middle-aged woman (I’m just shy of 40) to my standards. Knowing I had much more sexual experience than he did made me feel empowered, but as fun as it was, we had little to talk about when we weren’t between the sheets.

If I choose to go with an age gap again, it will be an older man.

If I had to pick one of the age gaps, I would choose the 40-year gap with the 70-year-old woodworker. Why? Because he appreciated me, and he brought a lifetime of experience that made the connection transcendent.

And to answer the question, did he go down? He went way down and left no part of my anatomy untasted.

Thanks Wendy. That was truly wonderful to read.

 

[impresso]

At various points in my life, I’ve had several age gap connections...

A wonderful life experience. Thank you for sharing.

 

[LovelyLadyBits]

Mine was 21 and I was 63. I hadn’t had sex in 26 yrs and he broke my drought lol .

 

[MuffandNonsense]

At various points in my life, I’ve had several age gap connections.

When I was in college, the gap was about 25 years, as I was 21 and he was 46. Now I know what you're thinking, and you're wrong. He was not my professor. But he was my housemate's dad. We had a house with three other girls. He came down one weekend to repair the heating system (he owned the house) and spent the night in his daughter’s room since she was home. I wanted wings, and he joined me at a bar across the street, then spent the rest of the night in my room, where he made sure to turn up my heat. It was a one-time thing, and although the age difference was 25 years, it wasn’t a noticeable physical gap. However, it was superior because he insisted on pleasing me first each time we went at it, something my age-appropriate dates never did. Ultimately, I think the more taboo issue of my BFF’s dad was what made it so exciting.

I had a few other age gap connections in college, including a visiting football coach who was 20 years my senior. Another great lover and I’ve detailed his exploits with me on a thread about older men and younger women, so I won’t repeat it here (but it was a good one)

My most significant age gap was a connection between me and my former high school shop teacher at my 20th reunion. In that connection, there was about a 40-year gap, and I still get weak knees just thinking about it. I was around 30, and he was in his late 60s. Being a woodsy guy, he was still buff and burly, with a touch of softness from age. Man oh man, the experience of 70 years as a master craftsman. That memory lives forever in my mind and always comes back when I’m on the road and in need of release. I will also add that, while I thought I had done it all, when we did some teacher/student role play, he made me do some things I didn’t think I would like, but have now made part of my repertoire.

The third gap was a flip. I was older, and he was younger. Recently, I attended a conference in Zurich and was working with a young translator who knew all the fun nightclubs and, as it turns out, had a thing for women his mother's age. He was about 24, and while I’m sure he has a long list of conquests, the awkwardness of his youth showed now and then. He was attentive and kind, but did not properly worship the gentle softness of a middle-aged woman (I’m just shy of 40) to my standards. Knowing I had much more sexual experience than he did made me feel empowered, but as fun as it was, we had little to talk about when we weren’t between the sheets.

If I choose to go with an age gap again, it will be an older man.

If I had to pick one of the age gaps, I would choose the 40-year gap with the 70-year-old woodworker. Why? Because he appreciated me, and he brought a lifetime of experience that made the connection transcendent.

And to answer the question, did he go down? He went way down and left no part of my anatomy untasted.

Super-fit 72-year-old reporting for duty.

 

[kristin_hip79]

Nothing crazy for me. I was 23 and he was 35.

 

[Bonnie_Does]

19 and 31. Good meaningless sex. Penis size, average. Technique, 8. Stamina, 10. Second meeting was even better!! Nice memory.

 

[ThickWhispers]

At various points in my life, I’ve had several age gap connections.

When I was in college, the gap was about 25 years, as I was 21 and he was 46. Now I know what you're thinking, and you're wrong. He was not my professor. But he was my housemate's dad. We had a house with three other girls. He came down one weekend to repair the heating system (he owned the house) and spent the night in his daughter’s room since she was home. I wanted wings, and he joined me at a bar across the street, then spent the rest of the night in my room, where he made sure to turn up my heat. It was a one-time thing, and although the age difference was 25 years, it wasn’t a noticeable physical gap. However, it was superior because he insisted on pleasing me first each time we went at it, something my age-appropriate dates never did. Ultimately, I think the more taboo issue of my BFF’s dad was what made it so exciting.

I had a few other age gap connections in college, including a visiting football coach who was 20 years my senior. Another great lover and I’ve detailed his exploits with me on a thread about older men and younger women, so I won’t repeat it here (but it was a good one)

My most significant age gap was a connection between me and my former high school shop teacher at my 20th reunion. In that connection, there was about a 40-year gap, and I still get weak knees just thinking about it. I was around 30, and he was in his late 60s. Being a woodsy guy, he was still buff and burly, with a touch of softness from age. Man oh man, the experience of 70 years as a master craftsman. That memory lives forever in my mind and always comes back when I’m on the road and in need of release. I will also add that, while I thought I had done it all, when we did some teacher/student role play, he made me do some things I didn’t think I would like, but have now made part of my repertoire.

The third gap was a flip. I was older, and he was younger. Recently, I attended a conference in Zurich and was working with a young translator who knew all the fun nightclubs and, as it turns out, had a thing for women his mother's age. He was about 24, and while I’m sure he has a long list of conquests, the awkwardness of his youth showed now and then. He was attentive and kind, but did not properly worship the gentle softness of a middle-aged woman (I’m just shy of 40) to my standards. Knowing I had much more sexual experience than he did made me feel empowered, but as fun as it was, we had little to talk about when we weren’t between the sheets.

If I choose to go with an age gap again, it will be an older man.

If I had to pick one of the age gaps, I would choose the 40-year gap with the 70-year-old woodworker. Why? Because he appreciated me, and he brought a lifetime of experience that made the connection transcendent.

And to answer the question, did he go down? He went way down and left no part of my anatomy untasted.

Thank you for writing this! As a woman who has a thing for older men this is exactly why! They just know how to please a woman and aren’t quick to just get it over.

 

[Tigertiger55]

When I was 19 on holiday I ended up with an older lady. She told me she was mid forties, but I did later hear she was 50. What a night, taught me many things. I bet I looked like a rabbit caught in the headlights

 

[DaddyDomLooking]

At various points in my life, I’ve had several age gap connections.

When I was in college, the gap was about 25 years, as I was 21 and he was 46. Now I know what you're thinking, and you're wrong. He was not my professor. But he was my housemate's dad. We had a house with three other girls. He came down one weekend to repair the heating system (he owned the house) and spent the night in his daughter’s room since she was home. I wanted wings, and he joined me at a bar across the street, then spent the rest of the night in my room, where he made sure to turn up my heat. It was a one-time thing, and although the age difference was 25 years, it wasn’t a noticeable physical gap. However, it was superior because he insisted on pleasing me first each time we went at it, something my age-appropriate dates never did. Ultimately, I think the more taboo issue of my BFF’s dad was what made it so exciting.

I had a few other age gap connections in college, including a visiting football coach who was 20 years my senior. Another great lover and I’ve detailed his exploits with me on a thread about older men and younger women, so I won’t repeat it here (but it was a good one)

My most significant age gap was a connection between me and my former high school shop teacher at my 20th reunion. In that connection, there was about a 40-year gap, and I still get weak knees just thinking about it. I was around 30, and he was in his late 60s. Being a woodsy guy, he was still buff and burly, with a touch of softness from age. Man oh man, the experience of 70 years as a master craftsman. That memory lives forever in my mind and always comes back when I’m on the road and in need of release. I will also add that, while I thought I had done it all, when we did some teacher/student role play, he made me do some things I didn’t think I would like, but have now made part of my repertoire.

The third gap was a flip. I was older, and he was younger. Recently, I attended a conference in Zurich and was working with a young translator who knew all the fun nightclubs and, as it turns out, had a thing for women his mother's age. He was about 24, and while I’m sure he has a long list of conquests, the awkwardness of his youth showed now and then. He was attentive and kind, but did not properly worship the gentle softness of a middle-aged woman (I’m just shy of 40) to my standards. Knowing I had much more sexual experience than he did made me feel empowered, but as fun as it was, we had little to talk about when we weren’t between the sheets.

If I choose to go with an age gap again, it will be an older man.

If I had to pick one of the age gaps, I would choose the 40-year gap with the 70-year-old woodworker. Why? Because he appreciated me, and he brought a lifetime of experience that made the connection transcendent.

And to answer the question, did he go down? He went way down and left no part of my anatomy untasted.

I love your honesty and willingness to be open. I have DM’d you.
I hope that’s ok