Biggest Age Difference You've Had With Sexual Partner

[MarioLM]

I have always been a fairly tall guy. I envied the short guys! It looked like they could have a LOT of fun when slow-dancing with the really tall girls!

That did happen at a friend niteclub, I was flirting with a tall girl with a nice thick ass. I was pretty stoned and had a hard on that wouldn't quit. We went out to the dance floor and next thing I know she is grinding her big ass on my hard on, it turned out to be a fun nite. Fast forward a year later I'm working at Mag Lite which is a big company with lots of women working there. One day this girl comes out of the blue asking me if I remember her from El Castillo niteclub, I couldn't believe it damn what luck. It turned out to be lots of fun for the next 3 years with her. We even fuck at work a few time, she was such a naughty whore.

 

[libralover4u2]

Opps! I had not thought about where the gal was younger than me. My GF was 34 when we met and started swinging. I had just turned 64. That is 30 years difference and it has never been a problem with us. Both old us are older now but she is still a hottie! We like to have small swing parties with another couple and two or three single guys. I have slowed down a bit in recent years so the single guys are there to make sure the gals get all the hard cock they want and are well sated. I usually give the gals orgasms with oral and then have a nice round of sex with the visiting gal.

 

[1626381]

Last year, my wife--then 42--met up with a 19-year old, so 23 for her. For me, it goes the opposite way, when I was 33, I fucked a 53-year old GILF, so 20 years.

 

[deleted972301]

When I was 21 I was getting laid and having a great run with a 34 year old woman. She was such a cougar and was definitely whipping my young ass into shape. It was very intimidating being with her because I felt so inferior and inadequate but she definitely helped develop me into the man that I am today sexually speaking.

 

[1348477]

She was 38 years older

 

[Reineroy]

When I was 22 I was dating a ver hot tall 49yo German huge muscles and 2meters tall.
When I was 23 I was dating with a 48yo chubby. So gorgeous and he was Italian.
Now I'm 25 and I'm dating with a 49 yo Dutch.

Seems like I'm into olders.

 

[insert_8]

Last year, my wife--then 42--met up with a 19-year old, so 23 for her. For me, it goes the opposite way, when I was 33, I fucked a 53-year old GILF, so 20 years.

Was the 19-year old a virgin? Did the fact that he was young enough to be her son figure into the encounter in any way?

 

[insert_8]

She was 38 years older

Was she your first?

 

[1626381]

Was the 19-year old a virgin? Did the fact that he was young enough to be her son figure into the encounter in any way?

no....and yes, it was kinda the point! lol

 

[1348477]

Was she your first?

No. I was 28 and she was 66... some of the hottest sex ever.

 

[Michel Foucault]

30-35 yrs.

 

[416adam]

Geez I thought I was pushing the limits with 15 years difference...but I guess not. Anyway she was a hot receptionist in our office with majority male staff. Everyone wanted her - I was the only one who succeeded. She was a nympho who squirted - loved my cock.

 

[goander]

She was 9 years older.

 

[deleted1256061]

I was 18 and he was 39 . Also the best sex and biggest penis I’ve EVER had.

 

[1666291]

11 years..him older

 

[946694]

I was 23 he was 43

 

[1356546]

The man who took my virginity. I was 22, he was 39.

 

[uncut7in]

52 years. I was 70, and the lad I fucked was 18.

 

[David Fox]

I'm a youthful 80, my bf is 50. We both have nice cocks, nearly identical.

 

[deleted728973]

Typically, I look for guys 20-30 years older than me. Oldest I think was mid-50s