Biggest Age Difference You've Had With Sexual Partner

[Reg]

With women it has been 15-20 years older than me.

A guy was about 40. I was 20 and he was a neighbor around 60. Taught me a lot about being pleased and pleasing a man.

 

[ItsAll4Kim]

From 7 years younger (my present day wife) to 6-7 years older.

 

[insert_8]

Did she have a son named Stifler by any chance?

She had kids, but I don't recall that she mentioned their names or gender.

 

[notthatguy]

I am currently 56 and in relationships with some girls who are 20, 21 and 28That makes up to 35 years difference.

They are basically just using me for sex as the young guys today don’t know how to sexually please them.

 

[1543042]

I am currently 56 and in relationships with some girls who are 20, 21 and 28That makes up to 35 years difference.

They are basically just using me for sex as the young guys today don’t know how to sexually please them.

Sounds like you are suggesting this is a valid generalization about young men. Do you have more detail on this observation?

 

[derrikcoba]

What is the biggest age difference you've had with a sexual partner?

I'm friends with this woman who is old enough to be my mom and she's been kind of relentless trying to get me to have sex with her, which I've been kind of hesitant to go through with. I've let her give me a bj a couple of times but I really wasn't interested in more than that but I'm kind of considering it.

If you are attracted to her, I say go for it!

 

[derrikcoba]

The biggest difference was a guy 32 years older than me.

 

[1222288]

When I first hit the bar scene, I was 18. Being fresh meat, and horny, I was easily wooed by the mid 30s crowd. So, I was dating people twice my age at the time.

 

[1179690]

I am 47 right now and have had lovers as young as 20 and as old as 75. So I would say the biggest difference has been about 25 years in either direction.

 

[1224998]

I lost my virginity to a woman who was about 20 years older than me (she was in her 40's). The biggest age gap was about 30 years when I discovered my bi-side with a guy who was 64.

 

[keenobserver]

When I was younger the oldest difference was about 30 years, me younger, him older. Now the oldest is about 40 years with him being younger. Neither of the examples are relationships - they are hookups. Relationship wise I was 10 years older than my partner. There have been a lot of peers - similar ages but age never really was a deterrent or a motivator for me - it was always about the person.

If you're uncomfortable for whatever reason - not judging, just saying - it will affect the quality of the interaction, so it is a fair thing to ask yourself.

 

[deano-uk]

.

 

[MarioLM]

I was 35 and she was 23, I met her in a chat room on AOL in 1999 I couldn't believe when she asked if she could come over. I thought what if she is some ugly skank, I got lucky when she showed up she was 5'8 with a beautiful body, and the softest skin. Her pussy was so pretty and tight

 

[insert_8]

I lost my virginity to a woman who was about 20 years older than me (she was in her 40's) . . . .

Was this a hookup - casual encounter - relationship - etc? Did she know it was your first time? Did she do anything to make it special for you?

 

[sangheili90]

I was 35 and she was 23, I met her in a chat room on AOL in 1999 I couldn't believe when she asked if she could come over. I thought what if she is some ugly skank, I got lucky when she showed up she was 5'8 with a beautiful body, and the softest skin. Her pussy was so pretty and tight

Those pictures are from 1999?

 

[MarioLM]

No we fucked around for 7 years so they are from 2005

 

[notthatguy]

Sounds like you are suggesting this is a valid generalization about young men. Do you have more detail on this observation?

I do not have scientific information on this. The only things i can tell you is that i generally introduce the world of multiple orgasms to most people i have sex with. Most have not experienced the pleasures that can come from an experienced lover.

 

[simbablk]

18 years younger than me. And she's a great fuck! Been trying to get her back here since we last fucked a couple of weeks ago. A heavy squirter too!

 

[MarioLM]

I was 35 and she was 23, I met her in a chat room on AOL in 1999 I couldn't believe when she asked if she could come over. I thought what if she is some ugly skank, I got lucky when she showed up she was 5'8 with a beautiful body, and the softest skin. Her pussy was so pretty and tight

Not only was she younger, she was taller then me also, which was a major boost to my ego. Being 5'4 it's easy to see how people would assume a short guy would have a small cock.

 

[insert_8]

Not only was she younger, she was taller then me also . . . . ,

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!