Biggest Age Difference You've Had With Sexual Partner

[illusionguy]

When I was in my teens I would regularly meet a guy in his 70s who gave the most amazing blowjobs.
A couple of years ago I was seeing a 19 year old for a few months. 40 year age difference.

 

[2243771]

I'm 18 and my man is 45, it's a very close loving and open relationship.

 

[bigbucky]

16 yrs. she was 39. I was 23. her daughter was 20.

 

[seventiesdemon]

I'm 18 and my man is 45, it's a very close loving and open relationship.

I know of a young woman who became a Bricklayer here. She was 18 he was a Brickie of 45. She was...is gorgeous, half indigenous Aus + Hungarian.

Very slight of build but held her own in the building field. Good tradesperson.

By the way, there have been a few good looking tradies in my time...me as one

 

[Boggman]

When I was 18 I was seduced by my girlfriends Mother. She was 34.

 

[MykleMikeyMike]

I was 21 and he was 78-ish. fit looking and a fantastic lay

 

[Elmer Gantry]

11 years. I was 22, she was a very hot 33 and taught me a lot about sex and intimacy.

 

[Alkaz]

I was 21, he was 52. Fantastic cock.

 

[shard38]

Couple of months ago a young stud joined my boyfriend and myself during a session on the beach. We took him home and had a great night. Turned out the age difference was 30 years with me and 15 years wirh my man.

 

[wilsonthevolleyball]

Probably about 30 years. When I was in my 20's I used to hook up with a 50 plus year old lady. She was in good shape and loved to fuck. Fun times.

 

[Anton565]

Younger than me? 1 or 2 hookups were probably pushing 20 years my junior.
Older? A few guys at post massage play time were probably are probably about 25 years my senior. Let me tell you, most of these guys in their 70's have an amazing skill set. Amazing as in The. Earth. Moves. And. I. Scream.

It makes sense when you stop and think about it. Who's more likely to give you a better blow job... a guy who's been giving them for 10 years or a guy who's been giving them for 50? Think about it.

 

[insert_8]

11 years. I was 22, she was a very hot 33 and taught me a lot about sex and intimacy.

Was she your first?

 

[insert_8]

When I was 18 I was seduced by my girlfriends Mother. She was 34.

Did you do her before you did her daughter?

 

[BigBen]

I grew up in a different era, in a much different time....decades ago....so to be very candid...I started VERY early...as puberty started VERY early for me...and being "home schooled" I had a lot of free time from about 11AM until...well....dinner. So I got "discovered" by the many stay at home housewives and mothers...and stay at home women whose kids were long grown and gone....and women talk and share....and I was introduced from one to another....so I spent time with some women in their 30s and 40s...and even their similar age sisters and older aunts and mothers...and their friends and neighbors...even women who were related only by marriage...but the age differences...some were at least 50-60 years older...some only 20 to 25 years older....and all in between age differences. I never actually had any sort of sex with anyone my own or nearly same age as myself until I was well in to my early 20s.

 

[ChanelleNo5]

I was 19 and he was 41

 

[insert_8]

I grew up in a different era, in a much different time....decades ago....so to be very candid...I started VERY early...as puberty started VERY early for me...and being "home schooled" I had a lot of free time from about 11AM until...well....dinner. So I got "discovered" by the many stay at home housewives and mothers...and stay at home women whose kids were long grown and gone....and women talk and share....and I was introduced from one to another....so I spent time with some women in their 30s and 40s...and even their similar age sisters and older aunts and mothers...and their friends and neighbors...even women who were related only by marriage...but the age differences...some were at least 50-60 years older...some only 20 to 25 years older....and all in between age differences. I never actually had any sort of sex with anyone my own or nearly same age as myself until I was well in to my early 20s.

I hope the woman who collected your cherry was respectful, sensitive, and made it special for you.

 

[tomaskontos20]

35 years difference when I was 18 in the gym showers

 

[sangheili90]

When I was 18 I was seduced by my girlfriends Mother. She was 34.

That's very young to have a teenage daughter, whom you were dating lol.

 

[HorseHung40's]

35 years - It occurred during my working days. I was "working hard for the money, so hard for it, honey".

 

[BigBen]

I hope the woman who collected your cherry was respectful, sensitive, and made it special for you.

Thank you for the kind sentiment....but I don't actually remember much about it. I remember she had a really hairy pubic area and thighs, etc (women did not shave or trim those areas back then...au natural was the norm)...and while I don't remember her exact words I do remember she said she was sure that given my being as large as I already was, that I would end up bigger than my grandfathers (paternal side lived in that area) (as a side... my maternal side, two states over, were also genetically similar). I do remember that she was one of the many women that I had sex with many times during those years....and I am not sure of the exact relationship, but I seem to remember she soon set me up to some of her friends and at least one or two women who were not only friends/neighbors of hers, but also she was related to. Sister, mother? I don't remember all the details...but I gathered she had at least fucked, at some point in her life, my grandfather and maybe some other paternal side relatives (paternal uncles and/or great uncles).