How old was your oldest?

[sultryslayer]

Well, lets see

I lost my virginity to a man that was 20 years older than me. I have since been with men in their 60's, while I was in my 20's. Why did I do it? Probably looking for a father figure. Now that I am 30 I am into younger men. I just picked up a guy at a bar that is 22. So that makes me feel good about myself.

 

[done_got_old]

Everyone has had fantasies about older lovers. How old was everyone's oldest lover, or rather howe big of a difference in ages were you and your lover?

Okay, this is tricky..........I'm 55 and my oldest would be 75 now! This happened when I was about 20 and he was about 40. The man was good. The oldest guy at the time was 60, and all the parts still worked....... nothing had shrunk.

 

[bobg69]

I was 22 she was 58 , My buddy wanted to try and score with her daughter who was about 25 . I scored he didn't .We saw each other for a few months. Now I'm 58 looking for 22 .

 

[wicked woman]

Been on both sides of the age spectrum. When I was younger I liked older men. Largest age difference was almost twice my age...I was 20 he was 38....although I did date a guy in his early 40s. Now that I'm older I'm attracted to younger men. The youngest was 23...younger than my son.

 

[tim66]

I was 31 she was in her 70s. I dont know for sure. She said she was a child bride in WW2. This occurred in 1998. Doing the math I figured she was in early 70s. She was lonely and I enjoyed making her feel good. I think she felt bad about age difference. Too bad all these rules society makes to keep people from being happy.

Tim

 

[Sweet_emOcean]

This thread brings back fond memories for me too. I was 19 and he was 42. So 23 years would be the biggest age difference. He taught me so many wonderful things. To this day I have to give him credit for showing me how fun sex can be and to always live out your fantasies! I have always had a thing for older men. Even now that I'm in my 40s I just love them. Any 60ish men out there looking for a young thing?

 

[midwestyankee]

I feel like a piker in this company, as the largest age difference I have ever experienced was a little over ten years. I was 23 and she taught me passion.

 

[TantaLiza]

Let's see.... can't think of a time that I didn't prefer an older man! The first guy was 36 and I was 19.... it was an awesome experience!! We did things I never dreamed of before... many times in cars and semi private settings. It ended when I found out that he was married to two women and even tho he'd sworn he'd been fixed, I was told otherwise.... I got out while the gettin was good!!

Since then, I had a relationship that lasted a few months with a man 13 yrs older... he taught me sooooo much!! I'll never forget that one time.... ~grin~

 

[wicked woman]

Originally posted by tim66
I was 31 she was in her 70s. I dont know for sure. She said she was a child bride in WW2. This occurred in 1998. Doing the math I figured she was in early 70s. She was lonely and I enjoyed making her feel good. I think she felt bad about age difference. Too bad all these rules society makes to keep people from being happy.

Tim

oooo there's such a on my face reading this...imagining my 70s

 

[tim66]

Wicked Woman,

I am glad I brought a smile to your face. I know that lady did for me. When I am 70 if I am still functioning sexually it would be geat if a young woman would do that for me. Probably not likely but maybe it will happen.

Tim

 

[diamondjim]

This getting interesting

I'm really glad I found this old thread. Everyone is making great contributions
Jim

 

[whspr]

I've never had the pleasure of an older man...but would love the chance to find out....

whspr

 

[diamondjim]

Pleasure of an older man??

I've never had the pleasure of an older man...but would love the chance to find out....

whspr

I followed some of your postings from 2002 where you talked about being plaesed and teased because of sensitive nipples. Us "older men" know to spend LOT's time there if we are going to make you "younger woman" have your toes curled.
soft kiss
Jim

 

[whspr]

Re: Pleasure of an older man??

I followed some of your postings from 2002 where you talked about being plaesed and teased because of sensitive nipples. Us "older men" know to spend LOT's time there if we are going to make you "younger woman" have your toes curled.
soft kiss
Jim

MMMMMMmmmmmmmm...now I do like the sounds of that...

whspr

 

[diamondjim]

how about the FEEL of it

Don't just restrict yourself to the sounds. The touching is sooooo much better.
Kisses
Jim

 

[whspr]

Re: how about the FEEL of it

Don't just restrict yourself to the sounds. The touching is sooooo much better.
Kisses
Jim

ohhhhhh...c'mere and let me feel then!!!

soft kiss,
whspr

 

[voluptuous_vixen]

When I was only 26 I screwed this guy who was 59. Don't ask me why I did it. I was not attracted to him at all. Maybe I was bored I don't know. He was also the first man I was with that was uncircumsiced. So I can't say that the experience was altogether pleasant. As a matter of fact, it might have been the worst sex ever. GAWD, I am getting grossed out thinking about it. Change the subject someone.

 

[jak_jism]

I was 43, she was 77...complete turn on. M took me from behind and finished me off by sucking me dry. I can still see her tongue dancing 'round the head of my dick while her eyes smiled.

I've had a few ladies well into their 70s and I'm convinced that a woman's sexual appetite never slows down.

 

[Arden]

Hmmm... my oldest was 50. Oh my, what age and experience can bring!
Not that I'm very much younger though, lol!

 

[thefixer74]

I'm getting ready to turn 30,and my oldest is 15 years older.What an erotic touch and deep mouth.

 

[hey_itsthatguy]

at 26 I was with a woman who was 49. That was my first older woman. Since then I have been with 39, and one other woman who I had to guess was somewhere in her 40's.

Lots of fun! Keep 'em cummin!

 

[AvatarsQueen]

I was in my late 20's, he was in his early 50's.
I t was okay sex, I've had better.

 

[kcbigkid]

I was 22 , she was 40

And she taught me how to be a lover. At age 21 we guys are into sex and not loving. But now that I am 43 years old I understand what gift that wonderful lady taught me that day. I didn't realize at that time! It took me almost to the time I turned 40 to understand what true lovemaking is all about. Now I know what its like to enjoy the warmth of a lady.

 

[Texason3]

10

Let's see, I was 30 and she was 20, so 10 years...and it was incredible!!!!!!!!!

 

[phoenix1224]

IT WAS JUST LAST YEAR... I WAS 28, SHE WAS 42... IT ONLY LASTED A WEEK, BUT WHAT A WEEK...