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Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
 Web Naughty Forums » General Discussion » Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?

AUTHOR MESSAGE
 Tungmeister
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 69 / male
 Miller Beach, Indiana, US
Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
When I was 18 I had a great one all-night-long stand with a 32 yr old, blue-eyed brunette divorced lady. She definitely knew what she was doing compared to the airheads I was used to!
 October 28, 2006, 00:14
 lizonya
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 64 / couple
 lake elsinore, California, US
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
when i was 44 i had a steamy affair w/a co-worker who was the office stud, 14 years my junior. he made me feel sexy and alive again after a really bad 12 year marriage.
 October 28, 2006, 00:24
 GG317
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 60 / male
 Bowl of Granola, Massachusetts, US
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
First long standing relationship- I was 23, she was 38...
Before that I dated a a 43 year old. At that time I was 22.
She thought I was 45, and that's why she broke up with me...
 October 28, 2006, 01:09
 azcapt
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 79 / male
 phoenix, Arizona, US
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?


she was 32 years younger and I still hear from her, so I guess she had no complaints.
 October 28, 2006, 02:01
 

 User no longer registered.
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
1969..Never Forget it!!! Met a lady in her 30s in San Diego on my way back to the world. Six days that lasted!!!! What a lesson I got!!!!
 October 28, 2006, 07:15
 

 User no longer registered.
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
I lived both sides of this, my ex hubby was almost 15 years older, married for 17 yrs, so that is that part to it.

The other part was... and we still chat from time to time, was someone 20 years younger. I know both sides of it, and to me.... it's not about age, oh honey, there is more to it than that. (duct tape time) ROFLMAO!!
 October 28, 2006, 08:05
 

 User no longer registered.
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
15 years both sides of the fence one was the younger side of 30 a nurse got to like those nurses and the other was a school teacher when I was in my twenties what the deal with those school teachers and young men?
 October 28, 2006, 09:11
 

 User no longer registered.
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
At the age of 20, I had a affair with a married woman who was 15yrs older than me (she certainly taught me a few things). I've also dated a girl who was 16yrs younger than myself. Age really isn't that important, as far as I'm concerned.
 October 31, 2006, 04:31
 

 User no longer registered.
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
I am 41 I slept with a 20 year old woman night before last we didnt have sex but saturday before last she let me have it
 October 31, 2006, 05:52
 

 User no longer registered.
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
I was 17 and slept with a 32 year old.
 October 31, 2006, 07:04
 KINKYINTHEFALLS
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 56 / male
 wild and wonderful, West Virginia, US
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
I was 17 and she was 42 so about 25 years
 October 31, 2006, 08:50
 nips
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 39 / female
 Bluerock, Ohio, US
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
ok
when i was 16 i was doing a guy that was 53 and my fathers friend

nips
 October 31, 2006, 10:08
 thump
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 64 / male
 Prattville, Alabama, US
Re: Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
  QUOTE (nips @ October 31, 2006, 10:08)
ok
when i was 16 i was doing a guy that was 53 and my fathers friend

nips



I wanna be your Dad's friend :D
 October 31, 2006, 10:22
 

 User no longer registered.
Re: Re: Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
  QUOTE (thump @ October 31, 2006, 10:22)
  QUOTE (nips @ October 31, 2006, 10:08)
ok
when i was 16 i was doing a guy that was 53 and my fathers friend

nips



I wanna be your Dad's friend :D



I second that-really-I'd just like to be your friend-you sound like a great friend to have.
 October 31, 2006, 10:59
 

 User no longer registered.
Re: Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
  QUOTE (nips @ October 31, 2006, 10:08)
ok
when i was 16 i was doing a guy that was 53 and my fathers friend

nips



May I be your dad's friend?
 October 31, 2006, 17:08
 funlovingpair
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 59 / couple
 Frozen Tundra, Minnesota, US
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
I slept with a lady who was about 12 yrs older and married. but that was back about 28 yrs ago. Now it's my wife who is 6 yrs younger, of course we just celebrated our 23rd anniversary.
 November 1, 2006, 14:15
 eatkitty
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 66 / male
 minneapolis, Minnesota, US
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
My ex is 18 yrs younger. And when I was in navy, I was 18 and my Cheifs wife and daughter were 36 and 16, they both took me into bedroom.

 February 17, 2007, 01:19
 Liberalwife
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 47 / female
 north, England, UK
Re: Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
  QUOTE (eatkitty @ February 17, 2007, 01:19)
My ex is 18 yrs younger. And when I was in navy, I was 18 and my Cheifs wife and daughter were 36 and 16, they both took me into bedroom.




Ive never experienced a mother and daughter scenario (or father and son for that matter.. )....Somehow,,,it just doesn't seem right.

Biggest age difference for me...hmmmm...I was 31..he was 21
 February 17, 2007, 06:29
 bear
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 63 / male
 OHIO, Ohio, US
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
20 yr difference between the ex....biggest reason she is the ex..life became to different for each of us.
 February 17, 2007, 08:50
 piscesdream
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 47 / couple
 cincinnati, Ohio, US
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
When I was 19 I kinda dated a 44 yr.old, wasent a serious relationship really; but we did have sex . Hope this isnt TMI, but looking back; sometimes he didnt know what he was doing in bed. And one time, he REALLY didnt know what he was doing! we were getting ready to have sex doggie style , and lets just say his aim was a little off; thank god it didnt actually go in. again, hope not TMI
 February 19, 2007, 06:58
 

 User no longer registered.
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
there is 7 years of age difference between my ex-wife and myself...i am the older one...other than that, the biggest age gap was 4 years...but as long as she is of "legal" age, i see no problem with sleeping with a younger lady, just don't expect anything more than sex...i don't want to get married to a younger woman again...older...maybe...i would really like to be with an older woman ...they seem to be better and more experienced...

 February 19, 2007, 13:20
 dave2big
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 81 / male
 somewhere, Nebraska, US
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
she was 26 mand i was 45, so the difference was 19 years. she was the one that told me age was just a number, and that she was satisfied in EVERY way possible ! damn , how i miss that woman !!!
 February 19, 2007, 14:07
 eatkitty
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 66 / male
 minneapolis, Minnesota, US
Re: Re: Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
  QUOTE (Liberalwife @ February 17, 2007, 06:29)
  QUOTE (eatkitty @ February 17, 2007, 01:19)
My ex is 18 yrs younger. And when I was in navy, I was 18 and my Cheifs wife and daughter were 36 and 16, they both took me into bedroom.




Ive never experienced a mother and daughter scenario (or father and son for that matter.. )....Somehow,,,it just doesn't seem right.

Biggest age difference for me...hmmmm...I was 31..he was 21



Liberal, it didn't start out that way. The daughter dragged me into bedroom and mom caught us. But, obviously the way both reacted, it wasn't their first 3-some together! And if you would have seen them both, you wouldn't have thought mom was old enough to be daughters mom. She was a true MILF !!!
 February 19, 2007, 18:27
 nykitten
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 54 / female
 Pawling, New York, US
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
I was 34 and he was 54.......
 February 19, 2007, 18:30
 

 User no longer registered.
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
I was 17 and she was 29-a Stewardess for Delta. Lived in an apt complex in N.Atlanta where my cousin lived. I 'dated' her that whole summer before I went back to school.
The best part was near the end of the summer, on a Friday afternoon, she surprised me when her roommate 'caught' us.
BOY was I happy! A 3-way at 17!

Which lasted the rest of that weekend. 3some .gif">
Didn't realize it would take another decade + to have another.
 February 26, 2007, 11:29
 

 User no longer registered.
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
I was in my early twenties she was in her late thirties. She said she couldn't have any kids so we wouldn't have to worry. So being young and dumb I said "okay". I saw her for a few weeks but it just didn't feel right at the time so I broke it off. Within a couple of months a friend of mine started dating her-and she got pregnant! I guess that just goes to show that you have to be careful out there. I eventually lost contact with her and once in a while I think about her, wondering what she's doing now.
 March 2, 2007, 01:25
 

 User no longer registered.
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
When I was younger I was attracted to older women , now that I am older I am attracted to younger women ..
 April 4, 2007, 13:14
 dave2big
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 81 / male
 somewhere, Nebraska, US
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
she was 19 and i was a recently divorced guy of 37. no-strings great sex ! lasted only until she found a lot younger guy with more money and a bigger cock.......but DAMN the sex WAS great !!!!!
 April 4, 2007, 13:18
 

 User no longer registered.
Re: Older or Younger, What was the biggest age difference ever between you & someone you've "slept with"?
I was 48 and she was 18. It was a one night stand and she only wanted to do touching so I rubbed her pussy and clit and she gave me a hand job.

When I was 25 I dated the 16 year old daughter of my supervisor for a few months one summer. My supervisor was a woman and she set us up. She called me into her office one day and told me that her daughter wanted to date me and she gave me the okay. I asked her if she knew how old I was and she said 20 maybe 21 and I told her that I was 25 and she sat there thinking and then said, "It's okay Diane really wants to go with you and I know you are a gentleman. I trust you" Her daughter was real hot and her mother had no idea how hot. On our first date she gave me a hickey on my neck and then invited me in to the house when I took her home. I made sure to button my shirt to cover the hickey. We never did have sex but we came very close several times. There was plenty of necking and petting and she did touch my crotch the odd time just to see if she was making me hard and she let me fondle her tits occasionally but she would not let me touch her pussy. I kind of regret not ever having sex with her but then again it's probably good that I never because she would likely have gotten pregnant.
 April 4, 2007, 13:41

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