What is the biggest age disparity of someone you've slept with?

[fakebusiness 129]

What is the biggest age disparity of someone you've slept with who was younger than you and someone who was older than you?

[Grade of D as in David 13,253]

A 65 year old when I was 40 and an 18 year old when I was 36.

[nnm 36,436]

10 minutes ago, Grade of D as in David said:

A 65 year old when I was 40 and an 18 year old when I was 36.

You sure about that? Has the statute run on that hookup?  It’s now 20 years from her 18th birthday, and in some cases may not have a statute of limitations at all. 

[midtown 3,346]

50 when I was 42.   Complete head turner at 50

22 when I was 43

Edited December 31, 2020 by midtown

[Grade of D as in David 13,253]

12 minutes ago, nnm said:

You sure about that? Has the statute run on that hookup?  It’s now 20 years from her 18th birthday, and in some cases may not have a statute of limitations at all. 

Yeah, I made her show me her driver's license. No ass is worth catching a case.

[T-shirt Sip 2,107]

17 she was about 40 (teacher)

18 she was 36

20 she was probably 45. She set me up with her daughter after I fucked her. 

 

my youth was good to me. 

[Zepol87 9,188]

18 and she was 48. Day before leaving for bootcamp. 

[midtown 3,346]

10 minutes ago, T-shirt Sip said:

20 she was probably 45. She set me up with her daughter after I fucked her. 

Talk about a good recommendation.  Perhaps you should add this to your resume.

[Guest Lobo]

Man, y’all led some colorful lives in your youth.  I don’t think it was ever more than a couple years either way for me.  Been with my wife since we were 24 so that kinda closed the window for me.  
 

when I was 16, there was a an 18 year old.  I thought she was so old and sophisticated.  A few years later, she became a standup comic with a drinking problem.  I’d like to get back in touch with her.  She’s still really tiny and funny and cute as hell, according to the internet’s anywa.  

 

[Bullneck 19,168]

Older:  A couple of 29 year old divorcees in a row when I was 20.

Younger:  When I was a 31 year old grad student I had an undergraduate girlfriend who was around 20ish.  

So, 9 or 10 years either way.

 

[fakebusiness 129]

1 hour ago, Grade of D as in David said:

A 65 year old when I was 40 and an 18 year old when I was 36.

Where did you meet an 18 year old at 36 if I may ask?

[Gatorubet 30,246]

43 when I was 29.


when I was 30

(Did not know Xavier was both a University and a prep school here)

[Gatorubet 30,246]

18 and she was 48. Day before leaving bootycamp. 

fify

[fakebusiness 129]

And I guess I should reply to my own thread.

A 45 year old when I was 24*. She was divorced and an exec at a utility company. Met her while I was bartending. Went to her house one day when her 18 year old son who wasn't supposed to there was having a get together. One of his friend's opened the door thinking I was a part of their group, they then realized I was there for the mom. Hilarity ensued.

 

20 when I was 30. Partying at a friend's lakehouse and we ended up drinking with a bunch of sorosties from a few houses down. Fun weekend and completely unexpected.

Edited December 31, 2020 by fakebusiness

[fakebusiness 129]

1 hour ago, Lobo said:

Man, y’all led some colorful lives in your youth.  I don’t think it was ever more than a couple years either way for me.  Been with my wife since we were 24 so that kinda closed the window for me.  
 

when I was 16, there was a an 18 year old.  I thought she was so old and sophisticated.  A few years later, she became a standup comic with a drinking problem.  I’d like to get back in touch with her.  She’s still really tiny and funny and cute as hell, according to the internet’s anywa.  

 

Elliot Page?

[midtown 3,346]

15 minutes ago, fakebusiness said:

Where did you meet an 18 year old at 36 if I may ask?

High school? or pretty much any bar where a ton of 18 year old girls work?

[Storm the Field 5,295]

Unfortunately, don't think I ever deviated more than 5 years up or down back in my decade on the prowl (17-27). Wife and I are same age and have been together since 27.

Always wanted to bag a 40+ cougar back in my early 20's. Messed around with a few but never hung a pelt so to speak. I did get black out drunk a lot back then so don't quote me on that.

[Guest Lobo]

10 minutes ago, fakebusiness said:

Elliot Page?

Uh, she's significantly younger than me.  And apparently not into dudes.  I don't think she's considered a standup comic either.  Although she's been really funny in many films.  

[Wally Fairway 5,559]

I'm impressed that y'all know their ages:

I'd have to say not that much younger - 18 when I was 21 we waited until after her birthday, dated another year and a half then broke up because she was too young. Interestingly she is almost the same age as my wife. 
Older I have no idea - met someone at a bar in El Paso, when I worked there for a few months, we were doing tequila shots and beer. Never got around to asking her age, but her daughter (who left the bar hours earlier) seemed close to my age. She did not set me up with the daughter.
Best guess is I was 24 and she had to be early 40's, I really don't remember much about that night.....tequila, we closed the bar and took a bottle back to the room, though my head hurt, alot, I think that it is an internal and external disinfectant

[NeverMarryAStripper 21,907]

After giving it some thought I just realized that to my knowledge I've never slept with a women over 40.  Both of my exes were in their late 30's when we split and I don't think I've ever come close since.

[Hpara759 1,780]

I was 19 she was 31

I was 41 she was 19.  (2 years later I was 43 her twin sister was 21)

 

[fakebusiness 129]

1 hour ago, NeverMarryAStripper said:

After giving it some thought I just realized that to my knowledge I've never slept with a women over 40.  Both of my exes were in their late 30's when we split and I don't think I've ever come close since.

Good. The whole cougar/milf thing is just cope anyways. 

[NeverMarryAStripper 21,907]

My biggest age difference was 15 1/2 years under the 1/2 + 7 rule.

[usmc0331horn 953]

I'm 43 and dating a 23 year old at the moment. Sorry not sorry. 

[KaiserSoze 998]

37 when I was 18 (woman from a Summer job)

21 and ~45 when I was 30 (both within a week of each other)

 

I'm enough of a degenerate to forget some along the way, but I feel like those 2 are representative guidelines of the range. 

[Message Board User 12,395]

6 hours ago, fakebusiness said:

What is the biggest age disparity of someone you've slept with who was younger than you and someone who was older than you?

How old is your Mom?

[midtown 3,346]

How old is your Mom?

Bravo bravo

[fakebusiness 129]

2 hours ago, usmc0331horn said:

I'm 43 and dating a 23 year old at the moment. Sorry not sorry. 

Do you still have all of your hair?

[LTbear 4,170]

Last threesome my wife and I had a bit before covid involved a girl who was 19 while I was on the back end of 33. Not as extreme as others but a good time nonetheless.

[Longhornstampede 3,184]

I was 18, she was 39 and only 3 months from 40. My ex girlfriends mom. Didn't fuck the daughter when we dated in HS. Fast forward 2 years when daughter was a freshman at UT...fucked the daughter....was still fucking the mom for a couple years after until I graduated and left for active duty.

When I was 43 started fucking a 30 year old. Still fuck on and off 10 years later...

Edited January 1, 2021 by Longhornstampede
I could swear we had this thread before

[TrashMaster G 17,563]

4 hours ago, usmc0331horn said:

I'm 43 and dating a 23 year old at the moment. Sorry not sorry. 

Pics?

[RPM 26,322]

34 when I was 15. 45 when I was 25. The latter was much, much hotter but it was a one time thing. The former was kind of a Graduate thing.

 

[After irth 1,243]

I was 21 and she was 50. 

Many years later, banged an 18 year old when I was 44. 

Both were glorious. 

[Grade of D as in David 13,253]

22 hours ago, fakebusiness said:

Where did you meet an 18 year old at 36 if I may ask?

Strip club

[Armybrat 40,851]

A 30something when I was 15.

[Guest Lobo]

$14 says your pickup line was "You musta been something before electricity, huh?"  

[Armybrat 40,851]

No, my pickup line was “Cuanta?”.

[Stunns38 3,536]

A 30something when I was 15.

Damn Brat, you didn’t have to bang a confederate solider’s wife while he was away fighting at Fort Sumter.

[High Plains Drifter 11,050]

 

20 when I was 42.

 

 

On 12/31/2020 at 5:30 PM, Hpara759 said:

I was 19 she was 31

I was 41 she was 19.  (2 years later I was 43 her twin sister was 21)

 

 

winning

[Gatorubet 30,246]

Damn Brat, you didn’t have to bang a confederate solider’s wife while he was away fighting at Fort Sumter.

Bonnie Blue boner disagreed.

[Your Mom 4,806]

On 12/31/2020 at 8:37 PM, Message Board User said:

How old is your Mom?

48.  How old is Message Board User?  

[Davis Lane 5,587]

Does the older girl that lives in Niagara Falls count?

[Leeroy Jenkins 2,409]

I was 24.  She was 44.  I was an O-1 in the Navy. She was an O-4 (about to be an O-5) in the USAF.  
It was a one night stand. 

[Smax 3,800]

Current, I'm 47 shes 29

[midtown 3,346]

47/2=23.5+7=30.5... Close enough

[Guest]

I was 20 and she was mid 40's.  Widowed rancher woman who was stunningly beautiful and tough as nails. 3 different times I made deliveries to the ranch, and she would insist I stop and visit inside the house.

"That Summer" by Garth Brooks came out 3 years later and it was pretty damned eerie with similarities.

Youngest compared to me was just 4 years.  I married her.

[Longboard Horn 40,333]

17 she was 23

19 she was 32

[Wally Fairway 5,559]

On 12/31/2020 at 9:37 PM, Message Board User said:

How old is your Mom?

How old is South Austin's mom? 
Asking for everybody 

[fakebusiness 129]

On 1/1/2021 at 11:09 AM, After irth said:

I was 21 and she was 50. 

Many years later, banged an 18 year old when I was 44. 

Both were glorious. 

Where did you meet the 18 year old?

[Guest Lobo]

Yeah, I'm getting the impression this thread is about to be submitted as evidence.  Not sure for which crime yet, could be somebody's dad murdering one of you.