This post may contain Mildly Adult content.
Mildly AdultAsking
Only logged in members can reply and interact with the post.
Join SimilarWorlds for FREE »

What are the biggest age gap you've ever had with a sexual partner? Both older and younger.

Obviously I don't want to hear about underage stuff. Keep that stuff to yourself.

Older was when I was 21 or 22 and I met a 40 something woman in a bar. I guess she was a cougar before the term was created. We both were drunk and flirty, and we ended up at some no-tell motel for the night.

Younger age gap was when I was 55 and she was 42. We had been platonic friends for years until one New Years Eve party she came to me and asked if our friendship could survive one night of love.
Top | New | Old
exexec · 70-79, C
Three months for me with my only partner. Over 20 years older for my wife when she was 39 and he was 60+.
SW-User
I was 38 and she was 25! Still think about her from time to time and, i am 55 now!.
Anielka · F
Youngest I had when I was 52 was 22 met him at a club I went to he kept coming up and asking me to dance after awhile we just stayed together and I went to his place afterwards, the oldest I've been with was a long time ago, I was 36 and he had just turned 70, I was surprised he was able to keep up with me, we had a great time in bed.
she’s 40 years older than me
helenS · 36-40, F
He was more than 20 years older, and old enough to be my father. He was my math teacher.
@helenS i hope you got a good grade
helenS · 36-40, F
@FreeSpirit1 I always liked my lessons.
MrAverage1965 · 61-69, M
@helenS It seems he taught you well.
spice1 · M
When I was 40 I had a girlfriend that was 25, stayed with her for 3 years even though I was married, I still think about her and we still text each other on occasions. When I was 28 I met this woman that was 52 she was separated from her husband, we kept seeing each other for 5 years till she decided to get back together with her husband.
Cooper · 61-69, M
I am now 60 and she is 25.
Adogslife · 61-69, M
My new wife is 11 years younger. I don’t think I’ve dated a woman more than 5 years older.
robertsnj · 56-60, M
when I was 37 my GF was 52. When I was 35 my GF was 27. those are my biggest extremes.

With both of them we had enough common interests for a relationship. However with both of them we lacked a shared vision of life goals which ended each of those relationships.

I think 15 is probably pushing it for me and maybe for most others. the bigger the age gap the harder it is to find commonalities and the life goals part, is way tougher when you came form different decades.

My life goals today in my 50's is drastically different then my 30's. It is not that I changed but my age change, career change, lifestyle changes changed as I grew older.
hunkalove · 70-79, M
The youngest was the love of my life, 12 years younger. Recently it was a woman 36 years younger, half my age, but although we were very much a couple we didn’t have sex.
A 21 year old lady when I was 55. We shared glorious summer together.
LordShadowfire · 46-50, M
@daddywashere That's practically child abuse. I mean, not in a legal sense, but damn. She was less than half your age.
@LordShadowfire she knew what she wanted and what she was doing
Ontheroad · M
Ten older and fifteen younger, but she was in her 30's.
JimboSaturn · 56-60, M
An internet hook up. She was early twenties, I was probably 45.
zonavar68 · 56-60, M
Both my ltr's have been 7 yrs younger than me. Never dated older or any younger than 5 yrs less since I've been single again for the last 5+ yrs. Never ever dated a lot younger like 10 or more yrs. Women in their 20's to 40's don't want men in their 50's that aren't highly available both emotionally and financially.
25 yrs older
30 yrs younger


Don't judge me. 😂
helenS · 36-40, F
@FreeSpirit1 I just means you're a free woman, and open to all sorts of experiences 🌷
davidstorm · C
@FreeSpirit1 no one will judge on here darl, i don't see any problem with age gaps my wife is 14 years younger than me, you are as old as you feel and i enjoy feeling her lmao
i was 35, she was 18......... then i was 30, she was 46 (she was my boss) - wild story
Bignakedguy · 31-35, M
About 30 years apart once. The older the better.
davidstorm · C
when i was 20 i picked up a 60+ woman who was at a nightclub, her hubby had just passed and her friends had talked her into going out for a night,
i went home with her at 2am, gave her one of the best nights of her life
and got through out the next morning by her overreacting daughters
but it was a night their mother will not forget in a long, long time
davidstorm · C
@spice1 Yep I got abuse, f,s n B,s then there came the shoe-throwing tantrum, i did offer to service both of them as well, BUT that did not go down too well either so i thought best bet just leave and got dressed in her front garden
spice1 · M
@davidstorm yeah I think the offer to service both is what made it worse, what was funny with my situation was the daughter's friend had no problem with the mom having a boy toy, I remember after her daughter calmed down she told her let your mom have some fun, afterwards they both left but I saw the daughter's friend turn around wave and smile as they were leaving.
davidstorm · C
@spice1 maybe she fancied a bit of pork sausage as well lol
I was like 24 maybe and she in her 60s
Luckylu · 61-69, F
Somewhere between 20 and 30 years older than me. He was around my mother’s age.
Another was 20 years older.
Younger than me, was only 5 years.
Shaveit · 61-69, M
My 1st time, I was 14 she was 30
During the years all others were within 5 years either way.
So from 5 years younger to 16 years older.
DragonFruit · 70-79, M
Biggest age gap older....I was in my 20s, and he was probably about 60-65.

Biggest age gap younger....she was 5 1/2 years younger than I.
InquisitiveMind · 46-50, M
I was 22 she was 41…. learnt alot but I couldn’t handle the break up…. the other way, 15 year age gap… I was 40… just a kink driven 1 night stand..
ArtieKat · M
When I was 29 I had one of 46; when I was 38 I had one of 23.....
helenS · 36-40, F
@ArtieKat Which one did you enjoy more, please?
ArtieKat · M
@helenS Difficult to say! 🤔
ChipmunkErnie · 70-79, M
Might have answered this before but: 30 years younger than me, 10 years older than me.
Outdoorfreedom · 56-60, M
In my early 20's, a coworker, she was in her early 40's. She was so good at it.
Cantsayno · 56-60, M
6 years older when I was 22 and 7 1/2 years younger now.
BeepBeep · F
it think maybe 49 seconds apart, everything has been under that
jackson55 · M
22 years younger. She lives here.
helenS · 36-40, F
@jackson55 👍🏽
ChipmunkErnie · 70-79, M
One woman 10/12 years older than me, a couple 25/30 years younger.
He was 19 years younger
And older has been 10 years
I was 11 and my Grandfather was 60. No regrets.
MissingLink · 51-55, M
3 years younger than me and did your friendship survive?
Youngest was young.............oldest 73.
novaguy2u · 70-79, M
34 years younger, 13 years older.
Livingwell · 61-69, M
20 yrs when I was younger with a cougar. 😝
SW-User
At 21 he was 40, at 39 he was 23.
SW-User
honestly, 41 years. He was 60 and i met him while out
supersnipe · 61-69, M
24 years. She was 74, I was 50.
10 years
I was 32 and she was 22 when we got together
SW-User
None of your business
SemiAnonymous · 61-69, M
@SW-User That may be true. Thanks for your answer.🤣
SW-User
@SW-User I don't block, not even tossers
SemiAnonymous · 61-69, M
@SW-User I don't block either. Frankly I couldn't be bothered.
SW-User
I was 52 and she was 29
Faginnc · 26-30, M
I was 18 and he was 44. I thought i was in love...lol
me 17 she 45 very experienced.,,
HarryHawk · 61-69, M
I was 58, she was 22
Dirtyboyy67 · 56-60, M
I’m 55 and she is 46!
In my man whore days, when I was 40 the oldest was 80 and the youngest was 18
rfhh1959 · 61-69, M
When I was 20 a 40 year old woman picked me up and when I was 27 I dated a 19 year old woman
Age gap also deepens on the age of the people.
65/22 what about
22/14 ??????
ViciDraco · 41-45, M
@Submissiveiendencies that second one is criminal...
@ViciDraco This depends on the 2 people involved and where you live.I never saw anything wrong with it when I was 14.
ViciDraco · 41-45, M
@Submissiveiendencies very few places allow consent at 14, rightfully so, and many that do have a near age rule as well, rightfully so. 14 and 22 is just not okay in the modern developed world with everything we now know about psychology and growth.
This comment is hidden. Show Comment

 
Post Comment