The One Spa

biggest age difference you've dated?

Czech-mate

Member
Feb 28, 2005
318
9
18
I'm in my late 30s and have recently fallen for a new girl at work. She's straight out of University so is around 22. I normally wouldn't go for someone that young but she's much more mature than her age and she has all the qualities I've been looking for in a woman. She's compassionate, extremely intelligent, is happy with her life, funny, has a zest for living, has great fashion sense, beautiful face, takes care of herself physically, is ambitious, communicates well, is open-minded, honest, etc. I could go on forever.

I'm a little torn right now on whether to pursue this mainly because of the age difference and also the work situation.

Anyone dated/dating with a big age difference? I realize too that it's different the older the guy gets, it gets somewhat more acceptable to date younger.

Would love to hear your stories. Did it work/is working?
 

MissCroft

Sweetie Pie
Feb 23, 2004
7,135
921
113
Toronto
I've always liked older men - dated up to 20 years my senior. I know a man right now (an acquaintance outside of the biz) who is in his early 60's and I find him sexy as hell!
 

Buick Mackane

Active member
Mar 1, 2012
5,447
5
38
It's not the age difference that's a problem, it's dating someone from work.
When it's over, it will be anywhere from awkward to impossible. Be friends with her but find someone with her qualities outside of work to date.
 

danibbler

Active member
Feb 2, 2002
2,269
0
36
Toronto
It's not the age difference that's a problem, it's dating someone from work.
When it's over, it will be anywhere from awkward to impossible. Be friends with her but find someone with her qualities outside of work to date.
Right on, don't foul that particular nest.

If you're horny, just hook up with one of the ladies on here, that is what I would do!
 

kkelso

Well-known member
Apr 27, 2003
2,466
28
48
24 years, It was great while it was great, and god's own cluster-fuck when it went bad.
 

mickmasterson

Member
Jun 14, 2009
967
0
16
I concur with Buick Mackane and danibbler above.

Is she worth the risk of a sexual harassment allegation?

It's not a good time to be forced to look for a new job.

Tread carefully, old sport.
 

afterhours

New member
Jul 14, 2009
6,316
4
0
20 years some time ago, then 17 years...cannot imagine being with a woman now if difference was less than 15 yrs

I envy those of you who can fuck old women though, it makes life much easier
 

rgkv

old timer
Nov 14, 2005
4,225
1,822
113
I've always liked older men - dated up to 20 years my senior. I know a man right now (an acquaintance outside of the biz) who is in his early 60's and I find him sexy as hell!
I'm 60, girlfriend just turned 40.......in her prime, it's killin me and I'm lovin it
 

lurkerjoe

Active member
Apr 13, 2004
472
33
28
fallen for a new girl at work.
Don't take a dump where you eat. At best, you click but work becomes odd and uncomfortable (do you really want to see her all day AND all night?) At worst, it's sexual harassment and you're out of a job.
 

Celticman

Into Ties and Tail
Aug 13, 2009
8,893
89
48
Durham & Toronto
At 17 I had an affair with a woman aged 42, and at 32 dated a woman who was 58. Both were remarkable women and I had a blast and think back on both relationships with fondness and the occasional boner.
 
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TheDr

Active member
Aug 30, 2009
945
96
28
At 18 dated a 26 year old nurse, oh that was fun. At 21 had a fling with a 41 year old for a month or two... she taught me many good things. Other than that really stayed +/- 5yrs of my own age.

Right now, there is a girl who has been working part time at my local bank branch who makes me almost lose the power of coherent speech. Probably 15 years younger than me, so hot she would make you go weak at the knees and I am guessing still in college / university. That would be fine, but whenever I go in the branch she seems to make a special effort to say hi / bye to me even if she is not serving me and with another customer...and I have never seen her do that with anyone else... and when she serves me she really does make me feel that it is not just being polite to customers but a genuine interest.

I use the branch several times a week, so I am not so bloody stupid as to try anything on right now as it could make bank visits very uncomfortable. But I am moving out of the area before Christmas, and you can be damn well sure I will explore possibilities closer to the time. And I am not moving so far away that a 30 min drive couldnt fix.

Oh yeah.... and also at 18 the two 21 year old bissexual American students.... at the same time... together...at an English University this was a Big Thing in the early 90's
 
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Petzel

New member
Jul 4, 2011
6,610
3
0
Vaughan
It's not the age difference that's a problem, it's dating someone from work.
When it's over, it will be anywhere from awkward to impossible. Be friends with her but find someone with her qualities outside of work to date.
I agree! When the romance goes south the hardest thing is to keep seeing them every day and in the end one of you usually leaves the place of employment. In my experience there's never a good ending to office/work romances.
 

Petzel

New member
Jul 4, 2011
6,610
3
0
Vaughan
I just came from eating at the Keg tonight and i've never seen so many hot chicks! The bartenders, the hostesses, the waitstresses. All pretty, young, long blond hair wearing low cut black dresses with short skirts, stockings and hi heels. I wouldn't dream of asking one of them out but it sure was great eye candy!
 
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