biggest age difference you've dated?

I have a beautifull little girl with someone who I dated there was 30 years diff
 
When I was 19-20 I dated a married woman in her late thirties(never did get her age lol). She was married to a lawyer who worked all the time. We met at a club one night. Every so often she would call me about a week in advance to set up a date. Take me out. Theatre. Comedy club. Dinner. She paid. Then back to her place. Always on a friday(I think hubby went out of town for a regular reason, but we didn't discuss him, one of the "rules".).
She gave me my love of dining. Of good conversation, of challenging debate.

And god, did she love to wear sexy outfits.....while she cock worshipped.....
 
Is it not embarassing to walk around or be seen or introduce a girl to friends and family that much younger than you?
Behind you're back you're called a perv, or if you have money she's a gold digger and the only reason you have her is because of money.

It takes a different kind of connection to make it work for any length of time.
You tend to block everything else out.
When you stop blocking everything else out, it starts to feel goofy.
 
17 years, she was older. I was 31. She was a flight attendant and in fantastic shape. Off and on for year and a half. Sort of a stretch to call what we did dating. She is still married a guy 5 years younger than me. I'm on the other side of 50 now.
 
wow GG2 I am impressed! but just so you know . not everyone gets old and ugly. Some just get old. Keep your chin up. And moisturize. LOL

Exactly. And keep on having sex, it will make you feel young. You're only as old as you think. I'm 25 with 25 years of experience ;)


(For me, I've dated half my age as well as 15 years my senior)
 
The best blowjob I ever had was from a fourty year old. She stuck a finger up my ass and went to town, and I blew everything I had which she hungrily swallowed. I felt like she drained me so much that I would never be able to have kids- when I was in university. The worst blowjob I ever had, hands down, was from a few extremely hot 19-20 year olds, who didn't know what they were doing.

Katherine LaNasa. I'd do her at 21 and 45, without question.

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I have gotten BJ's from few grandmas in my day, alcohol was always a factor. Had a few pretty hot flings with girls in their late teens and early twenties when I was mid to late twenties. On the other hand, I've had to literally pick up and throw a few cougars out of my place that thought they were moving in after one night stands. Lol! The worse situation is when i banged this hot italian woman I grabbed from Jack astors. She was a solid 9/10, I get out of the shower and she is parked on my sofa eating beans out a can. Then she asks me to drive her to court in a few hours. I was like WTF!
 
I'd go out with any age ( above legal of course). You can find beauty and wisdom in all the ages. And don't sell the young ladies short in generalizations about hot equals no brains / or bad in bed. Not necessarily true. I have had some of the youngest ladies really surprise me in what true friends they really ended up being.
 
When i was 32 i dated a 42 year old women, then a year after that relationship ended started seeing her 22 yr old daughter
 
this ass is over 35 ... and trust me .... plenty want it ....

Hell ya!!!!

Greatest age difference for me- I was 47, (I'm 48 now) she was 26. Very hot, very sexy looking, but was rather lacking in the sack. We went out a number of times, but the thrill wore off and I traded her in for a more experienced model.

Jessica is right- nothing beats experience.

The best combination is when you find one who's Birth Certificate says one thing, e.g. 42, her body is that of a 20 something yr old, and she has the sexual experience/ prowess of a 42 yr old! :thumb: :eyebrows: