Anonymous A started this discussion 10 months ago#128,916
I never thought about that until I came across an episode of Cheers when one character was dating a much older woman. The joke was setup as though it was some type of temporary relationship and the guy got expensive gifts.
But I do think it would be an interesting life experience. You could hone your flirting skills and many women would be flattered to have a middle aged man show an interest.
Anonymous G joined in and replied with this 10 months ago, 47 minutes later, 9 hours after the original post[^][v]#1,389,154
Only once and she was probably 20 yrs older than me. No problem at all. I think she was somewhat uptight about the age difference.
After I ended that relationship and I forget why - A decade later I ran into her in a market and did NOT recognize her because she really looked OLD.
Only after talking to me did I become aware of how age really was...
Kook !!rcSrAtaAC joined in and replied with this 10 months ago, 2 minutes later, 15 hours after the original post[^][v]#1,389,195
@previous (H)
I remember on Howard Stern this guy was like late 20s, early thirties and married a woman who was in her 90s and it was foul. Her servants had to specially prepare her for intercourse