Oldest/Youngest Sexual Partner

I was 19 and I don't know how old he was but he said "I have a really hot grand daughter about your age." Then he started cumming in me.
 
Oldest...hmmm. When I was 22, she was a sexy 35.
Youngest...I'm 66 she was a hot 20. An exception.
I tend to attract women in their 40's on a regular basis.
 
oldest was 43 at the time.

youngest was 20 or so, I never really asked how old she was, but I know she was over 18 for sure.
 
Oldest youngest

I was 32 he was 40, an I was 28 se was 18. The 40 yr old was the bestttt blowjob ever had!! Sucked like a vacuum cleaner and never lost a drop.. She liked it deep in her throat when I came.. The 18yr old had the nicest ass I've seen nude (besides stripper) but wasn't very good in the sack.
 
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I won't say how old I was at the time but there was a 15 year difference. Sometimes it's the authority level that older guys possess, and he happened to be dominant...just like I need ;)
 
Heh heh. All really good replies. One of many reasons I like milfs.
 
My oldest was 42 to my 22. Youngest was 18 to my 21. 18 year old was also a virgin I found out after the fact. He was enthusiastic. I've been with a 46 year old but I was 27 at the time, so the age gap is a bit less. Most men have been 4-10 years older than me...I purposely try to avoid younger men only because they are more selfish lovers.
 
Oldest, mid 40s. Youngest, 18 or thereabouts. When I was younger I liked going after older women from time to time. Now I'm 37 and enjoy the younger set - up to a point.
 
I was wintering alone in a mobile home community in Florida some 4-5 years ago....there was a 70 y/o very large-breasted but slim and trim gray haired woman also living or wintering alone (I don't recall)....apparently she felt sorry for me and one afternoon invited me over for dinner later that day....I accepted and called at her door only to find her dressed in a very sheer lingerie outfit....but her breasts were so large that they pushed against the sheer fabric of the nightie....since I am a large breast man, I looked (more like stared)....she smiled, invited me in, and the rest, as they say, is history!
 
"Oldest" and "youngest" are meaningless because your age changes over the years as well. Old when you're 25 is young when you're 45. The question should key on age difference.

The largest "older woman" difference was 11 years. I was 38 at the time and she was 49. Now, a 49 year old would be a "younger woman".

The largest "younger woman" difference was 15 years. I was 55 at the time and she was 40. When I was 21, I had an encounter with a 42 year old woman that was intimate but not technically "sexual". At the time, I thought she was ancient because she was technically old enough to be my mother. Now, 42 is a "kid".
 
Youngest was 19 when I was 25.

Oldest was 38 when I was 28 or 29.
 
My youngest was when we were both teens. I was 18 and she was above the age of consent. Oldest female was 51, close to my age. The oldest male was one of my college professors. I was 20, he was 42.
 
Oldest...32 when I was 19
Youngest...he was 2 years younger than I (early college)
 
My oldest/youngest

My youngest sexual partner was two months and nine days younger then I was. My largest age gap was 17yrs. I was 18, he was turning 36. I look back now and think he was twice my age! Now we're 26 and 43, and still going strong!
 
oldest, and maybe my best

I was in my early 20's and she was in her late 40's (or maybe early 50's). I met her in a swinger's magazine, where she had quite a few photos of her showing off her big round ass.

wow. she was incredible and showed me so many wonderful things. loved eating her and how wet she always was. and, from her expression I know she enjoyed how hard I always was with her (in the days when just a warm breeze would make me hard. . . .);)
 
I've stuck mainly pretty close to my own age, which is currently 27. My youngest partner was about 2 years younger than me, and my oldest is my current boyfriend, who is 9 years older than me. I think our age difference is a lot of fun... it's cool being his young, sexy girlfriend, and I love how focused he is on my pleasure.
 
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