Largest age difference?
 

Mine was 37 to 20. Disaster, as the girl got _really_ upset when I did not want to marry her. Met her online, then flew over for a week to fuck her. Very slim, rather beautiful, 100% crazy.

I'm going to assume it was around 40-plus years.

When I was 21 I fucked a woman in her mid-60s. She was actually very good-looking. She looked a lot like Elizabeth Taylor in her younger days.
But earlier this summer I fucked a 21 year old and I am 60 years old now.

Other Chanel
 

Housewife 53 years Toyboy 21 years. x hamster. My Sister-in-Law. But I well remember her complaining about the cost of the Hair-Do ! And that was when she was 32yo ! Of course, since t'was a "Casual fuck", filmed by her (tiny rigged) Husband to both sexually satisfy her, AND bring-in some ready-cash via the sale of the Video, I can neither vouch for Toyboy's age, or where it was filmed.

Before we met, wife was 18 having sex with a mid 80 guy. She had a threesome with him and his friend whom she guessed was around his age. All she would say was they made her feel good and treated her like a princess.

I love seeing the older guys still get it from the young ladies.

Age ain't nothin' but a number.

When I was 40 I fucked a woman who was in her mid-70s. She was still quite attractive: full , thick head of silver-white hair, well kept body, pussy just as snug and wet as an 18-year old. She was awesome.

I think the biggest age gap for me was five years and a few months. I will not say the ages we were when this took place other than to say she was my first and was my best friend's older sister. She is still smoking hot today at 46. I guess it is possible there has been a bigger age gap at one point or another when age was not disclosed later in life but I doubt it was much more than five years in either direction.

I have only been with women who were within 18 months of myself, which is zero age gap, really, but the first time I was casually nude with my mother in law (long, non-sexual story), I was barely 30 and she was mid 60s. Her body looked like a 25yo. We stared at each other like we had never seen a naked person before. It was quite nice.

For a brief time in my early 30s I had a gf 18 years older. And for several years in my late forties I had a gf 24 years younger.