Yes, many times
The largest age difference was 21 years and took place earlier this year. She was 23 and in graduate school, very pretty/cute blue eyed brunette of swedish descent. We dated exclusively for 6 weeks, during which time I fucked her on average 3 times a week. The sex was very good, not the best I've had, but in the top 3. For me, the relationship was all about the sex. For her, she wanted to be taken seriously by an older accomplished man and treated well (relative to guys her age) which included lots of physical attention, including sex. I took her out in public all the time and got lots of stares, but mostly because of the way she dressed I'm guessing. She put very few demands on me other than to fuck her regularly, interact with her via text on days we didn't see each other, and listen to some of the drama in her school and family life. She was very pretty, very intelligent (a PhD student), and generally very happy and nice, but I could never take her very seriously. I enjoyed fucking her quite a bit. She seemed to have no problem with the way I treated her. I ended the relationship because I literally got bored with her and didn't want to try to juggling her while dating women with more long term potential.
In general, I prefer dating women with 6-12 year age difference, and have had lots of success in that range over the years.
The largest age difference was 21 years and took place earlier this year. She was 23 and in graduate school, very pretty/cute blue eyed brunette of swedish descent. We dated exclusively for 6 weeks, during which time I fucked her on average 3 times a week. The sex was very good, not the best I've had, but in the top 3. For me, the relationship was all about the sex. For her, she wanted to be taken seriously by an older accomplished man and treated well (relative to guys her age) which included lots of physical attention, including sex. I took her out in public all the time and got lots of stares, but mostly because of the way she dressed I'm guessing. She put very few demands on me other than to fuck her regularly, interact with her via text on days we didn't see each other, and listen to some of the drama in her school and family life. She was very pretty, very intelligent (a PhD student), and generally very happy and nice, but I could never take her very seriously. I enjoyed fucking her quite a bit. She seemed to have no problem with the way I treated her. I ended the relationship because I literally got bored with her and didn't want to try to juggling her while dating women with more long term potential.
In general, I prefer dating women with 6-12 year age difference, and have had lots of success in that range over the years.