I've never had much luck with significantly younger women. Must be my "game" isn't tight enough.
When I was 29 I banged a 19 year old. She was kinda chubby for me though and hanging out in her college dorm room felt very odd so it lasted about 3 weeks.
And when I was 38 I banged a 28 year old. But that 28 year old was looking for a "dom"... ie., a guy who would tie her up and tell her what to do and stuff (and also buy tons of sh*t for her
). Not my style so it didn't last more than 3 dates.
Dunno man. Some older guys attract young chicks like flies. I've never been that lucky.
So I'd have to say my struggles are all across the board: getting any response at all, getting followup responses, etc.