The Dark Blue star helped his dad run a bar business in New York vacation spot Fire Island and was surrounded by women as a kid - so he started dating early.
And he quickly found out that by acting older than his age he could charm his way into the arms of more mature women.
He explains, "My dad, he owned a bar when I was a kid... But every once in a while he would ship me out to Fire Island, which was kind of weird because, you know, he wanted some time in New York (to himself).
"My job was to take care of the house for the bartenders and waitresses and all that, and I was only 15. Luckily the perk was I had two 30-year-old girlfriends."