In the first episode, Josh likes to be dressed up like a Woman
Drake often has a new girlfriend and references being with girls a lot. He is seen kissing a lot of girls, and occasional references to 'making out' are made.
Some occasional mild sexual innuendo that is likely to fly over the heads of young children. (ex. Josh references seeing his grandmother in a commercial for "Grammies Gone Wild".)
In one episode Josh kisses a woman and then he finds out that the woman is transsexual. Played for laughs.
One episode has lot of naked women paintings.
The girls Drake dates are dressed revealingly sometimes, but not too badly. Mainly mini skirts and heels and low cut tops, but nothing you wouldn't normally see these days in a kids' show.