Definitions by Baby kisses 109456

Windmill 

When a man rubs his penis on the woman's ass before inserting it. (Usually while doing anal) If not doing anal, then the woman lays down and the man rubs his penis in a circle around her vagina before inserting.

Bob: So how was your night with Sara?
Bill: I windmilled her from both sides!

Windmill by Baby kisses 109456 October 13, 2016