When a man has sex with a woman who is pregnant with a girl and succeeds in gaining entry into both the woman's and her baby's vagina.
Mitch: "dude, tell me you got double penetration on your wife last night!"
Alex: "You know it man, consider my daughter's v card STOLEN!"
Mitch: "fo shoooooooooooooooo!"
by Not Mitch April 20, 2008
A sexual act in a threesome that includes at least two males if heterosexual. In the threesome, the two males enter the vagina (heterosexual) or anus (homosexual) at the same time and two guys literally screw the one on bottom at the same time.
Met this real hot girl online last night just before bed. I just wanted a quick booty call and when I got there...there was another player there and she begged us for double penetration. That was one of the hottest experiences of my life.

two simultaneous
by TheBigCanucklehead March 27, 2015

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