When getting a blowjob, have said girl put on fresh lipstick. Then get her to go as far down as possible before closing her mouth. The lipstick will make a mark, and the game is now on to try and beat that mark. This makes getting head FUN!!!!
Man, I'd like to play lipstick dipstick with her. I bet she'd get a new high score.
by anduarin July 14, 2010
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Does this really need an explanation? It seems to be used primarily when lecherous drunks are sitting at a bar and a hot bitch walks in.
(Drunks talking in a bar as the hot bitch walks in)...

"Damn, Frank. Check out what just came in the door! Man.... How'd you like to get her lipstick on your dipstick?"
by Frank Klaune January 28, 2005
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Lipstick on my Dipstick is the remnant of lipstick that a girl leaves on your raging hard-on after giving you a blowjob and throat-gasm.
When I got back to our dorm-room, Matt noticed that I had Lipstick on my Dipstick!
by USAF Cadet October 27, 2020
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A term for a male canine erection, as it can often resemble lipstick when it is ready to be applied.
Dude, your dog had a full on lipstick dipstick for my leg.
by Bourbon and Galushtas April 8, 2023
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