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1. gentleman caller
a man who is the lover of a girl or young woman
I heard about you and your gentleman caller.
2. Gentleman Caller
A sex act between a woman and a man. The man begins by jerking off, almost to completion. Just before cumming, the man tells the woman to grab his cock and hold it up to the side of her face like a phone. Once the woman is in position, the man says "ring, ring." The woman naturally responds with "hello, who is it?". The man answers with "IT'S ME BITCH!" and donkey punches the woman, finally finishing on her face. The man then walks away to clean himself up, muttering "wrong number motherfucker."
Jeff: You'll never guess what I did last night after I got home?
Mark: Probably not and I don't care.
Jeff: I gave that bitch from the bar the Gentleman Caller.
Mark: Gross. High five.
3. Gentleman Caller
Facial Hair Style: Where a man, or in some cases a hairy woman, grows a poostache accompanied by a bunching of chinhair.
Wow Mick, that sure is a filthy Gentleman Caller
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