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It is when you are having doggy style sex with your lady friend, and a gay homosexual walks up and tickles your balls from behind.
One time while doing Jessica Simpson, her gay makeup artist snuck up from behind and gave ma a reach around. Dirty Mother Fucker.
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While riding on the back of a motorcycle you reach around and place your hand in the crotch area of the driver. To give the full effect you may choose to slowly move your hand within the crotch area.
Hopefully the driver is someone of the opposite sex of you otherwise this could be considered a mistake (see *mistake*).
While cruising the strip, I felt the need to give my driver a reach around.
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When the French go around a front in a war against South Africa to land on the western coast.
ISP: There we go, look at that, the ol' sneaky French reach around!
Noun: When a girl attempts to give her boyfriend a handjob whilst he is distracted by Halo Reach.
Dude, my girlfriend totally screwed my K-D ratio with her Halo Reach-around last night
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Hand Job while ridin ur bitch on the back of ur Hog.
I took my bitch out ridin' and she gave me a reach around.
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A Richmond reach around is when two people are booty dancing and one dancer reaches behind their back and jacks their partner off.
Guy1: "I can't think of anyone to bring to the club tonight.."
Guy2: "You should call Tori, I heard she gives an awesome Richmond reach around."
The Constantinople reach around is where one male is laying back on the floor and the other male is squatting over his face. The male on his back then proceeds to give a thumbs up sign and finger the other male's asshole
Jim gave me the good ol' Constantinople Reach Around last night!