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A slang term used to address the "Brother Roland" shoe from Royal Elastics.
Tim: "Man, check out my Rolo's!"
Me: "Those are sick, I want a pair of Rolands."
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A man with a obscenely enormous chin. who has 13 children no job. dead beat father. who loves too ware womens cloths and dance around. mainly because he was in jail for a long period of time... im thinking he was someones BITCH. seldomly takes a bath, has a wife has train track teeth the color of piss. he cheats on her all the time. but hey what can we say hes a Rolo.
jennifer: so did u get checked out today?
saly: yea omg i have HERPS!!!
jennifer: oh my god!! i told u not too mess with Rolo!
saly: and im pregnant!!!!
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The guy who gets away with it.
Rolo Tomassi is the reason I became a cop. I wanted to catch the guys who thought they could get away with it. - "Shotgun" Ed Exley
When your dog unexpectedly sits it's butthole on your face.
Wife, "get your butt off my face!"
Husband, "oh, did Winnie just give you a rolo kiss?"
When your birds fanny is hanging so you cover it in rolo pudding to make it better.
Dan found oral more enjoyable when Rolo Phasing with his girlfriend
Two Hershey's Rolo candies that come out of the package stuck together base-to-base as to resemble a barrel.
Do a barrel rolo!
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the act of pulling anal beads out of themselves and inserting them into another
Hey Shiela are you ineterested in a turkish rolo, because if you are, I'm ready!
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