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leather cheerio is when a girl gives you anal sex at a poker table and at the end stabs you knee with a knife
Someone who has done a lot of anal sex. They are seasoned pros
I finally hooked up with Jennifer! I had no idea she had a leather bottom!
People who have tanned so much that with their age their skin begins to sag and turn brown and shiny like leather.
*In a beach town* "Look at the leather person riding their bike."
Flat, dried out tods that have previously been stood on. '
Don't eat those, they're leather cookies"
A cock of extreme girth and excessive veins
Hey Patrick, did you hear about Jimmy's date last night?
Yea man, I heard he gave her the ole leather hammer!
When you get aggressively fuck a cow.
Person 1: Yo, did you hear what happened to Jerry when he ran out onto that field?
Person 2: Yeah, he leather tubed'ed a couple of the farmer's cows. I filmed it and put it up on pornhub!
Person1: Sweet! What's the link?
A boot licker; someone intrinsically drawn to defend someone's sordidly twisted actions. Applicable to those a bit too fond of the cops.
"See how hard he's trying to justify this cop's murder of a black kid? What a leather mouth."