A sexual act where the man dons a fedora, throws a pizza over the woman's ass, and proceeds to ass-fuck her through the pizza while yelling "Who's your godfather?" repeatedly.
by Sebastian Fairtel November 1, 2011
An ass grabby boss, higher up, shot caller, or well networked individual who assumes any pretty women in a cute outfit wants to fuck him in exchange for jobs, access, or free pizza.
I'd wear my Louboutin's to my performance review, but I don't want my boss to go Herman Cain on my ass so I'll wear pants and clogs instead.
by Evewasframed November 8, 2011
Bill: "Dude, the movie we rented last night was so boring, I decided to Herman Cain my girl in hopes of passing the time more quickly."
Wayne: "That's awesome man, did she oblige?"
Bill: "Hell no! She said she was going to hold a news conference tomorrow with Gloria Allred and tell the world."
Wayne: "Dauumn!"
Wayne: "That's awesome man, did she oblige?"
Bill: "Hell no! She said she was going to hold a news conference tomorrow with Gloria Allred and tell the world."
Wayne: "Dauumn!"
by battenrw November 9, 2011
a sex move wherein you slide your hand up the girl's skirt to the crotch while simultaneously pushing her head down to your crotch while asking "you want a job, dontcha?"
"I pulled a Herman Cain on my date last night. She scratched me and said she never wants to see me again."
"That sure is a pimp move, dawg!"
"That sure is a pimp move, dawg!"
by Lamont Sanford 5 November 16, 2011
Yeah, my Uncle Bob was a huge Trumptard and didn't believe in the risks of COVID 19, only to be Herman Cained a few weeks later. RIP!
by Wack Jab August 12, 2020
An award for individuals who vocally opposed masks and vaccinations in response to COVID-19, and then either ended up in the hospital or died.
Person A: "Did you hear about Doug? He died of COVID last week. His family watched it happen on an iPad. So sad."
Person B: "Wasn't he bragging two weeks ago about injecting horse de-wormer up his asshole when he got diagnosed? That guy was a real Herman Cain Award winner right there."
Person B: "Wasn't he bragging two weeks ago about injecting horse de-wormer up his asshole when he got diagnosed? That guy was a real Herman Cain Award winner right there."
by Y2k September 2, 2021
by Ajohns5 December 30, 2011