A pickle in a hat

When you stick the tip of your penis into a very dirty asshole and pull it out so the tip of your penis is covered in feces. This is called, "A pickle in a hat."

A pickle in a hat: 8===D ----> ()o()

by Pompompano April 5, 2013

I'd wear a hat on a day like that

A cautionary platitude expressing the frustrations and/or ambivalence towards a situation; an exclamation of humanity's futility in the face of insurmountable insanity, stupidity, or all-around wretchedness.

- Do you ever have one of those days when you can't begin to justify having gotten out of bed?
- I'd wear a hat on a day like that!

- Kevin's coming back from vacation on Monday, and he will be pissed!
- Wow, I'd wear a hat on a day like that!

- Hey Jerry, how's it going?
- Ugh, I had an 8:30 meeting with Bill yesterday.
- Ooof, I'd wear a hat on a day like that!

by Drew Garrison February 23, 2007

i would rather shit in my own jocks and wear them as a hat

to put it in layman's terms, you make me so sick i would rather defecate at the expense of my own undergarments instead of being in your presence.

your so shit that i would rather shit in my own jocks and wear them as a hat than know you!

by discombobulator! November 21, 2010

Cat in a Hat

Term used to describe someone who is attractive, yet unstable. They seem like a good time, but turn out to be a complete mess.

I wouldn't hookup with him/her if I were you, I hear he's/she's a "cat in a hat."

by Brainy Ledom August 1, 2011

put a hat on it

This is another way of saying 'wear a condom'

if your going out tonight son with that slut from down the road make sure you put a hat on it ,she has had more shaft than a lift.

by Adam the definer ! June 17, 2015

knitting a hat

Hard, long sex

I had sex for so long, I was knitting a hat!

by Big daddy "skin" March 5, 2015

Hop-A-Hat

A game played when trying to get in and out of a room in which hours of sex has occurred. Thus creating a number of discarded used condoms (hats). Hop scotching around the hats.

I got up in the middle of the night to use the rest room and had to hop over 10 used hats in order to do so. Hence hop-a-hat.

by Wall-I November 12, 2019