Tootsie Popper

A person that takes someone's anal virginity.

He was Sharon's tootsie popper

by T-Rod Money Pubes October 14, 2013

tootsie hook

A synonym of the stinky pinky the tootsie hook is the act of fingering your sexual partner in the ass with one's pinky. A distant cousin of the finger blast, the tootsie hook works best on people with really tight assholes.

"That ass is so tight, I just wanna give it the tootsie hook."
"Before I anally penetrate, I like to start off with a really good tootsie hook."

by Kyle January 19, 2005

Canadian Tootsie Roll

The aftermath of the Canadian Hot Dog

"This Canadian hot dog is defrosting, thus creating a Canadian tootsie roll

by leprechaunderf March 3, 2009

Tootsie Roll

A woman's nipples, especially dark nipples,

as in "whoop there it is, let me see your tootsie rolls"

by Urban Stephen June 10, 2007

Tootsie Roll in the Valley

When your partner is on her back and you're titty fucking her, you accidentally shit on her stomach.

I was TF'in my girl last night and straining to get a nut when I accidentally left a tootsie roll in the valley.

by Thaddeus Q. Wellington June 5, 2005

Tootsie Pop

Used to describe a woman who is rather unattractive, except at her center, namely, her ass; an otherwise ugly woman with a good butt.

"Look at that tootsie-pop, man... if only the rest of her matched up with her ass."

by Pseudonym November 10, 2004

tootsies

Very sexy toes and/or feet, most likely a woman's.

She had some seriously hot tootsies, made me want to do nasty things to her.

Her tootsies were so cute and perfect they were lickable.

by Gilly girl August 13, 2007