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toothless dwarf 

When a midget with no teeth goes down on your thunderbox and when your about to cum he pours lucky charms all over her pussy.
Krista really want a toothless dwarf to pour lucky charms all over her but none could be found.

Toothless day 

Thursday 14, if someone you love or your friend has a wobbly tooth.. rip it out
Derik : hey bro my tooth hurts..
Me: rlly *checks phone* Ahh Thursday 14th.
Derik: huh..
Me: let me see your tooth I will tell you what’s wrong with it.
Derik: ok bro wait it’s toothless day today, WAIT NO!
Toothless day by Anonymous BB~ April 13, 2022

toothless tina

a makeup artist created by ayesha erotica. you may know her by her song lyrics
Toothless (Toothless)
Toothless (Toothless)
Toothless (Toothless)
Toothless (Toothless)
Toothless Tina Cosmetics
Toothless Tina Cosmetics”
toothless tina by ayeshastan June 5, 2022

Toothless Calendar 

Toothless Calendar- a toothless calendar is a calendar that tracks something of zero value over a long period of time, usually marking each week and the weekly marking is usually written “xxx Week’s” with incorrect use of the apostrophe.

For example, my wife has been tracking how many weeks my neighbor has yet to pick up the aluminum tin blowing around their yard. Her calendar is marked every week as “ 12 Week’s Tin in yard”

The Toothless Calendar started not as the meaning is “without teeth” but rather as the first calendar tracked cars that were parked from a guy named “Toothless Tom”
My Toothless Calendar has the neighbors at 12 weeks and the aluminum tin is still not picked up yet.

Toothless x Light Fury

A Ship (romantic pairing of two characters) consisting of Toothless, and The Light Fury, who are both from DreamWorks' "How To Train Your Dragon".
In my opinion, Toothless x Light Fury is one of the best ships!

Sabre Toothless Tiger 

n. An old woman... (and I mean OLD) that still hunts in bars/clubs and preys on much younger men for sexual favors. A Sabre toothless tiger out-ages a cougar by at least 10-20years and may or may not have all of her real teeth.
DudeA: "Damn! Rebecca's Cougar-ass mom keeps hittin' on me and rubbing my thigh"

DudeB: "NO DUDE! That's Becca's GRANDMA! She's a Sabre toothless tiger!"

DudeA: "I'm gunna need bout 8more beers to hit that shit... and some lube"
Sabre Toothless Tiger by DudeA September 25, 2009