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Ruthless and Toothless 

1.) A condition known to occur in foul-tempered folks who have poor oral hygiene. usually female. Despite their toothless state, they still are no good at oral sex.

2.) A person who suffers from this malady.
1.) Have you seen that mean bitch, Jennifer? Not only does she have B.O. and a bush up to her bellybutton, but she's ruthless and toothless.

2.) Ruthless and Toothless got suspended from work again. I guess she showed up drunk. You'd think a pregnant woman would have more respect for her fetus.

Speak to me oh toothless one 

The act or action of letting a fart rip.
Cruising down the strip with his homies. Eddie reaches over from the passenger seat and turns the stereo down while tilting to the right, his face turns red. A clear indication that something is about to escape. The passengers in the car know what is about to happen so they start chanting "speak to me oh toothless one" then it happens. A nice rectom release.

Loose Or Toothless?

A game you can play with the local female meth addict where you wear a blindfold, and insert your penis into either her loose vagina or her toothless mouth (to be chosen by your co-contestants). Then you have to guess which orifice. Winners get to drink more beer, while the losers have to mack down on the inserted hole.

Usually played with a crowd of drunken college guys and one or more methmouthed whore.
Jeff: Hey bud, you gonna play "Loose Or Toothless?" at the frat party tonight?
Paul: No man, I'm swingin' out to the bar tonight to see if I can pick me up a club sandwich.

Melissa: So, you were playing "Loose Or Toothless?" last night at the party I hear.
Kelly: Yeah, I've never been so humiliated in my life. But they were feeding me pills and I was doing Yeager Bombs all night....and then there was this guy who set himself on fire....and I put it out for him by pissing on him and.... then they made me drink my own urine....so I still had a good time....I think....What were we talking about?
Loose Or Toothless? by Mike Oxbeg December 2, 2011

saddam's toothless smile 

1. A hairy and disgusting vagina, sometimes finding certain sexually transmitted infections.

2. a vagina

3. slang term for cunt

originated in sapulpa, oklahoma by a guy named shames
fernando: "Damn, dude, I was banging this girl last night and--"

stu: "Was the bitch tight?"

fernando: "No way dude, diving down under was like doing a root canal on saddam's toothless smile."

the toothless blow job 

a proper blow job without using your teeth.
dude i got the toothless blow job last night and it was amazing.

brown and toothless wonder 

well what the fuck else could it be besides your good ole arsehole.
often when i would here Bubby fart; he would exclaim, Oh speak again brown and toothless wonder.