cherry tootsie pop 

having anal sex with a girl on her period, followed by vaginal intercourse, followed by blowjob

Oh, Mackenzie, I just love cherry tootsie pops!

What's that?

When you let a guy fuck you in the ass while you're on your period, then let him put it in your pussy, then suck him off.

cherry tootsie pop by Bull26 April 6, 2007

Steaming Tootsie Roll 

A steaming tootsie roll is a combo move built off of the Cleveland steamer. After pooping on a females chest, you then make a rolling motion smearing the feces on their chest (aka. Cleveland steamer.) Following the steamer you begin to titty bang the chick. Once the titty banging is done you then ram your cock into her mouth to allow her to clean the crevases of your cock with her tongue to be free of any feces while you blow your load in her mouth.

While in Vegas for my buddies bachelor party. We cruised the strip to find a hooker that would let my pal Steaming tootsie roll her for $100 back at the hotel room. What happens in Vegas stays in Vegas

Steaming Tootsie Roll by FnLinLV October 15, 2012

pretzels and tootsie rolls 

If someone offers you "pretzels and tootsie rolls" then they are referring to having sex. They mean a Viginia as a hole in the pretzel and a dick being a tootsie roll.

Hey sweet thing do you wanna have some pretzels and tootsie rolls tonight?

pretzels and tootsie rolls by Fuckmedadi69 January 18, 2017

Toronto Tootsie Roll 

Whilst making passionate butt sex with any partner, the man will retract his penis out of the rectum at the point of climax, where he will ejaculate in his partner's mouth, for a disgusting, horrible cocktail of semen, fecal matter, and bloody asshole residue.

Dude, I gave Trudy a Toronto Tootsie Roll last night, she loved it.

I was watching gay porn and saw Brandon St. Randy deliver a glorious Toronto Tootsie Roll to his unsuspecting partner!

Toronto Tootsie Roll by chestersmokington October 24, 2010

Saudi Arabian Tootsie Roll

You fuck a girl in the ass and she shits on your dick. Then you put it in her vagina pull it out and wipe it across her face while she sucks on your balls.

I just finished doing a Saudi Arabian Tootsie Roll with this bad bitch!

Saudi Arabian Tootsie Roll by iTheProphet November 29, 2011

Sliver Tootsie

A fragile noodle of condensed poop accumulated in the urethra of a male from hours of strenuous anal sex. Extraction of a sliver tootsie can be difficult at times when corn or a loose nut block the fecal matter from escaping the penis.

I was banging her in the butt when I ejaculated and nothing came out. After another round of her sucking my cock, there was just a SLIVER TOOTSIE blocking the jizz. Luckily i didn't have Corn Tip.

Sliver Tootsie by psylence July 11, 2015

Oklahoma Tootsie Roll 

Whilst Square Dancing in Tulsa and making passionate butt sex with a Bison, the man will retract his penis out of the rectum at the point of climax, where he will ejaculate in his Bisons mouth, for a disgusting, horrible cocktail of semen, fecal matter, and bloody asshole residue.

Dude, I gave this Bison a Oklahoma Tootsie Roll last night, it was deeply indifferent.

Oklahoma Tootsie Roll by My Cat Pissed On My Books! February 20, 2017