teddy roosevelt

a "rough rider" in bed.

how was last night?
she was a teddy roosevelt

by blumpkid November 19, 2009

Teddy Roosevelting

The act of bagging some large game (i.e. water buffalo, rhino, whale, elephant, hog, fatty, BBW, etc.) and taking her home for an evening of shameful pleasure.

Dude, Jason is straight Teddy Roosevelting. He just bagged a water buffalo and took her to pound town. He's definitely gonna try and put his big toe in that tonight.

by ChiFrank August 11, 2014

Reverse Teddy Roosevelt

Like the Teddy Roosevelt, but you use the sandpaper as a female condom instead.

One guy: Dude, why is the skin on your penis gone?
other guy: I just got a Reverse Teddy Roosevelt

by Dreznych December 11, 2010

Flaming Teddy Roosevelt

Like a combination of the Flaming Dragon and the Teddy Roosevelt, it's where you put hot sauce on the sandpaper.

One guy: hey did you make up with your girlfriend after that big fight you had?
Other guy: no but I gave her a Flaming Teddy Roosevelt instead

by Dreznych December 11, 2010

Teddy Roosevelt Conversation

1. A three-person conversation in which two people are competing to eventually sleep with a third person, usually by way of a shared conversational topic in which the two competitors are trying to show that they know more than the other.

“Dude did check out the Teddy Roosevelt Conversation happening on the couch! My money is on the tall one!”

by djxo October 14, 2025