Hitchhiker

A thumb in either the anal or vaginal orifice while in the doggiestyle position.

I might have married the bitch if she had been down with the hitchhiker.

by John Clever March 19, 2003

hitchhiking

when a dude is thinking of another dude while sticking his thumb up his ass.

i was hitchhiking in the shower.

by locksmith April 2, 2008

Hitchhiker

The act of gaping a partner's rectum with the thumbs before sodomy, and thereby "looking down the dirt road for a ride."

With her strap on firmly in place, she started with a hitchhiker to loosen him up before the pegging proper began.

by Nexus7 April 19, 2018

Hitchhike

To stick a thumb in the anus while jerking off.

I was jerking off and decided to hitchhike to speed things up.

by Mirtcs February 3, 2012

Midnight Hitchhiker

When you're lying next to your partner (preferably when they are sleeping but awake works just as well) adjust your hand into the hitchhiker position (thumb up) and launch your thumb directly into their butthole. After insertion is complete, make sure to thank them for the ride ;)

While in the spooning position, Rafaela was sleeping and Sebastian gave her the midnight hitchhiker in order to wake her up so he could get another ride aka sit on his dick.

by Socratittiess February 5, 2010

dirtroad hitchhiker

1. When someone sticks their thumb up their own ass or someone else's ass.
2. To sit on one's thumb

I walked into my apartment the other day and caught my roommates performing dirtroad hitchhikers on eachother.

by T. Danza October 17, 2010

Chocolate hitchhiker

The act of sticking ones thumb into the anal area of another person or perpetrator.

"The pit bull would not let go of my arm so I gave it the chocolate hitchhiker"

"My buddy had me in a headlock so I gave him the chocolate hitchhiker."

Friend: "what smells like shit?"
Me: "well my girl was being a bitch so I gave her the chocolate hitchhiker".

by Smozi1014 January 7, 2020