trail riding

Upon being intimate with your significant other, trail riding is when you rub your genitals between their butt cheeks.

The other day got pretty heated between Greg and I, during foreplay he began trail riding me without even asking... NOT COOL but low-key kinda liked it.

by Greg's Brother November 30, 2024

tail riding

when a car rides up on the ASS of another car

ex: That ho is tail riding me!

by kanor December 6, 2013

Riding Coat Tail

To sponge, mooch, free load, skate by, or do absolutely nothing but watch while somebody else does all the work and still somehow try to take at least partial credit for something you had no hand in. The act most likely originated back in Tallahassee in Apt# D9 and then fully cultivated to a personality trait on Calcutta Street.

Anticipating good times to be had for all, Kevin put down the Nintendo and was observed "Riding Coat Tail" all the way to Michelangelo's.

by Ben December 30, 2004

riding the train

Two men, One woman, Woman in the middle of the two men interconnected by penile insertion, one male into the vagina or rectal cavity, one male in the mouth of the woman. Likeness the links of a train.

"She was riding the train last night."

"We pulled a train last night"

by megapurt March 20, 2007

I'm riding that train, reading that book. . .

An expression which originated during a drunken late-nite discussion of the origins of expressions. It means, "I see what you're saying, where you're going with that."

Drunk person A: "Dude, you know what I mean?!"

Drunk person B: "Totally, Dude. I'm riding that train, reading that book."

by ripcurlgirl September 15, 2004

I'm riding that train, reading that book. . .

Same as saying, "I feel you."

Cool Person A: "So then, I told the guy that there was no way I would ever consider his lame-ass job, you know?"

Cooler Person B: "Yeah, man. I'm riding that train, reading that book. . ."

by InThaNo August 3, 2007

riding the train

To be "riding the train" means to be single and in pursuit of someone to spend the day and/or night, without the intent of perusing a relationship with that person.

On Valentine's Day the only way to "get off the train" would be to find a date, to give up in the pursuit of finding a date or when the clock strikes midnight and you're all alone.

Related: To be on the train / To be on the desperation train / To be on the train of despair.

- What are your plans for V-day?
- I'm riding the train this year.
- No worries dude, you'll be off the train way before V-day.

by a66spam February 1, 2014