Tailgating

When one gay male, through manual use or the use of a car jack, spreads the butt cheeks of another, allowing a safe landing for a third member of the party, achieving a touchdown.

My roommate was planning on "Tailgating" some guy last night and asked me if i wanted to be the place kick holder.

Tailgating by Damonisfuckingcool November 8, 2011

tailgating

When you fart and someone is walking behind you, they are said to be tailgating you.

Charles:Dude, i so had Christiana tailgating me the other day
Robert:Nice!

tailgating by Angel Wings of 93ICE March 15, 2009

tailgating

Strap-on sex between a male & female couple

"The GF and I were tailgating all last night, I can hardly sit down I'm so sore"

tailgating by C Gatewood July 9, 2006

tailgating

just love me already alicia

“we should start tailgating”

tailgating by Jopu latoy May 8, 2018

Tailgating

When a fart follows you around wherever you go!

Peeyuw, go away! Go away! You're tailgating me!

Tailgating by Fullofsushi December 22, 2018

Tailgating

To be on someone's tail at the gate

Tailgater: This guy's gonna pass the gate, lemme be on his tail to sneak through the guards
Guards: Yo this guy's so close to that guy, man's prolly tailgating

Tailgating by ThatHugo542 November 8, 2024

Tailgating a Bentley 

When you are "dating" a rich older person. This includes either Bagging a Cougar and Finding a Sugar Daddy depending on your gender or sexual persuasion.

Derived from the idea that a Bentley is a nice car driven by rich people and rich people tend to be older. While the tailgating portion of the phrase is used as innuendo for sexual activity.

Bro A: "Dude, I've been Tailgating a Bentley since May."
Bro B: "Nice Bro, does she buy you stuff?"
Bro A: "Of course and I think I'm in love."

Tailgating a Bentley by RayzRyd June 17, 2009