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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."
by RayzRyd June 17, 2009
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Bentley Continental GT

Based on the Audi A8, the Continental GT is a 2-door coupé made by British car manufacturer Bentley.
The GT is available with a 4.0-litre twin-turbocharged eight-cylinder or a 6.0-litre twin-turbocharged twelve-cylinder petrol engine mated to an automatic gearbox and an AWD system and can go on to a top speed of 195 mph.
"What's that coupé over there?"
"It's a Bentley Continental GT 4.0."
by JaaagMan March 27, 2012
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Related Words

bentley

i love you bentley
by Toni’s September 26, 2019
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Bentley University

A top New England business school where both the academic curriculum and social atmosphere are geared entirely towards the accumulation of power and wealth. This has resulted in the apparently necessary addition of "Ethics and Social Responsibility" as an academic discipline. Graduates range from Wall Street moguls like Richard Zannino to ruthless dictators such as Charles Taylor.

While other college students paint houses or lifeguard during the summer months, Bentley students are up bright and early, parking their BMW's outside of JP Morgan or State Street.

If you don't get in, there's always Bryant, notable alumni of which include:

-Adam M. Hamilton - "ChiP" - Reporter for WJAR-NBC 10 News

and

-Dennis G. Perron - Chief of Police Hubbardston, Massachusetts
Bentley University Student 1: Hey, how's 301 treating you?

Bentley University Student 2: Meh, we got a crap project, some place called "bryant university" wants us to consult for them.... looks like a lost cause though.
by BUDRK December 20, 2009
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bentley

A creative boy with a great sense of humor. Hes adorable and always helpful.
by kykycakes July 8, 2016
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Benstress

Stress relived by going out of any building and yelling "FUCK" as loud as possible
When he loss the bet, he went to go relive some benstress
by Midnight Merc. December 13, 2018
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Benrenquisha

A big bodied, small brained football player. One who also has extremely demented friends..and is a basic white girl at heart
Benrenquisha: “I am big brain
Bonquisha: “yeah right. Benrenquisha, you are such a little brain.”
by Bonquisha baby December 15, 2019
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