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cityguychicago's definitions

one round clown

A boyfriend who can only have sex once and then passes out shortly afterward. It could mean that he is too old, too drunk or he doesn't find you that attractive to have sex with you again.
Girl 1: Aww girl, me and my man did it ALL-NIGHT last night! He wouldn't stop. He went for five rounds!

Girl 2: You are so lucky! My man and I only did it once last night. He is a one round clown.
by cityguychicago February 17, 2010
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douche broad

The female version of a "douche-bag." Quite possibly the 2nd worse term you can call a woman.

Douche Broads can usually be found cheating on their boyfriends, flirting to get stuff for free, and drinking and driving.

Douche-Broads usually have fake breasts, fake tans, fake blonde hair and a quite a few hundred purses and shoes.

Douche Broads are "non celebrities" who usually have a Facebook Fanpage because they already have too many Facebook friends. These are the same girls who post 100's of photos of themselves; all from the same night...
My douche broad girlfriend is pissing me off, but she is so damn sexy!
by cityguychicago May 15, 2011
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dick doughnut

A dick doughnut is an apparatus that prevents extremely long and large penises from deep penetration during sexual intercourse. Deep penetration can cause hemorrhaging, cervical cancer, uterine ruptures and deformed children.

A dick doughnut was designed to protect the lady and to give the gentleman a "balls deep" feeling. When a man wears a dick doughnut, he is able to pound away at his partner's vagina without having to hear comments like "ouch", "too deep", and "don't thrust to far."

Dick doughnuts can be purchased at sex toy shops all over the country. Interestingly enough, an inflatable dick doughnut is available for women who are always on the go and would like to keep one in her purse at all times.

The average purchasers of dick doughnuts are usually petite women, Asian women, and young 18 year olds girls who enjoy having sex with men in their upper 30's who just so happen to have extremely long and large penises.

A new version is expected and will come equipped with a clitoral stimulator on one end with a testicular tickler on the other.
My gf told me that my dick is too long and she told me to wear a dick doughnut so I won't hurt her.
by cityguychicago July 12, 2011
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northwestern hot

When a female student from Northwestern University is considered "hot" only because most of her fellow students are ugly.

Outside of the campus/Evanston she would most likely be considered "average" to "below average"
Guy 1: Hey, did you see Tom's new girlfriend?

Guy 2: Yeah, I did

Guy 1: Is she hot?

Guy 2: Well, she's "Northwestern Hot"

Guy 1: Poor Tom
by cityguychicago March 29, 2009
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Fuckery

Similar to a "factory" where many products are made, a "Fuckery" is a physical building where much fucking takes place.

The definition of fucking includes but is not limited to: vaginal sex, anal sex, oral sex, threesomes, foursomes, moresomes, wife swapping, orgies, gangbangs, reverse gangbangs, bukake parties, squirt parties, gay sex, bi sex, and lesbian sex.

The actual building itself could be a pornographic movie studio, a warehouse used for gangbangs, a brothel, a whorehouse, a hotel, a motel, and even someone's house!

However, in order for a building to be considered a "Fuckery", strict regulations require that the physical act of fucking must occupy at least 75% of the building - 99% of the time!
My friend Carl thinks his house is a Fuckery but he is incorrect. Not much fucking goes on at his place. Trust me; I know.

However, the Red Roof Inn motel down the street from me is a huge Fuckery! Trust me; I know.
by cityguychicago August 28, 2011
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Friending Spree

When a relatively new facebook/myspace user adds a bunch of strangers as "friends" to their social networking account.
I didn't have many "friends" so I went on a Friending Spree...
by cityguychicago March 24, 2009
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Boner Party!

A Boner Party is a party where guys have to maintain erections for as long as they can. If they lose their erection they lose the game. The man who can keep his erection the longest wins. The winner gets to have sex with any girl of his choosing for seventeen minutes. Guys who have lost the game and girls who do not want to have sex with the winner utilize various tactics to get the potential winners to lose their erections. Various tactics may include, but not limited to: vomiting, displaying pictures of unattractive people, and telling dead grandma jokes.
I hope I'm the winner of tonight's Boner Party! I really want to have sex with Kristen.
by cityguychicago August 14, 2017
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