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Freeport 

Town in northwest Illinois. Totally craptastic. Home to a whole bunch of broke african americans. Home to a bunch of dilapitated Victorian mansions. Home to a whole slew of boarded up houses and garbage littering everywhere. Home to a Days Inn hotel that, while actively in use, looks like an apocalyptic ruin or other vacant abandonement. Freeport is a dump.
The bus goes through freeport on the way to Chi-Town. Don't get off in Freeport. It's not worth the pain.
Freeport by Aitlan Favafa April 21, 2005
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Freeport 

An upscale, predominantly preppy town in the state of Maine. Collars are popped, Polo means Ralph Lauren, North Face rules the winter, and you drive around the town in your SUV drinking your Frappucino. Saying someone is 'Freeport' is a compliment, if you like preps.
She is so Freeport or He is so Freeport
Freeport by t-shizzle7 December 18, 2005

Freeport 

Freeport is a decent sized town in NW Illinois, just west of Rockford. The town refers to itself as "the pretzel capital of the world" even though the only pretzels you can buy there are at the 24 hour Walmart. It's high school mascot is even a pretzel. Freeport has many problems. For example, the most exciting thing to do is to see all of the crap that goes on in the dilapidating town. STDs, prostitution, and teen pregnancy are a major problem. This is partly do to the fact that everyone is bored over there, so they just have sex with anyone they can find. However, Freeport does have an interesting part in history: A Lincoln-Douglas debate took place there.
Guy 1: I'm moving to Freeport.
Guy 2: Watch out for those STDs!
Freeport by Blitzkid April 12, 2011

Freeport 

Known for L.L Beans. always thought of as preppy(south freeport) north freeport is the redneck part mainly because it is close to pownal. north freeport and south freeport thought of as two differnt towns who go to the same school.
wow you definatly know he is from north freeport.
Freeport by from freeport October 1, 2008

Freeport 

3.Burnt out town in Pennsylvania. Home to hicks and potheads.

2.Everyone gets along and no one ever fights.
when they argued and shoved eachother a few times, no one got hurt, because it was a FREEPORT fight.
Freeport by FirstClassTrash May 23, 2009

Freeport 

A hick town in Maine, many wiggers live here.
youu got dat done there chevy 150 in freeport?
Freeport by ben April 17, 2005

freeport 

located in northern illinois, freeport is a crack town. they just got a starbucks but everyone working there needs proactive and a makeup wipe. don’t drink the water bc it is brown and you will contract multiple types of very sophisticated rare stds. everyone there is just low life white trash drug addicts. that’s where you buy a bag of cheap weed for $1. to be popular there you have to smoke cigarillos and drink cheap liquor. also find people at their houses and beat their booty. you’re either white trash, or like 6’4” and dating a guy that’s 4’8” like a pedophile.
hey do you wanna go to freeport today?
~no, that place is like alabama but worse.
freeport by epommiofff June 15, 2019