A conversation about leaving Chicago


You saw this thing, right?


This thing where the kid from San Francisco talks about leaving Chicago?

If he’s from San Francisco how iz he in Chicago?

He moved here three years ago and it didn’t work out so he’s moving again.

Wait, he only moved ‘ere three years ago and he’s leaving already?

Well it didn’t work out for him.

So he’s black, huh? Lived on da West Side?

What? Why would you say that?

I mean, if he moved here tree years ago and he’s already leaving it musta been pretty rough. And if ya pay attention to all duh eggheads like I do then ya’d know da people havin’ da hardest time right now are blacks, especially on the Sout’ and West Sides. Dat’s who’s leaving town what with all the schools and clinics closed and da jobs lost and da violence and what not.

Oh. No, he’s not black. He’s white. And it sounds like he lives on the North Side.

Get outta here. White guys from da Nort’ Side don’t have problems.

He said he didn’t like the food and the beer is too expensive and he had a hard time dating.

Like I said. You know what’s expensive here? Housing.


Yeah. It’s like 12 hundred a month for da average person. And then da minute somebody tries to bring in some actual affordable housing and make things livable like dat guy up in da 45th ward who’s trying to help vets then everybody starts screaming “Section 8! Section 8!” and other racist crap like we don’t know what dere talkin’ about, you know? Dese people wouldn’t know a Section 8 anything if a damn CHA building fell on ’em. What else does he say?

He says we’re not “sex-positive.”

We’re not what?


Buddy, I’m telling ya this guy never lived here. Ask any-a dese guys in dis bar and they’ll tell ya they are pos-i-tive-ly going to have sex tonight. They’re wrong, but dere pretty positive about it.

No, he means Chicago just has traditional views of gender and relationships and…

Oh and how did dis genius dat lived here for five minutes decide dat?

Apparently a table full of women thought he came off like a real jerk. He interrupted their evening and then he got mad when they didn’t want to talk to him.

Where was dis?

From what I hear, it happened at Estelle’s.

OK, well dat’s his first problem right dere. Nobody goes to Estelle’s to date. It sounds like dis guy thinks Chicago isn’t sex-positive because everyone here is positive dey don’t want to have sex with him and I don’t blame them.

He has some good points though.

Oh yeah? Like what?

Well he says it’s cold, we’re prideful and the CTA is kinda bad.


And we’re kind of insular and a little on the conservative side.

He said that was a good thing, right?

No, he said that’s bad.

See, dis guy never lived in Chicago. Maybe he spent time here but he didn’t live here. Yeah it’s hard to break in here sometimes and people are kinda standoffish at first but that keeps out the dicks. Like guys who move here from San Francisco and expect Chicago ta worship dem because dere talkin’ about how sex-positive dey are.

I think he’s raising some things worth talking about though. We’re way too boosterish. We never talk about the problems of this city.

Excuse me, but dat is horseshit. Fire on da Prairie, Da Third Coast, Da South Side, Division Street, Boss. Alla dose books will gladly tell you what’s wrong with Chicago and dere right. But nonna dem are gonna say Chicago’s problems are because you can’t get laid or da beer’s too expensive.

Fair enough.

So where’s he moving to?

New York.

Wait, his complaints are that everything is too expensive and dating is hard and the transit sucks so he’s moving to New York?


Well good luck to him. Ask the bartender to put da Bears game on, wouldya?

With apologies to Mike Royko and Slats Grobnik

Photo by Flickr user Kylio licensed via Creative Commons

Leave a Reply

Your email address will not be published. Required fields are marked *