by Rea Frey

We’ve all heard of Sex and the City. As a female writer, and now, consequently, a single female in the city of Chicago, I’ve dreamed of my own column where I could wax poetic about the woes of dating and the improbability of finding a smart and

Continue Reading Click here..Pretty and the City 02.14.10

Things Not to Say to a Pretty Boy – Part I

We’ve all done it – made a fool of ourselves in front of a hot guy. And if you haven’t, you probably will when faced with someone who is so

Continue Reading Click here..Pretty and the City 02-01-10

Pointers for Pretty Boy Possession

By: Rea Frey

I’ve noticed than an exorbitant amount of interest in the opposite sex sometimes has the opposite effect – except for the men who are completely self-absorbed. Since I am new to dating, as I spent my entire twenties locked in a marriage, I don’t

Continue Reading Click here..Pretty and the City 01-15-10

Famous Pretty Boys

By: Rea Frey

In a world of celebrities, there are a few universal pretty boys (Brad Pitt or George Clooney, anyone?), but how about the quirkier, not so evident pretty boys? Athletes, musicians, roommates, even friends? I am fortunate enough to live with

Continue Reading Click here..Pretty and the City 01.01.10

Where to Meet a Pretty Boy

By: Rea Frey

While Chicago is a Mecca for food and entertainment, there aren’t always a plethora of hot men vying for your attention. While there are places to people watch (clubs and bars), you would be surprised at

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Doing My Job

By: Rea Frey

Never one to turn down something racy, my friend invited me to a Blow Job Seminar in Chicago. At first, I scoffed. “I don’t need to go to a seminar.” But, the curiosity took hold, and I caved. Heading up north to G Boutique

Continue Reading Click here..Pretty and the City 12-01-09

Back to the Diner

By Rea Frey

So, as some of you may know, I made a fool of myself in front of a very handsome waiter at The Chicago Diner. Round two ensued a few weeks later as my friend and I walked four miles to feast on the sweet

Continue Reading Click here..Pretty and the City 11.15.09

Bad Boy Behavior

By: Rea Frey

So, I have this thing for a very bad boy in Chicago. Like most bad boys, he treats me like crap, and I feed off this behavior like a lovesick puppy. But, at

Continue Reading Click here..Pretty and the City 11.01.09

Stop the Internet Madness

By: Rea Frey

This is not a new warning, but forging Internet relationships are bad. I’m sorry, but are you really shocked to find that the guy who tells you the most amazing things via email is lacking in conversation or is

Continue Reading Click here..Pretty and the City 10-15-09