Stef and the City

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N Lincoln Ave Unit 400
Chicago, IL 60614

Stef and the City is a Chicago-based matchmaking service that offers personalized introductions and dating coaching to singles seeking meaningful connections. By vetting and screening each client, the service aims to provide quality matches tailored to individual preferences while continuously expanding its pool of potential partners.

In addition to matchmaking, Stef and the City offers a variety of services including dating coaching, personalized social calendars, and singles travel opportunities. Catering to a diverse range of age groups, the team is dedicated to helping clients navigate the modern dating landscape and find lasting relationships.

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3.530 reviews
Photo of Keith F.
Keith F.
10/26/2016

Stef understands how the dating game is played! In today's day and age I am tired of having to play games and not understand why I am not getting call backs. Stef is great at getting not only...

Photo of Sam N.
Sam N.
8/8/2016

"You can't always get what you want but sometimes you just might find that you get what you need" Rolling Stones In my particular case a few years ago you can add that I was not always getting...

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Drew K.
6/20/2019

She is lousy. She thinks bc it's her job title that she knows everything about everything. I have worked with dating coaches before who acknowledge that every girl is different and focus on making...

jess k.
1/2/2020

I feel so lucky to have found Stef. I'd been at my wits end with online dating and wasn't getting anywhere. Upon meeting Stef, I immediately felt a sense of relief as I knew I was in the hands of...

Photo of Alfredo G.
Alfredo G.
10/26/2016

Stef, From the moment I mentioned about security on your site not being up to standards for the transmission of personal information you clearly became agitated and started calling me "Sir" for...

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