Stefanie Safran

Dating Coach & Matchmaker

Stefanie Safran is a Dating Coach, Matchmaker, and the Owner of Stef in the City, a Matchmaking and Dating Coaching business focused on an honest and hands on approach. Stefanie labels herself as “Chicago's Introductionista®” as she has over 15 years of experience in the matchmaking industry. Her work has been featured on various media such as: ABC7, NBC5, CBS2, WGN, FOX, The Chicago Tribune, The Chicago Sun Times, The HuffPost, and Refinery29. She holds a MBA in marketing and branding from Loyola University in addition to her BA from the University of Wisconsin-Madison.

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Forum Comments (1)

What do I wear on a first date?

For women, your number one priority should be your comfort! Plan an outfit with shoes that are comfortable. Don't feel like you have to go for a big sexy look. You don't want to feel like you're coming out of your top or your feet are hurting like crazy when you've walked two blocks. Everybody's styles are a little different in terms of what clothes or makeup they like to wear, so you do you! Just make sure not to be overdone with crazy amounts of makeup or jewelry.

Q&A Comments (77)

How do I touch my boyfriend?

This depends on where your boyfriend likes to be touched. However, if you're on a first date with a guy that you aren't an item with yet, a quick hug at the end of the date is usually considered appropriate.

How do I keep her interested between dates?

The most important thing is probably to make sure the initial dates go well. Women are very much looking at if you make an effort. Don't underestimate how important it is to be well-groomed, to have clean nails and hands, to dress a little more nicely than you would if you were just going out with buddies. Also, follow basic etiquette. Don't be on your phone when arrive, and don't sit and text during dates. Instead, be fully focused and paying attention to the person in front of you.

How do you touch a guy?

It depends on your relationship to the guy and what you each feel comfortable with. If you're on a first date, you could give him a quick hug to show that you're a little bit more than a friend. You could also sit a little closer to him and touch his hand a bit.

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Impress a Girl when You First Meet

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Invite a Girl to Your Place

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Not Be Annoying to Your Crush

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