How to initiate a date with a guy

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How to initiate a date with a guy

Tue Apr 07, 2026 11:35 am

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Article about how to initiate a date with a guy:
That&#039,s a huge accomplishment by itself, but now you&#039,ve got to show them a great time to get past that first date—what&#039,s a guy to do? With the proper planning,... 21 First Date Tips for Men.

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This article was written by Stefanie Safran and by wikiHow staff writer, Dan Hickey. 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. There are 14 references cited in this article, which can be found at the bottom of the page. This article has been fact-checked, ensuring the accuracy of any cited facts and confirming the authority of its sources. This article has been viewed 66,860 times. Congrats on successfully charming someone into going on a date with you! That’s a huge accomplishment by itself, but now you’ve got to show them a great time to get past that first date—what’s a guy to do? With the proper planning, conversation skills, and followup, chances are you’ll sail through your first date and have a second one lined up before you know it. That’s why we’ve consulted dating experts and put together a handy guide to everything a man needs to know and do to ace their first date. If you’re ready to impress, keep scrolling! This article is based on an interview with our dating coach and matchmaker, Stefanie Safran, owner of Stef in the City. Check out the full interview here.













how to initiate a date with a guy

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