Top 3 Tips on What To Wear To A Coffee Date

My first ever date after I got separated was for coffee… on Valentine’s Day. Yup. Talk about an opportunity for total awkwardness. 

But we were super mature adults about it and cleared the air ahead of time: “I don’t really care about Valentine’s Day anyway. My ex and I never celebrated it.” “We can just pretend it’s just another day.” 

Once we got that part out of the way, I was left with “What to wear to a coffee date???!!!!!!” I hadn’t been on a first date in what felt like centuries.

I proceeded to try on approximately 8000 outfits before almost canceling and then finally settling on jeans that made me feel great, cute ankle boots that I could walk in, and a blouse that felt just dressed up enough for a Saturday at 4 pm. After all, maybe the date would go longer than just a coffee.

(Sidenote: the date did not go past coffee. But I was prepared in case it did!)

My first date outfit was fairly simple, right? The key element was that I felt really good walking out my door and into the coffee shop. I was nervous enough about the date; it helped to not also feel nervous about wearing something new or a type of outfit that I wasn’t used to. 

What to wear to a coffee date?

So as your dating stylist, I want you to keep these things in mind when getting ready for a coffee date:

Tip 1 – What to Wear to a coffee date:

Wear something that makes you feel really confident. You don’t need to reinvent the wheel and try something new: simply your favorite jeans and a nice shirt or blouse work great.

Tip 2 – What to Wear to a coffee date:

Wear something that could be worn to a restaurant if the date extends past just coffee.

Tip 3 – What to Wear to a coffee date:

Please download my 15 Essential Pieces (one for men and one for women) to get some ideas and actual links for pieces to buy for your next first date—the guides are free! 

Bonus: Want even more tips on how to style for your dating life? Check out my Closet Cleanse eBook. The Closet Cleanse eBook walks you through my closet cleanse philosophy and methodology, and includes an organized essentials shopping list, a process flow chart (we love a flow chart!) for deciding what to keep and what to purge, homework assignments to make tackling your closet cleanse a breeze, and the full breakdown of WHY each of the 15 Essentials belongs in your wardrobe, plus tips for what to look for and what to avoid when shopping for each piece.