What to Wear on Date to Philadelphia

So, let’s say you’ve been seeing a guy who you’re really interested in—I mean, really interested in—completely head over heels for. Let’s say you’re in need of a brand new, super fresh date idea. How about a coffee shop? Nope, did that on your second date. Maybe you go out to dinner? Wait—you two have already done that twice this week. Well, why not take a day trip to the city?

Maybe you’ve already embarked on quite a few dates with this dream man, and you are desperately in need of a new place to go. The city—even if it’s just for a simple day trip—is an exciting way to spend time together. It also can help you to learn more about each other than you had previously thought.

Philadelphia is a wonderful city to venture out to. This is, after all, the city of brotherly love. There are plenty of things to do here, especially if you decide to go to Center City. However, when it comes to dressing for a hot date in this fantastic city, there are a few things to consider.

First of all, while dressing for a hot date in Philadelphia, know this one valuable fact: Philadelphia was ranked in 9th place on the list of hipster cities in the entire country. For this date, you might need to think (and dress) like a hipster. Here are crucial hipster essentials:

  • Those thick-rimmed black glasses
  • A plaid shirt (over an iconic or ironic t-shirt, of course)
  • Anything vintage (like a flower-patterned dress or something you found at a thrift shop)
  • A pair of combat boots (totally popular right now)

Okay, so maybe the hipster look doesn’t tickle your fancy. No need to worry—the Rittenhouse Square is just around the corner.

The Rittenhouse Square is famous for being a super upscale area of Philadelphia. It has a ton of really nice shops, restaurants, and bars where you and your partner can visit. However, once you reach the Rittenhouse Square, you might notice a change in other people’s clothing. Most people in this part of the city are very well-dressed, so to fit in, you might as well wear the following:

As women, looking our best is a very important part of the dating process. Of course, if you want to spend a lazy day at your apartment with your boyfriend, you can definitely pull off the sweat pants and the camisole. But going out in public is another thing—especially if you haven’t been seeing the guy for that long. No matter what, you are beautiful, so dress up to impress him initially and then gradually work your way down. Your date in Philadelphia will be a truly exciting one.

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4 comments… add one
  • Shaun Hoobler Oct 21, 2013 @ 23:07

    Great. Now I know what to tell my wife when go on a Philadelphia date.

    • Marisa Oct 23, 2013 @ 12:16

      Yup! There are lots of fun things to do and see on a date in Philadelphia, and dressing up is all part of the fun! Have a great time, you two!

  • Cailin Oct 28, 2013 @ 15:37

    Wow, interesting and very specific topic! I like how your advice takes the hipster thing into account but still stays classic and cool. Rock on.

    • Marisa Oct 28, 2013 @ 16:37

      Hi Cailin! Thank you. Yup Philadelphia can be a great place for both those you like to classic and cool and those who like to dress like “hipsters.” (or a combination of the two) Lots of diversity with the fashion in this city!

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