8 First Date Fashion Mistakes You Should Stop Making

1. Shirts with Messages

Of all the clothes to not wear on a first date, shirts – especially tee shirts – with messages on them are probably the first verboten choice. Whether it's a funny slogan or a political statement, you want to avoid advertising your beliefs or humor on your chest. Later, with someone you're seeing regularly, graphic tees are completely acceptable. On a first date, however, when you don't know the other person's sense of humor or political leanings, you can easily make a bad impression or spark unnecessary tension. For expert commentary on modern style standards, check out Vogue.

2. Revealing Attire

Revealing clothing is also a risky choice on a first date. You don't have to dress like a Victorian or a Puritan, but you will want to avoid anything overly low-cut. Likewise, steer clear of fishnets, extreme mini skirts, and similar statement pieces. You want to make an authentic impression, and if your outfit is overly revealing, it might draw focus away from getting to know you. If you want to experiment with bold fashion choices later on, save those daring new trends for future dates.

3. Daring New Trends

I don't mean that you can't be stylish on a first date. However, this definitely isn't the best time to test out an extreme new fashion trend, especially if you've never worn it before. The golden rule concerning clothes to not wear on a first date is to ensure an outfit looks and feels great on you before wearing it out in public. For more general fashion inspiration and outfit guides, read InStyle.

4. Lingerie

Obviously, you can wear lingerie under your clothes – that's what it's made for! However, wearing visible garters, bustiers, or innerwear as your main outer outfit is generally not ideal for a first encounter. The first time you go out with someone, you want to project confidence and comfort. Outerwear inspired by lingerie can easily give off the wrong vibe when you are just starting to build rapport.

5. Risque Shoes

There are also certain kinds of shoes you should avoid for a first outing, starting with overly risky heels. You don't want to wear six-inch stilettos or clear platform heels. For one thing, you'll be uncomfortable if you need to walk anywhere. For another, extreme footwear can distract from the conversation. Instead, opt for footwear that balances style with walkability.

6. Sandals with Socks

I admit to occasionally wearing sandals with socks when lounging at home, or when long jeans cover my feet. On a first date, however, avoid this combination. While it might feel cozy, what feels casual at home often comes across as sloppy on a date. If you're concerned about footwear comfort, choose polished shoes rather than pairing socks with open sandals, or avoid risque shoes that cause pain.

7. Anything You Haven't Tried on

Concerning clothes to not wear on a first date, you definitely don't want to wear anything you've never tried on before. That doesn't mean you can't buy a new outfit for the occasion. However, make sure you wear it around the house first. Move around, sit down, and check the fit in front of a full-length mirror. Make sure it feels natural and comfortable before heading out the door, so you don't end up wearing ill-fitting clothing.

8. Ill-Fitting Clothing

Those tight skinny jeans, snug blouse, or fitted skirt might look amazing on the display hanger, but that doesn't guarantee they will feel great during dinner. If buttons pull, zippers feel tight, or seams stretch awkwardly, keep that item in your wardrobe for another day. Whether an outfit is too large or too restrictive, it isn't the right choice for date night. Explore fashion tips on Glamour for further styling advice.

Ultimately, dressing for a first date comes down to thoughtful judgment and personal comfort. Choosing clothes that let your confidence shine will make the entire experience far more enjoyable. What is your go-to outfit for a successful first date?