6 First Date Outfits

first date outfits

First date outfits are always tricky because you don’t want to look like you are trying too hard, but on the other hand you don’t want to look like you don’t care. Find somewhere in between, that compliments your personal style, as well as the occasion. When you find out where you are going on a date, it narrows down your wardrobe choices. Here are 6 perfect first date outfits to try:

6 First Date Outfits To Try

1. Dinner and Drinks

This is the perfect outfit for grabbing some dinner and drinks.Throw on a cute casual dress, your leather coat, and some heels to look perfect for your first date.  This outfit screams cute while not trying too hard.

2. Casual Brunch

first date outfits

A strictly daytime date outfit. High waisted jeans and a tee shirt are perfect for a day time first date outfit. Throw on some fancy sandals or sneakers depending on the destination and you are set!

3. Sporty Event

first date outfits

If you are going to a sporting event, for example a football game, this will be the perfect outfit for you. Dressing comfy, but still stylish with your jeans and white sneakers. You could also pair it with a sweatshirt and a vest if it is going to be on the colder side.

4. Fall Perfection

first date outfits

Fall first dates call for booties and a scarf. This outfit is simple yet perfect for any fall date occasion. With some black jeans and your jacket of choice, you can’t beat this outfit for the fall.

5. Day Into Night Outfit

first date outfits

When you’re unsure if your daytime date will continue into the night, put on some strap heals, a semi fancy shirt and some ripped jeans. Pair this with a purse to match and a jacket for the later hours. Now you have yourself an outfit!

6. Little Black Dress

first date outfits

Perfect outfit for any occasion. You can dress it up, or down depending on the venue, and without fail you will look great! Pair it with a hat, a cardigan, bold shoes, or some jewelry. This is the go to first date outfit, that will never go out of style. 

First Date Tips

Find out who your date really is:


So you get asked out on a date, either online or in person. Do you really know who the person is? Do you have any idea what they are like? If not, run a person search on them before meeting up. This will give you all of the information you need to know about the person, to make sure it is safe for you to go. Now, after you run the search, you can either commit and choose your outfit or de-commit and start searching for other potential date options. Either way, you will know for sure if this date is right for you!

First Date Questions

Once you pick out the perfect first date outfit and run a search on your date, now you need to start thinking of first date questions to ask. Questions can be the perfect first date conversation topics and starters for you to get the date on the right track. Try to relax and not panic. First dates are meant to be fun! Just be yourself and maybe you both will want to have a second date. Here are some potential questions to ask your date:

4 Questions To Ask On A First Date

  • Where are you from?
  • Are you close with your family?
  • What do you do for fun?
  • What do you do for work?

I hope these outfits and tips help you on your next first date. If you enjoyed reading this article check out more on The Grapevine Gossip!

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Corinne Evans
Avid blogger, go-to maid of honor, self-proclaimed fashionista, and not-so-secret watcher of reality television.

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