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Beauty & Style

5 Perfect First Date Outfits

By Erica Mayyasi

These five style bloggers are no strangers to picking out the perfect outfit; they’ve all documented their inspiring ensembles on their respective blogs and won a loyal following of fans in the process. Now they’re helping us tackle one of life’s great dilemmas: what to wear on a first date!

first date style: maeganName: …love Maegan

Location: Los Angeles, CA
Website: http://www.lovemaegan.com

What she’s wearing:

Dress: Ali Ro (Gilt.com – see invite on her blog)
Shoes: Calvin Klein (Bloomingdales)
Earrings: Vintage (stolen from her mom)
Bag: Deux Lux (Urban Outfitters)

Why it’s her perfect first date outfit:

“There’s one thing I know about first dates and that is that they are awkward and uncomfortable so I think it’s best to wear something that is the exact opposite of that. You don’t want to be yanking a strapless top up or adjusting a belt or making sure a skirt is in place.

You want to be able to focus your attention on your date and not yourself. Speaking of your date, most boys/men aren’t necessarily into fashion. They like it clean and simple and pretty and sexy. I think this is the perfect first date outfit because while the dress is sexy it doesn’t scream “I’m open for business!” – if ya know what I mean. If you’re going to show some leg, keep the cleavage at bay – and vice versa. You don’t want to give away the farm all on the first date. You want him to want more… if you like him that is.”


first date style: emilyName: Emily Schuman

Location: Los Angeles, CA
Website: http://cupcakesandcashmere.com

What she’s wearing:

Blazer: Vintage (flea market)
Tank: J.Crew
Pearl necklace: Forever 21
Handmade shark tooth necklace: From her Etsy shop
Jeans: 7 For All Mankind
Shoes: Seychelles
Clutch: Vintage (flea market).

Why it’s her perfect first date outfit:

“I think my look is put together and casual but the layered necklaces and metallic heels add a flirty touch.”


first date style: jessicaName: Jessica Schroeder

Location: Brooklyn, NY
Website: http://whatiwore.tumblr.com

What she’s wearing:

Jacket: Vintage and from a thrift store
Tank: Target
Skirt: Target
Sunglasses: Urban Outfitters
Shoes: Simply Vera by Vera Wang (Kohl’s)

Why it’s her perfect first date outfit:

“On a first date I want to feel confident, cute, girly and tall. But most importantly I want to feel like myself, which is why this outfit is a perfect first date look. To avoid being too sexy, I like to pick between showing more arms/collarbone and some legs. I like the playfulness of this skirt and how it lets the jacket really shine. The colors, beading and cut of the jacket all send a message to my date that I’m easy going and ready to have fun. This outfit also works for the office (with flats) and moves easily into cocktail hour.”


first date style: rebeccaName: Rebecca Roe, The Clothes Horse

Location: Fort Lewis, WA
Website: http://theclothes.blogspot.com

What she’s wearing:

Jacket: H&M
Dress: H&M
Shoes: From a shop she can’t remember in Japan
Necklace: Handmade by Rebecca

Why it’s her perfect first date outfit:

“This outfit is perfect for a first date because no matter the activity or location these are clothes I feel wonderfully comfortable in; nothing is brand new and I’m wearing my two favorite colors. The movement of this dress never fails to make me feel like dancing and first dates should always involve some sort of dancing…even if it is the secretive ‘happy dance’ at the end of the night.”


first date style: keikoName: Keiko Lynn

Location: Brooklyn, NY
Websites: http://keikolynn.blogspot.com and http://www.postlapsaria.com

What she’s wearing:

Dirndl: Vintage
Blouse: Thrifted (and reconstructed by Keiko)
Belt: Thrifted
Shoes: Jeffrey Campbell

Why it’s her perfect first date outfit:

“My ideal first date involves a hanging out in a park, complete with swing sets and possibly even a kite. The gingham in the dress makes me think of a classic picnic blanket, and the overall look is typical of my everyday outfits. I’d like the guy to get to know the real me, not an idealized version of myself. If I’m comfortable in what I’m wearing (and my surrounding environment), I’m more relaxed, and less prone to awkward small talk.”

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Reader Comments:

26 Responses to “5 Perfect First Date Outfits”

  1. gracee says:

    cute..thanks for the tips!!

  2. Portia says:

    I would prefer Love Maegans type of outfit,they look lovely though. Thanx for that…….

  3. Richard says:

    what of that of guys? let see sample of date outfit for guys

  4. the game says:

    thanks for that but can u help with that of the guys

  5. C says:

    As a girl who has more guy friends than girl friends, I think as long as the outfit isn’t too flashy, sexy or boring, you’ll be OK. If it’s a nice date, wear a slightly more heated version of what you’d wear to an interview. I think more guys could use help in this area. Especially American men! They often don’t dress well and could use some help!!

  6. Toni says:

    they are all terrible

  7. olivia says:

    its nice i like it

  8. zoe says:

    I like Emily’s idea!

  9. Mary Buol says:

    Sured enought……..lo!

  10. peylina11 says:

    they are pretty good u guys are so creative keep it up

  11. jesus says:

    omg! i love black people

  12. michael C says:

    comming from a guys point of view , the first 4 outfits were good that pink outfit was unapealling mabey on some HS girl that wants to fit in , as for men , yes we have a problem in style, but we wear things that we are comfortable in , yes I have 3 tuxs and 2 suits

  13. Victor says:

    I would date love Maegan because she has style. She looks beautiful in everything she wears. After reading her profile I noticed that we have alot in common. Great minds think alike :) Too bad she is married…

  14. Bree says:

    All the outfits are cute, but being over 40, I feel like these may not always be age appropriate or made need some adjustment here and there.

  15. probin says:

    hi,im probin, from AZ,may i know u plz, plz give me your name and adress, and give me your ID also ok, then im chatting with u ok byy see you soon ?

  16. narayan says:

    hi,im narayan from US state, AZ, city PHX,

  17. Osimen dan says:

    Hi am a nigeria guy i will luv 2 hav a nice looking female friend u can call me on, 1238038628645, 08038628645

  18. you all look lovely and so sweet that i love to meet one of you

  19. [...] >> Here are 5 perfect first date outfit ideas [...]

  20. Joshua says:

    I luv all of u & i am looking forward to a good female friend.

  21. jahasil says:

    all of them thinking what will do next

  22. Denise says:

    Keiko, I think your outfit is darling and very appropriate.thanks

  23. ann says:

    they all look sweet, but i think i prefer short gown,or threequrter trowser, and a nice blouse to go with it.

  24. thompson gold says:

    it really cool


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