PIPM: Pretty in Pink Megan: Wardrobe Help

Wardrobe Help

SOS! I got an email from a reader asking for wardrobe advice. I am cracking up at how detailed it is, but I am happy to help!

Hi there!
I just love your blog, it's one of my all time favorites. I love it when you did a fashion Q&A post sometime ago. Maybe you could do it again with a seasonal focus on fall/winter???
I'm a Miami girl so I know nothing about dressing for the cold.
Here are my questions:
1) I have a black tie wedding to go to in NYC in December. What on earth do I wear?
  • Should I wear something long or something short with more coverage on top (i.e. maybe something with sleeves)
  • If I wear a short dress, can I wear black tights with my black patent pumps (they are Louboutin Simple 100s)
  • How opaque/sheer should the tights be?
  • What type of coat do I wear over the dress?
2) I'm going to meet my boyfriends family for the first time this Thanksgiving. His family is very traditonal/conservative and they live in Palm Beach and have Thanksgiving dinner at the country club? The attire is "holiday dressy". What do I wear?
3) What are the rules with patent leather shoes?
  • I'm a lawyer and wear them to client meetings some days or to court. Is this okay?
  • Can I wear them with cocktail dresses?
  • Can I wear them with tights?
I frequently use renttherunway.com for special occasion dresses so if you could suggest outfits from there that would be awesome. But feel free to suggest other things not on there as well.
Thanks so much!!
Okay, as for question number one, this is an outfit I would recommend for a December wedding in NYC:

As for a Thanksgiving outfit for a conservative family, this is perfect:

Both of these outfits are using dresses that can be rented via www.renttherunway.com since the reader said that she frequently uses this website.

Patent leather shoes are so versatile! You can literally wear them with anything. I wear mine with tights all the time. I am personally more of a fan of opaque tights, but you can wear sheer or opaque with most outfits.

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Chloe said...

Oooh hoo, love your picks! Those DRESSES! *dies*

Kristen said...

I love rent the runway! Such a fun idea, espically when I never want to wear a dress more than once anyways!

Krystal said...

These are both really cute outfits! love love love them!

Annemarie said...

Love your choices- especially the Milly dress for the Thanksgiving look!

Ashley Turner said...

I suggested that dotted Milly dress to someone on my blog a while back who was going to a wedding in September... Great minds think alike!

I like opaque more too, but if I want sheer without looking like panty hose, I go for 30 Denier... just sheer enough!

Wendy said...

Those are great dresses. However, Black Tie events require full length dresses, not short ones. I know the rules get bent quite a bit but I am traditionalist...

Puttin' On The GRITS said...

I think cocktail dresses are just fine for those events. I go to a company black tie awards ceremony every year and there isn't a single woman out of 200 wearing a full length dress...and my company is pretty darn conservative.

Samma said...

Unless it's a ball, I always wear short dresses to black-tie events. They are dressier than what I would wear to a cocktail event, and I bust out the good jewelry. I think that short is perfectly appropriate for black-tie, especially if you are petite like myself.

Randall @ Happy For This Moment said...

Having planned and organized many black tie fundraising events, all of the women (or at least the ones who know the trend) wear beautiful cocktail dresses. Long dresses look dated unless it's the tradition to go that length (like a military ball, etc.). Your picks are darling!

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