Halloween Costume Ideas for Girls With Penis Envy

For whatever reason, when I dress up- for Halloween or not-Halloween- I like to either go as 1.) a man or 2.) a woman who dresses like a man or 3.) a crazy old woman. Dressing as someone from my own gender or my own generation just doesn't seem like an option.

I've been this way ever since I was a little girl. I'm not sure what it means, but I have a feeling Freud would have a few theories on it.

So, if you're one of those girls who likes donning a mustache and tie from time-to-time, here are some Halloween ideas to fill that itch.

This year I will be going as two of these costumes combined- Frida Mercury.

For a lot of these outfits, I would tell you to start by looking at the thrift store, but for purposes of the blog, I will share online purchases I have found.

1.) Pee-Wee Herman- The key to dressing like Pee-Wee is getting a suit one size too small. This can be very challenging as it's often difficult for women to find a men's two piece gray suit that is too small for her. 

Believe me, I've tried:

Suit- This suit I found for around $60 on Ebay. It can be tailored to different sizes. It comes from a general men's suit wholesaler, but the seller must have had a sense of humor by pairing up the suit with a red bow-tie. This suit makes me think it's what Pee-Wee would wear if he was cast in a James Bond movie. I found other gray suit options at Gap and Express, but they cost a pretty penny.

Bowtie- $1.49 on Amazon

Shoes- Again, I would look for these in a thrift store, but I found these on Zappos for $46.

Benetint- No PW outfit is complete without the rouged lips and cheeks- $28 (will last you forever)

Hair- As for hair, ladies, I would just try to slick it back as much as possible and draw a little widow's peak in the front.

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2.) Freddie Mercury- Who doesn't want to be Freddie Mercury? He oozed confidence and passion and talent and wonder. He wore whatever he wanted and he got away with it. The costume belowk combines 70's Freddie (sans mustache, longer hair) with 80's Freddie (mustache, shorter hair):

Shiny Suspender Bodysuit-  These are 50% off at American Apparel- $18. Ladies, unless you want your ta-ta's hanging out (which doesn't stop the American Apparel models in the photos), you should wear a nude bodysuit underneath the suspenders.
Shiny Leggings- These are 20% off at American Apparel- $37
Buck Teeth- These puppies are $35 and pretty solid, but I'm sure you can find cheap-o ones in the Halloween store.
Chest Hair- There is something extraordinarily disturbing about that photo below. It looks like a boring merkin. Alternatively, you could just cut up hair from a wig and spirit gum it to your chest or nude bodysuit- $36
Mustache- $8.99 and well worth it...a lady should always stock up on mustaches.
Hair- Again, I would slick back as much as possible or.... I have no idea how to tell you to get that hairstyle above.

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3.) Frida Kahlo- Due to polio that caused one leg to look different from the other, Kahlo wore long billowy skirts that covered her legs. Kahlo wore a lot of traditional Mexican dresses, skirts, and blouses, and rarely went without flowers in her hair:

Blouse and Skirt- Any Mexican dress or blouse and skirt should work for this. You can find them on Ebay or Etsy, but I found this one for $75 at La Mariposa Imports.
Shawl- Kahlo rarely went without a shawl as well- $48 from Frida Fashions
Hair Clip- $16 on Etsy and make sure you put your hair in a braid in the back.
Mustache- Buy two- one to put on your eyebrows and the other to wear above your lip- $8.99
Jewelry- Any over-sized and long costume jewelry should work.

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4.) Annie Hall- The reigning Queen of women's men's fashion. Her look has always remained timeless. The key to this outfit? Confidence. Unlike Pee-Wee, you should find clothing that just a little too big for you, but not unflattering.

Vest- Again, I suggest that you just go to a thrift store for this. Any men's vest and shirt should suffice for this outfit or- $50 at Gap.
Pants- Rummage your closet for those Gap khakis you bought back in 1999 or buy new ones- $44 at Gap
Hat- A purchase that you will wear time and time again- $15.80 at Forever 21
Tie- $9.90 at Forever 21
Sunglasses- $10 at Urban Outfitters