I didn't have any specific costume, I just went to my university dressed as a girl. I know this might be controversial or against many of the opinions of people here on this site, but for me, crossdressing isn't what I am. It is an activity I enjoy not a separate persona.
That being said I had a great time. A good female friend of mine, that doesn't know I crossdress occasionally, helped me pick out an outfit. I was on my feet, walking around in 2" boots, that I found in a thrift store and fit me perfectly, for 10 hours, but for some reason it didn't hurt me really at all. Did I mention that this was my first time in heels of any sort? I didn't get my makeup done, so my face was pretty clearly male, however I did cause almost all of my friends at the university to do a double take (aka checked me out then recognized my face :P).
I even had a female friend of mine say that "You make an amazing women. Where did you get that sweater? I have the same one" and even the person who helped me pick out the outfit was impressed.
Anyways, here are the pictures. I don't have really any from the University, however I did take some at home, and some after I was out. Sorry about the low quality, my new camera is not working right now.
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And seeing as none of those photos really captured my leg/footwear
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All in all one of the best Halloweens I have had so far, I didn't get a single negative reaction. On the way home I even needed to pick up something from the grocery store and even walking around a store, dressed as I was I either passed or nobody cared about someone crossdressing on Halloween.
I did learn a few things though:
1) I am a size 10 10.5 in womens shoes. This is really fortunate because this is pretty much the largest size you can find in thrift stores.
2) Walking in heels (at least 2" ones, I really want to see if I can handle taller ones now) is not as hard as people make it out to be.
3) It is hard to carry things with you when you don't have pockets.
4) A bra, and some homemade rice breast-forms are AMAZING compared to trying to wing it with anything less.
5) Buying womens clothing (including leggings and bras) in stores/thrift stores is simple, almost nobody cares at all (although that is prob because it was the day before Halloween)
6) A long sweater, leggings, and calf boots are all actually surprisingly comfortable. A incorrectly sized pushup bra ... not so much
7) A heel, even a 2" one, makes your legs and ass look much, much better.