I recently went to Austin, TX to visit some friends and had to make a decision.  What am I going to wear on the plane?  Do I go with comfy and wear slouchy pants or sweats?  Or do I try to wear something cute that is less comfortable?
I've seen some women in full garb when traveling-- a ton of jewelry, sky high heels, a super cute dress.  They look beautiful, and more power to them!  I wish I was able to be posh when dealing with airplane funk, pushing a stroller and carrying a car seat.
I ended up choosing a jersey maxi dress for the flight.  Comfy and cute!  But not as comfy as sweats, no make up and a ponytail.  :)    I did, however, get to second base with a TSA agent.  HA!  Turns out I was picked to be searched due to the length of my dress.  I guess, theoretically, I could be hiding something under there.  It wasn't a pleasant experience, but not unpleasant either.  It just... was.  (As I told the agent, modesty kind of went out the window the second I went into labor with my son.)  Would I wear that dress again and run the risk of getting frisked?  Absolutely!  I felt cute and the jersey knit was comfortable.  Plus, since it was long, I didn't feel awkward about potentially flashing anyone any of my naughty bits.
 
 
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