I hate make-up and uncomfortable clothes too and so never wear them. Don't let anyone talk you into following sexist clothing conventions that don't please you. You'll get much farther in life if you're comfortable with who you are and feel confident in how you look.
For things like job interviews or working in a business environment, you should be able to come up with decent looking outfits which are still comfortable. Loose skirts or elastic-waist slacks, a stretch camisole under your blouse instead of a bra if you don't like bras, flat dress shoes if you don't like heals. If other people think you should be more 'stylish' that's really their problem.
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Things That Make Me Mentally Interesting:
Bipolar II, ultra-rapid cycling with transient psychotic features
ADD, inattentive type
Separation Anxiety and possible PTSD
Stuff That Helps:
Zyprexa, Stelazine, and Dexedrine
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