Dating as a Crossdresser

Dating is already hard enough. Adding crossdressing to the mix can make things even more difficult. In this episode we answer a listener question from Natasha who asks "I'm a cis male, straight crossdresser with no intent to transition. After purging and buying clothes/breastforms/makeup for the what feels like the 20th time in a row, I'm done suppressing the femme side of me. The problem lies in relationships; while I've had several girls crush on me, I've never gotten the courage to ask any of them out for fear of ruining the relationship, or them not accepting me. I don't want to be the stereotypical "crossdressing husband/boyfriend" whose girl 'puts up with it and survives.' My question is: What tips would you give a straight crossdresser for finding a potential partner?" 

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Music by one of our favorite bands, the super cool, all-female punk band Jasper the Colossal. Download their new album "Take Your Time" and all their tracks on iTunes.