Jessica was born as guy but has been dressing up as a woman and hooking up with guys behind his familys back for the past 14 years.  Jessica calls in and explains what it's really like to be living a secret life as a transgender female. She explains how and when she first realized that "he" was really a "she", what it felt like the first time she dressed up and went out as Jessica, how she picks up guys and what she does wiht them sexually and a whole lot more. If you've been following the Caitlyn Jenner story, then this episode is right up your alley. 
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