I Am Jazz, Season 5 (HD) 

Jazz Jennings opens up about her most intimate journey yet on this season of I AM JAZZ.  Twelve years ago Jazz started her transition to becoming the girl that she has always been, and she dreamed that one Jazz attending her first prom and celebrating her 18th birthday.

Episode #7 Your Girl Jazz Has a Boyfriend (air date: Feb 12th, 2019) 42 minutes
Three weeks after surgery, Jazz already has a boyfriend.  The family is concerned that Jazz is rushing into things, but Jazz invites him to visit her in Florida.  Jazz receives upsetting news about her recovery and is told she’ll likely require another surgery. 
 
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https://www.tlc.com/tv-shows/i-am-jazz/