Caitlyn Jenner Transitioning Back To Male – Wants To Be Bruce Again? Caitlyn Jenner is transitioning back to male according to a shocking new report. Star magazine claims that the transgendered Olympian turned reality star isn’t happy as a woman and plans to transition back to Bruce Jenner. An in-depth report by Star magazine claims that Caitlyn Jenner is regretting her decision to transition and as a result, is more unhappy than ever before. Despite all the attention Jenner has received for her very brave transition from male to female while the world watched, a source told the tabloid that Caitlyn has never felt lonelier. According to the report, Caitlyn is not overwhelmed with romance. Actually it is quite the opposite and the E! Network reality star can’t seem to decide who to date. The whole situation is just awkward because Caitlyn is female now but still loves women.