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“Scared to Choose Wrong” started second-guessing her relationship when her fiancé put on some extra weight. A transgender man, who called himself “Aspiring Warrior for Love,” gave up on love because he felt he didn’t fit the standard definition of masculinity.

In this update episode, we find out what happened to two letter writers who let self-image sabotage their love lives. The Sugars find out if “Scared to Choose Wrong” married her fiancé, and they give “Aspiring Warrior for Love” a call to see how he’s changed since hearing the Sugars’ advice more than a year ago.

This episode was originally published on February 3rd, 2018.

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