How do you deal with people who lie, overshare, or don't respect your feelings? Hilary confronts the reality that the people she meets on the apps might challenge her trust while looking inward at how her baggage affects her interactions. Older daters are covered in scars. Some heartbreaks and hang-ups significantly influence how we connect with others. So, how do we protect ourselves while trying to be vulnerable with strangers?

An Hilary takes a hard look in the mirror and considers her relationship with her body and sexuality. With the help of sex therapist Tanya Koens, she learns how to overcome the trauma of her past and embrace pleasure again with someone new.