In this episode, Kieran Roberts and guest, celebrity makeup artist, Maddyy Pender, discuss the difficulties of dating while transitioning. Maddy, a trans woman, talks openly about her dating experiences and the road blocks she frequently runs into along her journey. We learn why she made the decision to change her gender. And, we learn how transitioning indirectly saved her from a life of drugs and alcoholism. Finally, we find out who she slays, who she kills, and who she would never marry.