DearPrudie: I asked her multiple times if she was sure she wanted the drink, and she said yes. I still feel terrible. Help!
, a freelance journalist and video game writer based in Toronto. His writing has appeared in Vanity Fair, Billboard, and Pitchfork.
Prudie and Thomas dig into letters about how to handle feeling not nonbinary enough for your trans boyfriend, what to do when your friend in recovery comes to your bar and orders a drink, what actions to take if you feel your fiancée has befriended a con artist, what to do when your partner’s lack of direction feels like it’s holding your own future plans back, and how to let a new friend know that even though you declined a last-minute hiking invite you still want to be friends.
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