#1220: “Is this guy constantly texting me after I told him not to because he ‘doesn’t understand’ boundaries or because he doesn’t care about them?”

Dear Captain Awkward, I ( 27, she/her) have an acquaintance (29, he/him) who is not neurotypical (he told me this). His preferred mode of communication is texting and he frequently tries to have long, involved text conversations with me. I was pretty tolerant of this at first, but it’s gotten a bit wearing. I’ve told … Continue reading #1220: “Is this guy constantly texting me after I told him not to because he ‘doesn’t understand’ boundaries or because he doesn’t care about them?”

#1216 and #1217: The Weight Of Parental Love and Things And Time And “Help.”

Dear Captain Awkward; Hello! I am 48 years old, pronouns she/her, and having trouble with my parents, specifically, my mother and her hoarding. My mom is trying to give more stuff to me than I can handle, and the lever she pulls to make it more painful is, "but it was your grandmother's." if I … Continue reading #1216 and #1217: The Weight Of Parental Love and Things And Time And “Help.”

#1208: “Question about Mom Friends being too Mothering:” BOUNDARIES SCHOOL is in session.

As promised...more "If you're 'not allowed' to say no to someone, they are not acting like friends" content. I have kept the Letter Writer's subject line as the post title so that readers too can have the "Wait, where is the part where this person is an actual mom" "Oh wait, phew, this person isn't … Continue reading #1208: “Question about Mom Friends being too Mothering:” BOUNDARIES SCHOOL is in session.

May Answers of Varying Length to Short Questions: Part 2 of 2

Continued from the previous post to give me more time to think and help you rest your scrolling fingers. Click below the jump for: Not automatically taking on new volunteer responsibilities when others pile them on, talking to kids about fatphobia and disordered eating, supporting a friend with an alcohol addiction, and bouncing back when … Continue reading May Answers of Varying Length to Short Questions: Part 2 of 2

#1195: How to give a client feedback when the feedback is “You’re racist.”

Captain, my Captain! I've looked through the archives, and while you've answered similar-ish questions, this one hasn't come up before, so I'm hoping you can help! I (she/her) work as a freelance editor and am in a fairly privileged position––I have enough clients that I can afford to be somewhat choosy; I'm white and cisgender, … Continue reading #1195: How to give a client feedback when the feedback is “You’re racist.”

#1189: “Fox News, Immigrant Family, and the F******* Wedding Invite List”

Dear Captain Awkward, I've met somebody lovely and we're getting married in the summer. (My pronouns: she/her, my fiancee's: they/them) I'm thrilled to celebrate with all my family and friends...except one person. My uncle has mainlined Fox News for longer than I've been alive and has selected me, his queer, liberal niece, as a prime … Continue reading #1189: “Fox News, Immigrant Family, and the F******* Wedding Invite List”

#1175: “My teenager says their father (my ex of 1.5 decades) is sending me a V-Day Present. Help!”

Dear Captain Awkward, My teenager has informed me that their father told them he plans to mail me jewelry for Valentine's Day. Their father and I have been divorced for nearly a decade and a half and I've been in three committed, long-term relationships in that time. I have less-than-zero interest in my ex-husband romantically … Continue reading #1175: “My teenager says their father (my ex of 1.5 decades) is sending me a V-Day Present. Help!”

#1147: “My lover wants me to keep our relationship secret from his ex and kids.”

Hello! I'm sorry, this is complicated. I am in my late thirties and have fallen in love for the first time in my life. We have been in love for a year. I believe he is the love of my life, which I have never believed about anybody, and he believes that I am his. … Continue reading #1147: “My lover wants me to keep our relationship secret from his ex and kids.”