#1255: “I’ve been conscripted! As an unwilling beta reader of somebody’s very personal fan fiction!”

Dear Captain Awkward: Well, not exactly. First, some background: I (she/her) am a member of a Face Book group for fan-fiction readers and writers. I’m a longtime writer of both original work and fan works, so I like to leave comments when people post questions about plotting, characterization, etc. Trouble is, I commented on one … Continue reading #1255: “I’ve been conscripted! As an unwilling beta reader of somebody’s very personal fan fiction!”

#1237: “What to do about deliberately bad gifts?” A post about letting go of some etiquette rules when they no longer serve you.

Hi! I am 28, she/her. My sister in law ("A") is also 28 and my brother ("D") is 31. I have a question about gift etiquette. Last year on my birthday, A and D gave me a bunch of used DVDs. They got me slightly damaged copies of a couple movies and every season of … Continue reading #1237: “What to do about deliberately bad gifts?” A post about letting go of some etiquette rules when they no longer serve you.

#1226: “My Boss Is Overly Enthusiastic About My Need To Pump Breastmilk At Work”

Hi Captain! I’m an adjunct professor at a mid-sized University, a new mom, and I just had a very awkward encounter with my department head. I’m teaching one of the sections of my department head’s courses; so myself, the department head and all the other section instructors meet up each week to discuss things and … Continue reading #1226: “My Boss Is Overly Enthusiastic About My Need To Pump Breastmilk At Work”

#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?”

#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.

#1207: “I moved away from a roommate who treated me like her on-call therapist, but she won’t let go. How can I tell her ‘nicely’ that I don’t want to be friends anymore?”

This is going to be the first of a two-part series on how people who can't hear the word 'no' are not your friends. Hey Captain! I (she/her) just moved out of a group house. I lived with five other people in the house, including a couple (Elsie and Jenna). Elsie (she/her) and I are … Continue reading #1207: “I moved away from a roommate who treated me like her on-call therapist, but she won’t let go. How can I tell her ‘nicely’ that I don’t want to be friends anymore?”

It Came From The Search Terms: The Last Day In May

Hello gentle friends, it's time for that thing where we treat the things people typed into their search engines to find this place as if they are questions in their own right. As is traditional, we begin with a tune: https://www.youtube.com/watch?v=Hi5A9OCAyIk   Then we begin the no-context guessing games and assumptions! 1 "Adult male using … Continue reading It Came From The Search Terms: The Last Day In May

#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.”

Short Answer Friday/Chat – August 3 – Pledge Drive Concludes

Hello, it's on! Patrons can submit questions here (advantage: 1st dibs, more words). Anyone/Everyone can submit on Twitter (@CAwkward, #awkwardfriday), questions close at noon Chicago time, I answer as many as I can and update as I go between noon and 1pm. Whatever I don't have time for gets held over for next week. Comments … Continue reading Short Answer Friday/Chat – August 3 – Pledge Drive Concludes