Category: Relationships

#1263: “I apologized and it made everything weirder. What’s really going on?”

~ JenniferP

Dear Captain, I've looked in the archives for something like this, but I couldn't find anything. What do you do when you apologize and it seems to upset someone even more? I (she/her) have an ex (he/him), and we have recently reconnected after a breakup and period of no contact and are trying to be … Continue reading #1263: “I apologized and it made everything weirder. What’s really going on?”

#1260: “How to maintain boundaries within stressful family relationships during COVID-19 lockdown?”

~ JenniferP ~ 36 Comments

Hi Captain, My mother and I have always wanted different frequencies of interaction. After I moved out for university, at a holiday party my mother announced the only gift she ever wanted from me was daily phone calls - even her friends were incredulous. She tends to call any hour of the day, hitting redial … Continue reading #1260: “How to maintain boundaries within stressful family relationships during COVID-19 lockdown?”

#1257:”How do I navigate the transition between romantic relationship and friendship with someone who’s really (platonically) important to me?”

~ JenniferP ~ 100 Comments

Dear Captain, I had a friend I first met about 15 years ago. We got on amazingly well: mutual friends called us “one mind in two bodies” because our personalities were so similar. We understood each other almost perfectly and could talk and laugh for hours about things nobody else quite got. We then had … Continue reading #1257:”How do I navigate the transition between romantic relationship and friendship with someone who’s really (platonically) important to me?”

#1250: How do I support my (very-recently) ex-partner through his complex grief?

~ JenniferP

Content note: Mention of suicide Dear Captain Awkward 2 weeks ago my boyfriend (he/him/his) of 2 years made the decision to break up with me (cis/female). I moved out of our shared house and back with my parents and sister. I did not want the relationship to end and I hoped we could have worked … Continue reading #1250: How do I support my (very-recently) ex-partner through his complex grief?

#1247 “I went no-contact with my mother and it’s turned her into a bogeyman”: Anxiety, Anticlimax, and the Aftermath of Estrangement.

~ JenniferP ~ 197 Comments

I've gotten a bunch of letters about family weirdness and estrangement and boundaries (weird, almost like there was a series of events in the last month that forced a lot of family togetherness, can't think would have caused all these old wounds to re-open at the same time? 😉 ) and I'm going to put … Continue reading #1247 “I went no-contact with my mother and it’s turned her into a bogeyman”: Anxiety, Anticlimax, and the Aftermath of Estrangement.

#1246: “Partner with lots of expenses and little income.”

~ JenniferP ~ 1 Comment

Hey Captain Awkward. I read some of your responses to other writers who had concerns about their partners’ finances, and I feel like this is related but not quite the same. I’m stressed about my boyfriend’s money management skills and how I can help him without getting myself into a bad financial situation. I also … Continue reading #1246: “Partner with lots of expenses and little income.”

#1243: “Broaching a service dog with dismissive family.”

~ JenniferP ~ 120 Comments

Ahoy Captain, This past year I (31/F) finally received a diagnosis for what I've been struggling with for over half my life. I have Complex PTSD/PTSD (I'll spare you the differences and overlaps) (Ed. Note: No worries! I, Jennifer, will link people to a basic explainer.) Encouraged by my therapist I shared the PTSD with my … Continue reading #1243: “Broaching a service dog with dismissive family.”