Tags » Overthinking It

#1117: The Day The D&D Devolved

Dear Captain Awkward,

It is a year since I totally lost it while visiting with my (long distance) boyfriend’s close high school friends who he lives near and I need help making amends. 2,368 more words

Reader Questions

#1113: Weed Allergies, Geek Social Fallacies, and the Gordian Knot

Ahoy Captain,

I am a part of a lovely circle of friends that at its core is good and strong and free of toxicity.

If you graduate out a bit in the social circles, we have a couple of friends that kind of move in and out of the friend group that are prone to dramatics (openly untreated depression because they say no therapist understands them, say things like “I don’t know why anyone even wants to be my friend, I’m a terrible person”, have chosen particular diets but never bring their type of dishes to potlucks so they passive aggressively make comments about having nothing to eat OR the host will make a special dish and at the last minute flake. 1,149 more words

Reader Questions

#1112: "I'm still upset about my brother's wedding toast."

Dear Captain Awkward,

Thank you so much for taking the time to read my question! Here’s the situation: I got married nearly two years ago. For our wedding, we tried to keep things very simple and planned for two toasts, one from each side. 1,032 more words

Reader Questions

#1108: "I got ghosted after re-connecting."

Hi Captain! I’m 22, she/her, and relatively inexperienced romantically, if it matters.

Last summer I met a guy on Tinder and we hit it off right away. 1,013 more words

Reader Questions

#1105: "Why can't my friend just say no?"

Dear Captain,

(Resend with better subject heading)

I haven’t seen anyone write in with a similar story, so sorry if this is a repeat.

Summary: 1,518 more words

Reader Questions

#1104: "Help me reach common ground with my sister-in-law."

Dear Captain Awkward,

SHORT SUMMARY:

I’m trying to find a way to normalise relations with my future sister in law (“Sally”). She has been with my husband’s younger brother (“Bill”) for many years and they’re marrying soon. 2,079 more words

Reader Questions

#1103: "My partner's awkward friend and their requests for reassurance."

Hi Captain!

Tl:dr – What do you say when someone needs you to tell them that you care about them more than you do care about them? 1,687 more words

Reader Questions