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Roommates

It Came From The Search Terms, April Showers Edition

Every month(ish) I answer the questions people typed into search engines to find this blog. Except for adding punctuation, I don’t change the wording. Enjoy! 1. “Mother-in-law hates me. How do I tell her I’m pregnant?” That sounds like a job for your spouse, her (presumably) son, who should be doing all or most of […]

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#546: Counter-Intuitive Friendship Fixing Advice: The Be Nice To Yourself Project

Dear Captain Awkward: My very best friend and roommate acquired a boyfriend and I’ve become a bitter, jealous, monster. I never, ever thought I would be one of those jealous, possessive friends, but it turns out I am. We are very wonderful friends and roommates and are happy and enjoy each other about 90% of […]

#544 My extroverted roommates come and “kidnap” me when I want to be alone.

Good news, everyone! The first issue of Story Club Magazine is out. Go read my story and others from Chicago writers & performers! I especially love this piece, from J.H. Palmer, about the tiny kindnesses from strangers that knit us back together when we’re coming apart. And if you like stories and Live Lit readings and […]

#528 Reaching out (and coming out) to exes after a long time away.

Ahoy Cap’n, This isn’t a particularly dramatic question, but I’m stumped. I’m a dude who would like to say he’s in his mid-twenties, but probably can’t anymore. For a long time, I would have said I was straight. I was attracted to women, dated them and had relationships with them.  Then, a couple of years […]

#523: Life with a no-good, very bad terrible driver

Dear Captain Awkward, I have a wonderful fiancée.  She’s compatible with me in every single way and we’re looking forward to starting our lives together.  Save one little thing.  She’s possibly the worst driver in the world and I can’t get my license until awhile after the wedding for reasons I prefer not to get […]

#506 & #507: It is 2fucking0fucking1fucking3, so why is it so hard to divide up household chores?

Things you should know going in: This is a two-for. I am not calm, collected, or unbiased about this topic. #506 Dear Captain Awkward, Been married 14 years, I think happily. We are affectionate, and sympathetic to each other’s problems, and want to help each other out. No kids. My problem is that I’m unhappy […]

#468 and #469: “Hey, knock it off”, or, Constructive Conflict, Continued.

Jolly’s great comment to Monday’s post is going to be very relevant to these seemingly very different questions: “You also don’t necessarily have to bring some of these things up in one big confrontation about The Whole Pattern Of Her Sucking. You could just make a point of standing up for yourself when she does […]

Cohabitation Situations: Ambivalence Deliverance (#451) & Eviction Prescription (#452)

Before we jump into sad, serious things, Gollum dreamed a dream (of coming to your party?) Courtesy of my friend @spyscribe. You guys watch The Lizzie Bennet Diaries, right? Now, some letters about living situations gone bad (#451) and very, very bad (#452). Dearest Captain, I need some help with relationship ambivalence. It’s been 3 years […]

Hiatus, Holiday Open Thread, & #389: Friendly Social Coercion is Still Coercion

Hello! I have a backlog of something like 300 unanswered questions in my inbox. I also have some travel, work deadlines, and life stuff that mean I will not be posting here or checking blog-related email until early November. I will try to clean out the spam filter every other day or so, but I’m […]

#353 & #354: Bathrooms, Butts, and Boundaries

Thanks to everyone who came to yesterday’s gelato-eating and gab session. The best part was sitting at the table and being able to identify who was there for the meetup by their 1) excellent fashion choices 2) friendly demeanor and 3) carrying-of-books. I’m sure we’ll do other Chicago-based events, though as a reminder, you don’t […]

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