Reader Questions

Greetings Captain!

I don’t know how to be a good friend to my best friend, who I will call Belinda, right now. Basically, she is living with a friend and Belinda has been flirting with / sexting with this friend’s, who I will call Tabitha, husband behind Tabitha’s back. Tabitha just told Belinda – via email – that Belinda needs to find a new place to live. According to Belinda – Tabitha feels threatened by Belinda’s presence in the house. When Belinda told me about the flirting / sexting a month or so ago I warned her to be careful because I sort of knew this was going to happen. Belinda is (usually) a very good person, but has been put in a very shitty situation due to her (soon to be) ex-husband springing divorce on her suddenly.

I understand her need for compassion, and empathy right now, but I really want to tell her that losing her housing situation is completely her fault, and that I really don’t want to hear about it. This is the second time she’s had to move because of sexual reasons. Belinda was living with a family member, and Belinda dated this family member’s spouse years ago. The spouse apparently hadn’t moved on from his feelings and made things awkward for Belinda and her family member. Belinda moved in with Tabitha, and now all of this is going down.

I don’t know what to say to Belinda. I want to be friendly as I love her dearly, and I KNOW she is a good person. BUT I will not make excuses to her or blow smoke up her butt. I don’t want to be that kind of friend. I don’t want to lose her friendship, but I also don’t want to ignore the messages she’s sending me. I don’t know what to do. Please help.

Don’t Want to Say I Told You So

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Hurricane Joaquin…everybody ok so far? Be okay.


My wife (Carole) and I (Clark) have four children and share our home with a childless couple (John & Priscilla) who I met in college. We’ve done so for roughly two years now with surprisingly little friction.

Recently John talked to me about how he’s come to the realization over the past year that he is polyamorous. The rest of us are not.

John also confessed that he’s had a crush on someone outside the house for a few years and that there are other infidelities over the course of his marriage.

I am having a difficult time discerning if this is actual polyamory (which I am not terribly familiar with) or just rationalization of bad behavior and a desire to have shackles taken off so he can date other women without guilt.

John discussed the possibility of romances (plural his) going forward and not liking the idea of primary/secondary relationship – so in theory these other women would have the same status in his life as Priscilla.

Putting myself in Priscilla’s shoes – this would be hard to swallow. I fear that our happy home is about to be torn and I am hoping for some help with resources / tools I can use to help them both while maintaining healthy boundaries.

(I am not concerned about having random lady friends over with children about – before moving in we all signed a contract that included the right of any one of us to veto someone coming over if for any reason it made us uncomfortable. John will have to get any lady friends approved by his house-mates before they can come over or will have to leave.)

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Ahoy, Captain!

My mother died suddenly earlier this year. She and my father lived in a kinda remote area, 600 miles from my current residence. Pops is now getting ready to maybe think about moving to a zip code that has more humans than cows.
Here’s the problem: Mama and Pops spent most of their 45 years together collecting. We’re talking decorative spoons, commemorative display plates, a pewter powder horn engraved with scenes from the Battle of Valley Forge… Most of it was admired when it arrived and then put away for safekeeping. I have probably laid eyes on only 10% of the tchotchkie iceberg in my lifetime. The majority of the collection is currently tightly packed (Pops loves Tetris) in a 40 foot shipping container parked out back of Pop’s house, the kind more commonly seen on trucks or trains.

Whenever we talk lately he reels off a list of dozens of items, and he starts getting overwhelmed with emotion and memories of Mama. He then demands my siblings and I come and take what we want as soon as possible. I’ve told him the first step is that he has to choose what he wants to hold on to, but he is adamant my siblings and I get first pick because this stuff is ‘valuable’ and they bought it for us to have ‘eventually’. This evening I went on eBay looking for comparable items to the ones I knew were in the shipping container– they have not appreciated in value.

I try to keep collectibles in my own home to functional and useful items since I have a distinct lack of storage, and I have original and commissioned comic art covering most of the walls. Even if I picked out a huge pile of things I wanted, even if I somehow got them 600 miles to my home, I have nowhere to put them.
How do I tell my Pops that I don’t want any of his treasures? Are there scripts? And do you have any suggestions on the best way to support him as he starts downsizing, particularly as I’m so far away?


What Do You Do With An Engraved Pewter Powder Horn

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Hi –

The subject line has most of the relevant details. A friend of a friend (Jane) presented me with a screenshot of messages my boyfriend sent her through a major dating site. The messages themselves are innocent enough (about radio shows and favorite desserts) but whyyyyyyyy are you sending strange women messages on a dating site when we are talking about who we would have in our wedding party? He’s been shitty and distant and “I don’t know if I want this” for a few months, so I’m pretty sure he won’t be upset that I found out. I’m expecting a “You’re right, let’s break up” response, which terrifies me, even though I am so fucking angry right now at him about this. (Super extra fun, the intermediate friend is my boss’ wife, so this is bleeding into work because the friend discussed it with her husband, the boss). I’m so mad, and I want to confront him, but I don’t know what to do or say. I’ve never been in this situation before.

He sent this message three months ago, according to Jane. She didn’t see me until yesterday and didn’t feel like she knew me well enough to get in touch specifically for that, I guess. She said as soon as her Facebook sleuthing revealed he was with me, she stopped messaging him immediately. No reason to doubt Jane.


Not Good Enough, Apparently

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Dear Captain and Awkward Army,

My roommate and friend, Pat, is lonely and under socialized. Not always, but often, when Pat enters a conversation, he does not respond to the organic flow of the conversation or attempts to change the subject. Instead, he will wait until you are fished, then be like “Cool. So anyway, about the story I was telling you before…” and then just keep going. Or sometimes Pat will be like, “Hey, remember that thing we were talking about 20 minutes ago?” and then launch into a story.

Pat’s stories are usually pretty mundane, but in a group of people, Pat will make sure any new person to the group hears the pet story of the day, no matter how many times the other group members have heard it already. Pat is always 100% sure these stories are great and fascinating and will hype them up before telling them. He also seems to be oblivious to signs of disinterest and boredom.

Recently, I had a couple of chatty extroverts over and Pat still managed to dominate the conversation for 2 or 3 hours. I had to leave the room a few times to get a break. This was both exhausting and disappointing because I wanted to catch up with my guests and instead I mostly just got tickets to the Pat show. Though in Pat’s defense, I think my guests were entertained and not put off.

Some of my friends think that Pat is self centered, but I think it’s mostly that Pat is oblivious, eager to socialize, and insecure. Based on some of the stories Pat has told me me, he struggles to make friends and maintain friendships, and due to some of the details of these stories, I think this may be a contributor.

I would like to help Pat expand his friend circle (especially to include people who share Pat’s main interest and would find his stories interesting, since I don’t) but I don’t really want to sit down and have an awkward conversation with Pat where I have to explain that he is boring me and making me tired. It’s not a fun conversation for anyone to have, but Pat in particular has an overactive jerk brain and will likely be very hurt.

I would also like to make an effort to spend more time with Pat, but I don’t want to be talked at for an hour and a half while I feign interest in the ins and outs of Pat’s 18th century literature course and how awesome and smarter than everyone else in the class Pat is.

I know Pat doesn’t come off great in this letter, but he really is an awesome person when he can get out of his own way, and I want to help him.

Thank you so much for taking the time to read this letter.

Signed: Introvert Hides Under Porch

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From the “this can’t really be solved” files and the “I had a few free hours let’s knock some blog posts OUT” files. Hi!

Dear Captain Awkward,

I am having an issue with my boyfriend because he is having trouble deciding who he wants to work on a relationship with, me or his daughters mother.

My boyfriend has a 7 year old daughter her mother is coming back into the picture. She claims she wants to clean up her life from drugs and be back in their life. He told me she was degrading, flakey, cheating, and manipulative towards him. She would make plans to see her daughter and rarely sticks to them because she had been high. She had left my boyfriend and got pregnant, that man went to jail. She went back to my boyfriend and she did this up and back a couple times. Now she doesn’t talk to her sons father and wants to work things out with my boyfriend. He feels loyalty to her because it’s his daughters mother. With us in the begining he moved fast, i met his daughter the first few days of after I met him. He talked futures together and making plans for us, wanting to take our relationship as far as it could go. We have only been together 3 months but we spent much time together, got along great, I grew very fond of his daughter and she likes me. Recent weeks he has become distant from me, less talking, etc. Especially now his daughters mother is becoming more involved recently. He tells me he thinks what he and I have is a good thing. And he really likes me but now he is confused about whether working things out with her and being a “family” for their daughter is the right thing to do. Or if he wants to stay with me and move forward. It’s like he did a complete 180.

I honestly have no clue how to react or respond, I need help on what I should do or think.

Thank you from Baby Momma Drama

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Ahoy Captain,

Several years ago my fiance and I started hanging out with a guy named Devon*. At the time we started hanging out with Devon he was having a lot of personal problems. He was living in a hotel that he could barely pay for, slept all day and stayed up all night, and seems to have had a minor drug problem. Fiance and I, seeing that he was in a difficult situation, invited him to come live with us for a few months.

It’s been two years.

I like Devon, a lot, and I enjoy hanging out with him. He’s a sweet guy and being around him is simple and fun. I don’t necessarily want him to move out, which I guess is good for me because it doesn’t look like he’s going to any time soon.

Devon is now has a job, doesn’t do drugs, and kinda sorta pays rent *sometimes*.

My real problem, though, is housework.

I think it’s only fair that Devon take some responsibility for the house work. I’ve tried to talk to him about this so many times I’ve lost count. He always brushes me off, says he’ll do it ‘later’, he’s tired from work, or that the dishes in the sink aren’t ‘his’.

These excuses are childish the point of hilarity. I don’t argue about whose shit stain is whose on the toilet when I clean it, why does it matter whose dishes they are??. I brought it up again last night and he said “well I keep my room clean”. Well yeah, that’s all fine and dandy, I don’t expect him to clean my bedroom. I DO expect him to help with the kitchen and bathroom, which everyone uses every bloody day.

I’ve tried multiple tactics:

I’ve tried telling him what is expected of his as a member of our household

I’ve tried gentle encouragement

I’ve tried reasoning with him

I’ve tried yelling at him

I’ve tried explaining that it’s not fair for all the housework to fall on my shoulders since I’m not a damn maid

I have even tried boycotting all chores in the hopes that the revolting state of the house would encourage Devon to pitch it. The only outcome of that is, after a few weeks, the house (especially the bathroom) became so disgusting I couldn’t stand it anymore and I cleaned it myself.

What am I supposed to do about the cleaning short of kicking him out? I feel like I have tried everything. It’s driving me completely batty. In the past few months I don’t even bother doing more then a perfunctory clean because everything is always messed up 5 minutes later anyway. Sort of like in that episode of The Simpsons, “Bart Gets an Elephant” where the kitchen door opens on a clean kitchen, swings closed, and opens messy (sorry couldn’t find the gif) [Ed note: FOUND IT]!

Kitchen from Bart Gets An Elephant


I can hear him cooking in the kitchen now and just dread the stupid mess of discarded vegetable parts that will be everywhere in about 20 minutes.

I have been very explicit about my expectations but he just doesn’t hear it. I’ve even asked my fiance to speak to him about it in the hopes that maybe he would be more inclined to listen to an older man. Nothing. Same brush off.


Molly Maid

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