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Hello Captain Awkward,

Last month my husband and I (she/her) separated; it was my choice and I stayed in the home while he moved out. We were in couple’s therapy for several years leading up to the split and for the last part of the relationship we were living as roommates. For almost the last year, we were on opposite work schedules, so I only saw him 1-2x/week. I have no regrets about ending things and zero interest in getting back together. My ex and I are treating each other as kindly as possible during this transition and there has been no animosity/hostility. All my family and friends say I have been adjusting surprisingly well, but for me the relationship died a long time ago. I have discussed this with my individual therapist (“should I be more upset?!”) but she thinks I am taking good care of myself and I should not be anxious about something that I do not feel.

All this to say that I feel ready to start casually dating again. I have a great job, amazing friends, multiple hobbies/interests, practice self-care, and want to make the most of this summer. I am not looking for a boyfriend or anything monogamous; just looking to meet some interesting people, eat some tasty food, and start having sex again (it’s been months). I signed up for a dating app and started messaging guys which has been fun.

However, I am starting to have some anxiety about telling these men about my separation status as I fear they are going to judge me for jumping into the dating game so soon. I have not put anything on my profile about being separated. Part of me thinks that no one is going to swipe right when they see this, due to the stigma and because I am only 29 years old (“so young, so much baggage!”) Am I deluding myself? Should I be putting this on my profile and being transparent from the start?

I guess I hope once people meet me in person (and see that I am not someone who consistently whines about their ex/failed past relationship) they will not think it is a big deal. My plan was to tell people on the first or second date before too much emotional investment is made. I know I could easily hook up with guys who would not care, however I am not interested in having one-off sex with random dude-bros who only list their height in their profile.

If I should put separated on my profile, any recommendations for wording (besides “Separated BUT WELL ADJUSTED” haha)? The advice from my friends is split and the internet is no help. A lot of online advice says people should not start dating until after the divorce is finalized, but where I live you cannot file until you have been separated for a whole year, which is way too long!

Thanks,

Ready-To-Get-On-With-My-Life

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Hello Captain,

I (she/her) and my partner (he/him) had been together for three years. Most of the happiest moments of my life have been with him, and we planned our futures together. I don’t value being in a relationship for its own sake, and I’ve only ever wanted this kind of thing with him.

In recent months there weren’t so many of those happy times. We were just ok, with some frustration with each other from big outside stresses coming home with us and making home stressful as well. Last weekend I took stock of everything and realized I really did need to change what I was doing at home, that I was taking him for granted, and that he was worth it.

Yesterday he told me he no longer wanted to be with me and asked to move into our spare room while he found somewhere else to go. It appears that he also took stock of everything, and came to the opposite conclusion. He acknowledged the things he was doing to contribute to a tense home life, taking most of the responsibility. I think it’s more 50/50.

I let him know how I felt, and how much of our frustrations were my contribution. I suggested that we could take some space and try to come back realigned, since we both seemed to have had realizations about our habits. He said he felt better hearing my piece, but that he didn’t want to keep working on this.

I don’t want this to fall apart. I feel we’re teetering on the edge. He said he’s not open to trying, but he clamps down when pressured and reconsiders later. Before this he was still saying he was glad we were lucky enough to meet. I feel strongly that this is not totally shut, but it will be if I fuck up.

My feelingsbombs! are a problem, and I need to stay back. Especially as he is in a high stress period at work for the next two weeks. He’s reserved and needs to come around to this in his own time. But “let’s communicate” is my primary mode, and I have FEELINGS. And he’s home still! Which I feel is better than asking him to go now, but I don’t know how to act. I’m terrified of chasing him away. This is my last chance. What do I do?

Thank you

Hiding and Seeking

PS context: I am talking to friends and my therapist to get out the FEELINGS, but it’s more all-consuming than they can reasonably cover.

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It is time to celebrate the mostly-monthly ritual of rounding up the snippets that people typed into search engines to find this place and answering them like questions.

Please enjoy this jazzy bittersweet tune about lost love and memory (When April Comes Again, sung by Mel Tormé).

 

1 “How to get over a long distance crush.”

The good news is you won’t run into them everywhere you go.

The bad news is that many of us carry a little device in our pocket that lets us see what our crush is up to at any moment of any day, and sometimes there are settings on that device and its various applications that give us a little ping when our crush has posted a new photo of themselves looking cute while they live life without us (or some other fascinating snippet of information). We are also able to respond immediately to any communication.

It’s time to stop monitoring them and haunting their feeds. Starve the crush by muting/unfollowing/filtering/turning off notifications. Then throw yourself into something local to where you live, with new faces or old friends, something that absorbs you, perhaps something where your convenient crush-monitoring device is best turned off and tucked in a pocket or a drawer. Unfollowing/disengaging is how you help time and absence do their work.

2 “What someone really means when they say they aren’t taking sides?”

They definitely aren’t taking your side.

They want to keep hanging out with everyone involved in the conflict.

They would prefer not to be a sounding board for your grievances with whoever is on the other side.

3 “Is it rude to invite someone to someone else’s party.”

If you know for sure the host is a “The more the merrier!” person or the invitation says “Bring anyone you like!” and it’s not a formal, invitation-only, sit-down fancy affair, then: Probably not rude! Just indicate when you RSVP – “Yes, I’ll be there, and I’m bringing [Name] FYI, so, 2 adults.” 

However if you’re wondering if it’s rude you probably don’t know the above things for sure, so, checking in with the host first can be a good idea. “I’d love to come to that, is it okay if I bring [Name]?” I’m reminded of the time I invited a few friends who overlapped with a message board community over for my birthday and one of the people announced it in the community chat. Hellooooooooooo, way more people than I’d cooked for, showing up unexpectedly to my home address for a party where I’d already invited everyone I actually liked! (RUDE)

4: “Ask vs. Guess Culture”

The previous question is a good case study for “Ask” Culture vs. “Guess” Culture , right? Here’s the great Metafilter comment that explained it succinctly. And I made a post about it forever ago, in the context of “What Are Advice Columnists Even For?”, but I rethink my assumptions about it all the time.

For the “is it rude to bring someone to someone else’s party” situation: 

“Ask” Culture = It’s okay to ask, it’s also okay to say “no,” which means asker must be prepared to take “no” for an answer. Someone who prefers this way of operating is more likely to say “Go ahead and ask the host, it’s not rude!” 

“Guess” Culture = People don’t ask unless they’re pretty sure the answer is already yes, so asking a host if it’s okay to bring someone to an event creates an implied pressure to say yes. Someone who is more comfortable in a “Guess” culture would be more likely to wonder, “What did the invitation say? What are this person’s parties usually like? What are the accepted rules in the social group around parties like this?” 

One is not necessarily better than the other, tight-knit communities who have ways of checking on each other and caring for each other that let everyone save face have their extremely strong points, though I have a lot of thoughts lately about how hierarchies and systems replicate themselves by being “Guess” (where it helps to know a lot of “unwritten” rules and have “cultural fit” to function there and where asking gets riskier the less relative power you have in the situation or b/c you mark yourself as an outsider). I think about this a lot in terms of social class, disability, neurodivergence, expectations around ‘civility’ and ‘norms’ in political power structures, and also when I think about “traditional” families and cultures where elders have authority and sway. If you’re not supposed to defy the elders, where does that leave people when the elders are the problem?

These aren’t necessarily rigid dichotomies or mutually exclusive states. I lean “Ask” as an adult, but I find “Guess” habits and assumptions in myself all the time (“Everyone already knows how to do x….“Jeez, read the room!” ). I find it fascinating when I find resistance in myself to the idea of just asking a question (for example, see the case of Party Smeagol). However you were raised and whatever you prefer, it’s good to know about other modes of operation, since you might need to adapt to the other in certain situations.

5 “When people ask me how my weekend was I prefer not to answer.”

This situation is what the words “Fine, and yours?” was invented for.

It is the quickest, most boring, expected way to complete the social circuit and get off the topic of your weekend without making it weird.

“But what if my weekend was NOT fine, Jennifer?” Idk, you just said you didn’t want to talk about it. ‘Fine’ = “Nothing to report, ask me no further questions.” If that super does not work for you, try “Nothing interesting to report. And yours?” 

If I casually ask how your weekend was, and you refuse to answer the question at all, or get all Why would you ask me that?” or “I don’t want to talk about it,” I’m gonna wonder about you and your weekend a whole lot more than if you’d just said “Fine.” Were you doing crimes? Are you secretly a sexy international spy?

6. “Roommate lives in basement suite and when I have company comes up uninvited.”

First I’d want to know “basement suite” as in separate apartment or as in basement room in the same house (y’all share a kitchen & other common spaces). The first is more of a neighbor problem, the second is more of a roommate problem.

As a bedrock principle, if I’m home in my house, and a party is happening in my house, I also get to be there, right? That’s probably the default setting? But if my upstairs neighbor is having people over, I do not assume that I am invited to that unless she knocks on my door or leaves me a note to say “Come up for a drink!”

But it’s negotiable, even when it’s a roommate situation. Part of living in shared housing is finding a way to give other people the illusion of space and privacy even when there is no actual space or privacy. There’s a lot of room between “We do everything together!” and “I’m gonna have 3 work friends over for a four-player game, can I claim the living room for myself that night?” You just have to talk about it and actually spell it out, preferably from the beginning. “What do you want to do about having people over – especially if there are times when you want it to be just you and your friends? Can you give me a heads’ up if that happens so I can make other plans or know to give y’all some space?” 

It’s harder to interrupt an established pattern, and probably the person’s just hearing people upstairs and thinking, “Cool, I wonder who’s here?” You can still ask, though. Do it with plenty of notice before the next event. “Can we work something out about having people over? I definitely want you to join us sometimes, so can I text you and invite you specifically when that is? But other times, when I just want to have a few specific people over, is it ok to just give you some notice so you don’t plan on using that space? And then you can do the same?” 

It will be awkward because who wouldn’t hear that and wonder if they’ve ever been actually welcome to anything, ever? The best way to reassure the person is probably to give them lots of notice when you are doing stuff where you want them to hang back, and to actually, enthusiastically invite them sometimes.

7. “I’m not a relationship type of person.”

If this describes you, no worries! You’re far from alone! Find each other! Kiss, or, equally likely, don’t! There are lots of labels and spaces where this will make total sense and you will be welcomed without question.

However, the context that *I* usually encountered that phrase in the wild was from people who would then start doing stuff like showing up at my place and/or calling every single day, wanting to spend tons of time together doing relationship-y activities, expecting a ton of time, kissing stuff, attention, listening to and supporting their hopes and dreams, accompanying them to family gatherings and life events, and acting in a way that is indistinguishable from “being in a relationship”…because we had a relationship, it was  just one where they also wanted to keep all their options open and remind me constantly not to ever need or expect anything from them.

Which is why I would suggest clarifying for yourself: Are you “not a relationship-type-of-person,” or do you not want a relationship with a specific person under these circumstances? Then you can be the right kind of honest.

8. “Should I be jealous my husband watches Game of Thrones.”

I mean, he’s watching it instead of what? You? Killing Eve? I love Killing Eve, but that’s what the DVR is for.

If you can hang out for three more weeks and this one’s gonna resolve itself. Or the jealousy will still be there, in which case, it wasn’t the show, which recently has been about 90% grimy, exhausted people laden down with Ikea fur rugs hanging out in shadowy corridors having feelings at each other and stabbing screaming zombies in almost total darkness (& I say this as an enjoyer). There are possibly easier ways to enjoy Adult Content.

Got GoT opinions/theories/spoilers/a burning need to communicate how deeply disinterested you are that you’re dying to share in the comments? Kindly zip it or better yet, come find me on Twitter.

“I never understood the fuss about…” BALEETED.

I’VE BEEN READING THIS FUCKING DRAGON TALE SINCE 1997, LET ME HAVE THIS.

Three more weeks.

Yes, I realize the querent’s husband might not be all the way caught up on the show, thank you.

THREE MORE WEEKS.

9. “How to know if a socially awkward girl likes me?”

Ask her: “Are you flirting? I think you might be flirting but I can’t always tell.”

“Is this a friend-date or a date-date?” 

Or if you like her, tell her. “I like you a lot. Want to go on a date sometime?” 

She is the only person in the world who knows the information you seek.

10. “Would you make fun of or appreciate an apology letter 20 years later?”

It really depends on what the person is apologizing for. I’d like to think I wouldn’t ever make fun, but then there’s the time a few years ago that someone apologized to me deeply and at length for “breaking my heart” back in high school and I was like, “You did?” High school ended in 1992. My heart is fine.

Some people really do appreciate stuff like this. It heals a wound to know that the person who hurt them feels remorse, that they changed. Others really, really don’t. After 20 years, they’ve moved on, and now they have to think about it again and possibly deal with the feelings of the person who harmed them?

I think for best results the “better late than never?” apology crowd should be really honest with themselves: Am I doing it for the other person or am I doing this for me? Can you be brief, clear, take responsibility for what you did and said, and then leave it in the other person’s hands without expecting a response?

A letter is good because you drop it in the mail and let it go. Consider also that a letter is potentially very creepy because the recipient is now wondering how you found out where they live and if you’re gonna show up there. Find the least intrusive way you can to reach them.

11. “Reaching out to an old ex on her birthday.” 

Smooth. I notice you didn’t use the word “current friend.” As in #10, above, just be honest with yourself about why you’re doing this and what you’re hoping for, ok? And know that the the ex just deleting whatever it is is 100% a possibility, and be cool with that possibility.

12. “Decline last minute work.”

Script: “Thanks for thinking of me, but I’ve already booked that time slot. Is your schedule flexible at all? I could take on something after [date]. Otherwise, good luck finding someone.”

Bonus: If it’s a client or employer you really, really like, and you know people who might be able to help who are looking for work, connect them!

To the client: “Would it be okay if I shared this with a few people who do similar work in my network?”

To the colleague: “Client X just asked me to take on a project, and I’m booked. Would you like me to put you in touch?” 

Check before sharing people’s contact details. It’s just good practice.

13. “Why in a relationship would one partner line up friends to insult the other partner?”

Signs point to the partner who recruits friends to insult someone they claim to love being both really mean and having mean friends. Sorry, you might be surrounded by assholes!

14. “Helping your ex through your break-up.”

My first thought when I read stuff like this: BUT YOU BROKE UP. IT’S NOT YOUR JOB.

I can think of a few legit good ways to help an ex with a breakup, assuming this is a “Farewell good person who was, alas, not right for me” breakup and not a “Never contact me again you controlling shitlord” breakup, are you ready?

  • Have good boundaries for yourself. If you need space and time to get over the relationship, be honest about that and don’t set yourself up to be your ex’s Chief Consoler. If you know you don’t want to ever get back together, don’t dangle that option. Don’t dump someone and then lean on them as your favorite listening ear. Ex-sex can be a fine, healing, understandable human activity, but there are times when you know it’s a bad idea and is going to make the other person have an even harder time detaching. You ceased already, so desist!
  • Be a little thoughtful about how you use social media. Don’t air this person’s private heartbreak everywhere, wait a hot second before you go all #FinallyFree #AtLast #TrueLove with your brand new beau, it’s cool to stay friends with people you met as a couple but maybe give your ex priority in their oldest friends at least until the dust settles, give them a heads’ up if you’re going to be at the same event.
  • Be really fair and kind about money and property. Return their stuff to them promptly and without drama, don’t make them ask or hunt or wait for it. Did someone relocate to be with you, or could someone use a grace period of NOT having to pay half the rent on a place they’re getting booted out of while also coming up with the money for a new place, can you afford to ease the transition for this person a little without stinting yourself? Then do it. If you still have to share living space for a while, be respectful about bringing new dates around.
  • Don’t write to their advice column under a fake name and ask for advice on wooing your new crush.

These tips are from my own experience and aren’t absolutes, you’re not necessarily doing it wrong if you have a different style, helping out financially isn’t always possible (and isn’t an obligation), and all bets are off if the other person was a jerk! But those are some ways to possibly be nice, and none of them involve nursing someone through their breakup with you! You broke up! You get to stop working on this person’s problems and life!

Thanks for joining us for this fun feature. If you would like Daniel & Henrietta content, they are SPACED OUT on catnip right now.

Dear Captain Awkward,

After almost a year of planning, we’re in the home stretch before my wedding day in early May. Everything was lining up smoothly until I reached out for RSVPs that hadn’t been received yet, namely my stepdad, my aunt, and my grandmother (my dead mom’s sister and mother). These are my only family members from mom’s side of the family. And I was informed that none of the three are coming. My stepdad says he “doesn’t feel up to it” but honestly we’re not super close so I kind of get it; my aunt can’t afford it (no loss there, honestly, she’s a pain).

My grandmother at first said she can’t afford to come. When I offered to pay her way, it became “well I just cain’t (said in an East Texas drawl)”. I’m not proud of it but I was sobbing on the phone with her. She then wrote me a passive-aggressive letter, full of “I” statements, talking about how she has all these wonderful memories of going and doing things for and with me throughout my childhood. I’m glad for her to have those memories. Problem is, the memory I’m going to get to keep with me for the rest of my life is that she couldn’t be arsed to make an effort for me. I’m feeling really abandoned and very, very sad. Am I off base here? How do I let this go (short of going in to therapy for it – I already am looking for a new therapist after a little over a year out of therapy because of insurance reasons)? I also haven’t spoken to her since the phone call where I cried – she hasn’t called me, and I don’t know what I would say if I called her. After the letter, I’m not even convinced I want to talk to her.

I guess what I desire right now is to be told I’m not insane to be hurt by this, because past-trauma-brain is gaslighting me super hard right now and I’m tired of crying every time I think about it.

Fucking why.

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Hello Captain,

Two years ago, a friend paid me to critique her novel because I studied writing and know the publishing industry. I agreed to read three drafts of the work. We did not sign a formal contract.

Then I got the manuscript, and it’s terrible on all levels, from prose to plot. I’ve tried addressing the issues tactfully. I’ve suggested good examples in her genre to emulate. She is unwilling to analyze WHAT makes stories good and apply those lessons. From unrelated conversations I know she doesn’t respect people who think about why they like what they like (i.e. my partner). “They take the fun out of things.” She also thinks “time invested=value to others” regardless of the quality of her efforts.

To date, I have read 1.5 drafts and given one in-person, intensive critique session. I have (unprofessionally) delayed talking with her about the work because I suspected (correctly) that even saying, “I’m sorry, but I’m not finding improvements or good technique,” would upset her. I’ve been there, and I know how much it hurts. However, she tunes out anything she doesn’t want to hear.

In my professional opinion, the manuscript is unpublishable and her attitude/ego will not lead to success.

When I finally was direct, like I would be with a non-friend client, she became upset because in her words, I don’t “like” the work. I’ve explained that it’s not about “liking,” but whether or not the work communicates effectively (It doesn’t). I’ve asked what her ideal outcome is, and how she wants me to handle feedback I think she won’t like. When I did, accused me of not taking the project “seriously,” again, because I don’t “like” it.

I realize that delaying so long has eroded my credibility/professionalism, but I feel like we’re at an impasse. I’ve told her I care and want her to succeed, but I can’t help her do that if I can’t be honest.

At this point, I think the best I can do is offer her a partial refund for the incomplete work, with the latest marked-up manuscript and an apology for the delay, then walk away. I don’t know that our friendship will survive. I’m not sure if I want it to.

How should I resolve this, Captain?

Sincerely,
Never Crossing the Streams Again

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Hi Captain,

I (she/her) am 39 years old and haven’t had a real friend since I was 23. Due to numerous instances of abandonment and rejection before and since, I’ve developed a form of Social Anxiety where I panic whenever I think someone important to me might, well, abandon or reject me. I’m working on this with a lot of self-help and meditation, but I need some help with my current situation.

Two years ago, I met a guy my age at work, who is very successful, a young executive at our very large, you’ve definitely heard of it company. Upon discovering that we have a lot in common, and I was struggling with a miserable job situation at the time, he quickly became my mentor, and from there, we’ve become friends.

Here’s where it gets weird. Despite the fact that we talk about deep, personal, obviously non-work related subjects, including things like God, anxiety, self-doubt, spiraling down into dangerous depression, etc., he has refused to meet me outside of work. These deep meaningful conversations occur in 30 minute scheduled meetings once a month in his office. He won’t even give me his personal cell phone number, using his work mobile instead. (P.S. it’s not because I’m a married woman and he’s a married man. We had that conversation. Also, most of my invitations have been for us to do things with our spouses in tow, and my hubby is fully supportive.)

Background on him, he was formerly a soldier in Iraq, and his best friend was killed there. It messed him up pretty bad, and he did go to therapy. He has stated he has no friends (and supposedly he likes it that way). I suspect he erected these walls to protect himself from ever experiencing that kind of pain again. I think he is struggling because I’ve managed to get through his defenses, and he cares about me. He always genuinely appreciates me being a good friend- checking on him when he’s sick, sending him goofy memes to cheer him up when he’s stressed out (which has been a lot lately), etc. The verbal and written work/life barrier has been thoroughly crossed. He just won’t cross the physical work/life barrier.

Anyway, it’s been taking him longer and longer to say no when I invite him out, and it’s obvious to me that responding to my invitations causes him tremendous anxiety. It’s like he really wants to say yes but talks himself out of it. At our last meeting, after turning down my latest invitation (with a “probably not” following a full week of deliberation), he said that he was now willing to meet outside of work, but it has to be something really small, like lunch (which is impossible with his schedule). So far I haven’t found anything small enough, and he’s made no suggestions.

Because of my anxiety, every time he tells me no, I freak out and spend a day or two crying, unable to sleep, etc., until I’m able to get a handle on the negative thought train and shut it down. I’ve considered giving up on him numerous times, but I can’t do it because he gives excellent advice, I feel so comfortable talking to him, he understands my pain, he makes me feel good about myself, basically I need him to talk to, and I feel like he needs my help too. Everyone needs a friend, and I might be the only person persistent enough to keep trying with him, BECAUSE of my anxiety. And he’s SO CLOSE now. Admitting he would go out was huge. But I’m also frustrated and tired of the roller coaster ride of emotions (as is my husband.) To make matters worse, I turn 40 in two months and all I wanted was to be surrounded by friends, but I can’t even get one friend and his wife to go somewhere fun for an hour and have dinner after. I’m having a hard time staying positive. What should I do?

-Best Friend by Default

Dear Best Friend by Default,

I preserved your email subject line, for the most part. There is…a lot…going on here, and I am going to try to be as gentle and helpful as possible, and I am going to turn off comments (you…do not…want to read them, trust me), but I do not think you are going to necessarily like anything I am going to say.

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Good morning! We’re doing the thing today!

To ask a question, patrons can post to this thread and anyone can reach me on Twitter (@CAwkward, #AwkwardFriday). Submissions close at noon Chicago time, at which point I’ll answer as many as I can between then and 1pm.

Comments are open! So many great questions! Thanks everyone.

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