Dear Captain Awkward,

After a very painful marriage breakup and over 10 years of not dating (for many reasons including mental breakdown, SSRI sexual side effects and being too scared to go back into that shark pool – and yes, I’m currently in therapy) I’ve recently started online dating.

At the end of a recent (first meeting) coffee date, the man indicated that he would like to see me again, but then rang a few hours later to say that he had changed his mind. I am totally ok with him changing his mind, but the call made me feel quite uncomfortable because he seemed unable to just say what he needed to say then get off the phone. I assume he was trying to be polite, that perhaps he thought it was more chivalric than sending a text message or email or just dropping off the face of the earth, but I would actually have preferred one of the more impersonal methods in this setting, where I hardly know the man and am never going to see him again anyway.

My question is whether I should be upfront about my preferred mode of rejection while we’re still just emailing or texting, or whether it’s silly and preemptively negative to bring up how we’re going to end things before we’ve even met, and I should just learn live with the fact that all rejection will be at least a little bit painful.

Scared of the Shark Pool

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Hey Cap, ive got some girl troubles i hope you can help me out with. So a couple years ago i got the pleasure of meeting a girl, me and her would hang out almost daily and we became very close, we were extremely flirtatious and everbody thought we were together. But a few months into our friendship our communication went a little cold and we stopped talking for a little while. I then had a brief relationship with someone, and so did she. Its now a year later and we have been hanging out again and i brought up the courage to ask her out. If i would of done this when we were closest back then it would of been an instant yes i believe. But now she is really hesitant, scared of being hurt, and losing me as someone she can talk to. I want some cold truth here should i keep trying or move on?


I’m so sorry that you seem to have missed the window on this one.

You saying “Hey, I’ve always really liked you and I’m glad that we were able to get back in touch. Do you think we could give dating a shot now that we’re both single?” is brave & cool. There’s absolutely nothing wrong with saying it, and there’s nothing wrong with her hearing something like that from a good friend and needing some time to process and perhaps mentally reframe things a bit before committing one way or another. I think the smart thing for you to do now is to treat anything less than “Hell yes!” as “No, thank you” and give her some space. “I had to ask, I only want you to say yes if you feel 100% great about it, so why don’t you think about it and we’ll talk in a few days/weeks/whenever you like.” Giving her and the whole matter some space will be good self-care and good care for the person you like.

It’s also a good tactic for getting to the heart of the matter. If she does like you back, if she is just sort of processing doubts aloud because she wants to be convinced, I think it’s good for you to bow out while she comes to her own conclusions and refrain from trying to convince her. People don’t forget being asked out by their friends, phones and email work both ways, and if her answer to your question a week from now is “You know what, let’s go for it,” she knows how to find you. You being respectful of her reservations isn’t going to lose you any points if this thing is meant to be, and if it’s not meant to be bowing out gracefully is a way of assigning yourself some grace and coolness points even in the middle of something that feels sucky and awkward.

Hi Captain,

I’ve been with my boyfriend for 3 years. We are both in our early thirties. When I first met him, I thought he was very attractive, and I still do. I like skinny dudes and he was skinny when I met him. About seven months into our relationship he put on about 15-20 pounds, which I found less attractive. His stomach was no longer flat and he carried weight around his middle in general. I expected him to lose it quickly, but he didn’t. Eventually I brought it up and he said I should have just said so and that he hadn’t really noticed, and that he would start a diet and exercise more.

It didn’t stick for long and since then every few months I ask him if he is still on his diet (which is all I do, I don’t bother him about it otherwise) and he gets upset and says yes (and sometimes no) and we had a fight about it recently where he said he wants me to stop asking.

I have stayed the same size, and I know he would not be super happy if I put on weight, since his preference is strongly skewed toward very thin women. I feel that while I do maintain my weight for my own sake, I also do it because I know he likes the way I look and I want him to be maximum attracted to me. That it’s been over 2 years makes me feel that it doesn’t matter to him if I am maximum attracted to him.

I am having a hard time distancing myself from this and figuring out what is right. I am a very goal-oriented person and also a “pusher,” one of those best/worst qualities — on the one hand, I always try my hardest at everything and I’ve accomplished some good things because of that, but on the other hand I also find it difficult to just let other people go at a slower pace and not micromanage. I try to rein this in, but I can’t tell if it applies in this situation. I want my boyfriend to stay in (reasonable) shape as we get older, but when I looked in the archives, particularly at #284, I saw people calling this mentality terrible and controlling (although I don’t think I’m like that guy, who sounds like he wants a different girlfriend. I don’t want a different boyfriend, I just want him to look a little more like he did when we met). Should I just deal with it, or is there a better way to approach this issue?

Thank you.

– sad, possibly a jerk

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WordPress has changed the way that it displays these, but I have remembered to periodically collect the good ones. Let us now answer the search strings that people typed in to find this blog as if they are actual questions in the traditional way.

1) What does “I told you its over between us” mean

Rough translation: It is over between you, and the person would like you to stop doing whatever it is that you’re doing (calling them, hanging about, inviting them to stuff) because they want their relationship with you to be past tense.

2) My UK wife opens the front door naked

Sure she does.

On the off chance that this is a question and not a fantasy, a) does it bug you b) have there been strange consequences, like, with delivery people or neighbors c) have you tried asking why she does it?

3) When he criticizes your dress

“He” is being a jerk.

4) How to seduce a girl with chats

I don’t give seduction advice, but let me try to help you out at least a little bit:

Make friends with spelling and grammar and you will set yourself apart. Remember that dirty talk is fraught with peril and that one person’s sexting is another person’s staged reading of hilarious things out loud to their friends. Pay attention to what that particular girl likes and take your cues from her.

5) He mistreats me but his family loves me what can I do.

Mistreatment is never ok. I hope you can get away from him.

6) Boyfriend trying to make me better

Better, as in, no longer sick with the flu? Or some flavor of “improved” as a person?

One of these is acceptable. Hint: It’s the one that involves rest, broth, and marathoning Slings & Arrows.

7) How can u win a girl u love but have never met

Meet her and get to know her. Tell her you’re interested in her, but hold off on talk of “love” until you actually know her – that’s kind of intense out of the gate and it doesn’t work the way it does in movies. See what she says about that.

8) What does it mean when you only talk to someone when you’re sad

This may not apply to you, but one of the most common letters I get is a version of “Someone I care about is going through something really hard, and I want to be there for them, but I feel like their unpaid 24-7 therapist and it’s way too much for me. But I’m afraid that if I disengage, they will take it very hard because they don’t have anyone else to talk to.” Even people with the best of intentions can fall into unbalanced patterns and habits of communication. It’s great to have willing sounding boards and crying-shoulders who have your back in a crisis, but maybe re-evaluate this dynamic a little bit and call/text/chat/see this person when you are in better spirits sometimes. Seek out a therapist or counselor who is trained to really absorb and work with your sad feelings, or try a daily ritual of dumping your negative thoughts into a journal. See if you can leave some of your problems there so that you can be more present for your friend and have more reciprocity in your relationship with them.

9) My wife like to call me captain

Aye aye

10) Roommate repeatedly enters my room without permission

Animated gif of a girl riding an octopus and saying "nope!"

Install a lock. Say, “I do not want you to ever go into my room.” Start looking for a new roommate if this is not respected.

11) How to reply to a compliment from a friend

“Thank you” is the simplest and the most common/expected response.

“Please don’t compliment my appearance, it makes me uncomfortable” if you’re at work and it makes you uncomfortable.

12) How do you handle someone who invites others to your party without your permission

Tell them bluntly, “It’s not cool for you to invite people to my party without my permission, at least ask me!”

If they apologize and understand why you are upset, issue solved. If they try to explain to you why it’s not a big deal, don’t invite them to things anymore.

13) I’m not interested stranger facebook

If a stranger messages me on Facebook with anything remotely flirtatious –an overabundance of compliments, “I’d love to get to know u”, or most hilariously “hey” (as in, ‘I have done the work by reaching out, now, entertain me, woman!’), I don’t say I’m not interested. I skip straight to “Block.” In my experience, any attempt to say “Hey, do I know you/you’re coming on kinda strong” just leads to an annoying conversation where they get super-mad at me for not wanting to listen to their sales pitch. YMMV.

14) Become ambidextrous

Now you have me Googling this. Science seems to say “don’t.”

15) Sex with my captain

If you are in the armed forces having sex with someone in your chain of command is a very bad idea and could lead to career consequences for both of you.

16) When you see the real person and they are mean and 17) Someone whom always make u feel like shit

Disengage from them. Spend time with people who make you feel good.

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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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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I’m pretty young (17) and my boyfriend of two years is now 28. We met through this sport which is really uncommon where I live and we were happy for the first year but since my parents got a divorce I’ve been feeling worse for every day. Now I don’t feel welcome in any of my homes mainly because they think that I spend too much time with my boyfriend (let’s call him J). So all in all I feel stressed because i don’t feel at home anywhere, I feel sad because my boyfriend is more about us being together all of the time than I am (though is was like that too like a year ago) and I recently started feeling suffocated, and that I want to be able to go out clubbing and exploring myself (also sexually and meeting other people, yes).

I just feel that he’s getting on with his life and that I still haven’t lived mine, so even though I love him and he loves me, I feel like I am wasting his time everyday since he’s looking for something real and is not exactly getting younger. At the same time he’s the perfect boyfriend who can always make me feel better when I get stressed out over family, school, job, this sport and more and if this wasn’t about him, I wouldn’t have any problems because he’d keep me happy and help me through this.

I can’t help but feeling that if it wasn’t for this particular sport which means the world to the both of us, I probably would break up and live my life for a couple years, including getting my own place, drinking at clubs, maybe study in a different city and get some tattoos (which he doesn’t really like but never holds against me). I don’t know what would happen if we broke up, maybe we’d just hold some distance for a while and then go back to normal, or one of us would have to quit.

This break up feeling is new though, it came when things got so much worse at home, so I can’t help but wondering if I’m projecting my feelings of betrayal and slight disgust that I have towards mainly my mother, onto him. I really don’t know what to do because my parents are too partial in this, none of my friends understands the extent to which this could destroy my life within this sport and how I don’t want to waste his time and I am just a wreck.

J also has to live in a relationship with someone completely unstable who breaks down in tears everyday which of course is worse for me, but it must be weary on him as well. I just feel really bad because he has always treated me like a princess through everything and has kept me sane through my parents divorce. But at the same time I want to LIVE! Find out who I am without him. I also know that I’m pretty unstable from 7 years of bullying and a manipulative relationship before him so thats not helping either…..

I just don’t know where to keep all of there thoughts because everytime I let them out I break down in tears..

Please help!

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