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Captain Awkward’s Dating Guide for Geeks

It’s been a long time since we’ve looked into the abyssthe internet’s unfiltered Id… the words that people type into their search engine windows in order to find this place. Good news, Patreon contributors met the first monthly goal, and this will be coming back as a monthly feature. Shall we dance?

1. “Colleagues surprised I got promoted.”

And they point out their surprise? To you? Depending on my comfort level & closeness with the people in question and the likelihood that they’d have the grace to be embarrassed, I might say something like “Thanks for that astounding vote of confidence, Marian!” to help everyone laugh off the moment. I might also call no attention to it and pretend I didn’t notice, based on the fact that sometimes people have weird reactions to things when they first find out about them and do better when their first reaction can be private.

Now, if they keep bringing it up after that first announcement, like, “I was so surprised they promoted you and not Andy…” – it’s time for a wicked smile and “And yet…here we are!” (+ subject change).

2. “Can I ask neighbours not to be on my drive.”

Yes? “Please don’t use my drive, thank you.

3. “My mother died without resolving our strained relationship or saying thank you.”

We all die in the middle of something unfinished.That SUCKS and I’m sorry for the loss of your mom and for the loss of the chance to make things right between you. It sucks to be grieving someone when you’re bouncing back and forth between grief and anger and regret.

I hope you will honor your mother’s memory and your own experiences with your mom (the ones that made you need to keep your distance) someday when some more time has gone by. Write her a letter of all the things you wanted to say to her, but didn’t. Write the letter back to yourself that you wish that she would send you, the one where she says, “Thank you” and “I’m sorry” and “I understand.

Be kind to yourself.

4. “Why would a man tell you he will take you out for coffee once in a while, even after breaking up?”

Maybe this man has some idea that you’ll still be friendly. Only he knows for sure, so before you say yes you might ask him: “Hey, was there something in particular you wanted to talk about over coffee?”

Before you go, ask yourself:

Do you want to go out for coffee?

Do you want to stay in contact, or would you benefit from a clean break?

Do you want to go even if it doesn’t really mean anything special about your future together?

5. “People who care about grad school too much.”

Duuuuuuuude. Seriously. What is it with grad school, being all expensive and intense and competitive and interesting and stuff.

(I have no good answer, sorry. Grad school: It’s absorbing.)

6. “She says, ‘Not now, sorry’ when I want to talk with her.”

My best guess is that she is busy and doesn’t want to talk right now.

Try saying, “Ok, let me know when it’s a good time” and then going and doing something else with your time for a while.

In a good [romance][friendship][artistic collaboration] she’ll come find you when she’s ready.

7. “My brother is an insufferable ass.”

You can’t choose your family. Can you limit the amount of time you spend in his company?

8. “If my boyfriend forces me to change my appearance”

Is this one of those fill-in-the-blank scenarios?

“If my boyfriend forces me to change my appearance, and it is not a matter of life and death because we are on the run from an international spy ring, then I should dump him for being a controlling jerk!”

People who “force” you to change important things about yourself are not on your side, Young Googler. Please love yourself enough to get away from this person.

9. “Why is my boyfriend really aggressive about me wearing makeup?”

The simplest explanation is that he does it because he is a controlling asswipe. See #8. He is literally trying to control your face. 

10. If a family member shuns you, do they ever think of you?

Maybe? Sometimes? Without action on their part, it’s hard to know.

11. “I found my grandmother’s sex toys.”

Yes! GET IT, GRANNY!

My best suggestion is: Put them back where you found them and act the way you’d like Nana to act if she stumbled across your sex toys (i.e. “quiet” & ” discreet”).

12. “‘Sorry I can’t date you’ message.”

I like replacing “can’t” with “don’t want to” or “am not interested,” if you feel safe to do so. “Can’t” implies circumstances beyond your control, like, “I would totally date you, but this tornado just spirited me away to the land of Oz, so I can’t.” That little window of ambiguity can send a persistent lover into a tizzy of looking for ruby slippers that will click you back to Kansas when really you just want them to leave you in this Technicolor world where it’s not the Great Depression. Whereas, “It’s nice of you to ask, but I am not interested in dating you” is clearer and more specific.

13. “Are all bad girls confident?”

Marie Claire’s former pillock-in-chief Rich would have it so. I need a better definition of terms. What is a ‘bad girl,’ exactly?

14. “How many times should I invite myself to stay as a house guest?”

This is my personal house-guesting code as a 42-year-old white American lady with a job. It does not have to be your personal house-guesting code.

With a close friend or family member,

Where I have a good history of reciprocity,

And I trust them to say an honest “no” if it’s not a good time or whatever,

And the dates of my travel are pretty well-defined (nobody likes “sometime” hanging over their head) and short (1 night – a few days);

…I may ask once or twice or every now and again. More likely when I know that the hosts have a guest room and a habit of saying “Please come visit, we have a guest room and we’d love for you to stay with us!,” in which case, they have invited me and “inviting myself” is more about suggesting a specific time. Much less likely when there is no guest room or guest bed and I’d be taking up someone’s main living space. Not at all likely when the prospective hosts are brand-new parents of a baby or enmeshed in other big deal life stuff. Definitely not if a suggestion of staying there is met with any hesitation; one may askIs it okay if I stay in your guest room for a few days?” but one must not try to convince the hosts.

This was all more fungible when I was 25 and used words like “crash” and traveled more internationally and AirBnB did not exist.

15. “How to ask friends not to invite themselves over?”

“Hey, friend, I love your company, but when it comes to my space, can you wait until I invite you over? Thank you.”

16. “I don’t want to be friends with ex-boyfriends.”

You don’t have to be!

17. “A message to write to a friend to tell some one they are of value to you even if they have gone broke.”

“Hello, friend, I know times are really hard right now. I just wanted to say that you are important to me and I’m hoping things get better for you. Can I fix you dinner sometime soon? I’d love to see your face.” 

18. “What is Captain in sex?”

If you’re lucky, there’s a recorder solo.

19. “Should teenage boys have sex toys?”

I’m neither a parent nor a legal expert, but my instincts say, “Why the hell shouldn’t all teenagers have access to information & resources to make themselves feel really really good in their own company?” I wish to hell I had grown up with Scarleteen and a waterproof, adjustable-speed vibrator.

20. “Do therapists want to hear how their former patients are doing?”

People in the helping professions sow a lot of seeds without expecting to see the blossoms, so, I say “yes” if you had a good relationship and the information is conveyed in a medium that doesn’t demand work from them. Think of it the way you’d write to a former teacher you wanted to thank in a short note, like, “Dear Therapist, I just wanted to let you know that things are going better at work thanks to your suggestions for managing my time and anxiety better. I hope all is well with you, thank you again for your help. Sincerely, Your former patient.” If you find yourself generating paragraph upon paragraph of text, maybe make an appointment?

21. “Stop meddling and being a matchmaker!” 

Yeah, knock it off, Emma! 

22. “Me and boyfriend break up because we never have sex.”

Breakups are HARD, even when they are the right thing to do. I hope you are both happier with a little time and distance, and may your next partner(s) be more compatible with you in that way.

23. “Should it bother me that my husband wants me to party with alcohol & cocaine knowing I have seizures and interactions with medications could be harmful?”

I find it useful to replace the word “should” in talks I have with myself. When we’re talking about feelings or big decisions, what “should” happen is not so helpful. The better question is “what IS happening?”

“Should it bother you…”

==>

DOES it bother you? It sounds like it bothers you. (It bothers me!) And, since you are the sole boss of what substances you put in your body, you are the sole decider of what risks are unacceptable for you. “Husband, I don’t want to ‘party’ with you. I don’t want to have a seizure or a bad interaction with my meds. Please stop asking me.”

24. “My roommate leaves the bathroom door open when he goes to the bathroom and showers.”

“Dude, close the door!” (+ open the window!)

 25. How to get your boyfriend to look after himself?

Any answer I give is going to generate an automatic “But it’s more complicated than that!” or “But I love him!” response, and rightly so, but I’m going to talk to my younger right now and let everyone listen in. If it’s not applicable then it’s not applicable.

Hey, Young Jennifer, I’m so sorry, the Time Machine did not get me back here in time to stop you from falling in love with [Hot But Troubled Boy]. I had the dial set for 1990, which is why I have all these catalogues for women’s colleges and a bass guitar in here with me, but I can see that I’m a couple years late.

I know you love Boy. His skin feels like magic and when you touch each other it feels like the microscopic space between you is filled with stardust. He smells like two angels fucking. You can stay up all night talking and fixing the world together. You are unstoppable…except for when he is very stoppable.

Boy has a condition called depression. You have it, too, and you should go and get checked out for that. Where I come from you didn’t figure that out for another 5-7 years, and I can’t help but wonder what would be different for me/us if you knew. Depression doesn’t mean you’re unloveable, it just means that it can take medical help and concentrated effort to manage the condition. When Boy hates himself, and stops going to work or class or washing his clothes or wanting to do anything with you, when he has mood swings and gets dark and mean, when he tells you that he doesn’t deserve you and wants you to go away, and then the next day tells you that he’ll die if you leave him,  it’s at least partly a manifestation of an illness. It’s not your fault, it’s not something you are doing wrong or not doing enough of. What that also means is that you cannot love him out of it. You can’t fix him or fix it for him. He’s got to do it himself.

What I know now that you don’t know is that the time you are spending, tidying his space for him, worrying about him, talking to your friends about what to do about him, trying to coax him to eat or shower or go see a movie with you, wondering what he’s thinking about, making sure you always look pretty when you see him, keeping track of his schedule and his deadlines, processing the stuff he says to you in and out of his mood swings, taking care of him, trying to lay your love and your body down into all his cracks and fill them, time spent biting your tongue not wanting to make him sad or angry…this is time that you will never get back. You are stealing these years from yourself and offering them up to him, to no one’s benefit.

I know, you love him. I know.

And I have unfair knowledge, because I know stuff that you can’t know now, that maybe you wouldn’t have ever learned if you didn’t try and fail at this.

But I’m from the future, and if I could tell you what to do right now I’d tell you to have one conversation with him where you ask him to seek help for his troubles and to start being nicer to you. If he does? Great, maybe you can have that love story you’re so sure this is going to be. If he won’t? Especially the part about being nice to you? Then I’d tell you to bail. It’s too late for the women’s colleges, but it’s not too late for the bass. Take it, find some other awesome women, start a terrible punk band, and use all the painful things he’s said to you as material for lyrics. Hold out for someone who is always kind to you, someone who doesn’t need to be fixed or parented.

P.S. In 1997, when your friend I. offers you a chance to work at her internet startup but you’re going to take the job at the non-profit instead? WORK FOR I, FOOL. She’s gonna sell that thing to Yahoo right before the crash in 2000, and you can donate your millions of dollars to the non-profit.

This is Captain Awkward Dot Com Pledge Drive Week, as you know. Ways to contribute:

  • You can become a patron at Patreon. At the next funding goal, I release an e-book of columns once every year, free to patrons, a few $ to download for non-patrons. When/if we hit $2000/month, the blog goes ad-free. 
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Thank you so much for reading and for your generosity. It really makes a material difference in my life.

 

 

Dear Captain Awkward,

I couldn’t find anything like this in your archives, so I hope you don’t mind me asking for advice.

I’m a 23 year old woman and I’ve never been in a relationship. It just doesn’t particularly interest me, and I identify as an aro-ace and I feel satisfied by all my platonic relationships. I have dated in the past, which has clued me in to things I like and don’t like, and I’ve also come to realise that dating people I don’t know makes me really uncomfortable with the thought that they will want things I don’t.

During school, my friends told me that a guy at a party had been hardcore flirting with me and I hadn’t noticed. I’ve been messaging him on and off since and we’ve gone on two dates, and I don’t know him well enough to want to go on more – I want to know him as a friend before we try more dates. The problem is, one of my friends is meddling to try and push me into a relationship with him, and I just want to run the other way. Despite not hanging out in five years of school, she’s asked me twice in two weeks to hang out and if I decline to save money, changes plans conveniently so that I don’t have to pay anything. I know she’s meddling, and another friend has admitted as such. All she’s doing is making me want to duck my head and hide – the more she pushes, the less I want to know this guy at all.

I don’t know how to tell this guy that I want to know him as a friend before we progress without hurting his feelings, and I really need to tell my friend to stop meddling because it makes me really anxious and uncomfortable, but I have no idea how. Do you have any advice or scripts that might help?

Thanks,
Happily Single and Being Pressured

Dear Happily Single:

Be blunt and let them know where you stand. It’s actually the respectful, friendly thing to do. You can do it!

“Friend, stop meddling. I will work things out with this guy in my own way and at my own pace. You’re driving me bonkers right now and making me feel pressured and annoyed. Knock it off!”

“Guy, I like hanging out with you and I’d like to maybe be friends. I don’t think I want to go on any more DATE-dates for the time being, though I will let you know if that changes. Is that cool?” 

“I’m happy being single.” (Repeat as necessary, to the point where the conversations become very boring because you default to saying this every time the topic comes up). “But won’t you give him a chance?” “I’m happy being single.” “But he was flirting with you!” “Cool. I’m happy being single.” “I just want you to be happy.” “Good! I’m happy being single.” “But I thought you liiiiiked me.” “I do like you as a friend. I’m happy being single.” “I just want to help you.” “But I don’t want help. I’m happy being single.”

You already know what I’m gonna say: I’m happy being single.

Guy and Friend(s) will feel whatever they feel. Maybe Guy won’t be interested in hanging out just as friends. Maybe Friend(s) will deny their meddling or be offended that you don’t want them to do more of it and be miffed for a while. Maybe they will get it and apologize and stop pressuring you. You can’t magically prevent people from doing stuff that annoys you, but you can have a conversation where you let them know how you feel about it. Stop silently accepting their annoying behavior. You are not “being mean” or “causing trouble” by stating your needs and boundaries. 

You got this!

 

 

Dear Captain Awkward,

Met this girl through her uncle, have known her for
Over 20 months, we’ve met a couple of times, nothing much happened, but used to keep ourselves updated over texts, she asked me out for dinner or lunch a couple of times, I had important things to address at that point of time, nor was I sure about my feelings towards her, it’s been six months since she moved to Australia for her education, that’s when I realised she’s the one, i’m not active much on social media, don’t keep my profile updated, and I did confess to her about me liking her, she said it was overwhelming but she isn’t into anyone now and wishes to focus on her career and has a lot going on her plate now, and since then she says she’s busy with all her things back there, but i see she’s got a pretty happening life making new guy friends and isn’t as busy as she’d told me that she is, with all her assessments and assignments, according to her social media updates, when I’m back here in India, wasting my time thinking about her, she’s back in town but hasn’t kept me informed, got to know this through social media too, and I have no idea what she thinks about me, because the moment I told her I like her, she tried avoiding, when I stopped completely she checked on me a couple of times by leaving me texts and when I replied acting like nothing ever happened, I feel she’s brushed me off, saying she’s got her semester exams going, and is currently in town meeting all her friends here, and we’re twenty years old, please do not ask me to refer a forum!😛 Thank you.

Regards,
R.

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Hi Captain Awkward!

I’m in need of your spot-on dating advice and I’ll get right to it. This evening, I went on my fourth online dating website “date” (which usually is just find a place to chat for a couple hours) and, like the previous three dates, I have realized that the girl that I’ve chatted with for a while online just doesn’t seem that interested in me. (She still could be, but I just got back from the date and I think it’s smart to take a break from texting – don’t want to overwhelm her/appear clingy.) One of the main indicators that she just wasn’t interested in me was the fact that she wasn’t really trying to establish any physical contact. Being an introverted geek, where dating doesn’t come naturally to me, I’ve read about “breaking the touch barrier” and trying to create a (even slight) sense of intimacy on the first date. No, this doesn’t necessarily mean “make out” on the first date, but I always introduce myself with a hug; establish eye contact whenever possible; and give occasional friendly taps on the shoulder to establish a welcoming persona. I’m really trying my best to be better at dating but I’ve realized my problem is that I have a hard time creating intimacy on the first date and appearing like a desirable guy to my date. In short, I get the sense that even though we agree on a lot of topics and hobbies, I can never get my dates to “want” me like some other suave guys can do. Also, in between chatting about our hobbies, where we come from, what we like, etc., I tend to have a few awkward pauses during my dates. I’ve reasoned that it’s best to ALLOW these awkward pauses to occur, even if we’re just awkwardly sitting in silence, because a) You want to give her time to think/process what’s happening and b) you don’t want to appear like the blabbermouth who doesn’t know when to shut up. So I allow awkward pauses to happen, even if they sometimes seem to kill the mood. Should I do something differently there?

Sincerely,
Padawaan Dater

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Hi Captain,

I’ve dug through your archives but haven’t seen anything specifically on this topic–apologies if I’ve overlooked something–but I’m wondering what advice you have to give for partners who make the decision to work through a mistake and rebuild confidence in each other.

Long story short: I’ve been dating my partner for a few months, but we’ve been very close & important presences in each others’ lives as friends for about 2 years before we began dating. About a month ago he made a very stupid, but not unforgivable, mistake involving an ex of his as they tested the waters to see if they could function as friends (turns out, no, they can’t). He has been nothing but honest and forthright about it since it happened, and although we were both unsure before this happened as to how seriously we could commit to each other (eg: neither of us felt comfortable using boyfriend or girlfriend as a term then or now, but agreed what we are is much more than just “seeing each other.” It’s somewhere in between), since this all went down we have both doubled down on supporting and prioritizing each other as a couple.

We are also both going through the joyful process of cutting an ex out of our lives, because in both cases they love us more than we can ever love them & cannot healthily function in a 100% platonic environment with us at this moment. So space and time is in order for healing. Which is giving us both anxiety (both for ourselves and for each other) and making us very sad. We are trying to balance that line of support–historically we have leaned on each other during times of anxiety and stress–and also take into play your “not my circus, not my monkeys” rule to manage our anxieties and control issues (eg: I think he’s taking the “typing http://www.google.com with one finger when he could just use Chrome” route to cutting his ex out, and desperately want to tell him to metaphorically scooch over so I can do it for him, but his path cannot be my problem so long as he handles it in a way that doesn’t hurt me).

We both lead full lives with hobbies that we share, hobbies we don’t share, friends we share, friends we don’t share. I’m doubling down on the self-care and detachment (from trying to control the way he handles his issue with his ex) and he is staying present and vigilant about executing his goals while also practicing self-care. Even still, it’s difficult. Now that the holidays are over it has been particularly hard not to ruminate, and while I’m journaling and working through several aspects of this within myself, I also feel the need for support. (Just today I emailed my old therapist to see if she takes my new insurance) After keeping it to myself for a couple days I finally confessed to him that I’m still struggling and feeling sad/hurt/anxious. He said he is too, but that we’re living with it as we work through it, which feels very accurate. And then I felt guilty for bringing it up at all, which is a whole different barrel of social conditioning worms (I am female, partner is male–late twenties, early thirties respectively).

I guess my question is: we’ve decided to stick it out and work through a difficult time… now what? Both of our ingrained reactions are to cut and run when things get messy, but we want to try (with the understanding that it could fail anyway) and I’m feeling a little lost for what to do. Is this just how it is?

Sincerely,
Longing For A Reset Button, Would Be Happy With A User Manual

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Dearest Captain,

I have had a rough few months in which I have temporarily moved home to deal with a highly stressful situation. The crisis itself has largely passed, but I’ve decided to stick around for the holidays, since I do love my family and they don’t seem to mind me crashing with them for a while longer.

The most prominent issue in my life right now is with one of my new friends in my new state. He’s a nice guy and all, but he’s kind of…irritating. I didn’t say much to him before I left to go back home, but he knows that there was an emergency and that I’d be out of town indefinitely. Since I left, he hasn’t stopped pestering me to ask me how I’m doing (crisis situation, wtf does he think?) and sending me pictures and motivational quotes in the name of trying to cheer me up at least once a week. The latest was a picture of a rainbow intended to “Brighton [sic] your day!”

I’m aware that there are far worse problems to have, but he’s driving me nuts. I haven’t responded to him in nearly two months because of other priorities, including not wanting to get sucked into a drawn-out conversation I don’t have the energy for, and he is damn near impossible to shake once he’s got any sort of handhold. However, he’s also damn near impossible to shake even after two months of silence on my part, go figure.

I feel like I’m on the other side of Letter 366, where I’ve got the avoidant attachment style, and the harder people cling, the harder I push them away. I consider myself very independent, and I know that’s feeding into this as well…if I’m going to be cheered up or have my day brightened, I want it to come from within, when I’m ready to start feeling better on my own. My close friends know to let me wallow in self-pity until I arrive at a more balanced frame of mind on my own.

Is it all right to tell him, “Don’t call me, I’ll call you?” I’m not necessarily sure I want to cut him out of my life entirely, but I am sure that I need him to drop the contact attempts way back and make the ones he does send less saccharinely feel-good.

-Let Me Mope in Peace

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