bad internet dating

Dear Captain Awkward,

Since February I’ve been meeting a guy I matched on Tinder a year ago. We live relatively far apart so become online friends for the first half year, chatting sporadically while dating other people who neither of us seemed invested in.

This spring, he messaged asking if we could meet as I would be in his city for an event. I found him very charismatic and attractive in person. He messaged later that night to say “I like you and find you very attractive.” He’d been out drinking so I didn’t take it too seriously. I thought it would be obvious that the feeling was mutual since I’d flirted a lot.

After that he made little effort to meet, so I went on a date with someone else. I assumed we were friendly again, so never hid this. It was only recently that he “relented” in his words and met up three more times. Meeting him always felt like going on a really good date with great chemistry, except he’d just kiss me on the cheek at the end.

After dropping a lot of hints, I realised I should start dating someone else in case nothing ever happened with him. I went on two dates with a nice, though slightly dull man who was enthusiastic about seeing me again. I’ve always found it easy to find dates, while my male friend allegedly gets no response on dating sites.

Last weekend we met up again, and he worked out that I’d been on a date the previous night. He complained that I was leading the other man on, and generally acted like a boyfriend all evening. He kissed me for an hour. I was delighted since I’d waited months for it.

However, two days later he announced “we’re just friends!” When I told him I don’t kiss my friends he responded that it had been a mistake, stating that I don’t share his values – giving my vegan diet, left wing political beliefs and dislike of big weddings as reasons. I was shocked. He added that there was no chemistry and he’d always just viewed me as a friend and was sorry for leading me on. When I mentioned his earlier message about finding me attractive the first time we met, he said “Isn’t that a nice thing to hear? I have no idea how you could read anything into that.”

He’s very old fashioned in terms of gender roles. He said I’d probably challenge him too much. I also get the feeling he’s implying I’m ‘slutty’ for kissing one man on Friday night and him the following evening.

Can I stay friends? He’s ignoring me today.

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If you’ve met someone online…

…made plans to meet up for a first date

…but then after you’ve made those plans, the person says or does something creepy (or racist) that makes you reconsider…


Use a text medium (preferably the dating site itself):

“Dear (Name), I’ve changed my mind about meeting up in person and am writing to cancel our plans. So sorry for the short notice. I wish you well. Your Name.”

No further explanation needed. You don’t have to tutor them about what they did to annoy you. Send and disengage.

They will react how they react. Rejection never feels great, but a good reaction is “Wow, that’s sad but I understand & wish you well, too” + leaving you alone.

If they react with extreme anger or clinginess or “you’re just like all flakes who always cancel on me” (typecasting), or demands for a chance or for reasons, think of it not as “you making them angry and owing them a correction.” Rather, they are confirming your instincts to not meet them. You changed your mind about meeting up. THAT IS THE REASON. YOU ALREADY GAVE IT. Don’t respond, block them everywhere.

“But,” you say, “I flirted with them!”

“But they told me a lot of personal stuff/I told them some personal stuff!”

“But we’ve been texting a lot, I am worried they will think I am rude or that I led them on if I just bail”

They might think that you are rude. So, do you want to tell them you don’t like them *during* the awkward date? Or afterward? Cancel! Cancel now and risk that someone you have already decided you don’t like won’t like you anymore!

I’ll go back to regularly scheduled posting of questions, but these were piling up and some of you are on deadlines with looming weekend dates to cancel. Cancel away, my friends!



Winter Pledge Drive Week is in effect. Maintaining the blog takes about 30 hours weekly when you add in comment moderation and it’s a big help to have your support. If you’re able to send a few dollars, feel free to use Paypal ( or contribute via Dwolla or Thanks for your generosity and thank you always for reading.



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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An antique brooch with a woman being bored by a man in art history (a la The Toast)

“Eugene, dear, why don’t you run and get your lute? Definitely go away. I mean go and get it. Your lute.”

Hello there, Captain Awkward,

I’m a young person and I recently ended my first relationship. We did truly love each other–even though I’m young, I can say that with absolute conviction. But there were many serious problems in the relationship: they had a horrible, rude friend who would flirt with them constantly (one time she actually kissed them on the cheek while in front of me) and despite my begging they refused to do anything about her. They were into Nazism, which I know sounds bad but they were more into the German Nationalism and never hated anyone, so I convinced myself it was “okay” even when it gave me the heebie-jeebies. However, that wasn’t even the biggest problem in our relationship, which was that they never seemed to care. They would say that they loved me, which I’m sure was true, and yet while I was fighting constantly with my semi-abusive father about them (who yells and feelings-shames me), they refused to even tell their family about me. They would go on and on about their interests and never asked about mine. We went on two dates during the whole two years that we dated, and I had to initiate both of them. They never had time to talk to me and they never could just spend time alone with me, despite how willing I always was to make time for them.

Yet, looking back, I can’t help but think that I didn’t do as much as I could have. Sometimes, they were just worth it. Sometimes they would be sweet and I could really understand why I fell for them. They certainly wouldn’t mind taking me back; they told me that they would always love me and in the week it’s been over they’ve been radiating Cher Lloyd vibes. And I don’t think I could ever really find anyone else who loved me and understood me like they did, since I’m very geeky and I have hobbies many people would consider weird. They were really the only person that I can ever imagine tolerating every part of me, and I don’t know what to do now that I broke it off. Not to mention every person that I’ve been going to about this has been hinting to me that maybe I made a mistake, which I can’t help but start to wonder as well.
What should I do? Did I make a mistake?

Am I walking away from Sephiroth or Cloud?

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Iain Glenn holding some kind of lute-thing.

“What rhymes with Khaleesi? Greasy? I like the way you try to make Peace-y? Let’s live together, I’ll sign that Lease-y?”

Ever since I saw the fake Skyler White from Breaking Bad letter to an advice columnist, I’ve been a wee bit jealous that no one has tried to troll me like that. So Indiewire and I are trying out a thing where we construct letters from television characters and then I answer them.

I know there are 10,000 fanfic lovers who read this site regularly, so consider this a call to you. Binge-watching Orange Is The New Black? Texting your friends with “Sestra!”/”Brother-sestra!” after every episode of Orphan Black? Wondering how the Lannisters are going to sort out their big pile of Family Stuff or how Sansa is going to handle her creepy Uncle Peter on Game of Thrones? (We’ll save the FITZ IS CREEPY AND NOT ACTUALLY GOOD AT ANYTHING stuff for the start of next season of Scandal if you don’t mind, but we will get to it). If you’ve got an idea for a letter related to a current (currently on, up-to-date with what is happening on the show) TV show? Send ’em with “for Indiewire” in the subject line and we may see more of these.

In other news, a while ago my friend and Wardrobe-producer Dimitri William Moore brought me a story by one of his friends about the thin illusion of privacy we have when online dating. Together with some friends, some talented former students on camera, lights, and sound, and two great Chicago actors, we adapted the story into a short film. We shot it in few hours one morning at Hamburger Mary’s (eat there!), and thanks to the kindness of their staff, the whole thing cost whatever you’d pay for a big assortment of bagels from the bagel place next store. Post-production moves slowly when everyone is working for free and doing awesome stuff like having adorable babies, but I’m pleased to say, that film is finally ready!



How long would YOU stay sitting at that table? Tell us in the comments.

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 any communicating with his mom that needs doing.

2. “How to get a passive-aggressive man to talk to you?”

Pretend you don’t want to talk to him but make weird backhanded insults in his presence about how he shouldn’t talk to you, creating an endless loop of passive-aggression. He will be unable to resist your gambit.

"Relativity" by MC Escher

“Your endless staircase of insinuation and feigned dislike reminds me of the much nicer one I have at Pemberley.”

Or try “Hey Steve, nice to see you. How are you today?” like you would with anyone else.

3. “My boyfriend passed away 7 months ago. When is it okay to date again?”

I am so very sorry for your loss. This is actually an easy question to answer in short form:

You are 100% the boss of when you start dating again. If you’re ready now, now is the time. If you need more time to grieve, take all the time you need. Don’t let anyone pressure you, don’t let anyone guilt you, either.

4. “These little old ladies want to be fucked in my phone number 530.”

Image from old "Where's the Beef?" Wendy's commercial. Three little old ladies yell "Where's the beef?" into a phone.

How extremely specific, yet vague. We need details, son!

5. “He never read my Facebook message.”

He probably did, tho.

6. “My housemates complain about me having sex what can I do?”

Be quieter, is my guess, if it’s a noise complaint. Do it at your partner(s)’s house(s) more, if it’s a “but they’re always AROUND and using the shower when we need it and watching our TV and eating our food” complaint. Plan to move if it’s a “we are judgmental of the fact that you have sex at all or who you have sex with” complaint.

Living with housemates requires a certain amount of “I will just choose not to ever notice anything that happens in your room when your door is closed” attitude to make the social contract work. But housemates do actually have the right to say “I signed up to live with you, not you + another person who is always here” and ask you to pitch a road game once in a while if you have overnight guests more than 3-4 nights/week, and they do have a right to ask you to keep it down between certain hours.

7. “I had fight with mybf bcoz of short dress help.” and 8.”Why is he so mean to me?”

Read Why Does He Do That? by Lundy Bancroft and get yourself to a safe place that’s Away From That Guy. I’m so sorry.

I’m reading this now (for blog discussion reasons, not personal ones, though it was pretty funny to have my boyfriend buy it for me from the bookstore where he works with “It’s for my girlfriend!”). It is very, very good and will help you see controlling & mean behaviors as part of an overall pattern of deliberate behavior, not anything that is your fault.

9. “Making letter for a friend that you cares about at the same time you mad at him somehow.”

If you don’t want to end or take a break from the friendship, keep the letter (or whatever communication you use) focused on the behavior that bugged you. And try, if you can, to keep it focused on the most recent instance of that behavior. “When you asked me to be your date to the party but were reading your phone/texting all night it really hurt my feelings” is better than “You are always on your phone when we hang out!

10. “How to impress a teacher you have a crush on.”

Do your best work for the class, learn what you came to learn, and move on when the semester is over without confessing your feelings or putting your teacher in an extremely awkward position. Crushes can be motivating personally without ever having to be acted on or expressed, this is one of those kinds of crushes.

11. “Is being tipsy attractive?”

To other tipsy folks, at closing time. Is that who you want to attract?

12. “Do people with Aspergers hate being interrupted?”

While it varies from individual to individual, in my limited experience, they hate this somewhat less than many neurotypical folks do. If you can’t reliably depend on social cues or body language to know when someone wants to tune out from what you’re saying, and a function of your personality is that you can and want to talk for a long time about things that interest you, having a friend or a coworker say “Thank you for that info, but I have all I need now” or “Hey, can we talk about X instead of Y for a minute?” is actually helpful if done kindly. We’ve got a lot of readers who can shed more light on this for you.

I don’t have Aspergers, but I am a geek and a college teacher and can definitely natter on about things, and when I’m in The Talking Zone I definitely appreciate a kind redirection as well.

13. ” How to avoid being the rebound girl?”

Easy. Just make sure that you date someone only after they’ve dated at least one other person since their last breakup.

Waterfall by MC Escher

Only date people if they’ve dated someone else since their last breakup and you will guarantee that you will never be the rebound!

Sorry for the impossible logic problem. It’s because I’d like the idea of the “rebound” to go the way of the “friend zone”: AWAY.

These can be true statements:

“I was dating someone but it didn’t really go anywhere because they were just too hung up on their ex/not looking for anything serious right now/the timing was wrong.” 

This is the truer statement:

“I was dating someone but it didn’t really go anywhere because they didn’t want it to.” 

You can meet someone right after getting out of a serious relationship and, if you like them enough and everything clicks well enough, go right into another one. Or you can be a person who needs a lot of time to regroup after a breakup and doesn’t even want to think about dating anyone seriously…but some makeouts that remind you that you have a body can be nice, or going on a dating site to “see what happens” can be a nice reminder that you have options. These are the On The Rebound people you are keen to avoid, and you will know them by their avoidance of any talk about feelings or the future.

But you can think you are that second kind of person and intend to date casually, until meeting a person you really love shakes you out of that mode. And you can think you are that first kind of person….ready for loooooooooooove!!!!!!….but not get into anything serious because it takes a while for you to meet the right person. Which leaves us with: There are two kinds of people and they are both just…people.

If the other person is really into you, and you are really into them, the timing won’t matter so much. So risk it like you would any other potential love relationship, but also listen to what the other person is saying and pay attention to their actions like you would in pursuing any other potential love relationship. Believe them when they say stuff like  “I like you but I’m just not ready for another serious relationship right now” “Let’s keep this really casual” etc. and don’t try spackle those things over with your awesome chemistry or how well you *should* work on paper. Those statements translate as I don’t want that kind of relationship with you.

14. “What does it mean when a girl says that she likes you but we just cant be in a relationship right now?”

It means she’s not interested in a romantic relationship with you and wants to let you down gently, so she’s using what she thinks is a culturally-approved script to do so. Read it as “she is not attracted to me or interested in ever being my girlfriend,” grieve for what might have been, and don’t bring the topic up again.

15. “He says he feels a deep connection.”

….but? You guys can hear the “but,” right?

16. My girlfriend asked for no contact but can I wish her happy birthday?

No contact is no contact.

My question is, do you want to be involved with someone who doesn’t want any contact with you?

17. “Men who are too intense too soon.”

Let’s reframe and rephrase this.

“Men who like you way more than you like them.”

“Men who creep you out or alarm you with their attentions.”

“Men who try too hard to lock in a relationship before you are ready.”

“Men who don’t pay attention to reciprocity and who come on way too strong.”

“Men who are controlling and needy.”

“Men whose relationship style is not compatible with yours.”

“Too intense” at the beginning of a relationship is often a red flag for someone with violent and controlling tendencies. Listen to those instincts and strongly consider breaking ties with whoever inspired you to search for this.

18. “He dumped me and got angry when I refused to be friends.”

Let’s reframe and rephrase this:

“He made me sad but then immediately made me relieved to be free of him, forever.”

“He suddenly made it much easier for me to put the entire sad business behind me.”

“He thinks that only he gets to decide the terms of our relationship.”

19. “How can you tell if someone has a mean streak?”

They do or say enough mean things to inspire you to Google that question, is my guess.

20. “How to piss off someone who has to have the last word?”

Remove their audience and replace it with sweet, cold, delicious silence.



The monthly(ish) roundup of the questions people type into search engines to find this blog.

1. “My partner thinks I have genital warts but I have herpes what do I do?”

Both of you should get a full STI screen, if you haven’t already, and talk about whatever you find there. (‘Cause maybe it’s both). Or, if you’ve just done this, say “We thought I had HPV, but the screen showed that actually it’s herpes. You should get screened, too.

2. “My girlfriend is rude to my parents.” 

“Hey, you were pretty rude to my parents tonight. I don’t appreciate you (specific rude thing she did). I think they deserve an apology, and I need you to calm that whole thing down.”

If you bring it up, does she acknowledge the behavior? Is she rude to other people who aren’t you? Is she rude to your folks even after you talk to her about it?

3. “I joined a dating website to hurt him.”

Spite Dating: seems totally reasonable and like it will bring you and your Spite Dates nothing but happiness!

Or, ahem, maybe this is a good sign that whatever relationship you’re in has run its course and it’s time for you to find the exit, take some good care of yourself, give yourself some room to mourn and heal. Join a dating site to remind yourself that you have options. And then, when you’re ready, use that dating site and find new people who will be into you the way you want them to be. But do it for yourself, not at your (soon to be) ex.

4.” ‘I love you as certain dark things are to be loved in secret, between the shadow and the soul’ what does the line means?”

Reading the whole poem, it seems to me the poet is describing a love for someone for reasons that would not be obvious to everyone, in a way that isn’t necessarily healthy or a good idea, but is true nonetheless. It reminds me a little of the song My Funny Valentine. Lit Majors of Captain Awkward, what say you?

5. “I just don’t feel ready enough yet to be in a new relationship because I’m tired and now I want to be alone.” 

Embrace the alone.

Make your living space exactly what YOU want it to be. Eat foods YOU like, watch movies YOU want, listen to YOUR favorite music. Throw yourself into work, into school, into creative endeavors, into meeting new people or trying new things for their own sake. Or curl up under a blanket and wait out this eternal February with a good book. Spend time with your friends and family and people who love you. Be really nice to yourself. Heal. Get some rest. Feast on your life.

And when people ask, in a well-meaning fashion, if you’re dating anyone new or if you plan to, smile and say “I’m sure I will someday, but I’m really enjoying being alone right now.

There’s this picture of Katie Holmes from a while back that people were criticizing for being “frumpy” or whatever. I kind of love her outfit and would wear it in a heartbeat, but mostly what I want to say is “LOOK AT HER SMILE. THAT IS A PERSON WHO IS FEELING LIKE HERSELF RIGHT NOW.”

That’s you. Alone. Walking through the world like you know a secret no one else does, and the secret is that life is huge and amazing and you are strong and wonderful and there are all kinds of love in this world and relationship-type love is only one of them.

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