Hello, it’s about 10:00 am on Friday in Chicago. From now until noon, I’m going to answer as many short Twitter questions as I can under the hashtag #awkwardchat. Patreon patrons can also submit questions to the post comments there. Turning off comments here until the chat is over to limit confusion (and # of characters/words).

Let’s do this!

“What do I tell myself when I have to memorize, for an exam, things that have proven to be inaccurate or false?” 

Howabout: “Once I make it through this class I will devote my life to setting the record straight. Now, my white-hot anger shall be my memory aid.

Depression, anxiety, and lingering grief and anger from a bad breakup are wearing on me, but I still need to Get Shit Done(tm). How do I approach doing that without ignoring how I am feeling? 

Give yourself permission to grieve for a short time each day. Maybe set a timer for 20 minutes and free-write in a journal in the morning  so that you can indulge the yucky feelings and get them out on the page. When the timer goes off, make a choice to put that aside and focus on the things you need to do. The journal will be there later, or tomorrow, when you need it. If you can make a ritual like this where you have permission to feel your feelings, you might also be able to give yourself permission to put it aside when you need to get things done. When that fails, I’ve heard the Bene Gesserit Litany Against Fear is pretty good.

I’m working through a poly/metamour communication issue. Any tips on balancing different personalities and needs? Also, I’m an “everyone needs to like me gal,” and I often put that in front of whether or not I actually *want* to be friends with this person. The answer to your question is in your question: You’re considerate of other people’s needs, sometimes at the expense of your own. You’re probably a fantastic partner and really good at the negotiations of poly life as long as everything is going your way. What if for the next little while you tried an experiment, where you gently/kindly state your own preferences and let other people do some of the work of balancing? “I don’t want to hang out this weekend.” “I like our friendship just how it is.” “I’m glad you and (Partner) are having fun, that’s great! I don’t want to join your hangouts/hang out with you one-on-one.” “I prefer waffles to pancakes.” 

How does one combine introvert and a very extrovert job (e.g. teaching) without feeling exhausted all the time? Dude. I wish I knew.

Ok, that’s not true, I *know* some ways, I don’t always *do* those ways.

Some strategies:

  • Remember to eat & drink – regular meals, bring a snack, drink water, plan to refuel.
  • Get up early on class days and use that time to prepare/wake up all the way.
  • Use the class breaks to get *away* for 10 minutes. Sometimes I go to the bathroom on a different floor so I can have a few minutes free of interaction.
  • Track energy levels and look for patterns. It’s okay to plan something social for right after teaching – when I’m on and in that mode, I’ll stay on for a while. I will need some downtime the next day, though, so, plan for that if possible.
  • Schedule blocks of time when I look at email/work with students.
  • Simplify other stuff I have to do that day as much as possible.
  • Have lots of teaching strategies on hand – get students working in small groups, get students presenting & sharing clips, get students moderating discussions & their own critique sessions, to give my voice/energy some built-in breaks.

Do you ever regret starting an advice column?

Rarely, if ever. Sometimes I regret that it took me off the road of making movies for a good while, but I love the work and the community. If I could do this as my main job, I probably would.

Ever regret answering a question?

Yes, a few. That one from the anxious guy, which I won’t link to, but if you remember it, you know exactly what it is. A few where I fucked up the advice, missed something really obvious, or didn’t think it through all the way. Some where the Letter Writer quickly became overwhelmed by All The Opinions of The Internet rolling in on their fragile life situation.

I’d love some Ask A Manager-style updates from letter writers. How likely is that too happen with CA?

I do get updates every now and then, some private, some with permission to post, but I never want letter writers to feel obligated to update us. I like Ask A Manager’s updates, too, and I know the woman who wasn’t allowed to pee haunts us all to this day. If you’re reading, we love you and hope you are okay. This sounds like a good January project, though. I’ll see what I can pull together.


Her cuteness is a mystery – if only it came as a serum we could spray on not-cute things to make them cuter! As tempting as cash offer is, she is wrapped around my head like a tiny hat right now and winter is coming.

How do I overcome Resting Friendly Face?

I share your curse. Headphones. Always having a book with me. Helping people when I can, saying (while probably still smiling), “Forgive me but I have no idea! Good luck!” when I can’t. Basically, I can’t overcome it, so I try to live with it and then write a website about boundaries.

I’m going to be out of work to donate a kidney. I don’t have to tell my coworkers why. Pros/cons of telling?

I don’t have pros and cons, just questions.

  • Do you like your coworkers?
  • How gossipy are they? Do you think they are speculating about why you’re out of the office and coming up with weird reasons for it?
  • Would you tell them if you were having another kind of surgery, like, “I broke my foot, need surgery”?
  • Are any of them doing a giant favor by covering for you?
  • Are you going to need any kind of specific help or recovery time when you come back?
  • You sound like a person who is pretty private and who doesn’t a big deal made about you, which seems like a good reason not to tell. Maybe hold off on the specifics until after the fact.









Every month (thanks to nice Patreon supporters!) we examine the things that people typed into search engines to find this place.

1. “My bf is younger to me by two years and is half bald..but still he criticizes my looks.”

Criticizing your partner’s looks is not a good dynamic. What would it take for both of you to decide “I like the way you look and will say only nice things about that“? Because that’s what you deserve.

2. “My husband hates when I masturbate.”

Has he explained why it bothers him? How does he know when you do it? Does he masturbate? What’s your sex life like together? What would happen if you masturbate anyway?

I think that the relationship you have with your own body is your business and even if he is uncomfortable with it you should still do it! But before anyone issues ultimatums or makes “rules” for the other person, it’s worth getting to the bottom of what this is really about. Control? Envy? Feeling left out?

3. “Tried to be friends after relationship but it didn’t work.” 

Sometimes it just doesn’t work. Here’s a poem:

Friendship After Love
After the fierce midsummer all ablaze
    Has burned itself to ashes, and expires
    In the intensity of its own fires,
There come the mellow, mild, St. Martin days
Crowned with the calm of peace, but sad with haze.
    So after Love has led us, till he tires
    Of his own throes, and torments, and desires,
Comes large-eyed friendship: with a restful gaze,
He beckons us to follow, and across
    Cool verdant vales we wander free from care.
    Is it a touch of frost lies in the air?
Why are we haunted with a sense of loss?
We do not wish the pain back, or the heat;
And yet, and yet, these days are incomplete.


4. “How can I make my make my male crush whom we’ve been been chatting come visit me?”

There is no making, there is only asking. “Would you like to come visit me?”

5. “My boyfriend keeps following me wherever I go.”

This is creepy and smothering. What would happen if you told him you didn’t like this and asked him to stop?

If the thought of asking him to stop is scary to you – you can imagine him being furious or refusing to stop or “punishing” you somehow – think about calling a trained person and talking through some ways you can safely get away from this guy and his behavior.

6. “How to write a long overdue apology.”

Keep it simple. “I realize this is long overdue, but I want to tell you how very sorry I am for (what I did). I hope you are well. Sincerely, (you).”

Don’t ask the person for anything, don’t justify, just say you’re sorry and be specific/take ownership of what it is that you did to hurt them.

7. “How to say no after you’ve already said yes.”

“I know I said I would (do the thing), but I thought about it more and it turns out I won’t/can’t/don’t want to/won’t be able to. So sorry for the confusion/inconvenience/change of heart.”

8. “Husband always asking if I’m okay.”

Some questions come to mind:

Are you okay? Is everything okay?

Is there a question you wish he would ask instead?

Is there an elephant in the room?

Does he think that you seem tired/sad/down in the dumps/cranky/not quite yourself/are you behaving in a way that would make it seem like something is not okay?

Is HE okay? Like, is he asking you if you are because he wants to talk about something but doesn’t it want it to seem like his idea? Is he a particularly anxious person?

This could be an annoying tic he has or it could be that he’s observing something about your health/happiness and wanting to check in. Figure out the subtext of what this question really is.

9. “How I can creep sex my friend.”

a) Watch this video. Put on your Halloween costume. Ask your friend to put on their Halloween Costume and if the two of you can have sex with you while you both have your Halloween Costumes on. Creepy, right?

b) Go to Scarleteen. Read every article on the site. Especially look at anything about “consent.” Don’t have sex with anyone until you fully understand consent.

10. “Short story on boss seducing his junior wife for promotion.” 

I think the site you are looking for is called “Literotica.” It should have come up on the first page of search results, but, anyway, you’re welcome.

11. “Why does my mom find something negative in all my boyfriends?”

I don’t know, maybe but it’s worth asking her this directly. “Mom, why do you find something negative to say about all my boyfriends?” It could be she thinks that you have terrible taste, it could be that she thinks that you want her opinion, it could be a control thing. Has she noticed this pattern? 

12. “Staying with him just because he was your first sex.”

Staying with someone maybe needs more/better reasons than that? Ongoing, current reasons, like being in love and having a healthy, good relationship that makes you feel great in the present day?

13. “A guy who is still on dating sites after he proposes to you.”

This is definitely worth talking about. “Why are you still on dating sites even though you want to marry me? Can you help me understand?” Make sure you both have the same needs & assumptions around monogamy, commitment, what “cheating” is and isn’t, transparency, flirting, etc. and that you’re both comfortable and on the same page with this before you get married.

If he says he’s just looking for “new friends,” please remember: MeetUp.Com exists. There are ways to find new friends that are not dating sites and that don’t make you feel suspicious and uncomfortable.

14. “How to tell your son his girlfriend is not right for him.”

Realize that you only really get one shot at this, and that the end result might be your son distancing himself from you instead of leaving her. Is she mistreating him? Is your worry for him worth the risk of having him turn away from you?

Son, I know you love (girlfriend), but ever since you have been with her you seem really unhappy. There seems to always be conflict in your relationship, when I’ve seen you together she doesn’t seem to treat you with kindness or respect. I know as an outsider I don’t have the whole picture, but as someone who loves you and wants you to be happy, I don’t feel right staying quiet when I can see that you are suffering. I love you, and I’ll try my best to accept (girlfriend) for your sake as long as she’s in your life, but I hope you’ll think about what I said. You deserve to be with someone who treats you well.”

15. “9pm to 4am sexing”

Change your dating profile name to “Diligent Night Owl”?

16. “When a boyfriend wont introduce you to anyone in his life.”

This is never a sign that things are awesome, is it? Either something is fishy, like, he has another partner or spouse and you are a “side” relationship, or something is really messy with his family & friends and in trying to “spare you” the “drama” he is making you question his commitment and your place in his life, or he wants to keep you a secret for some reason. If you aren’t a Capulet and he isn’t a Montague and your families aren’t mortal enemies bent on mutual death and destruction, ask to be introduced. If he won’t introduce you, ask him directly, “Why not.” Maybe stop seeing him if he refuses or if the answer does not satisfy you.

From your host, E.:

Hi all,
What: Captain Awkward NYC meetup
When: Saturday Oct. 8th, 5pm onward
  • Part 1) Think Coffee, 123 4th Avenue, Manhattan
  • Part 2) Regal Union Square Statium 14 movie theater, 850 Broadway, Manhattan
After last month’s successful meetup, I’m going to try to make this a regular monthly-ish gathering.
This time around we will be at the Think Coffee at 123 4th Avenue, in the Union Square neighborhood of Manhattan on Saturday October 8th.  My idea was we’ll be at the coffeeshop from 5-7:30ish, and then I’ll be going to a 7:50 showing of “The Birth of a Nation” at the Regal Union Square Stadium 14 theater on Broadway a couple blocks away.  Anyone that wants is welcome to come with me to the movie as well.
Think Coffee is on street level with an accessible bathroom.  They serve coffee, tea, soups, sandwiches and baked goods.  They have vegan options.
I will bring the makings for telephone pictionary which works really well for groups: https://derailedtelephonepictionary.wordpress.com/what-is-telephone-pictionary/
I have chin length brown hair and will have a stuffed toy robot on the table with me.
My email address is pixarislife@yahoo.com. Hope to see you there!
Have a great time. I’m very interested to see what people think of the movie.

Readers! Especially Readers Who Are Also Writers! Here is a blog you might want to know about:

Longtime Awkwardeer Rose Fox has started an advice site for writers called Story Hospital. Every week Rose answers a question from a writer who’s struggling with a work in progress or with writing in general. The site’s tagline is “Heal your relationship with your writing” and it reads a lot like a relationship advice column, with a balanced mix of writing tips and deeper analysis of what leads writers to feel blocked, anxious, or uncertain about their work. So far the site has covered being your own muse, writing peer-reviewed papers while feeling overwhelmed by academia, patching plot holes in novels, and figuring out when to let go of a script draft that’s just not working out, among many other topics relevant to both fiction and nonfiction writers. The site is supported by Patreon and patrons get cool perks, including inspirational postcards and access to a priority question queue. Rose has been a professional writer, editor, and book reviewer for 20 years and is overflowing with great advice. Take a look at their site, and if you’re having trouble with writing of any kind, ask them a question!

Dear Captain Awkward:

A girl I’ve been seeing for 5 weeks broke up with me and it hit me really hard. It took me a night to realize that I had attributed a lot of emotional weight to staying over at her place on week 4, when she asked me to come over and stay the night . So when we had the break up talk the week after that, I felt completely blindsided.

In my mind, staying the night means we are Officially In A Relationship. I was already imagining meeting her friends and hopefully eventually her family, stuff like that. In the days following that night, she invited me to a gathering with her friends and also to a dinner her friend invited both of us to, so it seemed like my expectations of what that night meant were holding true; up to that point I hadn’t met any of her friends. And then a week later she wanted to break up.

I told her my feelings about that night during the breakup, and her response was the typical “you built up too much of this relationship too fast, maybe slow it down in the future.” But I really don’t think I can change how I feel about staying the night with someone. Based on talking to some friends, it seems like people my age don’t attach nearly as much weight to this as I do, as it’s just one of Those Things You Do in a new relationship. Is there anything I can do to resolve this disparity in the future when dating someone new?

Basic background: I’m 28 years old and I didn’t start dating until I was 25. The longest relationship I’ve been in was 6 weeks. I’ve read about attachment patterns in adults and I solidly fall into the anxious-preoccupied model.

Read More

Captain Awkward and the Awkward Army,

I recently accepted a position in a line of work that is brand new for me, exciting, mentally stimulating, and will enable me to finally be financially stable. This is all great.


Except for one co-worker, a trainee who was hired on at the same time as me and is in the same stage of training.

This co-worker has a bad habit of openly watching me and waiting for me to screw something up. Then she loves to make a big deal about it and “correct” my errors. Laughs loudly and points it out to the senior techs.

I realize that this is not a big deal. But, I have some issues with being watched. Growing up, my mom threatened my siblings and me with hiding cameras in the house to make sure we weren’t “sinning” or doing anything wrong while both parents were gone (we were latchkey kids, and I was the authority on site, as oldest kid). She was just off enough that we believed her. It created an environment of deep suspicion and paranoia growing up.

I was recently diagnosed with Social Anxiety Disorder as well. So being watched with the obvious intent to catch me screwing up + being around strange people in general= a perpetually nervous me. I am very competent and have historically received high reviews on my work… as long as I wasn’t being micro-managed or stared at.

Obviously I don’t want the anxiety she gives me to translate into actual poor performance. I really enjoy this job. It involves animals, who are naturally more receptive to hyper-aroused states in their human handlers. I don’t want my anxiety translating into anxiety for them.

I’m working on the anxiety and self esteem issues with my therapist, as well as dealing with the weird shit left over from my past.

What I need help with is a script or scripts for dealing with this co-worker. Polite requests to allow my trainer to train me and correct any errors have been met with complete brush-offs and stories of what an amazing manager/student/daughter/sister she is, which clearly makes her more qualified to police me.


Visibly Anxious

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Hi Captain,

I realize my problem isn’t as serious as other letters you’ve answered, but I figured I should try writing anyway since I don’t really have anyone to talk to about it.

I was friends with someone I’ll call “Oakley” from elementary school through high school. It was very rare for my parents to allow me to hang out with friends, so I really only got to spend time with Oakley if I was in one of their classes. The lack of contact outside of school didn’t exactly cultivate a deep friendship, and I didn’t keep in contact with them after graduating even though we only live a few miles apart.

This past weekend, my mother ran into Oakley’s mother at a movie theater, and they talked about getting together for lunch in the near future to catch up. I’m worried this catch-up-lunch is going to end with an obligation for me to hang out with Oakley.

I have nothing against Oakley personally, it’s just that: 1) School wasn’t a nightmare for me, but it wasn’t a great time either, and I imagine it being at least a little painful to have to reconnect with any part of it. 2) While I remember Oakley fondly, they’re essentially a stranger now, so what’s the point? And 3) I have no interest in socializing with *anyone.* (I made more “friends” in college and the following internships/jobs, but I avoided spending time with them outside of those contexts. I do wish I had real friends, but the idea of socializing makes me extremely anxious.)

I already asked my mother not to set up any “play dates” between me and Oakley (she was surprised and said it was a good thing I told her). I’m not sure what else to do or what she could say if Oakley’s mother brings it up. Any thoughts or advice?

(Note: I realize Oakley might not be interested in seeing me at all either. I’m just imagining a worst case scenario where Oakley’s mother tries to reconnect us.)

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