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Who would like to read a fluffy question about being nice?

Dear Captain,

I love my mom (1), I love feminism (2) and I am certain, that everyone has the right to dress as they want (3) (except for Nazi clothing, but luckily, that is not my topic). This three principles clash when I look in the drawer of my mom.

My mom is recently single again after 12 years of dating and living with her former partner. She is 65 now and a wonderful, humorous, intelligent woman. She likes dating and has an outgoing personality and wants to meet new people and eventually start a relationship again, but doesn’t mind dating for a while and having fun. She has always been the intelligent one, not the beautiful one in comparison to her sister and never cared that much about clothes, make up, and stuff (literally she puts on sunscreen and a green eyeliner. Since 40 years). Her mother, my grandmother, often asked me (or her sister) to go shopping with her, so that she can have something nice to wear. We do it sometimes, but just for fun and not because our beloved ancestor says, we have to look in a certain way to be social acceptable. She often asks me about a style choice and states, that she wants to look her best.

BUT. She sometimes dresses quite horribly. It’s hard to say and admit, but honestly – bucket hats?! Sometimes I want to say something, but when the urge comes up, I mostly stop myself because: see principle 3. It is even hard for me when she explicitly asks for my advice. Do you have any scripts how to tell her that this specific thing/the dress/the hat (!!!) is not suiting her (or anyone, in the case of bucket hats) in a nice, loving, supporting way without compromising my believe, that she should dress the way she feels most comfortable?

Your advice is highly appreciated, thank you

Daughter who is torn between her believes in feminism and the fight against socks in sandals.

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Hello friends! It’s that time, where we answer the things people typed into search engines as if they were questions. It’s a good way to check in with people’s preoccupations on a large, anonymous scale and it’s usually pretty fun.

First, as is traditional, a song:

(Lyrics at the YouTube link)

Also I know I used this one last year, but it came up when I was looking and I love it so:

Ok! We’ve got witchy autumn-themed music cued up, so without further ado:

1 “How to know if a girl wants to hang out?”

Say the words “would you like hang out with me” & include a specific place, day, and time in your invitation. If she says no & does not suggest an alternative time/day/venue, like, “Can’t make that, but I’d love to get together – can we do x instead?” and never follows up with her own invitation, she does not!

2 “What to do when your friends tell you to date someone you dislike and they dislike your crush.”

For the first person (the one you dislike): “If you like him so much, you date them.” 

For the second person (the one they dislike): “You don’t have to date them!” 

3 “What does it mean if my brother in law keeps saying flirty comments and trying to touch me in front of his brother which is my boyfriend?”

It means your brother-in-law is a creep & a sexual predator who is trying to groom you to put up with this. It’s okay to yell “gross, don’t touch me!” or “ew, why would you say that!” or “Nope!” and leave the place where he is and also avoid him forever, like, “Nope, I don’t want to hang out with your creepy brother, hard pass.” Like, you can make a giant stink and insist that this never happen again. Also, I DEEPLY question why your boyfriend doesn’t step in or stick up for you since this happens in front of him. Have you discussed it with him? Because it might be time to avoid the whole creepazoid family.

4 “How to send an email asking if anyone has dietary restrictions?”

In your email about the gathering/event, say “Please let me know if you have any dietary restrictions or food allergies I should know about!” 

I also like it when invitations say “The tentative menu is x, y, and z – please let me know if you have any dietary restrictions or food allergies I should know about!” 

People who have dietary restrictions are pretty used to this and will have no problem responding.

5 “He criticizes my clothes.”

Is he the boss of you or your closet? Criticize his fallacy that you care about his opinion about that.

6 “Reaching out to an ex boyfriend after many years.”

Why? Self-awareness about why you’re reaching out and low expectations for what you’ll find when you do will make this much easier than it might otherwise be.

7 “How do I know my best friend is not cheating on me?” 

Is your best friend not allowed to have other friends?

I saw this and then….whooo boy: 7a “My friend is overly possessive of me and wont even acknowledge anyone else as my friend.”

Friendship is not a pie. You’re allowed to have multiple friends, people who try to isolate you from others do not have your best interest at heart, and if this friend won’t honor that you’ll need to end that friendship.

8 “My boyfriend wont let me eat.”

Yeah, that’s a “get yourself safe & away from him” situation. You’re the boss of your own food. Please keep yourself safe.

9 “What to do when your boyfriend doesn’t shower.”

If your partner’s hygiene grosses you out, it’s okay to be very blunt, like, “I notice you don’t shower, what’s going on with that? Please take a shower when you know we’re going to see each other.” “I don’t want to have sex/be close to you when you haven’t showered, please take care of it.” 

10 “How do you tell your spouse of 50 years that they need to shower better.”

“Babe, I need you to be more thorough when you shower – you’re missing some spots.” 

You may have to get realllllllllly specific about which spots. In 50 years you’ve had to have survived some awkward conversations, what’s one more?

11 “Why does my daughter continue to pick undesirable men?”

I don’t know! Assume she’s getting something out of the relationship that you can’t see, assume she has different priorities from you about what desirable even is. Then, remind her that you love her, try to keep an open mind, emphasize her choice & her agency in her romantic decisions, keep lines of communication open, try to hang out with just your daughter sometimes (vs. having both of them at everything). If the dude is actually awful, this will help her find her way back to you. If he’s a decent person but just not who you would choose, this will help you keep a good relationship with your daughter while you give him a chance to change your mind or everyone waits out the inevitable breakup.

12 “My children want to live with my rich in-laws instead of me.”

There is clearly waaaaaaaaaay more story here.

13 “Guy said maybe in the future meaning.”

Not now, i.e., don’t make any life plans around this guy.

14 “When relative distances from you do you try to contact or leave alone.”

If I know the source of the conflict or if things seem really out of the blue, I might try one time to address it – “Everything ok?”

But also, in families, not everyone has to like everyone, sometimes we get along better with some breathing room & space. Am I sure that the distance is about me, specifically (and not something stressful in their lives they’re dealing with) & does it all need to be resolved right now or can I trust that a little time will work it out?

15 “My boyfriend won’t watch a show with me.”

Not everyone has to like or watch the same entertainments. Let it gooooooooooooo.

16 “Doesn’t want me to meet his friends to take it slow.”

Hrm….

“Taking it slow” can be a good/healthy/reasonable thing.

Wanting to hold off on introducing someone new to your friends because you’re not sure yourself whether this one is a keeper can be a good/healthy/reasonable thing.

If someone you’re dating says “Let’s take this slow!” aka “I really like you but I’m not fully-committed yet and I’m taking my time before I decide that (& so should you!)” then it’s a signal to adjust your expectations accordingly, like, slow down your own commitment/investment level, slow down introducing him to your friends & family, slow down on future talk, remind yourself to put some time & love into the other people in your life & not disappear into New Couple! mode, & maybe don’t delete that dating profile just yet. Also, let the person who said they wanted to take it slow do more of the work of staying in touch, planning dates, etc. Like maybe it’s a prelude to a rejection, or maybe it’s an opportunity to give yourself permission not to do much or any work around this person right now. They’re taking it slow! No worries, you’re busy with your own thing and will check in when you have some time!

Also trust your instincts and trust what you want! If you feel like you’re being hidden away & compartmentalized from your person’s actual life, or he’s all “take it slow” about meeting friends but really clear about wanting all your time/fidelity/attention/commitment, if something feels unbalanced or unreciprocated, maybe trust that itchy feeling that made you Google this and pull back entirely. People can fall in love at different speeds, people can also string you along because they like your attention and they’re incapable of managing the whole “when I said I was single I meant I was separated and by separated I mean I’m still very much married and I promise I’ll tell her soon and anyway that’s why nobody can know about you, but we’re still having sex tonight, right?” discussion and order of operations like an ethical & trustworthy adult.

17 “Don’t want to spend Christmas with disabled step daughter.”

Listen, your holiday plans are your own – spend them how you want. Also, this phrasing does not make you sound awesome, so, probably it will be a huge relief to your stepdaughter if you just go on a cruise somewhere with her parent/your spouse or better yet with your family of origin or some good friends!

18 “I ghosted someone and now he’s sending letters to my house.”

Yeah, that’s creepy. Safety experts advise communicating directly with the person one time to say “I’m not interested, please stop contacting me,” using a medium where you can document that you said this (text, email), to remove plausible deniability from the situation. Then, never respond to any communication again, the logic being that if someone sends you 100 letters and you respond to say “I told you not to send me any more letters!” you’ve taught them that it takes 100 letters to get your attention so next time they’ll send 101. Every time you engage with the person after you tell them to stop, even if it’s yelling at them to leave you alone, it’s like buying yourself a few more weeks of stalking behavior because they are getting that little jolt of attention they wanted. The hope is that if you starve them of all attention & feedback they’ll lose interest.

Additionally: Tell other people in your life what’s happening and ask them (esp. any mutual friends) not to engage with the dude or give him any information about you, tighten up your social media visibility (block him everywhere if you haven’t yet, be mindful of sharing location data & photos online, he’s almost certainly monitoring whatever he can find), check on your locks/make sure you close your windows when you go to bed or leave the house, save all the letters in case you need to show them to law enforcement, vary up your routine & commute.

19 “How do you get your neighbor to quit asking for stuff.”

Say “no” every time they do ask, be very selective about when or if you answer the door, even make it clear – “I can’t/won’t help you with that, please stop asking.” 

20 “What to do when your new boyfriend is a slob.”

People change slow if they change at all, and you can’t make them do it.

Use that information how you will. Either find someone who is more compatible with you around cleanliness & hygiene stuff, choose your battles & speak up about the stuff that affects you, at risk of him not taking care of whatever it is and outright deciding “hey, I don’t wanna change the sheets more and I don’t wanna be criticized about it, I’m out!,” decide that you will probably never share a household and that’s okay, or learn to love the mess. He is a new boyfriend and you have the choice to be like, whoa, you have the best smile and we like all the same books, but I don’t think this is for me.

21 “I can’t stop cheating on my boyfriend.”

You actually can, so let’s rephrase this: “Something about my relationship with my boyfriend is not working for me and I am unhappy with him, so I keep cheating on him instead of breaking up or talking whatever it is over, but I’m also afraid of losing him or hurting him so I keep delaying the inevitable.” 

Feelings happen and they don’t always happen at convenient times or in the right order.

Let’s take feelings out of it for a second and talk about safety. If you’re sexually active, if you agree to have a monogamous relationship with someone and they trust you to hold to that agreement, and you’re also secretly having sex with other people, you are messing with consent. You are not allowing your partner to make informed decisions about their own sexual health and risk tolerance. That is a really shitty, violating, possible health-destroying thing to do to someone and it’s in your power to not do that anymore.

22 “When mothers barge in son’s room to find him wanking.”

Look, I know this is most likely a random porn search, but I grew up with a family who were pretty terrible about closed doors and privacy, so let me take this opportunity to say:

  1. KNOCK.
  2. WAIT FOR AN AFFIRMATIVE ANSWER BEFORE YOU TOUCH THE DOOR AGAIN.

Kids are people, people need privacy and respect, if it’s not a life or death situation (like someone is not literally bleeding, exploding, flooding, or on fire) you can fucking well knock and wait 30 seconds for everyone to get their britches reaffixed. You want little kids to learn to knock & wait for an answer before they interrupt you, you want your older kids to have respect and privacy and feel safe where they live, so, be the change (and the knocking) that you want to see in the world.

23 “Captain awkward cries all the time”

I cry a normal amount of crying + 20% if it’s a sad movie or if unlikely animal friends are involved somewhere or if it’s the part of the book where little girls send letters to their heroine about how they want to be astronauts someday. I also cry if someone is mean to me or someone I care about, if someone is unexpectedly nice to me, and….[censored for politics].

24 “Feel guilt quitting job manager asking me to come back.”

Good news, you don’t have to go back.

You can say “Oh manager, it’s so great to know you value my work, but this is the right decision for me. Thanks for asking, but no thanks!” 

And like, it’s good to keep things cordial with former workplaces if you can, but once you stop working there you do not have to respond to every communication you get. Once the question’s been asked and answered, you can ignore future requests.

And hey, if you decide you want to go back, this seems like a great time to ask for wayyyyyyyyyyyyyyyyyyyyyyyyyyyyyyyy more money than you were making before!

25 “Husband supporting his adult children behind my back.”

Assuming “support” = financial support, yikes. Married couples need transparency & honesty about financial stuff. Maybe this is one for couple’s counseling and/or talking with a financial advisor to make sure that your shared savings & financial priorities aren’t being neglected and to dig into why he didn’t feel like he could tell you. Ya’ll need to open all the books and spreadsheets and accounts and air everything out, down to the penny.

One way to possibly handle this (after a full accounting/disclosure and some deep discussions) is to make an agreement going forward that X amount of money (the majority) goes toward your shared financial priorities & living expenses and Y (much smaller amount) of money gets split equally between each spouse to be spent/saved/invested as they wish without consulting the other, so if he wants to throw his monthly Y budget to his adult kids that’s up to him, you can still be confident that your savings & expenses are being handled and also have your own discretionary funds. It doesn’t remove the problem completely (I sense that the querent’s ideal amount of support for the adult children is zero dollars and no cents) but it does remove secrecy and lies.

 26 “Good headlines for dating profiles.”

  • “I’m shy and weird and nice.”
  • “Let’s eat cheese and do witchcraft.”
  • “Evil genius seeks henchmen for world domination scheme.”
  • “Winter is coming (Come hang out in my sweet blanket fort).”
  • “I just got divorced, everything sucks, wanna make out?”
  • “Let’s both put on a clean shirt and leave the house tonight.”
  • “Yes…and? Comedy/Improv dork seeks a willing player.”
  • “I promise I will never make you come to my improv shows.”
  • “My perfect date involves documentaries and crying.”
  • “Let’s canvass for the midterm elections and then fuck!”
  • “Severely allergic to cats, lilies, and people who ‘love to debate for fun.'”
  • “I like tacos, heist films, and books about space travel.”
  • “Let’s compare shoe collections (I wear a size 8).”
  • “Hold my hand during scary movies?”
  • “Weatherwax in the streets, Ogg in the sheets.”
  • “Ok basically my fantasy is to meet someone who wants to learn how to fence and then we’ll have duels and say witty, cutting remarks laced with sexual tension, who’s in?”
  • “My version of dating is to be really good friends who snuggle (a lot) and kiss (sometimes/a little) and do other sexy stuff (maybe/never). Who’s with me?”
  • “I express myself only in GIFs, memes, and rap battles.”

Be specific! To me, the secret isn’t to appeal blandly to the maximum number of possible people, the secret is to communicate your specific brand of weird in the hopes of attracting same. It’s okay to have fun with it, especially if the whole dating site seems like one big “I’m a chill relaxed normal person who likes to work hard & play hard, I have sanded off as many of my rough edges as I could before appearing on your app screen, I’ll break the news about the bagpipes and the family curse later, please swipe right!” avatar of the same person.

That’s all for this month. Live Chat/Short Answers return Friday 9/28 (I’m doing them 2x a month instead of every week, which I think I told Patreon but didn’t necessarily announce here), here is a kitten photo to tide you over:

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Daniel Striped Tiger (L) and Henrietta Pussycat (R) are two soft brown tabby kittens who are best friends and excellent sleepy snuggle buddies.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Hello everyone!

We’re doing the thing today, where people can submit short questions at Patreon or on Twitter (@CAwkward, #awkwardfriday) before noon Chicago time and I will answer as many as I can this afternoon between noon and 2pm. Comments get turned on once everything is posted

Please enjoy this artsy photo of Daniel Striped Tiger hanging out in his new rainbow tunnel/bifrost.

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Image: Daniel Tiger inside a rainbow tunnel, walking toward camera like he’s in a Kubrick movie.

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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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Sorry about the premature postulation of the draft version yesterday.

Dear Captain Awkward,

I’ve just said yes to marry my Mr Right. Our friendship is the most important part of our relationship, so although there are some imbalances in the emotional workload, these are usually corrected after a stern talking-to – which can be delivered by either one of us. He often discourages me from giving favours to people ‘not worth the time’; e.g. friends who won’t return the favour, or a task that’ll cause me grief. He encourages me to stand up for myself, and is equally infuriated by the fact my mother thinks our wedding wishes are optional/plan B.

My mother started off small: changing the time of year from January (our anniversary) to May because of the weather. I agreed and my fiancé and I agreed on a Friday before a Bank Holiday weekend. When I told her this, she told me to change it again… *deep breath*… because my sister (currently in university) is going to be a teacher and wouldn’t be able to make it on a Friday. I told her hard cheese. Friday suits me better because cost, availability, plans etc. I said that if being there for me on my day wasn’t important enough for my sister to book a day off work that she’s not even got yet, I didn’t want to inconvenience her by asking her to come. Mother tried guilt tricks but as fiancé’s mum is also a teacher and said it wouldn’t be a problem; that issue has been shut down.

My mother then told me that I had to change the venue if I wanted a Catholic wedding. I said that it was important for my fiancé and I to marry at the venue we’d chosen… she spoke to my home parish priest behind my back and is leaving me to deal with the fallout of that.

Now, she wants to organise my bridesmaids. She doesn’t know them well and there are two she would rather I didn’t include. When I lived with them, their idea of clean and mine were on completely different planets, causing my mental health to depreciate. Unsolicited, she has suggested a way I can exclude them without upsetting them: ‘Sorry, my sister is going to be my only bridesmaid.’

There are a couple of flaws in her plan. First, I actually want my friends to be standing up with me on the happiest day of my life. Secondly, my sister is one of those people I would not like to have standing up there with me.

Due to past (still raw) issues that I have with my sister, I have said she will not be MOH. We are (I am) trying to mend these issues but I cannot trust her to have my best interests at heart nor be happy to give up her time helping me plan a day that is not about her. Did I say happy? I can’t trust her NOT to be upset about planning a day that isn’t about her.

She criticised my fiancé to me, claiming she would start to like him when they have a close relationship. She expects him to put in all the work to their relationship, which is also how she expects me to improve our relationship. Fiancé’s response: hard cheese.

She is totally unaccountable and has not apologised for recently telling me I would be a terrible mother to any children I might have. The last time she spoke about this argument: ‘You’re my sister and I know you can take it. In that moment, I just wanted to hurt you, but I don’t anymore so we’re okay, right?!’

Because of my fatal flaw as THE REASONABLE ONE, my mother believes that I’m the key to fixing this relationship. There is no expectation for, I don’t know, my sister growing a freaking conscience!

Despite this, I am prepared to accept my sister in my wedding party because she is my sister and if the situation was reversed I’d still want to be there for her. I am only comfortable with this because of said friends volunteering to buffer for me in case issues arise. I need TEAM ME to be strong because I will try to make the smoothest route and I don’t want to negotiate with my mother over MY DAY. But it seems that my mother wants to scatter TEAM ME and recruit me to team sister. This makes me angrier that I can even express. I’ve taken steps to start creating boundaries with both of them but with wedding planning all this progress seems to have flown out of the window.

This is just the start of my planning process. I’m sure that there will be a million other decisions my fiancé and I make that my mother will try to change. I’m sure there’s also a million freaking hurdles my sister will expect me to jump to guarantee she doesn’t get hurt feelings. There’s definitely a sense that I’m getting married AT HER, as she’s never had a boyfriend.

So, scripts. I need one that will help me avoid issues with my sister while being able to enjoy myself because this is the one day I’m going to get where I can demand that it’s about me. I’ve been trying scripts with my mother but whenever I talk about how important things are to me, she reminds me that it’s ‘tradition that the bride’s parents pay’. Translation: if I don’t like it, your father isn’t paying for it.

The last script I have yet to try is also the one that will hurl me from the family tree: “You’ve had two weddings, let me have one!”

Sincerely,

Don’t want to be my own something blue

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Dear Captain Awkward,

My best friend (Willow, she/her) and her wife (Tara, she/her) are about to start a family. (I am writing to you at Willow’s request, and she has approved the contents of this letter). They are anticipating some intrusive and inappropriate questions, since this process will involve a sperm donor, and I was hoping you could help with some scripts to shut that down. Both Willow and Tara come from somewhat conservative families, who have not always been 100% supportive of their relationship, and who also tend to trample any boundaries they set. This is on top of the fact that a lot of people, even those motivated by care or innocent curiosity, seem to feel entitled to personal and medical information when a pregnancy is involved. Neither Willow nor Tara is comfortable discussing their process of creating a baby—how often are straight couples asked intimate questions about how their babies were conceived?—with family members, co-workers, acquaintances, etc., no matter how well-meaning the questioner. Having met some of their family members before, I can attest to the fact that “That is a very personal question *awkward silence*” will not work on everybody. Some of them will interpret that as an invitation to justify the question and/or ask it again in a different way. Do you have any ideas for ways to shut down this line of questioning that will make it clear that it is inappropriate without alienating the questioner?

Thank you for your help!

Sincerely,

Concerned Friend/Future Cool Aunt (she/her)

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