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Every month we answer the things people typed into search engines like they are actual questions, adding punctuation but leaving the wording intact. If it sounds like me saying “but you could just not” 20 times in a row, that’s pretty much what happens every month with these. Enjoy?

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Hello! I am in possession of some…interesting…information regarding my brother’s new wife, and I’m not sure what, if anything, to share with my family.

My brother had a pretty nasty divorce a few years ago and hadn’t dated much since, so we were all excited to meet his new girlfriend earlier this year. Within the next three months, they announced they were pregnant and got married. While it’s definitely fast, everyone seems happy, so yay!

Here’s where it gets weird: I got an email (to an address using my maiden name that I rarely use) this summer, from a man who claims to be my new sister-in-law’s ex-boyfriend from her time in another country.

It’s a pretty rambling, incoherent email with some screenshots of text messages between them — where she is clearly trying to brush him off. He asks me to tell her to “apologize” to him and “recognize what [she] did to me” by ending their (alleged) long distance relationship in favor of my brother. He knew about their marriage and the baby on the way, and knew that I was my brother’s sister. I was so disturbed by the email, and I responded, angrily, to say leave me alone and leave my family alone.

About a month later, he sent another email-o-nonsense Again, I responded, saying he was to stop contacting me, and I set up an email filter to send everything to the trash.

My husband and I talked about it, extensively, and decided to keep it to ourselves. The text message screenshots he sent me weren’t incriminating at all, and the only thing my sister in law was guilty of (if even that) was texting short answers to his questions.

However, I get another email this week. It’s from a different email address, but on the same topic, and the content of the message makes me think it’s the same person.

Now I’m struggling with my self-imposed vow of silence to my family. I see that this person viewed me on LinkedIn — and I’m connected to my dad on LinkedIn, and my maiden name is pretty unique. I’m worried he’s contacted my parents, and I have to admit this is setting off some alarm bells about my new sister-in-law.

However, there’s a baby on the way and they seem happy, and I don’t know if saying something about the emails helps anything except not having to keep this secret anymore. I do know that my sister in law has changed phone numbers recently with the explanation that an ex had been contacting her frequently.

Also, I know I shouldn’t respond, but man, these emails piss me off.

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Let’s play the game where we answer the questions people typed into search engines to find this place. Punctuation added. Wording unchanged. 

1. “My bf won’t choose me over his brothers that are rude to me.

I don’t know what the nature of this choice is, like, probably your boyfriend won’t ever cut off or stop talking to his brothers on your behalf, but your boyfriend should definitely stick up for you when and if people in his family are rude to you. 

2. “When he says he doesn’t have time or focus for a relationship.”

Time and focus may in fact be factors, but also, “he” doesn’t want to be in a relationship with you. I’m sorry, that sucks to hear. Move on from this prospect, is my advice. 

3. “How to turn down a friend down politely convincing her you love but can’t engage in a relationship right now.”

This is the wrong way to go about it. If you don’t want to be in a relationship, just tell her “I don’t want to be in a romantic relationship with you, I’m so sorry, but I value you very much as a friend.” Let her heal for a bit and then you can most likely be friends again. If you use the “not right now” excuse you leave her hanging and hoping, and it’s going to be so much worse.

4. “What it means when a girl say she does not think it will work out.” /”What did she mean by saying we can’t cope with each other?”

Most likely translations: “I don’t want to be in a romantic relationship with you, but I’m using neutral language like ‘it won’t’ work’ to try to spare your feelings.”

5. “How to respond to a compliment on your looks.”

From an acquaintance, not delivered with a leer, like, “You look really nice today?” a good answer is “Thank you.” It’s what people expect to hear and will complete the conversational circuit with maximum efficiency. 

Yelled at you from a moving car? It’s not a compliment at that point. 

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Hi Captain,

I have a friend. He’s a reasonably good friend and has been there for me during some tough times. Which is why I feel guilty about what I’m about to say.

For the last year or so, we’ve spent a lot of time together chatting and hanging out. We had some sexual tension and a very brief romantic fling before deciding it was not to be. I am way happier now that we’ve decided this, but he – was and probably is still – a bit upset about it. So I have a lot of guilt over that. We chat quite a bit on FB and via text and at the moment it’s pretty constant throughout the day. However, the more we talk the more I kinda think – while I want to be friends, I want to pull back a little. Well, a lot.

The thing that is getting me down the most is that he’s so negative. Every message is about how much his life sucks or how much something hurts or how much he hates his job or his parents or how everyone else is stupid… Like I genuinely can’t remember the last time I had a positive comment from him. I know his health isn’t great, so he is being genuine. But it’s just so wearing.

I’ve tried making helpful suggestions (these go down like a lead balloon). I’m currently just leaving a while before replying (although that’s tricky cos he can see on FB when I’ve seen a message) and then saying something like “you poor thing” and either changing the subject or not really engaging further, unless the subjects shifts to TV shows or something neutral. Some days I just ignore messages altogether. But it’s getting to the point where I just don’t want to hang out with him any more – via chat or in person, because I just end up so depressed. But I don’t want to make him feel worse. I feel really guilty about all of this, because I know I used to participate in the negativity. Nowadays, I’m trying to be more positive – and seeing positive results from this – but I don’t want to just abandon him either like “my life is better now, yours isn’t, so bye!”.

The second thing is that he’s super clingy – and quite aggressive in his clinginess. He ends up scolding me about our friendship if I try to pull back a little. It starts out with if I don’t reply within an hour or so, I get a text asking if I’m mad at him. Whether I say no, or I try to be honest, he gets really really upset and starts attacking me – saying I don’t reply to him enough and when I do I’m being superficial and I’m not hanging out with him enough or when we do he feels like I’ve scheduled him in like everyone else and I’m making him feel bad… or else he brings up other stuff, about our brief fling or my new boyfriend… This sort of thing also happens if I mention something that I didn’t tell him about instantly – I get “ why didn’t you tell me?!” and then the rest of the guilt trip. If I get upset about what he’s said, he backtracks and tells me that I’m overreacting and that I “always do this” and I’m being ridiculous and that he’s just venting so “why do I always think everything is my fault?” This happens by text and in person – and in person he shouts. I’m really bad at confrontation, so as soon as he goes on the attack I forget all my words and just get upset.

I just find it all exhausting. I don’t want to be friends like this. But I feel really bad that I used to engage in all of this and suddenly don’t want to any more. I feel like a terrible friend and I’m just abandoning him when his life is still difficult and mine is getting better. I don’t know what to do.

Please help,

A Terrible Friend

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Hey Captain & Company,

I haven’t seen my father since I was 8. We were in contact until I was 16; he was emotionally abusive throughout that time. I have a brother and sister by his previous marriage, and part of his abuse involved keeping us from having a relationship with each other. We have reconnected as adults and are tentatively trying to learn how to be siblings. It’s very difficult with my sister because she is very close to our father and is really insistent that I should be as well.

My husband, on the other hand, has a great relationship with his parents, his brother, his extended family. And that’s good! They’re all great people! (His mom and mine are like bffs now). Sometimes at his family events I feel like Jane Goodall observing emotionally healthy apes.

“Clay” doesn’t understand why my family isn’t the same as his. I was, admittedly, not very forthcoming about all the issues I have with my father and siblings earlier in our relationship, so he was a bit weirded out when, for example, he found out I’d never met my nieces & nephews. We finally had a discussion about it when he objected to not inviting anyone from my paternal side to our wedding, and I thought he understood.

But now I’m pregnant, and looming fatherhood has made him VERY WORRIED about my father’s feelings. Clay wouldn’t want to be cut off from his child for mistakes he made years ago, and although my father’s mistakes were terrible and I have every right to be angry, can’t I see it from his point of view? (spoiler: no). My sister mentioned that my father has been sending annual Facebook messages to me, reminding me that he loves me and if I “ever need to talk” he’s there for me, and Clay has taken that as evidence that he’s changed and deserves a chance to know his grandchild. The last time Clay and I argued about this he called me unreasonable, and I’m sorry to say that after that point I pretty well lived up to it.

I’d like a script to SHUT IT DOWN, but I guess it’s possible that Clay’s right and I am being unreasonable. I still have a hard time calling my father’s behavior abuse out loud; maybe I haven’t gotten across how really really terrible just the idea of him makes me feel. He does superficially seem like a better person than he was, but I still don’t want him near my child, and I don’t want him near me. I’m hoping someone on Team Awkward has suggestions how to fix this mess or myself.

Thank you so much!

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