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Dear Captain,

Nearly 2 years ago I joined a MMORPG community for the first time. Through a series of events, I met a guy who has become one of my best friends. We are bizarrely similar at times and he’s really been there for me. It started out just online but we now have each other’s numbers and text A LOT throughout the day. He has never had a girlfriend and I was raised in a religious, sheltered household and have never had a boyfriend either. (For context, I still am religious and I would NEVER be intimate before marriage and would never marry outside my religion. I admit I’m not doing everything right spiritually but this is not “just my parents’ religion” to me. My only close friend is also of this religion and I feel I cannot talk about this with her because I’m sure she would encourage stopping all contact.)

He’s been there for me so much and really understands me. But I think he’s in love with me…and it’s not mutual. I care about him as a friend but I don’t feel that way about him and some of his comments are starting to make me concerned. In the year since we started texting, he has told me about a ton of dreams about me (including one where he was my date at that friend’s wedding and after I caught the bouquet, we were at the altar – he described this dream as being especially vivid). He has asked me, very embarrassed, to not casually mention if I’m getting in the shower because it “gets him excited”. He’s also mentioned that he’s going to start saving up money to come visit me, which my parents are EXTREMELY not okay with. They have mostly hesitantly accepted the friendship but are very wary and my mom is really worried about it turning into something more. I’ve hidden behind my parents not wanting him to visit but the truth is that I don’t want to meet him. I’m good being texting buddies. But when he mentioned this plan and I said “I don’t know how my parents would feel about that” he responded “what, me saving some money?”. (He once also mentioned he believes he “accidentally found” my address somehow. I was afraid to ask how and did not ask him what he thought it was to confirm or anything. My parents don’t know this. I was very clear that he cannot send me anything.) His family teases him and calls me his girlfriend, and while he tells me he denies it, I worry hearing that from them isn’t helping.

We are both overweight and have incredibly low self-esteem. I don’t know how to clearly tell him I don’t want to be in a romantic relationship because this kind of attention is brand new to me. While I’ve tried to head some of it off, I feel like every text I send him is leading him on and making this worse. I know him well enough that I know it would break him if I cut this off and I don’t really want the friendship to end either. I’m afraid there’s no way I can be painfully clear that I don’t want more and not ruin everything.

(As a freaky side note, there’s another weird side to this: he has a lot in common with my dad. Not really personality-wise – though they’re both pretty big know-it-alls – but they have the same first name, birthdays 2 days apart, and middle names different by just 1 letter. I still call this friend by his (female) character name from the game because of this. Just in case you were wondering if the situation could get even weirder…)

Please help me,

I just don’t feel that way

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Dear Captain,

A bit over 3 years ago, I (she/her) went out with a guy (he/him) I met through an online dating site. We had some drinks, slept together, and then I basically ghosted him – ignored a couple of texts, then moved out of the country, changed my number, and never thought about him again. I’m not proud of ignoring his follow-up messages and wish I’d handled the situation differently – but at the same time, our date was very casual, I made it clear that I was not looking for a relationship, and he knew I was moving out of town the next week.

Flash forward to today, when I hit “accept” on a request from an account that’s been trying to message me on a social messaging site – usually I only accept requests from friends, but I decided to see what this was about. What I got was a trove of messages from this guy, dated from last year through last week, ranging from your garden variety emojis to several super intense declarations like “the thing I regret most in life is not spending more time with you.” UM.

Captain, if I had seen the first of these messages I would have sent a “Thanks but not interested, wish you well!” But I’m feeling completely overwhelmed by this backlog (for the record, the tone of all his messages is flattering / wistful / a little deferential – not pissed off or threatening). I know I behaved somewhat badly towards him – I wish I’d been more kind and direct when we went out, or when he later tried to contact me. Back then I was a pretty inconsiderate casual dater, and since then I’ve been really trying to treat people more carefully, and default to Using My Words. But does this level of, what – oblivious persistence? – on his part (again: it has been three + years) make that no longer my responsibility? Has this become the kind of thing where I *should* cut and run? I’d appreciate some help thinking through who’s owed what here, and when someone else’s weirdness means I don’t have to own up to my own.

– More Than Moved On

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Hey Captain!

I’m a single straight cis woman.  Some time ago I joined a new hobby group, and it’s been great!  There are lots of men in the hobby group and a number of them have asked me out on dates.  This isn’t the problem – I appreciate people who take the chance to ask me out outright and I am good at turning them down politely but firmly when I’m not interested. 

My problem is with the people who clearly appear to be romantically interested in me, but instead of asking me on a date they just kind of weirdly hover around me.  For example, they might suddenly take an interest in all of my Facebook posts, even when they have nothing to do with our shared hobby.  Or they might just keep starting chats with me online.  They might also try to engineer hangouts that are very clearly stealth dates, or they might focus all of their attention on me even when there’s a whole group of us and we are all doing the hobby together.  I find this very off-putting but I don’t know how to address it.  Since nothing is explicitly being said I feel somewhat paralyzed in these situations and tend to just act friendly but also kind of evasive in hopes that they will get the hint, but this doesn’t always work.  Is there a more effective way I can deal with this?

Thank you,

Evasive

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Dear Captain,

I have a colleague, “Peter”, who I’ve known for several years. We first worked together at a festival, and added each other on facebook/phone for organisational reasons, as he was the crew leader. Over time we have become friends, although I do see him as more of a colleague as he is 20 years older than me with a kid, and I’m a student. I worked with Peter again this year, and during the festival he split with his girlfriend. Naturally he was upset, and I was sympathetic – at first.

Recently, he has been pestering me on social media, and on the phone when I ignore his messages. I shouldn’t ignore him, but he frequently sends me random unsolicited updates on his life/ weirdly personal accounts of his break up, often at 2am, and I don’t know how to respond. Sometimes I will commiserate, but then he will turn on me and ask these loaded passive aggressive questions like “you really ok with this?” or “am I being obtuse”, so I have stopped responding as I don’t have the time or emotional energy to deal with him right now.

I think he is just looking for a friendly ear, but I’m struggling to deal with someone who is so emotionally vulnerable and so different from me. When I do respond, we get our wires crossed, so I try and keep my replies neutral. For example, he had been trying to recruit my young best friend to his crew, and even after I said she wasn’t interested multiple times, he added her and starting talking to her on social media. I got annoyed at him over boundaries and he got in this huge strop about how he could do what he liked. Then he eventually apologised, but the rift keeps widening.

Peter constantly questions how deep our friendship really is, and to clarify, I have always seen him as a friendly work colleague. From my point of view, him pouring out all these emotions on to me seems very strange, as surely he must have closer confidantes his own age? I probably sound quite cold, but I don’t think he should be discussing the legal issues and horrible drama of his break up with me.

I want to maintain our good working relationship, but don’t know how I can enforce boundaries, particularly on social media. Help!

She/her pronouns please. 

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