What Do I Do About My Wife’s Flirty Co-Worker?

Estimated reading time: 16 minutes

Dear Dr. NerdLove:

My wife has a “work husband”, a co-worker she has a close and emotionally intimate friendship with. I normally wouldn’t be bothered, but I feel like it’s starting to cross lines that I’m not comfortable with. Her friend is very flirty with her, in texts, emails and in person. This isn’t a secret; my wife told me about it as they were starting to become friends and I’m confident she would never cheat on me. Ever since they started getting close, she would offer to let me see the texts or emails, though I’ve never taken her up on the offer. I appreciate her wanting to reassure me, but I’ve always felt that either one trusts one’s wife or they don’t, and I trust her.

I’m not even offended that she enjoys being flirted with. I’m sure I would if I had a female friend who was as flirty with me. But not only is there a level to which it becomes too much, but also when it feels like an outright display of disrespect or a challenge to me, somehow.

The thing is, it’s not just at work, behind closed doors or in private. He’ll flirt with her in front of me, while I’m standing right there. There have been many times at office parties or other events I’ve attended with my wife and he apparently has no issue with talking about how hot she is in that dress or how “if she wasn’t married…”, occasionally with an elbow or a nudge and saying “this guy knows what I mean, right?”

Frankly, it bothers me, because while I trust my wife completely, this behavior feels disrespectful to me and to our relationship. I can’t explain how without sounding like the most irrational kind of man, but it always feels like he does it deliberately in order to imply that he’s more of a man than me.

I don’t know how I should respond to this. My friends have suggested that I should tell him to back off. One even asked why I was “putting up with this”, said that he was making me a cuck and implied that I should just punch him. Obviously I don’t want to get violent over this and I don’t want to come across as jealous or insecure, especially since I know she’s not doing anything wrong. On the other hand, I feel like her friend is crossing boundaries in a way that I find incredibly inappropriate to a degree that feels like an insult and I don’t know how to bring it up in a way that doesn’t make me seem controlling or paranoid. He’s her friend after all, not mine, and I don’t want to be yet another jealous husband who regulates who his wife is allowed to talk to or who she can be friends with.

I guess my question is: what is the best way to handle this? Are my friends right? Should I talk to him and tell him to knock it off? If I tell my wife about it, how do I make it clear that I’m offended rather than threatened? Do I even have the right to say that she should do something about this, or is this something I should just try to let go of?

Thanks in advance for your help!

Sincerely,

Concerned About Dialogue Dilemma

I feel like I shouldn’t have to say this but for the love of God, sanity and your wife’s career, don’t start a fight with this guy. Not only is that whole “don’t talk to my girl or else” macho bullshit posturing something you’d expect out of an Archie comic from the 50s, it’s also deeply embarrassing and it’s not going to help in any way, shape or form. It won’t work the way you (or your friend) think it would, and there’s no upside to it no matter how it plays out.

Leaving aside drawbacks like “brought up on assault charges” and “getting your wife fired because you threatened her coworker”, if you threaten him but never follow through if he does keep flirting with her, you come off as impotent. If you do follow through, you come across as violent and unhinged, whether you actually win the fight or not. And in any case, responding with threats of violence just tells everyone that you feel like this guy is a threat to you somehow – whether to your marriage or just your status as a man.

(Also, I feel like someone should do a check of your friend’s browser history, because I have a lot of questions what sites and YouTube channels he’s been visiting. But that’s another topic entirely.)

So here’s the thing: I have no idea if this guy is actually playing fuck fuck status games and implying that he’s a bigger swinging dick than you or if some of his comments are some sort of weird “we’re all guys here, we can all appreciate your wife’s a smokeshow” camaraderie thing. The cynical part of me suspects that this is a deliberate move to draw your attention to what he’s doing. It may be part of said games or it may be him trying to see how far he can push things like a raptor testing the fences.

But the why of it doesn’t really matter. Being that flirty with someone in front of their partner is weird, like the guy hit his head and thinks he’s actually a character in Mad Men or something. As I said: I don’t know if he’s disrespecting you, but he’s definitely being disrespectful… to you and to your wife.

Here’s the thing: I talk a lot about flirting without intent and how people will flirt because flirting is fun and it’s nice to know that folks think you’re hot. I don’t think a flirty friendship is a big deal or even threatening, even when the other person is in a relationship. But one of the unwritten rules of flirting without intent is that there are lines that you don’t cross, especially if one or both of the people involved is in a monogamous relationship. One of those lines is acting like this in front of someone’s partner and especially in public.

Even under the best of circumstances (such as it is), this makes things intensely awkward for anyone with even a modicum of emotional and social intelligence. Even if, for some reason, the partner or spouse isn’t bothered by it, this has the potential to make trouble for the person begin flirted with. Acting like this in public means that someone hasn’t considered that other people are also seeing this. You’re not in some zone of privacy where sound doesn’t travel; there are still other people who are going to witness this and draw all sorts of conclusions from it. Tossing a big hunk of red meat to the office gossip pool is a shitty thing to do to a friend and runs the risk of someone saying the magic words “hostile work environment”.

Now, in the moment, I think it’s entirely fine to say “I don’t appreciate comments like that. I find them rude and inappropriate. Please don’t make them in front of me.” Keeping it simple, straightforward and about that behavior in that moment can make it clear the guy has overstepped without your coming across like an insecure jock in an 80s teen boner jam. I would recommend that you keep a response like that in your back pocket for next time, if there is a next time. If the guy falls back on the “hey, it was just a joke” defense – as habitual line-steppers so often will – then all you have to say is “it wasn’t funny. Please don’t make comments like that in front of me”. No need to debate the nature of the comment or how it was meant, just reiterate that you don’t want him making those comments in front of you.

In the moment is one thing, though, and after the fact is another. I don’t think there’s much use in pulling the guy aside and saying something later; it won’t have the same effect or impact, nor do I don’t think it’s your place to do so. As you said: it’s your wife’s relationship, not yours. It’s on her to draw boundaries on her friendships.

What I do think is that you should talk to your wife about this. This is a time when you want to use a modified version of the Awkward Conversation; you want to carve out time to talk about it with your wife and to explain precisely what her friend is doing and why it bothers you. You should make it clear that it’s not the flirting that bothers you, that you trust her, that you understand it’s her friendship, not yours, and that you trust her to establish and enforce whatever boundaries she sees fit with her friends. It’s flirting with her in front of you, in public and drawing attention to the fact that he’s doing it that’s the problem. You find it disrespectful to the both of you, and you don’t appreciate his doing it. I would also say that you don’t want to step on your wife’s toes by getting involved in her friendship and you would like her input on the best way to resolve this.

That last part’s important, because she’s the one who knows her friend the best and understands the dynamic of her friendship with him in ways that you don’t. She’s better positioned to say “I think this would be the best way to handle it,” and navigate whatever changes to her friendship with him that might be necessary. It’s also a subtle reminder that you trust not just her judgement, but her opinion and insight.

I realize this may not be the most satisfying way of handling things, especially when it feels like the guy is insulting you to your face. Calling it out when it happens is one thing; addressing it after the fact or in general is a little trickier. The possibility of messiness is pretty strong. But coming to the discussion with your wife from a place of trust and collaboration – you’re partners, after all – is the best approach.

Good luck.

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Dear Dr. NerdLove:

So navigating the swamp pit that is modern is because all the chaos and contradictions especially as autistic virgin in his late 20s. From being told to women are the happiest when single, to married men to actually being the happiest but then being told to date for a relationship is weird and out of date that hooking and being slutty is now trendy and sexy, that slut shaming is wrong but shaming someone who’s got little experience or god forbid being a virgin (especially if he’s a man) is an acceptable target because that’s an incel after all.

That there is a loneliness epidemic for men that we deserve because the actions of the terrible ones and to be told not to mansplain despite that I’m autistic and I love explaining and info dumping (there is literally no difference between the two) and of course this contradiction that lives rent free in my head for classic “Don’t compare yourself to others” to then when I step into the dating the women I’m interested absolutely have lots of experience (because i seriously doubt any woman is a virgin in her late 20s unless she’s like Amish or some other deeply conservative religious community or is by choice) and I get hit with the “weak men don’t fear comparison” when I start to get insecure about her previous partner and how I will measure up especially well from I’ve heard/seen virgins are not very good in bed. Even when insecurities like how where previous lovers like? Where they taller than me? More ripped than me? Had a bigger member? Better body? More sex drive? More sauve? It doesn’t help that a piece of advice I was given by a woman about being sauve and sexy goes “if you gotta ask then you don’t deserve to know” once again women’s words.

I know this is written chaotically and secreted brained but that’s what it basically feels like, even planning a simple coffee date feels like a red flag to a lot of women (and women have told me this) because it’s a sign he’s a basic boring bum ass loser. So like there is no winning for me man.

What do it do doc? How can I counter these conundrums and contradictions? How do I unscramble all this chaos? Just relax and be chill? To be a Micheal B Jordan and not a Shameik Moore.

Countering Chaotic Contradictions

This one’s easy: these aren’t contradictions. You’ve taken a bunch of various comments, complaints and hot takes without actually understanding them, dumped them into a food processor and hit “frappe”.

Let’s start with an obvious one: mansplaining and infodumping aren’t the same thing. Mansplaining is when someone – generally a man, but not always – is trying to “educate” a woman about a subject that not only does she already know, but often knows better than the person trying to explain it to her. It also tends to come with a heaping helping of condescension and an attitude of superiority and unearned certainty.

My trying to explain the new Critical Role campaign setting in detail to my wife is infodumping. My deigning to tell her about the conflict between the Tudors and the Plantagenets while she sits directly below her diploma for her Masters in medieval British history would be mansplaining.

(It’s also notable that there’s a time and place for infodumping, and the importance of crafting your explanation to the audience so that they’re both receptive and able to follow along, but that’s another topic entirely.)

Then there’s things like “women are happier when single and men are happiest when married”. This isn’t about dating, it’s about how (cis, straight) men generally reap benefits from being married, while women do the lion’s share of the work in not just the home but in the relationship while also having a job and their own lives to manage. In other words, it’s about the way gender roles and social expectations affect men and women differently and why.

Meanwhile, the Male Loneliness Epidemic isn’t “about the actions of the terrible ones”, it’s about how the toxic and restrictive ideas about masculinity and expected male behavior makes it harder to find new friendships or maintain the friendships they have. This also relates to that aforementioned “men are happiest when married” because part of the problem is how men tend to rely on their female partners not just for all their emotional needs but also to act as social secretary and manage most of their social lives for them.

You’re also taking random posts on social media (“a coffee date is a red flag”) and treating it as though it’s a universally held opinion instead of being both niche as hell and also blatant engagement bait. Are there people who think a coffee date is boring or dull? Sure. Do women think it’s a “red flag”? I’m sure if you look hard enough you’ll find someone who actually thinks this, but they’re not just an exception but likely not someone whose opinion you ever need to worry about in the first place. And if you’re seriously worried about that, then all you need to do is plan a different date – you have almost infinite options in almost infinite combinations. Go on a walk downtown and look at street art. Get ice cream and hang out in the park. Go play skee-ball or shoot pool or race go-karts. A little creative thinking and even just a little research works wonders here.

Then there’s the things that you’re just assuming, basing on other people’s random posts on social media or making up out of whole cloth based on nothing but your own imagination. Being told “dating for a relationship is out of date”? What? “Hooking and being slutty is trendy”? Even if I assume you mean “hooking up” rather than “sex work”, that still sounds like a Charlie Kirk manque demanding a return to “family values”, not an actual social trend.

But once we get to “…dating the women I’m interested absolutely have lots of experience (because i seriously doubt any woman is a virgin in her late 20s unless she’s like Amish or some other deeply conservative religious community or is by choice)” and we are well into “now you’re just making shit up to be upset about” territory because this is just recycled bullshit from people who have never actually talked to a woman or have even the slightest idea of women’s dating experiences. Remember what I said before about mansplaining? Guess how this fits into the concept. You’ve taken your assumption based on literally nothing but your guess of what women’s social lives are like and are treating it like a fact, despite having no evidence, data or even basic conversations with other women. You hold onto it because it justifies and validates your anxieties and makes you feel worse about yourself – classic masochistic epistemology in action.

This is precisely where the rest of the letter comes from. It has nothing to do with facts, reasoned opinions or even sensible conclusions based on research and experience and everything to do with how you feel about yourself. You’re starting from a base of “I’m not good enough”, imagining a situation where this gets confirmed and then treating this imagined scenario not only as something that has happened, but is also an inevitability and then projecting it outward onto others. That’s not a contradiction, that’s just you.

Can a virgin be good in bed? Absolutely. Lots of people – including people in the comments section on this column – have talked about having had amazing sex with virgins. By the same token, having had lots of sex is by no means an indicator of skill. Once again, talk to women and you’ll find how many “players” are horrible in bed – whether they’re generally only interested in their own pleasure, won’t listen to or check with their partner about what they might like or just thinks that foreplay is something that happens to other people. There’s a reason why the best way to be an amazing lover is to work on your communication skills, not trying to master the Swirly-Go-Round or the Texas Tornado.

But what about her exes? Well… what about them? They’re her exes, not her partner, and they’re her exes for a reason. Again, this is your insecurity talking, not reality. If someone wants to date you, they want to date you. They’re not looking for a replacement goldfish, they’re trying to build a relationship with you, specifically. If she wanted a Mortal Kombat palette swap for her last partner, that’s who she would be with already. As it is, the more you’re comparing yourself to their ex and trying to figure out if you have more or less points on a spreadsheet that doesn’t actually exist, the less you’re actually, y’know, paying attention to what your partner wants.

And that’s ultimately where all of this is tripping you up. You’re not actually paying attention; you are, at best, reading a headline and imagining the rest. I’d say you’re looking LLM summaries except even Grok manages to be right by accident on occasion. If you want to stop getting bewildered by all these seeming contradictions, it would behoove you to actually research some of these topics – and I mean beyond Reddit, Discord and TikTok.  

Similarly, you’re treating other men as a primary source for what women want when their source are still other men who think listening to women is gay. And as long as whatever they say lines up with your low opinion about yourself, that becomes the unvarnished truth.

If you want to start getting untwisted, start with working on learning to love yourself instead of trying to live up to what slapdick grivence peddlers say you “should” be. That way, you might start understanding some of these supposed contradictions instead of just using them punch yourself in the balls over and over again.  

Good luck.