I won't bury the lede - my friend isn't non-monogamous or polyamorous, and that's the crux of the issue. At the least, he has never really considered non-monogamy before.

My (31F) marriage is uniquely suited for non-monogamy and has been for ten years strong, and my husband (30M) is entirely comfortable with what I'm proposing here. My biggest concern is the risk to my friend’s (30M) feelings and his perspective. So, before I speak to him about it, rather than seeking advice exclusively from people who practice ENM, I am actually curious what everyone might think of the situation. I also think Tildes probably has the only pool of monogamous people on the internet who would be interested in discussing this topic respectfully and approaching it with curiosity or empathy rather than disgust - I know it's a strange topic for most people.

Essentially, over the past two years I've been spending more and more time with a friend of mine. My husband is a pretty good friend of his, but they are not extremely close or best friends, they know each other through me. My friend doesn't date a lot, and we simply find ourselves drawn to spending a lot of time together, having very long conversations late at night, and doing things like going on a few vacations alone together. We haven't discussed it, but there is an overwhelming sense that we would probably date, had I been single when we met. He's very respectful of me and my marriage, but sometimes we each end up innocently flirting with the other - small compliments about our appearances, comments about how our “love languages” tend to be similar, etc. A few weeks ago he asked me if my husband and I have an open marriage (I don't often share that aspect of my life, my husband and I have been functionally “monogamous” since I've known my friend, and we haven't dated anyone else for quite some time.) I answered by saying that I actually do have an open marriage, yes. His question caught me off guard. I didn't expect him to ever ask because he doesn't seem like the type of person who would be interested in non-monogamy. So, I asked him what he thinks about non-monogamy, and he said he hasn't thought about it much, and has always been monogamous in past relationships. I wanted to think more about what to do next, so at the time I didn't let him know that I was specifically attracted to him.

Certainly, it may be very wise to accept that my friend is likely just monogamous, as most people tend to be, and simply continue on with our normal platonic friendship as it is. However, recently I'm finding it harder to contain my feelings on the matter, and he doesn't exactly make it any easier on me, because I really think he engages as well. Recently a mutual friend asked me if something was going on between us because she noticed him flirting with me. A couple of friends have agreed that the chemistry seems undeniable, so I don't think this is entirely one-sided.

At the least, I think I need to be honest with him that I'm attracted to him and open to some kind of romantic/sexual relationship with him. That way, if he says this makes him uncomfortable, I know I have to adjust my expectations and put proper boundaries in place. Of course, my hope is that he might be interested as well, at which point we can discuss what that would look like, but that's a separate topic because first I want to approach this with caution and respect.

I feel that it's really the sexual element that is up in the air. We already spend a lot of time together, and any purely monogamous person would probably already consider our behavior to be “emotional cheating,” if it happened to their marriage. I don't think most male/female friendships involve endless late night conversations, casual flirting, and prioritizing each other over other friends. To me, adding sex to the relationship seems like a no-brainer since we seem attracted to each other, but obviously most people wouldn't feel the same way.

Also, imagine the same situation, but with the genders flipped. We've all heard stories of unfortunate women who thought they had a great friendship with a man, only to eventually find out that the guy had been pining after her sexually for some time. My worst fear here is making my friend feel like our relationship was shallow, or that I was just trying to get something from him. But I didn't end up here on purpose, I just found myself here somehow - and I also would be more than happy to remain just friends with him if that's what he wants.

What would you think if you were a fairly monogamous person, and your close, non-monogamous friend admitted they have feelings for you? Would you be offended or hurt? Do you think there is a tactful way to bring it up? Would you prefer they never tell you, so you can just continue your friendship as normal, or for them to just move on without you if they can't let go of the idea?

Of course, the only real answer is that I won't know how he feels unless I ask him about it. I just thought I would talk this out with some kind strangers before jumping in. My brain seems quite wired for non-monogamy, and sometimes I struggle to see things from the perspective of monogamous people. Jealousy is not an emotion I have experienced often in relationships. I am flattered when any of my male or female friends admit attraction to me. Some of my friend groups are very queer and/or polyamorous, where behavior like dating your friends or being friends with ex-partners is fairly typical. But this friend is from a part of my life where non-monogamy is not as much of a given. I am also a bit worried about what our monogamous friends would think, as we do spend a lot of time in the same group of friends. I am worried that if he were to meet someone in the future who he wanted a relationship with, the woman wouldn't be comfortable having me around in the group, especially if I am still practicing non-monogamy at the time. I have many worries. Non-monogamy is complex. But mostly, I feel like this could work.

I know some of you are non-monogamous and I'm definitely interested in your thoughts, but I wanted to specify that I'm open to anyone else's take as well.

for those still committed to monogamous relationships: if you've been in a situation where you're talking with a few people that could be romantic interests, how do you let them know it's not gonna happen once you've found the (current) one ?