Society Magazine

Confession: I Basically Never Ask People Out

Posted on the 04 July 2013 by Brute Reason @sondosia

Every progressive has a traditional streak in them. It might be little, it might be huge, it might be a secret, it might be totally obvious.

Mine is this: I do not take initiative when it comes to sex and romance.

Save for some occasional exceptions, I don’t ask people out on dates, I don’t proposition people for sex, I don’t disclose romantic or sexual feelings to anyone unless they’ve done so first, I don’t initiate conversations about moving relationships “to the next level” (I hate that phrase, but it’ll suffice here), I don’t say “I love you” first, and if I ever get married I doubt I will be the one to propose.

This is not a random personality quirk, and it’s also very localized. In the context of friendships and professional relationships, I take lots of initiative. I let people know that I’d like to get to know them better and I’ve initiated lots of coffee/lunch dates with friends. In the context of existing sexual/romantic relationships, I’m also very assertive and often suggest dates or initiate sex. In general, I set and enforce boundaries clearly (although this costs me friendships and relationships) and make my needs known.

So what is it about initiating new sexual/romantic relationships and making existing ones more serious or committed?

For lots of people, this is difficult because they fear rejection. They find themselves paralyzed with fear at the thought of asking someone on a date or telling them they want to have sex. They worry that asking and being rejected will lead to ridicule or ostracism. They worry that the person won’t want to be friends with them anymore.

I don’t. Rejection bothers me to the extent that it bothers everyone–it sucks and it’s unpleasant. But that suckage isn’t nearly enough to keep me from pursuing relationships that could make me really happy.

For some people–a group that overlaps with the fear-of-rejection group–initiating things is hard because they are insecure. They believe it’s pointless to even try because nobody could possibly like them or find them attractive anyway. Perhaps they believe this because of past romantic/sexual failure, or because they have depression and this is what depression does to you, or just because they haven’t tested this particular hypothesis yet.

That’s not the case for me either. Although I have a few insecurities, I’m quite confident in my ability to find partners.

For me, passivity in initiating relationships has little to do with fear or insecurity, and everything to do with the lessons I’ve absorbed about what it means to be a woman who initiates relationships and how people–men, mostly*–have responded when I’ve done so in the past.

First of all, as I mentioned, I do initiate sometimes. It has ended very badly almost all of those times. Not in the sense that I got rejected or that stuff happened and later didn’t work out. Rather, what inevitably happened was that the guy I asked on a date or disclosed my crush to or wanted to have a casual friends-with-benefits relationship with would string me along to see what he could get, and then reveal that he’d actually never been that interested to begin with. In the friends-with-benefits case, the “friends” part would quickly disappear. In the crush case, he’d persuade me to have sex with him and then claim that I should’ve known it “meant nothing.” In the date case, he’d act bored and blasé on the date and explain that actually he hadn’t really wanted to go on a date with me at all but just didn’t think to say no.

Of course, I get that at the beginnings of things, it’s hard to know what exactly you’re interested in, if anything. But this is why language exists. “Sure, I’d love to hang out, but I’m not sure yet if I’m interested in you romantically.” “I’d totally hook up with you, but I don’t tend to stay friends with the people I fuck.” “Right now I don’t see you as someone I’d have a relationship with, but if you’re okay just being friends who hook up sometimes, I’m down.”

Now that I’m older and more experienced, I know what to look for when someone’s purposefully being vague just to see what they can get from someone who’s expressed interest in them. I also understand why men might do this. Having a woman initiate things is probably rare enough that they want to “take advantage” of the opportunity, even though they’re not actually interested and even though that’s extremely manipulative.

Nevertheless, this has happened most of the times I’ve initiated romantic/sexual things, and that makes me extremely reluctant to do it again. If initiating things means wading through someone’s obfuscations and asking them to specify what they’re looking for from the situation and knowing that they might lie and lead me on anyway, no thanks.

The second reason involves all the patriarchal stuff I’m sure you know. All my life I’ve been told that women who initiate are whores. In fact, I’ve been warned by plenty of well-meaning women that men will string women who initiate along to see what they can get (or just assume that what they can get is sex and act accordingly). Obviously, I don’t believe any of these things. But the latter happens to have been confirmed by my personal experiences, which makes it really difficult to break out of that mold.

Along with that are the fears that many of us probably still have and try every day to overcome. In my case, it’s that nobody will ever like me if I take charge and ask people out or whatever, and that everyone will think I’m “a slut” and make fun of me behind my back (this has also happened, so believe me when I say I’m not pulling this shit out of nowhere).

And yeah, people say that men who take advantage of a woman who shows initiative aren’t the kinds of men you’d want to date, and that friends who make fun of you and call you a slut aren’t the kinds of friends you’d want to have.

But does that make it hurt any less?

The third reason is that, in my experience, many men who claim to like women who show initiative don’t really mean it–and, more to the point–they don’t realize they don’t mean it. They say, “Oh, I’d love it if a girl asked me out.” “I’d love it if a girl asked me for sex.” But then it actually happens, and the caveats come out: “Well, sure, I like assertive women, but she’s just too aggressive.” “Well, I just felt intimidated when she asked me how I felt about her.” “Wow, she just seems really desperate and obsessed.” “I think she’s like, in love with me, and I’m not ready for that right now.”

It’s not a coincidence that men tend to feel intimidated by assertive women and to view them as aggressive, desperate, and obsessed. First of all, that’s how women who initiate sex and dating are constantly portrayed in the media. Second, while more and more women are feeling comfortable initiating things, it’s probably still rare enough that men might assume–without realizing they’re assuming–that if a woman asks them out, she must be so desperate or in love with them that she was willing to ignore our society’s taboo against women who initiate relationships.

People tend to talk about fear of rejection as the ultimate reason for not making a move and the biggest obstacle for folks to overcome if they want to take charge of their love lives, but honestly, I wish rejection were the biggest problem I faced when it comes to asking people out. Rejection seems like a walk in the park compared to this other stuff. At least rejection is honest. “Sorry, I don’t like you that way.” But in my experience, taking initiate means dealing with people who don’t say what they mean, or say what they don’t mean, or don’t realize that what they say they want is not what they want, or blatantly lie. Who has time for that?!

For me, it’s not so much a conscious decision not to ask people out or proposition them even when I want to, but rather a nearly-complete lack of any desire to do so. When I meet someone I’m interested in, I often find myself thinking that it would be nice to date or hook up with this person, but there isn’t really any part of me that wants to make that happen. Instead I sometimes befriend them and see what happens. Worst case scenario is that I make an awesome friend; best case scenario is that they initiate things. Often they do. (And note how the worst case scenario and the best case scenario are actually equal in terms of awesomeness.)

But this is what makes it hardest to fight. If I really wanted to do something about my feelings for someone, I could absolutely drum up the courage to do it. But I just don’t. Apathy is always the worst enemy. I’ll meet someone and get a crush and tell my friends and they ask me what I’m going to do, and I usually just shrug and say that I don’t feel like doing much of anything about it.

To be clear, I’m not happy with the fact that I’m this way. Although I don’t feel any guilt over it (I find guilt over not being “feminist enough” or “progressive enough” to be counterproductive anyway), I’d like to change and I hope I’ll be able to. But it’s not a huge priority right now because I’m more concerned with making sure my depression doesn’t relapse and that I move to NYC successfully and do well in graduate school and make friends and all that. Sex and dating is quite a few burners away from the front.

In any case, this post should not be taken as an endorsement of How People Ought To Be, and the personal history I described should not be taken as my impression of What Men Are Like. It’s just how my life has happened to go so far. It’s likely that someday my life will go differently. I will look forward to that day.
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*I specified men because this post is primarily about my experiences with men. With not-men, I have a completely different set of challenges and experiences that I didn’t want to get into here.

Extra moderation note: Posts like this one tend to bring out a lot of condescension and unsolicited advice. Note that I didn’t ask for any advice in this post, so please don’t offer it unless you’d like to talk about your own story and how you overcame problems like these. I wrote this mostly to work through my own thoughts on it and see if anyone else feels the same way, and as much as I love you all I have other people to turn to when I need advice.

Also, if you’re going to comment with something like “wow I could never have expected this from you I mean YOU you’re always all like feminist and talking about communicating and going for what you want I mean wow if even you can’t do it” please consider just not doing that.


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