Ah, the delicate and controversial DM-slide! I remember nodding vigorously when I read Priscilla Pine’s essay “What Comes After Tinder?” and got to the part about Twitter. “Most of the friends I polled who were active Twitter users mentioned it as the app where they had had the most success meeting potential partners, and I know at least one person who eschews dating apps entirely because her DMs have been so fruitful,” Pine wrote (emphasis mine). “In a way, that makes sense: Twitter mimics traditional social interaction in that you can find new people via friends and observe their personalities and senses of humor over time before feeling compelled to proposition them for a date.”
It was a succinct statement of something I already knew to be true: that Twitter was the social platform likeliest to introduce me to new crushes and fan the flames of those feelings, and that Twitter was probably the platform on which I’d be most open to a stranger asking me on a date. Not proportionally, you understand – of 100 people who express interest in me on OkCupid or Tinder, I probably go out with 5 of them, whereas the same calculation on Twitter would be more like 1 out of 300 – but if I develop a Twitter crush, I’m way more motivated to turn our flirtations into an IRL date, if possible, than I am with online-dating randos. I’m already more-or-less sold on them, from consuming their brain in 280-character chunks.
Having met three romantic partners (this guy, this guy, and this guy) and three casual sexual partners (this guy, this guy, and this guy) via Twitter, I’m pretty clear on what I like and what I don’t like, vis-à-vis people sliding into my DMs. Here are 5 elements your next DM convo with a stranger should definitely possess…
Previous rapport. Like Bex says in our Dildorks episode about social media flirting, DMing someone you’ve never actually interacted with before (aside from, maybe, faving their tweets) is like going up to a stranger at a party, tugging them into a closet, and declaring, “I have to talk to you.” They’re probably gonna be freaked out and wonder what the fuck you’re up to.
Establish rapport by adding value to your Twitter crush’s life. Most of my successful DM suitors replied to my tweets with funny jokes, helpful suggestions (when requested), and supportive cheerleading – as relevant – before they dared take things to the next level by DMing me. This is important. When your name and face show up in my inbox, I should recognize them and ideally have a positive association with them from our previous interactions. Hint: if your crush has never faved, replied to, or otherwise acknowledged your public communiqué, they’re probably not interested – or you just need to build rapport for longer before you ramp things up.
A specific reason to message them. Bex recommends following up on a previous conversation the two of you had publicly – e.g. if you and your crush recently commiserated about something sad that happened on your mutual favorite TV show, you could DM them a link to a great article about the show a few days later and say, “Thought you’d like this!” Or you could DM them a link to a local event you think they’d enjoy attending, a thought you had about their latest blog post/podcast/tweet that seems too specific to say in a public tweet, or a thank-you for something they helped you with or introduced you to.
The first time my Sir DMed me, he was following up on a compliment I’d tweeted at him earlier in the day. “Hey Kate! Thanks for that compliment earlier, it made me blush,” he said. “You’re very cute yourself!” This is simple but it worked well because it gave me the opportunity to talk to him more if I wanted to (which I did) or to just say “Thanks!” and move on if I wasn’t interested. Similarly, my first DM from an erstwhile FWB was a response to me tweeting about being sad about the sexual dry spell I was going through at that time: “Sounds like we have similarly sparse dance cards lately,” he said. “Toronto’s been great for work, but surprisingly boring socially.” You’ll notice that this wasn’t a direct date-ask – he left me space to suggest we get together, if I wanted to, which I did – but was nonetheless relevant to our earlier public conversation.
Sometimes your specific reason for messaging them might just be wanting to ask them out. That’s okay, if done well. See “a statement of intent,” below.
An introduction. You might not need to front-load this into your first message if you think your crush is already aware of you and what you do, but it’s nice. Even something as simple as “Hi, I’m [name]! Long-time follower, first-time DMer” could be enough. Introducing yourself is respectful and polite. You probably wouldn’t go up to a stranger at a party and launch into a monologue without at least saying hello and telling them your name, so try the same thing in your Twitter approach.
My Sir did this in his second message to me. “I’m [name], a New York-based [job title]/sex nerd,” he wrote. “Recently found your work and your tweets and it’s all great stuff.” It was a concise statement of who he is, what he does, and why he followed me. Along with his respectful approach, it told me everything I needed to know in order to decide whether I wanted to get to know him better (I did).
A statement of intent. You probably don’t wanna put this in your very first message, because asking someone on a date (or whatever) before establishing rapport is risky, scary, and less likely to work. But if you do decide to ask your Twitter crush to meet up with you, you should give them some sense of what you’re actually asking. Don’t couch your romantic or sexual intentions in a vague request to “pick their brain over coffee” or “talk about [their work].” (And hey, if your intentions are strictly professional, or even casual or platonic, you should find a way to mention that, too. Less confusion = better results for everyone.)
You can straight-up tell them you’d like to take them on a date. You can tell them you’d love to get to know them better over coffee/drinks. You can suggest a specific activity you know the both of you enjoy (e.g. going to a comedy show), ideally one that’s culturally coded as date-y. You can disclose the nature of your feelings about them so they can infer you’re asking them on a date (e.g. “I think you’re really cute and cool and I’d love to take you out sometime” or “I’ve been crushing on you from afar for a while and would love to hang out in person if you’re into that”). My Sir said, “If you’re ever in New York and want to meet a Twitter admirer in person over coffee or something, I’d love that,” which is perfect because it expresses enthusiasm, indicates a specific activity, and gives me an easy out. So many good ways to ask cuties on dates!
Some fucking respect. Twitter isn’t a magical universe where you get to treat people like garbage. Those are real humans in there, so be good to them! Be polite, take “no” for an answer, and be appropriately apologetic if you fuck up.
Make sure you keep in mind, too, that someone ignoring your DM or declining your advances might not have much to do with you. They might be busy, or stressed, or going through a complicated situation of some kind. Don’t take this shit personally, if you can help it. You’re great, and there are always more Twitter crushes in the sea!
Have you ever asked someone out – or been asked out – via Twitter DM? How did it go?