How to Talk to Women on Dating Sites

November 4th, 2011

Lest you think I’m some sort of sexist, the advice in this article absolutely pertains to communicating with men as well. However, in my experience, men seem to more often experience frustration and confusion when reaching out to a woman for a first time on a dating site. Having been on the receiving end, I can tell you there’s a few simple things that will make me more likely to respond, even if you’re not necessarily my type or if I’m not immediately attracted to you. So, for all the women who are sick of signing in to messages that just read “Hi” or include a phone number (why?), here’s some advice,

Read her profile.
Seriously. Take some times to read it two or three times. Make note of anything you find interesting or confusing or anything that you simply have in common. Unfortunately, this is where you need to realize that you may have nothing in common. Even if she’s incredibly attractive — and especially if her profile gives no indication of wanting casual sex — you may need to forget her. You won’t know this if you don’t take the time to read, folks. However, if you do find some compatibility, click the button to send her a message. Nevertheless, this is a great place to list a few common interests.

Introduce yourself.
Just a sentence or two about who you are and where you’re from. “Hi, I’m Jon. I saw your profile today and you look pretty interesting.” To make yourself more memorable, explain why you took the time to message her. If you can’t think of anything besides “you’re hot,” you should probably delete the message.

Ask her something.
Don’t just end the exchange on an awkward note that forces your recipient to force a conversation. Ask something! Preferably, you’ll ask something related to her profile. This shows that you’ve read it and you’re interested and, also, that you have a brain. Perhaps you can ask why she does what she does (work/school) or what it’s like to be a person who [fill in your own blank]. The key, here, is to build a conversation that is less generic because you can only be having it with her.

Send your message
That’s it. You’ve got a little of you, a little or her and some ideas about “us.” Either you’re intriguing or thoughtful enough that she’ll respond or she won’t but you’ve made it that much easier for her to respond.

Here’s a few tips to help your post to come off even better. Use proper grammar to the best of your ability. No one expects you to be perfect but at least put in an effort. Avoid text/chat speak. This means you might avoid typing on your phone at all and, instead, save the interactions for when you have a full keyboard within reach. With that said, don’t send essays every time. Time is valuable and you should be able to succinctly get your message across without making your reader feel like she is doing homework. Leave a little to the imagination. Don’t show all your deep, dark secrets and rattle off your entire life’s history within five minutes of her first response. Let her wonder and, if she is so inclined, inquire about you.

Be open and honest if you expect the same. It doesn’t guarantee it but the effort goes a long way. Remember that humor and silliness doesn’t always come off the way you intend online and, because first impressions are so important, you may want to hold back until you know her better. If you attempt, and fail, at humor, feel free to lightly apologize. “I’m sorry, I just wanted to make a good impression and my nerves may have gotten the best of me.”

What you don’t do it just as important as what you do do. So don’t talk all about you, don’t be rude or dismissive, don’t make fun of her (even if you’re a funny guy), don’t assume you’re already in or that you are somehow better than her and she is lucky to have caught your attention and don’t assume that you’re a loser who would never deserve a response. In fact, stay as positive as possible. A negative attitude will quickly turn off potential friends and lovers.

Be patient. Even if someone is actively pursuing a new relationship via the Internet, she still has a life. Don’t write someone off who moves at a different pace than you. Responses may take a while and she may want to take time to be angaging and appear thoughtful. You should also take your time when crafting messages for the very same reason. This is especially important with your first message because your reader may not even take the time to view your profile if you butcher the conversation.

Expect awkwardness. In fact, sometimes acknowledging it can break the ice. Dating sites have thrown a lot of traditional etiquette and expectations to the wind. Everyone’s learning how to be successful with this new medium and how to incorporate apps and text messaging into blooming relationships.


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