This is really one of the worst feelings in all of online dating. You’ve found that amazing person and you spend all afternoon crafting the perfect Message to send to them. And then you wait…and you wait…until you start to realize that they might not be writing you back. Should you send a second message? Well, this is the million dollar question that we’re going to cover today.

The Answer

Yes. If you’ve read any of our blogs, you know that most of our answers come with conditions, but this one is pretty clear-cut. You can and should send a second message if you want to. A lot of times messages will get buried in online dating especially if you’re messaging a female (females typically get way more messages than men). Sometimes, people will just go through and clean everything out or will do a quick scan through deleting things and might accidentally delete your message.

But, how can you know if this is the case or if they’re just not interested? The answer is that you can’t. You’ll have no way of knowing if they are just not interested, forgot to reply, or accidentally deleted your message.

That being said, why not err on the side of caution and send a second message? What’s the worst that can happen? The worst that can happen is they just delete it again or send you a message telling you they aren’t interested. Is that really that bad? We don’t think so and you shouldn’t either. If you’re too sensitive to take an I’m not interested letter from someone, then you need to take a break from dating for a while. But, most people are just going to delete your message again if they deleted the first one and move on so you really don’t need to worry about that.

The best that can happen is they see your message and are interested! That’s an opportunity you’d never have gotten if you didn’t send that second message. The only way you’re going to put your mind to rest on whether you should send that second message or not is to send that second message.

The Catch

We know we said there was no catch, but there is a little one. You need to make sure that you aren’t sending the second message too soon. If it’s been three hours and you haven’t heard from them, don’t send a second message. Seriously…give them some time to get online and read through their messages and get back to you. Ideally, we recommend waiting at least 8 days before sending your second message. Some people only check their accounts one day a week, and this will ensure that they have a chance to read your message and respond if they want to.

Secondly, make sure that your second message is not rude or calling them out for not responding. You can say something to the effect of “Hey! Just wanted to see if you were around to chat. Sorry for the second message, but you seem really cool, and I’d kick myself if I didn’t try to reach out again. Anything to that effect would be perfect. Please don’t send “Hey, why are you ignoring me?” or ANYTHING like that, please. Imagine how well that would go over if they just hadn’t gotten a chance to read your first message. You’d now shot yourself in the foot.

Read Receipts

The one exception to this is when you use an online dating site with read receipts. This is a function that tells you when and if someone read your message. On a lot of sites, it will also tell you if they just deleted your message. This is a feature that we highly recommend getting if it’s available. It can help to put a lot of your concerns to rest and prevent you from sending a second message if they haven’t read your first one yet.