3 Essential Tips for Online Dating Message and Email Writing
- Keep it short,
- Help her think, and
- Walk a mile in her shoes.
I don't usually start off a post with the impact points right at the beginning. But I want to lay these out first -- because they're so vital to solid message writing -- and we'll get into the "whys" and the "hows" in a moment.
I was going to write about something else today -- I have a couple of big-concept posts I've been meaning to write up and get around to -- but, heck, the last post I put up was a big-concept post so I figured let's have a quick breather from that and get something a little lighter up first.
This topic came up as I got to an email from a reader. A very well-spoken and clearly an educated guy, he sent me a message detailing a situation with a girl he knew... and boy, was it detailed. I mean, it was long. Really long.
I've been all too guilty of this myself -- sending super-long messages. And what I found was that I was often disappointed -- I'd put all this time and effort into a monster of a message, and then... I'd get no response.
There are a bunch of lessons I eventually took away from those experiences that I'll share with you today. The basic gist of today's post is, basically, that this -- what we're about to talk about -- is how you write online dating messages and emails that don't get ignored... and, in fact, get you exactly what you want: responses, phone numbers, dates, and success.

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Think for a moment of a time you were talking to a pretty girl you'd just met. You started hitting it off -- things were going great. You took the conversation deeper and deeper -- getting to know her more and more. It felt like the two of you were bonding at this incredibly close level, and it kept getting closer. There was more and more magic... more and more chemistry... crazy amounts of electricity sparking in the air...
A reader writes in a comment on the post about
A few days ago, a reader going by the name of Jimbob asked a very good question about feigning disinterest or playing hard to get with women. Here's the segment of his comment that had to do with it (I've added a few paragraph splits to increase readability):
You know, I've been called a lot of things. I've been called an extremely warm person; I've been called a cold man. And at times, I've been called a romantic.
I was out last night with a friend at about midnight, and we stopped to ask for directions. I saw a pair of women on a patio as they were leaving a bar, and asked them if they knew where the place we were trying to find was. In the midst of them telling me as I stood there a bit beneath them on the street -- "Go to the cinema, then..." a large, obviously drunken man strode up to the edge of the patio they were standing on, towering over me.
I had a reader recently contact me, a little confused as to why a girl who'd seemed to like him had turned down the first date idea he'd proposed and counter-offered that they go golfing instead. His idea had been for the two of them to go swimming at the pool that she worked at, where he met her.
Breaking up with a girl is quite often one of the toughest things you'll do. It involves cleaving yourself from someone else you've likely grown quite close to, and have quite possibly been with for a long time and shared a lot of experiences with.
In the post on