You winked, he winked and wrote an e-mail saying "What's up?" So now what do you write? I'll tell you what not to write: "Nothing. What's up with you?
Here are seven things you should make sure to do, or avoid in your e-mails.
He can start the conversation, but so can you. Show initiative and start the conversation. In life being passive never pays so if you're interested write him and say so. You could write something like: "I'll tell you the boldest thing I've done if you tell me yours. I'm interested in getting to know you."
Ask questions. Lots of them. Dating someone who talks too much about him or herself can be a huge turnoff. Wait to be asked questions before you go into the "About Me" speech. He saw your profile so he already knows a little bit about you. If you ask your date why he lived in Japan or why David Sedaris is his favorite author, chances are he'll be psyched that you're asking.
Keep him guessing about you, but not for that long. It's good to keep him intrigued, but if you wait too long to return his e-mail or call he may forget about you and move on to the next match. If you ask him to tell you about the boldest thing you've ever done, be sure to tell him about yours within a few days after he does. In this same vein, if he asks for your number or to meet you, don't wait a week to respond.
Avoid the e-mail love affair. Many people give good e-mail. It's exciting to log into your e-mail account and find three new e-mails from this new, interesting guy. But what happens when you fall for the e-mail version of him, but meet the real him and have zero attraction? I suggest meeting him after the first five or so e-mails. You'll be bummed to lose an e-mail lover you've grown attached to.
Avoid copying and pasting. My friend sent the same e-mail to all of her matches. Once she sent the same e-mail to someone twice AND she forgot to change the name at the top. She obviously didn't hear from him again. It may be tempting, but it's too easy to make mistakes.
Don't write too much. Some men complain that women talk too much and I know from experience that some guys are freaked out by a "chatty Patty." I've seen studies proving that men do, in fact, talk more than women, but I would wait to write a long e-mail until he does, just in case. Keep your e-mails to two short paragraphs until he writes a long e-mail. Once he does, then you'll know he has patience for some chat.
Write a follow-up e-mail. This is personal preference, but I think it's nice to get a follow up e-mail after the first date. Even if you're not interested, it's just a nice thing to do.
http://www.articlefair.com/Article/Seven-E-Mail-Tips-in-Online-Dating/33736
