4 Tips for Turning an Online Chat into a Date

"Control your imagination"

“Control your imagination”


It’s easy to chat the night away online. Whether you’re engaged in a little naughty fun or you enjoy talking about your favorite bands, TV shows, and hobbies with the hot ladies in your city it can be easy to start a conversation. Turning it into a real life date is the hard part. These four tips will help you turn a one time conversation into something much more than that.

Lay the Groundwork Early

You shouldn’t ask to see her in person right away, but it’s never too early to start laying the groundwork for it. You can start by talking about local places to go: whether it’s the best place to grab a burger downtown, a movie theater that hardly anyone knows about, so you always get the best seats or just a fun activity that you like to do. If you make it sound like it’s something that’s just about you it will put the idea of going to this place or doing this thing in her mind without you having to come on to her. She’ll be predisposed to agree when you ask her out.

Steer the Conversation to Specific Interests

"Ask about her favorite places around the town"

“Ask about her favorite places around the town”


If you want her to see you again you’re going to have to make the case for it. You need there to be a connection, and it can’t be vague. Sure, you’re both persons who like things, but that’s not going to get you a date. Polite chitchat isn’t going to get her to see you in person on Friday. In order to stand out and make her remember you, you have to get specific about who you are, what you want, and how you’re going to get it. So keep the conversation lively and memorable, and make sure that you’re not just mirroring back her opinions. A conversation where two people totally agree is interesting at first, but if you want to stand out you should engage her with a little mild disagreement from time to time.

Do a Little Research for Local Events

When you’re chatting up a woman you want to ask out in one tab, you should have another browser tab open researching events and places you could go together. Make sure that it flows naturally with the conversation you are currently having. It’s okay to jump back one or two topics of conversation, but if you briefly discussed hiking at the beginning of your conversation and then spent three hours discussing foreign films you’ll have better luck asking her to a movie than on a hike.

Don’t Hint: Be Direct

One of the biggest mistakes men make when asking a woman out is not just asking her out. Don’t say that you’d love to see her around sometime, and don’t say that it would be cool to hang out. Ask her if she wants to go to a specific event or place on a specific day as a date. That way there’s no chance of mixing signals. If she says no, then get back in the saddle with another woman. The beauty of dating online is that you don’t invest so much time and you meet a lot more people.

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