Initiating a Conversation with a Woman

Admittedly, starting a conversation can feel terrifying. It’s jumping feet first into cold water, simply because you don’t know what’s due to come after. This is most probably why most conversation starters, when you hear them in a normal situation, seem ridiculous, but somehow are the first thing you think of when you’re put into the position of a man trying to approach a woman.

First and foremost, there is no reason to feel intimidated. The truth behind being awkward about starting a conversation is not because you don’t know what to say, but because you’re afraid of making a fool of yourself and getting rejected. There’s no foolproof line that will always work on every woman. Rather, it’s the way you present yourself:

In Public

"Be the one to break the silence"

“Be the one to break the silence”


Picking up a conversation with a woman in person may seem like the most daunting of all situations. Actually, it’s the one that works most in your favor. This is because you don’t only have to rely on your words, but can use your entire presence to your advantage. Women subconsciously already decide if you’re worth their time or not just by watching you approach them. This is why you’re often better off by starting a conversation with a woman who just happens to move close to you. This way, you can avoid the preemptive judgment and let your following conversation literally speak for you. The best thing is, you can say something about the place you’re at in her presence and if she joins in, you know she’s open to conversation. If she doesn’t, you didn’t get a direct rebuttal and know where you stand with her. Most importantly, don’t zero in on one woman in particular. There are usually several others and the more you try this with, the higher your chances are of scoring a phone number or even a date.

In a Chat Room

"Try to get her attention online"

“Try to get her attention online”


Chat rooms can be challenging because there’s not only you vying for her attention, but possibly several others. This is why the method of keeping all your options open is just as important here as it is in public. Get involved in the conversation that starts in the entire group. Sooner or later, you can ask one of the women about themselves in relation to the topic and get to know her. If she’s taken or not interested, don’t block off all further contact. She most likely talks to the other women in the chat, so it’s important that you keep up the appearance of an sociable guy.

On Online Dating Sites

The messaging systems used on online dating sites are usually more personal. This is where it comes down to how you write your first message. Be sure to know the content of her profile, so that you don’t ask superfluous questions. Being mostly honest is your best bet online. Tell her that she has an interesting profile and talk to her about what she wrote in it. Favored personal past times are often mentioned, so that’s always a good starting point. Even more so when you share her interests.

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