Should You Approach Women on the Street?

So you’re a guy and you want to approach women on the street.

And let me be clear, I’m talking specifically about stopping and talking to a women who is walking in the street, not someone who is stationary or enjoying an outdoors activity, such as sitting on a park bench park, having a picnic, or playing sport.

Search around youtube and you’ll see numerous videos of men approaching women on the street. And recently a couple of coaching clients asked me to help them do the same thing.

I’ve got mixed feelings about this type of approach.

Here are some things to consider before you give it a go.

Reasons why you should approach women on the street

1. It’ll boost your self-confidence.

You’ll be forced to get over your fear of rejection rapidly, which’ll make you more confident and attractive.

2. There’s more choice.

At a bar, party or club you’ll see maybe 10 to 50 women you are attracted to. On a busy day outside you will see many more and therefore you’re more likely to find someone you are PHYSICALLY attracted to (if you have a type that is, and most men seem to).

3. There’s less competition.

If you’re the guy who hates the bar and club environment because there are just too many guys on the prowl, the street might be for you. Women rarely get approached there, and you won’t have to deal with any competition.

4. It’ll improve your success rate in other venues.

Once you are able to approach women on the street, you’ll find it easier to approach them anywhere.

Reasons why you SHOULDN’T approach women on the street

Now some of the downsides of approaching women in the street.

1. It can come across as creepy.

Not all women will appreciate you approaching them to talk, no matter how slick you get at it.

2. You’re making it hard for yourself.

You are taking a situation where the conventional social wisdom is we don’t talk strangers, and violating it. That is a powerful social construct for most people. And so the women you approach are much more likely to brush you off, be closed down, or not want to talk to you.

It can be more difficult to break the ice than if you were at a party, a bar, or any other situation where socialising is one of the core aims. I also believe street numbers are more likely to flake.

3. Lower likelihood of finding someone compatible.

If your objective is to get as many numbers and first dates as possible then street approaches are great. But if you are trying to find a girlfriend, someone who you see yourself in a long term relationship with, the hours you are going to have to be put in practising could be much better spent on improving yourself and getting your life in order, which is going to make you more attractive in the long run.

4. You don’t know why you want to do it.

I want to make sure you have sat down and thought about WHY you want to be able to approach someone on the street. If it is for an ego boost, or to prove you are more manly than other men, maybe you should reconsider.


To sum up, approaching women in the street is a fantastic skill to learn, will improve your self-confidence, help you get over your fear of rejection. And because of that I’d encourage you to give it a go.

However, it’s all a bit hit and miss for me. The chances of the person you stop having anything in common with your beliefs and values is going to be far lower than if you met someone through social circle or at an event based around a common interest.

I’d much rather focus my time and effort on improving my life, and meeting likeminded people in environments where conversation is encouraged.

Now it’s over to you. Tell me what you think about street approaches.

Let me know your thoughts in the comments below.

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