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Dating Advice for Meeting Women: Wingman 2.0

Remember a few articles back about dating advice for meeting women: “Getting By With A Little Help from Our Friend” in where I said it would be a good idea to have one of your female friends hook you up with one of her single friends?

Well, there was one thing I forgot to mention: women get jealous very easily!

Wait, let me rephrase that: PEOPLE get jealous very easily!

Just imagine your hot female friend (with whom you’ve unsuccessfully tried to hook up with repeatedly, which is why you are only “friends”) comes to you and ask you to hook her up with your homie. You’d be pretty pissed right?

But alas,

what if she had something to offer you in return?

And no, I’m not talking about sex.

What if she asked you to introduce her to your homie, and in exchange will introduce you to her equally hot, if not hotter girlfriend?

That doesn’t sound too much like a bad deal huh?

And that’s why you need to keep this dating advice in mind:


If you need to turn to an ally for help, do not bother to remind him of your past assistance and good deeds. He will find a way to ignore you. Instead, uncover something in your request…that will benefit him…He will respond enthusiastically when he sees something to be gained for himself.”

Once again, great words of wisdom taken from The 48 Laws of Power (if you do not have this book by now, kick yourself).

Think about it. What if your female friend is currently single. And bitter about it. Or she may not be your friend, but you have gone to her because she is friends with the girl you are interested in. So lets now refer to them as:

*Female #1 (friend of the female you are after)
*Female #2 (the female you are after)

If she (#1) hooks you up with her single friend (#2), then her friend will be no longer single, leaving female #1 all alone.

So you might get cock-blocked just because of the fact.

Enter Wingman 2.0

Here is what you do with this dating advice:

You need to get with one of your more charming/very good with the ladies male friend for this mission. You then go to female #1 and make the trade: You for her friend; your friend for her.

(Dating Advice Note: It is best to let your wingman know what is about to take place before trying to set this up. Otherwise he might not agree to play along…)

Next you set up a meeting between all of you. You wingman’s only objective is to keep female #1’s attention, as if he is genuinely interested in her. And he may just well be. But you need to pick a wingman who you know is going to be a good sport if she happens to be unattractive to him (or just outright unattractive).

Meet some place neutral, like at the mall, bookstore, or a park. DO NOT DO THE MOVIES OR DINNER!

You want to be able to separate from your wingman and female #1 so that you can have a little one-on-one conversation with female #2.

If everything is working out well between the two of you, get her number and “return to base.”


You’ve done your part. If your wingman isn’t in to female #1 or doesn’t call her/return her calls, then it’s not your fault. You upheld your end of the bargain.

Trust me when I tell you this dating strategy works. I have been both wingman and mission commander, so I know how both sides operate.

I have also had females use this same scenario on me (in where her female friend was “put on me” to pretend to be interested) so this dating advice comes to you from a 360 degree angle of knowledge of this terrain.

Wingman 2.0: Use it wisely young Jedi…

Don’t forget about “The 48 Laws of Power.”

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