Meet a new woman a day for a month

Posted by Richman on November 7, 2007 11:56 AM PST

Recommend this? YES NO

I want this because I would really like to meet more women and overcome my shyness. Many people are surprised that I'm actually a painfully shy person when it comes to people I have not been directly introduced to (or had a reason to meet).

I have coach Jillian to thank for this one. I was talking about how I really haven't been dating much recently. When I told her I don't have the time, she said, "Why not just commit to talking to at least one new woman every day?" It felt right. Suddenly the pressure was off to ask them out. But it still puts me out there.

I see the opportunities, but I often freeze up. Any advice on striking up a conversation, and pushing through the fear would be most welcome!

Add To:

If you enjoyed this article, subscribe to our newsletter and we'll keep you updated with fresh new content.

4 Comments

And I'm not talking about "those" accessories either..

Anytime you can point out a detail of their outfit that you like, go for it! Most likely they are super stoked to have the accessory, so for someone to notice it is just icing on the cake!

Girls spend a lot of time picking out just the right Earrings, Purse, Jacket, Necklace, Bracelet, Belt, Scarf, Rings, Hat and Shoes.. don't ever neglect the shoes. I bet you girls notice what type of shoes you have on before they even know the color of your eyes!

So you can just spark conversation by saying, "Hey Nice shoes." I guarantee you'll get a smile right away.

Posted by beth on November 7, 2007 1:16 PM PST

I was delighted to get your call letting me know you were successful that first day and introduced yourself by name to that woman in the restaurant!

Complimenting is a great idea, and sure helps me feel better about myself when men notice me. I challenge you to keep going for the high-risk of introducing yourself by name. I think we can call the story title at the end of November: "30 Lucky Women who got to meet RR"!

Nice going,
Jillian

Posted by Jillian Eichel on November 8, 2007 9:16 AM PST

Thanks for the support, everyone! It's been a lot of fun just to meet new women, without feeling the pressure to ask them out, or even ask them for their phone number. This has made me realize there are truly a lot of women out there. Before this exercise I used to feel like the stakes were so high, and if I did not say something perfect, it would all go terribly. And now, I think - yeah, so what? There's always another conversation with someone else! Instead I focus on how I can have fun in the conversation. If they're there with me, great. If not, good to know early on.

One night I was heading home late and I had not met anyone, but I felt way too tired to go out. So I found a solution by going online to another site. And online it's really easy not to care what people think, so I would say rather ridiculous things for my own amusement and they were all well-received. I've learned that while there's a deeper side to connections (shared values, etc), it all starts with having fun, and that starts with me (as opposed to expecting to get it from another person or even from the conversation).