You're Cordially Invited to My 100th Date Tonight

I've been on my 99 first dates so you've heard. The first few I was definitely nervous - what to wear? What to say? How to greet him? How to make him laugh? General worries about how not to be a total ass. 

Eventually I got the hang of it, like anything you practice doing over and over. Today is my 100th first date and I'm crazy nervous! 

For more than a month I've talking about this date, and for more than a week I've been talking about who this date will be with. We know what we're going to do, but what happens during the date is a complete mystery. 

It all begins when I meet David at the Southeast corner of Central Park at 5pm (NYC time) today. 

BEFORE DATE

I should not be typing this. I've had too much caffeine. I'm running late for brunch with my best friend followed by a blow out so my hair doesn't do weird things tonight. My nails are painted "Jiggle Hi, Jiggle Low" by Essie, which is totally appropriate for the evening to come. 

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I'll soon pack a date bag. That's right, I'm going to Manhattan, and a date that goes from day activity to nighttime fancy dinner needs two outfits.

(Do I sound cool and casual about this? If so, I'm LYING. I'm a girl who normally gets ready in under 30 minutes because my dates are usually in Brooklyn at dive bars where the guy I meet is too cheap to buy me a my beer).

For dinner I'll put on this dress I bought in Copenhagen and wore for my birthday party in July. I felt sexy then so it gets the job done. There's also a little opening in the back, just sayin' David. And of course, my go to black booties, Wolverine 1000 Mile by Samantha Pleet. 

DURING DATE

And because PEOPLE Now has given us a social media mission to complete, I'll be sharing pics and videos and tweeting throughout the night. Finally you all can come on a date with me! Follow the hashtag #bemy100

AFTER DATE

Well, I can't predict the future. If I could, I'd be a gazillionaire who wouldn't have gone on 100 first dates to find her life partner. I would be able to meet someone new, flash forward to our bad date and reject him on the spot. THINK OF ALL THE TIME I'D SAVE!

With that time I'd busy myself with adventures like traveling the world, writing novels and hilarious screenplays, and finding cures for incurable diseases, all of which would lead to several nobel prizes, and I'd be...I'd be...probably...bored.

The thing is, I like life because more often than not it surprises the hell out of me.  

I hope I'm surprised on my date with David. I hope we laugh, smile, get to know each other, eat and drink, and maybe feel a little magic. See you on my date!

In the meantime...before date #100 have a look back at date #1 from 2010. I wrote: "For my first foray into the world of online dating this year, it wasn't so bad."

We've come a long way baby.

 

 

And the WINNER Is...

4 Weeks

14 Videos

3 Finalists

One 100th Date

The three finalists were chosen by you fine people through Instagram likes. Thank you for having great taste and recognizing handsome, creative, multi-faceted men. I'm lucky to have friends like you. How to choose? 

David can offer me confidence, sophisticated magazines, and whiskey. 

Ben can offer me a campfire, s'mores, and precisely chopped wood.

Ron can offer me creativity, humor, and his adorable, furry dog. 

Stay tuned. I will choose my 100th first date this Friday October 17th.