27 Dec

After my “disaster date” with The Fame Whore, we began a very frank discussion of 21st century women, a favorite topic of mine. The Fame Whore, who may or may not be more of a feminist than I am, claimed that it should not be up to the man to plan a date.

He even went as far as to say that women should buy men drinks instead of the customary vice versa gesture. Apparently, men find it to be a turn on if a women offers to buy him a beer. Not really sure if thats because any man would appreciate a free beer or because it shows that the woman is interested. Regardless, I kept stressing the point that in my experience, men generally do not like overly forward, beer purchasing, date planning, pants-in-the-relationship wearing, women.

However, never one to shy away from a challenge, I decided to plan our next date. As soon as I agreed to do this, I was immediately struck with an intense wave of vulnerability.

So this is what it must feel like…

A series of insecurities burst forth in my frontal lobes…

What if its not fun?

What if I can’t find anything normal to do?

What if he’s lactose intolerant?

It was so weird! For a moment I was forced to walk a mile in a man’s shoes and believe you me, it was not pleasant (at first). I almost sympathized with the male species for having to do this each time they have a date, almost.

As I began racking my brain for any normal dates I had been on in the past, I obviously drew a blank. (This is because I have been on next to zero normal dates, if that wasn’t obvious.)

I was then struck with an epiphany!

Time Out New York is the BEST website for finding cool and new things to do around the city. Highly recommend.

As soon as I clicked on the site, I scrolled down to “Things to do today” and I knew, I knew right then and there, that this was going to be the best (and probably hopefully only) date I have ever planned!

Since The Fame Whore insisted that I plan the date, I was going to give it 110%. He offered to drive, but I was not having that. I was going to do it right!

As I picked him up, I presented him with a printed copy of the Rate-a- Date notepad. This was my first time planning a date and I wanted feedback! He started laughing and began reaching into his coat pocket only to produce…HIS printed copy of the Rate-a-Date notepad.

We burst into an uproarious fit of laughter! We had no idea that the other was going to do that, it was so coincidentally coordinated! Oh, and he also brought me a slice a cheesecake with the teeniest spoon in the entire world. Mmmm.

I began driving to our destination, it was extremely awkward for me to drive a guy around. I found it very hard to concentrate on the road and talk at the same time. At one point I was stopped at a green light for a good 45 seconds until The Fame Whore pointed it out to me. Oops. Yea, never doing that again.

Of course we found parking right around the corner from our destination. Yea Fame Whore, THAT’S how it’s done! No circling for 45 minutes for parking on my date!

Now, I know you are all wondering where I took him.

Well, I’ll give you a hint, it’s something that old people love and since I am an old soul, I couldn’t wait to….


Yep, I took him to a really cool bar that had fireplaces, old books and a library, 2 lanes for bocci and bingo!


And…guess what? We both won! I NEVER win things!!!! I was so excited.

He won 4 drinks which he was generous enough to share with the other people at our table, and I won a gift card to the bar for next time.

Bingo was hilarious especially because the guys who called out the numbers kept trying to make jokes.

Our favorite: “Ohh, ohhhh ohhhhhhhh 69. O-69 people.”

Yes, we are very mature.

At the end of the night, I requested he use the Rate-a-Date notepad. I think I did pretty well considering this was MY first date…

To sum:

Even though he hates my “to sum” portion, I ROCK at planning dates!

12 Responses to “Experiments”

  1. AM Inspiration December 27, 2011 at 5:34 pm #

    Too many times have i planned a date, drove on a date..etc. It is an anomaly for me to have the guy plan it..it is a nice change of pace.

    • umcheckplease December 29, 2011 at 12:16 am #

      Admittedly it was fun to plan this date because I never back down from a challenge, but definitely not something I would get accustomed to doing in the future.

  2. thoughtsappear December 28, 2011 at 9:09 am #

    That’s hilarious that you both brought Rate a Date notepads!

  3. Anne-Sophie December 28, 2011 at 11:58 am #

    It was a great idea to plan the date for once! I think you set the bar pretty high for the fellas ;D

    • umcheckplease December 29, 2011 at 12:18 am #

      And it was already pretty high to begin with haha !!!

  4. BougieHippie December 28, 2011 at 2:24 pm #

    this was adorable, funny and new. I took a date to Bingo once and we had a blast, Its always good to do something off the cuff b/c it brings everyone to ease.

    • umcheckplease December 29, 2011 at 12:19 am #

      So true, playing fun games is always a hit.

  5. eyekanspel December 28, 2011 at 3:10 pm #

    This was my favorite post of yours so far.
    Hilarious and kinda sweet too. 🙂

    • umcheckplease December 29, 2011 at 12:20 am #

      Who knew I had that side right? Thanks for the compliments!

  6. riatarded December 29, 2011 at 8:30 pm #

    Haha that sounds like a lot of fun! My boyfriend and I take turns to plan dates and I think it works much better then stressing one person out with planning all the time!

  7. Shades of Grey January 4, 2012 at 9:52 am #

    I agree that this sounds like a fun date, and quite different from your usual fare.

    It is pretty darn hard to plan dates, which is why I typically worked out a date # pattern. First would be Starbucks, then 2nd was an activity/action date like Dave and Busters or Toys R Us, 3rd was the other of those 2 plus dessert, 4th maybe dinner, add in Barnes and Noble, Ripley’s every now and then (I eventually got sick of going there). If it’s spring time rowing in Central Park is a lot of fun. Nevertheless, working out a schedule of dates, as monotonous as that sounds, really takes off some of the burden of planning.

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