Posts Categorized: Warm Weather

Kayaking Date

—Friday, June 22, 2012— Holy shit — this was my 99th date. Only one more and I would be done. As such, this date excited me more than most others. Don’t get me wrong, the project had been fun, but I was looking forward its completion. The other surefire reason to be excited about the… Read more »

Ferry Ride Date

–Sunday, June 17, 2012– Gather round, ladies and gentlemen, for the dating sensation of the summer season! In this edition of One Hundred Dates, our hero (that would be yours truly) takes to the waterways of New York City on a mission to impress a Bible Belt gal and dance to that big band jazz… Read more »

Beach Date

—Sunday, June 10, 2012— Beaches were laid back places, but for most of my life they made me feel relatively uptight. I didn’t like the sand, the salt water or sunburns. By 26 though, I was starting to come around to enjoy beaches and I fully understood that they were great places to visit with… Read more »

Street Food Date

—Saturday, June 9, 2012— Sometimes a great date just appears out of thin air and wants to eat greasy food with you. Pepper had sent me a message on Facebook at the very end of May, and about a week and a half later, she was driving down from Central Massachusetts to go on a… Read more »

Central Park Date

—Sunday, May 13, 2012— Though I knew quite well of the large park that sat in the middle of Manhattan, I had been there no more than a couple times since moving to New York almost two years earlier. It was sad to think that I had ignored such a big part of NYC culture for… Read more »

Ice Cream Date

—Wednesday, April 18, 2012— There she was. Three rows up. Sitting alone. My date was at my improv show and I saw her take her seat just before my team went backstage to ready ourselves. As if the show itself wasn’t enough to make me nervous, I also wanted to specifically impress Kathleen. Several weeks… Read more »

Zoo Date

—Sunday, April 15, 2012 — New York City was filled with animals, but only a couple zoos. Its inhabitants routinely caged themselves in small habitats, mindlessly ate whatever the authorities told them to and sectioned themselves off in different parts of the city. They ventured out more than the mammals at the zoo, but to… Read more »

Tourist For A Day Date

—Saturday, April 7, 2012— A bad date was bound to happen. After 75 dates, my luck finally ran out and I went on a less than pleasant date. Unfortunately, it was a date that lasted roughly ten hours. Elaine found me on OkCupid and asked if I would like to go out with her for… Read more »

Hiking Date

—Sunday, March 25, 2012— Holy God, this was the earliest date ever. My first alarm went off at 5:30 a.m. but it wasn’t until 5:47 a.m. that I was finally “awake”. I dragged myself out of bed and into the shower to get ready for a splendid day of hiking with Bobbie, who I knew… Read more »

Drive-in Movie Theater Date

—Saturday, March 10, 2012— I had been in Los Angeles less than 24 hours, I’d already been on one date and I was gearing up to go on my second. Though my first date had been with a college friend of many years, this second one was with a total stranger. It may also be… Read more »

Winery / Wine Tasting Date

—Friday, December 23rd, 2011— Throughout One Hundred Dates, there were numerous times when distinct worlds of my life would collide, but as I approached the half-way point in my year, there had not been a date more coincidentally remarkable or as personally significant as this one. I was in Napa Valley, California (St. Helena, to… Read more »

Walking Date

—Sunday, November 6, 2011— Every so often, I would receive an email from an unknown woman, asking me to go on a date. In fact, by early November, I had already been on five dates with women who had unexpectedly emailed me. The difference with Ally was that even after reading through her first email… Read more »

Random Person Date

—Saturday, November 5, 2011— Sometimes you just have to take a chance, even if it seems like it’s from out of nowhere. It was roughly 2 a.m. on a Thursday in August of that year when I sat down on a grungy wooden bench at the 49th Street N/R/Q stop and looked to my left…. Read more »

Boat Date

—Sunday, October 9, 2011— I had a kick ass vest that looked a little like a life preserver that would have been perfect for Boat Date. Unfortunately, it was far too warm out to rock it, so I went with a short sleeve button up and a light jacket. I just wanted to look moderately… Read more »

Stargazing Date

—Tuesday, August 30, 2011— This is a tale of enemies turned lovers. I texted Madelyn to tell her I was running a few minutes late and she replied that she was sitting at a yellow table under a sculpture of a cartoon mouse. As I approached The Standard Hotel, I saw what she was talking… Read more »

Coney Island Date

—Saturday, August 20, 2011— This date had been a long time coming. I was bouncing between nerves and excitement. At the prompt of a text message, I hustled downstairs from my apartment and, when I opened the front door to my building, saw Ashley parallel parking directly in front of me. She saw me standing… Read more »

Sporting Event Date

—Wednesday, July 20, 2011— When will we kiss?!?! That was the biggest question I had going into this date. I was going to my first Mets game that night and I was excited about it because I’d heard great things about Citi Field. Plus, it had been too damn long since I’d been to a… Read more »

Mini-Golf Date

—Tuesday, July 5, 2011— I walked up from the 1 train and took out my phone to orient myself. This was still common practice and I didn’t feel that it made me look like a novice, although I’m sure it did. I had moved to New York a year prior, and admittedly, I was still… Read more »