3six5dates

Four women in four cities take on 365 dates between them. Follow their adventures and misadventures.

57. Date Gone Downhill – Mr. Not Interested Would Disappoint Me

This is Rachel’s date 2 with Mr. Not Interested Would Disappoint Me. Read their date 1. At some point in the dating process, most men will fall into the one of the following categories: -Those who deserve


54. For Richer or Poorer – Mr. Needs Tough Love

This is Rachel’s date 2 with Mr. Needs Some Tough Love. Read their date 1. You know your date did not go well when one of the most positive things you can say about it was


45. Jersey’s Here, Loud & Clear! Mr. Made Me Comfortable

This is Rachel’s date 4 with Mr. Made Me Comfortable. Read their date 1, date 2 and date 3. I was at a Halloween party at an Upper East Side apartment with Mr. Made Me Comfortable.


42. The Nice Guys Cliché – Mr. Made Me Comfortable

This Rachel’s date 3 with Mr. Made Me Comfortable. Read their date 1 and date 2. Tonight was a great date. Mr. Made Me Comfortable impressed me with his choice of restaurant, Tao and his truly


40. The Good, The Bad, and The To Be Continued…Mr. VIP

This is Rachel’s date 10 with Mr. VIP. Read their date 1, date 2, date 3, date 4, date 5, date 6, date 7, date 8 and date 9. Last night was a really good


39. He Loves Me! I think…Mr. VIP

This is Rachel’s date 9 with Mr. VIP. Read their date 1, date 2, date 3, date 4, date 5, date 6, date 7 and date 8 . Mr. VIP and I explored Fort San


38. A Tearful Good Night – Mr. VIP

This is Rachel’s date 8 with Mr. VIP. Read their date 1, date 2, date 3, date 4, date 5, date 6, amd date 7. My birthday dinner with Mr. VIP and his friends ended


37. Laughs With My “Hubs” – Mr. Made Me Comfortable

This is Rachel’s date 2 with Mr. Made Me Comfortable. Read their date 1. Mr. Made Me Comfortable did well in deciding to take me to The Broadway Comedy Club. It was nice to see that


36. A Sexless Sunday Funday – Mr. VIP

This Rachel’s date 7 with Mr. VIP. Read their date 1, date 2, date 3, date 4, date 5 and date 6. It was no coincidence that Mr. VIP came to my neighborhood for the


32. Glitz, Glamour & Depth? Mr. VIP

This is Rachel’s date 6 with Mr. VIP. Read their date 1, date 2, date 3, date 4 and date 5. ”Who are these VIPs?” said one of Mr. VIP’s friends, who was on staff,


31. You Don’t Know Me – Mr. God Is A Jokester

As soon as Mr. God Is A Jokester saw me entering Carl Schurz Park he attempted to plant a kiss right on my lips. Whoa! Easy there, buddy! Turning my head just in time to avoid


30. Ping Pong and Date Coaching – Mr. Truth Upfront

This is Rachel’s date 2 with Mr. Truth Upfront. Read their date 1. Mr. Truth Upfront had been trying to make plans with me for three weeks. I agreed to meet him tonight despite my fatigue


29. Trouble In Paradise – Mr. VIP

This is Rachel’s date 5 with Mr. VIP. Read their date 1, date 2, date 3 and date 4. Mr. VIP really knew how to make a woman feel special! Upon arriving at his apartment, I


28. Smitten On Shelter Island – Mr. VIP

This is Rachel’s date 4 with Mr. VIP. Read their date 1, date 2 and date 3. Mr. VIP and I were still going strong, and people everywhere were taking note. During the ferry ride to


27. Rule Breaking – Mr. VIP

This is Rachel’s date 3 with Mr. VIP. Read their date 1 and date 2. After another fabulous foursomes’ booze-filled hot tub chat with Mr. ‘Vince Vaughn’ and Ms. ‘Julia Roberts’, they both decided to