NYC Dating Disaster

Dating is hard enough, but dating in NYC is harder

Caught up in the moment

So, as promised, Elizabeth called and we got together for drinks. I met her at Olives. She looked gorgeous. Her hair had grown out a little, she had lost weight, and she was dressed in an Armani suit. I had the weirdest and yet comforting and exciting sensation of feeling like I was seeing a good friend and a on a date all in once.

We snagged a couch in the joint and sipped martinis while we caught up.  I told her about all of the interesting dates I had been on and about my current love affair with an everlasting pint of chunky monkey and she shared some of her experiences. Wall Street was not doing so hot and as an investment banker times were tough. So far, her career had been spared although many of her friends had not been so lucky. She was highly nervous that her sexuality might be discovered at work and that it could threaten her career, as a woman working in a “man’s” business.

I could somewhat relate, I said, considering I work with mostly men that stare at my breasts whenever I propose an idea, they ask me for anything, or I am interviewing a person for an article. Elizabeth assured me that it was OK because if I worked with her she would stare at my breasts all day too.

I blushed even more as the night progressed and found myself returning into that curiosity surrounding forbidden territory of girl-on-girl action.

Needless to say Elizabeth slept over that night, and I was caught in action by none other than my dear, and quite shocked, roommate Frankie.

We were kissing on the couch and watching Poison Ivy on Lifetime. We were down to our bras and undies and I had just pinned Elizabeth underneath me when the door opened and there was Frankie bringing a hottie home.

“Uh, honey I’m home?” Frankie said.

Elizabeth tried to draw herself toward me to cover herself and me up while I tried to jump off of her to act like being on top of a girl on the couch was the most natural thing in the world.  “Hey, hey, yeah…”was my response exactly I believe. I looked at Elizabeth and then at Frankie, who both seemed to be waiting for an explanation.

“Yes! Fuck Yes! let’s do a foursome!” said Frankie’s Keanu Reeve’s look-a-like.

Then I did something that I normally wouldn’t do. I smacked him across the face. “Idiot. She is with me,” I grabbed Elizabeth’s hand and she followed me into my room. “Sorry for bruising your date, Frankie,” I said.

“Uh, I don’t fuck faggots,” he replied.

Slap. Then Frankie slapped him hard. “Listen asshole, I thought you were cool, but your not so I’m going to go have lesbian sex with my girlfriends, and you are not invited. Get out!” she yelled while pushing him out the door and slamming it.

“Wow,” I said and hugged Frankie. “I’m sorry. I’m like naked and ruined your evening.”

“Whatever, I’ve seen it all. I’m your roommate,” she replied someone in shock. “And you are?”

“Frankie, this is Elizabeth…” I started.

“Oh right, that’s right. I remember,” she lied.”OK. Well have fun girls. I’m going to bed. Ruby, brunch at noon. Meet me in the kitchen.” - Ruby

October 30, 2008 Posted by nycdatingdisaster | New York, Sex, dating, relationships, roomates | , , , , | 1 Comment

MY Shoes Are Made For Walkin’

Here I stand, just ’round the corner from Lehman Brothers, waiting to meet some friends for happy hour.  Fine–it has been a difficult, tumultuous few weeks, though does that grant people license to say and do whatever they feel when they don’t have anything to lose? 

I am looking around, as not to miss my friends if they walk by and a much older, greasy, obviously married man stops to begin my next session of torture.

Greezy Plump Dude:  Hey, you look lost.

Frankie:  [Obviously not interested in ANYTHING] No, just waiting for friends, thanks.

Greezy Plump Dude:  Do you think I could get your card?

Frankie: I don’t have a card.  (I thought he would take a hint).

Greezy Plump Dude:  Well, let me give you my card; will you contact me if I give you my card?

Frankie:  My apologies, I am flattered, though I am seeing someone (Lying, to save myself).

Greezy Plump Dude:  Oh, well, how old is he?  How old are you?

Frankie:  Twenty-eight; why?

Greezy Plump Dude:  (Snickering) Well, perhaps I can take you shoe shopping?

Frankie:  Sir, I need no one to take me shoe shopping.  I am perfectly capable of paying my own bills, financing my own travel and shopping for my own shoes; watch as they walk away from you.

Frankie

October 21, 2008 Posted by datedemall | Uncategorized | , , , , , | No Comments Yet

Loser Alert: Don’t date this lawyer

There are losers everywhere, and some of our friends have been talking about calling them out and sharing their stories about bad dates.  So we are starting Loser Alert NYC.

So over a pint of Ben & Jerry’s chunky monkey Frankie and I discussed, what else, dating. She made a statement that I know is absolutely not true.  In a joking manner she said, “It must be easier to be a lesbian.”

It’s not.

One of our very good friends was dating a woman who is a lawyer at a NYC law firm, named Alejandra DelaRosa for a year and a half. DelaRosa came down with pancreatic cancer and our friend helped her through it. She got a note about a month ago saying her friend had passed away.

Well she just got this note today:

What I am going to tell you is probably going to be very hard on you and you might hate me forever, and you have the right to do so, but I rather you hate me than continuing with this lie. I do have a letter for you and some other things, but Alex is not dead. She made all this up to forget about you, to take you out of her life and her heart. It was the most horrible thing a person can do, it is sick and has no forgiveness. The reasons she had to do it are not excuses but in her head she had no other choice. She met you and fell in love with you, it was perfect, but she realized that your love was impossible. She tried to fight it but she couldn’t then she got sick and she was very sick for a while, it was very scary for her and her loved ones, but not as bad as she thought or as bad as you thought. She got better, she fought hard to get back in track and when she did, she realized that it was too late to look back and fix things. Her lie to you had already caused a big impact in you and other people, as well as in your love for her, so she couldn’t go back and fix it, you were already in a relationship and she had resolved her personal problems. She has tried to forget about you, but she hasn’t. However she wants you to be happy with someone genuine and sincere. I know you did not trust a lot of things and you followed your instinct, I am sorry. I have no words to apologize for the horrible lie and for making you so unhappy. I have been in therapy for the past year and at least I have the balls to stop this right now. I am sorry Bonita, I fell in love with you and I got scared because I never felt like this before. I was with someone then, you were right, I was in a bad relationship, full of stress and fights that I decided to take a break and that’s when I met you, right then. My personal life was so empty that when I met you, everything made sense again, but I fell in love with you, and I got scared, I did not have the balls to tell you the truth. So I used my job as an excuse to be away from you and from my girlfriend, I wanted to disappear everything in my past and just start a new life with you, but I couldn’t do that, because I was not being sincere with you in the first place. Maybe things would have been different if I had tell you the truth but it is too late now and I regret it with all my heart. It would have been so easy to just leave it like that. Make you believe that I am dead and that would be the end of the problem, but I did love you and I still do, I love you to be honest enough with you and let you know that I failed you in every sense of the word. I am an attorney, with a great Family in Mexico as you already now, who has a girlfriend and has not been happy with her personal life for the past 4 years, but she was scared of losing the only good thing that happened to her. She was scared to be alone and she still is. I just want you to know something. I know you enough to know that you are going to hate me and that was my biggest fear, to know that the girl I love so much and I care for was going to hate me that much, but I can’t continue with this lie, you don’t deserve this, you deserve respect and if you hate me, I sure deserve that and more. I have tried to fix my personal life as much as possible, even though it is not perfect right now. She obviously knows about you and everything that happened. She forgave me, and I guess that is an amazing quality, but it is not all for me. It doesn’t mean anything because it will not take the pain away of making so many mistakes and loosing a person like you even if you were only my friend. I love you and I miss you more than you can imagine and I pray to God everyday so he will forgive me and so will you, because I still haven’t been able to forgive myself. This is not Jim’s address, but mine. It was the only way to keep in touch with you. I guess you probably think that you wished I was dead and not having to read this awful an odd e-mail. Probably you think that I am a sick person and how could I? You have the right to feel anyway you want, but I was very close of loosing my life and I have such a wonderful family and such a wonderful group of friends that I want to be better for all of them, even for you, even if that means that you will hate me forever. Just one thing, I never lied about my family, where I come from and about myself, about my friends, and I never lied about my feelings for you, I did love you with all my heart and you are still in my thoughts and in my heart except for the fact that I am an idiot that did a terrible mistake.
Well, I guess I did it. God Bless you and I hope one day you forgive me for what I have done. What I am going to say is going to sound odd, but I am always here for anything you might need. I mean it from the bottom of my heart. I don’t want to live in a world surrounded by lies. I have never had until now, and I am very ashamed of it. My email is aledelarosa76@yahoo.com., in case one day you decide to forgive me or if any of these days you need anything at all. Thank you and I am sorry.
Should our friend forgive her?- Ruby
Alejandra De La Rosa

Alejandra De La Rosa

October 11, 2008 Posted by nycdatingdisaster | Uncategorized | , | No Comments Yet