Dating Topics
Published On: March 19th, 2010 by Single City Guy | 2 Comments

When I started with Laurie Davis, she asked me who my cookie cutter woman was. What was she like? I rattled off a bit of superficial checklist items, she had to be tall, had to be into sports, and so on. My dream woman was the love child of Angelina Jolie, Megan Fox, Brooklyn Decker and Lucy Lu. This woman exists in two places, my dreams and fantasies. [Read The Rest Of This Entry]
Tagged As: Dating Advice, Dating Mistakes, Dating Preferences, Gripes
Dating
Published On: January 13th, 2010 by Single City Guy | 6 Comments

How many times have you sacrificed yourself for someone else? Sometimes it’s rewarding, especially when the other person appreciates it. You performed a favor for them. Maybe they were a friend, family member, someone who appreciates you, your time, and appreciates what you’re doing for them. Sacrificing your time for a loved one and for a person is usually worth the effort and it strengthens the relationship. We don’t consider these sacrifices, more as favors, or something to do. Taking a Saturday afternoon off to have coffee with a friend to discuss a problem or to catch up is a sacrifice in time, but usually not seen as one if the two people are willing.
What about someone you’re dating, especially for the first time? [Read The Rest Of This Entry]
Tagged As: Advice, Dating Mistakes, Dating Tips
Dating Topics
Published On: January 11th, 2010 by Single City Guy | 3 Comments
Being late happens. Sometimes traffic accidents happen. Sometimes the MTA decides it wants to run as slow as molasses. Sometimes life just happens. Being late for a date isn’t the worst thing you can do, being late and NOT saying anything about it is the worse thing you can do. Here are some ways you can prevent being tardy for a date: [Read The Rest Of This Entry]
Tagged As: Dating Mistakes, Dating Tips, What To Do if Your Late
Dating Topics
Published On: January 4th, 2010 by Single City Guy | 4 Comments

My new year started with a great set of dating advice, while a funk band played in the background at Brooklyn Bowl. “You know she’s worth the time if honking her boob makes her laugh after a few dates,” my friend said.
“So, do you just reach out and honk it?” I replied.
“You should have at least made it to second base before you do.”
“So date two, touch a boob. Date three, honk it! Gotcha!”
If you follow this bit of advice and have found yourself the recipient of a slap, punch, uncontrollable screaming, or currently in jail, you’ve clearly missed the sarcasm. Do not honk a girls boob on the third date. Don’t do it on the fifth date! This bit of “advice” does remind me of the really bad advice guys are generally given and repeat consistently to meet girls. Not to burst your bubble, but porn, and American Pie isn’t the best source of dating advice. [Read The Rest Of This Entry]
Tagged As: Bad Advice, Dating Mistakes, Don't Do's
Dating
Published On: December 10th, 2009 by Single City Guy | 4 Comments
Last night turned from a potentially good night into a car wreak. I allowed myself to spiral down a the path of a frustrated, upset, single. We’ve all been there, when life kicks you down and deflates your attempts to date. When the strides to improve seems to unravel easily. Last night my greatest fear became a reality, and it set me back. I’m sure the three beers I drank further aided the poor frame of mind. If I were to rate how I handled my frustrations, it would rank as a C-. Here’s what happened.
[Read The Rest Of This Entry]
Tagged As: Dating Frustrations, Dating Mistakes, Gripes
Dating
Published On: December 4th, 2009 by Single City Guy | No Comments
This story was originally written as a guest post on Simone Grant’s blog Sex, Lies, and Dating. I’ve featured Simone on my blog before and is one of my favorite singles bloggers and I highly recommend reading her blog. I’m going to be making some references to Dog Lady in future posts and decided to retell the story for future references. This post has been edited from its original format.
This story begins at my favorite bar where I choose to enjoy an afterwork, happy hour drink. When I arrived, I sat close to an attractive woman in an Bollywood styled outfit. Moments later we were discussing our jobs, life and pets. She made it clear her love for her dog and began to confide other personal information. She was a widow of 10 years and had been asked to marry an additional eight times. Each man was turned down and the engagement rings were kept. She joked she could make a display of the 9 rings; she never did. Despite the bright red flags and warning signs, I obtained her number and watched her leave the bar, thinking I would see her in a day or two. I wasn’t ready for what would happen next. [Read The Rest Of This Entry]
Tagged As: Bad Dates, Dating Mistakes, New York City
Dating
Published On: November 25th, 2009 by Single City Guy | No Comments

I really have underestimated Ex-Party Girl (XPG), she’s slowly becoming more than I thought she would, but quickly becoming a friend. Yes, she’s entering my friend zone. The third date is usually the do or die date, where a kiss or something would happen. It didn’t happen on my 3rd Date (or if you’re counting the 2nd real date.) I called the dating coach for some pre-date advice and understood what I had to do, this time I had to be flirty and see how she react to it. However we ended up doing the same thing we’ve done on the past two dates and that’s talk and ask each other questions. [Read The Rest Of This Entry]
Tagged As: Dating Mistakes, Ex-Party Girl, Friend Zone, Good Dates
Dating
Published On: November 21st, 2009 by Single City Guy | 1 Comment
After a month of undergoing the eFlirtExpert program, you would think I would be dating the hell off my keyboard. While I’ve had a lot of success, I shared some of my thoughts with her and got a reminder that i’m contributing to the problem. The reminder was more like a kick in the ass. I’m repeating several of the same mistakes, but also creating brand new ones. [Read The Rest Of This Entry]
Tagged As: Dating Frustrations, Dating Mistakes, Personal Details, Personality vs Looks
Dating
Published On: October 27th, 2009 by Single City Guy | 3 Comments

When I say women should look outside of their dating preferences and date different type of men, I’m talking as both a guy scorned and as someone who makes the very same mistake. My online dating mistake, one eFlirt expert has called me out on, is seeking too many A Listers. I’m sending way too many messages to my top list while ignoring my B and C Lists. Why is this a mistake? Because I’m pigeon holding myself to one type of girl. That never works! [Read The Rest Of This Entry]
Tagged As: Dating List, Dating Mistakes, Online Dating
Dating
Published On: October 2nd, 2009 by Single City Guy | 4 Comments

There’s a general rule to dating: if a person looks at you more than twice, they’re interested. For a period of time, all of my dating failures made me timid about approaching women at bars, clubs, or in general. I began to think in the terms of failures instead of potential. While out with friends, my timidness ran into someone who was very interested. Let’s call her Hot and Direct.
Hot and Direct kept glancing at me throughout the evening, she was with her group of friends, I was with mine and did not know how to approach her. I was scared. My friends also noticed her watching me and began to add some peer-pressure. Their ultimatum was, I introduce myself or they would do it for me. This was turning into a bad episode of 90210. With enough peer-pressure and courage, I approached Hot and Direct, breaking every “pickup” rule. I introduced myself name first, and began to roll from there. I’m sure for many guys, this would be a guaranteed success. There wouldn’t be any possible way I could mess this up. My readers, you don’t know me too well; I find new ways to turn opportunities into missed opportunities. [Read The Rest Of This Entry]
Tagged As: Dating Mistakes, Stories
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