Single City Guy
Posts Tagged Stories
Rule Breaker and The Third Date
Posted by Single City Guy in Dating on March 8, 2010

The third date is a very important date. The last woman to make it to a third date was XPG, and things ended awkwardly. Rule Breaker had made it to this important part in the dating process and intuitively many decisions were going to be made. Due to the dates importance, the date itself had to carry some weight, we decided on an Italian place near her apartment. Read the rest of this entry »
Ignoring The Rules
Posted by Single City Guy in Dating on February 15, 2010
I’ve previously mentioned the rules to dating are meant to be bent. When you meet a person you form a real connection with, often the rules aren’t bent, but broken regardless of the consequences. It’s never a one sided situation, either both people are breaking and bending the rules, or everything is following in their structured manner. I introduced Rule Breaker when I discussed the benefits of being persistent, but that’s not how she earned that nickname, our first date sealed the deal.
“Breaking the rules” means so many different things. First it’s the stereotypical male/female roles that we’re supposed to play while dating. While, in this situation, most of these were rules were maintained, she did break some of them. For instance, she was the one who asked for my number, how many women do this? The second type of rules that were broken are the things you’re supposed to do while dating someone, things to say, not to say, topics that should be addressed on the first date, etc. It was her upfront, honest personality that made me comfortable, as I’m an honest, upfront person. This set of rule breaks I had learned from talking to her on the phone. Read the rest of this entry »
Persistence Gets The Date
Posted by Single City Guy in Dating on February 5, 2010

The old adage, “If you want it, you’ll fight for it,” holds a lot of weight in terms of dating. However, finding the right date involves more than just fighting, it involves being persistent, vigilant, and responsive. I experienced this truth thru attempting to meet a recent OkCupid responder. This woman, I’m dubbing, “Rule Breaker”. The story of Rule Breaker has many parts, this is the prologue, but more importantly, it’s a demonstration of a powerful dating lesson. Be persistent. Not overbearing, persistent. Read the rest of this entry »
Dating Tips, Good Dates, PR Model, Rule Breaker, Skee Woman, Stories
A Ride With the Wingman
Posted by Single City Guy in Dating on January 20, 2010

It’s not often I have a person helping me meet women at a bar, but there I was, at a bar with @URWingman Thomas Edwards while he helped me approach a group of four women. This was the third bar of the evening, the first was my home bar, the next two were places where he could see my game. While at the home bar, he prepped me for the next phase, giving me some tips and advice on the process of the evening. He wanted to see how how much game I had. I warned him this may be ugly. Read the rest of this entry »
I Scored a Right Angle
Posted by Single City Guy in Dating on January 11, 2010

It’s hard to go out with someone when they know my true identity. It’s hard to maintain my anonymity, especially when really great women approach the barrier I’ve created. The usually manage to maintain my secret, but some women get thru. Skee Woman is one of these women. I met her through my many social media connects and we decided to go out. We really didn’t know each other, but there was enough of an interest that it would be an interesting time.
Indecisive Girl, Part 2 – The Conclusion
Posted by Single City Guy in Dating on January 6, 2010
I ended my post about Indecisive Girl ominously. I was sure I would see her again, and I did. When I first talked about her, many of the comments from the readers were spot on. I was attracted to her because she was unattainable. I was willing to take the abuse she would hand out at the hope it would turn into a relationship.
By the time I had written the post, I was well over her, although there was an outside hope that she would realize how great of a guy I was. There’s only so much torture a guy can go through before he gets the message and moves on. I had been through enough. The problem is she’s a part of a larger group of friends who I usually hangout during New Years. I didn’t want to ignore my friends because of what ever issues we were having. Read the rest of this entry »
Indecisive Girl
Posted by Single City Guy in Dating on December 31, 2009

With today being New Year’s Eve, I’m reminded of my continuous New Year’s dating story. It starts well before New Years, during football season several years ago. I was at a sports bar in midtown and met a group of people, all from Boston who lives in NYC. It was comprised of two girls, both roommates, one guy. We engaged in conversation and one of the girls (Indecisive Girl) demonstrated her interest. The other girl was taken by a foreign guy. I couldn’t quite figure out the dynamics here, there was something weird abut this group. Shortly everything became clear. The guy and the girl with the foreign guy were related and the guy was Indecisive Girls’s ex-boyfriend. Oy. Read the rest of this entry »
The Day Christmas Died
Posted by Single City Guy in Single Life on December 25, 2009
Before reading this post, please make sure you’ve opened your presents, had some breakfast and spent some Christmas joy with the family. This post isn’t specifically a dating post, it’s a personal story that’s a bit sad. I’m NOT looking for any sympathy points with this story, in general I try to avoid these sorts of posts that aren’t related to dating. This time I felt the need to share this with you, my reader.
When people say they hate Christmas, I always wonder with befuddlement as to the reasons why? I never buy into the excuses for their bah-humbug attitude. While I hate the winter, I love Christmas. It’s one of the most festive, reflective and wonderful times of the year. There’s so many special things about Christmas that doesn’t happen during other times of the year, time spent with the family (even if you hate their guts), presents being opened, the joy spread across family members and loved ones. Whether the holiday is manufactured, it’s a gracious time of the year. One of the few. Read the rest of this entry »
Can’t Take You Home To Mother
Posted by Single City Guy in Dating on October 14, 2009

An aspect of dating in NYC is how unbelievably picky women can be. I’ve already discussed my frustration’s with women’s unrealistic preferences of men and this story exemplifies that frustration. This occurred while I was using Craigslist to find a date, I came across a post by a beautiful Jewish woman, in her late 20’s (I was 23 at the time.) I liked her wit and we seemed to have the same interests. Moments later an e-mail was sent to the anonymous craigslist e-mail address only to be surprised by a quick, non-porn-bot response. It seemed as if I had lucked out!
With several additional quickly exchanged e-mails we talked and seemed to be very compatible with each other. Messages were going back and forth so quickly it seemed hard to catch up, but it was clear we were compatible with each other. In one quickly sent e-mail I forgot to attach my picture; I was enthralled and excited the process didn’t happen. I quickly corrected the situation not expecting the tone of the next e-mail. Read the rest of this entry »
Dating Frustrations, Ethnicity/Race, Gripes, Stories, Women Standards
The Dating Coach
Posted by Single City Guy in Dating on October 12, 2009
It’s become painfully obvious that I need help attracting a date. We men only have a handful of resources available to us and a majority of are very heavy handed. It speaks from the position of a Pick-Up Artist (PUA) whose sole intention is to find a “right now” woman. While these methods work, they aren’t my style, I really don’t feel like objectifying women as notches on my bedpost. PUA techniques do help raise confidence and gives us a chance at meeting women but really doesn’t help us meet quality women. Now it was time to try something a bit more serious and a lot more comfortable. It was time to try eat my pride and solicit the help of a Dating Coach.
Enter Laurie Davis (eFlirt Expert), a Dating Coach based out of NYC who specializes in online dating. She uses her background in PR marketing to tailor a person’s profile and online appearance to best attract the quality woman they are seeking. Her experience doesn’t just exist in the online realm, but reaches into the offline world. While the idea of seeing a dating coach seems a bit humiliating, I’m not beyond asking for help. To see how legitimate she was, last Wednesday I arrived at her weekly free advice seminar at Aroma on the Upper West Side. Read the rest of this entry »
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Recent Comments
Great example using the gingerbread man. It does seem like many people continue to date people that make them sick. ...
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Congratulations on your new relationship:) I'm glad you're going to keep blogging. Lexi