Archive for category Dating
From Rule Breaker to Girlfriend
Posted by Single City Guy in Dating on March 12, 2010
It’s been roughly seven weeks since I’ve first met Rule Breaker, a bit longer since our first communicate. About two weeks ago, after a trip from Cleveland, I decided to take myself off of the market and cave to my feelings. I asked her to become my girlfriend, and she said yes!
A friend once told me, you’ll know to start something exclusive with a woman when you don’t care to see any other women. While dating, I went on two dates with other women; but in my mind these were clearly of the non-date date variety. These two women I had met thru friends and social circles, were attractive, but I didn’t have want or inclination to move beyond potential new friends. Read the rest of this entry »
Stop Thinking So Much
Posted by Single City Guy in Dating on February 1, 2010
One of my major problem of mine is thinking too much. I tend to overanalyze my dating situations to the point I think myself out of potential success. Some of this is natural; I work in an analytical field and often find myself analyzing complex problems and determining solutions. Often, I feel my work is a natural extension of who I am, I enjoy problem solving. These skills don’t translate well to the dating environment, even if you have some tools for success. Read the rest of this entry »
Lessons I’ve Learned From Bad Sex
Posted by Single City Guy in Dating on January 27, 2010
Bad sex happens. Even those who claim to be “magicians” in bed, often jump over the basics that make sex wonderful. Bad sex isn’t an indicator of a bad woman, but some of the best lessons I’ve learned about women come from the many bad experiences between the sheets. That’s not to say you should sleep with a woman to determine if she’s the right one for you, but great relationships usually have great sex. There’s usually a sexual compatibility that exists with those you’re dated for a while and those you’ve wound up in relationships. I’ve found some trends with the women I’ve had horrible sexual experiences with. Read the rest of this entry »
What’s Wrong With Me?
Posted by Single City Guy in Dating on January 26, 2010

“To be frank with you, I’m ridiculously surprised that your response rate has been so low. Your cute, your profile is good…,” was the first few lines of Laurie’s response concerning my lack of success with OkCupid. Even with the increased message count, I wasn’t receiving many responses. I feel I’ve become the ultimate dating enigma.
I like OkCupid, but maybe the population on the website isn’t geared for me. Laurie suggested that I switch over to Plenty of Fish, or as I like to call it Plenty of Fail! I’m not a fan of their dating website, it’s horribly put together, ugly, and not ad deep as OkCupid. However my lack of major success on the website leaves me little alternatives. Read the rest of this entry »
The Return of Ex-Party Girl
Posted by Single City Guy in Dating on January 18, 2010
Ever have a date return after a period of silence. It’s almost as if they feel you’re waiting around for their message when they decide to reappear. Ex-Party Girl has returned from the fade. While I was out at the club Saturday night, celebrating a birthday, XPG sends me a picture message. It was completely PG, but an inside joke that reminded her of me. A part of me believes she was holding onto it for a bit to send my way.
The situation made me wonder a moment, why did she choose now to send this message. Especially in the evening on Saturday? A part of the situation felt like a booty call. This was odd, usually I hear this sort of story from my female friends, but very rarely from the guys. Women reappearing out of thin air after weeks of silence isn’t new, but I don’t have much history with this situation. Read the rest of this entry »


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