Posts Tagged Dating Frustrations
Frustrated By Women Who Only Date Older Men
Posted by Single City Guy in Dating Topics on February 5, 2010

Aaliyah is right, “Age Ain’t Nothing But A Number.” There’s absolutely nothing wrong with the current cougar or a manther trends, what confuses me are the younger women who often seek older men. There are several attractive friends I have, who enjoy dating “Silver Foxes” or prefer to be the younger 20 something in a relationship. This is paired with the fact that “women mature faster than men”. Fast enough for there to be a 20 year age gap between the two? I think not.
I don’t understand this trend, and almost believe it’s an excuse for unsuccessful women dating in their own age group. I’m not going to complain about woman who’s dating significantly older man. I’m complaining about the women who only seek to date older men and use the maturity excuse as a crutch. 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 »
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 »
Fall seven times. Stand up eight.
Posted by Single City Guy in Dating on December 13, 2009
A Converse commercial with Dwyane Wade ends with the phrase “Fall seven times. Stand up eight.” The message, always get back up, regardless of how many times you fall down. This week was one of my worse weeks ever. I could have easily curled into the corner in the fetal position and cry; instead I decided to pull myself up from the floor and try again. My week could have been worse and while life has knocked me down, and I compounded the issues by making some mistakes, I’ve survived and still standing. Instead of moping, I’ve dusted myself off, turned these issues into learning lessons, got back up and tried again last night. It managed to be a successful evening; I may have fallen down, but I got right back up. Read the rest of this entry »
Poorly Handling Dating Frustrations
Posted by Single City Guy in Dating on December 10, 2009
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 »
A Letter To the Women to Laughed At Me Tonight [NSFW]
Posted by Single City Guy in Dating, Single Life on December 10, 2009
Dear Women Who Laughed At Me Tonight;
Fuck you! Seriously, go fuck yourself!
There were two incidents tonight where my biggest fear turned into reality. First at the bar at the after event portion of the speed dating event (which went fairly well) and second at the train station home from the speed dating event. Read the rest of this entry »
It’s Not You, It’s Me
Posted by Single City Guy in Dating on November 21, 2009
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 »
Why Do Men In Their 40s Think I’m Old?
Posted by Single City Guy in Tips for Men on November 15, 2009
Before starting this blog, Simone Grant was my favorite female blogger. Her candor, humor, and honesty makes her a very interesting read and one of the staples in the dating community. Simone Grant is a writer/blogger who lives in New York City. She blogs daily at Sex, Lies and Dating in the City.
One of my new favorite reads is More Magazine. Although, I’m officially out of their target demographic, at 39 I’m not quite “old enough” (they “celebrate women 40+”), hehe.
The truth is that as much as I like some of the other mags for women, I feel left out. So many of the articles in other mags are obviously written by and for women in their 20s/early 30s. And the differences in our life experiences is rather glaring, at times.
So today I was taking a break and reading More and came across this. A question we’ve pondered here, on the blog, many times: Why do men in their 40s think I’m old? Although I think the WHY is kind of obvious - because they can. I don’t love the advice given, nor do I hate it. As a woman who lives with this issue I constantly have to remind myself that not ALL men in their 40s think I’m old. Only some. And while I have widened my search (I’ve always dated older and am now trying to convince myself to be open to younger) I haven’t given up on those guys in their 40s either.
Tale of A Greedy Wingman
Posted by Single City Guy in Dating on November 9, 2009
Last week, in a city that I’m not familiar with, I and a co-worker went to a club. Throughout the week he was the only person I had known and we’re both just as familiar with this foreign city. I figured he would be a perfect wingman as he has a relationship and I’m the single guy, this was not the case. While I enjoy my co-worker’s company out on the town, he’s a horrible wingman, seeking attention for himself and not spreading the wealth. Clearly he has not read the Wingman Code of Ethics. Read the rest of this entry »



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