I’m hoping by posting about my current feelings about my love life will help alleviate my frustration. So please bear with me…

I have great friends, a great job, a loving family and most of my evenings and weekends are packed. I would describe myself as happy and content with my life.

However…

I am extremely lonely.

Both my sister, who in the past has been the biggest relationship-phobe but is now in a full-fledged relationship, and The Roommate are dating men who fit them so well and I have seen how much joy they get from being in those relationships.

I look on their relationships with envy and really wish that I was with someone who made that much sense with me. Instead, I end up on dates with players, dickheads, crazies, and bores. Or on no dates at all.

And don’t get me wrong– I am so happy for my sister and The Roommate and can’t wait to see where their relationships end up (it’s like a real-life romantic comedy for The Roommate… and I have front row seats!). Their relationships show me that there are people out there who fit perfectly with another person. And it’s been so great to see the positive changes that have come from them being in those relationships.

I like dating, I like going out and meeting new people. First dates don’t give me any sort of anxiety and I’m never nervous about them– which helps me be relaxed and a good conversationalist. But I’m not meeting anyone who would be a good match for me.

Not by a long-shot.

I have a dating philosophy that says “I never say no to a request for a first date” (within reason, of course). My thought is that if a guy has had enough courage to ask me out on a date (or even for my phone number), I will oblige. And I will go with a positive attitude and hope that something comes from it. Unless I’ve known the guy for a while, how can I know how good of a match they’ll be for me if I don’t give them a chance?

But do I need to change that philosophy? Am I not being discerning enough, so I continue to end up disappointed more times than not? Or is that the “right” way to do it, and hope that eventually I’ll go out with “the one”?

And I’m not even asking for much at this point. I know that the shaming of single women is “you’re just being too picky,” which I honestly don’t think I am. At this point in time, all I’m looking for is someone who has a job, can carry a two-way conversation, I have chemistry with them, and he isn’t an asshole.

I feel like I’m too young to have to start lowering my bar/expectations. Or has 26 become the start for spinsters? Maybe it is– during a recent conversation with a friend, we started talking about how it’s nearly impossible to find someone who is not either: A) completely immature, B) recently divorced, or C) not looking for a relationship. Sounds like a list of the traits of my recent dates…

I don’t want to whine. I hate when people whine about “no one loves me!”

But I can’t seem to help myself. I’ve been doing everything I can to meet people out in my world (as opposed to online)– I’ve joined social groups, attended meetups, drank at networking happy hours, I’m currently captaining my kickball team, volunteering more– but none of that hasn’t seemed to get me anywhere. Yes, I’m making new/more friends, but any guys I meet at any of those get-togethers are unavailable, way older than I am, or sleazy.

I’ve been bound and determined to not get back into the online dating world because I REALLY want to meet someone “organically.” But more and more, I’m finding that that has really become nearly impossible.

Is online dating really the only way to meet anyone any more? Or should I continue to be a “Ted Moseby” and hold out hope that I’ll meet my future mister out about in my life?

I’m feeling down about this, and I refuse to let it bring my entire out-look on life down, but I also can’t shake the dark rain cloud that is lurking in the background, ready to swallow me if I give it more than a moment’s attention.

Thanks for listening to me whine. Hopefully getting this off my chest will help me get past it and just live my life and tell that dark cloud to go away.

To help cheer me up (and tell you where the title reference came from), I’m hoping Winnie the Pooh will help:

 

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