Question of the Week #177

How old were you when you first had sexual intercourse? Well, that's an awkward question. And it's one that I don't have an answer for. Because I can't see the future. Kids, I've never even really kissed a girl. Sex has never even been on the table. Or anywhere else for that matter. (Cue the … Continue reading Question of the Week #177


The Confusing Middle’s Top 10 Blog Posts of 2016

I did this last year. I took a look back at the previous year and made a list of the blog posts that got the most traffic throughout the year. It was simple, as I'd only been keeping up with this blog for a year at that point. Today marks my second blogiversary, so I'm … Continue reading The Confusing Middle’s Top 10 Blog Posts of 2016

How to Know if I Have a Crush on You

I'm single. Have been all my life. Beyond that, I'm an introverted single person. That makes it extremely difficult for me to approach a woman to whom I'm attracted in order to generate a conversation out of thin air. Therefore, all I ever really experience are crushes. You know, like a kid will have on … Continue reading How to Know if I Have a Crush on You

The Single Guy and the Chicken Alfredo

The following tale is based on actual events which occurred a number of years ago... It's not often that I date. I know, that's an understatement. On those rare occasions that I do happen to ask someone out, I'm kind of proud of myself. This happened a few years ago when I asked out a … Continue reading The Single Guy and the Chicken Alfredo


"I'm still in love with you," I said to the girl I hadn't seen in four years. I'm pretty sure this caught her off guard. At least, that's what the expression on her face told me. It probably doesn't help that I threw that statement out there about seven minutes into our first conversation since … Continue reading Reunited


I mean, what would you have done in my shoes? I was at the drive-thru window at the bank, as I usually was, and I had finished the customer's transactions. I got on the mic and asked if there was anything else that I could do for them. They clearly said no. Then they sat … Continue reading Awkward

That Awkward Moment…

When you start crying and you really aren't sure why. Luckily, I was alone in my tiny closet that functions as my office and could close the door so no one saw what was happening. Not that I have a real problem crying in front of others. It's just, what do you say when someone … Continue reading That Awkward Moment…