I tend to talk big online, but most of the dates I go on are relatively boring. I was in a five year monogamous relationship that ended badly a little over a year ago and ever since I have been on a dating tear. So I tend to go on a lot of dates with new people all the time, most of which I find online. I’m looking for someone to hold my interest, but so far none have held it for any more than a week or two with the exception of The Librarian who I dated for about three months and met on Craig’s list and The Musician who actually lived with me for two months and who I met on some forum somewhere.
More than anything else online dating has become a thing to do. A hobby almost. I’m not specifically looking for sex most of the time. I’d actually be happy enough with some new friends, but new playmates are equally important. The primary qualification is intelligence, with sexy and open minded close behind.
Often my luck in dating over the last year has surprised me. I don’t consider myself a catch really, I’m a chubby sort of overly sarcastic wannabe intellectual who has fits of shyness and is much better on paper than real life. Still in the past 13 months I have had a good run. Before my long relationship I had some interesting times as well.
I’m giving you a little back up so that my stories make a little more sense.
This is leading up to last night and The Mouse.
The Mouse is a little thing, although roughly my height she is somehow shorter somehow. She doesn’t have the best posture. She is 22 and works in a museum. She finished her degree early and is going for a Masters in something vague and obscure. These are things that tend to turn me on.
When it comes to dating (as well as all things) I compartmentalize. I filter. I pre-judge. There are sex dates, kink dates, fun dates and smart dates. This was definitely the later.
It was our second date, the first time we just met for a drink and some dinner. It went well enough, nothing really memorable. She seemed painfully shy, which made me bolder and more outgoing. She has braces, which I find odd. Combined with her body language and sort of awkward Pretty in Pink handmade clothes she seemed even younger than her age which is already ten years my junior.
After the first date I had to go on a trip out of the country and I came back to a few messages from her wondering how things went, wondering when we would go out again. We made plans for a museum, discussion, possibly dinner after.
We ended up on my couch.
I have specific tastes, but sometimes it is fun to find someone with completely opposite (physical) characteristic from what I am used to. The Mouse is somewhat thin. Maybe a size 8. Hardly any breasts. Maybe an A cup. No tattoos here. No fancy underpants. Hell, she goes to church.
We flirted in the museum, we brought up a shared love of rice pudding. She commented that I should make her some. She commented on me making her something or showing her something at my place a few times. Eventually I got the point and the next thing I knew we were headed to my apartment.
On the couch after the perfunctory look around the apartment and banter, the kissing started. It’s always interesting finding new lips, new necks, new buttons to push and mysteries to solve. She is such a good girl I kept keeping my eye out for some speed bump, some stop sign. I didn’t want to go farther than she was comfortable with, but before I knew it she was naked on my couch and there didn’t seem to be any doubts.
I often find awkwardness attractive. She was certainly awkward. In nothing but glasses and braces she had an enthusiasm that was comical and hot at the same time.
She got shockingly wet. Impressively wet. I kissed every inch of her and when I went down on her she seemed shocked by the sensation. I wondered exactly how inexperienced she was. She mentioned in passing during the date former boyfriends, various dates, so on. Still as she came and then collapsed into a fit of giggles I felt like I was an experiment or an adventure.
In bed she grasped my cock with one hand tightly. It reminded me of high school. She pulled and examined.
“Show me how to… touch you…” she said, not meeting my eyes.
I took her hand, we played, I let her explore. Then we rolled around together, rubbing and gasping. I wondered exactly what I should do next. I moved to my nightstand, she watched with a questioning look. I pulled out a condom. She settled back.
Inexperience doesn’t turn me on, per se, but as I said variety is always interesting and taking a break from aggressive girls was fun.
What happened next was a little odd. You see… things didn’t exactly fit. There was certainly a lot of good intentions, not to mention lubrication, but it seemed like it just wasn’t happening so we settled for a lot of rubbing and grinding and so on which made her happy, but left me unsatisfied. She realized this and took me, awkwardly at first, into her mouth. I was concerned, her braces, her inexperience, but things went well. When I felt myself nearing I groaned out a warning. She kept going, never letting up.
We then fell asleep.
Today she told me she knew all along that this was going to happen. She even brought a change of underwear. Who would have known? This mousy girl who wanted to walk around in museums with me was a second date fuck.
Thus proving again that I am old and I can’t read women.