Yesterday was a bit crazy, as I packed so much into a very short time.
I went out to brunch with the boy I met on the street, if you do not remember, refresher can be found here. He is super cute, super nice but I am not into him. I cannot pinpoint it other than he just… seemed kind of less than intelligent. He is actually a teacher (in addition to the recording studio stuff), and he seems “book smart” but I think he is lacking in the common sense department.
He did ask to see me again I said we will see but I told him I am pretty busy. That is partially true, as I am going out of town to see my cousin and then going home for Christmas. Plus, I am not really into dating anyone that does not knock my socks off, and brunch boy is definitely not into just fucking. Oh yeah, and I am kind of excited by the thought of Daniel.
After brunch I hopped on the El and went to O’Hare. My friend Marcel has been in Asia for work since January and had a 4 hour layover at O’Hare. It’s been awhile since I have seen him and I wanted to catch up a bit. We were best of friends when we both lived within a block, but have kind of lost touch since we are on opposite sides of the world. It was so nice to just hang and have a beer with him again. He is moving back in June and I am pretty excited for it.
I took the train back to my place, as I had a few hours before I was to meet Daniel. I took another shower, picked out a cute dress, flat ironed my hair, actually wore a bit of makeup and wore cute shoes. I had to drop by the bar downstairs and talk to the manager, as I am helping him with the New Years Eve event they are throwing. As soon as I walked in, the manager and bartender (who are kind of my friends now) made fun of me, as they knew I must be going on a date because I was so dressed up.
After the bar, I got on the El again (just to go one stop) but this time it was to meet Daniel. I was actually pretty nervous, though I have no clue why. I am never usually nervous while dating but maybe I actually want to like this guy. Like I said, I felt something different with him just in our meeting.
I called him as I got off the train and he was just walking to the bar. We met outside, we hugged and instantly I was not nervous anymore. He immediately commented on how nice I looked, which was a bonus. I like compliments.
We sat at a booth in the bar area and started looking at the rotating on tap list. I could tell he was super nervous because at first he was mumbling a bit too much about the beers and not really looking up at me. The waitress came over, we picked our beers and she left us with menus. Same damn thing with the menu, he was so nervous that he wouldn’t really talk to me about anything than the menu. Some girls are really into the shy guy thing, I am not so much, so at this point I am hoping he is able to relax.
We finished our first beer and he was able to relax a bit, thank goodness. We talked a lot, about everything, but the more he spoke the more I realized – he is awkward. He’s only had long term girlfriends, never really dated and he talked about his ex a bit too much. He is an engineer and he totally thinks and acts like one. By that I mean, he seemed very logical and analytical.
We continue to drink and the more drinks I have the more I like him, isn’t that how it always goes? We eat some food, too, which helped sober me up but after 3 German beers I was feeling a bit tipsy. It was about midnight at this point and this particular pub was closing.
We had a decision to make, keep hanging out or call it a night. By this time I was digging him, even with his awkwardness. He is very good looking and seems fun, but just seems very innocent and very shy – which is pretty much the exact opposite of me. So, I give him an option. We could either go home and call it a night or keep hanging out. He has to take a bus to get to where I live and I know there is time constraints, so I offer to let him spend the night if he so chooses. Well, I already knew the answer before he even asked, I mean, come on – what boy chooses NOT to spend the night??
We get a cab and take it back to my neighborhood. We go to this little bar down the street that has shuffleboard and a few other bar games. It was actually pretty fun playing games with him, we joked a bit, poked fun, and he was being pretty cute and doing things like touching my waist as he passed me.
About 2am I was getting pretty tired and said I wanted to go home, he agreed. We walked back to my place and at some point he grabbed my hand. Not my usual thing, but in this case I was liking it. We opened a beer at my apartment and sat on the couch and talked for a few.
I went into my bathroom, washed my face and started getting ready for bed. I also put on just a cute tank top and cotton boy panties, my normal sleeping outfit when with a new boy. Covered up enough, but still pretty sexy. He was in the bathroom while I got changed and I slipped into bed, under the covers. When he came into the room he asked if I was comfortable with him taking his pants off to sleep. My reply – I am not wearing pants, why should you?
As soon as he got into bed, I cuddled up to him. He put his arm around me and kissed my forehead. I started gently kissing his neck (I feel like this is how I start a lot of hooking up?), then his jawline, his chin and finally his lips. It was just a few minutes more before I removed my top. I think he was a bit surprised that it did not take more effort on his part, but I think he was pleasantly surprised. It took him a minute to touch my chest, like he was afraid it was not OK or something.
I should say, our kisses were a bit odd. We made out for quite awhile, but he was not the greatest kisser. It was like he was afraid to be too aggressive or something. He did not really use his tongue, either. Though, his kissing of my neck was really nice.
I decided I was going to have to be the aggressive one, so I rolled over on top of him and hopped on top. I started kissing his neck, biting his ear lobe, and then giving little kisses all the way down his neck to his chest, to his belly. I knew I was not going down on him, but I still liked teasing a bit.
This went on for a bit. I could totally tell that he was very innocent. He seems like the type that when coaxed could be very dirty, but has never had a girl let him do anything he wanted to her. The making out was nice, but just… vanilla.
I did mention to him that I liked to be spanked (do you see a pattern with here?) He said he had never spanked anyone, but he’d be willing to try sometime. That’s a good sign I guess. As we laid there talking a bit more I asked him when the last time he has been tested… the answer… never. What the hell? Then he went on to say he has only been with five women and has never had sex without a condom. He is 30, five women? It turns out he was a late late bloomer and on top of that had a girlfriend who wanted to wait until marriage for sex. Wow.
While he is still a project, the good news is he is willing to learn. The question is, am I willing to take on a project? After talking with him he definitely has some insecurity issues. He is super tall, 6’7, so he said he was made fun of as a child for his gumpy height. Also, I have a feeling he is one of those types that was not very good looking as a kid and then around 22 or so kind of grew into his face. Now he is very cute, but just has no clue.
I want to hang out with him again, hoping he will be a little less nervous next time. I am going to give this one a chance, which means… No sexual activity with him for at least two weeks. I am weird, I know.
Tags: dating, kissing, making out