Chapter 1: First Date

I popped one anxiety pill, and then another. I’ve never really had much luck with the dating scene. Actually, I was fucking terrified when it came to actually going on a date. Getting ready I would sit on my bed thinking of every excuse to bail, but I felt obligated to at least go since we worked together.

It was March 15th and the St. Patrick’s parade was going on that day, so for whatever reason I just had to wear something green. To say I’m just a little indecisive about, well everything, is a huge understatement. I couldn’t figure out if I should wear a dress, pants, and any shirt hanging in my closet. I ended up in a short little black dress. It was simple which is what I usually go for anyways. I brought the only heels I knew I wouldn’t kill myself in, and swore to myself I’d put them on when I arrived at his apartment. My heart pounded pulling into his apartment. I parked and completely forgot about my heels.

I opened my door and saw him standing there waiting for me. I thought I was going to throw up because he looked so damn sexy. Now before I even agreed to this date I made ONE rule for myself. Do not have sex with another coworker or person on a first date. Once I saw him I knew that rule was impossible not to break.

We walked into his apartment, and I’m sure my anxiety pills had a lot to do with this, but I felt a comfort being there with him. He poured us a glass of wine before we headed to the restaurant. He showed me his Halloween mask from that year that was laying on the counter, and all the album covers he had framed on his wall. He explained why he chose each one and the significance it had it to his life or even one that was for his mom. He amazed me at how calm and collected he handled himself. When on the inside I all kinds of fucked up.

Finally, we got into his truck to go to 4th and Swift. I guess the wine and anxiety pills were really kicking in because there I sat in his passenger seat with my old navy flip-flops and feet up in the seat. We were able to talk to each other like we’ve known each other for years. And I guess I wasn’t going to hold back on telling him anything and everything about myself.

I hopped out of his truck at the valet, and just looked at him hoping that he felt at least something of what I felt. As we looked over the menu I tried to flirt to the best of my ability. Totally thinking at how much of an idiot I looked as I made the attempt. We talked about foods we didn’t like and food I’ve never tried. He ordered the lamb all because I’ve never tried it. A moment during the time we were waiting on our food, I looked around thinking how different he already was to me.

Dinner finally arrived. He cut a little piece of his lamb for me just to try. That was the beginning of one of many firsts. We left dinner, and headed toward Front Page where two of his friends were bar tending. In such a time we had talked about music, art, food, religion, and sex. The comfort came so easily.

Comfort to me is something that grows over time. It’s never supposed to happen that quickly. It all felt too natural.

As he backed in his truck to park all I could think was, “don’t screw this up and sleep with him”. I could see there was something, what I wasn’t quite sure, but something that brought something new to my life. We walked into Front Page, and sat down at the end of the bar. We order one drink to start, and the conversation started.

At that point of the night I was ready to talk sex. I wanted to fuck him right there at the bar. I needed to know how he felt deep inside me. Drink after drink I began to get deeper into my sex fantasies. At the time, being very inspired by my erotic novels, my greatest fantasy I thought of was being fucked with a knife to my throat. Usually that’s not really “first date” conversation, but I had to see how far I could push it. To my surprise, he didn’t run for the fucking door. I could see in the way he looked at me that he was very intrigued.

Leaving the bar I got to see his funny side. Some drunk, old woman was basically wanting the dick from some dude next to him, and she had no luck. So I pulled out one of my little tricks, the sex eye, and told her that would give her the best chance of getting laid. No judgement or embarrassment he went along with the thing. He was so fucking sexy.

I shut the door of his truck, and looked at him getting in.

“I can’t leave before doing this”, he said as he pulled me in for that first kiss.

That was it. I was going to break my rule, and fuck him.

The drive home he let me put on my rap, which he isn’t the biggest fan of, and let me listen to it. We got a little deeper talking about religion and things from the past. But in the back of my mind all I could replay was the most orgasmic first kiss I’d had.

We pulled into his apartment, and I could feel how wet I was walking through his front door. I stayed curled up on the couch in a blanket playing Candy Crush as he smoked a cigarette outside. When he came back in my pussy throbbed knowing what could happen next.

He grabbed my hand and pulled me off the couch to head towards his room. Once he touched me I needed to feel more. I want him to touch me all over my body.

By the time we entered the bedroom door our mouths were already on each other. He climbed on top of me and slipped his fingers in me. As his fingers rubbed every inch of my inside I still needed more. I knew he wanted me, but sometimes alcohol takes control of how one functions, so this was my chance to really make him feel how fucking bad I wanted him.

I had him naked under me as I took his cock deep into my mouth, and sucked him with everything I had in me. Licking his dick like I couldn’t get enough of it.

He was rock hard and ready to fuck me. I just needed him in me to fulfill the ache I had for his cock.

Sex to me has always been a hit or miss, but as soon as I felt him slide in me I realized this is what sex had meant to feel like. He filled me in way that brought complete and utter pleasure to my entire body. His dick needed to be in me.

To this day I can still feel how he made me cum that night.