It was a busy day at work, per-usual I was running around like the other staff bringing food to tables and clean up others. I was running some food down to guest on the porch, after dropping them off I quickly headed back to head up the 3 steps.
If you've ever watched anime, you know what came next, it was my real life anime moment, a moment that neither I or anyone who ever experienced it will soon forget.
Running up the stairs my foot caught on the bottom step and I began to trip over, as I started to fall, much like any other person, my hand reached out to grab onto something so stop it from happening. My hand reached out and grabbed on to something and stopped myself, I looked up as I realized my hand had grabbed something squishy only to notice it wrapped around a co-workers breast. I don't know who was in more shock, me or her.
I started to laugh and pulled myself up quickly as she laughed too. I told her "sorry, I didn't mean that." She laughed and said not to worry about it as she went past me to tend to her tables as I ran back up to run more food.
The lunch rush had ended and we started to talk and joke about what had happened earlier. I had flirted with her before during shifts but never expected THAT to happen and to anyone that it does happen too, it's so comical. I felt like she would flirt back but always loved playing the hard to get. She stood at my front desk talking to me, she was about 5'4, long black hair, well rounded but not overweight rounded, more like the cuddle pudgy type of girl. She was pretty attractive and knew it and loved flirting with it but she wasn't the type of girl that felt like the world revolved around her.
My shift ended and I headed home. I was out later that night with some friends, it was close to Halloween so we were out enjoying all the spooky going on's. I had gotten a text from her and we were chatting for awhile through the texting. Thinking back to earlier I figured I'd take a chance and asked her if she'd like to hang out some time. She responded "sure" that she would love too. I went about my night doing my Halloween stuff and then headed home.
When I got home I messaged her online and we began talking. We talked about things to do and where we could go. Somehow we got around to joking and talking dirty back and forth to one another. She had told me that while she did enjoy dating from time to time, she wasn't one for settling down at such a young age and was more interested in just having casual fun. Now this might scare most guys off, but I'm not most guys.
One thing led to another and we went from talking about where to go to hang out to making plans to "hang out" as it was called. So we joked about maybe hanging out at my place but unfortunately I had a roommate that I never knew when he would be home and wouldn't be so that didn't work and she lived in an apt as well that also had roommates.
I jokingly said "maybe we should just get a hotel room for a night." She responded "sounds like a plan." Shocked by this, I said fuck it and started looking online to see what was around. Obviously that night wouldn't work so we decided a weekend night would work best, mostly likely a Saturday night as both of us always had Sunday's off. I figure if I'm going to get a hotel room, its gotta be a good one I'm going to enjoy so I looked at different ones around me. She lived about 30 minutes from me so I was hoping for something right off a highway for easy access to us both, something nice but not too expensive.
Eventually I found the perfect one, it was a little pricy for a single night but what the hell. It had a queen-size bed, a nice little kitchen, a good size bathroom but the best part is the room had a hot tub in it. I've never been in a hotel room with a hot tub before so I was excited, I told her about it and she agreed, it was a good room. So I booked the room for the following weekend and she told me it sounded like a good plan and was going to be a good night. She also had told me that while we friends, this should stay between us and not to talk about it at work or outside of it as it could lead to issues neither of us wanted to deal with and I agreed.
The weekend came up and it was Saturday, we both work a mid shift that day which for people who don't know, that was a 11 to 7 shift and Saturdays were always quite busy. The end of the shift came up as we headed towards the door I asked her what she wanted to do. I didn't know if she wanted to head home to change or my place or what. She told me going home was pointless and that we should just head to the hotel. We got in our respective cars and started headed out.
I pulled into the hotel parking lot. It was raining pretty damn right and there was one hell of a thunderstorm going on. She didn't really care for thunderstorms unlike me who loves them. I ran up to the hotel door where she was waiting for me. We went up to the desk and checked in. She had a over the shoulder bag with her so I knew she was better planned for this then I was who had a plastic bag with just a couple clothes and a little something special in it for later.
We got up to the room, I got a room on the 17th floor. When we entered, the curtains were open and we could see the rain hitting it and flashes of lighting. I was excited by this cause what a view it was but she did not and walked over to close them.
I won't lie, I was a little nervous and excited. No I'm not a virgin but this was the first time I was at a hotel room with a girl let alone someone from work. She seemed pretty comfortable with but then again, women are more comfortable with situations they plan for.