I then head to the closet and grab a cute gray sundress and slip it on followed by my 2inch black heels and make my way to my laptop. I open up my laptop to skype and thankfully this guy i met on the local craigslist was online. we had agreed to meet over skype first to avoid any awkward encounter. i start the video chat and to my surprise was this mid twenties hunk of a man. all i could do was smile in excitement until he finally greeted me and introduced himself as chris. after chatting for a bit we finally decide to meet. i head out my door hoping none of my neighbors see me as i run to my car. i make my way to the hotel after about ten minutes of anxiety crippling driving, i text him that im there and he quickly responds, "room 204, come on in and get comfortable. i'm washing up." i pull out my make up bag and do a few touch ups, adding some lipstick and mascara. i get up and climb to the second floor to room 204. entering the room, its dimly lit im practically shaking. Now get dressed and get the fuck out of here." I was so excited to begin my anal training that I didn't even bother to take a shower, leaving Jack's cum to dry on my chest as I grabbed the car keys. "I'm heading to the hardware store," I said to Laura. Thankfully she had no idea what kind of hardware I was buying. I bought three butt plugs, a large bottle of anal lube, and a fat 8" black rubber cock. The clerk smiled curiously as I paid for the gear, but I was too far gone to care what she thought. In the car, I lubed up the small plug and pulling my running shorts aside, forced the cone shaped toy into my virgin ass. With an audible pop, the plug firmly seated in my hole. The initial discomfort slowly subsided and by the time I pulled into the driveway at home, a huge wetspot had appeared on my shorts, my dick clearly enjoying the feel of the plug in my butt. I snuck into Jack's backyard and put my new toys into a drawer in Jack's workbench. Already adjusted to the small plug, I.
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