My writings

It was around 12:30am when my phone rang. I was waiting on the call to come, On the other end a soft voice said “I’m outside Sir”. I walked to the window and parted the curtain to see her car parked next to mine. I instructed her to turn on her overhead light so I can see her. “Did you bring your toy bag?” I asked, “Yes Sir” she replied. “Put it on the front seat” I told her. I watched as she reached to the back seat and lifted the bag over to the the front seat. “Remove your plug and put it on your dash”, she searched around the bag and placed a medium sized black anal plug on her dash. She looked back at me through her windshield awaiting my next command. “Strip” I commanded, she replied back “Sir?”. “I did not stutter did I”, “No Sir” she replied. She looked around the parking lot making sure there wasn’t anyone walking around, or open windows. She put the phone down on the dash and slowly removed her top, still nervously looking around. From her shifting around I can tell she was working her pants down over her large ass. She placed her pants down on the front seat, and started to pull the shoulder straps from her bra when she paused. I looked across and saw a light from one of the room doors as one of the other guests came out and walked towards their car. He removed something from the trunk and went back to the room. I looked back at her and could see the panic in her eyes, “Continue” I said as she proceeded to remove her bra. Her breasts hung just below the steering wheel and dash so I wasn’t able to see her nipples, but for a woman of her age and size she still had a full pair. Looking around she reached for the phone on the dash and put it to her ear and said “I’m done Sir”. “Very good” I replied, “Now the plug, go ahead and insert it”. “Yes Sir” she replied “Can I use some lube sir…..I’m a bit tight”, “Yes you may”. She dug around in the bag again an found the lube. The plug now glister in the light when she lubed it up. She then reached round and I could hear her grunting and see her face wincing as she worked the plug between her fat ass and the seat. She let out a slow long groan as I pictured the plug slowly working its way into her ass. As little squeal with a sigh of relief as the fattest part of the plug made it past her spinster and pulled securely in her asshole. “All done Sir” she said as she still wiggled around a little trying to get comfortable with the dildo in her ass. “Very well, pick up your bag and clothes and come to the door”, “Yes Sir” she replied. She looked around again making sure no one was around before she exited the car. Her pale white body glowed slightly as she closed her door and locked the car. Her full breasts rested on her stomach as her ass jiggled as she moved. The plug was clearly lost between her fat cheeks but you could still see where it stretched her cheeks, pulling at the insides of her ass cheeks. She paused between the cars and took one last look before making her way hurriedly and somewhat uncomfortably with the plug in her ass towards my room door. I let the curtain fall and slowly made my way to the door. I opened the door to see her nervously shaking and looking around, praying that no one opens their door to find her standing there naked. “Do you remember what you are to say” She nodded and started reciting her entrance statement. “Thank you Sir for allowing me to serve you over the next two days. I will do my best to make sure that your happiness is my priority. Should I fail to please you I understand that I will be punished as you see fit. Sir I’m now yours to use as you please” “Good girl, I see you memorized it well”. She smiled and nodded as I motioned for her to come in. I closed the door and watched her pale white ass jiggle as she made her way across the room. As she bent to put down her bag and clothes I caught a glimpse of the plug wedged up her ass and thought of the fun I was going to have over the weekend with her, and how I wanted to leave my mark on that fresh white canvas of an ass she had.