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I grabbed a sandwich and started packing a duffel with several different cross dress outfits that I have not ever worn for someone else, only for myse...f. As well as a whole bunch of other things; some toys, dildos, plugs, fully blacked out sleep mask, hand made cat-o-many tails, and more. A little before 5 I started cleaning myself out and prepping, not knowing how far away Daniel actually lived, nor how long it would take to drive there.A couple of minutes later right at 5:00 his text came. We spent the morning and most of the afternoon using the computers to confirm the paper files. It was dull, boring work, and by three o'clock I'd had enough.Connie must have thought the same, because she said, "Let's go somewhere. This place is giving me the creeps."We ate at Denny's, fortifying ourselves for the night to come. After checking with Dispatch over the phone, we decided to cruise the streets.By nine-thirty that evening, we'd been on every street in town. The neighborhoods were. Light work and decent pay. I took it gladly. Little did I know it was gonna get better. Being a submissive bitch, I was trilled to have a boss almost ten years younger than me. My first day I got there just as everyone was leaving. The day time assistant filled me in on what needed to be done for that day. I got settled in when the intercom buzzed and I was summoned by the boss. 'Who are you?''I am the new part timer, your regular assistant hired me 2 days back sir'I felt really submissive. I noticed that she had drawn her skirt up and had a hand between her legs, massaging parts I couldn’t wait to see. As we exited the main road and found the gravel path, she began to unbutton her sun-dress. I tried to keep my eyes on the wet path in front of me but the sight of Ann’s skin revealing itself inch by inch distracted me. In a few moments I found out that she was without underwear, and was sitting there, naked, beautiful, and incredibly sexy. She reached over and felt trough my shorts.
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