We were into our new lifestyle for about two years when I started going out on dates. It started with my working late but instead it was more just a couple of hours of some black cock, which I craved so much. While back at the house I made sure my sissy worked on being the best cocksucker he could be. Sissies need to be good at certain things in order to be considered a sissy and to be a good sissy. One thing is you must be very good at sucking cocks. You must also be good at shaking that booty. Especially while wearing a nice pair of panties or under a nice skirt maybe without panties, lol. You must also be very good at eating pussy. This is very important for obvious reasons, lol. I made sure, that during his sissy lessons, that my sissy licked my pussy. A good sissy starts out being told what to do and learns how to expect what is required of him. As time went by my sissy was told what I wanted him to do and eventually he came to expect that he was to dress the part and perform. Her hair was straight, brown and about armpit length. From her photos, she still looked fit with a nice flat stomach, and perky round boobs. A 32C if you forced me to guess. Moreover, whether she wore jeans or a bikini, she couldn't hide her big curvy ass (probably a 36) that stood just above her long shapely legs. I had already jerked off multiple times to a photo of hers on the app where she was posing on her knees in a bikini at the beach. I wondered how many others had done the same. I got to the brewery five minutes early and grabbed an outside bench table for us in the corner. On this hot Sunday afternoon I was wearing jeans with a tight black T-shirt to subtly show off my fit body. I'm 29, 6'3" and regularly workout and play soccer to keep myself in shape. About 10 minutes after I got there, I saw Chrissy walking towards my table. She was wearing a white sleeveless button down blouse and tight black shorts that ended at her mid thighs. Her long legs had no other coverage.
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