"Relax, slave", Master said, somewhat soothingly, as I tried to comply. Once the bulbous head was in, I felt a ripple effect, as the rest of the dildo...worked its way into my ass. Tears were streaming down my face, and I was goraning loudly as I finally felt the bottom of the dildo at the entrance of my ass. It felt like my whole insides were being skewered. He then secured the dildo in place, with the harness. He then said, "That's enough, slut. He's hard now!" While I didn't even notice her. She had a remarkable bottom, and I enjoyed the glimpse of the tight skirt over full rounded cheeks.I came across her two more times, and was able to get a better look at her. She was quite attractive, if rather heavy, and must have been in her early forties.As I walked down the freezer aisle, I again came across her, face to face this time. She looked me up and down and spoke: "You have been following me" she said, so I replied that I had noticed her, but was certainly not following her. "You. .. My wife makes me wear this...That sounds like a lame, made-up excuse!No, really, it's... a game we play...She makes you wear female clothing under your regular one?Yes...Now, I want you to be honest with me, your employment depends on it. Donot skip on any details. What else do you wear now?One-piece swimsuit...Really? Must be uncomfortable for you... Down there...I... wear a chastity beltCHASTITY BELT? REALLY? All the time?Yes...And you dress up underneath all the time?Yes...What about at. I watched her undress every day for gym class, and I was always hot afterwards. My pussy tingled until I went home those nights and daydreamed about her with my fingers on and in me until I made myself cum. I arrived at her house that evening not sure what to expect. She greeted me at the door with a smile, “Hey, Jodi. Come on in. My parents are away for the night to some function or other. They got a room at the hotel where it’s held at so they don’t have to worry about driving home after.