It looked safe. I finally took a deep breath and locked my penis inside the chastity device. I then drove down to the post office and mailed the keys ...o Mistress Millie.At that moment I couldn't stop worrying, "What if she didn't get the keys?" My cock would be trapped in the chastity cage my entire life. I was checking my email every hour on the hour waiting for her response.A couple days later I let out a sigh of relief she had gotten the keys. With that email came a set of instructions. I. ”“Yes, I’m ready to get fucked.”“Then ask for it,” she instructed.“Please, Joey. Please, fuck my ass.”She was gentle, much gentler than I’d expect (and much more gentle than I was the first time I plowed into my high school girlfriend’s ass). Slowly, she pressed the head to my hole, not forcing, but coaxing my anus to open. I felt the initial pop as the head slid in. She waited before pressing in further. Her gaze was locked on my face, judging my reaction, anticipating. I was sweating,. More

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