A sissy trained by a Mistress can only become the best of the best. Meaning I know all the good lingerie and just how to please a throbbing cock. Nothing beats putting on some lipstick and dressing up in preparation to my cute petite asshole gaping sesh. I will tell you how it feels to be lost of control and guided to please a man’s cock in its prime. Well, I’ll tell you about the first time my wife. . . I mean Mistress had me please her high school crush. This was the day I became a trained sissy. I never thought I’d be this pathetic in front of her.
I expected it to be a regular day of being a sissy. Getting all dolled up and prancing around until Mistress felt she cared enough to notice. I love it when she notices my teeny clitty tucked into her lace panties and matching bra. But to my surprise, we had a visitor when I arrived into the room, it was our neighbor John and Mistress. Also married to his wife for 15 years since before we moved here. The humiliation I felt was immense and that’s when Mistress advised her trained sissy to say hello to our guest. I began to walk over for a handshake when Mistress told her sissy to stop. To get on my hands and knees and crawl to him. Suddenly I realized Mistress is training me so I can be the best sissy around.
I stood up and he told me I was a pretty slut. He told me I was going to be a sissy for him since he is a man and I’m just here to please him. Mistress then tells me to get on my knees and open wide. John had the biggest dick and his mushroom tip was perfect. Mistress came behind me, grabbed my head, and held it in place so I had nowhere to escape. John began using me as some blow-up fuck doll and treated my mouth like it was his wife’s pussy. I couldn’t even breathe at one point and thought I was going to pass out. This is when Mistress told her trained sissy to get up and bend over. Of course, her sissy did as asked.
I couldn’t believe a cock is going to stretch my ass open and make me his bitch. I almost forgot this is my straight & married neighbor and every day I see him. He is rough and into it, it makes me wonder how long this was a craving, having a tight pink asshole. Mistress prefers natural so no oil allowed. Only pure spit from my mouth but John didn’t mind, he needed it and didn’t care how.
Unsurprisingly, John didn’t last long pumping my ass and came all inside me. Mistress wasn’t satisfied so she had me push it out and drink John’s cum out of my ass. It was so yummy I can’t wait to be a good and trained sissy for him again.
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