Breaking in a new sissy Part 2: So, as you remember from part one, sissy was gobbling up my big black strap on cock. She was acting like it was a steak and she was a starving girl. For someone that was supposed to be a newbie to all of this, sissy sure was going at it like a pro. I grabbed sissy by the…
Sissy needed to be broken in: Part One One thing you’ll learn about me as you get to know me is that I just adore little sissy boys. So when I got the opportunity to meet with a fresh faced completely untrained lil sissy boy I jumped at the chance. This sissy had been dreaming of dressing up for several years. For one reason or…
Business Man by day, Sissy Boy, Hotel Tramp by night. Part 2 Sissy Boy whispered to me “Mistress, she is walking toward me, slower this time. What should I do?” “Can she see your cock? What is she wearing?” “She has on a tee-shirt and some cut offs on and no she cannot see my cock it is under my skirt. She is about 300…
Business Man by day Hotel Tramp by night. I know this sissy boy who loves to dress up like a little slut. I like to help him and tell him what to do, because I am his Mistress. Here is his story. This is a story about Peter aka Pamela. During the day Peter has a great job that entails him to travel alot. So…
Sissy Boy, Mommy Helps Her Little Girlie Dress Part 2 I went into my sissy boy, Jordan’s room, and searched until I found his penny loafers. Those would have to do for the moment. I went back into my room and Jordan was standing there naked just as he’d been told. I sat him down at my dressing table and with cream and tissues, cleaned…
Anal Phone Sex – Filling His Asshole With My Cock – A Strap on Fantasy (Part 2) If you’ve been keeping up with my anal phone sex story, then you remember we were just getting to the good stuff. I had just finished teasing my step-brother with the tip of my 10-inch strap-on cock. He’s on the bed bent over, just waiting for me to…
Anal Phone Sex – Filling His Asshole With My Cock – A Strap on Fantasy (Part 1) With me being so young, there are just so many things I haven’t been able to try yet, but that doesn’t mean I don’t think about them. We all love a good anal phone sex fantasy, right? It’s especially fun when it’s an anal phone sex fantasy that involves…
Crossdresser Sissy, Ms. Kat Dresses and Shows Off Stephanie Part 1 One of my favorite types of submissives is a crossdresser sissy. I’ve had some of the best power exchange experiences with them. One of my favorites is Stephanie. Also, she was into orgasm control, cocksucking, and of course, having her pussy pounded. She was terribly shy and that was a challenge. Mistresses push limits…
Sissy transformation, A Mother’s Story of Needs and Desires Part 2 Sissy transformation is what she is desiring. My friends thought my soon to be daughter looked so good in her cute little outfit. They were anxious to get her all fixed up! He was loving all of the attention he was getting from my friends as they were oooing and awwing him. My friends…
BHSissy transformation, A Mother’s Story of Needs and Desires Part 1 The following is the story of a Sissy Transformation. Hey guys! Alexis here, hoping you are having a happy 2020! I am your MILF who is looking to start your year off right with lots of phone fun! I am always incredibly impressed by all of you boys out there. You always have some…
