It just so happens that after returning to my family home unexpectedly I caught him in the most compromising position. Of course, we all know how much I Love my little Sissy boys, So giving my stepbrother Sissy boy training was something that I would never run from. As a matter of fact, I ran right into it when the moment presented itself. It was like a sissy present, wrapped up just for me.
My mom and step-dad called me frantic about my great aunt falling and them needing to leave town right away. They informed me that my younger stepbrother would be staying there alone. While he was old enough to stay by himself, they were still a little concerned. Mom asked if I could stop in from time to time just to check in on him. Of course, I would, I promised. Besides, the little weasel was too boring to get into any real trouble. The next day after leaving class I headed to my parents’ house to check on my stepbrother. He had no idea I was coming.
When I pulled into my parents’ driveway I noticed how dark the house was. I parked the car and headed inside. I cautiously walked through the living room, kitchen, and dining room. There was no sign of my little stepbrother. So I headed upstairs to see if he was in his room. His door was open but still no sign of him. That’s when I noticed the light coming from our parent’s bedroom. I tiptoed down the hall. I was planning to sneak up on him and surprise him. Startling him and scaring the shit out of him would be hilarious.
However, when I opened the door I was the one that was surprised. There he was dressed in mommy’s expensive lingerie set, complete with stocking and heels. He fumbled trying to cover up but it was too late I had caught him red-handed. He begged and pleaded for me not to tell mom and dad, it was cute. Little did he know I had no plans on snitching on him. I had other plans and him being my new sissy boy training tool was at the top of my list.
My little step-brother was terrified and I liked it. I tried to calm him down and told him if he did exactly like I said he would not have to worry about me telling Mom and Dad anything. He shook his head in agreement and the sissy boy training was off and running now. There were so many things that he needed to learn about being a good sissy boy and his big sister was here to make sure he was the best at it.
Well, I had to give him props for wearing the hell out of mom’s lingerie. I had to admit he looked fucking great in it. His tight firm young butt in that lace thong was speaking volumes. I went into mom’s closet and pulled out her sexiest blonde wig. After placing it on him, I colored his lips with the sluttest red that made my sissy slut brother look amazing. He was so happy and excited when he looked in the mirror. I was excited too and I couldn’t wait for the real sissy boy training to start. I cleared my calendar for tomorrow and began to make plans to pop my little stepbrother’s cherry.
Are you ready to hear all the naughty details of my stepbrothers’ sissy boy training? Call Mallory for the best anything goes phone sex.
Sissy training after catching step-son It’s been way too long since... Read More
Sometimes, breaking the rules and going skinny dipping in a hotel pool... Read More
Corporate Pig: A Transformation Story A corporate pig wandered into my... Read More
Recently, I met a new gentleman Only to be my Fuck friend. He was tall... Read More
A taste for ebony ass worship The allure of ass worship had already be... Read More
After attending a company retirement black-tie party, a naughty hot ba... Read More
He Walked Right In As I Was Undressed I’ve been a stepmot... Read More
It has been a long day, and a horny office assistant masturbates as sh... Read More
Sexy Men Love to Play Horseshoes and Anal Butt Plug The advent... Read More
A Great Sexual Experience I typically don’t even like women.... Read More
Steamy As They Cum – Sexy Hot Girl Summer Sienna walked o... Read More
Doctor Patient Sex: My Naughty Encounter with Dr. Tight Pants I... Read More
I had a wonderfully humiliating call with Goddess Zoey. I am saving cum in my freezer so when I get 10 loads Goddess Zoey and I are going to have a cum party. Tonight Goddess instructed me to toast her, and I did so with a big sip of piss. Goddess told me not to swallow it and made me gargle with it for about 1 whole minute. Thanks Goddess Zoey I love how you abuse me.
Camille is always a blast to talk with, sexy of course, but also hilarious.
Raven continues to absolutely enthrall me over the years, switching easily from friend and confidante to mistress/cuckoldress. I have been calling for 12 years, and her voice still makes me tingle.
Olivia is one of the Kingdom’s five-star operators. She is able to quickly match her personality and choice of words to exactly to your mood and what you are needing. She’s very talented and clearly a top choice when I’m feeling down and needing an emotional lift or sexual release.
Greetings, I have been a member of this site for over three years. Always have been very pleased with your service, But Dixie is far and above all others. She listens carefully and picks up very quickly as to my needs. And yes, they are needs not wants. You see that I am a widower and in my late 60s and need sex chat from time to time. Dixie picked immediately on my desires and was wonderful. So good that in fact 4 or 5 hours later I called her back for a second time around. Never done that before.
Dixie is the 1st I have done. Dixie is kind, beautiful, sexy and I’ll keep calling her as one of my top 10 operators.
Dixie is incredibly sexy. Her sweet southern voice took me on a journey to exquisite pleasures that built up to shivering orgasm that left me completely drained. I highly recommend her.
So nasty I felt guilty for doing that nasty stuff. Blake gets dirty and pushes boundaries. Omg you should definitely call this dirty little whore she will definitely get your dick off.!?
This was my 2nd call with Dixie and it was even better than the first! I cannot say enough good things about PSK’s new Southern Queen whose soft, velvet, Southern voice will leave you breathless and spent. Dixie is nothing short of perfection: a classy, sweet, Southern lady who delivers the best call you will ever have. Don’t miss out on this soft Southern charmer. Five stars for Miss Dixie!
Soft and intense! Aileen’s voice awakens laughter and desire. The world’s urgent imposition fades for an hour.
Dakota is unique. She is the only artist with whom I could do a continuing adventure in erotic Joy. She takes me beyond my own physical limitations.
Zoey and I have talked a handful of times, and it was a blast right from the jump. She quickly became one of my favorite queens. 5-star for sure.