Custom: It's been a month, and you're eager to continue your training as my cuckold servant. I call you to me, where I await in black lingerie and black stockings. This time I have a surprise for you. I'm going to allow you to finally orgasm, but there's a condition to your release. Also, it's time for you to fully understand your place in submission to me by locking up your cock. When will you be let out? We'll just have to wait and see.
So you didn't manage to cum last time? That's unfortunate. I'll tell you a little secret though: I thought you wouldn't be able to cum. I knew that, by the end of our time together, you'd be so wrapped up in yourself that you wouldn't be able to follow my instructions quickly enough. I was right. I know this is all about you and your little clitty, but maybe you should pay closer attention to me this time. Sissies can be so very self-centered, completely obsessed with themselves, and it's to their detriment. But I bet that you'll pay closer attention today, won't you sissy. I want you to listen closely & follow instructions. Every time I cross my legs, you're going to shock yourself, and every time I snap my fingers, you're going to take a sniff. If you miss my instructions once, you start over. I see you have your nice outfit on: your estim chastity cage, your garter & stockings, your dress, panties and your heels. You love being in my presence, and I know you're hoping I'll take pity on your today and let you cum. Maybe if you're a good little slut, I will. You're getting more and more aroused, staring at my body. Wouldn't you look so slutty in this leopard print that I'm wearing? I want you to be the best sissy slut you can be. You're so much sluttier than I am sissy. Will you get to cum this time sissy?
Anna Chambers goes wild in Twerknado, throwing her ass around, completely covered in oil. Jay holds his own with this fabulous, fast-moving booty, but by the end of the scene they're a big sweaty, oiled-up mess of porn goodness. He pulls out and cums on her asshole and she twerks it off. You can't miss this new scene!
Custom: "Your s.on & I are the last two contestants in the spelling bee, and you are our teacher. You want him to win, and you know I have a cr.ush on you. You always catch me staring at your legs, so you know this will be easy. You make us stand so that I am the only one who can see what you're doing. You start asking us to spell the words on the list. Your s.on gets the easy words. Mine, however, are provocative... but not outright pornographic at first... words like 'distracted,' 'seduction,' etc. Sometimes you volunteer to use my words in a sentence or to give me the definition, even though I didn't ask for it. You use these techniques to tease me further. You also keep teasing me physically, by showing off your legs through the slit in your skirt, winking at me, making jerk-off motions. You're enjoying yourself & doing your best to turn me on & distract me without giving anything away to the rest of the class. Eventually my words get more & more ridiculous, like 'handjob' or 'fellatio'. You act surprised that the words are on the official spelling bee list. Finally, you're describing in lurid detail what you're going to do to me. I can't help myself & I ejaculate right in my pants in front of the whole class. I'm humiliated, and your s.on is the winner."
It's normal to feel confused right now, but I promise I'll explain everything. Your fa.ther has been worried about you. He loves you very much. Ever since your m.other passed, you've had some trouble. He did his best, but he didn't realize how difficult being a single p4rent would be. He's come to realize that you'd be much happier in a new home. I'm a broker, and I know that's a confusing word, but think of me as an adoption agency, but one that cares. I make it my business to match people and ensure they'll be happy. You miss your m.other, and that's so natural, as is the sexual undertone that existed in your relationship. There's nothing to be ashamed of. It's psychology-- mo.thers and s.ons are drawn to one another in such a way that they will protect one another. In speaking to your fa.ther, I realized that this bond you and your mo.ther had somewhat centered around her legs and pantyhose. So I'm here to help you transition to your new m.other, and to help you transition that bond to her. I'm going to start doing that by helping you associate pantyhose with pleasurable touch.
We know you've been waiting for years, and we finally did it! We filmed Summer Hart for you! And of course we had to bring back one of your all-time favorites, Annabel Redd, to have sex with her. This busty, bootyful dynamic duo gives Ramon Nomar quite a workout. They throw their huge asses around, big beautiful natural tits swinging free as they ride Ramon's face, ride his big dick, and bend over to take it from behind. Lots of girl-on-girl pussy eating action too. They end the magic with a cum on ass finish.
Good morning sleepyhead. I hope you had a good night's rest. I know today is going to be a little intimidating for you, as it's your first day at the Home for Wayward Boys, but I'm here to help you through it. First off, before I send you down to breakfast, we need to take care of that morning wood. Oh don't be embarrassed. I've had hundreds of boys come through these doors, and they all get morning wood. But I've found that it really distracts them from their Bible studies, and I can't have that. Sure, it's strange that part of my job is to jerk off all the boys in the morning, but if I have to give a few hundred handjobs for Christ, well then so be it. Now let's get that nut out so you can concentrate on your studies & have a nice, productive day.