Are you ready to embrace your sissy nature and devote yourself to the cause of femininity? Alexis Grace is here to help you transition.
 
Hey there my little slave. I'm going to be giving you some instructions on how to be a sissy today, so why don't you take a seat and listen to what I have to say? I know that you've been thinking about becoming a woman lately, so I think it's only fair for us to fully embrace that desire and try it out. You're about to become my sissy, so get ready!
 
The best thing about me helping you through this transition is the fact that I know what it takes to be a woman. I'll dress you up real pretty, get you the best makeup money can buy and finally, help you hunt for a guy that's going to fuck you like the hot slut you are. You'd absolutely love to get your ass pounded like a bitch, wouldn't you?
 
- Alexis Grace
 

 
Have you ever wondered what it would be like to get pegged in the ass by a busty blonde using a massive black cock? Hopefully you have, because you're going to experience it now.
 
Look, I've seen you look at all of those naughty websites on your computer that show men getting fucked in the ass: it only seems reasonable for us to take this step in order to educate you about what it's like. I get that you're a little worried about the size of this big black strapon, but I'm going to peg you whether you like it or not.
 
My advice for you is to just suck on this dick, get it nice and wet and finally, relax so that I can give you a good anal fucking. You'll submit to me in a matter of seconds once I've pumped you full of my fantastic plastic shaft. I'm your pegging trainer and I fully intend to make sure that once we're done, you're begging to get fucked in the ass at every available opportunity.
 
- Summer Day Monroe
 

 
Lorelei Lee is a hot mistress that always teases you with her cuckold sessions. It turns her on knowing you're in the corner like a little bitch seeing her fuck.
 
Boy, have I got a treat for you today. My ass is going to get fucked while you watch, and better yet, it's going to be done by a big black stud. Yup, that's right, this white girl's hole is going to get treated to the very best in hot ebony dick. He's going to pump and dump me like a piece of meat and it's going to feel incredible, and you being a witness makes it so much hotter.
 
You sure do love talking about the dude's dick. Are you more interested in his junk than mine? If I didn't know any better, I'd say that you love the idea of being a sissy bitch for a big black stud. Oh my god and you actually do! That's why you were so excited to come over. You want to be in my position right now with his big black cock deep inside your tight asshole.
 
-Lorelei Lee
 

 
This scene evokes some mixed reactions from you. On the one hand you want to be the tranny, but on the other you want to be the hung stud!
 
It must be pretty confusing, right? I'm bouncing up and down on this dude's cock just the way he likes it and then BAM! We switch positions and I'm fucking him. You know, I can tell that you're the type of sissy slut that just wants to get fucked, so how about you witness this epic sex session from the point of view of getting boned no matter who's doing it?
 
We're both fully aware that you're not exactly alpha, which is why it's fine to want to be a sissy and get fucked by men that have huge dicks. In fact, what would it say about your masculinity if it were your asshole that was getting destroyed by a tranny? Haha, your feminization is coming along nicely, and I can't believe how pathetic you really are when it comes to sissification.
 

 
Jade Indica has found out a secret about you that she's going to make sure she gets to the bottom of. Well, it's really your bottom she's getting to.
 
So I was using your laptop the other night and I saw a number of porn videos that you had saved. That's fine, but with titles such as 'I Love Big Black Cock' and 'Bisexual Jocks', it became clear to me that you're a little interested in bi & gay action. Don't worry, we're going to find out today just how much you desire for that kind of activity - let me introduce you to my big plastic friend. He's going to be helping us.
 
Yeah, that's right honey - it's a ten-inch dildo that I plan to tease you with. First, I'm going to get you to make it nice and moist with your mouth - then it's just matter of taking your ass and seeing how deep the rabbit hole goes. You're going to absolutely love the feeling of this dildo deep in your butt. Your bisexual fantasies of being fed cock by a girl like me will finally be realized. Aren't you just so excited for our little kinky bisexual fun session?
 
- Jade Indica