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Sissy training

Sissy training sky

My sissy boy you made me proud when you came in with your purple corset this morning, I got you some matching stockings, heels and lace thong I need you to dress up in. Sit down and suck on my titties while I stroke this cock beside your face. I need you to open up wind and wrap that tongue all around this dick so he can be nice and wet going deep in my pussy while you lay beneath us slurping our juices and sucking his balls. As a treat I’ll have his friend fuck your ass and stroke your little cock to make you feel like a true woman being dominated while her clit is rubbed without any pause. I’ll have him stuff your face in the pillows like the whore that you are while he satisfies and relieves himself into your worthless ass. Then I will suck it out and spit it into your filthy mouth for being such an obedient sissy. You can kiss my breasts before you come again while I brush the back of your head and tenderly kiss your head until later tonight for our next lesson.

Make Me Money

sissy phone sexYou know exactly what you have to do as soon as I enter the room with my newest client. You are already dressed up all sexy in your red lacey thong and bra set. You come in and I went and sat down ant told you to make me money. You get down and crawl towards him and pull his pants down taking out his massive fucking cock and taking it all in your mouth. I watched you take his cock all the way in the back of your throat making sure you get it all nice and wet before he makes you stand up and bent you over. He gives you a good slap on the ass before shoving 2 fingers in that tight little shit hole of yours. I watch him pump those fingers in and out of you, stretching you all the way out before taking his cock and rubbing it around your tight little hole before shoving it all the fucking way in. I smile as I watch him fuck you hard and rough, knowing that you are making me a good amount of money. I smile even wider when he fills up that tight little hole with his huge load.

Sissy panties are so hot!

sissy panties

I caught my little, sissy bitch brother wearing my favorite panties again. He’s always stealing my panties, even the dirty, cummy ones! Every time I catch him, I punish him by having my studs use him. This time, I decided to take him into the hood and sell his slutty pussy hole as a punishment. I know a bunch of guys that pay big money for fresh fuck meat! I dressed him up in some pretty sissy panties and a matching bra. His tiny, slutty dress didn’t last long though. As soon as those guys saw him, they ripped it right off of him! I watched them bend him over and slide those silky panties to the side before they started taking turns plowing his tight cum hole. I know it’s not going to stop him from stealing my panties and wearing them, but it turns me on watching him get fucked like a little whore! Call me so I can tell you about getting paid to watch those huge bbcs rip my brother’s pussy hole wide open!

Sissy Hypno Training with Goddess Alessandra

Sissy Hypno Training

Repeat it over and over out loud. Let me hear you say, “Goddess Alessandra you own me!” Yes that is correct I am your god! You have to earn the right to have Sissy Hypno Traning from the best. I will not allow a fragile tool to come aboard my brainwashing paradise. It takes a willing, devoted sissy to play with me. If you haven’t checked out my bio, I suggest you do so and learn about my style.

I’m not new to this; I have quite the experience of ruining sissies and, on the opposite side, celebrating them. Each client of mine has different needs than the next. I’m not putting my sissies in a box. I’m here to get the best out of you in every way you choose. Now with that being said, if you don’t have what it takes to indulge in my specialties, you will be forced in all the great ways to obtain those qualities.

I’m a goddess that believes in the art of uniqueness and will find your rhythm before you see it yourself. I am a great reader and can read you. My abilities possess so much power you won’t be able to say no to goddess Alessandra. Be prepared to spoil me, let me rewrite your history, and give me the key to do all I want with your future.

Marissa’s Panty Wearing Whore

best sissy trainer

I have been playing with my sissy boy so much! Carter has a huge fetish for lacy pink panties. I have been making him wear them to work, to the store, all over the place! Just this morning he was almost caught in them while letting his pet outside to potty and his neighbor was drinking his coffee on the back porch! Carter had to hide so fast that his neighbor didn’t see his small cock in those pretty pink panties! When he came back, his little sissy clitty was so hard. He grabbed his giant pink dildo, sucked it wet, and fucked himself by how surprisingly hard he was from almost being caught! As long as he keeps being a good sissy girl in those panties, he won’t have to show off those panties to his neighbors!

Force Feminization and Face Fucking

forced feminization

It’s quite pathetic how you come crying to me when you realize that you haven’t been trained properly. First and foremost let’s get you out of these clothes and into something a little bit more slutty. Forced feminization is the best way to break a bitch like you. Now, don’t you look pretty in my lacy panties and pussy pink dress? I can tell you are uncomfortable as you tug at the bottom of your sluty ensemble. Don’t try and hide that tiny shrimp! HAHA.

Now that you’re all dolled up, I’m going to take you for a walk! While I put on your leash and collar I demand that you flatter me. You sound so fucking puny droning on and on about how you’ll worship me and let me drain your bank account. DUH. I roll my eyes as I slide on your mouth gag dildo. Forget the walk. Just shut the fuck up and lie flat on the bench. I’m going to use your face to make my pussy cream. Look at that little clitty poking through your sissy panties LOL. You love being smothered by superior cunt, don’t you? I pinch the tip of your pinky sized member as I fuck your face. Your screams are making the dildo on your face vibrate! Keep groaning as I pinch your little jelly bean balls too! I want to cum to the sound of my slut’s whimpers.

Suck the Cream out of my Cock

MIstress phone sex Sky

 

                I know my 9 inch pink strap on has always been your favorite so get on your knees sissy and open up! Oh I just love gripping the mouth open wide while I stroke this cock deep in your throat, gliding my hands on the back of your head. Now spit it out and bend over so I can glide that dress up on your back you beautiful sissy. Mmm, you are going to take this big 8 inch cock until your nice and stretched out for the double dildo baby. You are one of the best I have trained and I am so proud of wet you make my cunt. You eat me so deeply soaking me for the other dicks in the room to penetrate me as you gobble their balls. I need to take you shopping for more makeup since you have been so obedient. Make you look like a good young girl while you fuck me with that bit of cock you hold onto. I know you love wearing my panties sweetie- it is the sexiest thing I caught you doing this week up until now.

Punishments

forced sissy trainingI love being a sexy ass dominatrix. I have a naughty little cunt here who needs to realize who is in fucking charge. I grab his hair and pull him down into the floor, slapping him in the face and making him kiss my fucking feet. I smack his bare ass and tell him to get up and put on that silky pink thong right fucking now. He does as he is told like the good little bitch he is and then I see him start rubbing his little clit through those panties. I grab his hair and bend him over the fucking bed and tell him he is only allowed to fucking touch his clit if I say he is. I grab his little balls and squeeze hard enough for him to apologize and tell me he wont do it again. I take my big black strap on and shove it into his asshole hard so that he screams in pain and pleasure. I fuck him like the dirty little slut he fucking is telling him that he is a sissy and no woman will ever want that tiny little cock. I laugh as I fuck him as hard as I can and tell him that he is my little fuck doll that only I can use. He cums in those tiny little panties and I make him lick them clean.

Femboy Training Begins Now!

Femboy Training

It has become very clear that I need to teach you sissy white boys how to behave in the presence of a Supreme Cocoa Queen! Luckily, I am the best at cracker femboy training. Let’s start by getting you out of those clothes and into something more slutty. My sissy toys need to be dolled up in fuck me fits. I’m going to keep you in skirts and lingerie so that when I have you facedown begging for my veiny black strap I can pull on your lacey frills as I thrust deep inside of you. I’ll use your skirt as reigns to pull you back as I ride you like a pretty pony. You’re so good at taking a thick uncut carrot! I see that you’re not wearing make-up though. Tisk tisk. The only way to make my chocolate pussy drip syrup is to smear on some sexy purple lipstick for when I’m watching you slobber down the shaft of my dick. If you suck me good enough I’ll let you drink the juice that squirts out my fruit box. Your training isn’t going to be all sex and giggles though, peckerwood! You are going to be in chastity a majority of the time because I don’t you to even think of touching that pathetic little clitty! Any backtalk is going to get that bare bottom spanked with a thick wooden paddle. You better hope I don’t squash those baby berries in your sissy panties! When I’m done with you, you’re gonna know exactly how I expect my lily-white fuck meat to worship a superior black goddess.

Humiliated by Jackie

sissy humiliation training

Not all sissies love being humiliated at first. It’s an acquired taste for some. But by the time I’m done with your sissy humiliation training, you will love it and your little clitty will get SO excited when I’m telling you what a dumb slut you are. And when I tell you how the likes of you would never be good enough to fuck me and you should just go ahead and commit to the sissy life? Well, that will just send you over the edge and you will be my little sissy slave forever. There are worse things to be, don’t you think?

You know, like the ugly man you have always been. You probably should never have even called yourself a man. It’s not like you were ever able to make a woman happy between the sheets. But you know who you CAN make happy? Me by sucking every single cock I put in front of you. And by taking every cock in your pussy that I command you to. You’re going to be a very well fucked sissy, but don’t you worry. The humiliation is always going to be there and you’ll love every fucking minute of it.