Category: Domination phone sex

Sissie’s First Time

online sissy trainingI love having my sissies do whatever the fuck I want. If I say get on your knees and suck this big black dick until he cums you better do exactly that. I told my sissy that he was to go and get some more sexy pieces of lingerie and show me them but he hasn’t yet. What I should’ve done was punish him until he made sure to remember that for next time. But I decided too do something much better this time, I had a room full of big men with big fucking cocks. Unfortunately for you, you haven’t had a nice fat cock inside of you yet because you were so new to training. Well today is your lucky fucking day, you get to have every fucking cock shoved into that tight little ass today. Get on your knees and you better make sure each of these cocks are nice and fucking wet before them shoot their load right into that little ass of yours.

Mistress phone sex/Sissy slave Training

Best sissy trainer

I gagged that sissy slut and gave him some hardcore anal pegging while wearing an all black latex suit! I turned him into my personal whore and fucked his slutty ass. After working him up I put that bitch in a chastity and turned him into a slave of his own mind. I teased and humiliated him! I denied him any sexual pleasures while having him locked away in a vice! Eventually I gave in and pegged his gaping man pussy while his cock was locked away. While fucking that tight little man pussy of his I asked him how bad he would love a real cock deep in his ass right now.. He begged and pleaded so I teased him ever more. I had my hot neighbor come over with his big juicy 10 inch cock and turned that sissy slut into a cuck! I made him watch me ride my neighbors big veiny dick while he begged for a turn. Leaking through the crevices of his chastity.. Telling me how bad he wishes he were me. He told me he would do anything I wanted just for one stroke of my neighbor’s hard cock. Well, I knew that bitch didn’t have a choice but to do whatever I tell him to do so I did not give in. When I was through orgasming all over that hard cock. I took that sissy slut out of his cock cage… I folded him to the point his dick was hanging right above his mouth and stroked his cock until he nutted directly into the back of his own throat! That’s all the pleasure he will be receiving today. Now gargle and swallow!

Sissy humiliation training

Phone Domination Sissy Trainer

I’m your newest addiction Mistress Addilyn. The phone domination goddess of a sissy trainer for big black cock craving sissy faggots. I like to humiliate my slaves. Train you to learn and know your place. My main goal is for your transformation as a sissy cum slut willing to do anything for that BBC cum.

You are already with your foot in the door as they say in the fact that you have the craving. It will take a little work to get you truly ready to serve the Master cock, that big beautiful black dick.

With Mistress Addilyn at your side. Training and scolding you into the good submissive is part of the joys I have. It’s my pleasure to tease and deny you. To make you cage that clit stick and to plug your hole until you are willing to get that fuck hole stretched. A bbc slut is what you will be and dressing for that BBC is how you will start.

Phone Domination

Sissy Slut Wearing Sissy Panties

I wanted to show off my new young sissy slut to my favorite play partner. I dressed my sissy hoe in high heels and a tight dress with sissy panties. We have been doing a lot of sissy training and I have gotten my sissy slut ready to be impregnated.

Sissy panties

I wanted to see her be a good cum dump and be filled up until she is leaking with semen. She crawled next to me like a good puppy hoe. Right away I shoved her face onto his big cock print. I smothered her face with his crotch, and I could see my playmate’s cock was starting to get stiff. I pulled it out and after all the training my sissy whore has gotten, she knew to put her mouth on it and sucked it good. My pussy got wet from watching her suck a big black dick i pushed her mouth off his cock and slammed my pussy on it. Then I made my sissy slut suck and lick his balls and asshole, while I rode his hard rod. I bounced on that dick until I squirted hard all over my sissy’s face. It was just the beginning of our demonstration of her training.

whipping these sissies into shape

Sissy maid training

 As a mistress, I will go to the end to ensure my sissies know their place. Whenever a sissy breaks a rule or two, that’s their ass getting whipped into shape. Physically or emotionally, I like to torture, depending on the situation. When you return on your word, I will make sure to have your ass broken into by a massive cock, and I know that sounds more like a treat than punishment, but I will up the ante in ways you would be too scared to experience. You know I’m going to put you on blast and show the world your sissy ass getting fucked while I handcuff you and whip your sissy body. I’ll let the world know all the pleasure you get from being a submissive sissy whore. Keep thinking your secret is safe to play all you want, but once mistress Alessandra reaches her breaking point, you will have to suffer the consequences. You’ll thank me later, sissy slut. Sissy Hypno Training Queen will get you where you need to be.

Sissy Sucking Cock

sissy phone sexI love making money, and my sissies are so fucking good at making it for me. I love to sit back and watch one of my sissies get fucked in her tiny little fucking ass hole so fucking hard she is screaming. But she takes it like a good little bitch because she knows what happens to her if she doesn’t. Take Sissy Ken for example, she decided to back out of sucking a mans dick because he was too fucking big. I refuse to let that go. Now she has to suck every mans cock that walks in my doors until he cums, and if she decides to back out I tie her up to my fucking fuck machine. If that happens I tie her to a machine that pumps her mouth until it’s fucking bruised and I see she’s had enough. I get to watch and make sure she sucks every one of their fucking cocks until her mouth is filled up each and every fucking time.

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 Training While You Wear Sissy Panties

I have a new sissy baby. He loves being mommy’s little bitch.

Sissy training

He doesn’t know how to have a mommy that gives the proper sissy training. I took on that role and I had a new paddle to use and break him with. I picked a satin pussy pink crotchless one piece and heels, like the perfect slut dresses. I was very proud to step up and give her the proper sissy training last night. I bent her over and gave her a good spanking with mommy’s naughty slut paddle. Seeing her little round ass jiggle and her little balls tighten up turned my kitty on. I spread my legs, grabbed her head and shoved it to my cunt. I made sure to rub my whole pussy on her face. She looked like the cutest mommy slut with her face glistening with my cunt juices and I saw it made her clitty hard. I made her keep licking me until I made her drown with my juices. Once I came on her face I put my strap-on on and bent her over. I took my paddle and made her count every time I spanked her ass with it. When she counted to ten, I moved her sissy panties to the side and shoved my dildo deep inside her. Mommy was going to break her in, and I wasn’t going to stop until I had her begging me to let her clitty leak. I finally let my sissy slut cum, and her body shook. She thanked mommy for the great training.

You are my beta bitch sissy!

You are so eager to be my sissy pet, it is kind of pathetic! I know this goddess is way more than you deserve, but damn! I see you at least follow directions! You are kneeling in front of me, eyes on the ground when I come in with a whip. Let’s see how excited you are after I’m through with you femboy!

“Now get over here slut! I’m going to put you over my knee!” I demand you as I yank your leash and drag you to the bed. I rip your lacy pink panties up your ass crack exposing your round little ass cheeks. I take my whip and smack you ass hard leaving a welt. You arch your back and moan. Oh, you like that don’t you sissy pet? You know you are a worthless little fuck toy. I’m going to punish your ass and little clitty, and you better not cum until I say so!

Femboy trainingI grip your cock from behind. It’s tucked between your legs like the little fem boy you are. I start smacking it with my whip. “Yeah you fucking slut, this is my little clitty! Look at it grow for me! Now rub your clitty sissy slut and tell me how you don’t deserve to even be in my presence! Now rub that little clitty I know you want to cum don’t you beta bitch?”

“I’m just a little slut to be used for your pleasure goddess! I am not worthy of you and your punishments! Thank you, goddess! Thank you for punishing me!” You manage to moan. That’s right you little fucking bitch you are not worthy of me, that’s why this training is going to be extra hash!

“Ready my thrown betta bitch!” I demand as I whip you again. You hurry off and lay flat on your back mouth wide open. “Thats right, clean this dirty fucking ass sissy bitch! Suffocate on this fat goddess ass! Is that what you want my little beta bitch?” I’m going to ride your face and make you stroke your cock until your balls are so full, they are sore. Welcome to Sissy girl training! Then if you are a really good little whore, I may let you cum, maybe!

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.