1,510 results for sissy training

Sissy Trainer Diana Seeking Loyal Sissies

Hi baby girl I know you need a Sissy mama that can train you well. I am Sissy trainer Diana and I happen to have availability for some new trainees to join me and be of service. Maybe you have a desire to be a cock sucking sissy girl and are still timid. You are hopefully already wearing those sexy girly panties that make your penis feel good. It’s ok if not we can get you there.

With a little dedication and training that penis will slowly shrink into a sissy clitty and things will get more interesting. Your task before calling me is to purchase a dildo that you are comfortable to start with. This will be for those pretty lips of yours to wrap around as you gain your cock sucking skills.

I also will require my sissy trainees that want to train for cock to purchase a buttplug. This is essential and one that you can pump and expand is a nice way to train if you want big cock. However any buttplug that calls to my sissy will do fine, after all we are just starting. This will do for now and I expect you to have those things when you call me.

Sissy trainer

Sissy Tiffy

 

Femboy trainingI met a sissy that may make your itty bitty clittys jealous! Tiffany is a new sissy that absolutely makes my cunt drip! She is the type of sissy that the all American type when she isn’t dressed up in pretty little outfits for her Goddess. Seeing her strong arms and chiseled legs in thigh highs and tanks tops really makes me want to fuck her all night long. If I could, I would cum deep in her belly just to show her how much she turns me on. The most i can do is fill her man pussy with my squirt.  She’s a size queen that isn’t afraid to take a big throbbing cock in her juicy tight man pussy so I know my strappy will make her very happy. What makes Tiffany different than you other little sissies the fact that she has a sizeable cock that can make a woman happy! None the less, she still won’t get a piece of this pussy. The most I can do is let her have fun with my prized possession, Tyrell. As you all may know, I keep this big dick buck for my own enjoyment. However, I would love to see Tiffany take every last inch of his pulsing cock until their balls clack together! Tyrell loves a little femboy that can take all 11 of his throbbing inches.  Tiffany might be my new favorite girl if she is able to take that dick and suck my strap at the same time! Let’s see how far I can stretch that size queen’s cunt.

What to do With all my Sissys

Domination Phone SexSlippery and filled with cum was the best way to describe my heavenly cunt when I let my prime big dicked sissy have his way with me earlier today. It was a reward for truly understanding his place, and having a very massive man meat with which I could treat myself. He was the model Sissy, I had to reward him, he called me goddess every time he had to speak up, he waited until I allowed him to talk, he begged me to take his money and didn’t look up from his feet until I let him. Most importantly, he had such a long needy dick hidden behind his bright purple panties! I couldn’t resist, wouldn’t have resisted even if I could, and he never broke character even as he pumped heaving loads of cum right into my greedy slut slit. That I had another less fortunate sissy on hand to eat it all out was just more evidence that it had to happen. I wonder if he’ll call again soon, because I’m really looking forward to another training session, and hopefully the lessons stuck because I’m looking forward to a sloppy wet and sticky reward even more.

Best Sissy Trainer For Serious Cock Whores

Serious cock whores seek the best sissy trainer like me to assist them with their journey. Being a good cock whore takes a lot of work and dedication. You will know if you are a cock whore. It’s everything you crave and fixate on. Cock, big black cock, any cock bigger the better cock… it’s all about dick.

Cum slut, faggot, sissy bitch… are all names I may call you during our training. I am not going to be politically correct so if your a delicate little bitch with your panties in a knot… well you best look elsewhere. When you are under my control you are a bitch. A pathetic little clit fuckboi. Embrace it or get out. There is no place for little whiny wimps in my world. I train cock whores to embrace and dress for that big black dick.

Best Sissy Trainer

Teaching Sissy Bitches

Sissy Slave TrainingMy little sissy bitches love taking my lessons. They were especially ready for today’s lesson on how to be a good little slave. They love when I tell them to get on their knees and take turns sucking our special guests dick. If one isn’t doing a good job, they get a spanking and they must do all the laundry in the entire house. Luckily these sissy bitches are showing they paid attention in class and were messaging his balls while sucking his huge cock. One even let his put his hand on her sissy head and made her choke on his hard thick cock. He came inside her mouth, and it looked like she didn’t know what to do until I told her she must swallow it all. It looks like they are taking my tips and using them. I told them to kiss his feet next and some took a little too long so I guess the laundry will be done after all.

Sissy Lessons

Sissy Training I love to teach little boys how to be sissy sluts. I’m very good at it. They love to get all dolled up in pink dresses and get their hair and nails done for my lessons. Today I get to teach them how to suck cock like the good little sissy sluts they are. I brought over my daddy’s friend who loves little sissy girls so they can practice. I tell them that they need to make his cock all nice and wet and to swirl their tongue all around the tip of his thick cock. I made sure they didn’t forget about his balls. Those little sissy bitches love having a huge cock in their mouth. They loved when he grabbed their little sissy girl head and make them choke on his thick cock while he came all the way down their throat. Those little sissy sluts can’t wait for their next lesson.

Sissy Maid At Its Finest

Dressing up my sissy slut is only part of the training I give. A good sissy slut always wears her collar and chastity like a good slut.

Sissy maid training

My sissy sluts will be pranced around, and their talents will be shared. My favorite sissy slut uses her mouth so good. Whenever I am around my friends know they can pull their BBC’s and have them milked. My sissy maid knows I don’t like messes so she will swallow every drop of thick nut making sure nothing drips out her mouth. If she drops even one drop of gooey nut, I will bend her over my knee and spank her ass until she is red and sore. If I am in the mood, I will show her who is boss by putting my big strap-on on and fucking her hard until her little Clitty leaks. If she has been a good milking slut, I will let her cum but she must clean her nutty mess up with her mouth like I like seeing.  A good sissy maid will do as her Mistress demands. 

Femboy Training for Cocksucking Faggots

femboy trainingI love femboy training. While turning men into the little cock sucking faggots they yearn to be, I get asked often how to find cock. This is not Cocks R Us. I cannot snap my fingers and make a dick magically appear at your door. You need to be resourceful and find some cock to please. But there are some universal tips for finding dick on the downlow. The best place to start is Grinder. Many of the men using that app are on the downlow. That means they are married or acting like macho men but wanting to fuck a tight ass or suck a big cock behind closed doors. You can take a picture that obscures your face. Want to advertise that you are a bottom? Bend over and show off that tight pink puckered sissy hole. You will get some swipe rights. You can also research where the trucks stops are in your neck of the woods. Usually, late at night, at a rest stop on the trucker side or like a Loves or a Pilot that offers showers to truckers, you can find some men cruising for an ass to fuck. They may even let you party with them or maybe they will pay you for your time. Truckers have the best dope and from behind they cannot tell if you are a lot lizard or a bottom bitch. Even if they can tell, they are likely so horny that they simply do not care. Another option is an adult bookstore. It is anonymous head. You get on the receiving side of the glory hole wall and wait for horny cocks to come to you. You can back your mouth or your ass up to that hole and get some dick. The wall protects you and the giver does not care who is fucking or sucking his cock. If you need some cock as a sissy, I am the best sissy trainer for cock sucking faggots.

Twerk in sissy panties for me

sissy pantiesI like the way you twerk it sissy whore! But can you do it like I do? It’s more than just wearing sissy panties and shorty shorts and skirts when you are trying to seduce cock. I have gotten plenty of BBC and big fat white cock, while twerking this lovely ass. My ass is hypnotic and if there is any man still left in you I will hypnotize you with this bodacious ass! I will have you doing whatever the fuck i want. Including but not limited to being a bonafide cum slut just like me.

My milkshake brings all the cocks (and Femboys)  to the yard… I can teach you but you have to give tribute your mistress…????‍♀️????????‍♂️

Don’t you want to know how real whores do the booty wobble? Trust me these twerking skills come in handy when I’m riding a nice slippery anaconda or white chocolate fuck stick! SKills you will need as that clitty bounces on top of a cock. Don’t you want to learn from a real cum slut size queen? All your sweet ass needs is some sissy hypno training by my seductive bouncing ass cheeks, and a little ass bouncing instruction. Twerk it for mistress Zoey! 

Bounce for Zoey you slutty sissy whores.


sissy hypno

A Good Sissy Spanking

My sissy had the perfect spanking skirt on. Her round ass was calling for my slut paddle. I bent her over my knee and every time I spanked her, I wanted to her to thank me. I had spanked her ass about ten times so I could see the words on my paddle red welted on her ass.

Mistress phone sex

I pulled my dildo out and while my sissy was on my lap with a welted ass, I shoved my dildo in that tight man pussy. I shoved my sissy sluts face down by my cunt and made her lick me while I kept fucking her tight man pussy with my dildo. She has a perfect mouth and I have trained her to use her tongue very well, so I started cumming all over her mouth while pushing my dildo deeper in his man pussy. When I finished, she licked me and my big dildo clean. She cleans all my messing. She learned that during our sissy maid training.