Tag: sissy humiliation training

The best sissy trainer makes you eat your cum!

Best sissy Trainer

Yes the best sissy trainer does make you eat your own cum. Just like I did for My own daddy slave a while back! He tried to tell me that I had a curfew and I told him he wasn’t even a man! I don’t get a curfew when I am out trying to get some vitamin D as in Dick! I would not be talked down to by a man who can’t even keep his wife happy. Mom has lots of lovers all over towns daddy is a closet sissy fag. I got an idea to make sure daddy never told his perfect princess she had a curfew anymore. I created a live stream with my grandparents and daddies colleagues. I told every one i had big news and to tune in in 2 hours. I had a secret about My own Daddy. Well, don’t you know that was why my own daddy is now sitting in the corner eating his own cum. Guess what? I  have the black AmEx at my disposal now. I love black mailing and humiliating my sissy sluts, I have my daddy and sweet little dicked boyfriend who give me plenty of practice for you! Jack off in your pretty panties and eat up your cum for this princess! 

Harold and Arabella’s Fun in the City

Sissy TrainingSissy training is so fun!

Every little sissy wants to be just like me but being a perfect Barbie girl takes practice!

I know you have a tiny little, not worth mentioning cock between your legs! It really is the sadist thing I have ever seen but if you are going to be a princess like me, you need to learn to forget about that little willie!

I am going to dress you in the prettiest dresses and the sexiest lacy panties. I know they feel so silky against your skin and that makes your dick want to ooze that half a spoonful of spit But don’t! You will be punished for doing anything other than what you are told!

I had so much fun with the last sissy in training. He oozed his micro meat juice and ended up wearing nothing but sissy panties and thigh highs carrying a glittery sign through the whole city for everyone to see, “Sissy in Training”!

I made him introduce himself to all the construction workers and muscle bound thugs coming out of the gym and the big strong police officers! He had to wiggle his pretty little sissy ass and talk in his sweetest little princess voice and when he did not do it perfectly, his punishment was sucking a big police cock in the back of the patrol car!

At least he thought that was his punishment…his real punishment is me telling everyone who reads this that he is a prissy little sissy, right Harold?

Online Sissy Training Just Got Three Times Hotter!

Online Sissy TrainingWe just might be too much for you! Three Sexy Mistresses for online sissy training? You better be able to handle us. Seems as if we get a lot of three girl calls to humiliate mother fuckers like you. The Stunning Queen Bitch Arabella is skilled in the art of make-up and getting your cock up classes. Transforming you into a living breathing fuck doll. Only maybe the cock that’s getting a rise isn’t yours! Maybe that big Meaty Extra large cock is yours to please! Who am I fucking Kidding? Of course it is sissy boi! You need to look the part if you’re going to be a girly little dicked man! sissy humiliation training

Then Comes wicked Hottie Janie! The big cock size queen who knows how to pick a big dick out to humiliate your ass! The bigger the better and this Seductive Beauty Knows you could never be even half as hot as us. So as Mistress and queen of Kink Arabella is getting you dressed she is teasing you and making fun of you in drag!  Teasing your little prick and pulling out the measuring tape to document the small peen you have to carry around for the rest of your life.  Just part of your sissy humiliation Training that’s all! You have everything to be ashamed of! We know what makes you break, and you better be ready to break for your Mistresses of humiliatingly  sissy fun! sissy phone sex

Once you get a taste of us we become your addiction! Don’t worry baby, we won’t hurt you! Maybe rough you up a little and make that ass red with a little tight ass spanking! Three hotties laughing at you and making sure you get to have all the big dick you can handle, and pushing you to your knees so you can worship us and cock appropriately.  Bringing in the big guns to compare a shrimp clit sized dick with. Worship the cock that you can never have. We all three know how jealous you are. So get to cock sucking bitch. You know you deserve multi-girl sissy phone sex so you can be turned into the sissy bitch you were meant to be! 

Sissy Phone Sex Sessions with Diana

We all have those naughty secrets. I have them. I am not so great at keeping secrets though. I act on my feelings and am quite forward about things. One thing is my love for big dicks. I love to cuckold the first timers and make them watch a big cock in motion. I want them to touch it, taste it and learn how to drain it with help from me. My pussy and these great tits are instant ball release pleasure for those big dicks. I expect your mouth to become such as well. Maybe even get your sissy hole plugged and pumped. I’m a naughty mommy, a sultry Mistress and feminization goddess for sissy faggots.  I find it arousing to get a stir out you. You are my sweet sissy that is dying to be a slut for big cocks. I can help you.

Sissy phone sex

Owning a Sissy Slave

I’m always up to gaining a new sissy and my Sissy Slave Training sessions are great to explore your naughty desires. I love that you will call me while already wearing your pretty panties like a good sissy. I enjoy how excited you are to tell me about yourself and what you desire to accomplish with our sessions. It’s my desire that you get around to worshiping and sucking big cocks for me and I love to hear every detail.

Meanwhile as we work you up to that I expect you to have a large penis dildo to service with your sissy lips. You will find the suction cup ones to be the best. These realistic penises are great for making your own glory holes to service cock and slide up and down on once we get that sissy cunt trained. I look forward to playing soon Sissy.

Sissy slave training

Sissy panties for all of my sluts!

sissy panties

I went shopping today. I haven’t been able to go in so long, so I was really excited! I got my little sissy pet dressed up and ready to go! The first stop was the lingerie store! Everyone who works there knows me. They know what I’m there for. I usually go in once a month to buy sexy, slutty sissy panties for my little whores. I could only bring one of my sluts with me this time, but we still had such a good time! I made him try on so many new sexy outfits. I even made him model those sexy bra and panty sets for all of the people working there! The manager is a big, sexy man with a fat cock, who loves to come into the dressing room with my sluts. He knows that my sluts are the best cum whores in town. This slut was going to give him the wettest and sloppiest blowjob ever! I guided his fat cock into her whore mouth and held her face as he fucked her mouth. She fingered his asshole as she choked on his fat dick and swallowed his cum shot. My slut made me so proud! I bought her an extra special pair of panties with the word “cumslut” written on the butt. At the checkout, the manager came over and winked at my slut as he keyed in his code to give me an extra discount.

 

Sissy Maid Training For Cock Cravers

Sissy Maid Training

I’m Diana, a Sissy mommy and Mistress. Sissy maid training sessions are great for those closet cock craving, panty wearing girly boys. I think you could use some fun in your dress-up time and be made to do naughty things for the love of cock. I have a sissy son of my own and we can all play together even. If you are a good cock lover I will let you suck my boyfriends big black cock. Oh! That made your clitstick twitch didn’t it? The thought of your mommy feeding her boyfriends BBC into your mouth and having you suck it off. It was just in mommy’s vagina. You like the taste of mommy’s cunt juices on that cock don’t you? You got so excited watching mommy bent over in the laundry room as I was getting all my sexy panties and bras from the drier. You knew there was cum dripping between my legs and soiling the sexy panties I was wearing. You were so good to put on a pair of panties and lay down on mommy’s bed and wait for her. I always love the way my Sissy cleans my messy creampied cunt up. You deserve a big cock of your own to suck baby girl.

 

Sissy Humiliation Training

sissy humiliation trainingSissy humiliation training is often called for nowadays. Some guys just need put in their place. I love to do it too. I consider myself a sweet and nurturing woman, but I can get aggressive and mean when a sissy is unruly or a man with a small dick refuses to accept the fact that I am not going to fuck him. I met Peter speed dating. Against my better judgment, I let my sister convince me to speed date with her. I was just doing it for her not expecting to meet anyone worthwhile. I met Peter. He is a handsome and successful doctor. Divorced, but looking for love again. I am not looking for love, but I am looking for fun with a man who has a big dick. Peter is 6’4. I thought he had to have a big dick. I was so wrong. So, very wrong. I was hoping to fuck. So was he. He met my phone domination inner bitch when he stood in front of me naked with no more than a 4-inch dick hard. I laughed for a good solid 10 minutes before sarcastically inquiring, “Where’s the beef?” He did not find me amusing. I found his clit stick extremely amusing. Frustrating too. I was never going to be a doctor’s wife. Hell, I was not even going to get to fuck a doctor. The doctor was not prepared for small dick humiliation. Nor was he prepared for the hard reality that any pussy he has been getting is because he is a doctor. Women who do not care about status or money, would never fuck him because of his shrimp dick. I ordered him to wear my panties. I even added that he owed it to his little pecker to keep it safer in panties. Even when I am trying to get fucked, I end up sissy training some small dicker loser.

My Cuckold Husband Does As He Is Told

Mistress Phone Sex

So, I met my husband at the top of the stairs wearing nothing but a bra and panties. He looked down as he knew what was getting ready to happen. As he has been trained my sorry cuckold husband went to the bathroom and changed into the outfit, I left for him. He returned to my room wearing pretty pink satin panties with a hold right where his tight man pussy is and white ruffle socks and Mary Janes. He even added some pink glittery lip gloss all on his own. He looked hilarious and adorable at the same time as he walked to the edge of my bed and waited. When my friend arrived, I had my husband undress him and start stroking that big thick cock. He is so good at stroking cock and apparently it is a real turn on for him as a little wet spot started to appear in his panties. Once the cock was rock hard, I had him remove my panties and help guide that hard cock inside his wife’s pussy. He did so well, and that big dick filled my entire hole. I then had him watch as this big cock fucked his wife, listening to me moan and orgasm. My sissy husband knew what was next as he backed and bent over the bed. You want to hear what happened next?

Punishing Sissy At The Adult Bookstore

Mistress Phone SexOh no Sissy. Tell me it is not true? Did I really just see you playing with your little clitty while you watched shemale porn? Do not try to lie, I can tell by the way you are blubbering and the little wet spot in your sissy panties. Oh honey. You know you must ask to play with that little thing, don’t you? So, come here and let me give you your punishment. Bend over my knee and pull down your pretty satin pink panties so I can see your bare bottom. Now Mistress Francis is going to spank you. You must thank me after each smack. I will be giving you ten. Here we go. One… Oh my Sissy I can feel your clitty getting hard against my leg. You like those spankings don’t you. Hmmmm… I guess we will have to try something else. I have laid out a pretty dress and new panties on the bed. Go put those on, put on your Mary Janes and come back to me. Oh you look so pretty. Now give me your hand and let us go down to the bookstore. I would put you on the glory hole but your little clitty is to small to fit. So, I think I will back your sweet man pussy up to the hole and let them pound it. Do not smile sissy, I will be putting you in a cock cage with little sharp needles in it, just to make sure you do not enjoy yourself. Are you a naughty sissy who needs some training too? Just puck up the phone and let Mistress Francis put you in your place.