Category: Sissy humiliation training

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?

Sissy Hypno Training For My Pet

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Hi girly girl, have you found a bump in the road as far as feminization is involved? Of course, you did. It’s hard for men and boys to know the right way to be a woman. If you were born with a shameful little scrap of flesh between your thighs, how can you know how to be a sensual fuck doll? Just as it is with other areas in life, men need women to show them the way. Right? Well, let’s go cupcake, it’s time to reprogram you. Luckily for you, there is sissy hypno training, and I am precisely the erotic hypnotist to reprogram your flawed male brain.
Total and appropriate feminization takes more than hair removal and makeup application. To have a fighting chance at being passable and lovely as a sissy boy in panties, you need to shed the layers of ingrained training with the help of my soothing, trance-inducing voice in your ear. It’s what you want, and it’s very much what you need. Even right now, your sissy clitty is probably feeling the urge to call me and ask for my guidance. That’s completely normal, and it shows that you need sissy training hypnosis now.

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.

Humiliation Phone Sex With Jackie

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Oh. My. God. Look at that tiny little cock. Looks like you’re ready for some humiliation phone sex. I can’t believe you are even trying to pass that thing off as a dick. It’s more like a clit and trust me when I say that you’ll NEVER be making a woman cum with that ridiculous little nub. I’m sure you’ve tried, but it’s just not physically possible. The only thing you’ll ever make me or any other woman do with that thing is laugh. And I don’t give a fuck if me laughing at your little dick makes you sad or upset. You can even cry and it won’t affect me.
It would be so much fun to gather a group of my girlfriends and have you there as the maid. Serving drinks to us in your little outfit will make me smile. And I’m going to make you tell each and every one of them why you’re all dressed up in a maid outfit. Beware, though – once they find out what a tiny dicked loser you are, they’re probably gonna want to fuck you with a strap on to show you what a real cock would be like. Oh well. It just comes with the territory. Call me and find out the rest of the things you’ll be doing for me.

Slutty BBC sissy trainer

BBC sissy Trainer

I only fuck black men. That’s is why I ma your BBC sissy trainer. I found early in life that little white men cock doesn’t do anything for me. Except to worship me and learn the art of the sissy world. My daddy is a sissy slut and he has found his calling as a cum dump for black cocks since he has no real use for his cock. I am extremely lucky that I have all these hot muscle-bound teen black men who don’t give a damn if they use daddies mouth or asshole. They say as long as they get to fuck my sweet teen pussy and watch my faggot daddy take the cum. Now my boyfriend I am a little more discreet with. He is slowly blooming into a black cock whore. And I need him on my arm for social functions and such. We both come from a stagnant and uppity background that requires us to et dressed up and paraded like show dogs.  Teen black cock can be paid off to say nothing for my sissy slut daddy happenings. But someone their age would be a disaster to keep under wraps. I take him over the border of the next state and find these porn star cocks that know what his little clitty needs. We are in full woman dress for him and can live the life he secretly desires. As for me, I get those big county black cocks pounding me all night and my sweet tight cunt clean out so much that I am in fucking heaven.

 

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Sissy Girl Training With Mistress Jackie

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I see you’ve reported for duty for sissy girl training. I know you’ve wanted to for a long time but were just scared. You’re in the best hands with me because I love turning men into sissy sluts. We will go as slowly or as quickly as you want to, as long as we’re making forward progress. You can’t call me and keep putting off your feminization. Just trust me when I say that, although it’s scary, you’re going to be so happy with your sissy transformation. You have to let go of the control and let me help you with what you desire most in the world.
My favorite party of sissy training is getting the look down. You have to be willing to do the hard work – waxing, shaving, growing your hair, etc. You have to learn makeup, lashes, wigs. And I know you probably already have pretty panties and lingerie, don’t you? Can you walk in a pair of 4-inch heels? Men love women in heels and the same goes for sissy sluts like you. I’m gonna be here every step of the way for you. All you have to do is get on the phone and give me a call. I’ll be waiting for you.

Giving Daddy Sissy Maid Training

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Daddy Jim gets a special kind of sissy aid training from me. See he has to do as I say and put on his cute little maid outfit and hold his pee until I say he can. I make him wash the dishes with the water running full blast as he does his little pee-pee dance. Then I make him Piss on the clean dishes so he can wash them all over again! I am so mean right. Well I do take it easy on his little two-inch clitty and give him a big monster BBC to suck on like a lolly. He loves that shit; he will suck and gag until he has to pee again. I put him in his pretty little cock cage and make him piss with it on this time. I poke at his balls and little tiny dick until he can give me a little cum shot and then it is back to work for that sissy cum dump! All the while I am being fucked wherever he is cleaning by the big black bull cock! Bet you were wishing you were Daddy Jim now!

Hot Sissy Phone Chat Tease

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My daddy walks in as I am doing a live video with My boyfriend. I am doing a sissy phone chat with him. I am showing him what he could have and then teasing my boyfriend because he loves to watch me fucked by the Black boys on the basketball team. I am pulling my shorts down and telling him how good those cocks make my teen pussy feel. Daddy is hard, I can’t tell by his boxers, I can tell because he is breathing hard. Now I have a two for one special. I let my boyfriend know daddy is watching us. I tell him to pull out his clitty and rub it for me. Both of my sissy whores do. They can’t see each other but I can. I moan as I slip my hand into my panties and realize this is a perfect time for dual sissy Hypno training. “Just close your eyes and think about the biggest black cock you have ever seen, “ My breath hitches and I am using my masturbation and moans to let the know that they can release those inner desires. You want to suck that cock to fluff it for princess Zoey. You need to gag on it and get it hard to fuck my tight wet willing honey hole. Stroke your clitty and release all your Black cock desires for me. I orgasm as I hear both spurt those tiny loads. I usher daddy out and turn off my video call. My work is just beginning because I have more BBC lover sissy sluts to train tonight!

Humiliation and Sissy Slave Training From Zoey

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I really thought he might have had a little man meat being as he was a mixed man. I gave him a shot but soon would be adding him to my sissy slave training Harem! Maybe I had smoked on too many bowls and missed the small dick signs. This quarantine has really impacted my BBC fucking. Daddy took us out to the holiday house, and I have been doing everything to make him my sissy bitch like he needs to be. When I got my hands-on Hector the guy who keeps the house up while we were away I thought I would be getting good dick. As soon as I laid back and he pulled this fucking pathetic excuse for even a clitty out I told him to step the fuck back, my fingers can fuck my self better. Something in me snapped and I pushed him to his knees and smacked his face. Don’t ever disrespect this young bitch! I needed to be fucked in the worse way, but my 9-inch purple strap would be good to dick down my newest slave. I made sure to gap his ass and make him call some of his buddies from the country, I would be getting good dick as I fucked another sissy. Oh, and I made sure daddy knew that I had a new bitch boy. He was so jealous!

Pegging you

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Tonight I am going to fuck you with this strap on cock.  It’s fat thick and hard ready for you.  I want to see you on your knees sucking my cock. I wanna watch you gag and plead for me to stop fucking that sissy little whore face of yours. I am gonna take this fat cock and ram it in your little virgin asshole.  I wanna spit on that brown eye and tease your needy hole and push that thick cock head in your boy pussy.  I’m gonna wrap my hand around your cock and stroke it while i pound your fucking asshole. I love hearing you cry out in pleasure and pain.  it makes my little slutty cunt dripping wet. i just can’t wait to fuck you and have you begging for more!