Category: Forced sissy training

Forced Sissy Training My boss Lisa

forced sissy training

This vixen enjoyed giving Lisa forced sissy training as her sexy secretary. See, Nobody at the office knows about the boss’s alter ego, Lisa. But since I came to work here I have discovered some unusual things that lead me to a hot integration one afternoon. First, there were some sticky panties laying Under Boss man’s desk. I chalked that up to maybe him getting some lunch-hour pussy. But I asked every female on my floor and they all denied those being their panties. Hmm, okay maybe his wife. No biggie right?

Then I found lube stains on the boss’s office chair and I noticed the back was broken as well. Ahh, Office fucking and the damage it does! but why is the lube stain on the leather so large? I put it out of my mind until The gym bag incident. I was minding my business snooping through my boss’s things and I came upon the mother load. That bag was filled with drag queen type clothing and wigs and makeup, but the best part was a used lubed-up dildo. The lube and butt plug were the icing on the cake. I knew what I had to do. 

I showed up extra early for work knowing that Sissy’s boss would be in early. I soon discovered that My boss went by Lisa and liked to wear his sissy outfits while he did the payroll. I am a good employee, I figured out sissy Boss’s sizes and surprised her with them and my golden-dick special edition strap-on! At first, she was so shocked that I knew her secret, but I know Sissy Lisa wanted me to find out!

She needed in-house work, Mistress. And I understand, that even if she was already being a sissy, being exploited and fucked by your lowly Sissy slave training secretary is still using force! And if you need some domination in your life to help force you to the Pink side, Zoey is here to take care of you! I know I loved having Lisa, my sissy boss, squealing as I fucked her and made her eat her cummies for me.  It’s the power struggle for me! 

 

Sissy Humiliation Training: All Pathetic Sluts Need Proper Training.

Sissy Humiliation TrainingSissy humiliation training is a need for all sissified men who need to learn their place that the feet of superior women. Some fake men are born with very little in their life, and I am not talking about monetary gain. I am talking about the little tic-tac they keep hidden in their panties, hoping no one discovers just how much of a pathetic loser they are. However, a superior teen Princess like me can smell it in the air whenever a little limp-dick loser makes his way in front of my presence. That is why sissified losers need the proper training in order to learn their real place in life. Start with chastity. You should keep that gross thing locked up tight so that you never touch it unless you get permission. Burn all your fake make boxers and briefs. From now on sissy women’s panties will be all that you wear. That includes work in front of all your real manly peers. Get yourself a big cock from Amazon and get ready to practice your cock sucking skills. After all, a real sissy needs to learn how to serve superior cock since they don’t have one themselves. You are about to be humiliated in a way that feels so good, just like the bitch you were always meant to be.

Welcome To Mistress Arabella’s Sissy Academy

Online sissy training

Welcome to lesson 1 of my Online sissy training academy, where boys go to become very sexy girls.

You have always wanted to be a sexy girl but unfortunately for you, you were born with that pesky thing they call a cock. Well darling today, we will begin the process of turning that cock into a glorious clitty. And ridding you of all your masculine ways.

Panties, Perfume, and fuck me heels.

Now darling I hope that you like panties, Perfume, High stripper heels and cock sucking lipstick shades. I plan on turning you into the perfect sissy slut. It will take some time, but I am sure if you put in the effort and time on your knees that you will pass with flying colors.

Embrace your inner sissy slut.

Now for lesson 1, I want you to slide into those sexy pink satin panties and say goodbye to the little cock. Feel how your sexy clitty loves the feel of satin and how she begins to drip in anticipation of what you will experience in Mistress Arabella’s Sissy Academy.

 

Sissy phone sex with Miss Remi

 

sissy phone sex

 

I just had the best time dominating the plumber that my landlord sent over and making him my bitch. I’m going to tell you all about it on our sissy phone sex call! He was here to unclog my bathtub but he ended up getting his pipes cleared instead! I walked by the bathroom and noticed just a hint of his bright pink, lace thong sticking up out of his pants. What a perfect coincidence that a sissy, panty slut would be sent to my apartment! I didn’t mention seeing his panties when I was talking to him, I just left the room and came back wearing my biggest strap-on. He was a big guy and he was already on his knees, wedged between my bathtub and the wall, so he wasn’t going anywhere. I walked right up behind him and started to tease him, telling him that I could see his panties and I knew that he was a sissy bitch. He tried to hurry up and stand up but I pushed him down, held him over the edge of the bathtub and pulled his pants down. I slid my finger up under his thong and pulled it to the side while I started thrusting and shoving the head of my fat, fake cock into him. He tried to act like he didn’t want it but as soon as it was in, he was moaning and arching his back to take it deeper! I was so busy force fucking him and making him whimper and moan that I didn’t notice when my boyfriend walked in. It was perfect timing because that little sissy plumber slut needed a fat dick down his throat while I pumped him. Call me so I can tell you what happened once my boyfriend got ahold of that sissy bitch!

Best Sissy Trainer Addilyn Here to Steal Your Manhood

Best sissy trainer Addilyn is the woman that will steal any manliness left within you. You are not made to be manly. Look at yourself in the mirror. Take notice of your pathetically small little boy like. dare I even call it a penis… I mean just look at it!

Now take a look at a real man in his naked glory. Look at a real man with a flacid penis, see, even limp he is still bigger than you are hard. Now look at these big bulls plowing a woman in her pussy and ass. See that loser? Look at those hard throbbing fuck sticks!

Let’s make sure that we are becoming clear on your inability to man up… You will be taking part in my domination phone sex focused on feminization of you. You will be easy since you are already not manly enough to please a woman with that thing between your legs. I bet when I mentioned those big bulls fucking that woman you started to salivate and feel something tingly in that clitty.

Best Sissy Trainer

Let’s see if you are capable of cleaning a cunt that has been creampied. First you will put on some panties and watch that big bull dick fuck me. Look closely now and put your tongue out. Lick that dick as it slides out of my cunt. And don’t worry, once you manage to clean the sperm from Mistress’s cunt we will move on to the cock sucking.

Domination Phone Sex

Humiliation Phone Sex: ON your knees like a little bitch!

Humiliation Phone SexLet’s play a game little dick, one of humiliation phone sex roleplay fun. We will pretend I am the prison warden and you are the little punk prison bitch meant to be sodomized at my will. That means you will have to be a good little snot and obey each and every command I give you or your back pussy is going to be beaten to fuck by lots of thick studly man meat. I’m sure the thought of you being gangbanged by that many studs makes your widdle dicky twitch a little in excitement anyway. 

You can start by worshipping the ground and the sexy heels I walk on. On your hands and knees put that pretty little ass in the air for all the prison guys to look at and cat all. Kiss my heels. Suck on my heel like it was a cock that you were trying to bring pleasure to. Kiss up my legs wrapping your thighs around my heel so I can step on your pathetic bean bags while you thank me. You are lucky to serve my perfect hot young body. 

Service my perfect ass hole. Perhaps if you are lucky I might place a toot on your tongue. Men would line up to lick my anus and you are doing it for a chore. Let me use your tongue like a dick fucking you deep inside my ass. Lord knows it does more for me than your worthless little dick does. If you are a good little worthless worm you can lick my ass hole while one of my prison studs services my dripping wet cunt. We may even laugh as I drown you in my squirting pussy juices from fucking his perfect cock. No cumming for you of course otherwise you take my stud next time.

 

Forced Sissy Training With A Goddess Will Show Your True Colors!

Forced Sissy Training

I love training my sissies and dressing them up in all sorts of sexy and slutty outfits. Making them wear slutty dresses and super slutty make-up and super high, high heels is only part of the joys of sissy training though. The rest is all about who we get to join in on our naughty fun together. I always have a ton of guy friends willing to break a new sissy in.

Or we could go to the club to break in the new sissy pussy. Knowing full well that your erect clit is only that, a clit not a cock. Maybe I’ll even put it in a little chastity cage so you won’t be able to touch it, just simply enjoy being fucked and squirt while that enormous cock pounds your pussy hard. Let me watch as it drips in excitement, and you get stuffed full of cocks.

I have both shemale friends and male friends who would both be open to popping your cherry my love. And you’ll love every fucking second of being used like the sex puppet you are. You’re my little sex doll that I get to make over and dress up then have fucked silly. I want you fucked so good that you call me for more, longing to be a better sissy than before.

My online sissy training will leave you drained and squirting like no tomorrow. So get in line and pick your favorite dress and we will have some naughty fucking fun.

Online sissy training with Tiffany got kinky

Online sissy trainingHer first week crossdressing was a success! We’ve already found her a BBC Master to keep her tamed.. She is a slave to his Big black cock, left with no choice but to surrender when he destroys her bussy and leaves her with a creampie!

She has adjusted quite well to her new duty as a Sissy slut being dominated by an alpha male.. She called me up for intense Online sissy training and sent me some personalized photos so we could work on getting her up on as many sites as possible. This made our hunt for the biggest cock we could come across, easier…

She’s already been anal stretching for a while so she is no newbie to ass play. She has just finally accepted her fate, being better at servicing a man than a woman.. Plus, she’s already done so much damage that she has managed to destroy her nervous system.. her dick has shriveled up and shrunk about 3 inches.

These are the consequences sissies accept when they find out how good an anal orgasm feels. To her I am already the Best sissy trainer in existence.. Yet, training has only just begun! She seems to take orders quite well and isn’t a mouthy little bitch. Sometimes sissies forget their purpose is to serve and tend to be far too needy. She’s quite different. She knows I am who she idolizes and in order to be the best she can be she is going to have to follow my lead. In due time she will have what it takes!

Bareback breeding is my gift to her whenever I see overall improvement. An entirely new wardrobe is what we are currently working on, all she needs is guidance. Forced feminization isn’t necessary!

Sissy Maid: Follow My Instructions

Sissy maid training

 

A sissy maid that is employed by me has to do a lot more than wash dishes and do my laundry. Obviously, you will be doing any chores I assign to you, but I have a few extra activities that a regular maid will not do. You will require extensive training before you can really be called my maid. You have to take corporal punishment well, even if you haven’t done anything wrong. Sometimes I just like to spank your ass. You also have to be in a chastity cage every minute you work for me. You are more of a sissy slave than a maid, and no slave needs to be getting off without my permission. In addition, a maid must be willing to vet all of my sexual partners thoroughly. That means you’ll have to be good at taking a hard fucking. None of the men that I have ever fucked (and they are few and far between) got to fuck me before showing how good of a lay they are. You don’t have to do anything but let them use you and rip your pussy apart. Once you have been sufficiently degraded, you need to report back to me how good he was. If he’s shit, he might need to practice on you until he gets it right. You’re okay with that, aren’t you, maid sex slave? 

Gotcha Professor; A Sissy Phone Chat Roleplay That Will Make You Hard

Sissy Phone ChatSissy phone chat will suck you in when you are a cross-dressing faggot craving the penetration of a superior women’s strap-on. I know that when you admire a beautiful woman it is not the sexual desire of ravaging her body that plagues your mind. Instead, it is envy that pierces deep within your soul knowing that you, a man, just wish you could be in that pretty lady’s clothes. That is why whenever you show up at that college party, I can tell by the way you are looking at me, Professor, that you want to be naughty but not like all the other professors with their horny teacher’s assistants. 

It doesn’t take much convincing for you to take me back to your place. A single-person basement efficiency. You make good money working for the school, so why live in a dump like this place with thrift store furniture? I know it isn’t because of fancy clothes, because you would rather dress like a whore. However, the air smells of sweet perfume. Hookers. You do like to get your rocks off. You have no wife so it must be an embarrassing fetish that keeps you blowing your bullseye with women of the night. 

You lead the way to the bedroom showing me to the bed before excusing your way to the bathroom. Lingerie hangs ever so slightly from the top drawer of your dresser. Now I can’t help but snooze, stepping up to my red healed platform wearing feet and slowly and quietly pulling out that drawer. It brings a subtle giggle to my sexy lips. Panties, and lots of them. Some bras too. Inside the drawer was a variety of pretty panties all tangled up as if they were having an orgy of their own. You enter the room mid-conversation pausing, words stuck on your lips. Slowly I hold up a lacy pair of purple panties lined with a lilac silk pouch that would be against a pretty puss. 

It’s honestly adorable the way you stumble over your words slowly sulking closer to the ground. Your panties are still in my hand as I slowly walk your way. I reach down and lift your chin, ordering you to your knees. Gently I kiss your forehead and order you to dress up nice and pretty for me and you may get a reward. I order you to show me the rest of your toys, and of course, you do holding up a big 10-inch black strap-on dildo. I can hardly hold my excitement as you dress in your best lingerie. All the naughty nothings that I will be doing to you with this deep dick penetration of mine. I’ve got you now professor, you are mine all mine.