Tag: Sissy phone chat

Real sissies choose pink

sissy phone sex

One of my many assignments is ensuring my sissies know how to embody pink. Sissy hot pink is the color to wear and embrace. I didn’t want to use purple or anything super crazy like gold or silver; I wanted a color that meant femininity, and that’s what I would make my sissies wear and thrust themselves into it. So I don’t care if they are married I still want them to wear pink. Guys are into not wearing pink, even if it’s part of a fashion statement. Imagine a guy that is a closeted sissy wearing pink out in the open going to his corporate job, or being the CEO of that business and wearing pink. Choosing pink items and accessories doesn’t matter; it has to be pink. One of my sissies, I made them transform their man cave into a sissy cave, a sissy dungeon, a sissy Castle; it took over six months until his wife looked at it because she had no clue and was so disconnected from him that she would never even go to that area of the house. Oh, she did have questions, and when she realized she had a sissy in her hands, she went berserk. Which, in the end, was so much better for me.

Brother’s Friends Make You a Cockslut

Forced sissy training

Your secret is out! Your brother’s friends know about your secret sissy life. They found your pictures on your blog and have been jerking off to them every night. Now that they finally have you alone, they can finally play with you like they’ve always wanted. Your weak feminine body can’t fight all of them off. You have to let them have their way with you. Get on your knees and slobber on their cocks. Sissy fags like you have to be good cocksuckers. Jerk the other guys off, too, while you’re sucking one cock. Don’t let up or they’ll shove all three of their fat cocks down your throat until you can’t breathe. Get on your hands and knees so they can shove their cocks in your hole one by one. They love using you like a fuck doll, making you their bitch with every stroke. The only thing you’re good for is giving them a tight ass to fuck as they slap their balls against you.

Forced Sissy Training With Raine!

Forced Sissy Training

Forced sissy training means I made my new sissy faggot fuck 13 cocks in one day! Lots of my sissies love an ambitious assignment so I know it’s the best way to weed out any faggot sluts who just won’t make the cut. This morning I had a brilliant idea to force one of my new sissies to complete a big bimbo assignment to really get their sissy pussy stretched. I had half a mind to send her to the gloryhole to get fucked but instead I sent her to a truck stop. Truckers are the best was for a sissy to practice identifying men who look straight but very much love boy pussy and getting their dicks sucked. My new sissy was overwhelmed when she found out that men love a good circle jerk in the truck stop bathroom! She got her little pussy stretched out and her throat fucked by at least thirteen different cocks, I was so proud of her bimbo initiative!

Easy Girls Get Their Holes Abused

Sissy girl training

 

I see you teetering around in those heels, but stumble when it’s time to get fucked in them. Your clothes are tight, but they are so tight that it’s impossible to rip them off of you. Today’s lesson is how to dress like a true sissy slut. As I have mentioned before, all of your clothing needs to be whorish. Dresses and skirts must stay at least 6 inches above the knee. Show off your body as much as possible. When you dress like you need to be fucked, the men with big fat cocks want to fuck you. The problem a lot of you are having is that your improper clothing is scaring away the cock. So, let’s talk about shoes. The higher the better, of course, but learn to start small. Stand on the street corner in 6 inch heels and get fucked by all sorts of men. When you’re able to be used in 6 inch heels, move on to higher ones. You need to be truly ready for cock at all times. Also, don’t wear clothes that are so tight that men can’t rip them off you. Your body is there to be used, so make it easier for them to use you. If that means not wearing panties, so be it. Your hole is the goal.

BBC Sissy Trainer Will Stretch Your Ass!

BBC Sissy Trainer

Being a BBC sissy trainer means that I turn curious sissies into complete fuck toys for some of my big black studly friends! One of my new sissy slave training babies asked me what does it take to ride a BBC? I told that little slut it takes a whole lot of anal training! It’s not easy being split open and used like a fuck sleeve on a BBC… you have to submit to me completely, you have to want to be owned by that big black stud cock. My online sissy training got her stretching that fuckhole in no time; we started with a small six-inch dildo, stretching while we chatted and had sissy phone sex. It only took a week to get my sissy taking an 11-inch BBC because I’m the best sissy trainer for femboy training!

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.

some mean domination phone sex

domination phone sex

Some mean domination phone sex after a long day. It would be best if you told me what to do. It’s time you learn from a bossy babe how to be the best sissy. A little rough attitude and strict rules will keep you in line.

Yes, you know you’ll enjoy my big dildo because seeing you deepthroat on such a massive plastic cock gets my wet cunt going and getting it off.

There’s a reason why I like to make men sissies. Emasculating a man is one of the most powerful things a woman can do. Making you choose between your manhood and a world of submission is easy. Yes, you may have reservations, but you will never be a man again after signing up for my sissy lessons.

Let Me Show You Sissies How It’s Done

Femboy training

I am disappointed in all of you. Man after man have come here to run through all of my students and you still don’t know how to please a cock correctly. Come watch me and I will show you what a real sissy whore will do. Before I do so, however, I’m going to put you all in chastity. I don’t want you all to get distracted rubbing your clits while I am teaching you valuable skills. When you get down on all fours, look back at him while he’s fucking you. Even though you are a disposable cum rag, some guys like to see the cum rag’s fuck faces. Squeeze his cock when he is completely inside of you, so that he never wants to slide it out. Do your exercises so that you can hold onto that cock for as long as you can. Unless they ask for your gaping hole, no one wants a loose pussy. I see you’re all hard in chastity right now. You had better not touch your clits until I’m done getting fucked!  

Sissy slut needs sissy phone sex

sissy phone sex

I like when little sissies pretend they don’t want huge cocks. You can fake it all you want. You know you’re craving cock. Ever since I’ve begun sissy phone sex with specific clients, I have noticed that I am so into making a sissy like that come to their knees and begin to worship, wanting to be a sissy.

I like making sissies do poppers and talk to me all about their dirty fantasies. You know you have one too many of those naughty cock fantasies that make you want to succumb to a big dick. Open your mouth and take that jizz. It’s going to be a wild ride with a slut who can indeed teach you to swallow every load.

Now you will begin to admit that you are a sissy.