Category: Sissy phone chat

Forced sissy training is not needed when you were born a sissy

I don’t have to do any Forced Sissy training because you want me to use you and fuck you hard. You want me to use your holes to weaken you and make you into the whore you are supposed to be. You have been waiting many years to be able to dress up in a sexy slut outfit and heels. You like knowing I will use you  to clean my cummy cunt all up. Your tongue will be used to clean any mess I want. When I have my BBC friends over and I command you to milk them you will. That is all you are made for. I will make sure your Sissy panties are moved to the side and your tight little hole gets used to milk a big black cock, that is always part of your training. You love it, it is what you have been needing all your life and now you don’t care to be put in the place you belong. That is being my bitch who cleans up my cummy messes and milks any cock I want.

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! 

 

You’re a sissy phone sex whore with a dirty secret

Sissy phone sex

When it comes to sissy phone sex, I’ll expose all of your dirty secrets. I know how you have been jerking men off in the woods, back alleys, and even hotel rooms! You’ve been dressing up in skimpy little outfits for everyone to see. I made you put on a skimpy outfit to wear. A short skirt with some high heels, all you could think about was those huge cocks fucking you so hard up your pussy. You are going to be and obedient whore for me. Whatever I say goes. I showed you the video of you taking all of those huge cocks and wearing those skimpy outfits. You begged your phone dominatrix not to tell your wife. “Please! Please don’t tell her what a huge cock loving sissy whore I am.” I heard you say. You begged me not to tell and I told you that in exchange for my silence you would have to do whatever it is that I say, under my command you strip down to reveal you tiny clitty. I laughed uncontrollable. “What is that?” I cackled at you and introduced you to all of my friends. My friends had huge BBC’s that I wanted to shove deep inside you. They smirked at your small clitty and I informed you that this was only the beginning of your sissy girl training.

Best sissy trainer gets you addicted

When you have been trained by the Best sissy trainer, you become a cum addict. All you think about is the next moment mistress Gypsy will use you to milk a BBC. Since I work with BBC trainers I will always keep you full of cum. I want you in your sissy uniform I have picked for you and on your knees waiting to serve us in any way. Tonight I wanted to have you dripping before you milked any cock. I love seeing what a good cum whore you are. We teased you by making you suck on each and everyone of our toes like they were dick you needed to milk. I made you lick my asshole while my BBC trainer friend put his toes inside your Sissy panties and teased your sissy pussy. That had your clitty hard, especially when he shoved his toes in your pussy. You start begging me to let you milk my BBC buddy. As I laugh, I open your mouth and guide your head on his thick long cock. Right away he face fucks you hard, making you gag and choke until you have tears flowing down your face. Your little clitty leaked through your panties and when he started filling your mouth up with thick yummy cum, your clitty squirted. That shows me you are an addict to the cock.

Best sissy trainer

BBC sissy trainer lets me use his sissy slut

I love when a BBC sissy trainer let’s me take over. I love making a sissy bitch fall to her knees and beg me for anything especially to suck a big black Dick I love knowing I can use a cock and a pair of cute pink panties to control you. You will pay me to degrade you and put you in your place just like your big dick trainer. When I get spoiled that is when I give you the best commands. I might task you into sucking 10 big dicks and you will do it because part of your slave training is that you must do anything I want. Last night I planned a blow job party with all my favorite BBC friends. Like a good bitch you wore what I made you wear and you pranced around like a horny teenager waiting for the moment you got to suck dick. When that moment came you didn’t let me down. You sucked all their big black dicks until they were dry and empty of semen. Your clitty leaked all over your Sissy panties the whole time you took every drop of semen down your throat.

BBC sissy trainer

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!  

Mistress Makes Sissy Fuck Her Own Brother

Phone dominatrix

 

Who better to pimp you out to than your own brother? He dominated you even when you both were younger, him being the more manly of you two. I bet you two have had a few wrestling matches that gave you a hard clit. You won’t be wrestling this time, you’ll be taking your brother’s long hard cock in your cunt. Suck your brother’s superior cock first. Take his cock into the back of your throat so your brother can know how good of a cock sucker you are. Then, get on the bed and spread your legs. You’ll want to watch your brother’s wet cock slowly slide inside your cunt and then start pounding you. Keep telling him how amazing it is to be fucked by him, how you’ve always wanted to be fucked like this by him. Tell him how you used to watch him jerk off in his room and play with your clit, wishing you could get on top and ride him. You’ve always wanted to be your brother’s bitch.