Tag: sissy humiliation

Forced Crossdressing: Turning you into a Pageant Queen

Forced Crossdressing

Forced Crossdressing is something near and dear to my heart. I love the idea of taking advantage of a weak pathetic man. Making him submit to me in ways he never thought possible. Making him whimper and beg on the phone to me like a needy little bitch. Just imagine if you were there trying to fuck me, and before you knew it… the tables were turned.

I’d love to take some seemingly strong man and just shove the dildo to my fucking machine so far into him he’s begging me to stop. Turning him into a pathetic drooling mess of man meat, right before my eyes. Just the thought of how good it would feel to fully cripple you mentally because your cock just exploded harder than it ever did before. You and I both know you need to give up some control.

Just imagine coming home from a hard day at your manly job and giving control over to me. You see, I’ve always had this massive fantasy of entering a sissy pageant, making you compete. Forcing you to show me you actually deserve the role you’re wanting in my life. Making you the neediest little bitch you can be in the prettiest pink ruffly dress you’ve ever seen.

Do you have what it takes to be the best of the best? Let’s find out!

Envy & Eden Sissy Pageant coaches

 

latina phone sex

Sissy Lexi and I go way back, and I love introducing him to other hot Latinas. Besides, Latina phone sex is the best. There’s truly nothing like hot Puerto Ricans, Brazilians, or Colombians. We are the essence of what a genuinely sensual, sophisticated hottie is all about, and we ooze sex appeal. Many try to imitate us but fall short. Latin America boasts the most crowns in pageants, especially in Puerto Rico and Venezuela. We are always on top. 😉 Sex sells, and we have plenty of that going on. We make the best sissy makers ever. I, for one, know how to dress up a sissy and go shopping with some and make them express their inner femininity. We all know Latinas do it better. That’s why Eden and I have sissy Lexi coming back for more.

sexy babe

The truth is we want to make sissy Lexi our sissy, one that will spoil us, and we will break her by letting her smack her firm round ass for us. One for goddess Envy and another for Mistress Eden. We will tease Lexi love till her clity can’t take it anymore. Our skills alone will make sissy Lexi addicted to both of us. A sexy babe can genuinely transform a sissy into the ultimate kind. Eden and I came up with a plan. It’s time to make Lexi a pageant prissy sissy.  Time for a crown Lex. 

-Winner gets a big chocolate stick! ​​🍫​

I woke up for Sissy humiliation

Sissy humiliationI started today ready to find some manly man, a stud above studs, and treat him to some Sissy humiliation. It’s not often I want to bring someone down but today I absolutely did. I craved to strip someone of their manliness, to tear their masculinity away, and put them in the prettiest, frilliest dress I could find. I put an hour of effort into finding the best pink pair of panties I could find, I found white stockings and a bowtie, and then I went and got my hair ties to wrap whatever hair they do have up in pretty pigtails sprinkled with glitter. Then I looked at what I’d gathered and realized I got a maid outfit, and with that, I knew I was going to give them the hottest, tightest, cruelest Sissy maid training they could possibly imagine. I was soaking wet just thinking about ruining some man forever and making him my little girl bitch. If he behaved I’d worship his cock like the powerful stud he is, but when he was bad, oh the ‘he’ word was going to be out the window entirely for the day and I was going to plug her ass with some other man’s huge dick and not let her up until she’d recited all the super important rules any sissy maid should remember to include when making up their task list for any day. Obedience, pussy licking, dick-sucking, they learn how to take a dick up the ass, they learn how to deepthroat, they learn how to drink cum from my cunt and they do it with a smile. Drop something? That’s just an opportunity to show them what they’re meant for when they bend over. While I’ll admit most of the time I’m really for a GFE kind of thing, but today I really craved Sissies and I decided that I’m about to make Sissy maid stories and they’re gonna be hot as fuck and bringing steaming loads to cover my sissy’s ass with. You want to help me bring someone down, or get torn down?

Clean My Apartment And Look Cute Doing It

Sissy Maid Training

It’s sissy maid cleaning time! It’s all ready for you slut and remembers I installed cameras all around my place to keep an eye on you. If I see you skip anything on your list I will have to punish you one way or another. Put on this adorable hot pink maid outfit I ordered for you, comes with a cute pink silky g-string! Perfect for whenever I wanna come up behind you and tease you with the ass resting against your pussy. Love doing it cause it makes you moan like a good slut for me. For now, I’m going to pull that string to the side and shove up your sparkly buttplug to wear for the day. Better not remove it, if I see you bend over once and not see this in place then you won’t be able to play with your clitty after this. Now I’ll just be going into my room to get fuck, but I’ll be watching. My room will be the last you get to clean but only if you are a good little sissy maid for me in the meantime.

Such A Sissy

fantasy phone sexI know that you will do what ever I say exactly when I tell you to do it. So when you needed me last night while your wife was there I knew just what to do. I new you were sitting right next to her but that didn’t stop me from getting you all nice and hard. You have such a tiny little fucking cock that I don’t even think she would notice. But you new what was going to happen next didn’t you? You knew that I was going to make you go into that closet of yours and put on a short little skirt, a matching red thong and bra set, high white stockings, and a sexy pair of high heels. I watched you walk out and made you do a twirl like the little fucking sissy you are right in front of me. I watched your tiny little ass bounce while you did it and I made you get on your knees. I took out a huge thick black strap on that I know you couldn’t wait for me to use on you. I didn’t even have to tell you to open that pretty little fucking whore mouth and suck on it, getting it all nice and fucking wet. You did such a good job that I thought you were ready. I stood you up, lifted that little skirt and shoved the big fucking cock into your tight little asshole. I fucked you so fucking hard and fast until I watched you cum all over her fucking pillow.

Sissy training humiliation

Sissy humiliation

 

 

I got my newest sissy bitch in training and she thinks she’s hot shit. I”m going to have knock her ass down a rung or two. I’m going to put an ad on craigslist pimping out her mouth and ass for cash, cash for my pocket only. Yes that’s right she does the work I keep the money. That’s how it goes, and she’s going to learn fast. I gotta find out just how good she can follow directions and how good a cock sucker she is, and how tight her puckered pink hole is. She’s a sissy in training and I’ve got to teach her how to serve and serve me well. Whoring her ass out is the first step. I have a couple of regular clients in mind  to start her out though, one has a 11 inch cock to drill out her ass and stretch it out nice for the next guy. She needs to learn to take huge black cock down her sissy throat too, deep throating black cock is a must for sissy’s. She better not bitch or complain once either or it’s straight to the truck stop glory hole for her! She’ll learn her lesson quick getting dick after dick fucking her ass for hours til she can’t shit right for a week. So many choices for this SIssy in training! I’m  really excited now to get this Bitch trained and ready !

Used His Sissy Maid’s Mouth

One of my playmates brought his sissy maid bitch. He has trained him very well, greeting me with his mouth to my feet. He kissed and licked my heels like a good bitch too. He was wearing lace sissy panties, the type of lacey ones I wear. He told me to use his sissy as I pleased. He just wanted to watch. I made his start by giving my sexy feet a massage with his mouth. 

Roleplay phone sex

I made him suck every toe as if he was sucking a cock. I looked over and my playmate was stroking his cock getting it hard. He loves my sexy feet and kisses them himself. I spread my legs and his sissy bitch knew to start licking my cunt. He sucked on my clit and stuck his tongue in my wet pussy so good I thought I was going to cum, but I knew my playmate was enjoying the show so much that I wanted it to last longer. I got up and bent over and spread my ass cheeks, he started lapping my asshole like a puppy bitch and i could see how hard it made my playmates cock. He always loves fucking my asshole, he got up and stuck his hard cock in between his sissy’s tongue and my asshole. He rubbed his hard cock on both of us and my cunt dripped down my legs. He rubbed his cock all over my pussy juices and then pushed his cock in my ass. He grabbed his sissie’s face and shoved it to his ass. He got his asshole licked as he fucked mine and all i wanted was to cum. I rubbed my clit while getting fucked in the ass and i came hard. My playmate felt my pussy cum, he filled my ass with his big load. His sissy maid whore spent the rest of the time cleaning my asshole and his cock.

Cuck Slut

cuckold phone sex
You’re going to watch me suck this dick. I like to mind fuck my little dick cucks and show them what I would do if they had a suitable white cock. The rod I’ll be servicing will be just as pink as yours but it’ll actually be a mouthful, darling. You can come massage his big heavy nuts while I gobble up this yummy white snack. Do you feel how heavy his sac is? It’s a shame you have those little buttons for balls, isn’t it? I’m going to slap this juicy dick all around your cock hungry face so you can feel the weight of it too. I should be hearing, “Thank you madame” for sharing with you. Tisk Tisk. Your last mistress failed you and it appears as if I am going to have to retrain you.

I can’t stand an ungrateful slut so while you’re working on my king’s cock I’ll fetch the paddle.

The smooth firm length of your punishment is making your little cock shrivel in fear. You better not stop sucking that dick up there, whore. The sound of the first whack on your bum made the second one even more enjoyable. Your pasty white ass gets so red when I paddle you. LOL. I hear begging for mercy when I should hear slurping and gagging. I thought you enjoyed being my cock sucking cuck. Don’t you want to learn how a real man fills a whore’s mouth?

I bet his thick stick churning in my blackberry pie while you lick the drippings would remind you of Dollhouse etiquette. I don’t want to run the risk of you cumming during your lesson though so here’s what’s going to happen instead.


As his regal rod sprays cream all over my tits, I’ll be feeding you the mess from my cum filled cunt. I want to see my bull’s load coat your tongue as you concentrate on being our cuckold phone sex pet.

Bridgette’s Therapy

phone sex therapist

I love being a phone sex therapist for anyone who needs it. But right now I’d like to talk to sissies. And of that group of individuals, I want to talk to those of you who are in chastity. Sometimes you need some therapy to get through the realization that you are never going to have control of your tiny sissy clit. Never again are you going to choose when you touch it. You won’t choose how you touch it. And you most certainly not be allowed to choose when you get to have an orgasm. Or if you get to have an orgasm at all. That control belongs to your Mistress now. 

And if you find yourself in need of a strict sissy Mistress who will control your body, you really should give me a call. I’m strict, but fair. I can help you understand why you want to do some of the things you want to do. And just like a good therapist, I’ll help you discover new ideas to help you with your journey to being the best sissy you can be. Are you ready to submit to me, sissy sub? I will be waiting for you!

Sissy Maid Training Bitches

sissy maid training

Sissy Maid  training phone sex is one of my many talents. When I get a new and willing sissy I start out by stripping her buck naked and stand her in front of the mirror to see just how her body looks. I start by having my new sissy put on a pair of white cotton brief panties and a training bra. She must earn the right to wear shit like garters and corsets. That bitch must start at the bottom and work her ass up to that kind of lingerie/outfit. Then I tell the sissy to put on a flower print dress white socks and mary janes and her legs better be shaved! If my sissy in training isn’t acting the way I think she should I will put a chastity on her little cock and I’ll keep the key, I will threaten to throw it out the car window while I’m driving or to make my sissy bitch swallow it and shit it out in order to be able to unlock her little prick.

Next sissy will be locked up in the dog kennel I have on my back porch, and she must learn to listen and submit. I will keep her thee for punishment if she misbehaves and feed her meals in a dog bowl and only let her out to piss and shit. Once the bitch is acting right, she gets to graduate to a wig, and depending on my mood ill pick out the color and style. Whether sissy’s are ‘passable” depends on their commitment to my methods. So, taking sissy out in public is part of the training, she better be acting right so I don’t have to humiliate her in front of strangers even though she probably would like it that’s a privilege. IF Catch her stroking her cock without permission that’s grounds for the kennel or for scrubbing my floors in a g string only and a shock collar

. I’m not afraid to use the shock collar either. A sissy must earn the right to have an erection and jack her little dick to orgasm. That shit is earned by obedience and servitude to the mistress. ME! I have the divine mistress and must always be referred to that way or I will punish a sissy cunt in training! Sissy’s have no say in anything their goal in life is to please me and learn how to be a sissy little whore who does what she’s told. I also list my sissy’s on craigilist and pimp out their mouths and asses to random dudes. I keep all the money earned of course and the sissy in training goes to her knees to take cock after cock load after load of hot jizz into their pathetic little mouths not to mention offering their  assholes to any guys who wants and bareback of course so their ass is just drooling sperm for days afterwards because they are so stretched out and there’s so much cum inside their sphincter. So if you are ready to be one of my sissy bitchs in training you know where to find your divine master!