Category: Sissy humiliation

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 !

Small penis humiliation Phone sex

Fantasy phone sex

I met a loser at the bar.. He had a pathetically small dick! He was quite the show off too. He was flaunting around in a thick chain, making lots of noise. I should have known his dick was going to be pathetically small. I mean why else was he making all that noise. Welp! I was fooled. I wound up inviting him back to my hotel room only to find out it was the biggest mistake of my life. He insisted on fucking with the lights out. I didn’t even feel anything and within seconds I felt his creamy load seeping down my inner thighs. I was pissed!

I flicked the light on and noticed his microscopic wiener. Holy fuck it was limp and looked like a little doorbell. I couldn’t help it. I started laughing hysterically.. Nearly in tears as I walked towards it and poked at it.. LOL What the fuck… I didn’t even think a man could have a penis that small. I mean my little cousin’s pecker was even larger than that thing. I took my camera out and started taking pictures of his teenie weenie! I plastered his loserific cock all over Facebook and even tagged it to his profile.

His pathetic cock went viral!! Turns out that loser paid me a lot of money to take it down and tell everyone I made it all up!

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!

Erotic Roleplaying in the Bedroom

erotic roleplayingI love erotic roleplaying in and out of the bedroom. I do a lot of role plays in bed, but I do many on the phone too. I love to be someone else. Like someone else I would never be in real life. I often play the milf next door, mommy, and hot teacher. This lover of mine wanted a naughty nanny roleplay. Nanny? That was new to me, but I guess when he was a teen boy, he had a hot nanny. Well, the nanny was more for his younger siblings. He was old enough to be self-sufficient. He was just not old enough to oversee them all day during the summer months. He told me she was a blonde milf like me. I like this guy. He is 20 years my junior with a huge cock. Plus, he is handsome and smart. I love intelligent men. He is an adjunct professor at my university. He is in a different department, so my university has no problem with me banging him. Not that I ever care what my university thinks because I am a naughty teacher with my hot students.

I found a nanny costume at a thrift store. Not a costume I think any actual nanny would wear, however. I surprised him last night in the bedroom when I came out in the outfit. We age played. I often encourage sexy role plays in the bedrooms with my therapy couples who have hit a plateau in their sex life. It can spice things up. Even though my lover is not my typical adult baby or diaper lover, we pretended he was just my big baby boy. I could not get a diaper over his huge cock though. I mothered him. Being a phone sex mommy is so much fun for me, so why not in the bedroom too? He nursed from my breast, and I cleaned his bum bum. It all lead to some hot fucking for us both. Most of my ABDL callers have little clit sticks and would never have a real chance at fucking me, but this lover has a beautiful 11-inch cock and pretty much can do no wrong, lol. How can I help you spice up your marriage? Or maybe, we can have an erotic role play of our own and just not tell your wife!

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!