Tag: Sissy Maid Stories

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.

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.

Sissy Lover

Sissy humiliation

Sissy men love being dominated especially by a sexy woman like me. I have a sissy punk who loves dressing up in sexy latex and silk clothing. Heels and wigs every night for me.There is a different outfit for any role playing I want to do. One night he wore a maid outfit for me and cleaned he entire house. He dances and prances around the house until I give him all my attention. He always loves being up under my friends and me. He’s a pleaser and wants to make me happy by any means. He is also such a spoiled little cunt, but I wouldn’t have it any other way. I absolutely love me a sissy who knows how to behave like a good boy and a bad boy. Someone who lets me do whatever I want to him. Whenever I want. Because of that I give him whatever he wants.

Sometimes I let him dominate me to give him a little confidence then I break him down and humiliate him. As a black dominate Queen I need a man that knows how to drop to his knees and eat this pussy when I tell him too. Or wear a diaper for hours and piss in it. Or maybe I will have some of my big black friends come over and have their way with you. I need to feel like I own you baby. Can I do that with you? Have you been a good boy or bad boy? Do you want to play dress up? What color thong you would want to wear for my baby? I know the perfect site for outfits for my favorite sissy. I want you now baby, give me a call and let’s play. I am looking for the man that will satisfy himself and me. I want to create an unforgettable sissy experience for you baby.

Forced Feminization

Forced Feminization

Forced Feminization would be both a dream come true and his worst nightmare depending on how he looked at it.  Bill was known as the strongest man in town as the Sherriff, but he had a dark dirty secret.  He was the town’s biggest sissy in training with Mistress Glinda.   He lived every day in fear that his secret would be revealed, and he would be outed as being the little sissy that he was.  

Every Friday night Mistress Glinda would invite over friends to share in the humiliation and degradation as he was forced to wear the French Maid outfit and serve cocktails to the ladies.   The ladies loved to see just how far they could push him especially about his little cock. Each week after the guests left he was either rewarded or disciplined based on his behavior that evening.   He understood his place and always bowed down to Mistress Glinda no matter the outcome.

Richard Sheets BBC Faggot

Best phone sex

The best phone sex is outing a BBC pantyhose wearing fuck whore. Richard sheets is that fuck whore. A dirty little slut who wears pantyhose and loves big black cock. Richard is such a little faggot whore who loves to get fucked retarded by big daddy dick. Look at the little faggot.

These big black cocks that fuck my sissy faggot keep the fuck out of his little pussy. The best part is big black daddy gets off on hurting little white sissy faggot. Richard is a stocking loving sissy faggot for big fucking black cocks. The only use I have for this little faggot is to humiliate him.

Richard moans like a little Beta bitch when that big black cock fucks his little faggot hoe hole. My little cocksucker admitted that he likes to beg for that cock. In fact he lets his big black daddies fuck him bareback what a pathetic little slut huh?

Cocksucking phone sex

Sissy Maid stories to live by

sissy maid stories The bubbles lapped my skin as the water swooshed back and forth. I had been reading some new sissy maid stories and was lost in the thought of my newest sissy. My body was alive at the thought of my sissy Sucking the UPS driver’s cock as a tip. We had been making good progress, and the outfits He bought to dress up in had become more sissified every weekend. He had taken my strap once and had taken three weeks to come back and see me. I was sure that would be the last session we had. But this morning I received a sissy novel on my doorstep and A bottle of wine and a Bath set. We had a “date” soon, and I was crafting a plan to keep him in my care for a long time.
I had fired my part time housekeeper and the house looked like a single busy business woman, lived alone. I stepped over discarded hose and panties, over towels and lotion bottles; giggling to myself. I had added to the mess with Hiding sissies butt plug under a pile of jackets and leaving a note beside it. Sissy was going to clean my house and sissy was going to either Present herself fully, or find another Mistress, My boots and black leather outfit With the crotch cut out would set the scene. It was Sissie’s favorite outfit. A leather loving sissy who would orgasm if he was allowed to click my boots too long.
The note read: Things you need, Your butt plug. (lube or no lube) The shopping bag in the closet behind My favorite Boots and Paddles.
If you wish to submit fully to me, and give me control to lead you into true sissydom, You know what to do. If you wish to end your contract you may gather your things and walk out the back door to hide your shame, No refunds on my Mistress tributes.

It took him 15 minutes. I waited dressed with my legs propped up on the couch. Sissy came crawling with her ass in the air, one pair of panties on and a pink leather paddle in his mouth. Sissy whined at my feet like a good puppy sissy.

We would begin his sissy maid training fresh. I had new ideas from his book.

Sissy Maid Training With Goddess Gwen

 

Sissy Maid Training

Sweet man did you not realize you needed my sissy maid training. You came to me for a little sissy play. You have been a cuck for your wife for a couple of years now. But the more you look at those big dicks going in and out of her sweet whore holes, the more you begin to want that cock in your mouth! It is now your realize that you need something more. One day you looked in the mirror and saw that clit sticking up to the sky. You were thinking about her, taking that dick in her pussy and you daydreamed that you were her in pretty lace and ruffles. You had your skirt flipped up and was taking the dick in your “womb” and ass hole. It was just a dream, you had been reading too many erotic sissy maid stories lately and you had envisioned being a slut in frills and pearls. 

This is where your Goddess Gwen Comes in. Offering to make you into the extract thing you want to be. I French Maid sissy slut!

sissy maid stories

You arrive at my place and I am in the sexiest maid outfit with my feather duster in my hand. I promptly hand it to you in exchange for the tribute you have for your mistress. A big fat wad of cash! If you need to be a full on sissy whore, you need to pay up piggy! We start with full exfoliation and hair removal. Your sissy maid outfit is read for you. Dressing you up in soft feminine colors and tights and even heels. The sexiest thing is your panties and bra under your ruffled skirts. I have a few girlfriends who know how to treat a sweet dumb whore like you. My pussy gets licked in front of you as We dangle a cock cage. You are ordered into a series of timed events. Dusting with a huge butt plug in your ass. I enjoy ordering you back to the fireplace leg as I check it. Uh oh! Someone gets the little dick cage!

sissy humiliation

 

Now for you sissy humiliation training. You kneel at my feet and kiss my heels begging for release, but I had other plans for you as my best friends and I invited our big dicked boyfriends over! You are going to learn to serve a big fat cock and suffer at the hands of hot Goddess!

My Hot Sissy Maid Stories

sissy maid stories

My sissy maid stories are sensual and really naughty.  Billie was a man in his previous life. I mean he was born with a dick, “giggles” if you can call it that. He was drawn to my dominance and how I kept men begging at my feet. His tie and suit didn’t fool me one bit. For weeks I had pulled him in close and then gave him the cold shoulder. That’s the power of having a tight young body. When I was sure he was ripe I invited him up to my parents’ place for some hot roleplay fun.sissy maid training

I had him undressed and when I saw his tiny shriveled Penis, I couldn’t help but laugh. And now I had Made my Billie shy. He was so embarrassed his how body flushed pink. It was time for our sissy maid training! I put him in the frilliest and sluttiest maid outfit with all the frills that comes with it. And now it was time for him to serve me. I loved spanking his tight ass as I lifted his skirts! Any Mistakes were swiftly dealt with and his submissiveness made me so fucking wet.

Working a nice big black anal Plug up his ass, I had him kept in as he dusted the entire penthouse. My sissy maid would undress me with his sexy mouth and plant his face in my wet tight cunt until I was satisfied! Not To mention the cuckold shows I would give him with bull cocks sliding in and out of me!

I still remember the very first day that sissy maid Billie tasted another mans load out of my pussy. He wet his black lace panties! I knew then it was time to get him Cum directly from another man’s cock! Now where M sissy men at, Its time for you to be mine!

Making a Sissy Maid

Forced Feminization

I love when I get the chance to turn a man into just a little sissy who caters to my every whim. My newest plaything is just too adorable, we play dress up into the cutest little frilly dresses complete with stockings, panties and training bras! He said that he wanted to do anything to make me happy so today we are turning him into a little sissy maid for me to use! I found a cute and sexy little French maid outfit, short skirt and thigh high white stockings made him look perfect! I ordered him to draw me a nice hot bubble bath and he sat at the edge of the tub and washed my feet and legs, then my arms and back, since he was so good I let him wash my chest too. Then he carefully washed my hair, it felt so good to be catered upon! Since he did so good taking care of me that I even let him have some fun after I had dried off. I rubbed his little cock through the fabric of his panties until he came right in them!

Sissy Maid Stories Are So Hot

sissy maid stories

Sissy Maid stories make my young pussy so hot. I love when I have a hot strong man come begging at my feet for some hot coed pussy. I told Mark that the only way he would be able to get my sweet pussy is if he put on his maid outfit and cleaned my Condo with 6 of my friends Present. ANd he had to keep his big black dildo clutched in his tight ass as he did so! I didn’t want a speck of dust left anywhere. My University Girls came over to drink wine which Mark had to tiptoe in his black heels not to spill one red wine drop on my white carpet. And to humiliate Mark and his small penis under his frilly maid outfit! All night he was serving us and the girls would take turns fondling his little package under his skirt, pinching and pulling that cute little boy dick that never belonged on a grown ass man. We were nice though and ordered some hot cock in the form of all-star football players to give us creampies so Mark the sissy Maid could lap us up like Icecream!