Category: Sissy maid stories

Sissy maid training with Clarissa

Sissy maid training

Well, I found a new maid. He is so pretty and he does whatever I tell him to do. He scrubs my floors with his tooth brush and bends over so pretty as I instruct him to get on all fours and scrub harder. Oh and the pretty pink thong that I make him wear as it rides up his ass crack. I like to grab it every once in awhile and pull it up so it gets tighter and is uncomfortable for his dangling balls. Oh, plus I really enjoy when I walk in and he is not doing exactly what I told him to because at that point I make him bend over and I stick my anal beads into his tight little rectum and make him crawl across the floor because I know he secretly likes things up his asshole. By this time tomorrow my house should be fucking spotless. I am so glad I hired my pretty little maid.

Sissy Bitch

Sissy maid stories

I was shopping today for a new maid uniform for one of my clients and it got me thinking that I need a new sissy bitch to lick my leather boots. They have not been cleaned in some time and are due for a good licking. I also got to thinking how much not only my boots need cleaned but so does my asshole. I really need my new bitch to have training in several areas. I started checking off what I wanted in my head and I decided I really want someone who can lick like their life depends on it, someone who is not a giant crybaby and wont be a little bitch when I slide my fake cock into their asshole, I want someone who can lick pussy without needing any air because I do not like giving breathing breaks. I want a little bitch who is going to obey my every command without question. And if they do disobey me I will make them wish they had not. I have many over-sized cocks to stick in your orifices as punishment.

Sissy better be thankful!

Sissy maid stories

I am still so stuffed from thanksgiving! I had so much fun! My pussy is still dripping from being stuffed by a big thick black cock! Oh god he filled my honey hole up with his thick cream. Sends chills down my spine just thinking about his big hard cock stuffing me like a thanksgiving turkey. Pounding my honey hole making me so wet. His hot sweaty body against mine. He was so deep inside of me. I couldn’t breath! He was ecstasy. His dark chocolate body next to my white creamy skin drove me wild. Every now and again I would hear some slurping sounds and smile. My little cuckold sissy maid was there underneath us, slurping up my puddle of pussy juices off the floor while he rubbed his little locked up clitty. His tiny little clitty was drooling. He was begging to taste that big chocolate cock. It was thanksgiving and I felt like being giving. I let my little sissy maid suck that chocolate cock till he blew his creamy gravy load down my sissy’s throat!  

Sissy maid stories: the cock, the cage, and the plug

Sissy maid stories

I’ve been having so much fun training my sissy maid. It’s becoming my favorite activity next to fucking you.

Of course with our new little toy you’ve gotten a lot more attention to your cock.

Like right now. I was enjoying the site of our little sissy maid on her knees. Wearing a latex maid outfit that left little to nothing to the imagination. Her little bitch clit throbbing in its cage as it tries to get hard. I giggle as I watch it, poor pathetic little thing.

Her cock was in your mouth.  She was fucking her own throat with such vigor that you couldn’t help but lean back, your eyes rolling into the back of your head. A pool of spit on the floor between you, our sissies tears ruining her makeup and her bright red lipstick was smeared all over your cock and her mouth.

I pressed the button to the remote control vibrating jeweled anal plug in her pussy and watched her quiver. She moaned around your cock making herself gag and try to pull off of your cock. I giggled as you grabbed her by the hair and forced her back on. Fucking her mouth with short hard thrusts until your groaned.

She was quivering, her hands open and close, Gagging and choking around your cock as you force your cum down her throat.

When you let her hair go she pulled back, coughing and gagging. Tears streaming down her cheeks as she gasped for breath. When she got some control again she swallowed hard and looks up at you. “Thank you sir.”

Princess phone sex Darline

Princess phone sexWe got a new maid!

Not just any made but a young little sissy for me and Lorine to play with.

This young man was thin, pretty, and made such a pretty little maid.

She was so nervous as Lorine and I looked her over as if she was meat. Our fingers tracing over the shiny latex uniform, pulling on the cotton ribbons and apron.

She was practically shaking with nerves, so rather than try to make her feel feel better I told her. “You are ours. Your body… Skills… Mind… You are here to serve us. Understood?”

I saw her adam’s apple bob before she nodded. “Yes ma’am!”

I grinned, grabbing her by the hair and making her moan and her knees seemed weak. “I want you, as your first task to make my Lorine cum.” I pushed her down by the hair, her knees hitting the concrete hard making her gasp. The latex skirt tenting with her erection even as Lorine pulled up her skirt and revealed her wet hairy pussy. My hand pushing our little sissy’s face into that musky, beautiful, wet pussy. “Lick slut.” I commanded, knowing she followed it as Lorine shivered and moaned.

We were going to spend hours training, teasing, and fucking with this little sissy maid and I’m sure that we’ll have a long, fun, and loyal employee after this.

Latina phone sex

Small dick humiliation is my specialty

small dick humiliationOh sweetie, you are absolutely perfect for small dick humiliation… aren’t you glad that it is one of my specialties? You see, I know what you need better than you do yourself. I know that you are not a real man… in fact I know that you are more of a woman than you have ever been a man. You should be dressed up and humiliated, with that tiny little wannabe cock you have you are perfect for panties and I know that once you have them on you are never going to want to wear anything else. Now, don’t get the idea that I am going to allow you to rub that tiny thing either, I am all about tease and denial with a heavy emphasis on the denial part. I love to see you whimper and beg and I love knowing that you will go to bed with your shriveled little balls all blue. This is all going to happen sweety, whether you want it to or not…

Spring is in the air!

sissy humiliationIt’s one of my favorite times of the year! Spring means frilly sparkly dress and the cutest dolled up attire you can imagine. Stockings, bows and ribbons that’s only a small part of what spring time is about! But you see this is not my favorite thing about spring… it’s really dressing all those loser sissy bitches in the cute little pretty dresses… And watching how it’s making it awfully hard for my big black cock friends to resist tearing those little assholes apart. Who could blame them? They’ve all got 12 + inch cocks and when they see a fuckable fag ass all dressed up in one of the many girly dresses I have put aside for loser sissy they simply don’t take no for an answer! Suddenly my very good friends are forcing their cocks into tight little holes, most take it like pros, others try and resist their ass getting fucked. You’re all part of a sissy gangbang! You know you’re nothing but a bitch that’s going to take it all…just like you begged for. Should have read the fine print, honey. You wear the dress – your ass gets fucked.

sissy maid stories

Sissy Humiliation of a Fairy Fag

Here at Fuckalicious Freaks we have our own pathetic Sissy faggot. Well, actually she is owned by Goddess Levi, but we all get to join in with the humiliation and outing of this Sissy fag Homosexual.

Our Sissy Fairy Fag is always getting herself messed up in her punishment assignments, thus her humiliation, and walk of shame. Sissy has a pathetic small clitty and these dingle balls that are often fondled making her pathetic man clitty dribble.

sissy humiliation

Yes, she wears these frilly princess dresses and silky panties, however, she has a habit of soiling the pretty panties with her own poop. When our pathetic Tinkerbell  transvestite gets dirty and starts playing in her poop we take her humiliation further and make her confess to making her face up with her poop. That’s right rubbing a little on her lips and eye’s and making her prance around in public with a poopy face and poopy panties.

Another way we love to humiliate our little piggy princess is to make her our human urinal and we feed our piggy some golden shower nectar. We then make piggly wiggly crawl around and oink and squeal like a piggy while begging us to suck off our dong. Sissy Fairy Fag Michael is a pathetic pansy.

Sissy Maid Training

She Dreams Of Sissy Maid Stories

sissy maid storiesEach year we all take a wonderful vacation and everyone’s favorite Sissy helps make that come to fruition. She begs and pleads all year long for humiliation and shame just like she deserves and we all give her what she wants and then some. Being fairly new here I have yet to dish out any humiliation of my own, however, I have heard that it is Sissy’s fantasy to accompany us on vacation one year and be our Sissy maid. She longs to wait on us hand and foot, cooking and cleaning in her pretty pink maid uniform. She longs for the Sissy maid stories that she will come away with and be able to share with…with….with…come to think of it, there isn’t anyone she would be able to share these stories with because she hides the fact that she is a sissy from everyone but us and we will all know all about every Sissy maid story she will have to tell. That is almost as sad as the life she leads as a fake man in a court room surrounded by real men who would laugh at her and ridicule her if they ever found out the truth. Maybe one day our head bitch in charge, Levi will do the honors of introducing me to Sissy. Until then Sissy, let your pantie wearing flag fly high! Maybe some day you will get what you wish for….

Let’s watch the Ball drop!

Best phone sex

You are invited to my Ball Drop party!! I will have half naked whore’s walking around. We are all here to please you! Plus come make fun of our chubby sissy whore! Sissy will be my maid at this year’s party! I am so excited to see him dressed up as a “Sexy Bunny” but really he will just make you kinda sick! Come laugh with me and get drunk this New Year! Let’s have some fun with my fat little dick sissy whore!

Sissy humiliation

She is supposed to show you her itty bitty tiny cock when you as her to see it! Sissy has to follow her orders! Make Sissy Fairy Fag your table! Make Sissy your foot rest for the night! Make her prance around in her tall heels! Make her shake her flat sissy ass! I know you want to ring in the New Year making fun of my fat fairy sissy and her small cock! Make her watch as you fuck someone right in-front of her! This fat sissy will beg for your cum all night long!