Category: Sissy maid training

Let me be your naughty maid

I love dressing up in naughty outfits and surprising you at your office. Walking past your employees in a long coat with a skimpy maid outfit underneath. I get to your office and just drop the coat on the floor. Seeing your cock get hard in your slacks make me creamy in my tight black thong. My maid outfit is driving your cock crazy.

I push you on your desk and I pull that fucking cock out and sit right on it. My maid skirt coming up as I bounce my ass up and down on that cock! You grab my hair and pull me down on your shaft. You grab your tape off the desk and put a piece of my mouth so no one can hear you fucking my brains out. I am you dirty secretary please fuck me harder on you big desk. Wouldn’t you love to have a girlfriend like me? I can be tonight! Call me and I promise I will give you the complete girlfriend package. You won’t be disappointed baby!

Naughty maid phone sex

Sissy Humiliation with Farah

sissy humiliationSissy humiliation is so much fun. When I was younger, the Internet and smart phones didn’t exist. Phone sex came around in the 80s, however the women, were how should I put this nicely, not as pretty as they are today.  You had no way of seeing what they looked like, unlike today where you can see us first before you call. The original phone sex sluts worked in a warehouse in some cubicle with a headset on, not out of the comfort of their homes like today. A lot has changed since I was young, including sissy humiliation. The Internet has given birth to a new brand of sissies. Pathetic, cross dressing, cock sucking, shameful, pansy sissies who beg to be outed and publicly humiliated. Growing up, a boy got called a sissy for crying. Now you are a sissy when you have a limp tiny dick, enjoy public humiliation and forced feminization. And, when you suck dick wearing something pink and frilly. Now, the folks behind sissy humiliation are not the boys on the playground, they are hot sexy women like me. Bitches in charge who recognize the desperate plight of the modern sissy. Women like me who understand that some men just belong in panties and a frilly dress. Some boys aren’t really boys, just girls trapped inside a loser male body. Some women recognize the shameful nature of  these man girls trapped in the wrong body, trying to act like someone they are not. These individuals need sissy training to become who they were meant to be. Full fledged sissy maids waiting on goddesses like me to dress them, shame them, out them and put them to work for us. Sissy school is now in session thanks to the modern world and hot sexy MILFs like me. Think you can handle it sissy?

sissy humiliation

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

This Sissy Deserves It!

Small dick humiliation

Most think I am nothing but a sweet and innocent little girl, but once you’re done reading this you’ll know that I very well do have a very mean side, that I can be quite the little princess. I am yet to meet this site sissy we have, but we all know she is there and we all know that she is constantly begging to be talked about. Most of us girls don’t have time to waste on a measly little sissy, but after looking at these pictures and knowing that she begged and pleaded and PAYED to be talked about – well I just couldn’t resist! I mean come on, look at that sissy fairy! Such a little faggot, there is no need for forced crossdressing here – sissy does it all on her own. She knows and I know that she deserves to be publicly ridiculed and perpetually teased to the ultimate sissy shame… she loves it probably just as much as she loves dressing up and pleasing a hot sexy woman like myself. Pleasing is never sexual, a loser like her could never do anything like that for me! Little dick sissy is only good for my entertainment and laughs! Giggles and treating her as she very well deserves. Feel free to click on the sissy fairy faggots pictures to take you straight to her page where you can find even more humiliating pictures that will have you laughing until you pee yourself, or is that sissy who does all that messy stuff? I just can’t be sure…
Forced feminization

Making sissy pay!

Sissy humiliation

She begged and pleaded for humiliation and has to even PAY for it. Our fat sissy whore is getting her wish. In order for me to take time out of my busy night I am giving her what she deserves, public ridicule and perpetual teasing & sissy shame. Look  at her! Look at that tight pink suit about to burst! She must have needed help getting her chubby ass in that suit! It is so fucking tight around her belly and it makes a big pink pouch between her legs. Her tiny cock is swimming in all that fabric! I think we should cut a hole out and show off her tiny cock!

Fantasy phone sex

She wanted to be made fun of and have the world laugh at her. One look at her chubby body in that outfit will make every man laughing so hard they piss on themselves! Oh god that is a great idea. Make her a toilet whore! That is her New Year’s permanent punishment pansy! She is going to be used at a public toilet! I want to watch her get covered with piss this year. Make her beg for your big hard cock to piss on her.. That might be too much but our whore sissy loves the attention. She loves to pay people for it too! Make her pay you to take a piss on her.

Small dick humiliation

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! 

Sexy babe

sexy babe

I absolutely adore our sissy mascot what a sexy baby Sissy fagot fairy princes Michael is! She loves dressing up, and we girls here love playing with her. She told us that she has a date and wants to look as girly cute as possible. She is such a freaking fagot! We agree to help her, since after all she could use some help.

mature phone sex

I tell her that she needs to use her girly whore voice while we are helping her since she is a little cock sucking fagot. I tell her that part of the deal is that I get to take photos of her dressing up, just in case she gets stupid I have blackmail to use against her. I let her borrow one of my dresses, some pretty panties, heels, and jewelry. If she is going to act like a little bitch with a cunt- she needs to dress like one too. She doesn’t seem to mind since she is an aspiring whore like the rest of us. I make her put on my panties and dance around signing. My goodness this little sissy bitch has the lungs and mouth of a true whore.

best phone sex

I want to video tape this pathetic excuse of a woman sucking a REAL man’s big cock. When Monday roles around and you want to try and fool everyone with how much of man you are; dressing back up in men’s clothing and going to work. I am going to show up and bring you lunch and pictures. I am going to tease you about what you did this weekend. While real men are putting their cocks in whores mouths and pussies, you are taking it like a little sissy whore fagot bitch, that you are. But for now lets get you and your pussy all beautified.

cuckold phone sex

My sissy BB

Sissy humiliation

So I have this one sissy. He’s such a cute little fag. He loves making appointments his “Doctor Clarissa” and I’m more than willing to humor this tiny cocked homo. He really is pathetic and enjoys as I laugh at him as he shows me pictures of him getting fucked up the ass by huge black cocks. He also shares with me what he’s been wearing cause he loves women’s undies cause he’s such a huge flaming fag.

 

It’s no wonder he’s had to turn gay with the tiny cock he’s got. But what really makes him so gay, is his love of cock. He needs them more than air, needing them shoved far up his ass and in his mouth. He just adores watching me get fucked and then licking the cum out of me.

Small dick humiliation

So just look at this little faggot and laugh. Doctor Clarissa will take care of the rest.