Category: Sissy humiliation

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.

International Tease and denial phone sex with Christmas

Cuckolding is a fetish all around the world. My international callers love my long blonde hair. They worship my body and beg me to let them cum. I have a few favorite cuckolds who take time out of their busy lives to do a call with me. Like my caller from Saudi Arabia.

Tease and denial phone sex

He called me yesterday to wish me a Milad Mubarak aka merry Christmas. He thinks I actually care if he gets off or not. He pays $2.50 per minute to talk to me and all I do is make myself cum. If he has time at the end he might be allowed to cum. But when he gives me a gift card or two I make sure to drain his balls over and over until the very last second of his call. When my phone rings again and I hear that sissy voice from Russia I get excited!

Sexy phone chat

  “Pozdrevlyayu s prazdnikom Rozhdestva s Novim Godom” Is what the sissy voice says on the other end. My Russian sissy loves to shove vodka bottles up his sissy pussy! Oh, and my favorite little bitch who calls me to worship me calls from Iraq. He loves to dress up as a Muslim woman and walk around his village. “Idah Saidan Wa Sanah Jadidah” he whimpers as a nasty muslin man brutally fucks his sissy pussy!

Sissy humiliation

Missing Sissy..

It’s been awhile since I heard her sissy whimpers. The way she gets so excited to show off for her mistress makes me giggle. Sissy Michael loves to show off for all of us here. Its been so long since I have heard her beg her mistress to allow her to do a squirty squirt from her tiny jingling balls. Wait do you guys know who I am talking about? It’s been so long since I have written about her, you probably have no idea who I am talking about??  Well Sissy Michael Fr… I’ll keep the last name to myself, we don’t want his wife finding out again..

Sissy humiliation

Anyway Sissy Michael is one of those Fairy sissy piggie bank sluts we have. Infact she is our beloved site sissy! She dances, sings and even dresses up! Her style is amazing and she can be the cutest Adult baby boy sissy fag you have ever seen! I just wanna dress her up all cute and sweet, then set her loose down Van Buren Avenue in Phoenix, she would be the sexiest cum piggie there! Hmmm I wonder if anyone would recognize her there..

Best phone sex

All By Myself

hot sexy womanSometimes you need to play with yourself to get that quick orgasm to start your day off right because let’s be honest who knows your body better than yourself and it’s perfectly healthy and probably recommended to start your day off with a good orgasm. I bet a lot more people would be happy in the morning if they got there rocks off at the break of dawn. I love touching my pussy getting her all nice and wet until my bed sheets are soaked though with my cum. I love getting myself off you don’t always need a man to stroke your pussy just the right way to make you gush when you can do it your damn self. Stop being lazy and use your hands! There’s nothing wrong with masturbation do you need a little help with learning to touch yourself love?Best phone sex

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 Humiliation from a Sexy Babe

sissy humiliationSissy humiliation is what you get when you call me with a pathetic pinky dick. Guys try to act all macho on the  phone, but I know. A cuckolding mistress knows a real man when she sees one and when she talks to one. Losers don’t ooze manliness. I understand that you are paying for a service, however, that is not a guarantee that you get to cum. Cumming is not a right, it is a privilege. A privilege of only the well endowed. So, you are asking yourself the painful question, “Do I get to cum?” If you have to ask, then no. Men with big dicks to pleasure a sexy babe like me, know they can get the job done. They are not second guessing their manhood. Only tiny dick losers and sissy bitches trying to act like men ever wonder if they got what I need. So if you don’t get to cum, what do you get? You get a lot of things actually. You get a wake-up call about your pussy status. You get to worship a hot fine woman by licking her pussy and ass clean of any and all cum left by a real man. You get to do humiliating tasks if I deem you sorry enough to put you in the sissy category. You will get your money’s worth, because you are pleasuring a hot woman. My pleasure and my amusement are what matters the most. Consider the $2 a minute an inconvenience tax for having to deal with your pathetic ass. You couldn’t get a hot mature woman like myself to even talk to you in a bar without shelling out far more money than that first. Consider yourself lucky that you have the option to pay to talk to someone like me.

MILF Phone Sex Women Love Sissy Humiliation

milf phone sexMILF phone sex keeps me pretty busy. There are so many young studs who know a mature lady is the best fuck. On and off the phone they know this. I thought I won the lottery when I picked up twin college studs Friday night. I sometimes go into this little dive bar near my house because it attracts the local college boys. Cheap drinks and cheap whores lol. Well, I am not cheap. I am rather sophisticated, but I love being a dirty whore for young guys and big cocks. The twins bought me shots all night and flirted like their life depended on it. Flattery goes a long way with me.

sissy humiliationWe got back to my place to fuck and I got smacked with disappointment. I thought I was going to be able to  take the “fuck brothers” off my bucket list that night. They were twins and so hard to tell apart, that was until they got naked. One boy had a huge cock, the other had a clit stick. One boy got fucked, the other got sissy humiliation. I don’t settle for just any cock. I know what I like. I know what I need. As his brother fucked me like the stud he was, I made loser boy kneel beside me and suck on my panties. “That is as close as you will ever get to my pussy, loser” I laughed at him.

cuckold phone sexClearly, he was shamed, but I could tell this was not the first time these studs had been in this situation before. In fact, I was pretty sure that the brother fucking me with a 9 inch dick was enjoying cuckolding his own brother. He even ordered his brother between my legs so when he busted his nut in my cougar pussy, his brother could clean me up easily. Kinky brothers. That really turned me on. The stuff that cuckold phone sex fantasies are made of, happened in my bedroom Friday night.

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.”

Stranger Fuck

Best phone sexI love how the gym is giving me this tight little body, and I can tell strangers can tell too. I have been getting hit on more and more. One guy came up to me the other day and I invited him over. I love knowing a complete stranger was coming over for me to fuck. I was going to make sure he got all of my pink little cunt. When he got there I led him to the kitchen where I was just wearing a apron, and his cock completely starting to throb. I bent over to get something off the counter and before I knew it his fucking cock was deep in my little tight asshole. He was filling me up so fucking deep. This stranger kept fucking me till my asshole was filled with his cum.

The Best Phone Sex is Sissy Humiliation

best phone sexThe best phone sex for me is with sissies and cuckolds. Why? Because I get to be a mean bitch. Over the weekend, I met this man. We actually went to college together, but lost touch over the years.  Face Book reunited us. I agreed to meet him Saturday for drinks. Attractive man. Educated, articulate, nice and a wealthy.  Just not very masculine. I figured his more feminine voice and mannerisms were from low testosterone, which usually means small dick. I was right. He had a 2 inch willy at best. When I saw it, I burst out laughing. The gall of any man who thinks he can fuck me with a shrimp dick pisses me off. I gave him a healthy dose of sissy humiliation that began with putting him in a pair of my panties. Anything less than 5 inches belongs in panties because it will swim around lost in boxers. I am a sissy trainer. Sometimes guys come willingly to me for help on becoming a sissy, sometimes they need nudging like my college pal. He was an old friend. I couldn’t delude him into thinking he had anything that could please a woman.  That’s just setting a man up for failure. Sissies can become a very integral part of a woman’s life if they just get a little training and accept their fate. The sissy training began with panties and an honest conversation about cock size. We discussed ways he could still please a woman without actually fucking her since that would be no pleasure at all. During training, he couldn’t stop rubbing his nub. I smacked his hands away from his dick several times before I put him under lock and key. Sissies are here for a woman’s pleasure.  I only allow a sissy to touch his willy as a reward for something quite remarkable. My sissy in training can barely lick my pussy. Until further notice, he is under lock and key. I love being a sissy trainer. He will learn to worship my pussy eventually. At least if he ever wants to touch his dick again, he will.

sissy humiliation