Tag: mistress phone sex

Stroke Your Carrot For Me

mistress phone sexCome here you little sissy faggot. Sit down beside my sorry ass husband and entertain me. I love the pretty pink nylon panties you both are wearing. The matching black fishnets and the hooker heels. Get on your knees and watch. This beautiful man walks into my bedroom. Now remove him pants and pull his cock from his boxers. Feel how heavy it is? Now feel your little worms. No comparison is there? Now work together and make this big thick cock hard for me. I will sit back and watch as you lick and suck that beast. The wet spots in your panties show me exactly how you feel about sucking cock and licking balls. I would laugh but it is typical of you both. Now one of you pull off my panties while the other guides that big cock into my perfect wet pussy. Sit on each side of me and watch as he stretches my pussy. Going deep, his balls beating against my body. I give you permission to pull your panties down and play with your little sausage. Stroke it with your fingers as this man brings me to a screaming orgasm. As your little cummies fill your hand this beast fills my cunt with his warm goody goodness. Lick your fingers clean and then one of you lick his cock clean and the other can crawl between my legs and suck all that cum from my cunt.

Punished By BBC

bbc sissy trainerYou better be down on your knees like a good sissy slut and start begging to touch your mistresses pussy, and begging to get cock from my bbc boyfriends! I love seeing you in pain as hard cocks are shoved into your pussy sissy hole and straight down your gagging throat. Keep it up with your good sissy behavior and maybe you get to clean all the bbc cum straight out of my shit hole only after begging for it. don’t froget those heels that I love so much on you. The black ones and match it with your thigh highs and sexy panty set for your unforgiving mistress! Come play and get the punishment fuck you deserve from huge bbc’s!

I Will Help You with Sissy Slave Training

sissy slave trainingDo you need sissy slave training? Trust me, you are not alone. Most of my callers are starting from ground zero. Maybe when they were younger, they played with mommy’s panties or sucked some fellow schoolboy dick. Those memories have lingered for years, even decades. The need to dress. The need to suck cock has intensified over the years. Then one day they happen upon my sissy site and decide they are willing to commit to the life.  One of my favorite things to do with sissies is to help them get the items they need to be a sissy girl. We start with dress. I take them shopping online for panties and other sissy clothes. Dresses, ruffled panties, petticoats, hose, lingerie and high heels are all sissy clothing requirements. We even shop online for sex toys. If I am your sissy trainer, you need toys for your ass. Butt plugs, prostate wands and dildos are all essential sissy items. One of my favorite online shops is Bad Dragon. They have some creative, even scary dildos. Huge ones with lots of intricate designs and horror and sci-fi themes. Bad Dragon sex toys will work your sissy hole out well. I also like to help sissies get cock. Once I help you look the part, I need to help you live the part. Based on where you live, cock is not hard to find. You can get cock discreetly. There is Grindr for booty calls. An adult bookstore or a local truck stop usually offer up a glory hole. Then if you really need discretion, you can hire a dominant male gigolo. I love sissy training men just like you. Men who are married and need to be discreet cock sucking faggots are in the right place. I will keep your dirty secrets and help you be the best sissy version of yourself.

Jackie’s Forced Feminization

forced feminization

I am so sick and tired of all of you pussies who say you want to be a sissy slut but chicken out when push comes to shove. The only thing that will fix you is forced feminization and that’s what I’m here to do. How dare you tell me that you are committed to becoming the woman you SAY you want to be and then chickening out when I tell you to do things that are more than putting on a pair of panties. That’s a good start, but sissies are more than just a hairy doofus wearing panties.

You need to really commit when you say you are going to. Wax the fucking hair off of your body. Get a manicure and pedicure – you can wear clear polish so don’t give me any excuses about not being able to do it because of the nail polish. And of course, you are going to need to get a dildo immediately and start training your cunt to take cock because that’s coming up sooner than you realize. If you’re ready to be an actual sissy, then you need to decide you’re really ready to do it and quit having doubts. 

Fag training!

best sissy trainer

 

I love getting new slaves! They always come over so innocently but I can always tell if they are secretly craving a big black cock! little sissy john came by as I was getting my tight fucking pussy stuffed by my next-door neighbor BBC. John’s cock got so fucking hard as he watched me get stretched open by a real man not some little bitch with a 3-inch cock! It was so cute seeing him try to jerk off his little clitty I just laughed at him and demanded he come suck my neighbor’s cum out of my cunt. Like the good little whore he was he obeyed my orders and started to lick up every last drop! My neighbors cock was still rock hard and got behind john rubbing the head of his cock on john’s ass! My little sissy fag couldn’t help but moan as cum oozed out of his tiny little cock! John left after my neighbor used him as a cum dumpster a happy little fag!

A Treat For My Sissy Slut

Mistress Gypsy I have been busy getting together a whole bunch of cocks and balls all kinds of varieties. I know how much of a sissy slut you are and I know you will be excited for the treat I have for you. Before we start, I want to dress you up like a filthy slut.

Sissy training

In a mini dress and no panties with knee high stockings and heels. I’m going to show you off and get you on your knees to lick and suck my asshole. I will shove your tongue in my asshole while I play with my clit. I won’t stop until I squirt all over your face. Then I will send you off to go get fucked and used by all the cocks I collected. I want to see your face get fucked and used until it is dripping with cum. It won’t stop there I want your man pussy used and filled up too just like the dirty cum dumpster you love being my good sissy slut. That is why I wanted to give you a treat.  Mistress Gypsy will give you treats when you deserve them.

Sissy girl training with Remi

sissy girl training

Put your pretty thongs on little bitches! Miss Remi’s sissy girl training class is back in session! Today we will be mastering the art of sloppy blowjobs and deepthroat cum shots. I’m going to teach you worthless, little sluts how to trace your name on those giant cocks with your tongue, while cupping and sucking. The first little bitch to gag is going to be my slutty peg piggy later on. Don’t let me catch you choking on that dick or I’m going to stretch your slutty pussy hole wide open. Your sissy classmates are going to watch you cry like a little bitch while you take my big, fat strap-on and gag on my assistant’s fat bbc. I need all my slutty sissies to sit quietly and rub their little whore pussies while I take this call and make a real man cum for me. You sissy whores wouldn’t know about that, but by graduation you will be professional cum dump sluts. Can’t wait to see you in class!

 

Your Mistresses Surpise

mistress phone sexYour dirty mistress has been waiting for your return. While you were away I was out collecting. I was collect balls and cocks by the dozens. All different ages, colors and sizes for you to have fun with. I’ve stopped by parks, bars, and grocery stores! I hope you’ve been preparing for your special session. You’ve been such slut for us that I think you have finally earned a good fucking! Come and crawl over to your mistress and give my pussy a nice orgasm as your final task before your special treat! mistress phone sex

You’re doing such a good job eating this cunt! I think you’ve finally deserved to get all these all the hard daddy cocks in your holes. Take one in your mouth and this little shit hole nice and tight for all twelve dicks to share and pass you around. Start rubbing on your sissy clit for us so we can watch you bust all over while you’re all filled up!

Look At Your Little Button Dick

mistress phone sex

The hesitation in his voice was delightful. I had only asked if he was packing a baby carrot or a little button. Speak up you faggot sissy boy. Let me hear you. Still, he stammered in his words, unable to vocalize exactly what we had going on. Frustrated with his inability to answer I decided to take things into my own hands. I grabbed his dainty wrists and stood him in front of me. I sighed as I started unbuckling his pants. As I pulled them down, I had to laugh. Not only was he wearing a pair of pink nylon panties, but they were wet and smelled of cummies droplets. Geez… what am I going to do with you I asked. He still was unable to communicate intelligently. I pulled his panties down and he whimpered like a scared dog. There beneath his cummies mess was a teeny tiny little button dick. I wasn’t about to get involved in that mess so I told him to dig his hands inside of that mess and clear a path so I can see his clittie. Upon inspection I couldn’t believe such a small thing could make such a big mess. Clean yourself faggot boy and then we will begin. No don’t grab that towel. I want you to use your fingers and lick it all up, then we will start our training.

Big Clit Sissy

My cuckold sissy slut was naked with my friends examining his little dick and asking him how it stayed so small. I like bending him over my knee and spanking his ass while I pull and tug on his little cock trying to stretch it out.

Taboo phone chat

He always begs to fuck me but he knows I won’t let him since he just has a big clit, that is what I call it. But since he has been a good sissy I wanted to surprise him with a hand job by one of my other sissy sluts to put on a show for my friends and I. After I was done pulling on his big clit, I brought my other sissy slut who actually has a nice size cock and made him suck it. His big clit got hard from the taste of cock, I made him be on all fours like a little pup wiggling his ass in enjoyment. I let him get his big clit stroke as my other sissy slut got more excited, I yelled for him to fuck that big clit slut. He shoved his cock deep in his ass with one shove just like I like seeing. Pounded away until he started filling him up that is when I milked that big clit and made sure he oozed all on my hand. He licked it clean and thanked Mistress Gypsy for the great surprise.