Category: Humiliation phone sex

Sissy Trainer Diana Seeking Loyal Sissies

Hi baby girl I know you need a Sissy mama that can train you well. I am Sissy trainer Diana and I happen to have availability for some new trainees to join me and be of service. Maybe you have a desire to be a cock sucking sissy girl and are still timid. You are hopefully already wearing those sexy girly panties that make your penis feel good. It’s ok if not we can get you there.

With a little dedication and training that penis will slowly shrink into a sissy clitty and things will get more interesting. Your task before calling me is to purchase a dildo that you are comfortable to start with. This will be for those pretty lips of yours to wrap around as you gain your cock sucking skills.

I also will require my sissy trainees that want to train for cock to purchase a buttplug. This is essential and one that you can pump and expand is a nice way to train if you want big cock. However any buttplug that calls to my sissy will do fine, after all we are just starting. This will do for now and I expect you to have those things when you call me.

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Forced sissy training with Remi

forced sissy training

I had the best time at my family’s Easter dinner last weekend. I got my sister to help me distract my parents so that I could use my brother for some forced sissy training fun. I have lots of pictures and videos of him in my mom’s panties and he definitely doesn’t want anyone seeing those! He knows that he better do whatever I tell him to. I took him to our mom’s room and made him find a pair of her dirty panties to wear for me. I made that little bitch get on his knees and deepthroat my big strap-on like a good slut. I made him rub his clittie and tell me how bad he wanted a fat dick in his cum hole. I even made him straddle me, look me in the eye and tell me what a faggy, little cum whore he is while he was riding me! Of course, I took plenty of new pictures to blackmail him with later.

 

Dildo Heel Fucking And Sissy Maid Training

I had a long holiday of fucking, and my sweet cunt was sore, tired and full of thick nut. My sissy maid training has taught my Femboy when mistress has a mess, he must clean it up. He started with bending over and showing me the sissy panties, I had picked for her to wear.

Sissy maid training

I spanked her sissy ass leaving my handprint right on it. I sat down and right away my sissy started licking my heels clean making sure to have them shining. My sissy made knew what to do next when I spread my legs open. She started lapping my dirty cum filled cunt. She made sure to scoop out any nut that was in me and didn’t stop until I was all clean. By then I was ready, and I pulled my dildo heels and have my sissy get in to position. I angled my heel right on the entrance of her man pussy. I started pushing until it popped right in. I started kicking my heel deep inside you back and forth making your little clitty leak. You beg for mistress to let you release but I made you hold it for a bit longer until finally I let you make a new mess for you to clean up and let you cum on the floor.  

Sissy Tiffy

 

Femboy trainingI met a sissy that may make your itty bitty clittys jealous! Tiffany is a new sissy that absolutely makes my cunt drip! She is the type of sissy that the all American type when she isn’t dressed up in pretty little outfits for her Goddess. Seeing her strong arms and chiseled legs in thigh highs and tanks tops really makes me want to fuck her all night long. If I could, I would cum deep in her belly just to show her how much she turns me on. The most i can do is fill her man pussy with my squirt.  She’s a size queen that isn’t afraid to take a big throbbing cock in her juicy tight man pussy so I know my strappy will make her very happy. What makes Tiffany different than you other little sissies the fact that she has a sizeable cock that can make a woman happy! None the less, she still won’t get a piece of this pussy. The most I can do is let her have fun with my prized possession, Tyrell. As you all may know, I keep this big dick buck for my own enjoyment. However, I would love to see Tiffany take every last inch of his pulsing cock until their balls clack together! Tyrell loves a little femboy that can take all 11 of his throbbing inches.  Tiffany might be my new favorite girl if she is able to take that dick and suck my strap at the same time! Let’s see how far I can stretch that size queen’s cunt.

Prepare Your Man Pussy

Best Sissy Trainer

Using you as my pretty fuck boy is always hot fun for my mistress cunt! Listen, when I say fuck boy I do not mean you get bitches, you are a part of the bitches! You are ready, right? Put those panties on now! The red pair with the bows and do not forget those heels! You know I love to fuck you with them ahaha! Bend over bitch boy. Spread those faggot ass cheeks and let us all see your pathetic man pussy. Open your mouth and suck on my heel bitch. All seven inches of it need to be wet so I can fuck your asshole with my heel while all my big black cock friends watch and get ready to fuck you next! There, spread wide. I love seeing your face in that mirror as I push into you with my foot!

Bottom Feeder

sissy pantiesSissy Jay is a bottom feeder who enjoys jacking off in his sissy panties! Now Jay is what you call an ass eater fairy fag! Or at least that’s what I call him! I never have had my ass so worshiped as I do when Jay needs to eat my brown eye!  I love when he begs to clean my ass out with his tongue in hopes that I will squirt my previous lovers cum in his whore ass mouth! Is it really Easter if you haven’t savored your mistresses milk chocolate back door fuck hole and extracted soft yummy cum center like a Cadbury creme egg! I will gladly sit this ass on his face and use sissy Jay like a fucking cum dumpster, cum eating sissy queen that he is! Humiliation phone sex is what drives A subby sissy slut to cum in satin panties thinking of my creamy ass hole!  I hope your a bottom feeder who thrives on ass sex! Eating ass, and lets not forget getting fucked in the ass pussy for me! Cum out, cum out sissy whore! Dress in your Easter best for your Mistress and bring you extra large dildos and Butt plugs to play! 

BBC and Spankings For Mistress

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He likes when I call him daddy as he stuffs my sweet slice  of chocolate pie! When Mistress is taking a break from whipping sissys into shape I am getting my pussy stretched by a BBC. Black dick is worthy of praise so I do not even try to dominate over a black king! One of my favorite cock holders has the longest black anaconda I have ever seen. He loves how I dominate over white sissys and he makes it clear that he is not one of them. While he has be bent over with my tight black ass in the air he gives me good spanking and makes me call him master. “you submit to ME!” he exclaims as he slaps my booty. I feel his big hands slap my exposed pussy and yell, “yes daddy!” “say it again” he demands as I whimper and respond with another, “ yes daddyyy!” . His spankings feel so good that my flower began to bloom. Just when I thought my pussy couldn’t get any wider he begins to finger me while he continues to hit my jiggly ass cheeks! Daddy spanked me until my juices ran down all over his lap. After that, he took his huge fucking pole and made it disappear in my hole. I love getting fucked by a real man! My pussy dripped all over is massive black balls as he plows into my tightness. He loves how my pussy grips his throbbing member! I bet you sissys are drooling at the thought of watching me being filled with BBC, arent you? Too bad! Daddy only likes black queens.  If you’re extra obedient, i’ll let you lick his cum from my cream filled cunt. If daddy is feeling up to it, maybe he’ll let let you do it clean my cream off his cock too!  

Takin’ A Break With My Besty

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Being a sissy submitting, clitty corralling, mayhem craving mistress can really take it out of a gal.  Sometimes I need to take a break from being a total bitch to all of the frilly little panty boys in my lengthy sissy lineup and put Mistress K on the shelf for a couple of days.  I recharge my ball busting batteries with a tender twat pleasing prick provided by my longtime friend, Luke.

We’ve been super close since high school, always hanging out in the same friend group and getting into trouble together.  Though we were never an official couple, we’ve been boning for a long time now, so now that we’re adults we count on each other for a stress relieving love making session every month or so just to decompress.

He always shows up with a grab bag of alcohol, a couple of different kinds of pot and a list of movies to watch or songs to listen to while we play around with each other.  His dick is a superb seven inches, not too big, not too small, just right for my little goldilocks of a gash.  He effortlessly brings me to orgasm, knows exactly what my exhausted cunt needs to get off whether he’s using his fingers, tongue or that perfect prick of his.

Luke is my best guy friend ever, I can always count on him to get creamy with me while I take a much needed siesta.  Every one of my fucked up femboys need to thank him for giving me the energy to deal with their dramatic bullshit.  In fact, I should make them thank him in person.  He’ll like that.

 

Sissy Slushy

forced feminization

You think you’re a tough guy don’t you? Yet here you are on my page wondering what you can do for a chance to drink my special sissy slushy. That’s what I call my explosive stream of squirt juice when a good sissy has overjoyed me. Since you are under the impression that you were so big and bad, I’m going to strip you down and make you get on your fucking hands and knees. I will use you as an ottoman as I shop for dainty little outfits to put your sweet ass in! As I find something that flatters your figure, I will be using my big toe to apply pressure to that man pussy of yours. Whether you like it or not you will get that ass plugged! I like my girlies to squirm the first few times they feel what a real Mistress imposes upon a sissy that needs to be trained. You came in here wearing a flannel and dirty jeans trying to look rugged and tough, but you will leave here wearing a pussy pink skirt and a baby blue halter top. I’d also like for you to wear some clear heels to make your ass look good as you walk. You are going to walk with some extra pep because my diamond studded ass plug is planted in your man pussy while you strut around for me. Do not think I am going to go easy on you just because you’re new. I’m going to forcefully feminize you and you are going to love every second of it!

Best Sissy Trainer For Serious Cock Whores

Serious cock whores seek the best sissy trainer like me to assist them with their journey. Being a good cock whore takes a lot of work and dedication. You will know if you are a cock whore. It’s everything you crave and fixate on. Cock, big black cock, any cock bigger the better cock… it’s all about dick.

Cum slut, faggot, sissy bitch… are all names I may call you during our training. I am not going to be politically correct so if your a delicate little bitch with your panties in a knot… well you best look elsewhere. When you are under my control you are a bitch. A pathetic little clit fuckboi. Embrace it or get out. There is no place for little whiny wimps in my world. I train cock whores to embrace and dress for that big black dick.

Best Sissy Trainer