Category: Mistress phone sex

Unmerry Sissy Mistress Phone Sex

Mistress phone sex

Christmas time mistress phone sex is a bittersweet creamy treat for all of you pathetic losers who don’t have anyone who wants to hang out with you for the holidays except for my sissy sluts.  Sure, nobody in your personal life likes you enough to invite you over for some holiday fun, I get it.  You don’t have to explain to me what it is that makes you a simpering idiot in life, I really don’t care.  You’re here calling me for a hardcore ass fucking from one of my biggest dicked femboys on Christmas day.  You’re a miserable man for one reason or another.  That’s all I need to know.

Where’s your family?  I know you don’t have a girlfriend or anything like that, but where are your parents or grandparents or whatever?  Don’t you have anyone who gives a damn about you who might want to see you today?  Not a dinner with a co-worker’s family or anything?  It’s so sad that your only hope for holiday happiness is one of my beautiful lady’s long, hard penises.  Don’t get me wrong, I don’t mind and she won’t either.  I know I have at least one or two big wanged women who would be happy to gape out your ass gash, that’s what they’re for.  I’m just saying, pretty sad, Bro.

Are you going to cry throughout the entire sphincter stretching session?  I know it doesn’t hurt that much, does the hardcore pounding from a gorgeous he-bitch just help you to release all of the pain you feel inside, or something?  What’s that?  No, it just plain ol’ hurts because that whores cock is the biggest hunk of she ham you’ve ever had lodged up your hairy asshole.  Yeah, that tracks.  Whatever it is, cry it out here, Guy.  This is a safe space for all of your Christmas time woes and your unmerry tears.  Just grit your teeth and take it if she starts giving you too much, you’ll thank her for it. 

 

Sissy Training: Choosing the best heels.

Sissy Training

I just love when my pretty little sissy sluts take a whole new step in their sissy training journey! Allowing me to set up extra special tasks for them, like picking out new heels or pretty skirts! Being a girl, the most important part about feeling totally fabulous is almost definitely how you dress and accessorize yourself. Sometimes it’s hard to find your perfect style or things that would look the best on you. That’s what I’m here for! To help you love your best sissy life being the best little cock sucking whore around. But, being dressed to the nines while doing it!
just the other night I sent my super special sissy on a shopping trip to pick out the absolute best things, making her send me pictures and allowing me to choose exactly what she was purchasing. That’s the beauty of having an online phone mistress. I’m here to help you every step of the way!

Sissy humiliation training

BBC sissy trainerHahaha, Sissalina has the tiniest peenie.. I would call it a clit but after comparing that microscopic little organism to a woman’s clit.. I think we can settle with calling it a nub! I made her tug her maggot in front of me and Marissa while we giggled about how pathetic she was.. That little piggy seemed to be lost.. Watching her tug until she was ready to explode then forcing her to stop and stunting her little orgasm was the funniest thing to watch!

Little cocks like hers do not deserve to squirt haha.. That’s what big black bull cocks are for! If she’s on her best behavior maybe I’ll let her watch that chocolate cock cum deep inside of me.. Then give her the honors of giving me a nice cum clean up. Given that the only thing she is good for is making me laugh.. I felt it would be so selfish not to bring Marissa in on the fun!

Using her as the main serving of entertainment was perfect.. We made her strip down completely naked and humiliated her the entire night… haha, we had her pathetic little dick at our disposal. She was super shy to share her shrimp dick pics with me so I made a pinky promise while having my fingers crossed.. No duh, Loser! Now, everyone on the slut hut will know of your terribly tiny winky…

Reading all of your messages of you begging and pleading with me not to share, made me want to share them even more. If your pathetic peen is good for anything, that’s making me laugh! Now let’s get that maggot in a nice pink bow.. If we are going to be playing dress up, there’s no better way than to glamorize that weenie while we laugh. Loserrrr! Don’t get your Sissy panties in a bunch LOL

Sissy phone sex

Humiliation phone sex with the Best sissy trainer!

mistress phone sex for the holidays

mistress phone sex

If you want mistress phone sex, you will be shelling out to me more than you know. I’m a mistress that enjoys a sissy spoiling her rotten. As I make you my little sissy bitch you make me happy by fulfilling every single wish I have and more. When in doubt, shell out. My motto is simple and if you want to be the best sissy for me, you will do all I ask without hesitation. Show me you’ll do anything to keep a smile on my face and prove that you will make your way by making me your mistress who fucks you over and shows you how to be an infinite cock sucking sissy bitch.

Jingle balls all the way; make sure you stay and play.

Gift Yourself The Best Sissy Trainer!

Best Sissy Trainer

My sweet sissy baby doll, I’m so proud of you for making it through the year and now it’s time to spend a little on yourself for some holiday cheer! I’m ready and waiting to train you in all my slutty mistress ways; you’ll learn how to suck thick hard cock, get fucked and dress like the bimbo that you have been dying to let out. Once I show you how to shop till you drop and make that face look glamorous, you’ll be the hottest slut to get fucked. I’ll make sure you are the prettiest princess at the Christmas ball and by the stroke of midnight you’ll be filled with to the brim with cum! There won’t be a single pair of balls that hasn’t been drained by my sweet sissy slut once you’ve treated yourself to a quality training session with me!

Time to Be a Real Sissy

Phone domination

 

I will not go easy on you. My girls all go to become champion dick suckers and premium cock whores. They can deepthroat a cock so big that you will wonder whether the cock disappears inside of their throats. I will not let any sissies leave my sissy academy without their outfits perfect, their cock game on par and their minds ready to serve. You are a cock-hungry faggot ready to gobble up any cock in sight. What exactly will you do when you come in contact with one? Choke and tear up after a few inches enter you? Will you cry out in pain when he barely puts the tip in? Will you stumble all over your cheap heels when he’s done with you, looking like a clown as you walk down the street? That is why you need to be trained by the best. When you walk down the street, the men will stare and want a piece of your ass. If there was a medal for taking cock, you would take gold. You will be the perfect sissy slut as you do not whine or cry, but let those men use you like the cock slut that you are. I will train you, dominate you and you will become the perfect sissy. 

Sweet Sissy Boy

Best Sissy Trainer

This best sissy trainer has some big plans for you! I love tying you up like the little piggy that you are! I have you dressed in your slutty and sexy clothes baby! You have your ass hole stretched out with a dildo. I have a few big black nigger cocks ready for you to be played with. I have you on your hands and knees ready to take them in your tight fucking shit hole. I let them come in and on gets on his knees and tells you to open your whore mouth. You do as he says, and he uses that fucking throat to thrust his hips into to! Don’t worry baby there’s plenty more to come!

Sissy Panties For Santa Claus

Even Jolly Ole Saint Nick has his secrets and kinks and wears Sissy panties. We all know that Santa Claus is completely fictional and is all about a good time. So my local Mall Santa is really completely naughty in his love of a good time. I paid Santa a Visit and sat on his lap. And I whispered in Santa’s ear that I know what he has on under that red suit of his. With this little tease I made Santa turn red.

You see I caught a Glimpse of Santa getting into his Jolly red suit. I saw that Santa was sporting an extra sexy white lacey panties. When I sat on Santa’s lap to let him know what I knew, there was more to it still. I may have been dressed as Santa’s helper as I do for charity every year. In the back dressing room I caught a glimpse of Santa and his panties. But that wasn’t all Santa was also wearing pantyhose. 

I whispered that I knew my big man Santa Claus was really a little crossdressing sissy and if he didn’t come to me for proper training I would out Santa and make all the Elves pump in his bottom. The thing is, the Elves all had big black cocks. So training is underway on the Day after Christmas so Santa can be the best BBC cock sucker there is in his pretty lingerie playing the role of a Ho ho Hoe.

Sissy Panties

A different type of Forced feminization

Forced feminizationA different type of Forced feminization for Shelby the sissy. A little back story is in order for this one. When Sissy was young his father remarried a dominant woman. Shelby’s step mother was quick to see the feminine qualities. She was also keeping tabs on her panty hose. Because she just has a feeling that Shelby was stealing wearing his stepmother’s panty-hose.

My favorite exciting story is when she said she’ll be up with a nice pair of pantyhose she left laying out. Step mommy pretends to leave the house. I cant believe she waited to the exact moment she knew she would catch sissy Shelby in her pantyhose. Talk about embarrassed! Oh, poor Shelby was busted in the act!! There’s something about the step mommy that I found incredibly sexy.

She said guidelines for this feminine boy who was a sissy from birth to wear her pantyhose discreetly. He wasn’t jacking off in them yet and she knew his father was a harsh conservative man. So she let him sneak all through his growing up with her panties and pantyhose. The rules would change as he got older and Shelby would become a man who secretly wore pantyhose at his stepmother’s house no matter what woman he dated.
Things changed when Shelby got married and the step mother forced a woman on him that she saw the dominance laying dormant in. And now after years of hiding the pantyhose fetish Shelby’s wife and his stepmother are both fighting over his feminine ass.
Things recently have gotten so out of control that Shelby now has a black boyfriend he shares with his wife. The boyfriend who is extremely generous and doting is also sprung over Shelby!
There’s so much more layers to my BBC sissy trainer stories. 
I’m sure everyone will hear more Sissy becomes a 24/7 sissy maid pulled between his step mommy, wife and BBC! Stay tuned my sissy freaks! Sissy Shelby has been in panty hose since he was a boy. Thank you sexy step mom. So many stories going back on a sissy from birth.

I needed to remind my sissy about all her Sissy maid training she needs

I needed to show my old sissy bitch who was in charge she had not come over for a while and she was overdue for some Sissy maid training. As soon as she came in, I got her on her knees. My shoes all needed cleaning and I wanted her to use her tongue. She did so good and cleaned every pair, she just needed to clean the ones on my feet. When she opened her mouth, I shoved my heel down her throat making her choke like a sissy bitch does on a dick. I told my sissy bitch to suck it like she was trying to get a nut out and that is what she did to my heels. When they were clean, I bent my sissy over my knee and gave her some hard spankings with my paddle. She thanked me and begged me for more. I liked hearing her beg it told me she knew what she was missing. I stood up and told her to bend over as I was putting my biggest strap-on on. i knew my sissy could hear what i was doing and I saw her clitty twitch in her panties. I moved her Sissy panties to the side and rammed my cock deep in my sissy bitch’s pussy. I fucked her hard and raw making sure I was going to leave this sissy slut sore. When I was done, I saw all the gooey mess on the ground from my sissy enjoying the pounding I gave her. I made sure the cum mess from her sissy clit was cleaned up before I sent her home.

sissy maid training