Category: Sissy phone chat

Femboy training with you is always so damn cute!

 Femboy trainingIn that frilly dress you bought for yourself for Femboy training at my beck and call, I can’t help but let the words “pretty” escape my mouth. It looks good on you, it’s so shiny in the midday light and the way it covers your shaven legs juuuust enough to tempt me but not enough to be boring, really highlights the entire look. Those heels look good on you, and the bow I picked out contrasts so nicely that I find myself realizing I’m really looking at a girl. We’ve done it, you’re a girl now, at least for right now. I casually adjust the bow a little atop your head, shifting it every so slightly to the side in an effort to really bring out your Sissy girl training. I brush your hair just right so that the part covers your eyes ever so slightly, and the rest frames your cute face. That little blush of yours feels so good to look at, a little added makeup doesn’t hurt though so I’m sure to go at you just a little. You don’t need that much, you’re a natural, and looking at you makes me feel really good. I did it, I made a girl today. I ask you to spin around for me and show me the back, and when you do I grab your shoulders and hold you still. “Just like this.” I giggle, lifting that skirt of yours, and revealing those pretty pink Sissy panties I had you buy. They’re so cuuuute! It’s a shame to slide them down your ass, but I do, because the real reason I had you turn your back is revealed a moment later when I slip a nice dildo into your asshole. You cry out at first, but I whisper soothing promises into your ear. Reminders like “pretty girls don’t complain” and “you’ll love it soon enough.”

Oop, that’s all the time we have. You’ll call me and hear the rest, right? You cutie slut.

Sissy phone chat with Miss Remi

sissy phone chat

My favorite sissy phone chat slut hit me up the other night and told me a story that made my pussy wet instantly! I can’t stop thinking about her on her knees, getting those sexy nylons soaked in drips of cum while 6 guys were taking turns using her. She ran to a shady part of town to grab some party powder and ended up being used as a trap house, gangbang bitch! By the time she hit me up, it was first thing in the morning and her pussy was worn out and destroyed from those massive bbcs. I took it easy on her this time and didn’t make her ride her thick 12 inch dildo while we chatted. I knew that her whore pussy couldn’t handle anymore but I was playing with my cunnie the whole time we talked. I just couldn’t stop fantasizing about coming over and being lucky number 7 that got to pull her panties to the side and pump her perfect pussy! It’s still all I can think about! I can’t wait to have fun with my slut again!

 

Domination phone sex is better when there’s embers

Domination phone sex“I’m going to make you cum until you kneel.” I giggled, knowing damn well the Domination phone sex would go on and on until I won no matter what he tried. Squeezing him, egging him on to waste his energy pumping into my tits despite my encouraging threat. He’d give his life to me, become mine, it was only a matter of playing my game until he was broken and ready to be rebuilt. “I won’t lose, you don’t have it in you to even try to resist far enough to stand a chance. Maybe you should just kneel now, I promise I’ll make it worth it.” I licked my lips at the thought, stuffing his cock in my cloudy dreams, squeezing them together and salivating on the tip and my mounds. A good Sissy phone game titfuck requires a wet, slippery slope with which to climb, bang, and fall only to be picked back up and fucked. My tits are just the right size for it to perk out quite a bit and give me space to breath hots breaths and salacious thoughts on. He was a pretty well-endowed guy, exactly the kind of man I like to break. I’ll convince him it’s small, that no one else would ever want him. I’ll shatter his ego and reconstruct him into the perfect slut under my domain. He doesn’t need to know anything except what comes out of my mouth, that’s a good little sissy bitch that knows his newly founded place as a her. It’s not always like this, though I do really enjoy breaking a man myself, sometimes I have other sissy whores do it for me, show off my handiwork and shatter a masculine identity to the core by showing off what they once were, and what they are now, at the same time. Give into me, and my Sissy training.

Femboy Training with Me Takes You From Man to Girl

femoboy trainingI love femboy training. It is getting colder weather, so I cannot dress my sissies in as revealing clothes, but I can make them look perfect for sweater weather season. I have this one sissy who wants to be a trans girl like my twin sons. I have been working with her all summer. Her hair is now long and thick. She has some little boobies budding. Her body is softer and curvier. I waxed all the hair from her body too, even waxed her cockette. And with me doing her makeup and clothes, she was ready for her big debut as a trans girl. She wanted to see if she could pass in a normal setting, so we went to a Pumpkin Patch first. I had her in tight jeans, and a cute sweater. Put her in an old padded bra of mine to give her more curves. We just mingled with people at the pumpkin patch. My boys were with us. They were dressed too in their cute fall outfits.  The pumpkin patch was fun, but not how we wanted to end the night. I took my boys back home, and my trans sissy gurl and I went to a glory hole to practice her cock sucking skills. I am the best sissy trainer for trans girls. I can not only help them look like a girl, but I can also help them fuck like a girl. This glory hole I frequent is perfect for sissies to get some cock sucking experience. After she swallowed a bout a gallon of jizz, she wanted to pop her pussy cherry. Her sweet little backdoor cherry was ready too. I knocked on the wall, and over came a big burly man. He put my sissy on all fours, yanked her jeans off and fucked her from behind. I do not think he had any clue he was fucking a pretty sissy bitch. My client moaned, but she took that huge cock and huge load like a champion. My sissy training time with her is not over yet, but she is ready to live her life as a girl now under my continued tutelage.

Humiliation phone sex

Humiliation phone sex

When you meet me for dinner I yell at you and call you a weak pussy. by the time we make it home you want to talk a smack you across the face telling you to shut up and get in the house it’s time for you to get to work. we walk inside and I tell you to get on all 4 and crawl to the room. when we get to the room I grab you by the balls and drag you around the room with your dick being your leash. I stop you by the bedsit down and open my legs telling you I see you are thirsty now lick up all the juicy pussy. while you are down there I squeeze my legs so tight cutting off your air when you come back I am laughing telling you how you are not a man you are a sissy boy that just can’t handle it. I take out my dildo and sick it down your throat and tell you to take it all like the good little girl you are. When your having Humiliation phone sex with me you will leave crying

fuck you sissies

domination phone sex

One thing that gets me heated is a sissy that disobeys. I’m all for discipline and enjoy domination phone sex. The main reason I became a sissy head trainer was to inflict pain on these sissies so they could eventually become better sissies and graduate.

When you know you have a sissy around you, you have to be dominant to ensure they can take plenty of cocks and build up their gag reflexes. I love pimping a sissy out and using them to gain everything I want.

My latest sissy has quite the beach house overseeing the Caribbean beaches. As I used his beach house,, I made him learn that the sissy would always be a bottom bitch by having a lesson with a BBC 10 inches big.

As soon as I made that sissy get it,, he was begging for mercy.

Sissy phone chat with Miss Remi

sissy phone chat

 

I found the hottest slut to have kinky sissy phone chat fun with! She destroys her whore hole with a giant dildo while we talk dirty to each other. We chat about her obsession with bbc and how much she loves taking massive cum loads and it makes my little pussy so wet! She’s also the most kinky cuck slut I could ever ask for, dressing up in silky, sexy pantyhose and licking cum from my hot pussy. I wish I had more sissy sluts like her, that are willing to switch between being my cum loving cuck whore to a hot, slutty sissy that takes the biggest dicks ever! If you’re the same type of cum obsessed slut that we are, then I’m going to have so much fun with you. If you’re not then no worries baby, I will train you to be just like my favorite slut!

Designing Your Femme Look

Sissy phone

Choosing a femme look can be a real struggle when exploring your sissy side. You see pictures all over the internet, in magazines, lingerie stores you visit of these cute outfits, and looks. But which one actually fits your girlie personality? First off nail down are you slut? Are you a glam princess, or are you two-cent hooker bimbo trash? Then think of the colors that suit you best, and be colorful. Don’t worry about your size or hiding masculine features all that can come later. When first buying new clothes, and make-up you want to get options that relate to you. So you can feel safe, and secure in your exploration into your new sissy lifestyle. Being daring, and experimenting. Don’t play safe and go strictly into pink cause it’s “girlie” play with neon, and pastels, feel satin and lace together on your skin.

Learn to fluff

forced feminization

I’m for forced feminization. It truly makes a lot of sense to become a strict mistress. I’ve executed all my plans and made sure to have some fun. Oh boy, did I have some fun? I looked uber hot with my leather skirt and booby shirt. My slave sissy slut followed me around like a puppy and did as I said. I do love to have a personal sissy assistant. It’s an honor to go out with me, the best sissy preparer. I’m a trainer that gets the job done and shows you how to become the ultimate sissy. I create stars. My prodigies all become well-known socialites throughout sunny California, nationwide, and some globally. I’m so beyond happy to be able to use these sissies and show them their potential. As I got dressed up for the club, I made sure my sissy assistant understood that she would be the fluffer and also be made to swallow all the cum in my nightcap. A good sissy knows that a drained cock will leave a mess, and she shall enjoy the fruits of those labors.

Happy spooky season sissies

Okay, it is not quite Halloween yet, but a girl can prepare, right?! Well, I do that and much more! I’m the scream queen herself, the bonafide Halloween Queen turning sissies out.

I’m quite the spirit person when it comes to the spooky season. It’s one of the most acceptable times to wear girl outfits, so you know sissies love it. Why would you have to explain your cross-dressing ways at a Halloween theme party? You don’t think that’s why this season is one where many sissies experience and awaken, and I am happy to help you through those throughout your sissy phone sessions with me.

I’m looking forward to getting you all prepared for what’s to come. Every year from the first week of September till mid-November, I throw Halloween extravaganzas where I invite all the sissies I know and many I’ve trained firsthand and get them to enjoy the festivities.

There are plenty of cocks to go around, not to mention many home videos to be made. We live in an uber digital age, and whatever you do is caught on film! Momma here loves to blackmail, alright.