Tag: Taboo phone chat

New Young Sissy Toy To Train

The prettiest teen sissy slut stumbled onto my feet recently. I saw her walking down the street like a lost puppy. I told her that I like her pretty pink shoes and that only a good little slut wears shoes like that. I invited her to my place for a good sissy slut training. By the looks of her I could tell her sweet boy pussy was trained well. I made her undress down to her cute pussy pink  Sissy panties and only heels on. I asked her about her training history but it sounded like she only had been fucked before. I told her how I am a strict mistress and I better have any mess I have made cleaned up right away. I told her she came at the right time I had just had a really good fuck session that made my cunt dripping and full of hot gooey jizz. He got on his knees and licked my dirty cunt. With every dig of his tongue in my gooey pussy he pulled cum and juices into his mouth being a good slut cleaning me up.

Sissy slave training

When she was done I have her give my house a spring cleaning before I would fuck her with my strap on toy.

Breeding My Sissy Slut’s Man Pussy

I was going to get my sissy slut pregnant today! I had forced her into some feminization trying and this wad part of it. She learned how to suck big black cock until all the nut came out and now she was going to use that sweet man pussy of hers to milk my new boyfriends big black fat dick. I wanted to see her filled up by so much nut she would be pregnant by the end of the night. She wore some White lace panties and bralette set with matching stockings and high heels.

Forced feminization

My boyfriend loves slapping his cock against a sissy whore letting them know that they are only made to suck cock and get fucked. I pushed my sissy whore on to her knees guiding my boyfriends fat cock into her slutty mouth that was already watering thinking about the taste of cock. I played with my cunt as I watched a black bull face fucking my sissy. I was ready I wanted to see my sissy slave get fucked and filled up I yelled for my boyfriend to fuck her whore cunt and he pulled her panties to the side and slammed his BBC into my sissy whore. That drove me over the top and I came all over my fingers I shoved into my sissies mouth so she can clean all my juices off of them while she got used to milk a big black dick. 

Stepbrother Forced Sissy Training

I walked in on my stepbrother after he hopped out the shower and I saw how little his white dick was. I started laughing at him pointing at his big clit. I walked up to him, pulled my panties from the hamper, telling him he will dress as a bitch because that is what he is. Being a girl is fun i told him you get fucked and filled up. I stroked his little dick trying to get pre-cum out and when he started leaking, I wiped some with my fingers into his mouth making him lick my fingers clean. “Oh yes a good sissy bitch knows how to clean a cummy mess”. I knew my boyfriend and his big black cock were coming over so i made it clear to my sissy white stepbrother that he is my bitch toy to us as i want and to not say a word. I blind folded my boyfriend and walked him into my room.

Forced sissy training

There I pulled his big black cock and grabbed my stepbrother’s head and pushed it down, making him suck his BBC. My boyfriend called him a good cock sucker and slut. Then i bent him over and told my boyfriend to fuck me. I guided his cock into my stepbrother’s asshole. I played with my cunt as my forced stepbrother was getting fucked and filled up by my BBC boyfriend and it made me so very horny.

How Will You Serve Mistress Raine?

Mistress Phone Sex

My sissies love making their Mistress Raine cum hard hearing about all the cocks they have taken! It’s no secret that my sissies are the best cum sluts out there, they fuck with the intention of telling me all about it. They love hearing the happiness in my voice when I tell them they drained those balls exactly as I would have. My sissies are completely devoted to being obscene cum dumpsters on a mission to take as many cocks as they can before their holes are all fucked out. My sissies love sending me pictures and even videos of them sucking a taking cock in their tight little boy pussies. If you think you have what it takes to serve me and be one of my very fuckable sissy sluts, Call me!

Femboy Trainer Jackie

femboy training

If you’re in dire need of femboy training, then I am just the Mistress for you. I love nothing more than helping boys just like you transform into the most gorgeous femboy slut you’ve ever seen in your life. Sure, you can be a sissy and just kind of do it haphazardly, but that’s not what you really want, is it? You want to be the very best version of yourself and if you stick with me, that’s exactly what you’ll be. Everyone will be in awe of your beauty and transformation, and that’s when you’re going to start getting cock.

So, until your training to be a femboy is complete, you don’t need to worry about dick. You will get it in due time, but that time is not right now. We’ll be talking about how to turn you into the prettiest sissy in your town. Hair appointments, waxing appointments (this one is super important), manicures and pedicures, lingerie, and shoe shopping – all of that and then some is in your future. Are you ready to be fully feminized by a woman who knows exactly what she’s doing? Then book a session now for your Cinderella moment!

Breaking In New Pretty Little Sissy Bitch

I have a new pretty little sissy bitch since my perfect sissy has strayed and I wanted to show my new one how to be.

Sissy slave training

I bought the biggest two-sided dildo I could find. I bought some new sissy panties and bralette set with matching stockings. When my sissy walked in, she got naked right away I love watching her little clitty in between her legs excited to see me. I turned her around and spanked her ass and made her tell me who she belongs to. She got dressed in 6-inch heels and crawled to me. I spread my legs so my sissy slut could lick my cunt and get it wet for the strap on dildo I had for us. She did as she was asked and when I put it on, she was bent over spread open showing me that man pussy. As I pushed my strap-on deep in my new pretty little sissy the other side went deeper in my cunt. I started fucking her hard and deep making sure I used her so I can cum hard. I didn’t stop until I felt my body tense up, I started cumming hard. I pulled out of her now gappy man pussy and told her to stay that way until I was ready for more.  

dick breath

 

Are you craving chocolate honey, aren’t you? Something big and juicy won’t fit, but you will beg to make it work, huh? Don’t lie. You know you want the mark to fuck your ass pussy. Don’t get your panties all wet, and you sissy cum fuck. There are some rules to fluffing because that’s what you will be ultimate. Mark wants no part of your sissy cock. Instead, he wants you to prep him up by sucking his cock and being the vacuum.

What do you think a vacuum is…. I’ll wait. Hmmm, still doesn’t come to your sissy mind? Maybe it’s cause you keep staring at Mark’s big cock! Now you stop it right now. You better listen to me give you some humiliation phone sex to pass the test. A fluffer is a pregame and endgame. You should be happy you start something and clean it up like a vacuum. Enjoy your dick breath bitch!

Humiliation phone sex

Taboo Sissy Phone Chat

taboo phone chat

I just had the most taboo phone chat with one of you little dick sissies. This slut spent 45 minutes begging mistress to fuck him in the ass with the biggest strap-on that I own. I asked if she was sure because the biggest Mistress Heaven owns is 16 inches long and thick as fuck. This BBC will stretch your shit hole open so wide that your ass will be gaping hole for at least a week! I thought that would scare her but she reached in her bag and pulled out an adult diaper. This sissy wanted mistress to make her into an adult baby! This was some uncategorized shit but I still did it! I love fucking a tight hole until its loose. I must admit, I loved having a little sissy baby! I dressed her up in cute little dresses and nursed her while I rubbed my clit. Her mouth around my tits made my pussy tingle! After I gave that sissy some grade A cock I put her diaper on and carried her around like a little baby until she fell asleep in my arms. So cute! 

Sissy Slut Earned His Punishment

Nothing better than a mistress that knows how to punish you in the best way you love. I know how to put you in your place. My sissy maid hoe that is all you are. If you forget to clean something right or you don’t milk my BBC bull friends right, I will bend you over my knees and give you a sissy slut spanking. I won’t stop until your ass is red and swollen.

Mistress phone sex

That is when I will put my big strap-on on and fuck you hard, showing you who you serve and who you belong to. You little clitty leaks all over my hand when I touch your chastity belt. I don’t stop until I make you scream who you belong to. Hearing you say you belong to me and having the end of the strap rubbing on my clit as I fuck you, I don’t wait, and I pull out and spray you all over with my cunt juices. When I am done you right away get to cleaning my mess with your mouth like I like, and I know my punishment worked.  

Mistress Raine Is Proud Of YOU!

BBC Sissy Trainer

When I hear my little sissies squirt all over themselves from our calls it makes my kitty purr! I love talking dirty with my sissy sluts all night long! I love hearing about all the perverted things my sissies like to do like sucking cock at gangbangs and getting cum dumped like whores. When my sissies tell me about all the cock they have taken or even the cocks they dream about my little pussy gets so wet. Mistress Raine craves all those sissy slut stories and likes hearing about anything filthy that her sluts get up to while they are out in the world of cock. If you have a slutty story you need to tell me, give me a call and I’ll tell you how proud I am of your slutty sissy behavior!