Tag: phone dominatrix

Do You Need Sissy Training?

sissy trainingDo you need sissy training? I love sissies. I joke that my home is Sissies R US. I have all the clothes. I have all the toys. I prefer sensual training, but I can be a bad ass bitch when I need to and sometimes when I just want to. I was a professional dominatrix for almost 20 years. Sometimes a guy gets some training when he is not even looking for it. Last night, I had a date. They guy was great on paper. He has a great job. He drives a nice car. He owns his own home plus a beach vacation home. He was not the typical broke ass loser. We had a great date. I was going to fuck him. I love casual sex. Nope. Did not happen. I should have known with the flashy clothes and the expensive sports car he was overcompensating for something. Turns out all the flashy bravado was because of a small dick. He had a micro penis. One of the smallest dicks I have ever seem. I went into mistress phone sex mode. I started spewing small dick humiliation jokes and slams. Seriously, the Ken doll I played with as a schoolgirl had a bigger package. And he thought he could fuck me with that? I am not like most women. I need more than a man with a big wallet. I want the big cock too. I went into my bedroom and got a pair of my pink panties and tossed them to him. He looked perplexed. I told him he was too small for his boxer shorts. He should protect his tiny family jewels. He was still perplexed. He was like we are going to fuck. I slapped his little balls and kicked him to the curb. No way, I told him. I am a sexy bitch who deserves something I can feel. He could get the fuck out or he could stay for femboy training, but I was not fucking a small dick poser. He stayed. Curiosity got the best of him. Now he is my pretty little slave. I am training him to suck cock tonight.

Mistress Jackie Will Own You

mistress phone sex

If you’re here looking for Mistress phone sex, you’re in exactly the right place. Yes, I love sissies, but I also adore talking to and controlling other men, too. If you’re weak, then you’re automatically going to be so much fun for me. I’m into pretty much any kind of domination at times, but I do lean more toward the sensual side of things. But don’t worry – if you need something hardcore like cock and ball torture, I’ll see what I can do to work that into our call.

Humiliation, tease and denial, ruined orgasms…those are just a few of the things that I can and will do with you and to you. Oh, and I do love it when rich old losers spoil me. I’ve drained bank accounts many times before. Well, they drained it for me. I shouldn’t ever have to ask for anything. So, if you’re up for being dominated by the perfect Mistress, then look no further, loser. I hope you’re ready to be owned in every way possible, because that’s what will happen to you. As soon as you hear my voice, you’re going to be addicted to me forever and ever.

 

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!

Teaching Him His Place

forced sissy trainingHe was a regular of mine who loved to fuck my tight wet cunt with his hard cock. I got bored and decided today that he needed to know his place. I was on top of him riding his thick cock so fucking good when my boyfriend came in. He came in with his long hard black cock I grabbed my little cum whore and told him that he is going to learn his place today. I told him to suck my boyfriend’s cock like a good little bitch. He was doing so good, and I decided I could make a lot of fucking money off of my little slut, I called my men over to come and fuck my cum rag while I count their money. They all came in and he got straight to work, he went over and started sucking all of their cocks one by one. I went up while he was sucking one of their cocks and shoved my fingers up his tight little asshole. I stretched his asshole out with my fingers getting him ready for the huge black cock that was about to be shoved in. He was such a good little cum whore and he took all of their cum cleaning off all of their huge fucking cocks.

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.  

Maid Training Mistress

sissy maid training

You probably already know this, but one of the things I love most is when I get to do sissy maid training with a new caller. Now, don’t get me wrong. I love all of my longtime sissy maids. But everyone loves the feeling of something new and I’m no different. Helping a new sissy maid pick out a cute uniform, sexy heels, hair, makeup… that’s just one of the most fun things to do. I love the excitement that brand new sissies have. And so many just love taking care people, so being a maid works very well for them.

Do you want to go with the classic French maid uniform? Or would you like to try some different looks to see what looks best for you? You definitely need the cute little feather duster so you can just prance around in your heels like a dainty little lady. But we all know that you’re going to be used like a nasty slut. You might try to play it off like you don’t like it, but we all know that you do. I hope you’re ready for the very best sissy maid training around!

 

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

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.  

Swallow That Big Load

Domination Phone SexI love making my fucking sissies get on there knees and take the biggest fucking black cock they’ve ever seen. I make them open their mouth while he shoves his big fucking black cock all the way down their throat while I listen to them gag and choke on his cock. I love shoving their head down making them take the whole fucking cock telling them they are worthless fucking whores who deserve to be fucking sissies and take big cocks. I throw them on the bed and hold up their fucking legs and let him stretch out their little sissy shithole for their big fucking cock to fit in. I love to watch them pound into my fucking sissy while they lick their mistress sweet fucking pussy. I love riding my sissies little whore face while they are getting fucked in their tight shithole by a big fucking cock. Telling him to pound my fucking sissy harder and harder while I whip them all over making my fucking sissy cum all over their sissy hand. I love making my nasty fucking sissy bitches lick up their cum and swallow every bit like that cum slut they fucking are.