Category: Sissy phone sex

Sissy was a whore for Valentine’s Day

sissy phone sexI made sissy a whore for Valentine’s Day, I dressed her up in a sexy red dress and black heels and put her out on the street corner looking for johns. I made her ask every single car that stopped if they wanted to party and trust me, little sissy was kept very busy all day long. She was all excited seeing all the money she was making but I nipped that shit right in the bud. All the money she ever makes belongs to me and I made sure to take every penny from her. She was sad at first but I reminded her that I was her Mistress and it was Valentine’s Day so I deserved every penny. She was too busy sucking those huge black cocks to really disagree with me and besides, this whore would suck dick for free anyway so why does she think she needs to be paid for it now??

Brandie’s Valentine Present

Sissy PantiesSo, as a special treat for my sissy slut Brandie I ordered the best Valentine’s Day present. She has been so naughty lately. Unable to keep her hands off her little cunnie even though she has been reminded time and time again that it does not belong to her and she can not play with it without asking. We have paddled that little clitty and taken away her shemanle porn. Nothing has seemed to work. Her last act of defiance was when she left all her little cummies and refused to clean them up. So, I ordered a cute little pink cock cage for her cunnie. I also got a pretty pair of panties and a little dog tag to attach to the cage that says sissy slut. I got it all together and wrapped it so cute and asked Brandie to come down and open it. She pulled the panties out first and was so happy, she loved the dog tag and the matching bracelet too. But the cock cage did not excite her very much. I made her come over and I put her little clitty tightly in the cage and locked it up. She looked adorable in it. Next, we put on the panties and she looked even cuter. I didn’t want to keep this cuteness all to myself, so we had some friends over and had Brandie model her new gear. We all laughed and laughed at her cock cage. We then had her stand and watch as we sucked on some BBC and didn’t even let her clean them up. The cock cage kept her clitty from getting hard and I could tell she was uncomfortable. And just to make her more uncomfortable I had her watch while I took BBC after BBC right in my sweet, juicy bald pussy as shemale porn played in the background. When we were finished, we pulled down her panties and there were little drops coming from that cage. It was priceless so we took a picture. What do you think? Isn’t she cute?

Sissy Slave Training

sissy slave trainingI love sissy slave training my sissies. I have a few prized pupils. Some are married and must be very discreet with their sissy duties. Others are free to be the best sissy they can be. And a few are single but can only practice from the safety of their home because of stigma. They have jobs or parents that just wouldn’t understand. Breaks my heart when a sissy can’t be who she was born to be outside her home. I have two sissy boys. I knew when they were young what their true nature was. I didn’t guide them to be sissies. I let them explore their sexual identities. And those identities involved wearing mommy’s panties, playing with her make-up and sucking on her dildos. I’d buy them gender appropriate toys and they would play with their big sister’s old Barbie dolls instead. I stopped buying them boy things by the time they started school.  They are still in school, but they go to an arts school. Its LBGQT friendly. They can be themselves. The younger generation gets it. They don’t judge. For you older sissies, the best sissy trainer is a mommy who understands you can’t always be out sucking cock or going to stores and buying lingerie for yourself. I wish you could be like my sons, but I understand different generation and different situations. Regardless if you can go out and get cock and toys like my precious Bambi or you have to stay in the closet like Mickey, this sissy boy mommy wants to help you make the best of sissydom.

Timothy Exposed

Best Sissy Trainer

I’m a bad ass Mistress and the Best Sissy Trainer for BBC cock sucking faggots. I have this little Sissy faggot cock sucking slave that needs to be exposed. I want all you horny mother fuckers to call my little Sissy Faggot up and make her your anal cum dumpster cock sucker. Use my slave like the little whore bag she is. Little miss Timothy wants to be exposed and wants me to post her slutty faggot whore line here so she can dress like a sissy whore and wait for you in her bed. She used to take craigslist ads out while her wife was at work. Timothy the cum dumpster would dress in his wives clothes and be a sissy for any cock. She loved to fuck in their bed and have cum dripping out of that cum dumpster. Let’s make that little sissy earn her keep for me. Call sissy faggot Timothy for a good time.

Stevie gets her Clitty Spanked

Sissy Girl TrainingYou see those nice acrylic high heels I am wearing? And those short shorts and cut off tank top? Those are things that my sissy Stevie begs to wear. But Stevie has been a bad girl. She has become quite the little slut and can’t get enough of pounding her little man pussy with her big black dildo. Normally that would not be a problem, but Stevie leaves her little clitty messes all over the place and never cleans them up. So today I decided that Stevie was going to learn to clean up all her little cunnies and as a reward she could wear this outfit of mine she so longs to wear. We started by removing her butt plug and inserting a remote-control dildo, that will vibrate whenever I press the button. Stevie put on some satin panties and we sat down to watch her favorite shemale porn. Less than 5 minutes in and she had already made a mess. I ordered her to clean it up and she back talked. I pulled those panties down and smacked that clitty with a wooden spoon a few times and told her I would continue until she cleaned up her mess. Tears filled her eyes as she licked them all up. I then started the tape again. Same thing, 5 minutes and back talk. More clitty spanking and then finally she cleaned it up. She is a tough one. I then turned on that vibrator and started the tape again but this time I didn’t stop it as she made mess after mess after mess. I told her not to touch her mess, just yet. After her panties were soaked and it was running down her legs, I took them off and put them in her mouth to chew, therefore forcing her to clean herself. I got her a fresh pair of panties and put back on the tape. I told her that we will continue all night if we have too. After a few pair of fresh panties and a few more clitty smacks she was immediately cleaning up her cunnies. As a reward, I removed my outfit and let her wear it. She looked beautiful.

Best sissy trainer

Best sissy trainerMistress phone sexMost of you know me as the bitch that always gets her way and the best sissy trainer. The bitch that spends her time tormenting little cuckys and pathetic sissys. But today I am going to be teaching someone else how to be as bitchy as I am! She is a very young one, but don’t let that fool you. I sent one of my favorite sissy bitches to Aiden, she loves to torture and torment. This sissy bitch likes to have pain inflicted upon him and feel so many cocks filling up his holes that he couldn’t even count how many. That isn’t it though he loves to be humiliated. He wanted to be a pretty girl, not a fake loser man. So he begged Aiden and me to cut off his goods. What he had was small and wimpy. He was forced to call us Mistress and forced to watch as many other men pleasured our holes. Then we made him eat the cum out of our cunts. We were going to really make him suffer as he wanted, he begged to be our little pain slut. You won’t believe what I taught Aiden to do.

The Best Sissy Trainer

best sissy trainerI love it when my sissies tell me I am the best sissy trainer for them. I have a new sissy in my posse. Lately, I have been only taking on phone sissies because my life is busy with my sons and daughter. This guy was a unique sissy. Unique because he is a high profile political leader in my community. A politician with a secret life is not unusual but I don’t normally work with political leaders. I had to investigate him to make sure he didn’t stand for everything I am against. I love being paid to be a sissy trainer, but I won’t lose my soul to do it. I arranged a meeting with him. We agreed on a price and I drew up a sissy contract. He made me sign an NDA. Another first. I have extensive history with closeted sissies who for whatever reason, can’t be open about their lifestyle. This guy was no different. He came over last night for his first lesson. All sissies need to begin with appearance. You must dress the part to look the part. I began with sissy panties. No sissy should ever be in boxer briefs. For one, it’s not feminine. Secondly, a sissy has a clit not a cock and a clit will get lost maybe even hurt in boxers. I put her in some pink lacy panties and watched her transform. Panties alone can make a big difference. That was just the start. I dressed her and did her make-up too. If her constituents saw the real her, she might lose the next election. Her secret is safe with me. Sissy trainers keep your secrets unless you want to be outed. A good sissy trainer works within the constraints of her sissy’s world. My relationship with my new high-profile sissy will continue to thrive behind the closed doors of my home.

Mistress Diana Sissy Trainer Dom

A sissy trainer phone dominatrix is what I love next to fucking big hard dicks. I love controlling Sissies and humiliating little penises. If a guy tries to fuck me and is small he will be shown the door or my panty drawer. He can stay and put on pretty panties and watch me fuck a real cock. Or he is welcome to leave as I laugh at him and humiliate him with the fact that he has no dick and to even remotely believe that I would let that tinkler near me. That’s a fucking clit and he’d do better being a little bitch and witness what real cocks are like. I love to make them hold a much bigger cock and feel it. Eventually I will even have him sucking that big dick and being a little sissy slut for it.

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Sissy Humiliation Training By Zoey

sissy humiliation training

Are you exhausted? You are worthless as a man but through sissy humiliation training you will realize that you are nothing but a butt slut sissy girl.  Once again are you exhausted on pretending to be something you are not? Now have you replaced every single pair of you underwear with pretty panties? It makes my slit so wet just thinking of you in those silky sissy undies. I know you feel like such a sissy femboy already. Now is the time that I put you under my spell and promise you the world if only you were to complete your ensemble with some stockings now. Its time to throw out all your manly stinky sock and only wear hose or tights. Under complete hypnosis at your young mistress’s voice you agree to by only pretty panties and hose and wear them every day you sissy pervert.  And the only porn I want you watching is BBC porn do you understand. I will mold you and force you into the sissy slave you are meant to be.

Susie Needs Cock Control

Sissy TrainingI often get clients that have a foot fetish. I can totally relate because feet are sexy, especially mine. I had Susie take a nice long bath, removing all that hair surrounding her sweet cunnie and put on some nice soft lotion. Susie then laid down and I attached the cock cage so we could work on a little cock control. Then just to make sure Susie knew how much it would hurt if that sweet little clitty of hers got excited I spread her soft legs and played with her clitty with my toes. I rubbed all around her, even tapping that cage a little hard. Susie was breathing heavy and I knew she was starting to enjoy this. I then put my feet right to her lips and she began sucking on my toes. This is one of her vices and sure enough that little clitty started to get excited only to be held down by the cage. Susie let out a little yelp but kept on sucking my toes. I even saw a little precum coming out of that little clitty. My goodness she must be in pain, but her love of feet has even won over the pain. Hmmmm maybe we need a smaller cock cage to learn to control this fetish.