Category: Domination phone sex

Best Sissy Trainer Teaches Cock Whores

Mistress mommy Diana is the best sissy trainer in the burbs. I have so many family man types that aren’t really men. These guys play the role well but they don’t fool me! I know a closet sissy when I see one. They are often busy professionals in their 50’s that need to let it all go. These guys can’t be themselves most of the time and visit me to be sissified and used. My sissies vary so much though. I love them all as a mommy loves her obedient good boys. I am open to being your sissy mommy and you can serve me and watch me get fucked. Clean my creampie like a good little cum slut. I will have you wearing my silky panties and whore lipstick as you learn to be a cock sucking, cum guzzling, sissy slave to big dick.

Best sissy trainer

Mistress phone sex

Mistress phone sex“I want the world to know what a sissy I am Mistress.” I look down on him with adoring eyes. “Is that so?” I start to pet his head. “You need the world to know what you truly are. Trust me I know.” “You are not the first sissy to come to me with a confession like this.” And I know exactly how to handle your craving of being ‘The center of it all whore.’ I walk across the room in my thigh high stockings and four-inch black high heels. Twisting around I face you. With my finger, I call you over to me. You crawl over on all fours as good sissies will do. You kneel before me leaning down and kissing my heals. I point to the right of you and see that I have you on live internet feed in your girly pink lacy dress. “Tell the world your name.” He spurts out “um, um… my name is Tim Mistress.” “Very good I praise you with.” “Now tell the world where you are from.” ” He looks at the camera and again spurts out “Texas Mistress.” His face blushes his dick rock hard his dream comes true.

Sissy Phone Sex Valentine’s Day with Dark Chocolate

sissy phone sex

I hope all my phone sissies had a happy Valentines Day. I took a break from sissy phone sex to give my sissy sons a chocolate treat. They are at that age where they have become fascinated with big black dicks. I am sure you understand the fascination. They are big, thick and beautiful. The Internet is full of them too. Anyone is only a keystroke away from interracial porn. I have a black lover named Jerome. He is all stud. He loves fucking this mommy with an audience. He also loves helping me with the training of sissies. I dolled them up for Valentine’s Day. They had on pink frilly dresses. Cute little white socks with Mary Jane shoes. I put bows in their hair and I even put on some pink lip gloss. They know how to suck cock. Every sissy should know how to suck dick. This was their first time sucking on anaconda meat. I am a BBC sissy trainer and it was Valentine’s Day. Not a holiday without love and chocolate, right? I fed my sissies their chocolate treat.. They did good slurping on chocolate cocks. They have a big sweet tooth for big black dicks. I am sure you understand. I do too. This sexy mommy wanted some chocolate too. My sissy boys watched their mommy take that chocolate fuck stick in every hole. They were right there to clean up the mess. It was a lovey Valentine’s sissy day.

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.

Sissy Hypno Training W/ Hot Mistress Gemini!

sissy hypno training

You bet your sweet ass you are in trouble now sissy slut! Gemini is the hot Domme who is joining me in sissy Hypno training! Guess who is a cock sucking, cum eating Faggot? One guess, It’s you! And who is going to jack off that clit while repeating to your sexy Young Mistresses? One guess, It’s you, Just pathetic cum-guzzling whore! Once again who is a cum eating cocksucker sissy whore? Yeppers, you are! Gemini and I have teamed up to bring you the hardcore sissy hypnosis that your pretty faggy face deserves. You will be guzzling so much cum from those Big cocks that you will be breathless as your clit gets sore by how much and how hard you jack it for us. Now, We are not going to ask you again little cock sucking whore. Who is the biggest BBC cock sucker who loves eating cum? You fucking guess it sissy slut! It’s your Black cock addicted whore self! Now on your knees Bitch, Its time for your Sissy humiliation training from The sexy Gemini and myself.

 

Sissy Humiliation Training

Sissy Girl Training

sissy girl training

Hi pretty girl! Are you ready for some intensive sissy girl training? I know you’ve probably been trying to do it on your own but you just need some help from someone who was born as a girl. I love taking sissies like you under my wing and turning you into the woman you were always meant to be. It’s honestly what I live for. I mean, teaching someone about how to be feminine – what could be better? Makeup, hair, nails, lingerie – and lets not forget the most important thing: how to suck and fuck. By the time I’m done with your sissy training, nobody will ever believe that you were not born as a woman. I am just that good at what I do.
What part of sissy training are you looking forward to the most? Do you want to have a lengthy looks based feminization process or would you rather have that go quickly and then take our time with getting your pussy used to being fucked? No matter what you are craving, I know for sure that I’m the right woman for you. So just pick up the phone and give me a call so we can get your training underway.

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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