Tag: sissy phone sex

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.

Tammie gets a Treat

Sissy TrainingMy sweet little Tammie has been such a good girl lately. Doing everything that was asked of her. She had been our little cum whore at my last penis party and even licked up my creampie pussy without even being asked. She stayed on her little knees and sucked every man and shemale that came to her so that they were nice and hard and ready to go. She politely lifted her sweet ass and let them take turns ramming their dicks or dildos deep inside her. She cleaned everyone up too, leaving not a drop. So, to show her how wonderful I though she had been I got her a special present. Laid on the bed was the prettiest pink dress and matching garters, a pair of silky hose, black heels, toe rings and a beautiful new cock cage. Her eyes lit up when she saw them, and I told her to put them all on. I had her twirl round and round as she showed her new outfit off. Finally, I told her to lay down on the bed because her best present was yet to come. I could see the liquid dripping from her sweet cock cage from excitement as Sandy, the biggest, blackest, most beautiful shemale entered the room. I handed Sandy the key and told her that Tammie was ready to play as I winked at her and closed the door.

Foot Job Fetishes

Mistress Phone SexBesides being an excellent sissy trainer, I am also a mistress whom client’s employ to fulfill their fetishes. I have a client, Mark who has a tremendous foot fetish. He likes to schedule an appointment about once a month. To prepare for this appointment I go to have a pedicure. He likes my toenails to be a deep red and my feet to be extra smooth. He also likes them to be extra stinky, so I make sure that I wear my oldest running shoes without any socks and work out in them for an hour or so before his arrival. When he arrives, I am barefoot. I sit him on the couch and lay down with my feet facing him. He starts by rubbing them and then he starts licking and kissing them. Taking each of my toes completely in his mouth, running his tongue between each one. While he is licking one foot, I use my other foot to rub his cock over his pants until it is nice and hard. I then remove his pants and apply a nice slick oil all over his rock-hard dick. I take my feet and give him a foot job. He lays there and watches with big wide eyes. He doesn’t need to touch any other part of my body and never moves his eyes from his crotch, watching as my feet glide up and down on his hard shaft. I wrap my feet around it and move them up and down, grazing his balls with my feet as I go. When he is close, he lays back and I can see his eyes relax, that is my cue to start rubbing harder and faster, stroking him softly but firmly. Soon he is ready and grabs my feet around his cock and explodes, leaving his warm, thick cum running down my feet and in between my toes. Then he takes my feet and licks his cum from them, between my toes and even under my toenails before scheduling next months appointment.

Sissy phone sex

sissy phone sex

Sissy phone sex is my most favorite thing to do. I love training my sissy girls over the phone and making them rub their little clitties for me. Making sure they’re wearing their pink frilly panties as they make sticky messes for me. When I have them all to myself, I make them dress up for me like the little sissy girls they are. Then I put them on their knees and bring in something they’re not used to seeing. I bring in a real man with a real cock. I make sure they take his huge thick cock deep in their little throats as I turn them into the perfect little cock sucking cum queens! I make sure they gag on him and deep throat him like good little bitches. I love getting fucked right in front of them and making them lick me clean after! Part of making them cum eating queens is making sure they can lick out every drop! My little sissy dolls are the perfect cum sluts.

 

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 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.

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.

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.