Category: Sissy phone chat

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??

What a little sissy

sissy phone sexI made him into a little sissy bitch and it was too funny! He’s this tall muscular man that you would never think was a sissy but between his tiny little wannabe dick and his personality he was definitely sissy material in my eyes. So I forced him to shave off all that ugly hair and put him in a dress and makeup and you know what? That big ass man turned into a cute lil dick sucking sissy in no time. He was eagerly slurping up cock after cock like a fucking pro… even tho he swore he had never done it before. Personally I was sure he was full of shit but whatever it didn’t matter all that mattered was he was making me money as a little sissy whore. And he will be back again tomorrow and every night this week to make me some more. I am going to make him a sissy no one will ever forget!

Sissy girl training

sissy girl training

I took my newest fairy pet with me to the mall to go shopping. Everyone knows that the key to the best sissy girl training is making your sissy feel as girly as possible. To do this, I knew I had to put her in those adorable, silky sissy panties and make sure as many people saw them as possible. Every time she bent over to look at something, I would lift the back of her shirt so that the edge of the panties peeked out from the top of her pants. Knowing that so many people were seeing her in those panties  was really getting my little fairy hot. I took her into the bathroom and made her strip down to nothing but those silky panties and stand there playing with her little fag clitty. Plenty of real men were walking in and making fun of my little fairy fag but I didn’t care. I made her stand there and rub her little clitty in those panties like the well trained sissy she is. I laughed as the men walking in made comments about my sissy bitch and even took pictures with their phones to post on social media. I was loving every second of it! Publicly humiliating my sissy and letting the world know what a girly girl she is, was the best time I’ve ever had at the mall.

Charlie has been Bad

Mistress Phone SexI had a sweet sissy that had been a good little slut until she went away for a weekend with her friends for a bachelor party. We will call her Charlie. Charlie knows she is not to have any other pussy besides mine, her mistresses. Well Charlie got caught up in the excitement and let that little clitty get hard and then stuck it right inside a prostitute’s pussy. Charlie of course knew she had been bad and quickly confessed. She knew there would be consequences to her actions and was very remorseful. I acknowledged Charlies quick confession but there was no denying that she had slipped. So, as her punishment I put that little cunny in a cage and did a sweet strip tease all around her. Pushing my pussy close to her face. Showing her what she had lost in her indiscretions. I made her follow me around all day on all fours. I strategically placed my gigantic tits and sweet juicy pussy where she had no choice but to look. She whimpered as the cage held her cunny down. I was relentless, I made her lay down and I hovered my juicy, bald pussy and clit right over her mouth, within inches of her tongue. But I would not allow her to taste that sweet goodness. She must suffer and only when I feel she is worthy again will I let her have a piece of Mistress Francis. Until then she will be my little cum slut and clean up all the men that I will fuck, making her watch of course.

Do Want to Wear My Sissy Panties?

sissy pantiesDo you like to wear sissy panties? I have a new sissy and she is not like my other sissies. She is a sexy T-girl. She has a little clit stick and perky little breasts. Honestly, when she sought me out, I thought she was one of my daughter’s friends. She looked like a high school girl. She is a 26-year-old transitioning girl. She heard I was great with feminization. I looked at her and didn’t know she had a cockette, so my feeling was that she was doing a good job herself.  But if she wanted some femboy training, I was happy to help her. Before I dressed her, I milked her little prostate. She laid on her back on my massage table. I lubed up my finger and slid it in her backdoor pussy. She reacted well. She loved having me play with her pea shaped gland. She had a hard cum, a ball draining cum. Once we got that out of the way, her little clitty was even smaller and would fit better in a pair of my sexy panties. She couldn’t believe how many pretty things I had. I have a huge closet. Some of the items are for me, but I have a sissy closet too. I let sissies and fem boys play dress up. My sexy little shemale was in awe of all the bras, panties and stockings I own. I found a pretty pink satin outfit for her. Pretty in pink. She knew how to grow her hair long, develop her titties and shave off her body hair, but she needed me for the feminine touch. I dressed her and gave her some style tips. I also helped her perfect her feminine walk. Next lesson is cock sucking. Can’t be the perfect femboy without knowing how to suck dick.

Brandie gets a Treat

Sissy TrainingSweet little Brandie has been wearing that cock cage for awhile now and every day I remove it and make her watch some shemale porn. And wouldn’t you know it, her sweet little clitty has remained soft every time. Now, one of the most important things in sissy training is rewarding for good behavior. So, I told Brandie that she had been such a good little sissy lately that I was going to give her the best present ever. Her eyes lit up and she guessed a new butt plug. Nope, I said. I did tell her to remove her current sparkly butt plug and take a nice warm bath, paying special attention to her little man pussy. She practically skipped to the bathroom. I had laid out some silky black panties and a matching bra for her to wear under the most flowy sundress I could find. She looked marvelous. I finished her look with some pretty pink lipstick and off we went. I blindfolded her to not spoil the surprise. Once we arrived, I opened the door and guided her in. I removed the blindfold to reveal the most marvelous sex shop around. Her eyes popped as she checked out all the butt plugs and gigantic dildos. She even stopped to look at the sex machines and picked out a sweet little vibrator for her man pussy. We viewed a few of the peep shows and Brandies little clitty did not even perk up. I told her what a good little sissy she had been, and I had an even bigger reward waiting for her. We walked to the back and through the fire exit door to a magical place. An underground sex club. I told Brandie that since she had kept that little clitty of hers in check all week that she was free to play with anything and everyone that she wanted. She smiled like a little  girl and practically ran to the glory hole wall.

Sissy was a little whore for me

sissy phone sexI broke in a new sissy last night and it was too much fun. She was dressed like a little whore, short tight black dress with sky high heels and fishnet stockings so I put her right to work. I had her standing on a street corner like a real whore flagging down cars and asking them if they wanted to party. Surprisingly she turned out to be pretty popular! She was a good little dick sucker she swallowed load after load of cum like a good girl too, honestly I was a little impressed. The best part tho was the=at she didn’t hesitate to give me all the money she made, she just handed it right over like a good girl so I turned out a whore and made a tone of money. All in all that is a good night for me! I will definitely need to put her in a regular rotation for me.

Sissy Panties

sissy panties

I have so much fun with my little sissy girls when we play. I love training new bitches to be the perfect little cum whores for me. Dressing them up in their pretty, frilly dresses and little pink sissy panties is my favorite part of playing with them. I love to watch them rub those tiny whore clitties until those silky panties are soaked. One of my favorite things to do is make them wear stockings and tell them how pretty they look. I’m not your average girl. I get so turned on by making you into the true sissy we both know you are! I will dress you up and then feed you cocks one by one until you’re packed full of cum. I might just let my friends come by and fuck your tight little whore hole until you’re a cum soaked mess. Come be my newest play thing and let me make you into the ultimate sissy whore. I promise I will make you into my pretty little pet and take good care of you!

Genesis’s Sissy humiliation training

Sissy humiliation trainingI love slapping a nice fat sign on my house reading “Genesis’s Sissy humiliation training” so every time people pass by my house they know that the car they saw outside was definitely the big shot lawyer that has a wife. They will gossip and whisper. Does she know about this? They will ask, over and over how she can be with a sissy whore like that. Everyone is humiliated for her, the woman with a husband that had so much potential is actually turned on by being humiliated and dressing up like a girl! Oh, but you don’t hear these things at all. You’re clueless that the whole town knows what you really are! You’re too busy flaunting your whore ass to be fucked. I’ve got you almost in tears with my aggressive mouth and extreme humiliation. The ultimate pleasure comes when I fuck your tight sissy shit hole. I dominate it and make it stretch around my boy strap on. like it or not.