My sons grew up first with Sissy phone sex, I had to start with establishing my dominance before I groomed them into being alpha males. They’re now the perfect switches, still growing and learning every day but never forgetting the time I made them be like my daughters instead of my sons. I made them wear diapers, girly clothes, wigs, and as they got older makeup too. They loved playing dress-up with Mommy, loved being in diapers that they filled with cum from all the effort I put into raising them to be this way. Their little bodies dressed up like fuckable dolls, and that’s exactly what happened. I started with toys first lifting up their small skirts after making them get the toy wet for their tight and untouched asses. This was perfect to start teaching them about taking cock in their tiny little shit hole. I’ve always raised all my little ones the right way! Sissy’s first, son’s later!
Category: Sissy phone sex
Sissy phone sex
Let’s Share Some BBC
Are you ready to share some big black cock with me? I think it’s high time for you to get a real proper taste of one. No more sitting around thinking about it. It’s time to feed that cock hungry face hole of yours and stuff it with a throbbing, long, black cock.
I remember my first time putting one in my mouth. I could barely fit my mouth around it, as it was soo fucking big! But it tasted fucking amazing. His balls were huge! I loved massaging them while he forcefully pushed it into the back of my throat.
My eyes watering up immediately and my bright red lipstick smearing all over my face.
That’s part of the fun, ya know? Dressing the part to take that huge dick just as a sissy slut should.
I’d like to put some lipstick on you, some sexy panties and maybe even some stockings. Is there anything else you have in mind? I’m sure there is. I bet you already have an outfit picked out just for the occasion. What color are those panties?
Sister Fucking My Little Brother
My little brother has had fantasies of sister fucking for a while. He is the youngest in the family and has came to live with me and my husband. Now, I bought a bunch of new panties and they kept disappearing. And now tonight little brother has left me three pairs of my dirty panties covered with his sticky cum right in my drawer. This boy wants his sister to know he’s cumming in her panties and when I go to accuse him I find his bedroom door open and he was jacking to a picture of me in my bikini and I was holding my daughter. My red silk panties that have been missing were wrapped around his cock and he was moaning my name. I walked up to him grabbed the panties I was so pissed. I called him a pervert and made him put in those panties. I let his cock out of the panties and pushed him back. I was so fucking horny and knew that I was gonna turn my brother into my slave! Sissy panties and all. Not just small cocks can be a sissy. I think I should video our next fuck session so my husband and daughter can watch!
Sissy Phone Sex
I enjoy sissy phone sex. I was babysitting a local boy this weekend. His folks were out of town, and they paid me to watch him. I thought no problem because he was a cute lad. I was curious about his dickie. I wanted to teach him a few things. Day one, I caught him in my bedroom playing with my panties. I thought maybe he was doing what most boys do when they start to get hard dickies. I thought he was jacking off in my panties, but he was wearing them instead. He was full of questions too, but not a single one involved the taste, smell or feel of my pussy. He was raving about how good his dickie felt in the panties. He wanted to know if I had make-up and clothes. I didn’t have a young boy staying with me, I had a sissy. A budding sissy who needed some sissy training which I was happy to deliver. I dressed him. I applied some make-up to his girlish face. I taught him how to walk like a girl. I even had him suck my son’s cock. Natural cock sucker. My son enjoyed him a lot. He never had his own sissy before. I think that little boy will be over a lot now.
Sissy Phone Sex with Helen
I love sissy phone sex callers. I raised a sissy boy. And, I have helped many men understand what they were born to be. My son is my sissy slave. He loves to help mommy get ready for dates. Last night, he laid out my black lace bra, my matching garter belt and black stockings. He helped mommy dress. He knew how to put the stockings on, so the seam is in the back too. He told mommy I was beautiful. When my date arrived, he greeted my stud with a curtsy then escorted him into the living room. A well-trained sissy is a marvelous thing. My date loves fucking mature sexy women, but he loves to peg a sissy’s ass too; especially a young sissy still learning how to handle man cock. My sissy boy is a great fluffer. He pulled out my date’s cock and said, “Mother, may I?” I just gave an approving nod and watched my sissy boy bob up and down a giant man shaft. I rubbed my wet mommy pussy. I was having a proud mama moment. The real pride, however, came when my lover pegged my sissy boy’s backdoor pussy. My stud gaped my sissy son’s puckered sphincter. I was so fucking hot, I fucked my lover so well, Jenna Jamison would have asked for pointers. Having a sissy son makes my sex life much better.
Family Fun
Most of my professional day is filled with personal client visits. But, I set aside a portion of my time just for phone fun. It’s actually a little more exciting, just because people let loose more when they know you can’t see them.
One of my very favorites is a man who reminds me of my big brother. They are about the same age and they both love talking about my sweet cunt.
I have never been able to get enough of my brother’s tongue and my phone client seems a bit obsessed about giving his to me. We’ve discussed having him come to visit me in person to spend hours with his face between my legs.
The only issue is that I’m supposed to be helping him overcome his obsession with slurping sweet cum from young women’s pussies. But, I just get too turned on while we are discussing and we wind up sharing fantasies, while he has a close up listen to my fingers in my wet pussy.
I’m quite sure that I will lose my license if this continues, but I simply cannot stop thinking about his tongue giving me the lashing of my life.
Who can I turn to help me with this?
Sissy Training P-Mommy Devon
I have the sweetest sissy that calls me and he loves to just worship my mommy holes and be a naughty toilet for me also. She loves to watch mommy Devon take some big loads of cum from BBC and be the dirty little creampie slut while her tight little fuck hole is in the air and exposed when those pretty pink panties come down. I always allow my good sissies to be rewarded and love their surprise when a hard cock pushes into their sissy cunts while their sweet mouth is occupied with mommy’s cummy cunt. Letting my little Sissies take hot cum loads in their bummies or in their little whore throats is always the best reward for my little sluts.
Sissy Phone Sex Fun
Morgan and I love sissy phone sex calls. We love to shame sissies and dress them up. Morgan always wanted a sister. We have this neighbor boy who we feminize and shame. He is so much fun. Morgan caught him blowing a black Amazon delivery guy once. We had our suspicions long before that. Morgan blackmailed him. He is the son of a preacher man. I am sure his church going parents and their ultra conservative community would have a field day if they knew what a fag they had in the congregation. Morgan wanted a plaything, so I supported her illegal blackmailing scheme. Once we had him over, it became clear we didn’t need to blackmail him. He is a willing sissy bitch. He is in the closet because of his parents, but Morgan pimps him out on occasion for some fast cash. Our little sissy bitch is a natural cock sucker. We took her to the glory hole last night and made $30 a blowjob off her and $75 for a back door pussy fuck. She came home gaped, sore and filled with cum and Morgan and I had spending money! Having a sissy is fun and profitable.
Sissy Phone Sex
I love sissy phone sex calls. I have met many a man I want to fuck and many a man I want to peg. My son has this sissy friend. I didn’t realize he was a sissy until I caught him in my closet trying on my panties, bras and stockings. In my head, I immediately saw Buffalo Bill in Silence of the Lambs and was thinking put the dog in the basket. I stopped myself from humiliating him. I do a lot of sissy calls and most want a sweet nurturing mommy who understands. He was embarrassed that I caught him, but I assured him it was okay. I promised to keep his dirty secret. I let him play dress-up with my sexy things. While he was rummaging through my closet, he found my strap-on I use with my daughter. He begged me to peg his ass. I love sissy training with a strap-on. I had him down on the ground like a bitch, so I could peg his pansy ass. He kept yelling “Ouch” over and over like ET. It was fucking annoying, so I fucked his ass harder. He was so loud, my son and daughter heard him, and they came upstairs to see what the noise was about. When they saw me fucking their friend, they wanted to join in on the fun. My daughter put on her strap-on and my son just used his cock on his sissy friend. Turns out me and my offspring enjoy fucking sissies.