Tag Archive: sissy training

Sissy Phone Sex with Helen

sissy phone sexI 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.


Sissy training

Sissy trainingMommy Susan does Sissy training?! Who would have known that I could be so dominant? Who knew Mommy could be such a fucking bitch? I like a special kind of sissy. Mommy loves a sissy in a diaper. I love to train a silly little adult diaper lover and make him cum in his diaper and then be forced to sit in it simply pathetic. Look at you, in a little tutu and even a wig. I love your sissy onesie, pink and pretty like Mommy’s little girl should be. You love being my little girl sissy slut! You look adorable, I bet that you’d love to suck on a cock-shaped paci! Good thing I have a nice big one to shove in your mouth right now. Be a good sissy and take that paci in your mouth without whining. My good girl will do what Mommy wants, and I will use my big strap on to reward my sissy slut. Making that sissy girl whimper on this big cock. That’s what gets Mommy going! You’re the daughter I always wanted!


Banged and Plowed

 

Rape phone sex fantasies

I’ve got my whores on the corner and a plan to make money tonight. I’ve got a new little young whore, and she’s a fucking fantastic Delight. This bitch her name is Candy and Candy is so fucking sweet she will make your cock go insane. I’ve been leaving Candy in a bedroom in my house for over a month now, and she’s been fucking every guy that I send in there, and they’ve been paying me top dollar. I say that they, we’re all getting Candy ready to be sweet on the streets. I like little young bitches like her because she is a moneymaker for sure Candy always makes me big dollars. I have this trick his name is Thomas and Thomas really pays big bucks for young hot bald pussy. I’ve got what Thomas needs I’ve got precisely what Thomas needs, and he loves to fuck with that sweet piece of ass, Candy. I will let Thomas fuck her; however, the fuck he wants to as long as I can videotape the whole thing. I also give Thomas a discount so he won’t fuck with me about being on camera. What nobody knows is that I sell those tapes and make a grip of cash in different countries because I’m a smart cookie. I am the best pimpstress that you would ever meet because I’m a good bitch at my job I keep these whores on their toes. If you’ve got a little girl that I can train to be a top-dollar hooker, then you need to bring her my way. I will make your daughter into a number one hot cake bitch with a pussy that she can sell to anybody she wants to. Let me train your daughter your niece even your sister I can do it too good I have them bitches out on the Strip before you know it. I’ll have your daughter sucking dick in a bathroom at the mall. Starting now I will have your little girl shaking her ass at the strip club and getting banged and plowed in the back of the motherfucking strip club that’s right in the alleyway. Let me get hold to one of your girls or even your little boys I will turn those motherfucking faggots out too.


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 training


Zoo Trip

 

Rape phone sex fantasies

Me and the little ones we are hanging together today. We’re going to the zoo to play some games that I like to play. I’ve got a friend that works at the zoo he likes to videotape things you wouldn’t imagine. I know that I’m a sneaky fucking bitch, but I know I like it too. I’ve got five Rugrats with me, and I’ve got my friend who’s going to videotape he’s going to let furries do the work. Have you ever seen a tight little pussy get ravished by a long creature tongue? To see a creature stick is long mutant tongue inside of a little rugrat pussy is something that should be on TV. I can get wild I can tell you things that you wouldn’t begin to believe, but your cock will not only believe it your cock will spray joy juice all over the place just hearing about it. I have no taboos whatsoever I don’t like anybody’s thought of my sexual gratification or trying to take my sexual gratification away from me. I’m not guilty; I don’t feel guilty; I always feel good and that my friend is what makes you feel so good. Stop allowing man’s restrictions to stop you from enjoying what’s in your mind because your mind is a beautiful place of fantasy and fulfillment. Come to the zoo with me, let’s have a good time. I can tell you about all the beasts and what they do to the little ones on the big ones are away. Next month I’m going to Malaysia, and in Malaysia, you can have your pick of the litter all kinds of trannies in training whatever you wish you can get. If you want a hot tiny little asshole to bury your big fat monster cock into it’s only I wish away. If you want a virgin pussy that melts in your mouth all you need to do is say it, and you can make it happen that’s how much power that you have in Malaysia that’s how much power you have with me. I am the pimpstress extraordinaire; I can make your deepest darkest most taboo fantasies come true right before your eyes.


Sissy Phone Sex Fun

sissy phone sexMorgan 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.


Kinky Family Fuck

Kinky phone sex

My family is always so nasty and horny, all of us love being kinky incest fucks and we all love trying new things with each other. Daddy even likes being my nasty fuck slut every once in a while. Yesterday when I came home from school, I found a surprise from daddy on my bed in a big box! I got so excited when I opened the box up! It was like Christmas! Daddy got me a big black strap on cock, I couldn’t wait to cock train daddy and all my brothers! I happily slid on the big strap on and had daddy open his mouth for me nice and big. I had daddy suck on that big strap on and get it nice and lubed up with his tongue and spit. He slurped on my fake cock like a pro fuck slut. I love mouth training daddy and making him into my little bitch. I had him on all fours begging me to fuck his asshole with that great big strap on cock. Fucking daddy’s tight ass until it was gaped made my little cunnie so wet.


Sissy Phone Sex

sissy phone sexI 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.


He Was A Panty Boy Pervert

He was a panty boy pervert with a love for pissing his panties and pissing in bowls. He liked to wear multiple pairs of pretty panties and would pee them and make messes in his pretty panties. As a punishment for doing these messes I would make him suck on his piss soiled panties while he knelt down with his bottom in the air. I loved how that frozen chocolate coated banana treat made for the perfect thing to fuck his ass with and once the whole thing was inserted I’d put him in pretty pink lacy panties and made him walk around a little as the banana and chocolate melted down and started to ooze out. I loved how messy it was and made him squat over one of his glass bowls and push it all out. He was then told to jerk off and cum all over the banana, chocolate and ass juice mess. My good little panty slut was always good and ate it all up out of his feeding bowl.

This was just one of my clients that needed to fulfill his dirty fantasy and I am always happy to play the hands on roll of making it a reality. If you have a twisted fantasy or confession a naughty therapist like myself can surely be an open mind for you.

Kinky phone sex


Guiding Sissy on BBC

As a phone sex therapist I get all kinds of kinky topics brought to me, and one that stands out lately is the need for sissy training of professional males. I have a recent caller that is just starting out in her crossdressing ways and really wants to get into sucking big black cocks. I love to help a (wo)man fulfill his/her every desire and becoming the grand cock sucker he/she can  be. This new Sissy was quite the good slave in servicing me and understanding the responsibility she has to pleasing me as her/his mistress and that I will train her to be that woman she wants to be in teaching her about female satisfaction. I then allowed her to meet my friend with a BBC that she finally got to experience the pure reality of that big black dick and wrap her sissy faggot lips around it and make that cock cum. I couldn’t resist calling her salty lips. We will start training her man pussy next and get her good and ready to be a little gangbang sissy whore to lots of BBC that wil certainly gape and prolapse that sweet sissy anal hole.                                              Sissy training

Sissy phone sex

 


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