Tag: sissy training phone sex

Tranny Slip n Slide

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I think covering a slip n slide with cum would be the ultimate ride. Can you imagine how much cum that would take? A whole row of sexy tranny girls in bikinis stroking their cocks as you slide past, catching some cum on your tongue as they spurt hot loads all over the mat. I bet some of you sissy boys would be lapping it up like ice cream.  The idea of rolling around in a cum bath until we are all lubricated is so hot. Lots of tranny tits and round tranny ass humping some dirty little faggots and milking those loads too. Our sexual slip n slide is the best ride in town. Slide on down and let me wait at the end with my cock sticking straight out and ready for your pussy. I’ll bust that cherry with a loud pop as you scream. Soon those screams will be garbled moans as you get the ride of your life. What a summer fantasy!!!

Bow down you little bitch!

small cock humiliation phone sexListen up you pathetic little sissy bitch, you are my whore and as such you will worship me… you will never ever get to fuck me! I seriously can not believe that a little bitch like you would have balls enough to ask me if you could fuck this pussy. That tiny little worm between your thighs is much too small for a woman like me to even want to touch it, let alone fuck it! I need a big cock and a real man and trust me whore you are no kind of man and your cock is barely a clitty so you better just get down on your knees now and beg me for forgiveness. Otherwise I may not even let you touch that nasty little dicky of yours!

It’s time for sissy training phone sex!

sissy training phone sexDo you know why I love sissy training phone sex so much? Because I get to humiliate a pathetic sissy of course! Just yesterday I found a whole new way to humiliate my favorite little sissy loser, she didn’t like it much but I really don’t give a shit what sissy likes or wants. You see, she says that she hates to be publicly shamed but every time I do it she squirts in her panties so I don’t believe her one little bit. I made her wear a frilly dress and shiny shoes, she had her hair in pigtails and all her sparkly girly jewelry on… she thought that I was just going to make her walk around like that but my ideas were very different. I waited until we were in the middle of a public square and then I dragged her over to a bench, made her lay across my lap and I spanked her bottom until she was squealing like a pig and begging me to stop. She made quite a scene for a girl that claims to not like being noticed and soon her whining changed from begging me to stop to begging me to allow her to fill her panties with her pathetic little squirties. What a little bitch!

Sissy Training Phone Sex Pegging Charlie

Sissy Training Phone Sex Charlie is such a pretty boy.

It’d be such a shame if he didn’t use him for his full potential. He’s already been up on stage, used, shown his place and he enjoys everything but the anal.

I take blame for that as his mother though, I’ve been so focused on teaching his sisters how to be good little sluts that I haven’t really focused any of my training efforts on Charlie.

So today we’re going to focus on stretching his ass, teaching him how to be a good little cock slut and sissy for Mommy and Granddaddy.

To get Charlie started we’ve kept him dressed up as a female, as far as anyone outside the house knows I have 4 daughters. With Charlotte and Charlie being identical twins. Of course we know that’s not true, but Charlie has also living stuffed. Pretty little plugs slowly stretching his ass so he’s ready for a cock.

Today it will be my cock, it’s little above average in size and perfect for his training (as it seems all the men who want to take my poor little Charlie’s ass seem to be monsters in the size department.) and I have made sure to put my Charlie in the mind set.

“Ready to have your pussy fucked?”

His cheeks get so red when I start this, his tongue licking nervously over his lips as he lifts the skirt he’s been wearing. I see that one of his sisters put a vibrating cock ring on him keeping him hard and dripping with precum. They were so smart, or mean, I sometimes can’t figure out which but they seem to enjoy sexually torturing their brother as much as I and Daddy do.

“What a naughty little girl I have. Look at that little bitch click leaking already.” I teased, my hand wrapping around the little shaft stroking up and down and making my little sissy whimper. Humping against my hand as I twisted the plug inside of his ass before pulling it out.

“Ready for my cock baby?” I cooed, my strap on rubbing against the puckered asshole. Spreading the lube I had put against the head to ensure a comfortable fucking for my baby boy.

His breath hitched in a way that was both sexy and adorable and he moaned as I pushed the cock head into his tight little ass. I saw it stretch around my cock and I swear he pushed back against me. What a good little slut I have!

“How long ago did the sisters put your ring on baby?” I asked, still stroking his little bitch clit. He had a hard time focusing on anything but all the pleasure but managed a breathless. “Hours…”

“Aw, poor baby, let’s make you cum.” and I felt that little cock twitch in my hand as I started to thrust into my baby boy. My cock going deeper each time until my hips touched his ass.

What a sexy little sissy I have.

Tranny Training Specials

shemale phone sexTalk about special. This poor guy didn’t know what he wanted. We’d gone out on a date and he copped a feel, only to find out my secret. I could tell that he wanted my cock but he was acting all virginal. I knew I was gonna have to take charge. I told him that it was ok to want cock and that I would be gentle. I gave his head a little push, guiding his hot mouth right down to my swollen poker. “Suck it.” I ordered, pushing it between his lips. It’s like he came alive, licking my balls and slurping my dick. The boy was a freak. “Fuck me, please.” he whimpered, pulling down his own panties. I was shocked, figuring him for a tightie whities kinda guy. I quit being gentle then as I eyed up his tight, virgin ass. There’s nothing I like better than breaking in a newbie.

To make this story short, I popped his cherry and made him my bitch that night. He’s addicted now and begs me to come over and do it again. I know a future tranny when I see one and this little cum whore is hot to trot. After some guidance and practice at the local glory hole, we’ll be out there looking for cock together. Just two sexy girls with something special underneath the frills.

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Ethnic Phone Sex gives the best massage.

ethnic phone sexAre you ready for your very own slanty-eye ethnic phone sex whore? A tight Chinese massage slut who loves that prostate massage.  I may be young and look so innocent but don’t be fooled. I will own you. From the time you first hear my voice as I instruct you exactly how to stroke your cock, edging you to new heights. My aim is to soothe and relax you as I touch every inch of your body, slipping a small ethnic phone sex finger into your tight puckered ring. Feel the tension leave your body as I reach inward, caressing that secret spot deep inside. Your balls draw up, your cock trembles, as you anticipate sweet release. I move a little faster as I slide that second finger inside. I love the way you moan, calling me your Chinese slut and begging for one more finger. I slide the third one in. Your body has relaxed now, allowing me to work my ethnic phone sex magic. I take your cock into my mouth as I wind up for the great gusher. Your back arches as the volcano erupts. I gulp down every drop of your sweetness. Please cum again soon and let me please you.

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I am perfection, you… are not

sissy phone sexI literally couldn’t be more perfect! And you?! You couldn’t be more of a loser! You’re a sissy fucking bitch and you know it. You know you want me to humiliate and dominate you just like all the other sissy bitch losers out there. I get off on making you squirm and testing your limits. Once you talk to me just know I OWN you bitch. You will be my sissy slut! I will dress you up in whore clothes and make you suck big fucking nigger cock. You will beg for buckets of cum and to feel your ass stretched around one of these monster fucking cocks. You’re going to beg for it, as you see your Mistresses approving face as you take that cock. That’s what you want isn’t it sissy bitch? I know you just wanna be a hot and beautiful slut like me but you’ll always be a whore, with a tiny little cock that could never please anyone. You’re always going to be a sissy faggot and now you’ll be my bitch too.

Sissies need humiliation phone sex

humiliation phone sexSissies need humiliation phone sex, it’s a proven fact! Why else would you be calling me daily and begging for it?? You always say that you don’t want humiliation phone sex… you want me to treat you like a man and fuck you but you have an almost nonexistent penis and a wimpy sissy personality, why the fuck would I want to fuck that?? You are not man enough to fuck me… you don’t have a big enough cock to fuck me… you exist solely for my amusement! You are an embarrassment, a wimpy little sissy whore that needs humiliation phone sex like you need air to breathe! You deserve to be outed to the world as the little fairy faggot that your are… I bet most of your friends and family already know your little secret anyway. It’s not like you can hide the fact that you are a subby little bitch boy, it comes across in every single thing that you do!

You deserve to be humiliated and you know it!

small cock humiliation phone sexYou are a wimpy little sissy bitch with a tiny little wannabe cock… what about that makes you think I shouldn’t humiliate you? You are an effeminate little wimp… more woman than man… and that is why your humiliation is going to be very public and very, very amusing for me. I think you need to dress up like a little whore and service all of the men that I am going to invite over… you are going to have to satisfy each and every one of them so you better get ready to get fucked! Ohhh what’s that sissy?? You don’t want a cock in your ass or in your mouth?? Well that is just too fucking bad for you, now isn’t it? You will do exactly what I tell you to do and you will do it where everyone can see… it;s time to come out of your closet bitch!

Sissy learned a lesson

2 girl phone sexOh I just had the BEST day! Nicolette brought her little sissy bitch of a son over to my place again and let me tell you, that little bitch boy was TERRIFIED! I couldn’t help but laugh, seriously, do I look like an ogre or something? Poor little sissy remembered that I had torn open his poor little butthole last time and so he was super scared of this huge dick of mine. I just told him to hush up and do as his mommy told him to do! Obviously he was here for punishment so it was his own fault if he got hurt! I guess next time he will obey his mommy Nicolette and then he wouldn’t be punished with my huge cock. I made him get on his knees and suck it, he was crying and whining but that didn’t stop me from brutally fucking his face, he needed to learn a lesson and he was going to learn it good! Then I made that poor sissy scream when I bent him over… he begged me not to fuck his ass with this giant dick but I did anyway. Maybe this time he will learn to obey without question!

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