Tag Archive: Sissy phone sex

Little Timmy Has Been A Naughty Boy

My naughty little son Timmy is a little girly slut. He’s been a naughty boy and that means mama needs to get him the punishments he deserves. He was given a bath where I fondled and squeezed his pee-pee and little ball sack until he whimpered. I then slipped my finger into his tight little boy bum. I had him throwing a fit but he needs to understand when he ruins mommy’s favorite lipstick he gets punished. I drained the bath water had him on his knees and shoved the enema tube in his little boy bum hole. I let the bag of warm liquid fill his belly and bowels. I put a clothes pin on his ball sack and occasionally slapped it around while the enema gave him belly aches. I told Timmy he was going to be a good princess for mommy’s friend and he would be calling him daddy.

The enema was finishing up when Mr. B came to the bathroom to see his little slut doll getting cleaned out. I didn’t even get to have fun with dressing Timmy like a little girl. His daddy was hard looking at that bum in the air with the tube spreading his hole. Daddy lifted Timmy out  of the tub. He yanked the enema tube from his little boy bottom. He sat on the toilet and shoved little Timmy’s bum on his big hard dick. Timmy screamed and cried as his filthy enema water poured out all over daddy’s cock as daddy penetrated, gaped and fucked little Timmy like a rag doll.

Sissy Phone Sex

Hot Phonesex Tranny and Mommy! Boy asses and Boy cocks!


hot phonesexMy little tranny son needs some hot phonesex Sissy training! Do you think you could help with his little boy pussy? I know Lady boy Raina can! She is the fucking hottest chick with a dick to make my son a little tranny slut sandwich! Can you imagine a hot mommy making sure her boy turns into the biggest Shemale whore around.
Well My sexy seductress of men Raina Is helping me turn him out for you. Many men want to fuck my daughters but my lady boy in training is got the smoothest back side and tightest little boy pussy around. Sissy Phone Sex
Raina comes over to fuck him in his hot little hole and make my son suck her off about once a week. She says it’s her debt to her own mom for making her a nasty whore she is today! Just look at that dick and cock sucking skills on this hot Tranny Bitch! I know your mouth is watering and your dick is leaking for this hot bitch! My son’s tight backside and his bald dick appeal to you for so many reasons. You want to suck him and fuck him don’t you. Well, Raina wants too suck and fuck you just like she does my boy. We can make a sandwich out of you with my sons ass and Raina’s Big cock. whether you a P-daddy who needs help fucking a sweet boy or a sissy phone sex lover, we can milk your cock and prostate together!phone sex whore

Mommies Boy

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Get down you’re talking to your High..Ness. Mommy knows what a bad boy you have been! Look at you drooling over your own mothers panties. All fucked up and stroking your dick in the dirty hamper! Not just mommies hamper but your younger sister too. Pervert!  Just look at you! Musty panties and socks and hose wrapped around your dick while you lay in my bed. What a filthy, dirty horny son I have. Neglected, that’s what you are. I could whip you own mother for not fucking her own son. Don’t you know how I adore men who need mommies pussy? Men who get fucked up and want to have that family fun fuck? You need to lick you mommies and sister pussy until you are cured of your panty fetish! Maybe they need to make you wear those cum filled panties! Give a little show and jack off for us! Naught boy get over here and fuck me and your little sister with your tongue. Maybe if you are a good boy you can pump your dick into that little pussy of your sister. This party slut knows all little boys need to dip that wick in a sweet tight little cunni and mommy pussy! NO worry you don’t have to be a shamed, just say mommy made you do it!

Tranny Truck Stop Trick

Sissy Phone Sex

Sometimes I take shifts down at the truck stop to offer those horny Johns something not every bitch can give them. I offer then tranny training at the mercy of my ten inch shemale surprise cock. They like getting fucked and sucking off sweet steamy treats from the head of my sexy she dick.
I’m am exotic Brazilian babe who loves pegging unfulfilled assholes. You can still be straight but love getting rammed and stretched by some thick girl dick. You don’t have to be ashamed. I want to see your cock, dripping at rock hard at the thought of me sliding in and out of your anal fuck hole. It turns me on so much to know I’m going to be able to cum, hot and heavy, so deep inside of you.
Suck me off, and realize exactly what your life has been missing. A taste of tranny cock, a touch of the shemale wiles. I’ll be at the truck stop for the rest of this week before moving on to haunt some new spot. But know this; my balls are heavy with something hot for you. Don’t disappoint me. Flash your lights, and try your luck with a shemale truck stop lot lizard fuck.

He Is A Pantyhose Freak

fetish phone sexMy pantyhose man came over the other night. He always requests that I be waiting for him, wearing nothing but my stocking suit. Sometimes he even requests a certain color. Today he wanted black, sheer, glimmer ones with nothing underneath. He loves to look at my cunt smashed underneath them. I knew he would be here soon, so I let him know the door was open. I sat on the chair in front of the door, legs widespread with my cunt and ass in complete view. I knew he would already be wearing his thigh highs and garter belt and that always makes my cunt start to get wet. As the door opened there, he was wearing only that. That freak had removed his clothes before walking through the door. I love that. My pussy had now caused a wet spot between my legs and he quickly came over and started sucking my pussy through the hose. I could feel his tongue push against it so hard and my clit instantly hard. After filling my hose with my warm pussy juices, I laid on the floor as he stood over me slowly lowering his rock-hard cock inside my open waiting mouth. It got kinkier from there and you are going to want to grab some hose and give me a call so I can tell you all about it.

Shemale Domination

Sissy Phone Sex

You’ve heard of FemDom. Those bitch boys who love serving and getting pegged by Mistresses who have huge strap ons. Welcome to the wonderful world of ShemDom. Shemale Domination. That’s right little boy. I have a real ten inch cock you can gag on. I’m going to slam this fat fucking girl dick so deep in your little ass. I’m going to make you mine. You’re going to worship this cock the way you should; like my sweet bitch pet.
Will it hurt? Only if you want it to. I can stretch you slowly with my fingers, give you a good taste of what your little shit box is about to endure. I’m a lot, and I fuck hard, but me cumming deep inside you ass all over your prostate is all you really crave, isn’t it?
You’re afraid. A tranny? What the fuck? I promise you baby I’m all woman. You won’t argue once you get a taste of me. I’m lithe, hot, and one sexy Brazillian babe. You can tell I’m not a white bitch. These hips don’t fucking lie, I have that South American sexiness you won’t be able to shake from your head. You love foreign Domme’s, I know. I’m going to take you out of this world with my fat fucking shemale cock. Are you ready for the ride of your life?

A Cock Cage For Punishment

fetish phone sexHe comes for me for sissy sessions and to be humiliated. I love it actually and this horny gal’s pussy is dripping by the time we are through. Today I had a surprise for him. A pretty pair of red panties and a brand-new cock cage. He was used to the panties but not the cage. At our last session he confessed that he had been watching porn and jerking off. He knows the rules, no touching for pleasure without permission. So, I made sure that I would make it as difficult as I could. I stripped him down, put a blindfold on him as grabbed his cock. He was getting a little hard and I laughed. Then I grabbed the cage, clasp it around him and fastened the lock. He tensed up and as I removed the blindfold he was not pleased. He was getting hard, but the cage didn’t allow much room, so it was painful. I held the key in front of him and told him I had the only one and there would be severe punishment if he tried to remove it. A little drop of pre-cum came from his cock as I scolded him. I then sat him in front of the computer and turned on his favorite porn. I cuffed his hands to the arms of the chair and left him. When I returned the chair was wet and his cock swollen and red. I uncuffed him, pulled up his panties and told him I would be sending him links to movies every night for him to watch. For good measure I paddled his panty clad ass good before allowing him to dress and leave.

Tranny Fucking During Hot Phonesex

I’ve been craving a little hot phone sex lately, know anybody? The last time I met up with one of my little bitches, I stretched his ass out so badly I swear it will never go back to its original tight little hole. I bet you’re wondering how I fit my 10 inch tranny cock so deep inside his little man pussy aren’t you? The answer is pure brute force. I’m a delicate lady, don’t get me wrong, but I will do anything in my power to get what I want. I wanted his little ass hole to be mine.

And he was fighting me, pleading with me not to, and I got tired of all this mouth. So I punched him right across the face, with the strength that comes from my big hairy balls, and put them in his fucking place. I spun him around bent him over the arm of the sofa, and just slid my 10 inch hot and dripping cock so deep into his Kat virgin asshole, I’m pretty sure I rearranged his fucking guts. I was sliding my massive shemale cock in and out of him at such a fast pace, and he was crying and begging for it to stop.

But then I saw his pathetic little cock was hard and I knew that he actually fucking loved it. I realize that he was a slut for me, and he was going to be my slut until I decided I was bored of him. Well, that truly didn’t take very long, but I did enjoy forcing myself in his ass.

Lesson of the day? Don’t tell Madame Raina she can’t have what she wants.

Kinky Phone Sex

He Fucked Himself For Me

fetish phone sexWell he came back for another session today. I knew he would be I mean who can resist Bob, my big thick black dildo. I knew he wanted me to use it on him, but I had other things in mind. Today he was going to entertain me by using it on himself. He is a very obedient client so I had no doubt I could have some fun. I told him to get undressed and meet me in the back room on his hands and knees. When I walked in, he immediately laid on his stomach with his ass up in the air. I laughed and told him that was not the plan. I handed him Bob and told him to hold it and suck on it. I wanted to hear him gag. He did exactly as ask and as he gagged, and tears ran from his eyes his cock was rock hard. I think I even saw a stream of pre-cum leaking. I removed Bob from his throat and patted his head. I then handed Bob back and told him to ram that big thick black dildo deep inside his ass. Perfection I tell you. Almost as if he had been practicing this for a while. I sat back, put my legs on his back and masturbated as I watched him annihilate his ass with that big thing.

His Package Came

fetish phone sexI opened the mail and had received the package. The one I had been waiting for. Dave from the office told me he had ordered it and mailed it to my house so we could play at our next session. I could hardly wait to see what this man had ordered. Not surprising but still amazed I unwrapped a pair of pink lace panties, fishnet thigh highs with matching pink bows and a pair of black heels. I almost laughed as I sent him the message that I would be ready for him in an hour, no sooner and no later, and do not keep me waiting. I love the power I have over him. He arrived on time as usual and was dancing around like a little fairy. I told him I could see a wet spot on his pants, and he turned red and kind of giggled. I informed him that there was discipline for allowing that to happen and we would proceed with that before he was allowed his new present. I made him undress and bend over my knees. I spanked his soft sissy bottom until it was bright red. He thanked me after ever smack. I then handed him the package and told him to get dressed. He came right out wobbling in the heels but with the panties and thigh highs perfect. I ripped the panties and pulled his cock out of the hole. I then had him jack off while I videoed the entire scene. He loved it and so did I. After he came, I made him lick his fingers clean. I then smiled, told him to dress, leaving the panties and thigh highs under his clothes. I told him I would be checking later today to make sure they were still on and sure enough he did not disappoint.

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