Category: Sissy phone sex

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?

Like My Shoes? Notice The Heel?

fetish phone sexHey baby, get a good look at my new shoes. I got them especially for you. I know how much you love your butt plugs, but I only get the satisfaction of ramming it into you tight ass. With these beauties I can bend you over spread your sweet ass cheeks and then shove the heel deep inside you and fuck you with them. Imagine that baby, you on all fours like the dog you are while I sit back fucking you with my foot. I am laughing just thinking about it. But I bet your teeny tiny cock is getting pretty erect isn’t it? Maybe I will buy you some cute spandex pants with a hole in the ass so I can take your ass whenever I want. We will go shopping and I will take you in the dressing room only to fuck your tight ass. While you moan and leak, I sit back and laugh. Sound like fun? It does too me. So, pick up that phone and let me humiliate you while you get off.

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.

Shemale Surprise During Discreet Phone Sex

Discreet Phone SexThe boys who call know my discreet phone sex is to die for. Not every sissy trainer has to feminize you; some of you bottom bitches just need a good faggot fucking after sucking on my ten inch shemale surprise. I know your secret fantasies; you need to be bottomed out, and throat fucked.
I know you’re not gay, baby. I’m all woman, so just take my thick girl dick, and shut the fuck up. I won’t need lube after you choke on me. Get my dick all slick so I can ram you in that perfect asshole of yours.
When I send you home to your wife, your balls will be drained better than they’ve ever been, and your little asshole will be gaped the fuck out. I’d send you home with a fat ass plug to remind you that you are now mine, but I know it wouldn’t stay. I rimmed you out way too fucking good.If you really please me, worship me, and spoil me, I’ll even stay discreet.

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.

Suck My Thick Girl Cock

Kinky Phone SexStop fucking talking, and open your mouth you dirty boy. You came here expecting to fuck pretty Raina until you filled her sweet little pussy with your creamy cum. You were tongue fucking my mouth, and playing with my perky tits. Pinch my nipple again, that’s right. And then, I untucked my huge horse cock as I dropped my little skirt, and your eyes almost fell out of your head. You see it! My shemale cock!
Yes, I’m a thick ten inches of rock hard girl cock, and I’m ready to rail you all night long. So open that mouth, and stick out your tongue. Say “ah” for Madame Raina. Now kiss it, good. Lick it, that’s right. Open wide, it’s going inside. Suck it like a Popsicle, baby. Oh yeah, that feels so good. Swallow all ten inches of my tranny cock, take it all. Enjoy it. This fat schlong is going in your tight little asshole next…

Sissy Slave Training With My Shemale Cock

Sissy Phone SexI’m always on the hunt for more sissy slaves to train. They come in, all smiles and sunshine. Why? Because Madame Raina is truly a sight to see. I have perfect tits, beautiful cock sucking lips, and a killer body. These little boys think they’re going to have it easy.
That is, until I introduce them to my huge shemale cock. Their eyes always go so wide, and they shiver at the anticipation; they know they’ll be on their knees sucking my huge girl dick. I’ll face fuck every one of them, and make them prove their worth.
When I’m bored of that, they can massage and lick my big girl balls until I’m just tired of their groveling. I force them to bend over, and they take my entire tranny prick in their pussies. They used to have assholes, until I made them gaping, cock hungry fuck holes. Now these sissy bitches have ass-pussies that are exclusively for my use.
I’m not sensual and sweet. I’m big, and mean, and I will train each and every slutty sissy that comes my way to be my personal fuck toy. They’ll keep my shemale cock throbbing and rock hard, they’ll keep my nails painted, my hair done, my skin moisturized, and my balls empty. There’s nothing they won’t do for me, because I give them kisses and treat those sissy femboys right.
You know why you’re here, so what are you waiting for? Pick up the phone, and start the greatest thing that’s ever happened to you; me.

Phone Perverts Paradise