Category Archive: Sissy phone sex

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

OMG! He Only Had 2 Inches!

He messaged me and emailed me that his wife wanted him to call me. He called and the fact he only has a 2 inch penis really was only the start of it all. I expect Charlie to be a good regular and his wife even reached out to me. She thanked me for talking to him and is completely fine with me using him as my own cash cow and humiliate him as much as I wish. She is happy that I will distract him while she gets her womanly needs met. She has a lover with a big black cock and I saw her in action. She really loves to submit to the BBC and her husband should be also. For the time being I hope to make him my little bitch and have a lot of fun with him. His little pee pee is so small that I can make it squirt in 2 minutes flat, or less! He is really just not meant to please a woman. Are you pathetically small also?

Phone Sex Humiliation

Big Tits and Asses are Popular

big tits and assesI answered an ad in a porn rag looking for women with big tits and asses. I was not sure if it was legitimate or not because of the times. They were offering $500 cash for what, I was not sure. I did not need the money. I am bored. I called the number and a guy said he would come over the next day. I asked a few questions but was unsure what I was agreeing to do, lol. I thought it was nude modeling. I just knew I would be perfect for the gig whatever it was. I have been gang banged by a fraternity house; I have fucked black guys; I love double penetration and incest. There is little I have not done. Whatever this dude wanted to pay me $500 for, I was game because I am tired of being cooped up with my husband. He is old with a broke down dick and I am in my sexual prime and horny.

I put on nothing but high heels and greeted him at the door. He was a nerd. Black rimmed glasses with coke bottle thick lenses. He was sporting a vintage Star Wars shirt too. He was cute in a nerd kind of way. I was thinking he wanted to cum on my tits or my ass. Maybe fuck me. He came inside and I asked him what he wanted. I was not prepared for the answer. He wanted me to shame him for his little dick and fart and piss on him. Now, I was disappointed. I wanted to fuck. At the least, I wanted cum on me. He had a small dick and a weird fetish even for a seasoned fetish phone sex slut. But guess what? $500 is $500 and cabin fever had the best of me. I laughed at his small willy, pissed on him then got my big ass in his face and did my best to fart on the loser. Turns out it was quite amusing for me. No mater how cute he was, he was a pathetic pervert with a shrimp dick. I would not have fucked him for $10,000. We talked a bit afterwards and I discovered he has a full-time mistress, but she will not see him right now because of the virus. He offered me $500 a session, so I guess I am officially a Covid relief mistress.

Group Sex P-mommy

group sexI will never be shy about my group sex activities to my littles. They must understand that one man or woman will never be enough to sexually satisfy them. My father hates that I made my son into a little tranny sissy, but men pay well to prolapse his little ass pussy and suck his sweet boy dick. I get off on the way men use him and my daughter. If Daddy only knew the things this p-mommy was doing with her young offspring… My Chitlins know the taste of some good white and have smoked a bowl with me a time or two. Making men hard and accepting loads of cum daily is going to be the best education for my Brats. The more cock the better, We have serviced four men in a 24 hour period before! I love them I do, but I love molesting them and turning a profit on their little holes and, mouths much, much more. My Son knows that he can come to me anytime and I will be his sexual slave, I am a fair mommy slut if nothing else. I make sure to give as much as I take from those bald, hairless littles! I think every little should be used just as my brats are.

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