He 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.
Tag: Sissy phone sex
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.
He Fucked Himself For Me
Well 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
I 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
Stop 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
I’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.
Big Tits and Asses are Popular
I 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.
Phone sex humiliation
Silly Sissy, you are nothing to me, you are just a fake little loser that has come to me for your comforting and Phone sex humiliation because you need a Mistress like me in your life. I deal with wanna-be men like you all the time. Even in my daily life, with your fancy cars or big trucks, always trying to take away on what a pathetic piece of shit you are. But you know you can be your loser self with me, you know I’ll treat you just like you wanted. I even picked out an outfit for you already collar included. So everyone can know you’re my bitch! Clip that collar on and I’ll attach the leash, walking around main street like you’re my special pup. Everyone is laughing your whole pathetic ass being exposed with a big huge sign screaming Fuck me I’m a sissy fag! And who could pass that up? It’s not like you have a choice, you’re my slave now.
Mistress phone sex
“Bow down to your Mistress, get down where you belong!” I order my new slave, my new little pet, my pain slut for Mistress phone sex. He does as he is told with no objections, he will do very well the better he follows my commands. I don’t tolerate backtalk. I might even take your tongue for it and we don’t want that now do we? The poor pathetic ‘man’ shivers at my feet waiting to hear what I have to say. He will do anything for me, and I am dying to see just how much he will do. “Entertain me, clean the floor with your tongue, spotless.” He does as he is told as I prepare the next command. ”Now it’s time to hurt you with my riding crop, bend over and count them out loud and ask for another one each time and yes I am videotaping this!” He whined as he got his ass whipped over and over counting out loud. This was only the start of my pain plan. My sweet stupid slave is going to remember today, no worries about that. He will soon have a brand and all.
Hot Phonesex
I am the dominatrix that brings the Hot Phonesex of your dreams. I am always in charge when we talk, don’t dare to question my authority. I will continue to get off on humiliating you relentlessly loving every second of your pain, agony, and torture. You will worship me, kneel on the ground before me and submit to me in every way. You’ll be begging and whimpering below me. Begging for your dominatrix to abuse you, humiliate you. Hell, you’ll do anything for a little attention from me! But don’t worry it’s not just me you need to be worried about. You know I have lots and lots of big black cocks to stuff your holes. Your mouth and ass are open for a hardcore fucking, and there’s nothing you can do about it. My cunt drips as I watch you be humiliated and fucked like never before. This is my domain and we will always do what I want to do. I’m sure you understand, Mistress has spoken.