Category: Sissy Training Phone Sex

It’s time for sissy phone sex!

sissy phone sexIt’s time for sissy phone sex bitch so get dressed! My sissies can’t be some fucked up manly looking bitches either, I expect you to shave off all that ugly man hair and dress up pretty. I want to see you made up and your hair done, if you are gonna do this shit you better do it right or don’t bother to show up at all! Once you are looking good it will be time to go out and play… and you are going to be the main entertainment so you better get ready. I’m going to make sure that you get all your fuck holes stuffed, you need to be treated like the whore you really are! You may get to be a “man” at work but when you’re with me you are nothing but a little bitch boy!

Your Cock is Too Small

Small Cock Humiliation Phone Sex

I’m that girl next door you desperately want to fuck, but can never have because you’re too much of a little sissy boy to make your move. And even if you did, I would tease your cock until it was nice and hard, only to send you home with blue balls, just because it makes me wet to make you work. You see me wearing daringly short skirts on my way out. When I’m wearing those tight yoga pants that are kind of see through with no panties, do yoga in the back yard, I see you struggling to mow your lawn with that pathetic excuse for a boner. I laugh at your incompetence! I come over to your house because I know you’re home alone right now. I tell you to strip for me, and because you’re a little bitch, you do. Your cock is barely big enough to fill your hand. I laugh at how tiny it is before I tell you to stroke it, if you can stroke something that small. I can’t even tell if you are hard! I could let you experience what my warm, wet pussy would feel like engulfing that itty bitty pecker because it would be quick and painless, but why bother? Instead I’m going to leave, giggling at the sight of that bump you call a cock.

Buckle up sissy it’s time for humiliation phone sex!

humiliation phone sexBuckle up sissy, it’s time for your humiliation phone sex session! Oh, what’s that sissy? You don’t want to be humiliated? Hahaha well that’s just too fucking bad, now isn’t it? Look at you, dressed up in your girlie clothes with your tiny clitty covered in your silky panties, did you really think you weren’t a laughable mess? Let me get something straight with you right off the bat… I am a Goddess and YOU are not! You are not pretty, you are not a real woman, you are not anything like me! So why would I treat you like you are??? You are pathetic, thinking that you can hide your sissy side from everyone around you… trust me faggot, they ALL know what you are! You are too effeminate to be mistaken as a real man… and too ugly to be mistaken as a real woman! No, what you are is a sissy, nothing more, nothing less and what you deserve is humiliation and shame!

sissy phone sex

Gym fuck jealousy

I knew the bitch at the gym was jealous of my perky ass tits, what I did not know was that her old man was jealous of my cock because I had a bigger dick than he does. I think the truth of the matter is she wants to ride my big black cock while admiring my pShemale Phone Sexerfect titties, all while her guy watches because he knows deep down that I can satisfy his girlfriend better than he can. I think I am gonna ask her next time we are in the locker room and I catch her staring at my titties or my cock if she wants to just get on and take a ride. I know she will jump right on it. I will bend her over that bench and pound the shit out of that ass. I will make her so raw she aint gonna be able to walk for days. She is gonna want it every time she works out after I get done with her.

Big Black Dick

Tranny phone sex MayHey sexy baby is what the latest one said to me thinking I was sweet and innocent, so to his amazement when I turned around and lifted my skirt asking him if he wanted my big fat cock in his asshole was a priceless moment. The funny part was he caught me later and asked if I was serious. He really did want my cock in his asshole. SO I gave it to him. I made him get down on his knees and suck my cock. Nice and slow at first, and then I rammed my fuck stick in the back of his throat until every ounce of my jizz was inside his belly. I then instructed him to get his ass on all fours and bend over and take my hard cock like a man. I rammed my big black dong into his ass hole so hard he cried and bled. I fucked him so fast and hard that he squealed in delight and pain and I reminded him that I was a better man than him and a better bitch too!

Sissy needs her strap-on phone sex humiliation!

strap-on phone sexMy naughty little sissy needed some strap-on phone sex punishment yesterday because she had quite the attitude problem. You see, my little sissy bitch wants to be as beautiful and perfect as I am even tho we both know that will never happen. But every now and then she gets a little uppity and real snotty, she tries to act like a princess and completely forgets her place! When that happens, I need to quickly slap her back to reality and put her back in her place! I am the fucking Goddess here and no little dick wannabe faggot is going to act like they are in any way better than me! That’s why I slapped the little whore across the face and told her to go fetch my biggest strap-on cock, she whined and cried but she fetched it right back to me and helped me put it on. Then I shoved that giant cock down her throat and fucked her face until she was gagging and choking. Little sissy bitches with a mouthy attitude need to get that fucked right out of them! Then I bent her over and rammed that giant rubber cock right up her little man pussy and fucked her till she screamed. By the end, she had definitely lost her attitude, she even begged for my forgiveness!

sissy phone sex

cuckolding phone sex: be my dog bitch

cuckolding phone sex

Do you want to be my sissy boy? Oh baby I think you do! ===giggles=== I want you to get on all fours. Be my little dog bitch. I will have you naked and a collar around your neck. I have the leash in my hand. I will guide you onto my bed. When I spread open my legs you better be a good dog and eat your master’s pussy. My cunt is soaking wet and ready to be licked. Lay between my legs and start sucking and licking on my hard clit baby. I take you by the hair and shove your face down. eat that fucking delicious cunt baby. suck my pussy harder!

I’m over this baby. you may eat good pussy but your cock will never get wet inside this cunt hole. I kick you off the bed like the mutt you are. I take out my dildo and start fucking my tight bald cunt. It feels so fucking good. You could never satisfy me like this. Go lay down in your corner like a good doggy.

Sissy Phone Sex Gets Dominated

Sissy Phone SexMy little sissy bitch came over again the other night. I had him get completely naked, and settle himself down on my floor on his knees. He had to grab his sack in one hand and use the other to stick a finger up in his ass. While he sat there obediently, I finally started to undress myself. I took my time about it, shrugging slowly out of my dress. I worked that down below my tits, along my waist, over my hips, until it hit the floor. I kicked the dress aside, now standing there in nothing but my panties and heels. His cock was standing hard at attention, flexing with the muscles that spasmed with how horny he was. I could see he was struggling not to work his finger in and out of his ass, and I leaned down to grab hold of his cock. I stroked it for a minute, my tits right in his face, and his arm trembled with his effort not to fuck himself. When he managed to control himself, I patted his cheek and stepped back. I turned slowly around, my thumbs just inside the waist band of my panties on either side. Once I was facing away from him, I started to tease those things down my ass, slowly revealing inch after inch of my perfect ass cheeks, my crack, then my ass hole and my cunt. I dropped the to the floor, staying bent over so he could get a good look at my cunt and ass hole in front of his face, backing up so that he could smell it as well as see the dripping wetness of my pussy. I heard him moan, and looked back to see him still behaving himself. At that point, I went ahead and dropped to my knees, backed my ass up, and worked his cock head into that tight, wet hole. When I gave him the command, he grabbed both my hips and started pounding away at me like a dog in heat. He fucked me so hard and fast, and he was such a good boy. He didn’t even cum until I told him he could.

you can look but cant touch

sissy phone sex

You are such a sissy boy! Yes, I am speaking to you. I’m going to strip down naked in front of you. My pussy is so fucking wet!! I bet you want to fuck me don’t you. ===giggles=== No way!! That small thing you call your cock. Oh my god as if. Awwww. I’m sorry baby don’t be sad. Why don’t you sit down in my chair while, I lay down on the bed with my toys. I will let you watch me fuck my tight cunt you little pansy boy. You want to watch don’t you. ===giggles=== I am going to take my dildo and shove it up into my fuck hole. God this cock is so big! Don’t you wish it was you enjoying this amazing cunt. Keep watching, don’t close your eyes sissy boy. Jack off your cock in the corner like the good little dog you are. Get it nice and hard and watch me fuck myself until I squirt out my juices all over the bed. Listen to me as I moan loudly for that dildo. I love making you watch me pleasure myself. I will keep teasing by rubbing my hard clit until I see that small little cock squirt what you would call a load. It’s so sad you can’t fuck me.

Naughty Sissy Faggot

You’ve been a very naughty sissy faggot. Mistress Levi let me play with you and I told you to be a good girl and put on that sissy maid uniform but what did I find you doing? I found you sniffing my panties when you were supposed to be cleaning. What a pervy little girl you are.

Dominatrix Phone SexI thought I could leave you alone as I got ready for my date. But naughty girls need to get punished. So come here, lay yourself over my knee. That’s right, I’m going to take this hair brush and spank you for being a naughty girl.  Smack! Right across that diapered booty. You squirmed and whimpered but I did another Smack! Right across that padding. Giving you three, four more before I notice a warmth press against my thigh. “Did you wet on me prissy sissy?” You squirm and whimper, your cheeks going red before admitting. “Yes, Ma’am.”

Sissy Phone SexI pat your ass a few times with my hand. “Very naughty sissy.” I chide. “Let’s get you changed.” letting you get up and change your diaper for a clean one. “My date is almost here.” I let you know. “I’m going to put a cage around that naughty little bitch clit so that you can’t get to excited with your itty bitty clitty. Then I want you to stand in the corner until he gets here. If you’re a good girl maybe I’ll let you service him for me to show just how good you are.”

Sissy Training Phone Sex