Category: Sissy Phone Sex

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!

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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.

Quick put my cock in your mouth then go away

Tranny phone sex MayI have had a really stressful day and just want some stupid little mouth tat I can face fuck for a quickie with my big fat black cock. I want a quiet little cunt to throat down my shaft that I can just slam my dick into and release all of my tensions and the frustrations I have had from this shitty day. I might even throw in a few extra things, but I am in the mood to be rough and use someone as my little cum dumpster bitch maid. I want to blow a load and send them on their way. No need for chit chat today. Just some suck and fuck and get the fuck outta here kinda sex. You open wide and I will let you breath after I nit behind your tonsils kind of day. I want to pound that ass hole and throw your clothes at you and point to the door kind of day.

forcing him to eat my wet bald pussy

wet bald pussy

In invite my sissy boy over to play again. I’m feeling rather mean today. When he gets to my house I make him strip at the door. I put his collar and leash set around his neck. I walk him like the good dog he is into my bedroom. I get out my toys. I lube up the big four inch round anal plug and shove it slowly into his tight ass. He moans of course. I take the vibrating cock ring and stretch it around his pathetic sissy cock. It’s hard but would never be able to satisfy my delicious soaking cunt. I walk him around to the edge of the bed. I command him to get up in it. I lay down and spread open my legs. I pat my pussy gently and demand he eats me. He digs deep into my tight wet hot box. He licks me up and down. My tight bald pussy is loving it!! I shove his face hard into my begging fuck hole. He tongue fucks me. My cunt is so Fucking wet. I wish I had a big fat throbbing cock to fuck right now. I shove him off me and take my 10 inch black dildo and shove it hard into my wanting fuck hole. I shove it in and out of me until my cunt clenches and I hit my orgasm. I get my paddle and spank my sissy boy for not getting me off.

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

Sissy Training Phone Sex is HOT!

Sissy Training Phone SexI love my sissy sessions. The prettier they’re willing to get, the happier I am. She came to my door in the sweetest pale-pink dress, complete with a parasol and some strappy heels. I invited her inside, offered her a drink, and told her that my friends would be by in a few minutes. She told me that her goddess knew where she was, what she was doing, and that she hoped to have an amazing time to tell her goddess all about later. I told her that would all depend on how good a girl she was. When my friends got there, I invited them in, settling them on either side of her on my couch. Tranny porn picturesI told that little prissy sissy that she was to take their cocks out and start stroking them. She was a good girl, doing exactly what I asked of her. Between the fellas and me, we started stripping her pretty dress off, only to find some matching, pale-pink lingerie underneath. I called her a fruity little fag, and made her get down on her hands and knees in that pretty matching set. One of the fellas squatted in front of her, shoving his dick down her throat, face-fucking her. The other pulled those pretty panties aside, pushed a finger up inside of her. He spit on her sphincter and then replaced his finger with his dick, pushing up into her. He stretched her so much, that she was groaning on that dick in her mouth. She was the best little tinkerbell transvestite I’ve seen in a while. Watching her get plowed got me all hot and bothered, too.Hot ass sex

You want my advice, do what I say

Sissy phone sex Janelle

I have a distant relative that the family calls the little fairy fag of the family. Her name is Sissy. She called me today and wanted some advice on being a good submissive. I am hot, take care of my body and know how to get exactly what I want with my pussy and perfect titties. Sissy is the opposite of me. She is a little fairy queen with a little cock, insecure and never goes after what she wants. I am a dirty fucking whore, but the men that touch me have to be loaded and know how to use their cock and their tongue.

Guided masturbation JanelleSissy is somewhat naïve and doe not know how to present her goods and she gets taken advantage of a lot. I kind of feel bad for Sissy. So I told her she could come over and that I would give her some pointers on how to please a dominatrix by being a good and obedient sissy bitch. I told her I do not want to waste my time so I told her she will have to do exactly what I said no matter how gross or mean. Sissy agreed and decided to come over. I was amused and I kind of took advantage because I wanted to see just how far Sissy was willing to go.  Guided masturbation SissyI made her do things like drink her own piss, put a pacifier in her ass hole and then suck on it and a few other things. Sissy did really good. I noticed that Sissy had a really small tinkerbell weiner though. I wanted to see how hard it got and how long when hard. I made Sissy play with herself and lick my cunt since I was spending my time helping her out. I could not help but laugh, it was pitiful. Sissy really is a little tinker bell faggy waggy princess. That cock can not even count as one. Sissy should have a vagina.

shopping with the sissy fairy fag

sissy phone sex

I have my prissy sissy with me today. He is so fun to hang out with. We go to the mall to look at makeup. Of course, being the panty pooping crossdresser that she is she complains about the store I choose. She begins to act like a fruity fag. I take her to the bathroom and bend her over my knee. I pull down her white cotton panties and begin to spank her.

sissy training phone sex

She screams about how mean I am. I tell her I am doing this for her own good. I pull out my cock holder. I adjust it to her teenie weenie clit size. I place it on her. She complains it hurts. I tell her to stop being such a poopie pansy as I tighten it up. We head back out to the mall. She complains all the way home about not getting any makeup. I tell her it’s her own fault. She folds her arms and pouts. What I prissy sissy she is.

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Sissy phone sex with our site mascot is so fun!

sissy phone sexSissy phone sex with our site mascot is so funny! See, sissy is a fake man lawyer, a real big shot where she comes from and to me it is hysterical that she really thinks no one knows her secret there! I mean seriously, she walks around her town in her little sissy dresses and wears funny signs and takes pictures… she even poops her panties and walks around like that! Who wouldn’t notice that shit going on around them??? Come on, everyone sees her, everyone knows her and honestly, even if they had never seen her dressed like a sissy they would still know she was a total faggot!

small cock humiliation phone sexShe swishes when she walks, every mannerism is very feminine, she even gets her nails done and wears her little hoopy earrings! But we are supposed to believe that she is a man? Hahahaha she is no man, she is a tinkerbell transvestite, a poopy panty wearing wannabe princess, a fruity fag, all that but definitely NOT a man! That little teeny clitty she has between her legs is no cock either, its definitely just a clit, something to rub on not something for her to stroke.

humiliation phone sexNo our little site mascot is definitely not any kind of real man, she is just the little sissy fairy faggot that we love to tease and laugh at! In fact, she is even paying for this humiliation right here too! I bet half of her town sees these blogs about her and whispers behind her back about what a little sissy she is, there’s no fuckin way that they can’t see thru her act! Lets face it sissykins, all those judges you go before are laughing at you. They all know your secrets, they know you are nothing but a poopy panty wearing little sissy fairy faggot! Think about that next time you go to court…