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.
Tag: sissy phone sex
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.
I 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.”
I 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 is HOT!
I 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.
I 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.
You want my advice, do what I say
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.
Sissy 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.
I 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
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.
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.
Sissy phone sex with our site mascot is so fun!
Sissy 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!
She 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.
No 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…
hardcore ass fucking
One of my sissy boys come over to play with me. He loves getting fucked in his tight ass hole. I love fucking him in it. He gets here and I command him to take off all his clothes. He obeys me. He gets on all fours. I pull out a nice big ten inch dildo. I take out the lubricant and douce the hard rubber cock in it. I slowly slide it into his begging ass. He moans as I slide it all the way in. He begs for more. I take my eight inch pink dildo and i shove it deep into his little cum guzzling throat. He chokes on it. I keep it deep inside of his mouth as I continue to fukc his whore hole. He loves every minute of it. “Take that cock you cum slut!” I say. His cock is jumping as I fuck both of his holes. I start to thrust the big hard ten inch shaft deep into his now loose ass. His muffled moans turn me on so much. I fuck him hard and he squirts his white cream all over the floor for me. “ clean it up! You know I don’t like messes.” with the cock still in is tight ass he begins to to lick all his cum up. He is such a good little fuck toy.
Sissy in training
I have interviews all next week for a new assistant and I am not sure that any of the potential applicants are going to measure up to my old assistant. I am going to have to interview them one at a time. I need to make sure they are articulate and that they can sock a mean cock. I simply can not think some times and my assistant needs to know how to clear my mind and my pipes. I need a good pair of dick sucking lips to climb under the conference table, spread my legs apart and start sucking my juicy tip. I need to be able to release all of my pent up energy and frustration from work into the back of a willing throat that will swallow every last drop. I want a good little assistant that will follow my every direction without hesitation and do exactly what I say. It is going to be very hard to find a replacement for my last assistant indeed.
I’m In Your Head
Relax and listen to the sound of my silky voice. The smooth, hypnotic tone will persuade you to do all kinds of things you only dreamed of. I am in your head coaxing you to lure that sweet young girl to your car. You will bring her to me and together we will make her scream! Tell me about your bi fantasies. I know you imagine yourself on your knees sucking cock. The feeling of it deep down your throat gets you hard. You will drain the balls for me. My voice may sound soothing in a maternal way. It may take you back to being in diapers.The feeling of soft hands rubbing powder between your legs, fingertips brushing over your tiny pee-pee makes you squirm and coo.I will explore deep inside your mind. Cum with me!
Deep Throat Princess’ Strap On
As you know, a sissy’s training is never done. One of the first things a sissy needs to learn is how to deep throat my princess strap-on. A princess can never get enough of a sweet sissy mouth on her cock. I want you to strip completely naked. Don’t worry, I have seen plenty of tiny clitties before. Yours is no different. Get on those soft knees of yours and suck it down slowly. Gagging up a little spit is par for the course, just use it as lube honey! I know that makes your clittie throb and your sissy clitty pucker and ooze. Pretty soon you will be begging me to fill you up, but I won’t! You have to sit up and beg like a little poodle. Aww..come on, whimper for me!




















