Tag: sissy phone sex

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.

spanking phone sex

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…

hardcore ass fucking

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

Sissy phone sex MayI 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

Adult phone chat

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

Sissy Training Phone Sex

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!

three times the cum shot

 

sissy phone sex

One of my sissy boys come over to play. I make him go straight to my bedroom and strip down naked. I lay out all my dildos on the bed. I ask him which one he wants. He says that he wants the six inch one. I laugh. “just because you said that, you get the seven inch pink one.” He shivers with pleasure. I have him lay on his back. I lube up the pink dick and stick it into his tight ass. He moans loudly. I command him to jack that cock of his. He does.  “match me pounding your ass, you butt slut.” He starts stroking that cock in sync with the dildo in his ass. I pound that ass faster and faster. He squirts his cum into his hand. “eat it!” I command. He licks his hand clean. I continue to fuck that ass hard. He loves every minute of it. What a butt slut he truly is. He jacks that cock off again. He hand fucks it hard. He moans louder as he squirts cum out into his hand like before. I tell him to eat it again. He does as I say. He is such a good little slut!

Adult Baby Phone Sex – Shannon

Adult baby phone sexOk, so I’ve had some sissies hitting me recently, and I’ve been enjoying myself with them. Most of them love to be humiliated and forced to play around with the big, beautiful dicks that I plan to fuck. They also love when I finger or strap-on fuck their ass holes. Well, just the other day, I had a man come to me asking for some TLC. I didn’t think anything of it until he took his lovely dress off and handed it to me, displaying a very dainty-looking adult diaper cover. I hid my surprise, as this was my first time seeing such a thing, but surprised I was. When he crawled over to me and wailed a quiet “mommy” while holding his arms up to me, I figured it was time to sit down. I sat on the sofa and let him crawl up into my lap. He proceeded to cry, so I checked his diaper to find a very healthy dump. I groaned inwardly while outwardly telling him that mommy thought baby had boo boo-ed very nicely, and mommy would need to change baby. I asked if baby knew where the changing stuff was, and he gestured to the over-sized man-purse he’d brought in with him. I left him lying on the couch with a gentle warning about how he would hurt himself if he fell, and rummaged through his man-purse. I found a pack of wipes and a fresh diaper in the bag, which I brought over and used to change him. He seemed to really enjoy having his tush wiped, so I spent an extra minute or 2 doing that, making sure to clean his tee-tee and the creases and folds of it. He then spent a good deal of time suckling at my breast before he said he had somewhere to be and that he really wanted to do it again soon.Hot ass sex

forcing him to watch

sissy phone sex

I have one of my sissy boys tied to the chair next to my bed. He is butt ass naked. His tiny little cock lays limp. I am on my bed with my see-through nighty on. It is red and super sexy. I have my toys laid out. I get up and move him closer to the bed so he can get a good view. He can’t fuck me his cock is way too small and I’m not about to waste my time on someone like that. ===giggles=== I lay back on the bed and start to rub my clit. I moan loudly for effectiveness. I hear him sigh in pain. I look over. His little shaft stands at attention. So sad! I take my pink rabbit vibrator and I begin to fuck my cunt with it. It feels so good. I shove it in and out of my tight wet pussy until I orgasm. I feel my pussy clench around the vibrator. I look right at my sissy boy. “you wanna fuck me so bad don’t you.” He nods his head. I fuck my soaking wet cunt again with my toy. Ramming it in and out faster and faster. I moan loudly and orgasm again. I love torturing these little prick sissies.

What a little bitch

sissy phone sexOMG what a little bitch you are! Look at you pathetically sobbing because I won’t let you ruin my dress, you have your own slutty clothes go wear those! Since you want to act like a little bitch sissy, I think I will treat you like one today, go get dressed we’re going out. I’m going to take you over to my friend’s house where there are lots of horny men waiting to pay me to abuse you. I’m going to make sure that they all take a turn on you! Your little man pussy is going to be stretch wide open and dripping with cum… you will have a belly full of it too. They are all going to take a turn on you, they’re all going to make you the whore you’ve always been meant to be!