Category Archive: Sissy humiliation

BAILEE A Cuckolding Dream

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Look at this hot mistress Teen! She will make you watch as she gets fucked by 5 big bull cocks and nit even let you touch your peepee. I have been in her sexy ass presence as she put her boyfriend in a cock cage for a whole week! he wasn’t going to be able to touch his little cock for a whole fucking week. We both just laughed and laughed at him as he was begging her to let him free.  I enjoyed pumping 10-inch cocks onto her big teen tits while he cleaned them up. Bailee is so fucking hot she even taught me a new game! It was finding the key to the cock cage. But I had to eat her pussy out to get the key! Bailee is a big believer of male chastity. No little cock should be uncaged to give cum unless he has served her well. I now want all of my cuckolded male friends to be in chastity for me. Wheater is a humbler bar or a cock cage! You will find my sexy Bailee her at sissysluthut. She will train you the right way. Be her sissy and take a ride with the other mistresses here on sissy slut hut! Bask In the Femdom Bitches!small dick humiliation

Sissy humiliation. My Sissy Pets

Sissy humiliation

Sissy humiliation is something I share with only the kinkiest of men. My pets fantasize about having a group of women dress them up like a total slut. Take them out to the local bar and later make them perform various dirty sex acts? Some just like to wear their wife’s silky panties and bra around the house while admiring themselves in the mirror. Most all sissies I know love nothing better than putting on a pair of high heels, laying on their back, pulling those panties to the side and getting the wonderful ass fucking that they deserve and crave. Wait, should I call it ass fucking or should I say mangina fucking? Forced crossdressing will lead to you wanting that tight fuck hole of yours pounded and pounded good. Maybe you are a closet panty boy and you need me and my girlfriends to bring the sissy out of you in a big way. There are various degrees of feminization, sissification, and crossdressing.

I have callers that have been crossdressing for many years. Deep down some of them want to fulfill their dream of crossing over and becoming a full transgender female. You deserve to treat yourself and give in to your desires because you work so hard and you only live once. I know you close your eyes and recall how good it feels to slide on those sleek, silky garments, how hot it made you feel to slip your feet into a strappy pair of sexy high heel shoes. So what are you waiting for? Get dressed up and call me! Or even better don’t get dressed. Call me to dress you up! It is so much more fun to get off with someone who understands your every need during Roleplay phone sex.

I offer the best Sissy, Crossdressing, Transgender Phone Sex Around!


Sissy Humiliation for Splenda Daddies

sissy humiliationI am a sexy woman. I have standards when it comes to cock size. Look at me? I am a sophisticated hottie to the max. This dude I met on a sugar daddy site completely lied. He was a Splenda daddy instead. No money and to make matters worse, no cock. He didn’t get my pussy. He got sissy humiliation instead. I denied him. I was about to slam the door on his face when he showed up to pick me up in a Prius. I was like what the fuck? Do I look like I ride in a Prius? I am sports and luxury car worthy. He tried to scam me again with the I am so beautiful crap that it made him desperate to go out with me. I shut that shit down too. I asked him if he had a big dick. I knew there was no way that he did. He was a broke ass loser. He tried to claim that he did, but it was a shrimp’s tail. No bigger than my pinky finger. I lashed in on him with some of my best humiliation slams ever. I gave him a pair of my panties and slammed the door in his face once I eviscerated him. The nerve of some men. To pose as a rich sugar daddy with a big dick to get in my panties. As if I would ever let a loser fuck me.

Sissy Humiliation

sissy humiliationSome men deserve sissy humiliation more than others. I often say men fall into two categories: the haves and the have nots. Some have cocks worthy of fucking and others have cocks worthy of shame and sissy training. I met a man on Tinder who used a stock photo that wasn’t him. I should have known he looked too good to be on Tinder. I was horny. Now, I am not stupid. When I met him, I was like whose photo was that. He tried to tell me it was him 10 years ago, but the eye color and height were off. I called bullshit. He told him to believe what I wanted but he wasn’t lying. So, I said well that means you have an 11-inch cock, so let’s get to the fucking. We met at Motel 6. He added an extra one to his cock size. He had no dick. My clit was his size. I didn’t sign up to fuck a clit stick. Get this. The fucking short dick loser that he could get rough with me. He started spouting off some stupid shit about I can’t go back on my consent. And I said I consented to fuck an 11-inch dick not a fucking 1-inch nub. I hurled a bunch of small dick humiliation jokes that he didn’t find as amusing as me. Then, I tied him up with my pantyhose, handcuffed his hands and wrote all sorts of small dick slurs on his body in red lipstick. I called 911 from his own cell and let the cops find him like that. I snapped many pictures and assured him if he talked about our encounter, they would go viral. No man wants his small dick plastered over the Internet. He may have not learned his lesson that cock size matters, but I know he won’t try to hook up on Tinder again anytime soon.

Stroke Your Cuckold Sissy Dick For Me

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I love how you stroke that sissy dick to me fucking myself with my big pink Vibe baby. I moan and tell you how good it feels to have something nice and big inside my young fuckhole. You can see my wetness dripping down my thighs. My red thong slid out of the way and my shaved pussy just being opened up so well. You could never fuck me like this, could you? You have everything your heart desires, but money couldn’t buy you a big dick. Sure there are surgeries, but would you still be able to cum. ANd I have a secret. I love you having a small dick, and being my cuckold slave. I drag you to Fredricks of Hollywood and buy me some pretty teddies. I also scout some of your size pretty things and tell the personal shopper it’s for my sister. But she knows. She looks at you and asks if you want to try anything on. You blush for the Mistress Cuckold Queen she is. This isn’t her first-time baby. I invite her to your place while the wife is out of town. I think we shall tag team your sweet little ass!  Train your right and you just might get to see a couple of hot sluts fucked by a real cock the way we are meant to be. Enny Meenie mineey moe go pick out a sissy trainer to make you our hoe! sissy humiliation

Phone Sex Therapist for Sissies

phone sex therapistAs a phone sex therapist, I encounter sissies often. There are all sorts of men I won’t fuck. I say no to small dick men, broke ass losers, cuckolds and sissies. I want a masculine man; one with a cock I can feel. Mark was no man. When he showed me is dick, it was like a turtle in its shell. I saw no dick. Just lots of skin and some balls. He was a no dick wonder. He was clearly a sissy. He just needed a sissy trainer. I have mostly cuckolds in my posse of losers, so a sissy was a nice addition. He craved sissy humiliation and training. I took him shopping for panties at Victoria Secret and made him tell the hot sales clerk that he needed pink panties to protect his little clit stick. She snickered at him, but that was what I wanted. The more he was shamed, the more he wanted to please me and any one I wanted him to please. I had him buy the hot sales girl some sexy lingerie she could wear for a real man. I made him buy me sexy things too. All he can do for sexy women like us was buy us things and entertain us. Sissies are a girl’s best friend because they wait on us hand and foot. Plus, they do whatever they are told to do from singing us silly little songs to buying us pretty things for real men. Sissies are growing in number, so we now have a new site of the best sissy trainers around. If you are a shameful sissy, check out SissySlutHut.Com

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Phone Sex Therapy for Small and Average Dicks

phone sex therapyPhone sex therapy is necessary for many men. So many tiny dick losers out there and they need a healthy dose of reality. I have this new Pet who has 6-inches between his legs. Because he is above average for cock size, he thinks he should be able to fuck me. For hot women like me, however, 6-inches is too small. I want 8-inches or more in my sexy MILF pussy. I am in my 40s and my days of small cocks are long gone. I have been training my new Pet to understand he is not lover material. He is average and thinks he is God’s gift to women. Those sorts of men need sissy humiliation. They need to learn they are the equivalent of a pet. I treat my pups better than my pets, however. My pups are spoiled bitches. My pets are just bitches. He wants to be in my company, he needs to learn his place which is on his knees licking my cum filled pussy; by my side putting a big dick into my pussy; being my errand boy. He is slowly learning. Next up, he will learn to fluff cock and clean up my pussy. Do you need some sissy training too?

Small dicks make me laugh

I can’t help but laugh at tiny dicks. I’m an experienced milf and I like big throbbing cocks filling my holes; not sad little mini sausages. Sometimes I’ll pity fuck a tiny dick, but only after I’m finished laughing. We got a sexy new delivery man and I decided I wanted to get some of that D. When he took off his pants I couldn’t help myself! He had the teeniest weenie I’ve ever seen! That sad, pathetic thing will NEVER give a woman any pleasure. His cock was more like an oversized clit it was so tiny. I laughed and laughed at him until the little fag started to cry. It was so pathetic that I decided to pity fuck him. I spread my legs wide and showed him my pussy and dared him to try to please me. I didn’t feel a thing. It was so sad. I bet that guy gets cuckolded all the time because of his sad, small cocklet.


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Spring breakers

sexy chickslatina phone sexSexy chicks are the best party sluts. My friend Lena and I invited all our closest and hottest friends over. We were both on the same page. We needed girls vacation on it was all on our husband’s tab. We wouldn’t be smart if we didn’t take advantage of them. Lena and I are two peas in a pod. We love getting in trouble. Together and separately we have all sorts of fun. I have to say there is nothing better than when we combined forces and do slutty things together. We are dime pieces and enjoy all the finer things in life. We don’t have to give up good fuckings cause we have short cock husbands. We invited only the sexiest of our friends. What’s better than spring break with hot sluts? Spring break with a ton of big chocolate dicks of course. We loved visiting Jamaica and the grand Turk. We had plenty of big black cocks around to keep us busy. We had the best orgy ever. I can’t thank Lena enough for bringing out the inner slut in me. When I first got with my husband I tried hard to be the proper wife. I was sick of being appropriate and wanted to be the hot sexy Latina phone sex slut and whore I am to the bone.

Sissy Boy Cuckold Phone Sex


cuckold phone sexNot only are you a sissy that could cum solely to hearing me humiliate you, but we learned yesterday that you are also a cucky. We went through our normal routine of you coming over, and me laughing at how small what you call your penis is. I just can not help but laugh at it, it is like the fun size of a fun size, except it wouldn’t be much fun for anyone, if they could even feel it that is. I forced you into my slutty lingerie because with a cock that small you might as well dress like the little sissy bitch you are. Tonight was different from normal though because I decided I wanted to show you just what a real cock and cum load look like. So, I invited over a friend that has a cock like an elephant trunk. You watched so closely while he pounded into me, and you begged me to let you touch your little cock. I denied your request because tonight was about me getting pleasure not you sissy boy. When he blew his thick creamy load into my tight shaved pussy, I let you come lay on the bed, and I let the cum run out of me onto your face. You begged me to cum and since you were such a good little sissy boy cuck I actually let you cum to me. 


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