Tag: sissy humiliation

Forced Feminization

Forced Feminization

When we got together with another couple for some swinger fun, I forgot to warn them how tiny your cock is. We were all groping and rubbing on each other, but when the clothes came off, the other girl started laughing when she realized that was all you were packing. Her man had a huge, veiny rod, big enough to split a girl in half. Looks like the plans were going to change slightly. As we continued to giggle about your itty bitty pecker, we ladies started getting frisky with the hung stud. We took turns sucking his cock and riding his face while we made you watch from the corner. Then, as I was getting nailed from behind while eating pussy, the other woman had an amazing idea. We tied your hands behind your back, and I held your jaw open as she guided her man’s juicy fuckstick right into your mouth. We giggled as we watched you gag on his shaft. You’re such a sissy, you didn’t even try to fight back when he jammed himself balls deep down your throat. Then we had the stud fuck me in the ass while my tits shook in your face, just so you could taste your woman’s ass on another man’s dick. All three of us had massive orgasms, squirting and gushing all over each other. When the stud blew his load, the other girl and I shared his sperm before we spit it back onto you and let it drip from your head all the way down to your neck and chest. It was nice getting some real cock for once.

Small Dick Humiliation

Small Package

Small dick humiliationMy friends and I need are bored we need some entertainment. I heard through the grapevine that you have a tiny dick. Come get naked in front of me and my friends, give us a good laugh.
“Wow! Girls, look how small his dick is, it looks like a baby’s dick. LOL! He can’t please anyone with a cock that small.”
You feel so embarrassed, but the humiliation is turning you on. Your small package is hard, and that makes us laugh harder.
“Girls, I think we should dress him up like a woman, because his penis looks like a large clit”
We dress you up in a crop-top, wig, and make-up. The crop-top is so short, it stops just above your belly button, show your small cock is still out. You look like a pretty bitch, and it makes us laugh harder. When my boyfriend and his friends walk through the door, your tiny dick gets so hard it’s sticking straight out and the tip is glistening with pre-cum. I can tell you want to suck their dicks. I tell my man and his friends to pull out their cocks. Their dicks are the exact opposite from your tiny cock, they’re long and thick. You waste no time wrapping your lips around my man’s cock and sucking on him like a porn star. You blow him and friends, and you’ll swallow every drop.

Watch Me Cum, But Don’t Touch

Tease and Denial Phone Sex

In your backyard pool, you admire my sexy body in my white swimsuit. I know what you want, but I also know what an incredibly small dick you have. It’s quite ridiculous, honestly, I can’t even feel when you’re inside me. Since I don’t have the patience for disappointment today, you aren’t allowed to touch. I think I’ll torture you with my lustful moans as I make myself cum right in front of you. Slowly, I pull down my swim suit and rub my big titties. Sticking one hand down my suit, I play with my clit, loving how all you can do is watch. Getting completely naked, I finger my wet slit, moaning loudly. In between moans, I gasp out to keep that tiny cock away from me, and seeing the shame on your face only makes me wetter. Flipping around, I finger my asshole, because I know how much you want to fuck that perfect rosebud ass. It’s the only way you can feel like it’s a mildly tight fit, because your itty bitty pecker couldn’t even pop a hymen. I use my other hand to rub my clit, and it sends me over the edge, making me squirt all over your nice chair. Still shaking, I put my swim suit back on and act as if nothing ever happened.

Small Dick Humiliation

Shut Up, and Put A Dick in Your Mouth

Sissy humiliationWhen you walk through my door, you’re a big and strong man. But I don’t need a big and strong man, I need a sissy. You’re standing tall on your feet, but I need you on your knees. Let me put you in a pretty dress and heels. I’ll put you in makeup and a wig. Now you look like my sissy, bitch. Get on your knees because I have some friends that are interested in in fucking your beautiful lips. You have a baby cock compared to my friends. Their cocks look like third legs, they’re so thick and long. I need you to open your mouth wide and accept their dicks into your throat. Don’t act like a you’ve never suck cock, I know you’re a porn star on your knees. When my friends come to my door, I want you to grab them by their crotches and lead them in to my bedroom. Then I want you on your knees with a dick in your mouth.

Sissy Boy Gets Cuckolded

Sissy Humiliation

I love having a sissy slave. It gets me so wet to make him watch me get fucked by other guys, especially when they have big, meaty, black cocks. I made him wait on his knees as I leashed him in a pretty, pink, blinged out collar. Looking down at his pathetic, tiny cock, I frowned. Then, the dark meat arrived. I smiled as I pulled the sissy across the floor with the leash as I went to greet the chocolate hunk. When his radiator hose dropped from his pants, I couldn’t help but gasp a little. He laughed when he saw how tiny the bitch’s pecker was. We made him watch as he ravaged my body, tearing off my clothes and impaling me with his massive fuckstick. I turned back to see that the little sissy boy had turned a bit to the side, perhaps pained by the sight of me with a real man, so I grabbed the leash and pulled his face close. As punishment, I made him lick my asshole while I rode the chocolate thunderstorm. When he was ready to bust, the black man put me on all fours and blew his load all over my ass. With an iron fist, I forced my sissy slave to lick my ass completely clean, making sure he didn’t miss a drop of the cum.

Sissy cuck with PMS prissy man syndrome

Cuckold phone sex

I don’t really suppose cuckolding can be done with a dildo, but I’ll just do it anyway. My sissy hubby has been a super bitch lately. It seems like he is having PMS, prissy man syndrome, sullen, bitchy and no fun at all. When it was chores and panties time the other night he actually rolled his eyes at me and let out an exasperated sound at me. I wasn’t too happy about that, nothing in his sissy training has included giving me attitude. I do understand that his job is very demanding and stressful so I gave him a scolding and told him to keep his complaints to himself or I would have to dole out some punishment. He didn’t seem all that impressed either way and he went about his chores. A few hours later when he was done I told him I wanted to cum. He got onto the bed where I way lying naked stroking my pussy, he started licking my wet little fuck hole and clit without much enthusiasm. When I got tired of his half ass effort I told him to go sit in the corner and if he wasn’t going to do it right he could watch me every night for a month with someone else or a something else. That seemed to perk him up a lot and his cock got nice and hard. Finally the sissy I know is back….but I think with that behavior a punishment is in order.

Sissy Humiliation

sissy humiliationSissy humiliation Sunday? It is becoming a real thing with me. I think because yesterday was Mother’s Day, more guys than usual were getting sissified. Did you ever wear your mommy’s panties? One of the many things sissies have in common is a love for panties. On a psychological level, I think sissies know that their package is too small for boxers. The other thing sissies have in common is a small package. Did you try on someone’s panties when you were a little boy? The silk or satin, even cotton, feels good against a little nub. I bet if you tried on panties when you were younger, you popped a little chubby. Panty boys know that the closest they will likely get to pussy is wearing panties. With a little nub and a feminine demeanor, the best a panty boy can hope for is being a sissy. Women like me don’t give men with clits the time of day unless they pay us or we need a good laugh. Sissies do serve a purpose, however. Besides the small dick humiliation, they make great maids and pay piggies. One of the things I love most about being a sissy trainer is the fact that a sissy is so pathetic she will pay to be denied and shamed. Off the phone, I have a few sissies who pay me to clean my house. They also tribute me. I look at all money I receive from sissies as an annoyance fee. I need to be compensated for my time spent with losers. I am a hot MILF who can fuck anyone she wants, so time I spend with guys I wouldn’t fuck for a million dollars is time away from real men. On or off the phone, if you are a sissy in need of training be prepared to compensate me for my time. And, be prepared to do as you are told.

You Call That a Cock?

Small Dick Humiliation

You know what’s really pathetic? When you’re cock is so small, I might as well fuck a girl. At least she will have some titties to play with! In fact, you are so small, I think I will call one of my girlfriends up and make you watch how much better she is at pleasing me. When she gets there, I have her take off her clothes as I play with my clit. She is so hot, I can’t help but get wet. You try to join, but she just looks at you and that tiny pecker in disgust. Sit down, you pussy. Nobody here brought their magnifying glass, so you’ll have to sit this one out. Both naked, her and I press our soaking cunts together as we grind and moan. Every time her clit rubs against mine, fire stirs within me, growing bigger until it comes exploding out of me in a splash of cum squirting from my slit. Ready to return the favor, I lay in between her legs and lick her until her hips are bucking wildly. I could have been sucking your cock, instead, but it’s far too skimpy to have any fun at all with. When I shove my fingers inside her hole, she cums in a screaming orgasm, bursting all over my face. I happily lap it up as she comes back down. We scoff at you one last time before grabbing our things and leaving you alone.

Gear up for the Fourth Of July

Cuckold phone sex

I am gearing up for one of my favorite times of year… 4th of July. I love the 4th, festive and fireworks, parties and cookouts. This year I decided to turn it up a notch. So I had these pictures taken and I am having some flyers made for some sex clubs in the area. I want to have a huge 4th of July gangbang. I haven’t decided all the details but I know I want to be the center for every guy’s cock that shows up. Food, dips, chips and dicks! I’m even thinking to make it an outdoor tent event. With barrels of ice and beverages, a few grills and a center “stage” area where I will get fucked and fucked and fucked. I don’t think it’s too farfetched of an idea. The best part is, that my sissy hubby can have a perfect view of me getting slammed by multiple cocks, making me cum like he cannot. What if a hundred guys turn up! Should make for one of the best 4th of July holidays I’ve had. Oh and I think sissy hubby will wear a tiny red, white and blue thong the whole time, he’ll look like a pretty little sissy.

Exhibitionist sex

Sissy Humiliation with Our Site Sissy

sissy humiliationSissy humiliation is one of my favorites things to do as a phone sex woman. This company sees a lot of sissies too. No sissy is as pathetic as Sissy Michael, however. She is the personal sissy of our fearless leader, Mistress Levi. One of the many perks of this company, however, is the chance to shame Sissy Michael ourselves. I have quite the sissy fan base, but our site Sissy makes them all look butch in comparison.

sissy maid storiesSissy Michael or as I like to call her, Sissy Fairy Fag, even has her own website so anyone can call and shame her. If you enjoy sissy maid stories, I have plenty to share with you. Sissy Fairy Fag dress up like a princess, maid, pig, bunny and a baby, depending on her orders and mood. She has quite the sissy wardrobe. She goes out in public without shame completing humiliating tasks like buying panties and getting her nails done, even shopping for diapers. They might be humiliating to a real man, but to a pathetic pansy, they are embraced with glee.

best phone sexI have spoken with Sissy Fairy Fag on more than one occasion. She sings little sissy songs and relishes in telling her long history of sissydom. Sissy Fairy Fag deserves shame. First, she is pathetic. Not just for wearing feminine clothing and prancing about in public, but because she has a tiny little clitty stick. I could share photos of her shrimp dick with you, but you cannot unsee it. She frequently poops her panties too. Disgusting, I know. Not like she can’t get to a bathroom. She likes being teased for being a poopy pansy. Hard to believe, right?

sissy maid trainingThe best phone sex is not always pleasant, but it is enjoyable for the sissy. I love teasing and laughing at Sissy Fairy Fag. I also enjoy making her tell me all the humiliating things she has done in her life as a sissy. If you are a sissy, entertain me. I bet no matter how pathetic you are, you still aren’t as pathetic as Sissy Michael!

tease and denial