Category: Sissy humiliation

Pathetic Small Dick Surprise

Small dick humiliation LenaI’m a beautiful, sexy, sophisticated woman and when I go to hook up with someone for the first time, I expect them to match my needs in all ways! Nothing is more frustrating than getting between the sheets with a hott sexy man only to find that his cock is a pathetic tiny little sausage! This golden pussy wasn’t made for just anyone! It’s a gift, a reward, a very special achievement! If a man even dares to think that I will accept anything less than a thick, delicious, huge cock inside of my goodies then he is in serious need of a reality check! I brought home a tall, sexy guy from the club the other night assuming his dick was going to be up to par. Boy was I wrong! As soon as we got home we went straight to the bed and undressed one another only to find that his puny little four inch cock was like a chewed up piece of used bubblegum! Fucking disgusting! I started cracking up and made him lay there on the bed while I snapped pictures to send to my friends so that they could see what a monstrosity his small dick was! He was humiliated that I didn’t think highly about him, and tried to cover himself up with his clothes. I had to give him a harsh reminder of how delusional he must be to think he could fuck such a hott and naughty trophy like myself! Pathetic!

Be a bad sissy, to be my good sissy bitch

Sissy Humiliation ClarissaHave you ever had a sissy that did so well you did not have anything to punish them for anymore because they were such a good little bitch, you just cannot punish them. One of my sissy maids is so perfect and does everything that I say that I just cannot seem to find anything to punish him for, so I have been having to make stuff up. I will punish him for licking my asshole to slow, when he was doing it just fine. I have punished him for getting saliva on my boot after I told him to lick it. I kind of feel bad but it is his fault he does exactly what I want. I think I need to tell him to disobey me so I have something to yell at him for and put his cock in a nice vice grip contraption. Its no fun if I cannot toture his cock and balls a little bit, but I want a reason to do so. I am ordering you to be a bad sissy, just to prove you are my good little sissy.

Sissy humiliation gets me off Part 2

Sissy humiliation

 

Officers crowded around the car were all hard and some were jerking off right there, some were rubbing their cocks on the outside of their pants. I looked around and pointed at the sexiest one in the group, and it was not my husband. This officer was over six foot and had the most well tones body. The V bar muscles across his hips and a nice big cock in his hands.
He took one look at my husband’s tiny dick and laughed. The officer took the dominant role with you easily and said “Don’t jerk off while I fuck her or I’ll cuff you.” He slid his perfect cock inside me and I let out a loud moan and all the guys seemed to physically respond. Some started jerking off even harder. I said “Now don’t go cumming officers, unless you are going to cum all over my husband after you fuck me.”
As my husband watched, each officer took a turn fucking my sweet fuckhole, and then he would pull out to cum on my husband. I could see the expression of humiliation while the officers were shooting big loads onto his face and making it drip off of him.
Each officer had taken a turn, and they all seemed satisfied, my husband covered in cum. Home is only a few blocks from the police station, I tell my husband to enjoy the walk home…covered in jizz. Feeling satisfied upon getting home, I got comfortable on the couch and waited for you to get home. Your look was priceless, total humiliation.

Sissy humiliation gets me off

Sissy humiliation

Trying to get to the fundraiser on time, and thank you to pathetic husband, we are now waiting for a ticket for doing 33 mph over the speed limit. As the officer approaches the window, I tell the cuck to let me handle it. I see the officer and he is gorgeous. The sissy put his window down, and as the officer bends down to say “do you know why I pulled you over?”  he stops mid-sentence and smiles at me. “I love hot sexy women, and you smoke.” Completely ignoring my husband. That turned me and my cucky on.  I ask if I could get out of the car and speak to him. He comes around to my side, and as I am stepping out I tell my husband to stay in the car this is not for sissies. The officer looked at me up and down in my formal dress and licked his lips. “Officer, can we have an escort to the fundraiser? Tomorrow I will show you what it means to me.” He did just that….

The next day I had the sissy dress in panties and a bra under his clothing and drive me to the precinct. We met the officer in the impound lot attached to the building, he came out and I was already wet knowing what was going to happen. He walked toward me, all muscle, unbuttoning his shirt and removing his bullet proof vest. He walked right up to me, grabbed me around the waist, picked me up and laid me on the hood of an old police car. I had a skirt, no panties and no bra, and a halter top. My nipples were hard as rocks as soon as he touched me. He had my legs in the air, eagerly licking my pussy and saying how good my pussy tastes. I was so ready cum, foreplay was unnecessary. He pulled out his cock and it was perfect. I smiled and said “Fuck me hard.” It felt so good when he thrust into me I couldn’t help but let out a healthy moan. “Sissy, come watch how a real man fucks.” The officer smirking as he yelled to him. The slave came and stood next to the car and I could see he was hard watching this stunningly handsome man with a big cock fucking me. The officer laughed and asked my slave if that was a big clit.” I laughed and said “Yeah, small dick humiliation just makes him hotter.”

The officer fucked me in every position you could think of to do on the hood of that car. I was so into cumming repeatedly and in my own world, that I did not notice a crowd of even more gorgeous men, gorgeous officers…all in uniform have crowded around the car.

Come back next week to find out what happened next…as if you don’t already know. *smirk*

Small dick humiliation with Felecia

He came to me with a deep dark secret that he had never told anyone. It would ruin his entire world. His family would dis own him, his brats would hate him. His wife would leave him if she ever found out. He made it seem like it was going to be shocking. I was disappointed when he told me his big deep dark secret. He liked to stick his finger up his ass while he fucked his wife. That’s it, and it was pathetic. It’s been a rough week for me, so when he made a big deal about having to have an emergency session about his dirty dark secret, then it turns out to be nothing. I was beyond aggravated. I dug my nails into the leather of my arm chair as he went on and on about this worthless secret. I told him to shut up. His eyes got wide, no one has ever talked to him like that! He went to open his mouth and I threw my note pad at him. “Shut up, I am getting a headache listening to this pathetic bull crap. Stand up right now. Grab that not pad and read it out loud to me.” He stood and cleared his throat. “I am a pathetic loser. My cock is tiny and that is why I need to bully everyone around. My wife hates me and fucks other men while I am away. I am too much of a loser to do anything about it. “When the tears started to flow down his cheeks I told him to get undressed. I made him get down on all 4’s and tied his tiny cock and balls up. I went behind my desk and told him to start reading it again. He was ugly crying now, saying how pathetic he was over and over. I slammed my big fake cock inside of his ass, making him moan like a little slut. I knew this is really what he wanted. He wanted to be humiliated. He wanted to talk about his finger play, but I knew he wanted more than just his finger up his ass! I gave him every inch!

Small dick humiliation

Tease your little sissy cock

I am so sick of dumb cocks. Its not rocket science and fucking in space. Really, If you have a penis and do not know how to use, please do me a favor and come to me for a sissy training session. If you have a small dick, cum to quickly, fuck like shit or just cannot hack it like a man, I am the solution to your inefficiency. I realized I have so many clients that really should have been born with pussies because they just cannot hack it in the world of cocks. I train my little bitches to bow, bend over, humiliate and beg for my favor because I am the master. The master at making them my sweet tittySissy humiliation Clarissa sissy maids, naughty sissy bitches and little cunt lickers for my satisfaction. I can make even the manliest wannabe man my little cunt whore and he will like it. I am so proud of them. Good little bitch, good.

Sissy Humiliation with the Biggest Sissy of Them All

sissy humiliationI love sissy humiliation calls. We have a site sissy that belongs to our bitch in charge, Levi, however we all get to poke fun of her too. What kind of a sissy are you if you can’t handle some ribbing, right? Sissies are here for our amusement and humiliation. As a mature sexy woman, I get my share of sissies, but Sissy Michael really takes the cake in the world of sissies. She is a teenie weenie sissy. In fact, Sissy Michael has such a small dick, it belongs in panties. Mistress Levi has had to put her little weenie under lock and key before too. It is just a nub! Don’t feel sorry for this sissy, however. She loves public humiliation, especially small dick humiliation. She loves to have her clit stick teased.

small dick humiliationJust take a good long look at these shameful pictures? I know what you are thinking. What self respecting man would be seen dressed up all frilly like a tinker bell transvestite? The answer to that is no man, just Sissy Michael. Let me share a shameful secret with you. This sissy is not just a sissy. She is a poopy panty princess too. Under all the pretty white lace lies a dirty secret. A really dirty secret. She is pooping her pretty little panties  underneath that pretty dress. Sissy Michael is such a loser. No make that LOSER. And, not only is she a  poopie pansy, she is a little fudge packer too.  She has an ass fetish and prances around public places like the mall begging for her sissy fannie to be stuffed. Can you imagine being at the mall and running into this crossdressing pansy begging to get a fanny stuffing? I laugh till I am crying every time I think of her being so pathetic! Mistress Levi has her work cut out for her.

Please stop by Sissy Michael’s page so you can see for yourself the most pathetic sissy in all the Internet.

ass fetish

Sissy humiliation !

sissy humiliation

Ready! Okay! Give me a “S”, give me a “I”, give me an “SS”, give me a “Y”! What does that spell! SISSY! Look at this cute teenie weenie sissy of ours! Isn’t she just the cutest cheerleader you have ever seen. See this is our little cross dressing pansy who dresses to impress and heads all over town.

This prissy little sissy has tons of little secrets, well they are not really secrets. I am so sorry, I couldn’t stop giggling as I type this! Well, you see she is a big girl so I am just going to come out and say it!

She is such a fruity fag. She has the most pathetically cute teenie weenie you could ever gaze your eyes upon- along with itty bitty little marbles that fill up with clitty juice! I mean come on, how could you not tell- look at that short skirt!

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Who wears short skirts? She wears short skirts! Anywho, this sissy pansy cross dressing tooty fruity piggy is the most worthless of all worthless sissy girls out there in the earth. I mean with a clitty like that, who wouldn’t feel like a walking doormat.

Do not even get me started on that back door wittle pussy hole. No worries, this frazzle dazzle sissy girl gets it worked open very often! I just can not help but to tease her, letting her know how good she looks walking around embarrassingly in a cheer outfit.

I can not wait to see her bend down in that little skirt so I can giggle when her frilly little panty’s pop out! When she leaps in the air for joy and her itty bitty clitty dangles in the wind, I wont stop myself from pointing and giggling at it. She is just so pathetic, I can not help but to be captivated by her.

She knows how to werk it! Don’t you, you little panty wearing prissy pansy sissy!?

From Not to Hot, my Sissy project…

I have this awesome little sissy la la that I took on as a charity case. I cannot belive how far my fruity little tooty has come in the short amount of time that I have been sponsoring this little fairy queen for. I suppose that I could explain how sad and pathetic Sissy was when I found her. She was so sloppy looking. She didn’t know how to put her make up on and she was dressed like a bad character from a Disney movie. When I found her Sissy was sitting in a jail cell drunk off her ass and had been taken advantage of by all of the other inmates. Sissy was crying like a little faggy cry baby.

Sissy humiliation Sissy

 

I took Sissy into my home and showed her how merciful a goddess like me could be. I made Sissy clean up and take care of those assets, even that little fairy tiny tinker.  I gave Sissy some food made him sober up and I even helped Sissy get off a couple times. I put Sissy through a few tests before I really invested too much into her. I gave Sissy for explicit instructions on how to lick my pussy, jack off with my favorite butt plugs in her asshole. I showed Sissy how  Il like her to bend over when she is wearing the outfits I have picked out for her for our play dates. So far Sissy has done really good and I am very pleased with the outcome. Here is a before and after picture of Sissy. The little fairy fag I met at the jail compared to my Princess poopy pants.

Sissy humiliation Sissy

It is amazing. I can not wait to teach Sissy more and turn her into my favorite fairy faggy princess, I will ensure Sissy stays prissy and does not go back to her old ways.

Sissy maid training Clarissa

Dick humiliation and cock play

Sissy humiliation ClarissaTrying a new toy out on your favorite sissy botch’s ass is so fucking hot. I ordered a box of new toys which included a strap on dick, a bunny vibrator with an extra stong motor, a few cock rings and this ass plug which vibrated and had little silicon spikes around the rim for a little painful pleasure. My client showed up fr his nightly humiliation session and I immediately told him to get on all four and spread his pretty little ass cheeks for madam. He did so like a champ. I was feeling a little frisky, so I slammed that plug up his puckered little asshole enough that he gave me a little whimper. That made me wet fast. I love to hear my bitch, whine, cry and in pain. I then put on my strap on and face fucked him until he was so hard he had purple balls. I put my cunt up to him let him lick it until I came all over his face, I gave him a fake pussy to relieve himself into and then I sharply removed his ass plug and told him what a good little sissy bitch he had been.