Category: Small dick humiliation

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.

Small dick humiliation

small dick humiliation

My pussy aches to get fucked hard. My tiny dicked friend just isn’t satisfying me. His little pinky dick is not even penetrating me. I’m better off dry humping is worthless ass. I can tell his brother is packing. I always see his cock poking through his pants. Time to find out if his brother is a shower or a grower! Lucky me! He is both! I am going to make little dick fucker watch how to fuck a women and be a real man.

I am making that little loser part of the itty bitty clitty committee! He brothers cock thrust deep and hard inside of me and my pussy juice naturally just leaks all down his cock and balls. I can not help but to cum over and over on his big fat dick. He is such a man! His cock is just so big and juicy.
I think my little loser is so sweet, he means well, he does. It’s just a shame that his cock is so tiny. Oh which I forgot! They say nice guys finish last. Well now that his brother pushed his cum load really deep inside of me and I came all over his cock, it’s only fair to my little loser that he cleans us both up.

And then he can finish his load on my feet. He can then finish cleaning his cum droplets off my feet!

The Best Phone Sex is Cuckold Sex!

best phone sexWhat is the best phone sex to you? I get asked that question daily. Guys want to know what turns me on; what gets me off. A lot of things actually turn me on, so it is hard to pinpoint one thing. It depends on my mood that day. I can tell you this, however, if I wouldn’t fuck you in real life, I won’t phone fuck you either. What do I mean by that? Size. If you have a small dick, do not think I am going to have mercy or pity on your pathetic cock. I was married, twice. Both of my ex husbands had small cocks, so I have endured tiny dicks half my life. No more. I will be wearing my phone sex therapist hat if you call me and whine about your tiny dick. If you call me complaining about how your wife is cheating on you with a man with a big dick, I am going to be on Team Wifey. I am all for other women getting the pleasure of big dick. In fact, I have a Big Dick Club I run. It is sort of like a book club. I invite a new big cock to my place every Friday night, along with some women married to men with small cocks. Getting the picture?  My deprived female friends get to experience sex with a real man. They get to see for themselves how much size matters, especially to a mature pussy. It is my way of giving back to women everywhere. I enjoy turning unsatisfied wives into cheating whores and cuckolding mistresses. Maybe you should call me with your wife so I can give her the wakeup call she needs too. This is the 21st century. The era of us laying there like good little wives counting ceiling tiles is long gone.

Bend over

Sexy Dominatrix Clarissa

 

One of my sissy bitches gave me a gift. He gave me a Louie Baton  purse. I told him he was a good boy and I let him lick my cunt and asshole. I even let him get his dick wet for a few minutes until I learned that it was a knock off. I was so angry that I had to punish him for not paying attention because he knows that I only like the best and that is what I deserve. Especially since I take such good care of him. I make sure I take care of this body, keep my pussy pink and wet, make sure my ass hole is lickable and that I even allow him to look upon me. He is now my little bitch maid and I had to use some devices on his cock to let him know I mean business. Never give me a knock off. I deserve only the best if you are going to be my sissy bitch.

Cuckold phone sex

cuckold phone sex

My boyfriend is the best, he surprised me with a gigantic cock when I got home. It wasn’t  his dick , since he only has a ten inch cock. He knew that I wanted something that was closer to fourteen. He sat in the corner of the room and watched as this stranger pulled out his cock revealing his massive fourteen inch sausage. 

It was black and just breathe taking. My boyfriend urged me to suck it, since he figured there was no way I could fit that into my mouth. So I decided to challenge my self. I began to shove the strangers massive black cock into the back of my throat. I maybe got ten inches before I started to gag. The stranger grabbed my head and pushed it hard down his cock. I felt all fourteen inches slide down my throat. My throat couldn’t take the massive apple head and I threw up all over myself and his cock.

I guess this was not good enough for the stranger since he kept fucking my throat with his massive cock. He kept laughing saying I couldn’t handle his massive cock. The stranger grabbed my hips and lifted me into the air and carefully guided his cock into my wet pussy. I felt his cock tear my pussy open as it slid slowly down. The pain felt so good since I had never had anything that was this big before.

My pussy pretty much suction cupped his cock. I could tell he was enjoying my pussy since he kept grunting” damn your pussy feels so good it’s tight!” My boy friend just watched  wishing he could please me like this stranger. I kept telling my boyfriend to stroke his fucken as he watched me get pounded by this giant black cock. The stranger bent me over and had me on all fours as he began pounding my pussy, stretching it open.

His cock was so massive and heavy that it felt like he was cutting me open from the inside. The faster he fucked me the harder his cock slid in and the more nauseous I felt since his cock was to big. I felt like I was getting punched in the stomach. My pussy was raw inside since it couldn’t handle all fourteen inches fucking it.

My boyfriend watched with a smile as he saw the stranger cum all inside of my pussy grunting has he threw his hips deep inside of me. His cum filled up my sore raw pussy and I knew after this experience that I was never going to be the same. My pussy was never going to be tight. I gotta say my boyfriend really loves me since he was willing to clean up my pussy with some one else cum inside of me.