Category: Small dick humiliation

Hunting for a Sissy!

Sissy humiliation

Our favorite Sissy who we talk about constantly had a Sissy Day!!!

I had the pleasure of talking to our Sissy, well it wasn’t me talking it was more of him whining and being a little dick sissy fag who didn’t want to do what his Mistress told him to do!

Listening to him whine and beg made my ears bleed!

I was so tired of listening to him whine and then the most amazing thing happened.

I heard Phoenix slip out of his mouth.

I started laughing.

I am very familiar with the Phoenix area.

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Since our little fairy sissy was bitching so much about handing out her business cards on her Sissy Day I took it as my personal duty to make sure I found her. 

I went to Superstition Springs Mall in Gilbert looking for the sissy fag.

I was hoping to make her be my sissy slave for the day!

But She wasn’t there. 

Then I drove to Arizona Mills Mall and guess who wasn’t there! Our little Sissy FAG! 

After another stop at a few strip malls in Phoenix I went to Chandler Fashion Square.

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I couldn’t find out little piggy sissy any where. 

I even stopped and asked a few men, if they had seen a little faggot dressed as a piggy handing out cards.. No one saw anything. 

I purpose that The Sissy’s Mistress makes her little cock fagot sissy RE-DO her sissy day and make her hand out 2500 cards this time! 

My feet are sore, I am annoyed with our Sissy Faggot. 

I wanted to watch her pass out her cards..

Maybe even make her my pet piggy for the day. 

Oink, Oink

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Small Dick Humiliation with Maggie: Are You a Prancing Panty Wearing Fag?

small dick humiliation GFEI enjoy small dick humiliation. Personally, I think any guy with less than 4 inches should be publicly shamed. How can you call yourself a man with such small inadequate equipment? You can’t. A few months ago, I had a party at my place for my department. Fellow grad students and professors were invited. This old crotchety professor of mine actually came. His invite was perfunctory; I didn’t think he would show. He made quite an impression too. At one point in the evening, I realized he was MIA. So I went looking for him. The bastard was in my bedroom trying on my panties! An Art History scholar was prancing around my bedroom in my red panties.

“What the fuck do you think you are doing, Fag,” I yelled loudly? I got his attention though. He stopped prancing dead in his tracks. I demanded he take off my panties pronto. And that’s when it hit me. He was NO man. I laughed hysterically. “Excuse me, but I guess you need to be wearing panties. That little thing will get lost in boxers,” I giggled. He had nothing but a clit stick. Well this explained why he had been divorced 3 times and was always cranky. No way any hot chick was fucking him, brains or no brains. Girls want something they can feel. Squinting, I still could not see it. I pulled out my cell phone and snapped several pictures to best capture his short comings. He pleaded with me not to expose him. “You outed yourself fag the moment you helped yourself to my panty drawer,” I retorted.

I ordered him to prance around like the silly fairy he was. His face turned red from embarrassment. He had yet to experience true shame. I made him put on lipstick and eye makeup, even a pair of my heels. I sent him back to the party. “You are no longer a guest, but my sissy maid,” I quipped at him. “Now go serve my guests whatever they want.” I knew when he reached the party because I could hear the laughter even from the other side of the house. I returned to my guests. That was when the party really got started. No one liked this professor, so no one had an issue with humiliating him. Well humiliating her. My clit was bigger than his dick, making me twice the man lol.

Sexy dominatrix sissy trainingWe now had a private department sissy maid. That party was just the beginning. I own that prancing fairy fag. At the party, she had to serve the drink and food in nothing but my heels. She had to pull up everyone’s car. Even had to suck some cock so she could understand what real dick looked like. She blubbered like a baby; pleaded for mercy; begged for forgiveness. But, pay back is a bitch. Now at every grad student party or department function or when any of is feeling cruel, we make her prance around in panties or naked and recite humiliating little ditties while waiting on us hand and foot. Oh yeah, and we all get As in her classes.

My time is precious. So it is nice to have a sissy maid to do my laundry, clean my house, and take care of my guests’ every whim. A sexy girl like me should spend all her free time fucking and having fun anyway. Don’t for a moment mistake my girl next door look and think I’m some sort of innocent door mat. I am smart, sexy and always in charge, especially if you are a prancing sissy fairy fag with a clitty stick.

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Princess Phone Sex: Cocksucking 101 with the Fairy Cock Mother

princess phone sex cocksucking whoreI know I am bit old for princess phone sex, but as a sex education teacher, I often find myself in the role of the fairy godmother. I consider myself a fairy cock mother. I school the young girls in the art of cocksucking. Oral sex is an important life skill to possess. I tell all my princesses that the best way to find their prince charming is by deep throating a cock like a whore. It is bullshit that the way to a man’s heart is through his stomach. The way to get a big ring on your finger and your happily ever after is by taking a cock down your throat and a load of cum in your face. Don’t you agree guys?

Cocksucking phone sex princess sexSo to ensure that every girl under my tutelage gets her fairytale ending, I conduct cocksucking 101 classes after school at my house. My neighbor Tony is always willing to offer up his short pecker as a test cock. Girls just learning the art of dick sucking, need a more average size pecker to practice with before graduating to the kings of cocks. Tony is just a mouthful, plus he cums really easy. He is the perfect test subject for beginners. My young princesses are novices. They don’t yet know what big cock is. That comes in my Advanced Cocksucking classes.

great blowjobs cum on faceI teach by example. Show them how I master Tony’s cock in my mouth. Once they observe my technique, I let them practice sucking his dick. Today, Jasmine made this fairy cock mother so proud. Not only did she suck Tony’s dick and get it bigger than I had ever seen it, but she took a load in the face. Every prince charming loves a princess who will let him blast his crown jewels in her face. She may be ready for my advanced class already. A sex ed teacher’s work is never done. I have lots of little princesses needing schooled in everything from cocksucking to ass fucking. I am happy to help my girls find their happily ever after with their well hung prince charming.

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Surprise in Sissy’s Purse!

Poor little sissy fairy faggot Michael… she has a BIG day coming up and she knows that to celebrate her big Sissy Day, she has to dress up in her Miss Piggy dress and nose and go everywhere Mistress Levi tells her to. All you girlies will be so excited to hear what the pathetic little sissy has to do to out herself! We all know how she loves to carry her little faggy purses around and put things inside them so she feels pretty and pretends to be a pretty little girlie like we are.

Well, besides her lip gloss and her tampons – in case her little bum starts to leak from excitement – she is going to have her new business cards! She will be handing them out to all the real men who are laughing and pointing at her. She will smile really big and even sing songs as she passes them out to everyone she sees. The cards will have her real name and phone number and website on them. Everyone who gets one will be able to log on and see what a truly pathetic little faggot fairy she really is.

She is getting them ready now, and learning her new piggy song that one of the other girlies got her started on. Such a sad humiliated little fairy she is going to be while she hands out the cards to all the people laughing at her. In the meantime, I am sending all her info to everyone I know, even in the Phoenix area, so that they can be sure to find her when she is out and about doing everything Mistress Levi tells her to. I am laughing so hard right now after listening to her try to play with her itsy bitsy limp winky and cry about how scared she is. Soooo pathetic. She better do a good job and then thank Mistress Levi for letting her be humiliated, or things will only get tougher on the poor little faggy piggy….

Golf and Pussy

Cuckold Phone Sex ClaudiaI love telling all my cuckolding phone sex callers just how much fun being a whore is! This weekend I found another great cock on the golf course. Now, not many gals like to golf, but I sure do. Golfing is a great way to get outdoors and enjoy your day in a very quiet and beautiful environment. When I met my gentlemen friend he was looking real handsome in his dockers and polo shirt. Concentrating on his shot at the green. I found it quite a turn on when his golf game started to suffer when I caught up to him. I was wearing my white cotton shorts and tank top. No bra of course, and in the chilly morning air, my nipples really made a statement. I could feel a massive attraction, and he simply asked me if I would like to play my game with him. We got along really well, especially when he started to flirt with me, I turned on my charm and found he was quite submissive and loved that I was a femdom phone sex whore. He enjoyed watching me play and I started to get some really nice wicked ideas.

I decided that we should place a wager and make this game a bit more erotic. I wanted to see this mans cock and I know he wanted to see me naked. Basically for every hole under par the winner chose what the other would do. I of course chose for him to stroke his cock on his knees while eating my cunt. He chose to watch me masturbate on the green, and wanted to see how many golf balls he could stuff in my pussy. I saw how hard his cock became after a hole or two and I became increasingly more excited and wet. Honestly we did not even get to the last hole before we were both enjoying each other. I told him if he really wanted to see how many golf balls I could hold, he should get on his knees and lube up my pussy with that tongue! Oh and he did. His tongue was very quick wet and drove me to orgasm at least twice! And when it was my turn, by the time I was working my flesh his cock decided to wave the golf ball counting! I can’t wait till we play again. He really does love Golf!Femdom Phone Sex Claudia

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Femdom Phone Sex with April

The season is changing and your submission to Femdom phone sex is ignited. Your body is my playground and I will be in charge. Your flesh feels so alive as my fingers caress it. You crave this debauchery and the freeing of your will.

Erotic roleplaying starts with our meeting in the bar, two strangers fall into the game. This game I am the sexy dominatrix that visits your dreams. You become entranced by me, or is it the special cocktail you have been unknowingly drinking. Yes, a little something special found its way into you Glenfiddich single malt neat. My gloved hand bekons you to arise and follow me.

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Will you be my girl, my perv in pearls? I will own your body, my playground, understand that all you do from here on out is to serve me. I am the dominant you are my submissive. I say crawl you drop to your knees and fucking crawl to me. When I say worship me you will kneel before me and lick my boots begging your worth.

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Your hours of watching domination porn leaves you with anticipation. You are to pathetic however to fully act upon your desire to be ruled by a femdom. Your manhood is shriveled and hidden as the inner bitch submerges. You are my toy, my doll to dress and flaunt. You forfeit your right to masturbate or cum. All you crave is the affection and attention of me.

True freedom starts with submitting to me, and serving my every need. I will queen you, and you will worship my ass. Licking my boots, massaging my feet feeding my materialism whatever my desire you are to fulfill. If I want you to take my April showers you will beg to be so worthy. If I need you mouth you will use it as I desire you to.

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Feeling blue?

tease and denialAwwwhhhh your poor little balls are all blue now? Poor little baby, you just want to cum so so much huh? Well that’s just too damn bad now isn’t it? I told you when you came over that I wasn’t going to let you cum today, in fact I made it quite clear that you would not be cumming at all this whole week! That is the kind of punishment that you get when you have a tiny little dickie and you act like you’re hot shit. You are not important at all, you are less than nothing and presuming to act like you are more than that is a guaranteed one way ticket to blue ball city. That is why you are over there trembling and whining like a little bitch, you thought you were a real man for a second but that feeling has passed now I am sure. You must have felt so bad when I laughed at you but it made you learn a good lesson now didn’t it?

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I am a woman who likes to be in charge. 

My sissy can tell you all about that. 

He started out as a random fuck and turned into my sissy puppet. 

Three times a week my sissy comes to my house. 

He is dressed up in a black and white tutu, black bra, thong and bow tie. 

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He cleans my house like that. 

I love watching his fat feet in tiny high heels as he vacuums my floors. 

I make him sing songs as he gets on his hands and knees scrubbing the tile. 

He is my ugly Sissy Maid. 

There are times when he doesn’t do a good job. 

He gets punished. 

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I humiliate him, he goes and stands on my patio and screams he is a worthless fag sissy who has a tiny cock and doesn’t know how to clean. 

Oh but my sissy loves it. 

She really does. 

I love watching her cock get hard in that tiny thong. 

I love my ugly sissy!! 

I love Teeny Weenies

 

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There is nothing more humiliating for a man, I think, than a teeny weenie. They fit so nicely into panties, though. and over those panties, I’m going to make you slip on a nice maid’s outfit. Oh, you will look so pretty! I’ll collar you, make you put on your highest heels and I will take you down to the mall. If anyone asks about the get-up, you will have to tell them about your teeny weeny, and how you’re a sissy maid today and you love cleaning windows!  After you’ve been a good little maid and cleaned a few windows, we will head back to my place where you will watch me fuck another man while we both laugh at how tiny your dick is. If you’re lucky you can clean up after us, taking a  cool rag to our sweaty bodies and licking his manly man jizz out of me. You only wish you could come so much! Sissy Maid Training

Cuckold Phone Sex with Farah: Must Be at Least 6 Inches to Get Lucky

cuckold phone sex size queen milfSeeing as it’s St. Patrick’s Day, I wore some sexy green lingerie for a little luck of the Irish. And, of course to not get pinched at worked. During my free period this morning, one of my fellow teachers paid me a visit. A sexy, older English teacher I’ve been flirting with for months now. I thought to myself, the green is working, bringing me luck. We did a flirty little song and dance of you show me your green, I will show you mine. “Your pretty green bra makes my cock hard,” he said. “Really? Show me,” I retorted.

naughty teacher sexy MILFApparently, my luck ran out. What he showed me was pathetic. How disappointing that a man over 6 feet tall and so scrumptious looking would have such a little dick. Twig and berries is not what a sexy MILF like me wants or needs. To think that you can enjoy my hot body, and sexy skills with something I need a magnifying glass to see, is worthy of shame, and denial. My pussy has a sign that says “Must be at least 6 inches to ride.” When he tried to insinuate that a mature woman like myself shouldn’t be so choosy because prospects dwindle with age, not only did I unleash a litany of insults, but I tied him to a student desk with my pantyhose, and made him watch as I played with my pussy on my desk.

best phone sex mutual masturbation“I prefer fingers and battery operated devices to a tiny Tim any day,” I laughed. After I was done giving myself a few dozen orgasms, I walked over to where I had him tied up, took my pussy soaked fingers, shoved them in his mouth. “This is the closest you will ever get to my pussy, Loser,” I informed him.

Not only do I know size matters, but I teach all the young girls I counsel through sex education courses to never settle for a Tootsie Roll, when you can have a Snickers.

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