Category: Sissy humiliation

Sexy Babe and Size Queen

sexy babeA sexy babe like me needs big cock. I won’t settle for less. Men think because I am young, I don’t know that size matters. Or they think if they spoil me, I will overlook the turtle in their pants. No fucking way. I stand up for myself. My orgasms are most important, so if you can make me cum, then you become my sissy bitch. Teddy was this fat cat I met on a special arrangements site. He thought if he bought me nice clothes and took me to fancy restaurants, I would overlook his 2 inch dick. There are plenty of men who can spoil me. Ones with nice cocks too, so I don’t need to settle. Teddy seemed shock when I suggested he put on a pair of my panties, so his little clit stick wouldn’t get hurt. I mean, my Ken doll growing up had a bigger package. I was not laughing, well I was laughing at his cock, but I was serious about the panties. I had to lash into him with some harsh small dick humiliation. He liked it. When he realized I was standing up for my sexual needs, he got turned on. I made him lick my pussy and eat my ass while wearing my pretty pink panties. He still wines and dines me, but there is no fucking, unless you count my pegging his sissy ass.

Small Dick Humiliation

small dick humiliationI had a date last night. I was very excited because he was rich and handsome. I met him on a sugar daddy site. I meet lots of men on these kinds of sites, but Paul was handsome. Many of the men I “date” are old fat bastards, but I am in it for the money, so I turn a blind eye.  Paul is a surgeon. Tall, dark and handsome. He treated me to a very fancy dinner, then a play. I felt high class. I couldn’t wait to fuck him. He was a dreamboat in comparison to my other sugar daddies. I was excited once we got to his bed room. I wanted to show off my cock sucking skills. I unzipped his paints seductively excited for a huge cock to roll out. Nothing rolled out. Nothing even peeked it’s head out either. I yanked his pants down like I was looking for Waldo. I almost cried when I saw he had a micro penis. I swear it looked more like a sad scared turtle than a dick. He was pissed at my disgust and disappointment. I gave him some much needed small dick humiliation. I told him that at least the fat old bastards I have fucked had cocks I could feel. He wanted his money back. I told him I wasn’t an escort, I was a sugar baby. His donation was nonrefundable. He tried to be an ass, so I snapped some pics with my cell of his micro dick and told him if he bothered me  in the future, his pathetic dick would be all over social media. Silly men. I am too hot for a small dick.

You Asked For It

Phone humiliationI was truly having a pleasant day my mood was up, everything was going perfectly. That was until I received a message from you. And your message said “Ready to fuck?”. I know you’re wondering what about that message would ruin my day? You see it wasn’t the message it was what came with the message. It was a picture of the most pathetically minuscule cock I had ever seen. To answer your question I’m going to have to give you a big fat no. I would never waste my time on a dick smaller than my clit. The fact that you thought I would is insulting. But don’t worry I’ll keep the picture for whenever I need a good laugh.

Schools In And Daddy Is Cuckolded Once Again

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Daddy has gone the whole summer getting little of this cuckold phone sex teen.  I have been so busy running around getting hard body older men at the beach I have been seriously slacking on his cuckolding. SO when I got my new schedule and saw that the Assistant Principle was a sexy black stud of a man, I had an Idea. I dropped my purse and stuck my ass in the air so this BBC hiding stud could see the lips of my cunt from under my skirt.  Mr. Assistant Principles hand came up and grabbed my ass. I guess my slutty whore Rep was known already! Yay! I backed up to him and I saw daddy peeking in the window as I was put on the desk and had Mr. BBC lick my pussy right in front of tiny dick daddy. I even gave him a little wave. daddy was dying to touch his stick dick but couldn’t in the hallway. I loved it when daddy was almost humping the window as I quickly got a load of BBC cum up my tiny sexy twat. I grabbed my purse went to get daddy and told him he could suck the cum outta of my cunt in the car if he put lipstick on for the rest of the day.  Just a little sissy humiliation I will make sure daddy goes full sissy mode later.

Itty Bitty Dick

Sexy babeI am your superior and I love fucking men especially big black men right in front of you. Letting you watch their huge cocks slither in and out of my beautiful Pussy. You know your itty bitty little dick will never compare to the 12 incher penetrating me making me squirt everywhere making a huge mess. Your only good for the clean up on us both. Sucking his cum out of my sweet pussy and cleaning off his massive BBC. Tasting my sweet pussy on his dick. We make fun of your small dicky. Your balls are like marbles and his balls are like hard 8-balls. He laughs at you and I laugh at you. I told him you had skill with your mouth and tongue and he is taking full advantage.

Eveylyn Dishes Out Some Sissy humiliation

Sissy humiliation

It seems that sometimes it takes sissy humiliation to keep your ass in check. I am having you meet me today at my home. I have decided to take you on as my personal sissy slut. I have already bought everything needed for your transformation.

When you called I gave you specific step by step instructions of things I wanted you to have done before you arrived. You called me from your car whining as usual and telling me you did not want to reimburse me for the items that I purchased because you had bought somethings yourself. I told you we would discuss it when you get here.

I think it is time for me to teach you your place in this relationship. When you arrive I tell you to go into my room undress and fold your clothes up neatly then place them in the chair. Next I want you to get down on your hands and knees at the end of the bed and wait for me. I give you a few minutes to contemplate your future.

I walk into my room with riding crop in hand. I smack your ass extremely hard causing you to scream out. I lean over and grab your hair yanking your head back. Then I whisper in your ear that you need to understand who is in charge. That you are my little sissy slut bitch and you will do what you are told when you are told or there will be extreme consequences.

Then I ask you fi you want to discuss finances and you reply no ma’am. Looks like you might be a fast learner after all. I tell you that your earlier drama has cost that cute little ass of yours and that you are to remain in place for your spanking. I smack your ass a dozen times leaving it covered in bright red riding crop marks.

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I tell you to reach back and pull your ass checks apart. With one hard push and no lubrication I shove a big black butt plug up your ass. You cry out please Mistress Eveylyn take mercy on your sissy slut, but your cock betrays you as it is rock hard and oozing pre-cum. I send you into my bathroom and have you sit on your sore plugged ass while I start doing your hair and makeup.

Small Dick Humiliation in the Club

small dick humiliationSmall dick humiliation was what he deserved. I am in my forties. My days of praising little dicks like they are the greatest gift to my pussy are long gone. Seriously, the audacity of this guy to think he could fuck me with three inches pissed me off. What happened was that I was out with girlfriends Friday night. This loser was buying us drinks. I guess he thought that entitled him to something more than a thank you. When I went to the bathroom I guess he misread the signal. There was no signal. I had to pee from one too many Pixie stick Martinis. He followed me into to the bathroom and pulled his cock out. Erase that. What he had was no cock. He whipped out his clitty. He expected a blowjob in the john. I am not a drunk college girl. I am a mature hot sexy woman. I don’t blow clit sticks in the bathroom of clubs. Now, if his cock was thirteen inches, that is a definite possibility. But, an inch worm, no way. I laughed at his small nub. I pulled off my panties and tossed them in his face. I explained since he had a clit, he belonged in panties more than me. He had this indignant look on his face like no woman had ever laughed at his micro penis before. I couldn’t stop laughing. I took some pictures with my camera phone, so my girlfriends could have a good laugh too. Oh, my god, he started to cry like a fucking pansy. He claimed I was so mean. He was the one who had the archaic view that buying me drinks deserves head in the bathroom as thanks. Seriously loser, what the fuck? Let his experience be a warning to you. Don’t think any woman will be so grateful for martinis that she will blow your short stack in a club bathroom. I can buy my own martinis.

Domination Porn Becomes Reality

Domination porn

We have had several sessions using erotic hypnosis to help you control when you cum, but it is not really working. During our latest hypnosis session you admitted to watching Domination porn. Things are making so much more sense now. I don’t think you really want to build up your stamina. What you are really craving is to be someone’s cuckold.

After all not only do you not seem to be willing to do what it takes to please a woman sexually, but your cock is really just barely average in size. Then there is the fact that you are quite whiny. I think it is time for you to admit to yourself that what you really want is to be made into a cuckold sissy slut.

I think that I could turn you into the perfect cuckold of every woman’s dreams. Your full pouty lips would make a perfect cock fluffer. Not to mention how cute you would look in a pair of hot red panties and black high heels. I know you long for someone to dominate you. To force you to suck another man’s cock. I have just the perfect man on stand by to call into this session.

I make you lick and suck on his great big cock. I grab you by the back of your head and force you to deepthroat his cock even though you gage. Once I am satisfied that his cock is hard enough for my pussy. I have you stop. I realize that you have already cum in your red panties and tell you to go sit in the corner where pathetic little sissy cuckolds belong. I want you to watch his big thick cock sliding in and out of my hot wet pussy and see how a real man uses his cock to bring his woman to screaming orgasm before he cums.

Then while I sit back and smoke my cigarette enjoying the satisfaction that comes with a good fuck, you can come over and clean his big white creamy cum pie out of my well fucked cunt. I expect you to stick your tongue deep inside my hot cunt and make sure to clean every last drop of his juicy cream pie out. After all that is all that you are worthy of being.

Cuckold Phone Sex

cuckold phone sexCuckold phone sex is my favorite kind of call. Guys ask me what I am into. I am into a lot of things, but honestly, nothing turns me on more than fucking big dicks and shaming little ones. My ex-husband number two has been trying to get back together with me. Not sure why, because he knows I am a cock size queen. He thinks it was some sort of phase I went through and that with Viagra helping old dicks get hard, I would let him back into my bed. I let him back into my bedroom, but not how he was wanting. When I told him to come to my bedroom, it was so he could watch me fuck a younger stud. A younger stud with a bigger and thicker cock. I was riding Tom reverse cowgirl when Dave, my ex-husband, walked in. He started yelling about what a cunt I am and how I will never change. He stopped dead in his tracks when I asked to see if he has changed. All his new bravado, I thought perhaps he had grown a few more inches since I last saw him naked. My laugher was uncontrollable when I realized he his dick had shrunk not gotten bigger. My lover told him to put some panties on to cover up his shameful clitty stick. My ex was never good with small dick humiliation. Are you? I mean, any man, my exes included, is stupid to think a size queen would suddenly stop caring about dick size. If anything, over the years, I have become more of one. I get older, but my cocks get longer. I think my ex finally came around to accepting the fact that the only place he has in my world is as my cuckold.  Think you will learn your place easier than my ex?

Got Dick?

small dick humiliation

I knew you needed small dick humiliation the moment I set eyes on you. That fucking power suit and those ray bans don’t hide shit! You thought a nice dinner and some caviar could get your pathetic excuse of a dick some teen pussy? I have been around the world and I have never seen an itty bitty weenie like that.  Three tiny inches and I can put my pearl ring around it with ease. No wonder you go for power and money because you have never been able to satisfy a women’s pussy with that clit stick! Omg, Its so fucking cute, adorable, baby-sized dick, omg so fucking funny. Not even bite-sized! Get your ass over here so I can at least see if your pussy eating skills are worth training you. Well, You can do better, why don’t you go pick out three nice pairs of my prettiest panties. Yeah, you will be buying me more. We need to go scouting for real dick baby. My fuck holes cannot exist on licking alone now can they?  I bet you have an ass fetish or a fetish for your ass being fucked. Either way, you are now my sexy fucking bitch. Bow to your mistress and procure me large thick cock. Let the cuckolding games begin!