Category: Sissy humiliation

She Is My Sissy

Phone sex sitesYou want to be her, don’t you? She is my sissy. Her pee pee is so small I only allow her to wear girly clothes. Pants are for men and she is no fucking man. I keep her pee pee tied tightly with sowing string around her little pee pee head and attached to a small anal hook coming out of her ass. I know it causes her pain but that is my pleasure. She has a very nice pussy ass I love to bend her over yanking the anal hook out of her ass and do her with my favorite purple 8-inch strap-on dildo. I dig my nails into her hips and pound her ass like a sissy bitch she is for me.

Strap on fucking

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My husband’s dick is just too small to satisfy me. I’m so used to getting fucked by well hung guys, that anything under 8 inches is just too small. My favorite way to fuck my husband is to use a strap on and fuck him in the ass. I get to show him how good it feels to have your hole filled by a nice big cock. He was hesitant at first, but now I’ve trained him to be a perfect little cock loving sissy. I never let him put his puny dick in me anymore, he only gets to cum by having his ass fucked by me or my bull. 

Yesterday I decided to give him a little treat and brought out my biggest and thickest strap on to date. When I walked into the room wearing it, he was instantly hard, but also afraid. He’d never had his asshole fucked by something this big. I told him to drop to his knees and crawl over to me like the little cock loving faggot that he is. First I deep throated him with my big rubber cock, forcing it as far into his mouth as it would go and fucked his face. Then I turned him around and made him present his asshole to me for fucking. I spit on his ass and pressed the head of the big rubber cock to his hole and pushed it in. “Beg me to fuck you in the ass!”, I commanded. He began to whimper and beg for me to fuck him. I pressed harder and the big rubber cock slid right into him. He’s been fucked in the ass so many times by my bulls and other strap ons, that there was little resistance. I pounded away at his ass until I was almost too tired.

Once I was satisfied he’d been properly fucked, I allowed him to reach between his legs and play with his puny little cock. I continued my barrage against his asshole until he was squirting his pathetic load. Then I pulled out and made him suck my strap on clean. He’s such a good little cock sucker!

Creampie Eating

Sissy humiliation

 

I love dominating my cuckold husband. It turns him on as much as it does me when I humiliate him and fuck other guys with bigger cocks.I just love teasing him while I’m out on a date by texting him updates on what the other guy is doing and sending him pictures of the other man’s huge cock to compare his tiny little dick to. But my favorite part is when I get home after a date and sit on his face and make him eat my creampie. 

Last night I went out with one of my many lovers. While I was gone, hubby was forced to wear a cock cage and was not allowed to cum at all until I got home. Throughout the night, I sent him texts telling him what my bull was doing to me. I sent him a selfie of my lover’s huge cock in my mouth. I wanted him to see just how much bigger my date’s dick was than his. 

My date fucked me so hard and gave me a nice tasty creampie to take home for my hubby to sample. When I got back, I could tell he was so turned on. I immediately commanded him to lay down and get ready to clean up my pussy. I straddled his head and sat on his face while he licked me clean. His pathetic little dick was bulging against its cage the entire time. He licked every last drop of cum from my pussy, and made me cum twice. I decided to give him a treat and let him cum. I took off his cock cage and jerked him off. In less than two minutes his tiny dick was squirting and spraying his seed. It was so small I almost laughed as I watched him spasm and ejaculate. I’m so glad my boyfriend is much bigger and can actually satisfy me.

 

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Dear Daddy,

Dear Daddy,

I very much fancy the new domination porn you sent me. I love learning how to be a good mistress by watching these hot women turn these pathetic excuse for men into slaves. I really hope to use some of these new skills on you when I come home on holiday. I am not quite fitting in as the girls hate that I get their boyfriends cock more than they do. I mean what girl doesn’t suck cock and expect to keep a man around?? I just fuck and let them go, it is not like I intend to keep these “Boys”.  I do my peers a favor and teach these guys how to fuck they all should be thanking me. Instead, I just have to suffer with every males attention on campus. I am sending you a nice postcard, I hope you don’t open your email at work again daddy. I love sending you my naughty pictures. Which reminds me where are mine of you in your wifes’ panties and lipstick I asked for? Do not be bad, it will only make your punishment more severe! You wanted me this way and now you act like a fool by not obeying me. I have pictures of your small dick daddy I really do not want to have to send them to your contact list. So be a good daddy and send this sweet young Mistress what she desires. Did you get the video of the new teacher fucking my tight twat? He has a nice big cock, I hope that made you jealous!

Love and Kisses,

Your Sweet Young Mistress CJ <3

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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.