Category: Sissy humiliation

Teeny Tiny Peenie

Small dick humiliationI’ve never laughed as hard as I’ve laughed tonight. Went on a date with a tall dark and handsome gentleman and actually had a good time. The date went so well that I invited him back to my place for coffee. And everyone knows that coffee at the end of a date means “let’s fuck”. I get him upstairs and we’re kissing and making out like crazy and it feels so good. I’m excited because he’s a pretty big guy with huge hands and feet, so I’m expecting a huge cock. But when he pulled his cock out it was a big letdown, because he had the smallest dick I’ve ever seen. It was so short and thin that it was a shocking thing to behold. I really tried not to laugh but I couldn’t suppress it. I laughed so hard that tears fell from my eyes. He just stood there beet red in the face totally humiliated. He covered his tiny cock with a hand and I moved his hand to take a picture because my friends wouldn’t believe his size without proof. The tiny dick man put his clothes back on and walked out of my apartment.

Let’s have a little humiliation fun! Party Time

Small dick humiliation

I do love to host parties and I had an idea to throw an elegant small dick humiliation party. Women could bring their men, women that have men with small dicks anyway. I also hired 12 of the sexiest men I could find to serve as waiters, but also as eye candy so these wanton women and their sad small dick guys can see the physique of a real man with a nice big cock. The women could roam around and mingle at the party, but all the small dicks had to line up naked and be on display for all to see and laugh at. The women could go down the line with each guy giving snorts of derision and laugh at how pathetic. Most of the women would walk up to the small dicks and put it in her hand and make some kind of comment about how small it is. As the evening progressed I was asking all the women if they would like to suck all the nice big sexy man cock while their small cock husbands watched. They all gave a big Yes! And almost all asked if it was cool to progress to fucking. I said of course! That was what this party is all about. Women at the party grabbed their husband and brought them to the line of big dicks. They took a turn sucking each cock looking for the one they liked the most while their cuck sissy hubby watched. Some went off to other rooms or found comfy places to play while the cuckholds watched their women be pleasured by a real cock.

Cuckold phone sex

Cuckolded In Front of Friends

Sissy humiliation

My hubby is a sissy. Probably why I always refer to him as my sissy hubby, makes sense right? I was feeling really quite horny, and making my hubby do all kinds of kinky things always gets my pussy humming and wet. I called him into the living room and told him to call some buddies over that he golfs with or plays racquetball with. About 3 hours later hubby’s buddies are all here and enjoying pizza and beer and watching a football game. Sitting next to my hubby I whisper in his ear. “Stand up, stand next to the TV and take all of your clothes off.” He immediately stands but looks back at me with fear, because he doesn’t know what I am going to do next. He starts to undress and the guys all start protesting asking him what the fuck he is doing. He only looked at me for instruction. I turned to all the guys and said them “He is my cuckold and he does what I tell him to.” They looked stunned but curious. My hubby is usually made to wear panty hose with the crotch cut open, so once he was undressed his cock hung there, limp. “First thing my loving husband. I want you to suck any of these guys that want a blow job from you. Then you are going to jerk off standing in front of all of them jerking off until you cum.” I turned to the guys and told them if they wanted to leave now would be the time. Oddly, none of them left. He blew them all one by one; a few guys even returned the favor and blew my hubby. I told the guys to hold their wads until the end. All the cocks being sucked and stroked had me so turned on I wasn’t going to leave my pussy out of the action.Forced crossdressing

As the last guy was getting blown I asked the guys who were ready to cum now and a bunch of them said they were. “Ok, then you guys come on over here and stick your cock in my pussy and cum inside me,” I said. Each one came up, slid their cock into my tight, shaved wet pussy and within a few thrusts, they would cum. One by one they all eventually came over to me and came inside me. “Anyone that is done you can leave if you like or watch my sissy hubby suck each of your deposit out of my pussy.” Again, no one left. I looked at my sissy man and I didn’t need to say anything, he lay down on the floor and sucked all those hot loads that the guys left for him right out of my pussy. What a fun day, after all, that’s what a sissy cuckold husband is right? Mmmm drip drip drip

Cuckold phone sex

The Best Phone Sex is Not What I Thought

best phone sexThe best phone sex for me is with men with working dicks, preferably big cocks. I am a teacher, but everyone knows teacher’s salaries aren’t great. I do phone sex full time in the summer and part time during the school season. I took this job because as a mature woman, I am horny all the time. Men my age can’t keep up. I thought, “It’s always more fun to masturbate with a friend.” My background as a teacher, however, garnered me far different calls than I expected. I get very little true fuck calls. Most guys call me for phone sex therapy. I have excepted that. In fact, I have discovered that I get wet shaming cuckolds or sissies. The older I have become, the more hedonistic I have become. It is all about me. If you can’t please me with a large cock then you best amuse me with just how pathetic you are and what lengths you are willing to go to entertain me. A few months ago, I had a small dick contest. I had all my regular tiny dick losers send me pictures of their turtles. I had some girlfriends come over, along with a few fuck studs to help me judge the winners. The collage I have here are the best of the worst. None of these men could pleasure a snail. They did, however, provide hours of enjoyment to my hot girlfriends and I. Plus, they gave some real men a good belly laugh. I love tiny dick losers for the entertainment value alone. If you send me a pic of your little dick, you are a small dick humiliation junkie if you ask me. I welcome your pictures. Just know I will show them to my girlfriends, maybe even to the world wide web. Can you handle the shame?

phone sex therapy

Sissy Humiliation With Felecity

 

Crave me and my Sissy Humiliation phone sessions. You’re here for my Entertainment and mine alone. I will make you all the woman that you truly are, and make that inner woman crave cock. My joys of cuckolding pathetic men and teasing them about how they are more a woman than a man is what really launches me into being a Femdom that will forcibly initiate you into the perverse world of Sissification.

You need not hide that inner woman and cock craving from me, as I will exhibit the well endowed man for you to worship and become our little bitch. Dressing your little wee wee in pretty panties and making you watch me fuck a nice plump, juicy hard cock is purely my pleasure. I will have your sweet sissy ass kneeling before your King and Queen and be the sissy maid of cum licking. You are going to serve me and Thank Me and your King for the very opportunity to do such.Sissy HumiliationSo, are you a little sissy slut that wishes to probe into your perverse fantasy of being a girly boy and sucking cock for this Femdom Mistress?

Mean and Spoiled

Tease and denialBeing mean to men comes so naturally to me, haha! I really can’t help myself though, it’s so much fucking fun and it’s way too easy! I can’t fucking stand sissy men, good boys always pay up without having to be told. I love draining weaklings first thing in the morning, it should be a sin how much I enjoy it! All I want to do today is talk dirty while you slave away at work like a good boy should for his sultry slut. Throughout your day you always miss me, my voice, my control, my humiliation, I am truly unparalleled to anyone else!  I am able to taunt the fuck out of you with doing the bare minimum, it’s great! I am living, breathing art and you shall always obey and treat me as such! Just the thought of talking to me and being next to me gets your heart racing, your palms sweating and your mouth watering, catering to me is your drug! I’m ready to mind fuck you dry, hehe! Tease and denial with you is too much fun!

Giving a taste of small dick humiliation

 

Small dick humiliation

My sissy hubby brought home this guy, work associate or something. I didn’t care too much. He looked too timid for me like he wouldn’t know how to bang a drum much less a pussy. But, whatever he’s here let’s see what he wants. He and my hubby are talking in the kitchen. I overhear a few things and am not sure what to think. My hubby walks in and says that his friend needs something and who better to do it than a seasoned woman like me. “What is it?” I say sternly to him. “He wants you to show him what small dick humiliation is like.” I look down and smile “Yeah sure let me get ready and you guys can relax in the living room, that’ll be center stage for you both.”

Sissy humiliation
I walk into the living room and the two sissies are on the loveseat looking way too eager. I tell the friend to stand and strip. He looks at my hubby nervously and my hubby shrugs his shoulders. The friend takes off his clothes, I don’t say anything for a while I just make him stand there looking as uncomfortable as I think I’ve ever seen anyone. I walk up to him, and since I entered the living room my hands have been behind my back, standing a few feet from the friend I look down. I honestly don’t think I was prepared for what I saw. I had no words! This guy wants humiliation but wow, it’s possible he’s suffered enough!? I shook my head and told him to cover that thing up. I bring out my newest dong and it’s big, real big. I hold it up in front of both of them. “You will never give a woman pleasure like this cock can. You, Mr. Friend can’t even reach a clit with that thing, much more actually fucking a pussy.” I turn and walk to the middle of the room, I lay down on the floor, and start fucking myself with the giant dildo. They are both staring hard while I fuck myself. I stop and tell them to play with each other’s little cocks. Not even looking at each other they grab one another with just two fingers because that’s all either of them need. They stroke those pathetic little things furiously just to get some kind of friction. The nice big cock I have is making me cum crazy hard and these two playing with gherkins. When I was done playing I laid in the middle of the room watching the two of them shooting little tiny sad puddles of cum. Not even a teaspoon worth.

 

Phone Sex Therapy with the Sex Ed Teacher

phone sex therapyPhone sex therapy is 24/7 with a woman like me. I have decades experience as a sex education teacher. There is nothing I have not heard.  Trust me, teen boys have more sexual issues than grown men. The new school year as only just begun and I have been taking to boys about all sorts of things: prostate self exams, chronic masturbation, small dicks, panties and cock sucking. Young boys have a slew of sexual fetishes and dysfunctions. On the first day of school, a young boy came to my office to discuss his cock. He was told by his girlfriend that his dick was too small for her. She decided to hook up with one of our school’s black athletes. I knew the boy she dumped him for quite well. He has an 11 inch cock. No woman forgets that. I helped him with stamina. He was a quick cummer. No girl wants a minute man, regardless of his cock size. Anyway, Shawn was crushed at her small dick humiliation. I had to see his dick to help him. I couldn’t see his cock from across the room with my glasses on he was that small. To say he had a turtle was being generous. This young boy has a life as a cuckold or a sissy in his future. Likely, he will be both. No woman is going to fuck his dick unless being paid. I broke the news to him gently. Little freak punked me. He didn’t want therapy or a sympathetic ear. He wanted me to make him my bitch. I forced him to lick my pussy, making sure he knew that his job, his role in life, will be to worship pussy. He lapped up my juices like a good pet.  He is now wearing a pair of my panties under his school clothes every day. This phone sex therapist can handle whatever your problem or fetish may be.

Small Dick Man

Small dick humiliationLast night was a big disappointment, I went on a date because I was sexually frustrated. I was hoping that my date was packing an anaconda in his pants but what he had made me laugh. His dick looked like a thumb, it was so small. I was laughing so hard that I nearly peed on myself. He looked so embarrassed because his face turned bright red.
I told him, “Your dick is too small for me, you could never satisfy me with that vienna sausage.”
That’s when he started apologizing for the size of his dick like a very weak man. His personality matched his dick size.
I was ready for a little fun. He was so captivated by my beauty that I knew he would do anything to please me. I was going to push him to his limit. I dressed him up in my panties and put makeup on his face, and he never said “no”. I could tell he was so uncomfortable and it made me laugh. I called Marcus and Jordan over, these black guys have huge dicks. My date didn’t say no when I told him to get on his knees and suck their dicks. I wanted him to get Marcus and Jordan hard because I wanted some big black dick. My date behaved like a dirty slut and I realized that he was doing something that he’d always wanted to do.

Gwen Takes Her Sissy Slut to a BDSM Party

domination phone sexThere is a BDSM party this weekend and I can’t wait to take you there my pet. I just love to dress you up. I have so much fun doing your hair and makeup. I am going to lead you around by your collar for all to see. Everyone knows that I have the hottest little sissy slut. I am not going to let you wear any panties because I want to be able to lift up your dress and show them your pretty little-puckered asshole and freshly spanked ass. I find it so adorable when your face gets so red because I am exposing you to whomever I choose. I hope to find someone with a giant cock to fuck your tight little ass. I plan on grabbing you by the back of your head and shoving you into my pussy while your ass is getting fucked by a big thick cock. It makes my pussy soaking wet knowing that everyone in the room is watching us. I like watching you get your ass pounded and all the moaning that you do just makes me more excited. Tonight is definitely going to be a fun night.