Category: Small dick humiliation

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. 

Tease and denial phone sex Felecia

My little sissy could not keep his hands off his tiny little clitty. No matter how many times I spanked him he just would not stop trying to rub it and get off! Can you believe how bad my sissy was being?! He needed to be punished. I dressed him up in a beautiful little frilly dress, I put a cock cage on his tiny clitty and some panties!

Tease and denial phone sex

We didn’t forget the make-up and wig! I sent him out to go get cucumbers, Bananas and some lube oh and condoms! He was so sad that I forced him to walk and take the bus to the store dressed up! He thought someone was going to take a picture of him and it be found on fb and then his wife would find out. Well if he wasn’t such a disobedient little sissy faggot then he wouldn’t be humiliated so badly! When he finally got back after an hour! He was in tears! Covered in spit, he even had this guy throw poop at him! He said it was the worst day of his life, but when I pulled up his frilly skirt I saw that his tiny clitty was rock hard and drooling!

Sissy humiliation

I knew he loved it! His punishment wasn’t over yet! I told him to tell me all the mean things that those mean people told him! I pulled out the bunch of bananas and started to fuck myself in front of him! He was begging me to let him taste me after he had such a bad day! I giggled and continued to fuck myself with that banana! Watching my little sissy cry and beg to cum! He shouldn’t have been such a bad sissy! I think I’ll keep the key to his cock cage and let him go home for the week not allowed to rub his clitty or even play with his own wife!

Domination phone sex

Mature Phone Sex Women Make the Best Phone Therapists

mature phone sexMature phone sex women make the best sex therapists. I have decades of experience counseling young boys and girls about their developing sexuality as a school sex education teacher. It seemed logical that I would take a part time job as a phone therapist. It started off with me doing this only during the summer months and winter break.  I loved doing it so much I never quit; even though my bosses at my school would fire me for  working in the adult industry. My students have the normal kinds of sexual  issues. Girls want to know about birth control and how to tell if  boy really likes them or is just using them for sex. Boys want to know how to make a girl orgasm and how to prevent themselves from cumming too quickly.

phone sex therapistAs a phone sex therapist, I encounter  far more complex issues from men, which I enjoy. Guys call me because their wives are cheating on them, usually with big black cocks. Once I ascertain that they have little dicks, I make them realize that they owe it to their wives to supply them with big dicks since they aren’t man enough to take care of their women properly. Some guys call me because they are in the closest and desire cocks of their own. I make them realize there is nothing wrong with being gay. I encourage them to swallow cum and suck cock. Some men call me because they like pantyhose, shoes and  or feet. I help them explore their fetishes and embrace them. If you like panties, you should be wearing panties. If you like pantyhose, you should be stroking your cock in a pair of silky nylons. If you like feet, you should be sucking toes and getting foot jobs. I love phone sex therapy.  Only a mature woman understands your need to be cuckolded; turned into a sissy and or forced to embrace your various fetishes.

Cocksucking Phone Sex: Size Matters if in My Mouth

cocksucking phone sexCocksucking phone sex is something I really enjoy. I suck a lot of cock in my real life, so a virtual blowjob is hot too. With one exception, however. Any cock I suck, has to be a big cock. I don’t suck shrimp dicks. I know girls who do. I am not one of those girls. I am a woman. A mature woman knows size matters and she cares about her own sexual pleasure. What is the point of sucking a cock if you know you will never feel that cock in your pussy? No point whatsoever if you ask me. I am going to save my cock sucking energy for worthy cocks I want to fuck like the pizza delivery boy I met last night. He was just a college boy, but I greeted him in a flimsy baby doll teddy. I like to tease the animals.  He clearly enjoyed what he saw because he got wood in his pants.

I had been drinking wine all night so by the time he arrived, I was tipsy to say the least.  I have no impulse control on wine. I unzipped his pants, pulled out his stiff dick and lead him into the living room like his cock was a leash. I think he would have followed me around the mall like that. He was putty in my hands. I heard that cheesy 70s porn music in my head, you know what I mean right? I have never seduced a delivery boy before. I don’t eat much pizza, but it was the day after a blizzard so I had no food in the house. I had pizza and cock. Literally at the same time. I put his cock through the pizza and blew him so I could have some special sauce.

We fucked all night. He called his boss and told him he had a car wreck leaving my place. He spent the night. He had a nice cock, so he got the pleasure of my company. If you don’t have a nice cock, all you get  is small dick humiliation.

small dick humiliation