Category: Forced feminization

Diana Sissy Humiliation Sissy Trainer Extraordinaire

sissy humiliation

Diana Knows sissy men down to a T! This sexy hot milf is the epitome of a sissy humiliation session. Look at her she is all fucking woman and knows he way around small dicked sissy faggots like you. Creaming your panties yet? Sometimes I think her two sissy boys were born into heaven with a sissy trainer Milf like her. Even I would beg under her stilettos. I know you would serve her so well licking the dirt of the bottom of her shoes and begging Mistress to take it easy on you. Diana will not take it easy on you by any means though. Forcing you into little foo-foo ruffled baby doll dresses and tights with flutter panties on. Then her big Bull cocks passing you around to fill your stomach and ass up with so much cum you will be farting it out and belching it for a week. You know if you buck, she has paddles to beat that pale white ass into submission. Go on I dare you to not submit to mistress Diana. That’s right you only need a slight helping to be the gapped ass sissy slut you were meant to be. Her sexy ass knows what a sniveling idiot you become around dominate women like her. Small dick humiliation is what you crave, and she will tell you exactly why you need to be a submissive sissy. Just look at this hot milf, I mean if you need a sissy mommy she can be loving yet dominant as well. Take my word even this genetic female knows that Diana has the sexy pussy you want to drain of all cum. And the big Bull cocks she fucks with leaves my pussy sore for days. SO grab your ice pack, lube and prepare for your ass hole to be annihilated by the one and one Mistress Milf Diana.

small dick humiliation

Foot Fetishes friendly

foot fetishesI love it when my Johns worship and kiss my feet. I have one John who is in love with my feet while in a pair of sexy stiletto heels. He even likes to fuck me in them. Everytime I see him we do a line of coke and then I bend over a table or chair and he fucks me from the back. After that I climb on the table on all fours and he grabs my heels and rams his thick white dick inside of this tight brown pussy. I swear he watches my shoes and feet the whole time we are fucking. After he makes me cum he flips me over and yanks my expensive heels off of my feet. Of course I let him because I know he will just buy me some more. I play with my pussy and rub on my clit while he kisses and worships my feet until I squirt my cum all over his face.

Forced Feminization Femdom Therapist

You know you’re a closet femboy cock sucker and faggot, just admit to it already. It’s a fucking trend, really so jump on the damned bandwagon already and call me for some forced feminization femdom sessions to let it all out. You don’t really have to admit to any of it, the way your small cock grows as I start talking to you about how you are about to be my bitch, and that I expect you to be a pretty little cock slave that gets cuckolded by me. I’d love for you to slide that big long cock from my pussy and gobble gobble it up. Get into that sloppy blowjob that smears your lipstick all over his big hard cock. I’d love to do a phone humiliation session with you. Come on show your true desire for cock and cum craving. I know you have it in you to drain those balls in that pretty little whore painted face. Maybe you are ready to get fucked like a bitch already and will just bend over for my special friend, my nice big black strap-on. I think we will have a fine time making you the little cum whore you crave to be.

Forced Feminization

I made him a real bitch

cuckold phone sexThis little dickie cucky boy wanted to try to be manly but he failed miserably. All I could do was laugh as he strutted around acting like some kind of wannabe tough guy and boy he did not like being laughed at. He tried to get all up in my face like he was gonna do something so I just slapped the shit out of him and told him that he could never be in charge because he was more woman than man. I forced him to take off his fake man clothes and put on a bra and panties. He actually cried can you believe that? We had a whole photo shoot with him in lingerie and dresses and makeup and he claimed to hate it but his tiny clitty was hard the whole time. Of course I didn’t let him touch that little clit and I definitely did not let him cum either. He stayed in his girly clothes all night long too and I think I will make him be a girl whenever I see him from now on.

He Was Due for Sissy Humiliation

sissy humiliation

 

You were due for sissy humiliation at my hands. I made you think I was going to fuck your brains out in my dorm room. I stripped you naked and saw your tiny four-inch cock and began to giggle. Then you heard giggles coming out if the closet and my two sorority sisters burst out with their phones to film your tiny clit stick. I thought I would make it a little even and had us all strip down while we forced you into panties and I sat my naked body on your chest. And put pretty eyeshadow and lipstick on your pretty face. Flashes went off and I had my Sorority sisters share his pretty face.

It wasn’t long before I had on my 8-inch strap-on and was forcing him to suck it! I lubed up and fucked his tiny ass pussy making him moan and whimper! Then I heard whispers as my friend’s phone clicked and they excitedly said they had our man meat on the way to teach our little clit stick sissy a real lesson with a big bull cock. But first, we had to dress our sissy slut up and bring him to the town with us! We put him in a cab with us and told the cab driver all about his strap-on play! We embarrassed our sissy slut so much and when we got to the fancy restaurant, we served him a plate of Vienna sausages and a huge calabaza sausage, which we promptly went to shoving in and out of his mouth in front of everyone! I had no control over the patrons taking pictures of him and where they would go! You know I wouldn’t have had this sissy phone sex story if he had a nice normal cock, he would have had a coed threesome.

 

 

Taking Your Desires To The Edge

I love when i have callers wanting to discuss edgeplay phone sex with me and share their needs and desires. I have had more than one caller that craved really dirty sex. One really wanted to get shameless as he was so infatuated with his sister and wanted to impregnate her. There was another hot session with a Sissy that needed to be encouraged to take a big mans cock for real and I was happy to offer assistance and encouragement for her to feel that warm semen flow into her fucked ass. SHe followed through and loves being a sissy taking bareback dick. Then another instance was with gentleman that could not help but desire taking a real cock for the first time and he wanted to take a strangers cock bare without a condom and risk getting infected. His freshly ripped ass stretched for the first time and unable to accommodate such a big cock so soon he felt it rip and that fleshy throbbing dick ramming him was delicious and he loved feeling the cum squirt.  He was having great cravings for feeling a bareback cock ram his ass and push his kinks. We made such a break through and he loves to call me every once and awhile to let me know how his secret life of cock is going while upholding his marriage and family. I’m here for you also.

edgeplay phone sex

Your Four Inches Insults Me

Small dick humiliation

When I bring a man to my bed it’s not often a split second decision. I have a lot of men pine after me, begging for the opportunity for one night with me. When you choose to chase me, you better have the stuff I need. Bringing you into my bedroom is a privilege so for you to drop your pants and reveal to me a shrimp between your legs you can only imagine my huge disappointment. Or maybe you can’t? It’s apparent you don’t know the definition of huge. I’m a full grown woman with a long list of conquest what do you think your four inches of pathetic man meat will accomplish with me? I seek real worthy lovers, I’m not a woman who gives out pity sex. Do not insult me with your waste of space.

Sissification Of Ben

Sissy humiliation

It didn’t take long for that little earworm I left him with to do the job. Ben showed up at my door last night, he sheepishly asked if he could come in. I showed him in and chuckled as he admired my silky black robe. As planned I took him into my room and instructed him to remove his boring man clothes. When he is a guest in my house he won’t pretend to be something he is not. I gave him a stern look as he attempted to protest what I had said, but he was wise to reconsider keeping up his facade. I opened up my walk-in closet full of my nicest clothing, including lingerie, dresses, and business wear. Oh my did his eyes light up. Smiling I got closer and took a quick inspection of this little sissy’s body. “For tonight we will start small” I assured my sweet gentle hearted new pet who was now starting to quiver with excitement. I shifted through my drawer to find a suitable sexy pair on silky red bikini style panties that I felt would fit perfectly around his slightly over-sized clit. “Ok sweetie, let’s find you a dress” I teased. I laughed as those few short words cause a big wet spot to grow in his panties. 

Making a Sissy Maid

Forced Feminization

I love when I get the chance to turn a man into just a little sissy who caters to my every whim. My newest plaything is just too adorable, we play dress up into the cutest little frilly dresses complete with stockings, panties and training bras! He said that he wanted to do anything to make me happy so today we are turning him into a little sissy maid for me to use! I found a cute and sexy little French maid outfit, short skirt and thigh high white stockings made him look perfect! I ordered him to draw me a nice hot bubble bath and he sat at the edge of the tub and washed my feet and legs, then my arms and back, since he was so good I let him wash my chest too. Then he carefully washed my hair, it felt so good to be catered upon! Since he did so good taking care of me that I even let him have some fun after I had dried off. I rubbed his little cock through the fabric of his panties until he came right in them!

You Would Look Lovely In A Dress

Sissy humiliation

The moment I met Ben I just knew he wasn’t the man he pretended to be. The way he would admire my clothes and style in such a way it seemed like he idolized me. Most men have a look when they are undressing me with their eyes. Not Ben, he wasn’t undressing me he was playing out a whole different kind of fantasy in his mind. On the outside he was handsome, strong not a bad man to have on your arm at all. However, I can see past that to what is lurking beneath him. Inside he was delicate, beautiful and I would guess very horny. Most locked away sluts tend to be. So tonight I planted the seed that will hopefully lead to me coaxing out the slut that lays beneath. As we returned to my home after an evening out instead of pulling him in for a kiss, I whispered in his ear “You would look lovely in a dress”. I sent him on his way after that, the look on his face let me know he would be back. And me and my closet of fun will be waiting for him.