Category Archive: Forced crossdressing

Dress Up With Bridgette

forced crossdressing

I love this time of year! It’s Halloween and we have so many parties to attend. Lucky for you that I’ll be picking out all of your slutty little sissy outfits. Hair, makeup, panties, heels, costume.. the works. For our first party I’m dressing you up as a sissy slut maid. The panties will be pink and lacy, with a matching bra. Of course you’ll need some thigh high stockings for an outfit like that. A skimpy little skirt to show off your feminine figure and ass and a tight top to really push up those tits we have stuffed for the occasion. You won’t just be dressing like a slutty maid by the way. You’re going to be serving and servicing men and women just as a slutty maid does. It’s going to be both humiliating and liberating. Regardless of how much you deny it, I know you’ve been dying to dress up and suck some cock! Well this weekend we’re going to break you in and turn you into the wanton whore you were meant to be.

 

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

Your Inchworm Deserves Sissy Maid Training

sissy maid trainingThis was going to be a hell of a sissy maid training I could already tell. We are heavy petting and your tongue was in my mouth and your hands under my bra. I slide my hand up your pants and There is no cock at all. I ask if you were in an accident” no it’s there…” you stutter. Then you show me this inchworm of a fucking dick. I start laughing hysterically.  If you think that thing is going anywhere near my perfect pussy you have another thing coming.  I do have plans for little dick losers like you. A pair of silky flutter panties and show me what sissy girl you look like in them. Now a baby doll dress with tights and Mary Janes. I will put you to work doing chores around my house while I invite my girlfriends over to watch you. Now lift that dress and wiggle your ass for us! Here use this ass plug and get back to waiting in real women. Missy Sissy, you missed a spot, my pussy needs good lapping! I really can’t wait till our men friends come over and we can teach you about cock sucking and being our favorite cum catcher baby! Do I need to remind you that your inchworm is now your clit and your ass is now a pussy? Now get back to eating my pussy as I shop for some pretty gifts for me and you on your dime! 

 

Are you ready for our phone humiliation session?

phone humiliation

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.

Your Girlfriend Deserves A Real Dick

GFE phone sex

GFE phone sex for the men who can’t please those sexy hot bitches. I know a secret. She’s beautiful and you have money and a personality, but you don’t have what she really craves. You pick the phone up. Your girlfriend is breathing heavy. You ask her if she is okay, she tells you she just got off the treadmill. Soft moans escape her lips every once and a while. You ask her again if she is alright. She says yes, her back hurts just a little. And asks you to hold really quick. You hear a man’s voice and her saying slow down in a whisper.  Now you ask your sexy girlfriend if she is alone, and she says yes and that she was watching tv. The line goes dead and your little peter is so hard, knowing your girlfriend is getting the big dick and long, hard fuck she deserves.  This is where I come in. You need a young hottie to put you in your place. and make you the cuckold phone sex lover that your one pump clit stick desires! I’ll just throw you on a pair of silk hose and some lace panties and teach you a thing or two about big cock baby.

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

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.

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