Category: Forced feminization

Forced crossdressing

forced crossdressing

I went over to a friends house to hangout. I was going to the bathroom when I walked past her brothers room. I could not help but look in on him. He was in front of the mirror with a hair brush. He looked as if he was trying to be a girl. He was flicking his make believe hair to the side and putting his hands on his hips all while he was in just a towel.

I barge in his room, giggling. “What are you doing?” He looks at me as if he is embarrassed. “Hold on!” I run to my friends room and I grab the pinkest panties I can find, and the pinkest dress along with some make-up and heels.

I demand that he gets naked right now, and that if he doesn’t I am going to tell everyone! I take out my phone and start recording. He lets the towel off. Out comes this floppy little Winnie. Wow. “Put these on you little sissy girl.” I hand him the panties, dress, and heals. He begs not to.

“Do it!” He finally gets dressed. I start applying his make up. He looks like the prettiest bitch ever. I start seeing something poke through the dress, must be his Winnie. “You are going to need to tape that in-between your thighs. Girls do not have that!”

He does what he is told, even though that cock wants to rip the tape off. I make him prance and dance around the room as I still record every second of it. He likes it. I can not stop laughing. We walk to the bathroom and grab the house plant in there. I hand it to him. “Here you carry this since you are worthless and you need to replenish the oxygen you take in!”

He is so pathetic I am going to make him carry a house plant around! OMG I love this. I can not wait to show everyone if he is not a good boy. “Get on your hands and knees and kiss my feet, worship the ground I walk on.” I am so glad I was nosy. Now I have a pretty pink little slave girl to have fun with.

Princess phone sex Darline

Princess phone sexWe got a new maid!

Not just any made but a young little sissy for me and Lorine to play with.

This young man was thin, pretty, and made such a pretty little maid.

She was so nervous as Lorine and I looked her over as if she was meat. Our fingers tracing over the shiny latex uniform, pulling on the cotton ribbons and apron.

She was practically shaking with nerves, so rather than try to make her feel feel better I told her. “You are ours. Your body… Skills… Mind… You are here to serve us. Understood?”

I saw her adam’s apple bob before she nodded. “Yes ma’am!”

I grinned, grabbing her by the hair and making her moan and her knees seemed weak. “I want you, as your first task to make my Lorine cum.” I pushed her down by the hair, her knees hitting the concrete hard making her gasp. The latex skirt tenting with her erection even as Lorine pulled up her skirt and revealed her wet hairy pussy. My hand pushing our little sissy’s face into that musky, beautiful, wet pussy. “Lick slut.” I commanded, knowing she followed it as Lorine shivered and moaned.

We were going to spend hours training, teasing, and fucking with this little sissy maid and I’m sure that we’ll have a long, fun, and loyal employee after this.

Latina phone sex

Sexy phone chat with a small dick man

sexy phone chat

Okay so I have this girl from school that I have been friends with for a long while. Me and her are rather close and her man keeps hitting on me when she is in another room. Normally, I would always be down to be man stealer but I can tell he has a small cock.

Well in fact to clarify my thoughts more, my friend has always expressed it to me that he was not ever packing a big package. So every time he makes his comments and moves, I usually ignore it but not this time. This time if he wants to fuck around, I will fuck around with his tiny cock self.

He goes ahead and makes his comments so I call out to my friend and she rushes into the room. I slowly walk towards her and grab her face and start making out with her. I reach under her shirt and start playing and grabbing her tits in my hand.

“You see, you have not been taking care of her very good, you have a tiny dick- don’t you?” I mocked him. I know he was getting turned on but I never saw a bulge in his pants. That tiny I guess. His girl was moaning and enjoying my hands all over her body. I was going to make her cum over and over again.

See you can not do this to her can you? She needs a real mans cock, she is even getting off on a woman’s touch. You have some things to learn, so you can either grow a bigger cock with some supplements or you can dress up like a woman. OR I can get another man over here with a really fat big dick to fuck her right?

What’s it going to be?

Can you handle me?

Sissy humiliation

You want to be my sissy you have to prove it. I want pictures of you sucking on a big fat black cock, I want pictures of you in women’s panties. I want it all. My real life sissy’s understand that Sissy humiliation is just as fun as being forced to put on make up, women’s clothing and prancing around like the sissy you are in public. Humiliating my sissy and watching her prance around worshiping me makes my pussy wet. I love creative sissy’s! I love music and my sissy’s all have to sing to me. Sing to me about how you love to suck big cock because your tiny cock is like a clit! Little dicks like your’s makes me giggle. You can bet I will post every single photo you send me!! 

Our Search Is Over

best phone sex Our annual company vacation is almost here and it is growing by leaps and bounds. Our company is getting bigger and we all need a week on the beach in the sun searching for tube steak that is grade A prime beef that is ready to please and tease all of our horny, wet pussies.
Our only problem is that we need a Sissy that we can tease and cuckold for entertainment. We need a maid to clean up behind us so we have nothing to do but play.
Our Sissy needs to be willing to cook and clean and be at our beck and call 24/7 for an entire week.
We will not tolerate complaining. We will not tolerate having to wait for a drink to be served or a towel to be fetched.
The hot tub and pool must be maintained the entire time and ready for any one of us or all of us.
Our meals must be served in a timely fashion, breakfast, lunch and dinner and they must be hot. Nothing but fine dining caliber will be accepted.
After an exhaustive search I think that our very own company Sissy would do nicely.
She knows her place and has been trained well by the Head Bitch In Charge around here.
Pack your bags Tinkerbell and don’t forget that collar with the bell on it so we can keep track of your every move.cuckold phone sex

Femdom phone sex with Felecia

Femdom phone sex

Femdom phone sex is my favorite. I can counsel you as to why you have feelings about being s sissy but I really want to make you realize what a sissy slut you are. It was my second session with Mathew. He feels bad about himself. He has gained about 50 pounds, his wife doesn’t want his fat sweaty body on her and his cock is tiny so she really doesn’t want him. He is so fucking sad it is making me feel the blue’s. I decided I was going to be more hands on this time. He walked into my office to find me with my legs spread open wide with a big long cucumber in my pussy. He just stood there and watched me fuck myself. I continued to fuck myself as I told him the truth. “Matthew, you are a weak man. A REAL man would pull this cucumber out and fuck me with his rock hard cock. You just stand there watching me.” I came as I criticized him for having a tiny worthless cock. “No women including your wife wants you to just watch. Because you watched like a little bitch you are going to pay me to watch you fuck your own sissy asshole with this cucumber.” He bit his lip, dropped his pants and bent over as he spread his ass cheeks.

Phone sex therapy

I teased his sissy asshole with the wet dip of the cucumber. He started to ask me to let him know when I was going to put it… I shoved the cucumber in his asshole stopping him mid sentence. ” I didn’t give you permission to speak.” I fucked him in the asshole till he came all over himself. I handed him the cucumber with a recipe and a bill for his session, the cucumber and the recipe. I told him to use it and make a cucumber smoothie to help him lose some weight. He walked funny lost in his head as he walked out leaving me cash to cover his bill and a very big tip.

Ass fetish

interracial cuckold phone sex with Loretta

Small dick humiliation

I just love having a interracial cuckold phone sex bitch. He called me today, begging me to be with him. Begging me to take control of his tiny 5 inch cock. I could not help but laugh at his tiny little cock. As he was begging me he was growing in size but not by much. His tiny little worthless cock was never ever going to be inside of me but I know we could have some fun. I have this big thick black cock that I just love to have filling me up and I know it would be so fucking hot to watch you getting that nice big black cock hard for me.

interracial cuckold phone

I told him to grab his ankles and bend over. He was a good little sissy cuckold and did exactly as he was told. I grabbed my favorite expanding anal plug, lubed that big black inflatable anal plug and pushed it into his asshole. His little cock was getting harder and harder I wanted to make sure he was not going to cum with out my permission. I put a cage on that tiny worthless cock. When my big black cock friend walked in I told my cucky to get on his knees and please my big black cock. I told him to get it nice and hard for my pussy!! I love watching him suck big black cock like a good little cuckold slut! 

Sissy Humiliation

sissy humiliation

I am a switch – I go from the best girlfriend to the best sissy training phone sex princess ever. I’ve been very focused on humiliating my new favorite loser. He actually used to follow me around in high school, such a creep. Now he’s came crawling back to me, but for lessons on how to be a sissy whore. I was more than happy to help, and I’ve been spending all morning perfecting his sissy maid training. He had to really max out his credit card to make me happy! I bought him and myself tons of whore clothes, and makeup. Let’s not even get started on the shoes! I only had to make a few phone calls and my friends were there to humiliate, and of course fuck his tight sissy ass! He honestly tried to tell me he’d never sucked dick before, and never even had one in his ass. I knew he was full of shit though! Soon he was my bitch, and loving every second of it.

Sissy humiliation with Felecia

Sissy humiliation

As your therapist I urge you to let it out. Be honest with yourself and admit what you are.. You have been searching for tranny porn at trannyphonesexchicks.com .. you know looking at all of those big tittied women and their big thick tranny cocks makes your tiny cock drool. Don’t look at me like that! You know damn well that your cock is getting hard right now just being exposed a little bit.. I know you are a tranny cock lover… but we need to get to the bottom of your love for tranny fuck whore like those.. I think we both know that you want to dress up in those sexy clingy closes just like women. You want your hair and nails done.. but you want to suck big thick cocks of strong powerful men.. Just like most men who have big corporations you are really a little dick bitch who wants his ass pounded by strong men. Now how should I tell your wife that you are a sissy cunt.

The Best Phone Sex is Sissy Humiliation

best phone sexThe best phone sex is sissy training phone sex. For me it is at least. Maybe not so much for my sissy callers. You see I make sissies prove themselves. Nothing annoys me more than fantasy sissies. I want my sissies to do humiliating tasks and send me photos. I want to know they are really wearing women’s panties because I prefer real sissies. I train my new sissy callers to my particular tastes. I love sissy humiliation, so every new sissy caller has an embarrassing task they most complete before calling me a second time. My latest sissy needed a lot of help. He gets high and gets sissified. He always insisted that if it were not for some high end cocaine and pharmaceutical Mary Jane, he would never have sissy thoughts. Bullshit. We all know that when you are high or altered your freak flag flies high. That is when you are at your most honest. You do not deny yourself feelings of guilt or let societal norms dictate your behavior. So guess what? If you are a sissy high, you are a sissy in need of a sissy trainer who will push you to be the perfect sissy all the time.

sissy humiliationMeet Katie, formally known as Ken. Her first task was to buy some pretty lacy panties. Her little clit stick would be lost in boxers. She had to be clear that she was buying the panties for herself, not a wife or girlfriend because women deserve bigger than an inch worm. Her second task was to write humiliating things on her feminine body like “tiny dick loser” and “I clean bull’s spunk.” Of course I needed pictures so I could post on my blog and know she was being a good little obedient sissy. I made her text the picture to ex girlfriends and apologize for not realizing sooner that size matters . I helped her pen an ad for Craig’s List to find a big black daddy to help her  hone her cock sucking sills.

Katie has come a long way in a few weeks. With her sissy trainer / phone sex therapist helping her, she will become the best cock sucking sissy faggot out there. Do you just need a sexy no nonsense sissy trainer to be the best sissy you can be too?