Category: Forced crossdressing

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

Missing Sissy..

It’s been awhile since I heard her sissy whimpers. The way she gets so excited to show off for her mistress makes me giggle. Sissy Michael loves to show off for all of us here. Its been so long since I have heard her beg her mistress to allow her to do a squirty squirt from her tiny jingling balls. Wait do you guys know who I am talking about? It’s been so long since I have written about her, you probably have no idea who I am talking about??  Well Sissy Michael Fr… I’ll keep the last name to myself, we don’t want his wife finding out again..

Sissy humiliation

Anyway Sissy Michael is one of those Fairy sissy piggie bank sluts we have. Infact she is our beloved site sissy! She dances, sings and even dresses up! Her style is amazing and she can be the cutest Adult baby boy sissy fag you have ever seen! I just wanna dress her up all cute and sweet, then set her loose down Van Buren Avenue in Phoenix, she would be the sexiest cum piggie there! Hmmm I wonder if anyone would recognize her there..

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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.

Introducing Nancy <3

Femdom Phone Sex

              This little game that I play with the men in this little old town keeps the boredom at bay. Hah to think that the twisted ideas that float through my mind and men actually pay me to punish them. I love when they call me Mistress, Madam, or Most High.  I love it when they beg me to allow them to bust their nut but the fun never stops there I make those little fuckers eat their own cum. Because you know what as soon as they make a contract with me I own those fuckers. They pay me to own their asses. That’s just what I do I treat them like the lost little boys they are behind closed doors. I remember this guy he really got off on sucking another man’s cum out of my ass then being forced to swallow it and if he didn’t comply I’d take my paddle and strike his disobedient ass across the face until his listened to his Mistress.

           I do not handle my rules not being followed well when you’re talking to me it’s my way or the highway you pay me to keep you in check not the other way around. I way more fun that way and I freaking love it if you don’t listen like a good little boy Madame Nancy will punish you. Got it? You will not like it if I have to take out Mr. Good stuff and teach your little ass a lesson! We will have safe words just in case I get a little too rough with you. My favorite safe word is Pineapples haha if things get a little too demanding for you just say the word and we’ll ease up no problem. I like teasing you guys especially men with small cocks like seriously what the hell do you think you’re doing with that pencil dick? Ha! I love getting big strong men all dressed up in heels, cute little frilly dresses and loads of makeup. I’ll turn you into my own little sissy boy whom I’m gonna train to take my 9 inch strap that I will fuck you with if you get out of line. All I want to hear from you is Yes Mistress! More Mistress!! Please Mistress!! Don’t Stop Mistress!! Understood guys 😉 

The Best Phone Sex is Sissy Humiliation

best phone sexThe best phone sex for me is with sissies and cuckolds. Why? Because I get to be a mean bitch. Over the weekend, I met this man. We actually went to college together, but lost touch over the years.  Face Book reunited us. I agreed to meet him Saturday for drinks. Attractive man. Educated, articulate, nice and a wealthy.  Just not very masculine. I figured his more feminine voice and mannerisms were from low testosterone, which usually means small dick. I was right. He had a 2 inch willy at best. When I saw it, I burst out laughing. The gall of any man who thinks he can fuck me with a shrimp dick pisses me off. I gave him a healthy dose of sissy humiliation that began with putting him in a pair of my panties. Anything less than 5 inches belongs in panties because it will swim around lost in boxers. I am a sissy trainer. Sometimes guys come willingly to me for help on becoming a sissy, sometimes they need nudging like my college pal. He was an old friend. I couldn’t delude him into thinking he had anything that could please a woman.  That’s just setting a man up for failure. Sissies can become a very integral part of a woman’s life if they just get a little training and accept their fate. The sissy training began with panties and an honest conversation about cock size. We discussed ways he could still please a woman without actually fucking her since that would be no pleasure at all. During training, he couldn’t stop rubbing his nub. I smacked his hands away from his dick several times before I put him under lock and key. Sissies are here for a woman’s pleasure.  I only allow a sissy to touch his willy as a reward for something quite remarkable. My sissy in training can barely lick my pussy. Until further notice, he is under lock and key. I love being a sissy trainer. He will learn to worship my pussy eventually. At least if he ever wants to touch his dick again, he will.

sissy humiliation

Cuckold Phone Sex: Tiny Clits Belong in Panties

cuckold phone sexCuckold phone sex is my favorite if you want to really know. Guys ask me all the time what I enjoy most about phone sex. When a tiny dick loser calls me, and I can hear it in his meek voice, my pussy drips. I love shaming little clit sticks. If you call me with a short dick, be prepared for humiliation. I will immediately size you up, well in your case, size you down!  Then, I will enjoy putting you in panties. You belong in panties. Boxers and boxer briefs are so balls and cocks have room to move; room to grow. Cocks can’t be in restrictive clothing because it kills sperm over time. But you don’t need to worry about that now do you? You should not be reproducing anyway. But the real issue here is your little dick gets lost in boxers and boxer briefs. Panties are for clits. Yes, that is what your pathetic excuse for a dick is; it is a clit stick. No worries about panties being too restrictive on a 2 inch dick. You will feel better in panties. Not a day goes by that I don’t put some loser in panties. It is better than a chastity belt. Any hot chick starts getting busy with you and she discovers you wear panties, she stops the action. Women don’t fuck guys in panties. We all know that if you are in a pair of women’s underwear it is because you bring NOTHING to the bedroom. Mature phone sex women know this better than young girls because we have seen a lot of cock in our lives. We have birthed babies and don’t have tight cunts like a coed, so we demand dicks we can feel. Length and girth matter; so if you don’t measure up, access denied. Get yourself some panties and enjoy your new role as a cuckold.

mature phone sexI am not the only cuckolding mistress here either, so check out our TUMBLR page to see all the other cuckolding queens.

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

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.