Category: Sissy Training Phone Sex

Sissy Phone Sex Humiliation w/ Phoenix

Sissy phone sex is your only option Bitch. You are worthless with that swollen clit and your inability to please a woman. My strap-on play is your answer for hot ass sex and you will beg for it. I want your ass and I want you crawling around acting like a bitch in heat. Your need for anal penetration with my big strap-on is relentless. Your nothing but a pass around girl that gets used by all the inmates. Hell, the prison guards really love to have their way with you also.

Can you be any more pathetic? Of course you can and that is why I am volunteering your ass to the local Fireman unit of volunteers. If I am not mistaken there are around a hundred big burly men that would love to use an ass as fine as yours. 

Sissy Phone Sex

Cuckolding Phone Sex Slut Wife

cuckolding phone sexCuckolding phone sex is so much fun for me. I love looking in my panties and telling men I have a bigger clit than their dick. In my house, I wear the pants. My hubby is a caged sissy maid. He makes the money in the house, but he also does all the housework. This is so I can do my job. I’m a slut wife who fucks big dick. The other day, he was cleaning the house in his little French maid outfit, while I was in our bed fucking a guy with a 12 inch cock. When my lover left, I ordered my hubby to the bedroom. There was a big mess that needed cleaning more than the stairs. He knows his job. He crawled up on the bed, between my legs and started lapping up all the cum running out of my well fucked pussy. I grabbed the back of his head and forced his tongue deep inside my cunt. A foot long dick shoots off a lot of cum deep inside a woman. I didn’t think he was getting in there deep enough, so I straddled his face and pissed the cum out in his mouth. Held his nose forcing him to swallow it all. He grimaced, but licked it all up like a good little bitch. It’s good to be the bitch in charge.

sissy maid phone sex

sissy maid phone sex

Sissy Phone Sex

Being a good girlfriend is a lot of hard work. I love spending money and working out. I hardly have time to keep my home clean for my sexy man. So I found a sissy to do my dirty work! I fucking love sissy maid phone sex! These tiny dick whores do anything I tell them! I love watching these over weight sissy whores bend over in their trashy outfits trying to clean. Watching their saggy whore balls sag out of the thong she is wearing.

GFE Phone Sex

I make fun of her fat ass as she tried to get between the wall and the toilet. I make sure she gets the house so clean that she eats off the floor! I want my man to have a wonderful house to come home to! He works so hard and needs to have a nice clean home to relax and enjoy getting his dick sucked by his sexy girlfriend! I even make the sissy maid clean out my cum filled pussy! Clean piggy bitch, clean!!

Adult phone chat

Happy Labor Day!!

Humiliation Phone Sex

You are all welcome to come to my Labor Day party! 

Drinks, food and lots of fucking!

I even have a waiter planned to pass around drinks and food. 

Don’t mind my waiter, He is a little clumsy. 

He is my Sissy Fag Whore. 

I love his outfit don’t you?!

He is chubby but I think he looks good a pink faggy bunny! 

Now while my sissy whore goes around ordering drinks be sure to make fun of him. 

Make him show you his cock!

Sissy Phone Sex

His cock is so tiny!

No wonder why he is a sissy whore! 

His tiny cock will never bring any woman to cum, so he has turned to getting fuck himself. 

Labor Day is my favorite time of year. 

The last party of the Summer and this party is going to be so fun! 

I want each and every one of you to make fun of this faggy sissy whore. 

Tell him how chubby he looks!

Watch him struggle as he walks in those heels and trying not to spill your drinks!!

Small Cock Humiliation Phone Sex

Rub A Dub Dub

adult phone chat zettaI was in the shower when sissy arrived. She came right in and started dinner. I didn’t even hear her. Humming a tune and enjoying the warm water flowing over my body I was lost in the luxury of the relaxing shower. Suddenly I felt gentle hands on my back and I jumped from fright. She giggled and put her finger to my lips telling me to be silent. The pampering began, she washed every inch of my body seductively, taking time to bring me to the height of arousal. Taking me out of the shower she had a warm fluffy towel that she gently dried me off with before taking me to my room. She rubbed my body down with a wonderfully fragrant body oil releasing every ounce of tension I had. Finally she put her mouth on my aching cock and worked her magic. I fell fast asleep after an earth shattering orgasm only to be awakened an hour or so later with a delicious dinner. Sissies are so good at spoiling and pampering.

Jingly jangly bell wearing sissy

sissy phone sexHa! Look at you, all dressed up like a pretty faggot fairy princess! You think you’re so cute huh? Wearing that pretty pink penis pouch? Why do you even bother!? There’s nothing there to cover up haha just your itty bitty clitty, aren’t I right? You know you’re nothing but a jingly jangly bell wearing pansy! But I’m sure you already know that…that’s why you love to have us tease you and humiliate you. I know you lay in bed at night and think about calling us, you know we’re the only women who would ever accept you for who you are and treat you exactly how you want to be treat, aren’t I right? Don’t you dare say I’m wrong pretty princess! You love to dress up, you eat that shit up. You have a bigger collection of panties than half these girls here, and you take cock just as good them too! Am I right? I know I am! Us Wbmt gals have decided if you don’t pay up more vacation money right away we are going to change every single one of our blogs and make you our little blackmail paypiggy and have your FULL name… Michael Fra…………If you don’t want us to post the rest along with all your pretty sissy pictures then you might want to be a good girl and do what you’re told. Ohh looky, does the idea of us outing your identity to the whole world get your tiny clit hard? I can just see you now rubbing the itty bitty thing hard, just by the thought of everyone you know finding out that you like to dress up like the pretty sissy girl you are and better yet that you aren’t even equipped with a dick! Are you wet now? Imagining having your ass fucked? Of course you are! We know everything about you.

sissy phone sex

Cuckolding Phone Sex on My Toll-Free Local Adult Phone Sex Line

cuckolding phone sexCuckolding phone sex is so much fun. I mean laughter is the best medicine. I don’t care what kind of horrible day I may be having, talking to a tiny dick loser on my toll-free local adult phone sex line brings a smile to my face. Also brings much joy to my studs. You know, the real men with dicks worthy of my pussy. Just the other day, I was fucking a real man with a 13 inch cock when my husband came home. I was in high bitch mode, so I ordered him to go put on his sissy girl panties and join us.

Poor sap thought he was going to fuck me. That really made me laugh. I mean what the fuck was he thinking? I got 13 inches of meat in my cunt, I’m telling him to go put on panties and he thinks that’s code for you get to fuck your hot wife? It’s code for you are going to get your pansy ass fucked you stupid loser. My stud pulled his cock out of my pussy and shoved it in my husband’s mouth. “How’s your wife’s pussy taste on my dick sissy,” he chuckled. I laughed so hard as his eyes bugged out and he gagged. “Enjoy it honey. That is the closest you will ever get to my pussy,” I giggled.

toll-free local adult phone sexMy loser husband spit shined that monster cock, and like a good cuck guided it back in my pussy so I could finish fucking. When my cunt was filled with man seed, I sat on my husband’s face an forced him to clean up my messy pussy. I laughed the entire time. He so hates the taste of cum. You would think by now he would be used to it! Do you like pussy treats? I always have man seed in my hot box that needs cleaned up.

adult phone chat numbers

Cross Dressing Transformation

tranny phone sex zettaWe were out for a girls day and had just finished a long day of shopping. Sitting at the bar relaxing and having a few drinks, she started asking me questions about cross dressing. She is a very beautiful married woman, why was she so interested in cross dressing? The more we drank the more she opened up. I know that her and her husband have a healthy sex life, girls talk you know. But when she finally let the cat out of the bag my dick got rock hard.
One fantasy that she has is for her husband to dress in some sexy lingerie and be her bitch for the night. She confessed that she had bought what she wanted him to wear today along with a glorious strap on and that she wanted me to transform him this evening. She would stay in the living room while I worked my magic. She wanted to be surprised after I left when she finally walked into their room.
I agreed and he transformed into a beautiful bitch.
I can’t wait to see her again to get all the juicy details!shemale phone sex specials

Sissy Phone Sex with Brooklyn: The Perfect Sissy Fairy Faggot

Mistress Levi, the bitch in charge of us sexy freaks, has a Jingly Jangly bunny that she shares with us. This is no ordinary bunny, but a total sissy fairy faggot . She sings, she prances, she cleans, she dresses pretty, she obeys, she poops and pees in diapers… Seriously. I am not joking. She is very shameful. But, she is VERY useful for us. She spoils us. She pampers us. She even provides hours of entertainment and a sexy bitch needs a good laugh every now and then. Essentially, this sissy fairy faggot is a house bunny. Personally, I can never have enough sissies in my life, especially one as loyal and generous as our house bunny. You see the relationship between a sissy fairy faggot and her mistress is special. It is sacred. It is built on trust and loyalty. I am building my own sissy posse based on Mistress Levi’s prime example of what a good sissy should be. Her sissy fairy faggot is the epitome of the perfect sissy.

sissy phone sexWhat makes a perfect sissy? First, she must dress the part. Sissy fairy faggot has the prettiest outfits from frilly pink little dresses to cocktail gowns to this cute little bunny outfit. But it is not just putting on something girly. A good sissy knows how to accessorize. She knows how to style her hair. She knows which shoes compliment her outfit best. She understands the correct undergarments to wear. And she knows how to paint her face so she doesn’t look like a common street walker. She has no shame and will wear her sissy clothes anywhere. Sissy fairy faggot goes to the mall and prances around town shopping for her mistress is her prettiest clothes. A good sissy knows how to look the part because she has a good sissy trainer who knows how to feminize her properly.

Second, the perfect sissy understands instructions and is obedient. From taking out the trash, to fluffing cock, a good sissy does as she is told. She seeks clarification on any instructions she may not fully comprehend rather than risk disappointing her mistress by doing a task improperly. She does every task, no matter how degrading or seemingly frivolous with a smile on her face. She never rolls her eyes. She never complains. And she always finishes her tasks on schedule. Sissy fairy faggot does everything she is asked to do and more. And, she does it with a smile and a curtsey and is always punctual.

humiliation phone sexThird, the best sissies look forward to play time with their mistress. They see the variety of sissy toys and accessories as pleasurable, not punishment. Sissy fairy faggot as an accoutrement of sissy play things. Pacifiers, butt plugs, ball gags, feeding gags, penis gags, dildos, restraints, diapers, spanking instruments and much more. Sometimes a mistress can be in a capricious mood, so a good sissy needs to be ready to play nice or play rough. Sissy fairy faggot is always prepared for whatever mood Mistress Levi is in. And she takes her punishments and her treats in the same stride because she knows she exists for her mistress’s pleasure.

There are many other things that make the perfect sissy, but these are a few that are important to me. Not every sissy can be as perfect as our house bunny, but with the right sissy trainer, you can become a pretty excellent sissy too. Sissy school is now in session.

Adult Phone Chat Leads To Tranny Sissy Boy Phone Sex Anal Play

adult phone chat

There is nothing better then a little sissy boy to take my cock. I met one in the adult phone chat room I was playing in. Then I met another, and then another and soon I had an invite to dominate a bunch of sissys with my stiff rod. Showing up I was still a little on edge about what I was going to find. I had a sort of t-girl picture in my head. Like maybe, they would be drag queens. That was not the case, these were men, or so they thought. They were the most pathetic group of fairy fags I had ever seen. I cam into the room to a bunch of bearded sissys with wigs and panties. I knew this was going to be a sissy boy phone sex dream as they drooled all over their own faces and stumbled on their words. 

sissy boy phone sex

I laughed at how small their pathetic small limp cocks were. The all groveled at my perfectly pedicured feet. I told them their breadths were a waste and they should just give is all up. They would not listen, so i covered them in a shower of my piss. Thirty little sissys they were, all holding their moths open like hungry baby birds. One by one I took the sissys and fucked them deep into their blown out ass holes. I walked the little pukes around on collers making them my sissy pets. 

phone sex

They all ate my cum. I filled up one ass hole, and the sissy turned around and shit it out onto the floor when I removed my cock. Bad sissy, I made them all clean it up. Oh how I loved watching all of the sissy boys fight over a taste of my shit cum pool on the floor. Pulling one of the sissys panties to the side I fulled his ass hole up. I made him watch as I laughed at how teeny tiny his clit cock was! I had to kick another sissy off my leg for humping it. They begged me not to leave, I told them next time we could have even more fun. I love sissys!