Tag: sissy phone sex

Sissy Training Women are a Hot Commodity Nowadays

sissy trainingSissy training women are a hot commodity. My daughter is 18 now and about to start college in the fall. Her generation is more fluid and open about sexuality. She knows trans folks and gender fluid people too. She even knows some sissies. She brought this one femboy home this weekend to meet me. He was about as feminine as they come. Born in the wrong body. He wants to transform into a woman. She knew I could help him. He grew up in foster care but was dumped recently because he turned 18. Suddenly, he was homeless and with no money or job. I knew how to help. Femboys can make great money hooking. It is a great side hustle for a few years. Lance is not a transsexual yet, but with the best sissy trainer lending a hand, I could give him a makeover to make guys believe he was as post op shemale. Not all sexy trannies get big boobs. Many men prefer that small but natural breasted look. I am a talented feminizer. Lance was in good hands. My daughter helped me turn her friend into a pretty T-girl. We waxed off all his body hair, especially his pubes. I put him in a pretty blonde wig and a cute schoolgirl outfit. A little plaid skirt, a white shirt tied at the waist and cable socks perfected the look. With the right shading and contouring, I chiseled his face to look very feminine. To test out his new look, we went to the truck stop. I acted as his mommy pimp, and I whored him out to all sorts of truckers. I did not want any money, however. I just wanted to help with some femboy training so Lance could make money and get a place of his own. Lance made bank as Layla a barely legal T-girl. And she will keep making money and growing her skills under my tutelage too. Maybe I can help you get a side hustle too. Never hurts to have a side hustle.

Day Dreaming Of Your Sissyn Slave Training

While you are slaving away at work, all you can think about is the hard pounding I gave your sissy pussy. You wear a suit and tie all day but deep down inside you like when I dress you up in sissy panties and heels like a good sissy slut. You think about the sissy training and how you love licking my cunt clean. Last night I had a special outfit for you.

Sissy slave training

The moment you saw it your clitty twitch. You put it on and begged your mistress to make you, her bitch. You know you are mistress’s sissy slut property, and you live for me to use you. I love hearing you beg before every sissy slave training session we have. It gets my cunt hot wet and ready to use your tongue. I had you on your knees lapping at my cunt begging for me to fuck you and when i saw your sissy clitty leak i knew you were ready. Your body shook as you saw me put my big black strap-on on. I made you tell me who you belong to before I bent you over and rammed my cock in you. As i fucked you hard i spanked your ass hard, leaving my handprint on your round white ass. Finally, you begged for mistress to let you cum and when I gave you the permission to, your clitty sprayed your juices all over. When done you cleaned up your mess like a good sissy slut. 

You Need My Sissy Training

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It’s late at night and instead of being at home with your family your pansy ass is here sucking on my feet. You love the taste of my pedicure piggies as I face fuck you with my toes. Watching my Ebony slits get wet as you deep throat my size 7 makes your little pink wiggler pulse. It would be nice if I were able to call that thing in your pants a cock but it’s so small it looks like it should have an areola! I’m going to call it a nipple and start pinching and flicking it like one too. Of course, you moan like the horny slut that you are.

You should be home being a good family man but since you’re here being my bitch. I’m going to spank your bare ass and make you beg for forgiveness. Only a lowlife would neglect his family for their sick perverted fantasy. I hope you know I’ll be recording your sissy ass bent over my knee. The video is mainly an addition to my extensive sissy porn collection but I’ll also be sending this to your wife! The cane against your plush ass is an encouragement to be sincere in your apology. Each lash will feel like lightning spreading across your wide rump! Causing your pain brings me so much pleasure. You should be used to getting treated like fuck meat! After all, you come crawling to me almost every day begging for humiliation.

I should turn you away and make you handle your responsibilities but I enjoy the control I have over you too much. You don’t care if you miss 1 million calls from family and friends. Nothing will loosen the suction your slutty as has on my dildo! That’s exactly how I like it.

My Cock Sucking Sissy Michael!

MIstress Phone Sex

Just this morning I had a call with one of my best cock sucking sissies Michael! He is a brother cock sucking little sissy slut who can’t get enough big black cock down his throat. See, my friend Michael grew up sucking his big brother’s cock and letting him cum down his tight wet throat. Not only is he a throat slut for his brothers dick but he also is a pervert for his mommy’s pussy! His mommy walked in on him jacking his cock and my friend Michael being the slut that he is, came hard while mommy watched him. Ever since that moment he has been craving mommy’s cunny and his brother’s cock at the same time. He knows that he is mommy’s dick sucking baby girl and that if he sucks enough hard cock, maybe mommy will let him fuck her slippery wet mommy twat!

Mistress phone sex/Sissy slave Training

Best sissy trainer

I gagged that sissy slut and gave him some hardcore anal pegging while wearing an all black latex suit! I turned him into my personal whore and fucked his slutty ass. After working him up I put that bitch in a chastity and turned him into a slave of his own mind. I teased and humiliated him! I denied him any sexual pleasures while having him locked away in a vice! Eventually I gave in and pegged his gaping man pussy while his cock was locked away. While fucking that tight little man pussy of his I asked him how bad he would love a real cock deep in his ass right now.. He begged and pleaded so I teased him ever more. I had my hot neighbor come over with his big juicy 10 inch cock and turned that sissy slut into a cuck! I made him watch me ride my neighbors big veiny dick while he begged for a turn. Leaking through the crevices of his chastity.. Telling me how bad he wishes he were me. He told me he would do anything I wanted just for one stroke of my neighbor’s hard cock. Well, I knew that bitch didn’t have a choice but to do whatever I tell him to do so I did not give in. When I was through orgasming all over that hard cock. I took that sissy slut out of his cock cage… I folded him to the point his dick was hanging right above his mouth and stroked his cock until he nutted directly into the back of his own throat! That’s all the pleasure he will be receiving today. Now gargle and swallow!

Sissy humiliation training

Mistress phone sex whore Remi

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One of my favorite sissy bitches was supposed to come by today but she couldn’t make it. I still want to watch a little whore get her pussy pounded and mouth fucked though. I’m hoping you can help this kinky, mistress phone sex trainer. I want you to be my little, cum loving slut tonight. I’ll make sure you’re dressed up nice and slutty for the sexy bull-studs I have coming over. No experience needed because Miss Remi will make sure you get all of the training you need. I’ll have you draining every one of those fat, hard cocks into your slutty holes! I can’t wait to sit back and watch them stretch that perfect, little pussy of yours!

 

You call that a Cock?

Humiliation Phone Sex SkyYou call that a dick? Oh honey please let me know you what a true hot thick dick, looks, feels and taste like. *calling in other men* Now these men have nice cocks. Look at his 8 inch thick brown rod, so firm ready to play. And this pink beautiful 8.5 inch cock with his juicy calls. I need you to get them ready for me. In the meantime you’ll learn what it means to stroke and feel a nice hard cock in those little hands of yours. How it throbs and pulses as it glides your tongue. Now if you had a cock you’d understand but instead you’re getting these men ready to fuck and please me since that’s something you could never do hahaha! At most you can use your tongue and hands to rub my click and guide their cocks into my fuckholes. When they are ready to cum I need your mouth wide open read to catch that hot seed as they pull their cocks out and spread them over your face and tongue my good sissy boy!

Sissy maid training w/ Brielle

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Welcome to the hut sissy boy! I cannot wait to go on a shopping spree. So we can get you dressed up to perfection for daddies Big black cock! Daddy prefers his sluts in cocaine white! He loves a party girl! Looks like you and I are going to have lots of fun on daddies big massive dick! Lets get all dressed up to impress so we can join daddy and his friends in the game room for a hot fuck!

I am going to suck on your hot pink gaping pussy, slobber down and drool! Get that tight pussy fully lubricated for daddy and his friends. Daddy wants that hot whore cunt wrapped around his cock while you deepthroat his right hand man’s dick! You know daddy runs a whore house and you are the newest slut in the mansion so you are going to have to show out!

That’s right, tilt the head back and ease that throbbing black cock deep down your throat! Its time you show daddy why you should make the cut! Don’t you want all of the designer things in life, Luxury living and Breast implants!! Well then you are going to have to work for it slut..

Daddy is going to prepare you for the track! That’s right you are going to be fucking and sucking multiple times a day.. Daddies new cum dumpster whore!

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Sissy training with Miss Remi

sissy training

 

I just had the hottest sissy training phone call with another little bitch that calls me from time to time! I was degrading and humiliating the fuck out of this sissy bitch. I love putting men in their place and then making them worship everything about me. This guy thought he was a real man until I got into his head and made him see himself the way everyone else sees him. I had him strip down and stare at himself in the mirror for me. I made this little bitch describe his wimpy body and tiny, sad prick to me. I made him tell me that he’s not a real man and that he deserves to be force fucked by as many giant bbcs as I can find! I laughed and giggled as that little bitch jerked his tiny dickie and made the softest and most feminie moans I’ve ever heard from a man. You could be next if you’re a little sissy bitch that tries to play tough in front of everyone else!

Sissy Sucking Cock

sissy phone sexI love making money, and my sissies are so fucking good at making it for me. I love to sit back and watch one of my sissies get fucked in her tiny little fucking ass hole so fucking hard she is screaming. But she takes it like a good little bitch because she knows what happens to her if she doesn’t. Take Sissy Ken for example, she decided to back out of sucking a mans dick because he was too fucking big. I refuse to let that go. Now she has to suck every mans cock that walks in my doors until he cums, and if she decides to back out I tie her up to my fucking fuck machine. If that happens I tie her to a machine that pumps her mouth until it’s fucking bruised and I see she’s had enough. I get to watch and make sure she sucks every one of their fucking cocks until her mouth is filled up each and every fucking time.