Tag: Best sissy trainer

New Sissies

Best sissy trainer

I love finding new sissies everywhere to play with, especially to punish. Finding out who they are and how to test those silly limits. I love to punish a special one with tons of restrictions. Restrictions on his cock, on his clothes, on his air! Haha! I invited him in last night and demanded him to strip so I could place some black, lacy, lace-up panties.  Right after, I found a perfect charity belt for him and hooked it onto his pathetic, worthless cock. “Aww, what’s the matter, Adrian?” I love teasing him. “You are all mine to play with little bitch.” I laugh in his face before grabbing a dildo and bending him over demanding him to grab his ankles. “Get ready to be stuffed little faggot.”

Bimbo Sissy humiliation training

Best sissy trainer

I turned that bimbo sissy into a whore and fucked his slutty ass! I stretched that sissy’s asshole for fucking! That dirty whore got gangbanged by a group of well hung black men! She wasn’t prepared for the training I was offering… That whore found out what it’s like to be treated like the trashy bitch that she is! “Blondes have more fun” right, well now she will know the true definition behind that slogan! I had her bent over like the trashy white whore that she is!!

Taking loads of cum in every last one of her fuck holes! That bitch got pissed on and was told to gargle it like mouthwash. Watching her face get rammed, I sat back and filed my fingernails. Rest assured, That biotch got exactly what she wanted! She was begging for more… She was moaning so loud asking them to fuck her harder.. What a deep loose low down whore.

She reminded me so much of those girls she aspired to be… That used to come to house parties and get trained on in the boiler room. It was almost like Deja-vu! Only to get sent home right after like low down sweaty whores.. That’s exactly what we did to her… after they got through banging her I bent her over and shoved a spoon up her ass. I had her eating loads of cum, fresh out of her own man pussy!

We sent that bitch walking with her platform heels in her hand.. Hahaha Pathetic!

BBC sissy trainer

Sissy training is in full effect, open wide femboy!

Sissy trainingGet down on your knees and suck that stud’s dirty cock! Sissy training is in full effect. Suck it like it’s your job. Oh, of course you know that’s what you are made for! You are the cleanup crew that’s what a sissy whore is made for! You are a sissy girl and I’ll dress you up just right! You are only good for sucking and fucking and licking a dirty butt! Don’t you dare put up a fight! Put you round little ass up high in the air. I want to paddle you good and walk you around by your hair.

You are my sissy slut and you better open wide! Close your eyes I’ve got a massive surprise. This alpha cock isn’t going to suck itself! Now hurry up sissy before I go get the belt! You know how much I love to see your round ass cherry red! And that will give him some to look at while you continue to give him head! Open up your throat and gag really good. Make your throat squeeze and jerk him like only a good femboy could!

Your training is paying off! You are a good little sissy slut now. Now bend over and let him take you! He is going to ram you boy pussy hard. I better not hear a peep from you while he takes what is his. While he fucks you good, I want you to lick this cum filled cunt and clean out all his jizz. You know you are nothing but a worthless slut. Now clean this dripping pussy and make your way back to my ass. Suck and like it just right while he pounds that tight boy pussy hard and fast!

Turning Them

I enjoy turning straight men into little fucking sissies and listening to them beg for me to fuck them with my big fucking dildos. You have a wife and a family but you came to me today to help you because your wife doesn’t want that tiny little cock of yours anymore. Oh I am more than happy to help you and I know just how to. I waited for your wife to get home with that big black man before I brought you in. I waited for them to start fucking before I brought you into the room making you watch as he shoved his huge black cock in and out of your wife, over and over again. But what you didn’t expect was her to look you in the eyes and tell you that she would never want a tiny cock like yours. I told you to stroke that little clitty of yours and watch as your wife cums all over that big fucking cock until he fills her fucking pussy up. You did as I said and as soon as he came inside your wife he pulled out and I told you to go clean off his cock like the fucking cum slut you are. You did so fucking good and once you were done you came all in your hand and I told you to lick it all up like a good fucking bitch boy.

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.

My Penal Free Pass

Adult phone chat lines

When my man went to prison, he told me not to wait for him and to fuck anyone I want to, even if it’s one of the pervs who calls my adult phone chat lines.  I don’t think I would’ve been able to wait anyway, but it was good to know that I had my papi’s permission.  He must’ve told his best friend to look out for me while he was locked up, because he wasn’t behind bars for a week before his bro came sniffing around my doorstep for some fuck action, and he was definitely not trying to sex up one of my sissies.

I wasn’t surprised, he’s always had a thing for me.  In fact, he and my man were both trying to get into my pants when I met them, but I went with the bad boy and left him to watch from the sidelines.  But ever since I was given the penal free pass, we’ve been meeting up for some freaky fucking.  It really just makes sense.

Do you think I’m going to make my mistress cunt cum on a little clitty having cutie wannabe?  Those bitch-boys couldn’t please a woman if they were made of milk chocolate vibrators!  All they’re good for is taking gigantic dicks in their tight little femboy asses.  When I do fuck them, it’s to humiliate them or to help turn on the stud who is reaming out their rim.  The amount of physical pleasure I receive out of it is minimal, though it does please a little carnal spot in my brain.

I’m going to keep fucking my man’s friend until he tells me to stop.  It’s always fun and he’s pretty hot.  Who knows, maybe when baby comes home from prison, he’ll want to fuck me and his friend at the same time.  It never hurts to ask, right?

 

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

sissy training

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.

Sissie’s First Time

online sissy trainingI love having my sissies do whatever the fuck I want. If I say get on your knees and suck this big black dick until he cums you better do exactly that. I told my sissy that he was to go and get some more sexy pieces of lingerie and show me them but he hasn’t yet. What I should’ve done was punish him until he made sure to remember that for next time. But I decided too do something much better this time, I had a room full of big men with big fucking cocks. Unfortunately for you, you haven’t had a nice fat cock inside of you yet because you were so new to training. Well today is your lucky fucking day, you get to have every fucking cock shoved into that tight little ass today. Get on your knees and you better make sure each of these cocks are nice and fucking wet before them shoot their load right into that little ass of yours.

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