1,510 results for sissy training

My Latin Sissy Beauty

She was such a pretty little sissy with her androgynous size and pretty little bronze face. She was a dream to paint, like a little portrait and asking me to give her cat eyes as I painted her pretty pouty lips a nice whore red. Her eyes, like almonds and such a shiny golden brown, looked so good with the shimmery white eye shadow and framed with black eyeliner. Those cheekbones and sharp chin so nicely defined with a bronzer. I love painting her up like the cock whore she is. Very fit petite little frame hairless and shaved to accentuate the feminine side of this sweet girly girl. Her little cock was so much fun to cage and she loved getting taken hard by that big black cock. A little whore of the cartel taking the rival black cock like a good bitch. I love this little Latina whore, she was an American with perfect English and that southern Californian Mexican dialect only made her a sexier little vixen. Sorry darlings, I love my Latin/ Mexican sissy’s but I only speak English and needed to make this disclosure as I’d hate to cause disappointment.

Best Sissy Trainer

Femboy training

Femboy Training

Femboy Training

It was a femboy training session I would never forget.  Daddy Had brought his work buddy, Kendrick over for drinks and to play pool. The rec room looked so nice. But Daddies friend was even nicer. I knew in the back of his mind he knew this was the man fucking his teenage daughter and wife. A Solid built older Black man. I had had his cock several times with mommy these last few weeks. Daddy was laughing and getting more drunk. He didn’t even notice with Kendrick stop drinking. My ass was sticking out over the pool table when Kendrick couldn’t stop himself and pulled my shorts down and started fucking me right in front of daddy.  Daddy started to protest but I told him to shut the fuck up and lick Kendrick’s balls and ass hole.  Mommy brought down some cute girly clothes and made daddy put them on. You know stockings, stripper heels, and a teddy nighty. It was the hottest watching daddy dressed up and licking our cum filled coochies that night!

Best Sissy Trainer Mommy

I am a very dominating, yet nurturing Sissy slut training mommy. It’s something I find to be so much fun and it all started in my teens. I had a younger brother that loved wearing mommys clothes and I decided to make him a her and treated her like my little sister. This went on for years and later he was made into my cocksucking little sissy brother, and I was to be blamed, partially, but I think it was going to come out at some point. As a mommy I am training my sons to be just as much a faggy cocksucker as their uncle is and we really do have fun at our family gatherings. I let their uncle take their sweet fairy holes last summer and this past summer has opened up a world of sissification adventures for me to assist others.

Best Sissy Trainer

I Love Being A BBC Sissy Trainer

BBC sissy trainer

I was born to be a BBC sissy Trainer Because I love black dick so much, I believe every sissy should have the pleasure just like I do. My memories are filled with dreams of nothing but long strong dicks those black Jocks give me. The field lights were bright, and the cheerleaders are chanting “GO Panthers GO!”  Now we don’t have a football team but the public school on the other side of town does. Those black boys never disappoint! My mind automatically goes to visions of Black cocks hanging down to their knees in the showers, all soaped up and cleaning the sweat off. I been in my fair share, being the sugary sweet white ass to fuck and suck Big Negro dick. I consider it my civil service as I am blessed with a silver spoon in my mouth. Paying my dues by servicing every black dick can.

I know you are hard right now. I know you are looking at BBC and white girl porn wishing you could be a pretty princess like me taking your fair share of BBC. That hard clitty was made to be a sissy whore worshiping black cock beside me. Step right up for femboy training my love!

BBC Sissy Trainer For Submissive Sluts

Look at your little bitty dicklet trying to grow as it gets all excited and swollen when you see a BBC in your future. You start fixating on how you can please it the best and really wish you could be the best little sissy BBC sucker you desire being. Well we can train you to be a little white bitch cock sucker of big black dicks that will gag you. The best thing is to feel a big cock grow in your mouth as you are sucking it, the feeling of it’s girth and awesome veins stuffing your whore mouth. Now imagine sucking it like a good whore, bob your head up and down on it, that’s right, it’s ok to get sloppy and really worship that superior cock. The best part of our training is when you finally take a real BBC all in your slut hole.

BBC Sissy Trainer

Domination Phone Sex for Sissy Bitches

domination phone sexSome men just need domination phone sex. Sissies, bitches and cuckolds come to mind. I met this man at a bar last night. He was handsome, rich and smooth. I thought he would make a good lover. I even thought he might be fun for my sissy boys. Turns out I was wrong. He was a small dick loser. I brought him home to fuck and discovered he was lacking in the cock department. I mean he had a shrimp dick. He seemed dumbfounded. Like he had no clue he had a sissy dick. I changed the tables on him. Instead of bringing him home for me to play with, I let my sissy boys play with him. They were happy for a live toy. They dressed my loser date up in panties. They did his make-up. They even put him in a wig. Then, they fucked him. My sissy boys don’t need sissy training. Mommy and big sister trained them well. My date on the other hand, needed a wake-up call. You aren’t a man if you have a shrimp dick. You are a sissy bitch. My boys fucked the loser I brought home. They tag teamed him with one sissy cock in his ass and another sissy cock in his mouth. It wasn’t a wash after all. I was entertained and my sissy sons got to be in charge for once. And perhaps, I helped create a new sissy in the process.

Sissy Maid Sluts

sissy maid training

I love toying around with my sissy maid faggots. Especially after getting them all dolled up in pink frilly uniform with teeny lace apron, stockings and heels! My sweet sissy maids love to wait on me hand and foot! They do whatever I say, no matter what the request is. I love getting these maid sluts into the messiest situations! First, I start by having those sissy fuck fags get railed out by my trusty fuck machine until their assholes are nice and gaped wide open. Once my sissies are nice and stretched open, I love having juicy thick cocks unloading their sticky hot cum inside of all my sissy’s faggy buttholes! They love having their assholes gaped and stretched! But this little hobby of ours can get so messy. Luckily, I have a few cum bucket sissy maids who I put in charge of cleanup. I call my little cleanup crew over to slurp the hot cum out of those used up assholes until their bellies are full!

Stocking CBT for My Sissy

Taboo phone chat

My hooker sissies are my little prized punching bags! I get great sadistic pleasure exposing their faggy cocks to various methods of cruel and sadistic fun. When it comes to training the best sissy faggot hookers, brutality is the way to go! My sissies love getting their sissy faggy cocks slapped around and beaten and I love stuffing their enlarged limp clitties in the tightest fishnet stockings! After sliding the biggest metal butt plug into their fag holes, I love squeezing those balls right through the fishnet and watch them throb and turn purple! My faggy hookers love getting their balls repeatedly kicked and prodded while I have them on their hands and knees tongue and mouth worshipping thick, juicy client cocks! They love gagging on those heavy cocks until they turn as purple as their pathetic ball sacks! It is even better watching them gurgle on those gobs of cum that get shot into their sissy throats. I also get a “kick” out of it too! 😉

Best Sissy Trainer for Femboys

best sissy trainerI am the best sissy trainer for sissies who want to be femboys. In my opinion, you can’t be a sissy girl and not look the part. I had this sissy boy come over this week. I met him on Tinder. He was looking for a sissy mom. He had never done anything real before. He had called sissy women like me in the past, but he never actually met a sissy trainer. When he arrived, he looked like a femboy. He had a feminine physique and overall look, just like my sissy boys. I asked him if he had ever thought of being a woman. I have feminized many a boy. He just needed a femboy trainer. I put a wig on him, dressed him in some sexy lingerie and taught him how to walk. He was a natural. Once I saw that walk, I stopped referring to him with male pronouns. She blossomed before my eyes. It was like having a lesbian girlfriend. I sat on her face and taught her how to eat pussy. I played with her little clitty. It was hard. In my panties, it looked so nice. I was jealous briefly of her svelte body. I was more buxom but gave her some prenatals to start taking to help her feminize her body more. Such a beauty. A natural beauty. She just needs femboy training to be the best girl.

Be my sissy cuck

Sissy phone chatHere I am just laying on my bed & having super kinky sissy phone chat all night long with sissy cuck after sissy cuck! I just called up my big cock fuck buddy to come over to my house and fuck me so that my sissy cuck boys that I am training can hear me get fucked by his massive dick. My sissy cucks stroke their tiny peepees while they listen to their Goddess get shafted by thick long daddy cock! All of my pervy sissy cucks go above and beyond for their Mistress and always send a pretty tribute to purchase my sexy high heels so that they can fill them up with cum and fuck them as they envision it as my perfect pussy. Haha they can keep on dreaming because they will never get their filthy hands on this delicious body of mine, it’s reserved for big cocks only! My sissy cucks have the most devious & naughtiest imaginations and love being able to use my sexy stilettos as containers for their cum!