1,510 results for sissy training

Sissy Panties

sissy panties

I have so much fun with my little sissy girls when we play. I love training new bitches to be the perfect little cum whores for me. Dressing them up in their pretty, frilly dresses and little pink sissy panties is my favorite part of playing with them. I love to watch them rub those tiny whore clitties until those silky panties are soaked. One of my favorite things to do is make them wear stockings and tell them how pretty they look. I’m not your average girl. I get so turned on by making you into the true sissy we both know you are! I will dress you up and then feed you cocks one by one until you’re packed full of cum. I might just let my friends come by and fuck your tight little whore hole until you’re a cum soaked mess. Come be my newest play thing and let me make you into the ultimate sissy whore. I promise I will make you into my pretty little pet and take good care of you!

Training Brandie

Humiliation Phone SexI must tell you about Brandie. Brandie is a cute little thing but new to sissy training. She has already waxed her entire body and wears a pretty pink butt plug with a blue jewel. She loves her butt plug and feels empty when she removes it twice a day. The problem with Brandie is that she gets caught watching shemale porn when she has not asked permission to do so. Brandie knows better, but apparently cannot help herself she says. Brandie longs to be a little cum slut but before she is given that honor, she must learn how to clean up her own cum. The last time she was caught watching shemale porn with cum on her hand we made her lick it all up. She didn’t like it at all as she longed for the taste of another’s cum. However, she did as she was told and cleaned it all up. Since she put up some resistance, we made her tie a cute little pink bow on her clitty to remind her that she is our present, to do with what we like. She will be made to watch gay blow job porn every night this week and lick up her own cum. She will also continue to wear her pretty little bow. If she does as told all week, then on Saturday, she will be rewarded with a bigger butt plug and shemale porn. If she is extra good, we may let her watch us fuck some big black cock and let her clean up his cum when we are done. Doesn’t she look cute with her bow?

How I Became a BBC Sissy Trainer

bbc sissy trainerAsk yourself if you need a BBC sissy trainer for 2020? If you are a sissy or a closet fag, then you need more big black cock in your life. I may not have explained how I became the sissy trainer I am today. Long before I birthed some sissy boys, I was married to a man with a tiny dick. I married for love. Thought I would be okay with his 4-inch dick. He did eat pussy well and had strong fingers. He was aware of his inadequacies and appeared to be committed to overcompensating in other areas. One day, I came home from shopping early. This was before I had a cell phone. He was not expecting me. I caught him in my panties, my black lace garter belt and stockings. Plus, he had one of my dildos up his ass. It was an eye-opening experience. At first, I thought I married a gay man. After we discussed some things, I realized he was just a sissy. My first sissy. We put an ad out on Craig’s List for a black bull to join us. I was thinking this would be a cuckold sort of thing, but it turned my now ex-husband into a black cock faggot and me into a black cock whore. Turns out I married a sissy, but the first taste of black cock made him full on fag. It happens. I started using black cocks for sissy training. Decades later, I am a BBC slut and I have a small army of black cock sissy boys, including my two sons. I have my ex-husband to thank.

Forced Sissy Mistress

forced sissy training

You know what? I really don’t care if you don’t want to be feminized. You’re definitely not a real man so I think some forced sissy training is in order for you. Oh come on, it’s not like you didn’t see this coming. No woman wants to have sex with you because they know without a shadow of a doubt that there’s nothing you could do for them with that tiny little dick. It belongs in a pair of panties and that’s exactly where it’s going to go. Tuck it away because nobody wants to see it.
Of course I’ll get you all dressed up, but what I really can’t wait for is the forced cock sucking you’re going to be subjected to. Don’t worry, you’ll get used to it after a while. But it’s going to take a bit of time for that and you will just have to deal with it. Get used to the fact that you’re going to choke on it. Get used to the fact that tears will roll down your face when he touches that spot in the back of your throat. Of course, there is so much more that you’ll have to learn and go through, but you’ll have to call me to get that info!

Taking Sissy to the Mall to Shop at that Pretty Pink Bag Store

Sissy Girl TrainingMy sweet sissy Susie had been so good this week with his training that I rewarded him with a trip to the mall for some lingerie shopping. Of course, we went into that pink bag store that all sissies love. We picked out a nice garter and thigh high set and matched it with some pretty lacy panties and a robe. His little eyes lit up when we were purchasing them. But as all good sissy trainers know you must always keep them in line. So, when we got home I had him undress totally but instead of allowing him to wear his new outfit I just put on his collar and leash and had him sit patiently by the door for my friend to arrive. When the doorbell rang, I let my friend in. He is a nice big man with a massive big black cock. I told Susie that his little clitty was not to get hard no matter what happened. I grabbed Susie’s leash and led him back to the bedroom with my friend. I undressed and waited on the bed while I instructed Susie to take that big black cock and make it ready for my pussy. I love watching Susie suck on cock. She licks it all the way from base to head, paying special attention to that sweet mushroom. When my pussy was soaking wet and my friends dick was hard as a rock, I told Susie to sit and watch, never moving his eyes away. I spread my legs as my friend entered my pussy with his massive dick. He fucked me so hard and it felt so good. He exploded between my legs leaving a massive amount of cum in my pussy. He rolled over and I pulled on Susie’s leash guiding him onto the bed. Then I instructed Susie to clean up my friends’ massive cock and my cum filled pussy. He did so well, not leaving even a molecule of our fucking juices. After my friend left, I pulled out that wonderful pink bag and let Susie get dressed up in his new lingerie. Don’t you think he looks wonderful?

Teen Online Sissy Trainer Has A Sissy Boyfriend

online sissy trainingThis sexy online sissy training teen has a new boyfriend who I am turning into a sissy bitch! See he slipped up and told me that he secretly wears panties! So, I have been making him wear pretty satin and lace panties every time we have sex. He isn’t my normal type at all. But I needed a boyfriend around for family gatherings this year and his cock is just right on the average side. And being a sissy trainer, I had sissy-dar… An Internal Radar that told me he would be prime for turning into a sissy slut even if he didn’t know it yet! Kevin began to just wear his panties and he made a great cunt lick. He even loved it when I called him a perfect sissy.

Together we shaved him and waxed his balls. Hairless and with a pink thong in looked just like a girl from behind. It is an easy job sucking his dick and licking his ass hole. I tease him that he wanted to be just like me with a cock in his mouth. Then it happened one night at our party on the rooftop. I sucked his cock and gave him my panties in the bathroom for his to wear and feel like the sexy bitch he was. I commanded him to flirt with my gay friend Nathan and to let it go as far as he wanted it to go! Kevin ended up in his panties sucking off Nathans cock as he got called a cocksucking bitch and a good little whore. The best part was I was fucking the biggest Black Dick at the party while my fag sissy got her first cumshot! And you better believe his sissy girl training is just beginning!

More Sissy Panties for 2020

sissy pantiesHappy New Year sissies. I think we should celebrate with more sissy panties for you. I love dressing up my sissies. I mean how can you be a sissy in men’s clothes. I will dress you head to toe and turn you into the pretty girl that you have yearn to be. I began the new year, feminizing Taylor. His name is one of those names that could belong to a male or female, so I let him keep it. First order of business was to remove all the body hair. Since he lacks much testosterone, that was easy to do. A few coats of Nair, and Taylor had a smooth, feminine body. The next step was a make-up lesson. I showed my sissy how to draw attention to her lips. Men love a good pair of cock sucking lips. The final step was dress. You want to be a real sissy; you need to look the part too. And it means wearing more than just a pretty pair of panties. I had Taylor in some sexy lingerie. A pretty laced bra to match the panties, a garter belt and black stockings and even high heels. I gave her a pretty collar that said, “Diana’s Pet” and marched her down to the local truck stop to break her in. She netted me a pretty profit too. Taylor transformed with my training. You can too with some online sissy training.

Best sissy trainer

Best sissy trainerYou simply cannot find the Best sissy trainer, right? Ah, silly little sissy. Look no further as I am here to save the day. And by that I mean I am here to take control. You’ve been dying to be a little sissy girl but none of your trainers have been dominant enough for you. Almost as if they are acting or pretending to be dominant, not like me something that comes naturally. No pretending or forcing it here. I have always been this way, and I know just how to start this training. I’ve got a really really really big strap on for you sissy, have you ever taken cock before? I am not asking because I care, I am actually distracting you as you are answering me I am shoving this cock as deep as I can into that little shit hole. Like a little bitch you will scream, cry and whine. Poor fucking sissy never had a cock this big before and this is only the beginning!

Sissy Must Be Punished

Sissy Phone SexI had a sissy stop by today. He told me he had just gotten married and he wanted to be faithful to his new wife. I laughed loudly. I told that sweet sissy that while admirable, he would always be my little sissy and I would always be his mistress. He tried to argue but I quickly put him in his sissy place. I ordered him to get on all fours and to remain there until I returned. I reminded him that if he did not do as I obey, I would be giving that new wife a call and sending her some of my prize picture of her sissy husband. He hung his head as he sat on all fours in the floor in my office. I left him there to think about what he had done. I contemplated his punishment and returned. I told him I thought he had forgotten key parts of his sissy training. He was my tongue slave now to do with as I please. I informed him that we would need to increase our sessions to once a week until he was compliant again. If he did not show up, his new wife would be getting a surprise. He agreed. I told him for his disobedience he would be punished. I had him move his head towards the ground with that little ass up in the air. He was not worthy of a skin paddling so I paddled his ass through his pants hard. Making him thank me after each smack. He did as told like the good boy he was going to be. I did want to congratulate him on his marriage and give him a present. So, I climbed up on my desk and let him lick my sweet little ass with his tongue and finger my juicy pussy until the cum ran down my legs onto the desk. After cleaning up the desk puddle with his tongue, I told him what a good sissy he was and that I would see him next Tuesday. He smiled and left with the outline of his hard cock showing through his pants.

Pretty Toes for the Sissy

Sissy Training Now that Becky has some pretty panties it was time to do something with those hands and feet. So, I had sissy Becky get ready and we headed to the nail salon. We did the spa treatment as sissy had some nasty little feet and Mistress Francis will tolerate no such thing. Besides what is better than a nice pedicure peeping out of some nice heels. To make sure Becky remembered she was my inferior I had her wear black and white polka dotted panties under his white sweatpants so that everyone at the salon could see. They were pointing and talking the entire time we were there, and Becky hung his head in shame. After we were done, I pulled out Becky’s sandals and had him put them on right in the salon. He looked marvelous. As we were walking out, I could hear the laughter directed at him. I smiled and he hung his head, but I know he secretly loves it. We stopped at the market on the way home so Becky could show off her pretty panties and toes for all the shoppers. When we finally arrived home, I checked his little clitty and it was not hard, however there was some pre cum in those panties of his. Shame shame on Becky and he knew he would be punished. This time I decided I would just have him stand in the corner with his face to the wall wearing nothing but his panties and sandals showing off his pretty toes. Did I mention the corner was at the neighborhood gym? I sure hope Becky can keep that clitty under control with all those hard bodies and big dicks walking around. We will see… Don’t you like his pedicure?