1,510 results for sissy training

Sissy Gets A Spanking When He Doesn’t Behave

Mistress Phone SexAfter picking out a nice pair of red panties and trying them on at home, we did a little training. I invited some of my favorite cocks over to play. I had sissy stay in his panties and suck their dicks until they were nice and hard but did not allow him to let them cum. I made him watch each one of them fuck me and squirt their nice, warm, salty cum in my juicy, bald pussy. He was told not to let that little clitty get hard as he watched. Unfortunately, while sucking a big black cock and watching me take that big black cock hard in my pussy his little clitty got hard. He knew he was going to be punished. I sat my cum dumpster twat on the side of the bed and motioned him over. I had him bend over my knee and I spanked his red panty ass. I made him ask for each spank and thank me after. He did well BUT we must nip this behavior, so I made him stand in front of me and I swatted that little clitty a few times to remind him that he is not to get hard unless Mistress Francis tells him it is ok. He took those spankings so well that I let him clean all of that cum out of my pussy. He lapped every drop of that cum from my pussy hole, even sticking his finger in my pussy to make sure he got every drop of that salty goodness he so loves. I then bent over and had him clean my sweet little asshole of any cum that had drained down there. My sweet little sissy Becky is progressing nicely.

Taking Sissy Panty Shopping

Sissy pantiesI just must tell you about my little sissy Bob… I mean Becky. Becky is in the early stages of training and doing nicely. We have already had that body waxed so it is nice and smooth. But Becky cried like a little bitch the entire time though. It was pathetic. With every pull of the wax Becky whined. What a little sissy ass. Anyways, now that my little sissy slut is all nice and smooth it was time for some panty shopping. I took that sissy to the local mall and went into Victoria Secret. Becky hung that head, but I could tell sissy was in awe of everything. I told Becky we were shopping for a nice pair of Christmas panties. I found the perfect pair and made Becky try them on. Sissy tried to object but he knows what happens if he disobeys me. And that little clitty was sore from the last paddling. Becky went right in the dressing room. I told that little bitch to try them on and step out so I can see. Of course, the mall was packed and reluctantly Becky stepped out in those pretty red panties where the outline of that sorry dick could be seen. People were in awe and whispering, one girl even took pictures. I was loving that Becky’s face was turning as red as those panties. A few minutes of humiliation went by and I allowed him to go change. We came home and I had him try them on. Here’s a picture of that little sissy bitch in his new panties. What do you think?

Femboy Training

femboy trainingDo you need femboy training? That is one of the reasons I am here. I have femboy sons. I have femboy friends. I have femboy callers. I train anyone who wants to be a good and pretty girl! You should be thankful this Thanksgiving that there are sites like this one. If you play your cards right, you can get feminized and stuffed for Thanksgiving. My little angels are looking forward to their special Thanksgiving stuffing. I took them shopping for new pretty outfits. We found a vintage store in town with old-fashioned lingerie. If you are over 40, you may remember Maiden Form. They used to make these Sweet Nothings and Chantilly Lace lines which were bras and matching panties in all sorts of sexy colors. I had a Chantilly Lace set for every day of the week in the 80s. My sissy boys fell in love with the collection this Vintage store had in the line. One got a pretty orange bra and panty set with a matching full slip. My other one got the emerald green set and I got red. I couldn’t believe the luck of finding this sexy blast from the past. The woman working the store didn’t mind my little boys trying on stuff either. Afterwards, I took them to get their nails and toes done. They got fingers and toes to match their new lingerie. I told them stories of me when I was younger wearing such pretty things. Once we got home, I had them dress in their new pretty things. I had a special surprise for them. I invited one of my lovers over, so they could get some dark meat and a good stuffing before Thanksgiving. Jerome is a black lover with a 13-inch cock. They both enjoyed their surprise. Watching them suck that BBC in their pretty new outfits made me wet. They each took his monster cock like seasoned pros. That is because mommy is the best bbc sissy trainer.

Training Day!

Domination phone sexI have a lot of guys call me for blow job training. I’m pretty fucking good at polishing a nob, if I do say so myself. All my former trainees are the best cock suckers around, thinks to me. I can teach you how to run your little pink tongue up and down that rod just right. Lick around the head till you feel it start to throb. I expect all my bitches to have deep throats, see picture and practice makes perfect. So, get out your 10-inch dildos I told you to bring. Now let me see that tongue action I showed you. Very good I see everyone was paying attention except you Beki. What’s the problem? You forgot your dildo at home, I see so you need a dick to practice on. Well you’re in luck my BBC friend just happens to be waiting for me outside, let me get him. Oh, you’re not ready for a real dick to suck. Your sissy ass better get ready. My BBC man loves to face fuck little girly boys like you and he’s going to force fuck that pretty mouth. Hold still, do I have to set on you to keep you down? Fine by me you don’t want to suck. I’ll holed your little ass down and let him get that boy pussy cherry. See girls this is what happens when you don’t come to class prepared.

Bambi is the Best Sissy with the Best Sissy Trainer

best sissy trainerI am the best sissy trainer. Doubt me? Look at my Bambi. Her progress is amazing under my encouragement and guidance. I love my bimbo Bambi. She is taking such initiative too. Almost every day, she sends me pictures of what she has bought. She is getting bolder and bolder every day, with every session. Sissies like Bambi need a take charge sissy trainer to help them embrace their sissydom. Bambi is more than just a sissy, however. She is beautiful bimbo too. One of my best creations and the training is still ongoing. Bambi has become a BBC addict. I think that is partially my influence. I do love entertaining those beautiful big black cocks. Let’s be honest. Black is bigger and better than most white cocks. In the 20 something years I have been a sissy trainer, I have never had a black sissy. There is a reason for that. White boys have smaller cocks. Bambi has a clitty and a pussy. She does not have a cock or an ass. That is why she wears pretty panties and skirts. That is why she is feminized. Bambi has such sexy legs, don’t you agree? Bambi is one of the best sissies. One, she never fights at dressing pretty and looking pretty. Two, she has a strong love for those big black cocks just like me. Three, she loves to train her sissy holes with black dildos. And, Bambi never says no to anything her phone dominatrix and sissy trainer asks her to do. I have bragging rights to my bimbo Bambi. She is a model sissy.

The Best BBC Sissy Trainer

bbc sissy trainerI am a great BBC sissy trainer because I am a BBC whore. I currently have a sweet girl, Bambi, I am training to be a great bbc whore too. She used to be a guy, but now she is mommy’s pretty cock sucking princess. She looks so pretty in her skirt and heels, cute top and sexy under things. I started her training in the glory holes. Couple weeks ago, I dressed her like a pretty slut and took her to this glory hole known for lots of big black dicks. I watched her hone her big dick sucking skills as black cock after black cock came through the walls. That was a good beginning.  She drained many big black cocks. She got a taste for cum. Cock sucking is just the beginning in my sissy training program. Bambi was over when I was having some adult entertainment for myself. I am a cock size queen. I love those big black cocks. I was entertaining those big anacondas while Bambi watched in awe. I couldn’t let her sit on the sidelines. I brought her into the fun. She is a natural black cock bimbo. BBC slut Bambi is what my black lovers call her now. She was sucking on big thick black cocks. She was guzzling down cum. She was even getting her special pussy filled with cum. I was so proud of Bambi. She is a mirror creation of me.

Sissy Panties And Socks

sissy panties

Who Is Zoeys’ little cute femboy wearing his sissy panties today? Aren’t you just so cute with your clitty stick hiding for no one to see. I can’t even tell if you get hard. Good thing when your big black boss comes to your desk to talk about your latest project. He doesn’t know you wear panties and small his musk and sense his cock bulge right there by your hand. You smell his cologne and you even bought some to spray on your pillow and dry hump it. You want Mr. Big don’t you baby. Well let me put tell you how nasty you are. I know those panties are actually your sisters and you are wearing her smelly socks that you came in last night. Work that jeweled but plug in your butt pussy and squeal like the fairy you are baby girl.You are really my sissy lala and tonight I want you to really bow down for some BBC femboy training with your young Princess Trainer Mistress Zoey!

femboy training

 

Training Begins

sissy slave training

You think that you’re the man, don’t you? It’s more than being secure in your masculinity, you’re insecure for others that pale in comparison. You have the nicest car, the biggest cock, the biggest loads and you are irresistible. I’m going to put you into sissy slave training. That’s right, now you’re not only god’s gift to women you’re god’s gift to women in six-inch stilettos. Now you will entertain me, and you will do so as my bitch. If your cock was anything to celebrate you wouldn’t have to talk it up so much and you know it.

You are very fortunate to have found me so that I can get you what you need. You are pathetic and weak, and you need to be molded into something that will make your presence tolerable. I think that would be becoming my sissy slave. Say goodbye to freedom of choice and say farewell to life as a man at all. We have a lot to train for, gang bangs, cum swallowing competition, dusting with a feathered butt plug, walking in a corset. It’s going to be an experience for you, as a new sissy. Your training is about to begin.

 

 

Sissy Phone Sex Halloween Games

sissy phone sexSissy phone sex is so much fun with more than one sissy trainer! I have real-life sissy trainer friends. I went to a Halloween party Saturday night. One of my fellow bad ass bitches threw the party for her sissies and asked me and another one of our friends to bring our sissies too. It was wicked fun. We had all sorts of humiliating games. We played Sissy Survivor. The goal was to see who the last sissy standing was. Sissies had to compete to see who could out suck, out wank, out fuck each other. The sissy trainers pegged their asses and who could handle it the longest without screaming, crying or begging for us to stop, won that round. We brought in big black cocks and the one deemed the best black cock sucker won that round. We even had a feminization round where our sissies had 20 minutes to do their clothes, hair and make-up. The prettiest sissy won that round. Then the ultimate round involved cages for the winners of the previous rounds to see who would be crowned the ultimate sissy. We put all three of the winning sissies in chastity cages and teased them. The one who didn’t get erect was crowned the Sissy Survivor. We clit teased the hell out of our sissies too trying to inflict a little pain while under lock and key. One of my sissies took home the tiara as the Sissy Survivor. I was so proud of her. I was proud off all the sissies. They really stepped up their game. I love sissy training with my fellow hot sissy trainers. It takes a village to make a sissy sometimes. Bad ass bitches tend to flock together. You may not get to meet my fellow sissy trainer BFFs, but you can always get a 2 girl sissy call! Think you could handle more than one of us?

I am a bbc sissy trainer

bbc sissy trainerI am a bbc sissy trainer. Guys think that just means I take big black cock. I am a fan of big black cocks, but I fuck any man who is wealthy, hung and sophisticated. However, I take great pride in training white small dick losers how to be black cock faggots. Jamie is this guy I use to dominate. Before I started my job here, I was a professional dominatrix. I still do some work for some of my long-term clients. When Craig’s List and the Backpages shut down, it became harder to advertise for clients, so I just changed jobs in the adult industry. Jamie called me up begging for a session. He recently discovered black cock porn. A little late to the game, but now that he is playing, he is hooked. He wanted me to take him to a glory hole. I was happy to march his sorry ass down to the local adult bookstore and get him some huge BBC. The first room we entered, we struck gold. A huge horse cock was waiting for a greedy mouth. A black stallion foot long cock was my sissy pet’s introduction into big black dick sucking. I had to force his mouth down on that chocolate fuck stick. He got cold feet when he saw how big it was. Because I am the best sissy trainer for black cock faggots, I guided Jamie through everything he needed to know and do to be crowned a black cock faggot.