Category: BBC sissy trainer

Sissy Trainer Diana Seeking Loyal Sissies

Hi baby girl I know you need a Sissy mama that can train you well. I am Sissy trainer Diana and I happen to have availability for some new trainees to join me and be of service. Maybe you have a desire to be a cock sucking sissy girl and are still timid. You are hopefully already wearing those sexy girly panties that make your penis feel good. It’s ok if not we can get you there.

With a little dedication and training that penis will slowly shrink into a sissy clitty and things will get more interesting. Your task before calling me is to purchase a dildo that you are comfortable to start with. This will be for those pretty lips of yours to wrap around as you gain your cock sucking skills.

I also will require my sissy trainees that want to train for cock to purchase a buttplug. This is essential and one that you can pump and expand is a nice way to train if you want big cock. However any buttplug that calls to my sissy will do fine, after all we are just starting. This will do for now and I expect you to have those things when you call me.

Sissy trainer

Mistress Craves Sissy Porn!

Best Sissy Trainer

I can’t believe how many sissy sluts need me to own them and tell them how much cock to take in a week! Lots of my sissies love sucking cock for fun and can’t wait to send me pictures as proof of what fucking whores they are. When I have a new sissy in my stable I have to see how many cocks they can take in a week, I like to challenge them to take a ridiculous amount of cock, especially Big Black Cock. Once I even told my sissy to get fucked in the ass 50 times that week and to send me proof, she sure did do it! It was so fucking hot clicking through all those pictures of cock and cum as I played with my cunt, smiling with pride, knowing my sissy was being a good little cum dump for Mistress.

Forced sissy training with Remi

forced sissy training

I had the best time at my family’s Easter dinner last weekend. I got my sister to help me distract my parents so that I could use my brother for some forced sissy training fun. I have lots of pictures and videos of him in my mom’s panties and he definitely doesn’t want anyone seeing those! He knows that he better do whatever I tell him to. I took him to our mom’s room and made him find a pair of her dirty panties to wear for me. I made that little bitch get on his knees and deepthroat my big strap-on like a good slut. I made him rub his clittie and tell me how bad he wanted a fat dick in his cum hole. I even made him straddle me, look me in the eye and tell me what a faggy, little cum whore he is while he was riding me! Of course, I took plenty of new pictures to blackmail him with later.

 

Dildo Heel Fucking And Sissy Maid Training

I had a long holiday of fucking, and my sweet cunt was sore, tired and full of thick nut. My sissy maid training has taught my Femboy when mistress has a mess, he must clean it up. He started with bending over and showing me the sissy panties, I had picked for her to wear.

Sissy maid training

I spanked her sissy ass leaving my handprint right on it. I sat down and right away my sissy started licking my heels clean making sure to have them shining. My sissy made knew what to do next when I spread my legs open. She started lapping my dirty cum filled cunt. She made sure to scoop out any nut that was in me and didn’t stop until I was all clean. By then I was ready, and I pulled my dildo heels and have my sissy get in to position. I angled my heel right on the entrance of her man pussy. I started pushing until it popped right in. I started kicking my heel deep inside you back and forth making your little clitty leak. You beg for mistress to let you release but I made you hold it for a bit longer until finally I let you make a new mess for you to clean up and let you cum on the floor.  

Sissy Tiffy

 

Femboy trainingI met a sissy that may make your itty bitty clittys jealous! Tiffany is a new sissy that absolutely makes my cunt drip! She is the type of sissy that the all American type when she isn’t dressed up in pretty little outfits for her Goddess. Seeing her strong arms and chiseled legs in thigh highs and tanks tops really makes me want to fuck her all night long. If I could, I would cum deep in her belly just to show her how much she turns me on. The most i can do is fill her man pussy with my squirt.  She’s a size queen that isn’t afraid to take a big throbbing cock in her juicy tight man pussy so I know my strappy will make her very happy. What makes Tiffany different than you other little sissies the fact that she has a sizeable cock that can make a woman happy! None the less, she still won’t get a piece of this pussy. The most I can do is let her have fun with my prized possession, Tyrell. As you all may know, I keep this big dick buck for my own enjoyment. However, I would love to see Tiffany take every last inch of his pulsing cock until their balls clack together! Tyrell loves a little femboy that can take all 11 of his throbbing inches.  Tiffany might be my new favorite girl if she is able to take that dick and suck my strap at the same time! Let’s see how far I can stretch that size queen’s cunt.

Online Sissy Training Sessions

online sissy trainingOnline sissy training means you can get trained from home. You never have to leave the house. And if your family seems to always be around, we can train you during cyber sessions. You just must call for the billing part, but the bulk of the session can be done on your computer while your wife thinks you are doing some work in your office. I know for many of my sissy boys, getting a real time mistress or even a bull to worship is much harder to do. That is why I am on a sissy site. I have several real time clients, but the pandemic and life has made it even harder to see them too. I even do some sissy training with them online too. I do think all sissies need a toy for their ass. You can get butt plugs and dildos on Amazon now. Consider it. You can use a garden vegetable too. But it needs to be one that is sturdy like a carrot, cucumber or zucchini. Lube is another thing you should have on hand. I am not going to destroy your asshole, unless you want that or you really piss me off, LOL. You can use your wife’s Vaseline or body lotion too. Steal a pair of her panties. Dirty preferably. I want you wearing panties, because most sissies have clit sticks that just get lost in boxers or boxer briefs. Some string or rope to tie up your nuggets is always good too. Seriously, sometimes a little pain is just what a sissy boy needs. When I train a sissy, I work on making you look the part and act the part. I will do my best to listen to your specific needs because the only things most sissies have in common is that they are sexually submissive to a phone dominatrix like me. Let the sissy training begin.

sissy phone chat lessons

 

sissy phone chat

I have a fun tennis instructor who loves to fuck me in front of people. I had the bright idea to let my new sissy princess watch and take notes. I could see the desire in my sissies eyes. How my sissy wish that a cock like my instructors would go balls deep into that sissy pussy. It feels so much better to flaunt what I can get. After time passed, I realized it would be best if I could make use of the sissy and have my sissy lick up the mess that my instructor made in my pussy. My sissy was more than eager to get down and dirty and lick up the hot load in my twat. If my sissy follows the rules, my sissy will eventually become a fluffer for me. If you too are interested in sissy phone chat you will love being my student.

BBC and Spankings For Mistress

Sissy Phone

He likes when I call him daddy as he stuffs my sweet slice  of chocolate pie! When Mistress is taking a break from whipping sissys into shape I am getting my pussy stretched by a BBC. Black dick is worthy of praise so I do not even try to dominate over a black king! One of my favorite cock holders has the longest black anaconda I have ever seen. He loves how I dominate over white sissys and he makes it clear that he is not one of them. While he has be bent over with my tight black ass in the air he gives me good spanking and makes me call him master. “you submit to ME!” he exclaims as he slaps my booty. I feel his big hands slap my exposed pussy and yell, “yes daddy!” “say it again” he demands as I whimper and respond with another, “ yes daddyyy!” . His spankings feel so good that my flower began to bloom. Just when I thought my pussy couldn’t get any wider he begins to finger me while he continues to hit my jiggly ass cheeks! Daddy spanked me until my juices ran down all over his lap. After that, he took his huge fucking pole and made it disappear in my hole. I love getting fucked by a real man! My pussy dripped all over is massive black balls as he plows into my tightness. He loves how my pussy grips his throbbing member! I bet you sissys are drooling at the thought of watching me being filled with BBC, arent you? Too bad! Daddy only likes black queens.  If you’re extra obedient, i’ll let you lick his cum from my cream filled cunt. If daddy is feeling up to it, maybe he’ll let let you do it clean my cream off his cock too!  

Sissy Slut Breaks In My New Strap-On

It was time to buy a new strap-on so I decided to try out all the other strap dildos on my sissy bitch and see how much more I can demand her to take. Dildo after dildo my sissy slut took it like a champ. I have been trainer good and using her tight man pussy for mine and my friend’s pleasure. 

BBC sissy trainer

Going to the love store was easy I got the biggest horse cock I could find since my sissy slut was trained to take BBC already. When I got home, I ordered my sissy slut to lick my cunt and asshole to get me in the mood to fuck her. She lapped my wet pussy like a horny bitch and I couldn’t help but cum all over her face. I told her to bend over and I put my horse cock strap-on on. I lubed it up and pushed it against lose man pussy and it was about to get even more gapped. With some force I was able to get my whole horse dick in that ass. I fucked my sissy slut hard, telling her take every inch had her begging me to let her cum. I finally did and her clitty leaked all over. She knew to clean up her mess after.  

Sore for Days

BBC Sissy TrainerLately my lessons have been teaching my little sissy sluts on how to suck cock or follow directions, but I wanted to do something different today. Today they were going to get penetrated, and I brought in the biggest black cock just for that. These little sissy bitches are always talking about how they want the biggest cock in their ass and today they will get it. I made them get all pretty and made sure they each had on their pretty pink panties. I brought him into the room to choose the first sissy and she was very excited. I made sure to warn her that the first time could hurt if you don’t get his cock dripping wet, but she didn’t listen. He made her put on a cute show for him by stripping off her clothes and pink panties and then grabbed her by her hair down to suck his cock. She did very well but I could tell it wasn’t wet enough. He was close by the looks of it so he threw her off and turned her around on the bed. He lined his cock up to her ass hole and shoved it in while she screamed and cried in pain. He fucked her hard and good and eventually she got over the pain and he came in her pretty little ass. She couldn’t sit for days but she did learn her lesson.