1,510 results for sissy training

Best BBC Sissy Trainer

bbc sissy trainerI am the best BBC sissy trainer. Margo knows this and that is why she calls me for those marathon party calls. Margo has been my sissy for a few years now. Not a weekly sissy call, but maybe once or month when she has some private time to be who she was born to be. I love big black cocks. Most of my sissy callers do too. I have real experience cuckolding losers with black men and training sissies with BBC. That real experience and my true love for big black dicks, makes me the perfect match for Margo. She parties and I pimp her out to all the black men I know, and even a few hot shemales. We had a marathon sissy training session the other night in her barn. That is where Margo goes to be her authentic sissy self. I brought the black studs, and my shemale BFF Emerald and she brought the party supplies. I make bank off Margo’s sissy holes. These black studs pay me to fuck my pretty sissy gurl. Margo is well trained because I trained her. Months of taking her to glory holes and fine tuning her look turned her into a beautiful sissy. One that most of my black studs never realize was not born a girl until her clit stick gets hard. Margo is a BBC loving sissy girl. All the cum she guzzles she knows helps to transform her into a pretty woman. Jizz is full of protein that helps hair and nails grow. All the cum can help sprout some little titties too. In her wig, with her makeup perfect and donning a frilly dress, Margo entertained all the black studs and my shemale friend too. Cum was oozing out of her back door pussy. Since we never let cum go to waste, I got a saucer for the cum oozing out of her well fucked sissy hole and let her lick it up. Margo loves cum as much as I do. She is my mini me. And I am so proud of her progress as a black cock sissy bitch. I bet I am the best sissy trainer for you too.

Walking My Sissy Slut Bitch

Sissy girl training

I was taking my sissy slut for a walk today, I dressed her up in her sluttiest dress with no panties on and her favorite chastity belt on. I put my sissy slut pink collar on and studded leash. I was going to walk her like my dog bitch she is. We are going to go to the park and find a black bull for my sissy to milk with his mouth. After a few moments of walking my sissy bitch, a handsome black man asked if he can pet my bitch. I said “yes” and he pulled his big black cock and started petting my sissy bitch with it, rubbing it all over her face. I told my sissy to be a good slut and open her mouth and let him stick his BBC down her throat. As she sucked his cock, I could not help but feel proud. My sissy slut is a perfect trained bitch. She swallowed every drop and we continued on our walk. That is why she comes to me for her Sissy girl training. 

Do You Belong in Sissy Panties?

sissy pantiesDo you belong in sissy panties? This is my test for sissies. If you have a clit stick, you belong in panties. I consider what is in your pants a clit if it is under 5 inches. Something small like that belongs in panties because in boxers it will get lost, maybe even hurt. When I meet a man with a clit, he is immediately in the sissy zone because I do not care how rich or handsome you are. I care about how big your cock is. And if you have a clit, no amount of money will make me fuck you. I have standards. That is why I work for a sissy phone sex site and not some general fuck call site. I do not have to fuck my callers. I get paid to put losers in panties, laugh at small cocks and deny men sex. I have the best job ever. Now sometimes, in my real life I meet a guy who does not realize he is a sissy. He thinks he is a good catch. Tom was a good catch on paper, but not in real life. Great job-check. Handsome-check. Endowed-fail. His dick was about three-inches. We were making out on my couch, and it all came to a screeching halt when his turtle made an appearance. I burst into laughter because he expected me to fuck that tiny thing. No, fucking way. Just no. I am a sexy mature woman. I am a black cock whore. I am educated and I have my own money. I do not need to swallow my pride for security or to be taken care of by some shrimp dick loser. I can take care of myself. I tossed Tom my panties and suggested he needed sissy training more than fucking. It took some convincing, but when he left later that night, he had burned his boxer briefs and left in pair of my panties. If I can make a rich lawyer toss in his boxer briefs for girlie panties, I can make you do it too.

Panty Training

Sissy Training

Every one of my sissy slits has to go through panty training, whether they’re silly perverts playing in their girlfriend’s panty drawer already or not. Sexy women only wear thongs, g-strings, bikini cut, and crotchless panties so you’ll have to learn to be comfortable and beautiful in a  four. Don’t worry, I’ll be giving you your fucking period next, but for now I want you to focus on slipping your little clitty in a cage and tucking it out of the way. If you could control your little stick from getting so hard all the time, ti wouldn’t have to be caged. Oh you’re brilliant! A chemical castration will do! Here now, lie back and let the needle slip into your veins – we’ll take those boners away and leave you with a useless clitty and no way to cum! Now, put your panties on and strut, bitch.

Brielle, best sissy trainer!

Best sissy trainer

Yummy I really enjoy myself, a sissy slut one who knows how to take a big black cock. I love it when they dress so sexy for me and they listen to my every command. Sometimes, I like my sissies’ softness when her man pussy just wants to be nurtured and tended to. I love to groom my sissies! Come and get your best sissy training you could possibly get. Let’s have fun getting rammed by dildos, but plugs, and big black cock! I want to treat you like a cum guzzling whore that you are. I want to humiliate you, degrade you and put you down. You better behave or else! Don’t be a naughty sissy being on my naughty list. If you do, you’ll just have to find out what happens to naughty whores.

Gym Rat in Sissy Panties

sissy panties

At the gym the other day I noticed a pair of sissy panties fall out of one of the older mens bags. A regular Gym rat with something to prove. I knew he was a good target for Me as I picked them up and followed him to his car. A real muscle man with a muscle car,who kept showing off lifting as heavy as he could. This cocky man talked about what great tits and has that I had, even pointing to me at one point. As the gym emptied out behind us I called over to him to help me. Just a girl who couldn’t get into my locker and he saw a really good opportunity to get up personal close with me. My muscle man followed me into the lady’s locker room and he right away offered me some of his quote unquote dick. Being as confident as I am I told him to pull it out and that’s when he got all kinds of shy! Turns out he only looks like a man, he wasn’t a real man! And as I held out the panties that fell out of his gym bag I told him what would the other men think about a panty wearing small dick fagot? I’ve been known to enjoy sissy sluts with attitude so this is nothing new to me! I was a little bit shocked at how small his cock was though. I couldn’t help but laugh. He looked completely straight like he didn’t want any cock or wear any panties. He looked like he only went after prime pussy! My sissy radar went off, I could feel his fagottness!  And you know it I had my strap on in my bag and when I turned around to strap it up he was on his knees with his mouth open.  First the panties I commanded! And I told him this would have to do since I didn’t have a cock available at the moment. He sucked and sucked like his life depended on it pushing my strap-on dildo into my pussy making me hump it as I fucked his mouth. And when that little clitty got off he tried to run out of the lady’s locker room but I told him if you met me here tomorrow and have someone with a big piece of man-meat for him to really suck off! I hope he shows I’m always down for some after hours sissy training!

BBC Sissy Trainer Rules to Follow

BBC sissy trainer

I fucking love being a BBC sissy trainer. These sissies think they’re ready for big black cock right away, but they aren’t. You have to work up to that and the best way to do that is with a butt plug. Recently I made a sissy go to an adult store and pick out a pretty pink collar, a leash, and a bunny butt plug. It was so humiliating for her but I told her if she didn’t have the nerve to do that, then she didn’t deserve to be fucked by a BBC. That was all I needed to say to talk her into it.

When she got back with her purchases, I instructed her to put on her collar, attach the leash, and then put that bunny butt plug all the way inside and just crawl around the floor for an hour, while holding the butt plug in and making sure it didn’t come out. She said that she was at the point where she was ready to cum from just doing that but didn’t because she hadn’t asked for permission. I love getting my little sluts ready for BBC. Do you need some training, too? 

Sissy Cock Queen

Sissy Girl Training

I have so much fun training my sissies to be complete cum whores just like me! I show them the best ways to suck cock to get those guys nice and hard, then I tell them to gently take both balls into their mouth massaging them with their wet eager tongues. My sissies are the best at getting throat fucked and gagging on fat hard dicks, it makes me so proud to see them swallowing cum and letting their faces get slapped with big black cocks. I know they are thinking of me and trying their best to make me proud when they spread their asses and slide down on a fat one just like I taught them to! If you are a sissy who needs some guidance on how to take cock, I’m the best trainer for you!

Sissy Forced Play

Mistress Phone Sex

Teasing a little sissy is all good fun but recently I had a little slut who deserved to be treated the way they were! I showed my sissy video after video of what was going to happen to them in their future training since the was new! We watch so much sissy fucking porn, sissy punishments, sissy rewards, went over what they will be wearing and doing as my personal sissy slave. They will be entertaining all of my boyfriends when I am away and then clean the cum of so many men out of my cunt when I arrive home. Finally, we had our fun as I forced him to get high and play with his tiny little sissy dick!

I Caught My Sissy Cheating

Forced Sissy Training

My sweet sissy girl told me I was the only Mistress for her! We set up a hot little date, but my little lover never showed. She said something came up, but what I found out later is that that little whore snuck off to receive training from another fucking Domme Mommy. That shit doesn’t fly with me, so when she came crawling back to my door step she had no idea I knew. I grabbed that whore by her hair, forced her to the ground, and immediately shoved my fat black strap on down her throat. If she wanted to play games, we could play Throat Fuck The Slut Until She Can’t Breathe! I don’t give a shit, this little whore wanted throat training so Queen Presley is going to give it to her.