Category: Femboy training

Sissy Maid Training For Cock Cravers

Sissy Maid Training

I’m Diana, a Sissy mommy and Mistress. Sissy maid training sessions are great for those closet cock craving, panty wearing girly boys. I think you could use some fun in your dress-up time and be made to do naughty things for the love of cock. I have a sissy son of my own and we can all play together even. If you are a good cock lover I will let you suck my boyfriends big black cock. Oh! That made your clitstick twitch didn’t it? The thought of your mommy feeding her boyfriends BBC into your mouth and having you suck it off. It was just in mommy’s vagina. You like the taste of mommy’s cunt juices on that cock don’t you? You got so excited watching mommy bent over in the laundry room as I was getting all my sexy panties and bras from the drier. You knew there was cum dripping between my legs and soiling the sexy panties I was wearing. You were so good to put on a pair of panties and lay down on mommy’s bed and wait for her. I always love the way my Sissy cleans my messy creampied cunt up. You deserve a big cock of your own to suck baby girl.

 

The Sissies Ate My Ass

Mistress Phone Sex

 

As my sorry ass husband has been made a cuck who is not worthy of that beautiful juicy treat between my legs does not mean that I won’t let him have a little taste of my sweet ass. Of course, it wouldn’t be as much fun if I just made him eat my ass, so I invited over another sorry ass small cock sissy to join him as they watched this big beautiful man fuck me with his gigantic cock. I sat those two cucks at the end of my bed as they watched this thick big dick fuck my tight juicy pussy. I watched as they pulled their tiny dicks out and started rubbing them. I laughed at them and told them how cute their little things were. I actually think that made them more excited as they seemed to stroke harder. As that dick continued to pound me, he pulled out and rammed it in my tight ass and filled me up with his cum. I had the sissies clean him up and then I motioned them over, spread my ass cheeks and had them clean me out. After they were done, I let them continue eating my ass as I climbed back on that hard cock again and rode him.

I had to make him an example

best sissy trainerI was at work yesterday when my new assistant came in two hours late and had the nerve to act like I was out of line for yelling at him about it. What the fuck did he think this is? He was lucky enough to get a job  working for me and he wants to act like a little whiny bitch? Fuck all that! If I let him get away with that once he will try and do it again and I won’t stand for that. I made him take off the suit and tie and put on a frilly little girl dress, complete with ruffled panties and a fucking bonnet and he had to work the rest of the day like that. Everyone was laughing at him and humiliating him and he tried to act like he was miserable but his cock was poking out the front of his pretty panties all day long. I wouldn’t let him touch it tho, this was a punishment not a reward! If he wants to cum he needs to be a good boy.

A New Toy For Brandie

Mistress Phone Sex

 

My sweet sissy Brandie was on her way over to worship Mistress Francis as she often does. I had heard she had been using her wand often and I just couldn’t wait to see her in action. I was surprising her with a new longer and thicker wall dildo. I always have the best time watching her as it fucks her little man pussy. This time I had also laid out her favorite wand so I could have double the fun watching her. Her little clitty is worthless and caged in what might possibly the smallest cage ever made but when it starts leaking, I just can’t help but laugh. I also had another special treat for Brandie. I had invited Stacy over to play with us. Stacy loves to keep Brandie in line and also loves to humiliate her. So, Brandie walked in and we told her we were all going to have a great time. I had Stacy help get her dressed. Brandie came out wearing crotchless panties, a pink teddy, pink lip gloss, a breast plate and some heels. She looked absolutely adorable as she stood in front of us. I walked her over to the back wall and showed her the new wall dildo we had for her. I swear her little clitty started leaking right then and there. Me and Stacy just laughed as we pointed toward the wall. Brandie couldn’t get there fast enough. We laughed and laughed at her as that dildo fucked her man pussy. When Stacy handed her the wand Brandie lost her shit and fucked that dildo harder than I have ever seen anything fuck before. It was absolutely the funniest thing I have seen in a long time.

Your Sexy BBC Sissy Trainer

BBC sissy trainer

My pretty princess Jade. Oh, how I adore you so! I know you worship this little BBC sissy trainer. Listen, you know I can’t resist the lure of a big black dick. I was raised to get what I want and how I want it! And just because you think I am feigning my love for big cock, you make me tell you every detail of my last conquest. You think Sissy men can’t father offspring? Wives only let sissy small dicked husbands fuck them for one reason. That is to bear the new generation. Half these sissy men like you Jade are caring for mixed brats because you couldn’t impregnate your wife. 

But you Jade have the perfect life. You Run a business and are a man to the outside world. Of course you hear snickers of rumors that you like taking it up the ass. But most of those claims are because you have power and money and run a big company. Your wife and Teen daughter know all the real truth. You are in love with a  man with a big black dick who shares your wife. 

You have gone through years of femboy training in the privacy of your own home. What started as a cuckold life, has become the full sissy slut experience! 

You have your own room with all your clothes and shoes, and most importantly sex toys and panties. You are a queen of your world. Who in this life can live like you Jade? The man with power, but full sissy whore on the inside and having a beautiful wife and daughter lead you to your real ecstasy. 

We understand each other, My life mirrors yours as I know how a daddy can want to be a little sissy whore and need that submission. I too am in love with Big black cock!

My Sissy Cuckold Husband

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Today was all about me. I had my sorry ass husband and sissy work together to please me. I first had them put on pretty pink panties and little knee highs and Mary Janes. They looked so pretty. They ran my bath water, brought me champagne and strawberries, washed my body and shaved my legs. They then dried me off and applied lotions and oils to prepare me for this beautiful creature that would be joining me tonight. As they made dinner, I picked out the perfect outfit. The bell rang and the sissies answered the door and brought him to the table. After we ate, they had filled the garden tub for us. Me and this handsome fellow undressed and got in the tub as the sissies brought us drinks. We then made our way back to my bedroom where my husband was waiting on the end of the bed. I snapped my fingers and he came over and started stroking my date’s cock until he was nice and hard. I then laid back and spread my legs. My husband knows that he is to lick me from ass to clit exactly two times to prepare me. He did an excellent job. I then nodded at my husband and he walked my date towards me and gently guided his big thick cock inside my juicy warm pussy. My husband then stood there and watched as this man fucked all of my holes, filling them with his warm thick cum that he knew he was going to clean up once we were done.

Such a little bitch

best sissy trainerI met the biggest little bitch the other day, he was the most feminine man I had ever seen and yet somehow he was in denial of his feminine side. He kept saying that he was a real man and he wanted to fuck me but what was he gonna fuck me with? The barely one inch long little clitty he kept calling a dick? Yeah, no thank you on that. I decided to show him what he really was so I forced him to dress up and I brought in a big black guy to show him what he really wanted. I showed sissy that big black cock and said now this is a real dick! What you have is nothing and little sissy bitch boy started to cry. I made him suck that big black cock until he came and you know what? It made him realize what he really was… a little sissy faggot!

He Had To Be Punished

Mistress Phone Sex

 

So, my boss today made the mistake of correcting me in front of the office. He knows better than that as I am his mistress. He knew he had fucked up and immediately hung his head, but it was too late. He knew he would be punished. As soon as I got back to my desk, I sent him an email to meet at my house at 6pm and to be prompt. The bell rang and he took his required position of kneeling in front of my door. I left him like that for thirty minutes before letting him in. He tried to speak but I shushed him quickly. I instructed him to put on the outfit I had left in the bathroom and to crawl to me. He did as told and crawled to my feet. I motioned him to rise and turn. I then admired his pink silky panties, knee highs and Mary Janes. I put him over my knee and started spanking him, over and over again until his little sissy ass was bright pink, and tears ran down his face. I then pulled down his panties and rammed a big jeweled butt plug in his ass. He puckered as I pushed it in further. I told him he would be wearing those panties and the butt plug tomorrow. He lifted his eyes in compliance as I pushed the remote and the butt plug started vibrating. I think tomorrow will be a fun day. Don’t think he will be sassing me anytime soon.

I’m the best sissy trainer for you

best sissy trainerI’m the best sissy trainer for you sissy and I think you know it.  You can’t have a nice Mistress because you will walk all over her, that’s why you came to me. You need to be controlled by a bitchy, mean woman and that woman is me. I won’t sugarcoat it for you sissy, when you are wrong I will tell you so. Remember what happened when you were rude to me? I forced you to go out in your sissy slutwear in your own neighborhood and you were caught by your boss. Remember how embarrassing that was for you? That still wasn’t enough to shut your disrespectful mouth so I had to get real creative. I had to set up a huge gangbang for you and leak the footage of that to everyone you knew, that sure got your attention didn’t it? Now you are respectful as hell because you know a bitch like me can ruin you in an instant.

Sissy Training Mama To Help You Suck Cock

My proud moments as a Sissy training mama are when that Sissy gets her first feel of a real mans cock in her mouth. The throbbing head of a hard dick slipping between her pretty sissy lips. I’m always anxious to hear about that experience and love the excitement in your voice. My sissies always makes mama Diana happy. I’m a proud mommy knowing that you got to enjoy that experience for the first time. What beats sucking your first cock, is the joy of seeing, touching and tasting that first big black cock. Yes, I know the thrill, and I also know that many of you are still anticipating that experience. It will happen for you. But what is more amazing is to get your pussy penetrated and fucked by that first dick. The feel of your cherry getting popped while you are dressed all sweet and sexy. You put in so much effort dressing for cock and I am a proud mama that you finally got your anal virginity taken by a real man.

Sissy training