Sissy Gets Lucky On St. Patrick’s Day

Sissy humiliation trainingMe and my boy toy thought it would be fun to go out to a pub this St. Patrick’s Day. Didn’t expect it to turn out as fun as it did. I was going up to the bar to get a couple of more drinks for our booth when this guy in front of me was leaning over, exposing the green lace panties he was sporting under his pants. I couldn’t help myself. I reached my finger and pulled up on his panties. He froze and turned around and looked at me. He turned red and didn’t know what to say. So I asked him quietly if he wanted to suck some Irish cock? You know to be festive. He shook his head, yes, and I had him follow me back to our booth and introduced him to my boy toy for the evening. Discreetly we snuck out back behind the pub and I show his panties to my boy toy who just chuckled and started to pull out his cock once he realized what I was up to. I watched as this little sissy cocksucker got on to his knees and started to hungrily lick up and down on my friend’s cock. Slurping and moaning while slobbering all over the head. Giving the sloppiest blowjob I’ve ever seen a sissy slut give. The little bitch started to beg for it in his mouth cause he didn’t want anyone to know. Ha! Slut’s don’t get to make that call. I had my friend finish all over that slut’s face, making him lick off what he could and use his shirt to clean off the rest before going back inside. I could tell he was so embarrassed and worried he missed some. He kept looking around panicky at the time as he kept feeling residue dry upon his face. The rest of our time there we just kept looking at him and laughing at his few moments of misery.

Come Serve Your Mistress

sissy maid training

Nothing fulfills a Mistress like getting to train a sissy slut maid like yourself. The process from beginning to end is a real treat to witness. They usually come to me all insecure and shy about this role that they know they are meant to fulfill. It’s often some family man with a well respected job as an authoritarian of some sorts, who simple can’t shake the feeling that he was meant to be a submissive little sissy boy. That’s where I come in. I take great pleasure in easing you into my sissy maid training operation. Don’t get too comfortable with the word ‘ease’ either. Now let’s start with the little details you keep to yourself on a daily basis. How often do you fantasize about sucking cock? What kind of cock do you fantasize about? I’ll bet it’s often a fat, long, veiny black one! How many times have you given in to the impulse to slip into your wife’s, girlfriend’s, sister’s or even mother’s panties? These are the things we need to establish in our training session.
Tick tock, little cocked sissy boy. It’s time to step into the role you were meant to fill. The sooner you embrace it, the better it is you’ll serve.

I’m a BBC Sissy Trainer Where Ever I Go

bbc sissy trainerThere is never a dull moment when you are a BBC sissy trainer. I got stuck out of town. I was in another state for a wedding when traveling suddenly became difficult. My plan was to rent a car instead of flying. I had to wait two days for a car to become available. I was in a nice hotel, so I thought I would make the best of it. I went to the hotel bar and met some fellow stranded folks. Charlie was not fuck material. Demure man. Feminine characteristics. Talked like a sissy too. When he asked me to dance in this girly pitched voice, I laughed. I joked that he would probably prefer to suck on a big black cock. He got ashen white. “How did you know,” he asked incredulously. I told him I was a sissy mom and a sissy trainer. I have an innate ability to spot a sissy a mile awhile. Charlie and I talked over drinks. He really wanted a big black cock, so I got him one. When you look like me, finding a black stud is never difficult.  This time, I just had to look around the room. I saw a handsome stud and he locked eyes with me. He was in my room an hour later and so was Charlie. I let Charlie watch first. Like many sissies, he had only seen big black dicks on the Internet. I was there to give him the real thing; I was there to turn Charlie into a black cock faggot. He was chomping at the bit. He had a hard clitty. He was wearing panties. My black stud thought it was funny that I had a little faggot boy watching. He didn’t mind. When I told him, I wanted him to skull fuck the little faggot, he didn’t skip a beat. He pulled his cock out of my cunt and shoved it in Charlie’s mouth. That would be as close as Charlie would ever get to my pussy. Charlie was in heaven sucking my cunt juice off his first black cock. He was a natural. Sadly, I likely won’t see Charlie again because he doesn’t live near me, but at least I gave him a memory he will never forget.

Lily’s Big Debut

Sissy trainingThe men gathered together waiting for Lily and I to come down the stairs. I spent over an hour getting Lily ready, I even put her chastity cage on her clitty for her to ensure it was done right. I surprised her with a blonde wig I bought just for her. Tonight she wasn’t going to just have her first cock, she was going to have as much cock as she could manage to take. By the time I was done with her, she was stunning a completely new person then that man I had known from work. Escorting her down the stairs almost made me feel like I was giving away a bride at a wedding, though instead, I was giving her off to be fucked for the first time like a woman. The three guys I selected would be gentle with my delicate flower, but their cocks will leave her aching. I watched as they gently touched her all over, kissing her and easing her down to her knees. Their cock’s hard and ready for those pink full lips to taste a real cock for the first time. Never once did she look back at me or try to back out. The moment she put the first cock in her mouth I knew Lily was all in and wasn’t going back ever again.

Mistress Phone Sex Sissification Expert

He was on a binge and smoking on that glass dick with the candy of his kinky desires that made him into a bitch. I do Mistress phone sex calls and love my party bingers that get all in the mood to become little bitches for dick. They pull out their pretties and dress up for their Mistress. Smoking that crack and feeling pretty silky panties, hose and lingerie cross dressing their clitties makes them call me to get their fix. I train them and guide them into being sissy cock suckers that crave for black cock and cum. Sometimes it’s not even about the color these little faggots will take any big manly cock I tell them to. It’s so great to hear about how pretty they are making themselves as they are dressing for that dick.

Mistress phone sex

No One Wants To See That

Humiliation phone sexRecently I received a dick pic that was of course unsolicited. And quite honestly I couldn’t think of a better way to respond then to publicly. So here goes.

Dear Little Dick,

Thank you for scarring my eyes with that sorry excuse for a cock. It honestly took me a minute to comprehend that you hadn’t just sent me a picture of a Vienna sausage in your hand. Your cock might be small but I assume your balls are big since you decided to send me a picture of it. What was I suppose to do? Get super wet and let my panties drop to the floor. No, no thank you. I want no part in handling that micro-cock. As far as the “Want some” you sent along with the picture…well no definitely not. What woman would “want some” of that. We don’t like cocks that come in sampler sizes, especially not a woman like me. I want a big dick and that is exactly what I get. Why? Because I have self-respect and I’m well aware of my attractiveness. But even if I looked like a trash bag I wouldn’t touch your pellet.

BBC Sissy Trainer Zoey’s Play house rules

BBC sissy trainerAs your young sweet BBC sissy trainer, I must remind you of some rules for our sissyslut playtimes. My boyfriend knows that he has no free will. Much like you have none when it comes to me. I expect you on time from work every night and to come home straight from work. I will check your chastity device and your ass hole to make sure you are not whoring around behind my back. You belong to me. That ass is mine and as I lull you with my voice into a place of relaxation and fantasy, you will admit your deepest and darkest sissy fantasies to me. I know you need your ass hole gapped and your mouth to be the point of every rape fantasy you have. Facial abuse and sissy sluts go hand in hand. But you are mine bitch and you know the rules. NO matter where you are in your sissy metamorphosis you need this BBC Sissy Hypno training Mistress to make sure you are servicing nigger cock the way you are meant to be!

Charlie Gets Those Dicks Ready to Please Me

Mistress Phone SexMistress phone sex with Francis is what you need to keep you in check. I love to take my little sissies and have them begging for my affection. I had Charlie come over today and be my sweet little sissy slave. I invited two of my friends over to play. They are well hung and are packing more than a mouthful. Before I fucked them, I had Charlie take those big dicks in her mouth and get them nice and hard so they could please me. I then had her sit and watch as I took those fat cocks deep inside my pussy, filling me with their warm cum. When we were done, I had Charlie clean their cocks and balls until they were nice and clean. I saved her favorite thing for last. I sat on the desk and spread my legs and let her eat my creampie pussy until every drop of their cum was out. The feel of her tongue deep inside me made me horny again so I let her lick my clit until she brought me to orgasm. I then patted her on the head as she crawled away on all fours back to her little corner to wait for my next command.

Put on those Silky Panties

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Michelle tells me that I’m the best sissy trainer that she’s ever had. Michelle came to see me and he was dressed in blue jeans, a sweatshirt and work boots. I raised my eyebrow and told that girl to strip out of that crap right away. He had men’s white briefs on too. I cut them up in a bunch of tiny pieces. Then I put her in lavender silk panties and a white silk nightie. I made that girl put in a thick pink plug and stretch her pussy for later use. She whined but her clit was standing out all hard.
The next training that I gave to Michelle was cum eating. I didn’t want that sissy to embarrass me when she got cum from a real cock. I took a cum covered strap-on and fucked it into her lips. God, that lazy slut hadn’t even made her face up before she came over. I smeared the jizz all over her face with the strap-on and let it dry. That’s how I made her go out shopping. She had a tiny nightie, panties and dried up cum on her whore face. She’s almost ready for real dick now.

My Boss’s Transformation Continued

Sissy trainingOver the next few days, I would slip him a few more pairs of panties with instructions to be wearing a pair each day. Then I observed his behavior. He was happier, more relaxed having someone to share this secret with must have been a huge relief. Each night after work I would stay late (paid of over-time of course) and we would discuss my future plans for him. I took some measurements and we sat down and did some online shopping. I needed to make sure my slut had the proper attire for her debut weekend. Her sissy coming out party had been planned and now it was just getting her ready. First the outfit, we decided on an innocent look as we agreed it would be best given she was a sissy virgin. So white lace panties, garter, and thigh high stockings. A beautiful white satin chemise, with a gorgeous white sheer long flowing robe. The order was placed and set to arrive at my house the day before the party this upcoming Friday. So all that was left was practicing for the big day. I bring my strap-on to work and I’ve been teaching her how to suck cock, and I’ve provided other fun accessories to prepare her sissy pussy for her first time. Soon my new sissy who I’ve finally decided to bestow the name Lily will be more than ready for her big day!