Category: Sissy phone sex

Sissy Training Necessities

Sissy TrainingThere are some important must-haves for sissy training. It’s not just about stockpiling a lot of frilly panties, although that doesn’t mean stop doing it. It’s important for a girl to have a colorful and sexy variety of panties. I’m talking about those serious with long term sissification goals there are a few things you will want to collect over time. For starters, those interested in anal training will want to invest in some cute butt plugs varying in size if you haven’t had your sissy pussy trained or played with do not start with the biggest size. You could but it wouldn’t be as much fun. A sissy should still have lube handy for varying reasons. You need a practice cock, you can’t just become a cock sucking pro overnight, it takes practice to be a good little cock slut. You need to begin looking into hair removal, whether it’s shaving or booking a wax. No one wants a hairy sissy. And one really important tool is the chastity cage, it’s time to realize that cock is of no use. You are a sissy which means it’s time to teach that cock to become a clit. The best way to do that is to lock it up! 

Online Sissy Training for Shut in Sissies

online sissy trainingOnline sissy training can help you pass the time if you are stuck at home. I know many of my sissies are feeling bummed because they can’t go to glory holes or adult bookstores. They can’t shop at Victoria Secret and ones with sissy trainers in their lives, can’t meet with them because of this social distancing recommendation. I am feeling the isolation too. I love dressing sissies and taking them shopping and I even enjoy teaching them to suck cock too. It is hard though to do that right now with this damn virus running rampart, so I have been helping them online. Virtual sissy training is the next best thing. Today, I spent time helping two of my local sissies shop online for pretty panties and other sexy lingerie. I even had each of them purchase dildos from Adam and Eve. Normally, I get sissy supplies on Amazon. They have everything imaginable, but right now they are only shipping essentials. I guess Amazon doesn’t feel that big black dildos are essentials. They are to me and my sissies! Adam and Eve is still in operation and shipping sex toys and sissy equipment, thankfully. I watched my sissies get some cock sucking practice in with household objects. One sissy sucked on a cucumber and the other one used the handle of a plunger. These are challenging times. We must make the best of it with what we have on hand. I am a creative sissy trainer. If I am working with a sissy on lock down, I just use whatever you have on hand to train your slut holes. I enjoyed watching one of my sissies bounce on a plunger. Surprisingly, it works like a suction cup dildo. Just a really big one, lol. I am here for my sissies when they can’t get out right now. That is why I am the best sissy trainer.

Sissy Bitch Could Barely Walk

BBC Sissy TrainerI watched cum ooze out of her stretched sissy pussy as she whimpered clutching the edge of the bed. “Have you had enough?” I asked. “No Mistress I need more big black cock” she whimpered and moaned, shaking her ass in the air. Snapping my fingers her 4th and finally big black cock of the night came forward at my command. This little slut knew I would save the best for last, a huge 11-inch cock with almost the same thickness as my fist. She wanted to be the best little BBC whore and now a true test to see how she does with this monster destroying her pussy. With that stretch hole full of cum I gave the permission for him to slam it right into her, there was more than enough lubrication and I knew he loved playing rough with my little sissy bitches. He braced himself by grabbing her shoulders and thrusted hard. Going faster and harder motivated by her screams of pleasure and surprise. When he was down he blew his load inside her and tossed her down on the bed. Leaving my new BBC loving sissy breathless, with her legs shaking and dripping cum.

Forced SIssy Training By Princess Zoey

forced sissy trainingPrincess Zoey Is here bow your faggot head and worship me! Forced Sissy Training is what a little sissy slut like you needs. This young sexy trainer knows that you need a big black cock to fill your slut mouth. My boyfriend is getting used to all the big, dark purple cocks that fuck me and he is really good at using his sissy whore mouth to slurp the rest of that cum out of the end. I always tell him it’s a sweet treat for a subslut panty wearing fag boy. I love to see his cute clitty sticking straight up as he sucks of my BBC bulls. My mommy has even gotten around to helping me with the slave training of my sissy boyfriend. Who do you think taught me the love of a BBC? And how to make want to be men worship me? NOW get down you talking to your highness, You piece of sissy shit boy. Submit to your lust of black cocky and there will be no blackmail if you act the way a good piggy slut should and be my pay piggy that is.

Sissy made me some money

sissy phone sexI sent sissy out to make me some money last night, she didn’t really want to go out she was all scared of getting sick but I didn’t care. I wanted her to make me some money and suck some dick and that was what she did. She stood on the street corner dressed in her sluttiest outfit and I made sure she asked every man she saw if he wanted to party. I made her suck every dick she came across and she had to swallow every drop of cum too. Even if they were coughing and looking sick as hell she dropped to her knees and sucked all those cocks too. She told me later that she felt like the nastiest whore in the world but it had her lil clitty so hard all day long. Since she was a very good girl that sucked all the dicks I asked her to I let her rub that lil clitty until it squirted all over the place. See? I can be nice sometimes.

Sissy slave training

sissy slave training

Sissy slave training has always been my passion. I just found my newest pet and I am so excited to turn her into the perfect little cum guzzling sissy slut. She tried to be a man before I got my hands on her. I dressed her up in the prettiest pink silky panties and matching cami. I forced that sissy slut on her knees and made her suck my friend’s thick, hard cock. She sucked that dick like her whore life depended on it. Gagging on that huge meat stick and looking up at him, she played with her little clittie through those silky panties. I could see a wet spot in her panties and could tell how turned on she was at sucking cock for the first time. I brought in a few more guys that wanted to meet my newest pet and get their cocks sucked as well. She sucked all of those dicks and drained them all, swallowing load after load of cum. I can’t believe what an eager sissy whore I am training this time! It’s going to be easy to turn her into a cum eating sissy slave.

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.