Category: Humiliation phone sex

Sissy Charlie Cleans Up Her Brother’s Cum

Mistress Phone SexI have been training Charlie to be my little sissy. She has a micro clitty, so she is of no use to me in that regards. She is so tiny that I could not even find a cock cage tiny enough for her to wear. So, I resorted to a pretty pink bow on her clitty and frilly pink panties with lace on the back. Tonight, I plan on having her be my clean up sissy. She is very dedicated, but I like to push my little trainees sometimes. I invited her brother over to join in on the fun. Kyle walked in and I immediately had Charlie come down and show off her pretty panties. Kyle got the biggest kick out of that and just laughed hysterically. Charlie just hung her little head, but I know she secretly liked it although we couldn’t tell because her little clitty is so small. I led Kyle and Charlie back to my room and had Charlie undress us both. Next Charlie was told to get on her knees and get Kyle hard for me. She was hesitant at first, so I had to smack that little clitty a few times with my hand to get her moving. But once she put Kyle’s dick in her mouth, she started giving him the best blowjob. She was taking him so deep and Kyle was starting to moan. Charlie is not worthy of bringing him to orgasm, so I had to stop her. I could tell she was disappointed as I had her watch her brother fuck me nice and hard repeatedly. He fucked me in my wet pussy and my tight ass leaving his load in both. When we were finally finished, I motioned for Charlie to come over and clean all her brothers cum from my pussy and asshole. She lapped it all up like a little puppy. As a special treat I let her lick her brother all clean too.

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.

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.

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.

BBC sissy trainer

I make my slaves call me all types of things. Some pets deserve to pick and choose the name they call me, and sometimes there is a slave that needs to be reminded of what he’s good for. like “BBC sissy trainer” for example. I love to be called Mistress, Queen, Master, Dom, and the list goes on and on. But for this guy? He needed a special name to call meBBC sissy trainer because he needed to remember what a total idiot he is I told him to call me Genius Genesis. He is a total fool, he sold everything he owned to spend his days taking care of me financially and getting tortured and made fun of as needed. He is here for pure entertainment, and he knows he now has nowhere to go. He is the one who made that choice to give himself away to me and rid himself of all his possessions, dignity, and money. He knows he is pathetic and useless unless I am using him for my own personal agenda. That’s why I am a genius and he is the stupid slave.

Forced Sissy Training Karaoke Cock Sucker

Forced sissy training

  This little cock sucker deserved the forced sissy training she got. Last night at a karaoke club my friends drug me off to had the most pathetic guy up there. He practically embodied the need to be a little bitch and the way he nearly sucked that microphone had me thinking. I gathered a few friends, we were tipsy and in a fun mood. We made up a glory hole in that clubs dank bathroom. We pulled that little bitch in there and made him go to work. I knew he really wanted to suck a real cock and he got one. Now he is my bitch and I get to dress him up and train him to be a good cock sucking sissy slave. I think you should stay tuned and see how this plays out. Maybe you are wanting the same?

 

My Sissy Gets Some Humiliation Fun

sissy humiliation trainingOh how my sweet Devina went on for weeks begging for a humiliation assignment. However I wasn’t quite sure Devina was ready to push her boundaries. Then I realized I didn’t actually care so I sent her specific instructions with a warning that if she did not follow through I would disown her from my collections of sissy darlings. She was to meet me at my favorite nail salon at 2pm on Saturday. I knew they would be the busiest than, which made it the prime spot to show off my pretty pet. I should mention instructions entailed her showing up in a dress and pretty pair of floral sandals I recently ordered her to purchase. Much to my surprise my little sissy bitch showed up! A complete stuttering mess and a bit clumsy as she shyly looked at everyone who was whispering and giggling. Never seen Devina this shade of red before, she certainly impressed me. We each got our nails done with bubblegum pink polish and for good behavior I let her out of her little pink clitty cage for the evening. I have a pretty good idea of what she did for her Saturday night.

I made her do it

sissy phone sexMy newest little sissy bitch was reluctant to follow all of my rules so I had to punish her. And what better way to punish her than to make her do all the things she was reluctant to do in the first place right? So after she was all dressed up like a little slut I told her I was taking her out for a little surprise and boy did she get all excited. She was acting like she had been a good girl that deserved a treat or something and seriously nothing could be further from the truth. She was really a pain in my ass with all her complaining but that was gonna be changing real quick. I led her into this private club where I had all her clients all lined up and waiting for her. She was going to have to serve each and every one of them before we left there or she would no longer be my sissy. Well she cried about it but you know what? She sucked every fucking dick in the place! They fucked that tight lil pussy of hers too until she had cum running down her legs and she was too tired to stand up. Only then did I take her home and let her rest.