Tag: phone dominatrix

Online Sissy Training with My Favorite Fruitcake

online sissy trainingThis is national fruitcake month and since I work with fruitcakes daily, I think online sissy training is called for during national fruitcake month. I hate fruitcake, but I love my sissy fruitcakes. The way I found out there was a fruitcake month was through one of my sissies. He brought me a fruitcake when he showed up for training this weekend. He told me he had a fruitcake for me, and it was from my favorite fruit. He has been with me for almost 20 years. He started out seeing me during my dominatrix days. Initially that was what I did. While my fellow coeds slaved away in fast food jobs or retail, I was whipping male asses into submission. Oscar was one of my first clients. This is back in the day when a mistress could advertise on The Back Pages and Craig’s List. This is also before cbt fun and pegging with a dominatrix became prostitution.

online sissy trainingOscar was a fruitcake even back in those days and I recognized him as a sissy early on. He liked to dress in my lingerie as I pegged his ass. He would fantasize about cock. He was submissive, but he was more like my online sissy training clients than a pain slut. So, we changed our sessions up. I still pegged his ass, but there was no more cock and ball torture. Instead, I caged his little clitty up and gave him the nickname, “Fruitcake.” That moniker stuck and he has been my fruitcake ever since. When he arrived this weekend with the fruitcake it was a celebration of our 20-year anniversary. I hate fruitcake, but I appreciated the sentiment. I treat him just like the little fruit he is. I dressed him up in some of my blue lingerie. It was the same garter belt he wore so many years ago. I have a bunch of old school lingerie like Maidenform and Bali lingerie. He is a vintage sissy. He has always appreciated the bright and bold colors of the 80s and 90s. He has a very slim body, with a tiny clitty. He looks better in lingerie than he does in manly clothes.

online sissy trainingOscar is a very loyal and obedient client. He may be my most perfect sissy. I pegged his ass and to celebrate 20 years together. I broke out some champagne and ate some fruitcake with my favorite fruit. Now, I do mostly online sissy training with other fruits like Oscar, but he will forever me my first and favorite fruitcake. That is unless you think you can be a better fruit?

Making My Slut Lisa Serve Tranny Cock!

BBC Sissy Trainer

It has long been my fantasy to present my newest sissy to my favorite tranny queen for a hard fucking and that’s exactly what I got to do yesterday! My newest sissy baby doll Lisa is so lovely and shows so much promise, I had to take her with me to an all-leather affair. The party was in full effect when I arrived with Lisa all dressed in leather with her diamond studded collar and leash. The crowd parted for us to see our hostess Ava, the gorgeous black-haired queen with a hard cock for my new sissy to take care of. Everyone watched as I presented my sissy and Lisa knelt right there in front of everyone to suck Ava’s big hard clitty. Ava was so impressed with Lisa’s slow tongue, she had to try fucking my new sissy’s tight little pussy!

Sissy Whore Learns How to Suck and Please BBC

BBC sissy trainer

 

Your tiny, tight ass needs to learn how to take big black cocks. BBC is not for a beginner. A cock-hungry sissy faggot like you might be so desperate for the cock that you choke and gasp for air when he’s only a few inches in. But you are ready to take those big cocks in all the necessary ways. For big cocks like these, the sloppier the blowjob, the better it feels for him. So, lick him up and down, from the base of his cock to the tip. Tease his tip a little and take him inside your mouth little by little. When you’re halfway down his shaft, start bobbing your head up and down on his cock, still inching your way to the base of his cock. By now, you’re drooling all over his cock and you can feel the tip of his cock in the back of your throat. Gag for him and choke on his cock, but don’t take it out of your mouth. A good sissy slut never lets go of his cock for any reason. Now, keep bobbing your head up and down, licking and sucking his cock until he cums in your throat. You will swallow every drop of cum that drips from his cock and lick it clean.

Online Sissy Training with Heaven

Online Sissy Training

What’s a sissy like you doing with a cock and balls? You have no use for those. With my online sissy training, you’ll never have a need for those ever again. You haven’t earned the privilege of fucking me, so I’m just going to take your dick and balls—not that I have much to work with—and make them into my own personal dildo. I’m going to take my sharpest scalpel and perform my own demented bris. I slice into your left testicle and immediately cauterize the wound—I want to keep my sissy bitch alive to see what I’m going to do next. I squish your left testicle in my hand like a tomato, my own stress relief ball. I slice off the right testicle next with the same precision, leaving only your worthless dick. In one fell swoop, your dick is now gone, I’m holding it in my hand like an evil scientist. It’s still too worthless for me to fuck myself with so instead of making it my personal dildo…I’m going to make it a strap on a fuck you with it. I place it into my harness and begin fucking the opening that I just removed it from, as it leaks pre-cum into your open incision. I make you clean it off, sucking your own dick, getting it nice and wet before I shove it into your asshole. That sissy pussy in the best pussy and you’re a good sissy bitch taking this dick from your mistress. Now open your mouth so I can throat fuck you and have you drink your own cum like the good sissy cum slut you are!

 

Sissy Learns How to Take Multiple Cocks At Once

Phone dominatrix

 

Your tiny clit is no match for the big cocks you are so desperate to have. You are so desperate to have them, so have them you shall. All of these men, these 10 men I have in the room right now are horny and looking to you to relieve their cocks. Go ahead and take one cock in your mouth. That’s it. You love being a good sissy whore and taking nice big cocks into your mouth. You want to lick and suck on that big cock. While you’re sucking on that big cock, jerk one guy off. Good. Now Do the other one. Now you have three guys who are getting harder in your hands and mouth. Now one of the guys behind you wants to bury his cock deep in your ass. Don’t stop jerking and sucking. Bend over a bit and take that cock inside your ass. You are the perfect sissy slut. Jerk and suck and milk each cock until they cum. You won’t have a break as the next set of guys will want to have you get them off.

My Perfect Wife

Forced Feminization

 

 

I love a forced feminization roleplay. I want you to dress up for me in your best corset and panties, garter, stocking and heels. Wear that red lipstick that I like and put your hair in curls. Have a stiff drink waiting for me when I get home. I want to walk through that door and take a sip of scotch while you go tend to dinner in the kitchen. That meal should’ve been plated and ready for me to dive into, but I’m in a good mood today so I’ll let you slide. You go back into the kitchen, your heels clicking on the floor. I take another sip of my drink and look at you standing at the stove. Your ass looks amazing in that thong and your corset is laced up expertly. I take off my pants and whip out my lady dick. Daddy wants some right now. I come up behind you while you’re at the sink and run my hands down the front of your thighs. I nuzzle your neck and give you light kisses as my strap-on pokes into you. Like the obedient bitch you are, you part your legs and bend over for me. I pull your thong to the side, spit on your asshole and insert myself into you. It’s been a long, hard day and I need to fuck my frustrations out. I don’t go slow, I don’t care about your gasps of pain…in fact, I like them. They make me fuck you harder. Your ass is all mine and I’m punishing it. I press you down deeper into the counter, lifting my leg to really get deep inside you, and dunk your head into the sudsy water. Your flailing turns me on and I pound that ass harder and faster, cumming when your movements start to slow down, right before you lose consciousness. I pull my dick out and as you’re sputtering I shove my cock into your mouth so you can clean all the shit and blood off of it like my good little whore. Once I’m clean, I leave you a heaping, wet mess on the floor, sit at the table and demand my dinner. You are the perfect housewife.  

Mistress Phone Sex Leaves You Powerless with Me

mistress phone sexMistress phone sex leaves you powerless. I have all the control because I am a sexy dominatrix and sissy trainer. Sometimes, I see or talk to guys strictly into being my slave. All sissy boys are Beta boys, but not all Beta boys are sissies. When Alex approached me, I knew he was a Beta boy. I can smell them a mile away. He told me boldly that he wanted to worship me. He recognized me as a goddess. He was a short man. No doubt he had a short willy too. He was cute though and I love a good ass slave. I charged him a fee though. I do not let Beta boys worship me for free. You need to tribute a goddess like me.  He opened his wallet, and I saw a wad of $100 bills. I charged him a grand to lick my ass and worship my cunt. He was like that is money well spent. I should have milked him for more. I went to his house with him. It was risky I know, but I towered over the guy. I am strong and fast too. I know self-defense. I felt confident that this phone dominatrix could wrestle him into submission. At his place I stripped naked and sat on his face. I did not waste time with chit chat. I did not need to know how his life was going. I just needed to use him to lick my ass and cunt clean. I had not showered yet for the day when I met him. I had a ton of black spunk up my cunt still because I got fucked by a few worthy men last night. He dug his tongue in my pussy and ass like he was digging for gold. He was a good ass slave. I was not the only woman he has serviced though. That was clear by his skill in making my pussy squirt as he ate my asshole. He paid me to make me squirt and I left him with blue balls. I love being a phone domination bitch as well as a sissy trainer.

I Love Humiliating Sissies In Front of Everyone

Sissy Humiliation Training

 

Your pathetic sissy ass is mine to humiliate. You have been sending me so many pictures during these last few months of you wearing girly clothes, putting on makeup and posing in your little girly poses. Now it is time to expose your feminine and girly side to the entire world. I created a website just for you and your sissy pictures, videos and message conversations. Now everyone will know how much of a sissy bitch that you are, how much you love wearing short skirts and begging men to pound your tight little ass and cum inside you. They’ll know everything about your cock addiction and how much you need each day to live your life each day. I love humiliating you in front of all your friends and family and showing them how much of a sissy fag you are. I want them to post their reactions to your sissy ass, how much they laughed at you and what they feel about you, embarrassing you more.

Humiliation Phone Sex with Heaven

Humiliation Phone Sex

You are such a pathetic waste of space. I need to get off and I was going to let you fuck me but now that I see you completely naked, there’s no point. You deserve every bit of this humiliation phone sex. You call that a cock? I can barely see it. It’s a bean. What the fuck are we going to do, scissor each other? I wanted to cream on a big hard dick, and you present me with…that?! I might as well just cut it off…it’s not like it’s of much use anyway. What purpose is it serving? You’re nothing but a sissy bitch whose only value is my cruel amusement; I can’t use you for sex. Well, since you can’t fuck me, I’m going to fuck you. One of us is getting our holes filled tonight! Help me into my strap-on, get on your knees and present your mouth to me. Suck my lady dick like the obedient sissy cunt you are. Gag on my dick as I skull fuck you hard, holding your face against my pelvis until you can’t breathe. You don’t need the oxygen anyway; it’s not going to good use. I love hearing you sputter and fight your gag reflex…but if anything comes up, I’m making you eat it off the floor and whatever is left on my dick will be used as lube for your ass.

Best Sissy Trainer Coraline is in Charge of Your Ass

best sissy trainerThe best sissy trainer will push your boundaries. Being a sissy means you are sexually submissive to women. Yet, every day I get some unruly sissy who thinks he is in charge. I had a disobedient sissy the other day. A sissy who got very disrespectful with me and I will not stand for that. I am a dominant woman. You are lucky I am talking to you. It is not the other way around. I shut the mouthy sissy up with a 13-inch black cock. If you have nothing nice to say; if you back talk everything I say to you, I am shutting the hole below your nose with the biggest and blackest cock I can find. I have a few black men who help with my sissy education program. When my newest sissy walked in with a list of rules for me, I knew I had my hands full. Now, I did use a rather large dildo to peg that sissy, but a plastic cock is never the same as the real thing. I am known as a BBC sissy trainer. So, I always have a few big black cocks on hand to help me with the training. Tyrique is my latest black stud and let me tell you, he has a cock that resembles a forearm. It is big and thick too. It is what I call a punisher cock. It can make and break a sissy’s backdoor pussy. Tyrique came to help me with my unruly sissy. Tyrique lectured my sissy on being disrespectful to me. I am a mistress. I am a goddess. I am your sissy trainer. You listen to me or pack your bags and leave. Tyrique bitch slapped my sissy with his heavy big black cock, then he fucked his ass raw. Fucked the sissy hole so good my sissy was pleading for mercy. I have a sissy with a gapped and stretched out sissy hole now, but I have one with better manners. You come to me for sissy training, realize I am in control, not you.