Category: Taboo phone chat

A BBC Sissy Trainer Will Do You Some Good

BBC sissy trainer

Sometimes a big, strong mine like you just needs a BBC sissy trainer and trust me, we have plenty of them to choose from. Our girls here love to take our time showing you how to treat a big black superior dick. The key is never to rush it. If they want you to go faster, they’ll be sure to let you know *smirks*. I’ll never forget my first sissy. You wouldn’t know it by looking at him. He was tall, well built and had the deepest, manliest voice. Those are always fun because I get to witness them switch into that sissy role that comes to them so naturally. The way they respond to a thick fat black cock is extremely entertaining to me. They turn into a submissive little bitch the second they see it! That’s when they slip into those frilly pink panties and drop to their knees at the chance of serving such a glorious piece of meat. As your trainer, I get to talk you through your first few times with that amazing throbbing dick of his. I’ll help you stroke it. I’ll help you ease it up to your lips and I’ll be there to remind you of what a cock sucker you are.

So many new possibilities

sissy phone sexThis whole quarantine thing brings out so many new possibilities for me to really humiliate my slaves. There might not be as many people out and about as there was before but when I send a sissy out in public now, you best believe that sissy is way more noticeable now! Well, I did just that yesterday, I had a sissy dress up in full sissy gear from head to toe. She had on a full face of makeup and an extremely slutty outfit and she had to parade around town with a sign saying she was Mistress Rosemary’s bitch. Well the fact that there was almost nobody out made her stand out like a sore thumb and everyone that saw her took pics and recorded video and that little sissy slut ended up going viral! It was the best and funniest outcome for me, she was outed to everyone and now she has no choice but to become a full time little sissy whore for me.

Charlie gets Fucked in her Man Pussy

Sissy PantiesI love being a sissy trainer. I love picking out panties for my little sissies to wear. Today Charlie came over for some sissy training. I put her in a pretty pair of pink nylon panties with a hole where her man pussy is. After she had changed into them I had her get down on all fours with her ass high in the air. The hole gave perfect access to her man pussy and I had every intention of using that sweet hole to my delight today. I lubed her all up and then inserted the biggest blackest dildo I could find. I rammed it into her sweet hole and pounded that pussy. She whimpered at first but then I could see a tiny wet spot forming where her clitty was. I wasn’t finished with her just yet though. I opened the door and in walked a tall handsome built black man. Charlie gasp as he came over to her and stuck his fingers in her pussy. I could see her raising her hips higher trying to get his fingers in deeper. My little Charlie is such a cock whore. I told Charlie that if she wanted some of that BBC she would need to please me first. I sat in front of her and that little sissy started lapping at my pussy, licking my clit so deep and so fast that I exploded on her little face. Since I was pleased, I told her that I was going to reward her with some BBC. She knelt on all fours and pushed her chest to the ground and looked back with a smile as she spread her pussy cheeks and he took his BBC and rammed it deep in her man pussy. He fucked her so hard and so fast. Sissy Charlie loved it and backed her pussy against his cock until he unloaded inside her manhole.

Sissy Training Never Stops

sissy trainingSissy training doesn’t stop on quarantine. This sissy trainer is just more creative. I have two sissy boys stuck at home. The flow of cock coming into the house has been halted by this virus. My sissy boys are behind in their cock sucking lessons. My daughter is home with us. We are all on lock down, only going out for essentials. Cock is an essential for sissies. It is essential for me too. My daughter and I broke out some sex toys last night. I wore my 11-inch black strap-on. She wore one a bit smaller. My daughter is a teen girl, but she is a cock size queen like her mother. My two sissies got on their knees and worshiped our surrogate cocks. We went back and forth from their greedy little mouths, teaching them how to suck big and average cocks. My daughter got horny training her sissy brothers. I think she got horny seeing my big black strap-on. I understood. Neither of us have had black cock in 8 days. She has not had any dick in almost two weeks. This is the longest I have gone without cock since I lost my virginity in high school. I ended up fucking my daughter’s bald teen cunt in front of my sissy boys. They watched while sitting on their hands. I didn’t want them to cum. Not yet, at least. They may not be getting real cock training right now, but that is no excuse to masturbate their tiny dicks constantly. Once I was done giving my daughter the fucking she needed, she put her strap-on back on and we turned our focus to sissy pussies. You may be stuck at home, but online sissy training is still in available. No cock for you? No problem. We can find something for you to use on your sissy holes.

Mistress Phone Sex Mommy Diana

I am the dirty Aunt that bad boys fantasize about and wish I was their mommy. I love nothing more than making you a sissy even if it’s under force. I catch you watching me taking my two lovers big black cocks and have them grab you out of that closet. Held by two well hung naked big black men with have your willy sticking straight out and I will be laughing hard at you for a few minutes. The guys will do exactly as I tell them and make you their little cock sucking faggot while I go and get you a fresh pair of my panties I keep for sissy’s like you. You can eat the creampie from my pussy and ass once the two BBC’s are done fucking you like a faggot whore sissy slut. I’m always happy to assist a developing sissy to be her best.

Mistress Phone Sex

My Sissy Maid Husband

Sissy TrainingTonight, I was feeling a little more naughty than usual, so I made a call and made my sissy husband come down the stairs. He knelt in front of me like he knows he is to do. I handed him some pink silk panties, fishnets and some heels. I told him to quickly dress and meet me in my room. The doorbell rang and I let this gorgeous hunk in and escorted him back. I undressed him and sat him on the bed. I then instructed my cuckold sissy husband to come and get this dick nice and hard for me. He did exactly what I asked and started sucking that big fat dick like the little sissy slut that he is. Once it was hard, I told my husband to watch me fuck a man with an actual dick and not a little clitty like he had. I enjoyed that dick for hours. I took it in my juicy wet bald pussy and my tight little ass, allowing him to unload in all my holes. When we were finished, I had my sissy come over and clean him up nicely. I then spread my legs and motioned for him to come and eat the other man’s cum from my pussy and ass. He always does what I tell him and when he was done, I patted his head like a puppy and told him good boy. He may not be a good fuck, but he really is quite a good sissy maid.

My Sissy Cum Slut

Mistress Phone Sex My sweet sissy Ami was all ready and waiting to please me. I had given her a beautiful silver cock cage to put her little clitty in. It was one of the newer ones that had small spikes that would rub against the clitty if it started to get big. I couldn’t wait to see how it worked. I put her in thigh highs with a garter and heels and nothing else. I wanted to be able to see the cock cage at work. Ami’s weakness is cum. She can’t get enough of it. I think she would live on a cum diet if she could. But since I am her mistress I decide when sissy Ami gets some cum or not. I promised her that if she could go all day without her clitty getting hard that I would let her use a dildo on her man pussy while blowing the man of her choosing. Ami thought she had this until I yelled for her to come into my room. There on the bed lay a marvelous man with a marvelously hard dick. I had Ami sit on the bed beside him as I took that big fat hard dick and stuck it between my gigantic tits and titty fucked him. I could see Ami watching in lust every time that big head appeared between my boobs. Before long, my friend was squirting his load all over my breasts and face. Ami watched as I licked his creamy cum off his dick. I went to check on Ami’s clitty and it was still soft. I was so proud of her that I let her lick the cum off my tits. That was too much for Ami’s little clitty as she flinched in pain as the cock cage rubbed on her little hard clitty. But Ami didn’t care, she just kept lapping up that warm thick sperm from my breasts. My little sissy is a real cum slut.

Sissy panties

Sissy panties“Let’s see those Sissy panties” I laugh at him over the phone, knowing that soon I will have a picture in front of me to use for my blog later. He will be mortified when he gets online to read my blog later only to see a picture of himself all dressed up in his frilly sissy faggot panties. He will be embarrassed by what a fool he looks like, doing whatever is told of him to do with pleasure he obeys. It is clear to see that nothing can change his mind though, he doesn’t care if he is outed to the world. He knows this is who he is, nothing but a horny sissy craving attention from a controlling dominatrix such as myself. I will make him cum in his panties and wear them all day. Sometimes I will have him cum in his panties then put them on his face and wear them. He whines when I make him get fucked with his panties on, all pulled to the side like a true whore. He gets fucked in his sissy ass and begs for more, panties making him look as pathetic as ever.

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 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.