Tag: mistress phone sex

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

Pissing Little Panty Boy

Sissy pantiesLittle small dick panty-boy thought he was so clever sneaking into my panty drawer while I was shopping. I knew the moment he handed me his black card to go do whatever shopping I wanted he was up to something. So I pretended to leave, I knew the real fun was happening at my home. He never wanted to pull down his pants around me, guess he knew I had a reputation for preferring my cocks nice and big. I slipped into the back of my house and heard rummaging in my room and some “Oohs, and ahhs” I tried really hard not to laugh while I peeked into my room. I saw him in my sheer pink cheeky panties rubbing his tiny clit dick. I flung open the door, scared him so much he pissed himself. He turned bright red and started to try to take them off. “I don’t think so you haven’t finished yet” I mocked him. “Keep stroking you, pissy panty boy”. I stared him down while he started to rub his clit dick through the now piss soaked panties, as I laughed and mocked him for being so pathetic. Finally, he came and started to beg for forgiveness. Laughing, I made him clean up his mess and kicked him out. I let him keep the panties as a souvenir and reminder that I will also remember him as a pissing little panty-boy. 

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 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.

You Hungry Cum Slut

Online Sissy TrainingOh, look at you. What a mess! That is going to be the last time I let you go off on your own. Oh, you holes hurt? I bet they do, you are absolutely dripping with cum just look at the mirror. Ugh, you are just sticky all over and got your new pretty red dress all dirty and ripped! What did you do, offer yourself to a gang of horndogs again?  I know you are an addicted hungry little cum slut, but there is a reason we prepare for this type of stuff. Not to mention how disappointed I am by not being there to watch. Giving how sore you seem to be and very lube up by the cum still dripping from your pussy. I think it’s only fair I bring out my biggest strap on and teach you a little lesson for being a bad little slut. Now bend over and give me a smile.

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.

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.