Category: Humiliation phone sex

Heavens Fantasy

 

 

best sissy trainer

I love watching gay men suck dick. Are you ready for your sissy training? Im taking on beginners right now. They come to my place once a week and I make them ready to be little cock sucking sissy sluts. My favorite sissy boy Lilac came over yesterday evening. I brought a freind with a 10 inch cock for him to suck. We put Lilac in gorgeous lingere and a long black wig. I instructed him to start sucking the BBC on his knees. And he obeyed. I told him to deepthroat the cock like the whore he is. He started gagging and I was pleased to see he was learning to suck with skill. Then I instructed him to leave his panty hose on but to put his thong to the side so the BBC could fuck him hard in his little white ass. He is doing so good. I watched him moan in a feminine tine. And he squirted a little when the BBC pulled out. Then I told him to let the BBC cum inside his mouth.

 

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.

Some After Dinner Cocks

Sissy Phone SexToday I woke up feeling horny. My pussy was begging to be fucked. I knew my husband could not please me so I would have to arrange it myself. I was also feeling naughty and not just one dick would satisfy my hunger today. I made a call to a friend and he said he would be over around dinner and bring me a few surprises. My pussy was wet just thinking about being rammed in my tight bald pussy by his fat cock. I fixed my husband dinner and as were eating the doorbell rang. I told him that I was going to be entertaining my pussy with some cock that I can feel and that he needed to finish his dinner and change into his pink nighty and join me in my room. I opened the door and there in my doorway were four men. My pussy nearly exploded with anticipation. We took it into my room, and we all undressed. I knelt between then and started sucking their cocks as they were jacking off, squirting streams of cum on me. My sissy husband showed up in his nighty and I had him help me gets these gorgeous cocks to climax. He watched as I fucked each and every one of those rock-hard cocks until my holes were completely full of their cum. After they left, I spread my legs and my sissy husband crawled over and licked all of that yummy sperm from my pussy and my ass and even licked the dried cum from my gigantic breasts. I patted his head and sent him to bed as I laid down and drifted off to sleep satisfied.

Introducing Carmalita

best sissy trainer

I want to watch him fuck a man. used to have a boyfriend that liked guys and he thought I wouldn’t find out about it. but one day I came home from the grocery store and I saw that the bedroom door was locked. I slowly opened it and to my surprise there was my boyfriend with his dick balls deep in a dude’s ass. I was so startled by the scene that I gasped and I dropped the groceries all over the floor. the man looked shocked as I stood there with my mouth wide open. but instead of getting jealous or running away and crying. I begged them to continue while I watched. It was getting me really turned on seeing my boyfriend fucking a man. I think gay men are so hot. I wouldn’t mind fucking him in the ass with a strap-on while he sucks another man’s dick. I am sure that we would have the best time sharing a hot dude together.

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.

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

Heavens Accomplice

 

 

adult phone chat linesMy sissy freind needs some dick tonight. I’m hoping that my charms will maybe attract a swinger and then I’ll offer him a threesome with my hot tranny accomplice. so we got to the bar and we were ordering drinks we saw an other sexy gay men from across the bar. he looked like he was really excited to talk to us. so we all sat down together and started to shoot the breeze. ‘now may I ask you, I don’t mean to be rude but are you guys married’ why no. I said laughing. I said ‘this is my lil sissy friend. I try to be his wingman and score him some dick. ‘oh really so what are we waiting for. let’s all go to hotel together.’ next thing we know we were all in the motel and I was commanding my sissy to fuck this hot gay man in the ass. he put his 9 inch cock deep in his ass. I could tell that he was impressed with my friends large sized dick.

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.

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.