Category: Humiliation phone sex

Glory hole punishment

Taboo phone chat

One of my sissies needed a little lesson on obeying orders and listening to his mistress. He also needed to be punished and humiliated too. I had the perfect punishment for him! I took him to the nastiest and seediest sex club downtown dressed in fully sissy panties, makeup, and heels. He had to walk through the parking lot and the front of the club in nothing but panties, makeup, and 4″ slut heels. I lead him through the club to the grimy dirty bathroom stall and made him get down on his knees on the filth covered floor and wait by a hole in the disgusting wall for a big cock to poke through. A really dirty looking uncut cock slid through the hole and my little sissy started to gag when his face got near it. I gave him a sharp smack across his ass and told him if he didn’t start sucking, I’d put his ass up against the hole and let them fuck him. He hesitantly obeyed and sucked the nasty dick like a good little sissy bitch and even swallowed when his mouth was filled with cum. That was just the first dick too, I had him on his knees for hours sucking any dick that came along, no matter how filthy or dirty they were. This is what happens when sissies don’t obey their mistress. They need to be taught a lesson and punished. You have to remind them who’s in charge. I love humiliating a sissy and most of the time they love it too, even if they don’t want to admit that they love sucking big black cocks, but even sissies have their limits and don’t want to suck nasty dirty cocks from a filthy glory hole bathroom for hours. He should have thought of that before disobeying me though.

Become Your True Self w/ Femboy Training

He was so confused and really needed my Femboy training sessions. It was something Jamie was really uneasy about and felt he needed to hide it, but the urges and desires to be the Ladyboi he truly was could no longer be denied. He contacted me and after our first session was already feeling more accepted and excited about his ability to come out about his Sissy needs. He would hole himself up in a Hotel room outside of his town and bring he secret suitcase of all his pretty Sissy clothes, toys and accessories to be himself finally. He lied and said he was going out of town for work. He was really going out of town to be the sissy faggot he really wanted to be and wanted the nerve to really suck cock and hook up with a sexy tranny hooker. He always failed to get the nerve and just spent his time being a sissy online in the crossdresser kink sites where he would talk with others and share pictures. When he found me, he was finally able to gain the assurance and my training and strap-on play really brought the inner Sissy faggot out. If this sounds remotely like you, I would love to assist, I am always open to first timers and experienced Sissy’s alike. The humiliation and forced cocksucking is very exciting for me and I love making you my sissy submissive.

Femboy training

Sissy phone sex with the best

sissy phone sexSissy phone sex with the best bitches on the block, that is what you will find here, so when little bitchy faggots call me with an attitude I need to slap them right down to size. This little whore thought she could talk shit to me, as if I would bow down to a sissy can you believe that shit? I am a Goddess I bow to no one least of all some little sissy dick sucker! She needed to be taken down a peg so I called several of my friends over and we used that sissy slut until she learned that her place was at our feet. Sissy had to dress up and then get on her knees and suck all the dicks there. That included big black cocks, smaller white cocks and huge rubber strap on cocks that we were wearing. We really opened up that little whore’s pussy too, I bet that bitch won’t be sitting down for a week after last night! By the time we were thru with her she was begging us to stop and she promised to be a good girl in the future. We shall see tho, I think sissy enjoyed her punishment and will be back for more real soon!

Total Feminization

Domination phone sex

Nothing makes me happier than feminizing a little sissy. I love exerting my power over a man and reminding him that’s he’s nothing more than a pathetic little bitch in women’s panties. I feel so powerful and sexy when men submit to me and make me their mistress. I had a little panty boy who needed to be feminized, so I took him shopping with my friends and we dressed him in full lingerie underneath his clothes. We had him model different dresses for us and strut around in heels and a wig in the women’s dressing room. My friends and I were having drinks and laughing at him trying on the different dresses and trying to balance wearing hooker heels. Once we had him in the most outrageous and over the top slutty dress we could find for him, I took him to a bar and had him on his knees servicing horny men in the bathroom. He was a very good little cum slut and just loved being on his knees and sucking cock like a whore.

BBC Sissy Trainer Whore On Deck

BBC Sissy Trainer

I love all things black. Maybe that’s why I am a BBC sissy trainer! Your hot Catholic schoolgirl rebel who always cut class to fuck the black cocks knows all about your love for huge black cock. Lay back and close your BBC loving sissy eyes. Drift off into my black cock world as your cocklette aches to be my subslut!  My creamy white ass getting pounded by 10 inches of ebony steel. Jealous? I know you want that to be your pretty white sissy ass getting pounded right now. That Black cock porn you got playing has nothing on the real thing. I want to dress you up in the slinkiest black dress with black thigh highs and take you to a pool hall on the darkest (Hehe) side of town. Think of all the black cock we will get being the only two white bitches there! Now baby I really hope you have been doing that but plug training. Otherwise you ass is going to be so raw and I am going to love making you pay for not wearing your anal plug. 15 black cocks in your ass as you are bent over that pool table! ANd then you get to come home to me and be in chastity as you clean BBC cum from my tight teen pussy!

Jerry is Our New Toy

Phone dominatrix

I had a very interesting conversation the other day with our resident subby slut whore, Robyn. She is now learning how to be a sadistic domme like me and teach little pathetic losers how to worship us like princesses. We both talked to the infamous subby bitch, Jerry Zieger from Philadelphia! Jerry told us how much he loves being Katelyn and Treasure’s personal little bitch. He told us how much he loves being used and abused and taunted for being a subby whore. He can’t even know when we cum! Haha! His pathetic cock has been sounded and abused for so long, it’s all fucked up and stretched out! Robyn and I love to laugh at his abuse from shoving glass down his fucked up pee hole and a lit birthday candle. I would love to watch Jerry get his busted peanut squashed, tied, up and abused so I could laugh at his expense, but only if he pays me of course. I would never even associate with a man unless I’m paid.

humiliation phone sex

Mistress Phone Sex For Pansy Princesses

Your a pathetic excuse for a male as your just a Pansy Princess in need of Mistress phone sex, and I am just what your sweet ass needs. I don’t care if your ass is pink, red, brown or blue it is mine to own and I will have full ownership of you, slave. I’m the one to bring the pansy panty wearing princess faggot out that has been kept in the closet for too long. I want you to shop for pretty panties and make sure the clerk knows they are for you. You will ask her if they are your color or if she thinks the style is good for you. I will want you to wear pretty silkt panties under your man suit and go about the daily grind of being a useless male, only knowing secretly how much of a sissy you crave to be. I want to help you my pansy princess.

Mistress phone sex

Sissy Loves BBC

Mistress phone sexWhen I opened the door he crawled through. On the bed, he saw a big black man ready to use and abuse him right along with me. My sissy’s dick got hard fast seeing the nice surprise I had waiting for him. He was foaming at the mouth starring at that big fucking black cock waiting for him with his big blue eyes. He crawled right up to him opened his mouth wide and begged for that cock to enter his mouth. But he was not getting that big black cock in his mouth that quickly. I grabbed him by the hair and yanked him towards my ready pussy. I smothered him in my juices spreading them all over his face. Just as I was about to squirt all over his sissy face he got that big fat black dick he had been craving deep in his pussy ass.

Online Sissy Training

online sissy trainingDo you need online sissy training? There is no shame in admitting you are not quite a man. I bet when you think about it, you know you are different from other men. Perhaps, you noticed when you were in high school that you were not like other boys. Maybe you noticed that you had a smaller dick, less body hair and a more feminine body?  Perhaps you have never had much luck with the ladies either. You are either put in the friend zone or women make you pay for everything and never give you sex. Is any of this sounding familiar? If it is, you need sissy or femboy training. You need a sissy mom who knows how to make you the best version of you. Face it. Not all men were born equal. There are the real men of the world with big dicks who ooze masculinity and get all the chicks. Then there are sissy boys like you with small clits and back door pussies who get shame, humiliation and daddy dicks. You need to just see the writing on the wall and give a sissy trainer a call.

Surrender to me

Sissy slave trainingYou’re walking around the house with your sissy clitty dangling down between your legs as you fantasize about who is gonna be the lucky cock that is going to get to fuck my perfect pussy next. This beautiful goddess hole of mine is so fucking full of cum from being pounded out non-stop. I’m so swollen but that’s exactly how I prefer to be! You are over in the corner masturbating your pathetic sissy clitty and daydreaming about how good it might feel to shove yourself deep into my cum-filled cunt like all the other luck horny real men get to do. Why don’t you shift your thinking and go worry about your bank account and how much i’m fuckin draining you all in the name of domination and erotic gratification. I love putting your heart in a blender and still you surrender your whole being to me, lol you truly are a lost cause! You’re such a worthless little bitch! Bow down and kiss my pretty toes while I pat you on the head and tell you what good sissy pet you are. Your sissy slave training really is coming along swimmingly.