Category: Sissy maid training

You Would Look Lovely In A Dress

Sissy humiliation

The moment I met Ben I just knew he wasn’t the man he pretended to be. The way he would admire my clothes and style in such a way it seemed like he idolized me. Most men have a look when they are undressing me with their eyes. Not Ben, he wasn’t undressing me he was playing out a whole different kind of fantasy in his mind. On the outside he was handsome, strong not a bad man to have on your arm at all. However, I can see past that to what is lurking beneath him. Inside he was delicate, beautiful and I would guess very horny. Most locked away sluts tend to be. So tonight I planted the seed that will hopefully lead to me coaxing out the slut that lays beneath. As we returned to my home after an evening out instead of pulling him in for a kiss, I whispered in his ear “You would look lovely in a dress”. I sent him on his way after that, the look on his face let me know he would be back. And me and my closet of fun will be waiting for him.

They can watch

sexy chicks

Sexy chicks are always the freakiest ones. My friend and I had a double date. A little bit of alcohol makes us both horny sluts. My hot friend is a blonde bombshell. We both have a mutual attraction to each other. We weren’t feeling the guys much. We couldn’t keep our hands off each other. After dinner, we went back to my place. The guys assumed we were going to have some hot group sex together — no way in hell. I wanted my hot slutty friend, and she wanted me equally. We both got down and dirty and began to make out and scissor in front of our guys. We had no care in the world. I wanted to make her orgasm so bad. The guys kept trying to jump in, but we had it planned right. They could watch, but they can’t touch.

Phone Sex Therapist for Sissies

phone sex therapistAs a phone sex therapist, I encounter sissies often. There are all sorts of men I won’t fuck. I say no to small dick men, broke ass losers, cuckolds and sissies. I want a masculine man; one with a cock I can feel. Mark was no man. When he showed me is dick, it was like a turtle in its shell. I saw no dick. Just lots of skin and some balls. He was a no dick wonder. He was clearly a sissy. He just needed a sissy trainer. I have mostly cuckolds in my posse of losers, so a sissy was a nice addition. He craved sissy humiliation and training. I took him shopping for panties at Victoria Secret and made him tell the hot sales clerk that he needed pink panties to protect his little clit stick. She snickered at him, but that was what I wanted. The more he was shamed, the more he wanted to please me and any one I wanted him to please. I had him buy the hot sales girl some sexy lingerie she could wear for a real man. I made him buy me sexy things too. All he can do for sexy women like us was buy us things and entertain us. Sissies are a girl’s best friend because they wait on us hand and foot. Plus, they do whatever they are told to do from singing us silly little songs to buying us pretty things for real men. Sissies are growing in number, so we now have a new site of the best sissy trainers around. If you are a shameful sissy, check out SissySlutHut.Com

sissy humiliation

Sissy Maid Stories Are So Hot

sissy maid stories

Sissy Maid stories make my young pussy so hot. I love when I have a hot strong man come begging at my feet for some hot coed pussy. I told Mark that the only way he would be able to get my sweet pussy is if he put on his maid outfit and cleaned my Condo with 6 of my friends Present. ANd he had to keep his big black dildo clutched in his tight ass as he did so! I didn’t want a speck of dust left anywhere. My University Girls came over to drink wine which Mark had to tiptoe in his black heels not to spill one red wine drop on my white carpet. And to humiliate Mark and his small penis under his frilly maid outfit! All night he was serving us and the girls would take turns fondling his little package under his skirt, pinching and pulling that cute little boy dick that never belonged on a grown ass man. We were nice though and ordered some hot cock in the form of all-star football players to give us creampies so Mark the sissy Maid could lap us up like Icecream! 

Phone Sex Therapy for Small and Average Dicks

phone sex therapyPhone sex therapy is necessary for many men. So many tiny dick losers out there and they need a healthy dose of reality. I have this new Pet who has 6-inches between his legs. Because he is above average for cock size, he thinks he should be able to fuck me. For hot women like me, however, 6-inches is too small. I want 8-inches or more in my sexy MILF pussy. I am in my 40s and my days of small cocks are long gone. I have been training my new Pet to understand he is not lover material. He is average and thinks he is God’s gift to women. Those sorts of men need sissy humiliation. They need to learn they are the equivalent of a pet. I treat my pups better than my pets, however. My pups are spoiled bitches. My pets are just bitches. He wants to be in my company, he needs to learn his place which is on his knees licking my cum filled pussy; by my side putting a big dick into my pussy; being my errand boy. He is slowly learning. Next up, he will learn to fluff cock and clean up my pussy. Do you need some sissy training too?

The pool boy has a big black dick

sensual phone sexSensual phone sex is the best. I like seducing young guys who are hungry for a sexy young wife. My new pool boy is hot and has what I want so much. A big black dick. I have fucked the last few pool boys but none measure up to this chocolate stallion. The moment I laid my eyes on him was the moment I needed him deep in my holes. My tight ass and twat was calling out his name. It felt so good to feel him push his big black dick in me. I could feel him stretch me out. I didn’t hold back. I asked him help me with a light switch and I pulled his pants down and let him fuck me in my bed. We also fucked in the pool and on the kitchen Island. I gave him five stars for customer service. 😉

Mature Phone Sex Women Like Big Dicks

mature phone sexMature phone sex fantasies are common. I get a lot of younger men calling me for milf fantasies. I excel at being that hot woman that offers release to younger men. Now, I am a cock size queen, so I don’t want my men too young. I’m in my forties, so those teen boys and college studs are perfect for me. They aren’t virgins, but they can still benefit from some tutelage to become a great lover. Men get personal satisfaction with two major things: providing financially for their women and families and providing sexually for their girls. Not every young stud I fuck can satisfy a woman with his dick, so I coach them on how to be a good cuckold. It is better to hear that you have a shrimp dick when you are younger. Carl is a handsome college boy. Smart and cute, but he was cursed with a 4-inch dick. That is not going to give a woman pleasure. It certainly wouldn’t please me. He was hoping to be the teacher’s pet, but he became the teacher’s sissy instead. I dressed him up in a sissy maid outfit and gave him tasks from cleaning my office to worshiping my ass. He did well with his tasks. He was just happy to be in the presence of a sexy babe. I was happy to have a new sissy assistant. Some men transition easily into sissies, some give quite a fight. Carl is a natural sissy and I am lucky to have a new sissy slave who doesn’t need a lot of training to except his position in my world.

Sissy Face Sitting

Femdom phone sex

I love having my pussy eaten by a submissive man. Especially when I’ve got a hot load of cum inside me from one of my BBC bulls. I like to sit on his face and take control. Having my pussy licked makes me cum so fast, but face sitting makes me feel powerful and dominant, like the sexy femdom Queen that I am. I want you to lay on the floor while I stand above you and then squat onto your face and put my pussy and ass right on your mouth. I’m in control of the situation now, and you can’t stand up until you’ve made me cum and let me squirt all over your face. Maybe if you’re lucky I’ll let you stroke your tiny cock while you lick my pussy and asshole. If you’re a really good little pussy pleaser for me, I’ll even fuck you with my strap on and jerk your cock from behind while I do it.

Naughty Maid Phone Sex For Cucky Hub

I’ve this cucky husband that just cannot help but watch me take different cocks and the best part about this is getting into the kinky roleplays we love and Naughty Maid Phone Sex is a real fun one. I love to twist things a little up and make it more exciting. This recent little idea of me dressing up as a naughty seductress maid type thing for a couple of male friends and my hubby would be in the sidelines watching us from a corner. Well we were getting pretty hot with me sucking off two cocks and having my breasts played with while the third guy fucked my pussy while i sat on my hubbys face. It came clear to the guys quickly that he needed to be servicing their cocks while all three of them fucked me. Dennis quickly became the maid of the night and he was quite the little slut with this sissy maid training. He was getting dressed up in the frilly panties I just took off that were covering a sopping wet cunt. We also dressed the little slut up in the frilly pink apron and I even let her wear my garter belt and stockings.

If it’s phone sex therapy sessions that are in the lines of being a Sissy or a cuckold we could have some hot fun together. I haven’t any taboos and the idea of being limited in how we play is obscene! The more obscene your fantasy is the more fun we can have with it I am certain. Our roleplay going from cuckolding his wife to being sissified and made a whore to big dick is a nice twist in the usual cuckold call, and I welcome that. If you wish for a very specific fantasy you are welcome to email me the details and set up that call with me so we can have some sexy fun.

Naughty maid phone sex

Sissy pegging

Femdon phone sex

If a man’s cock is under 7 inches, I don’t allow him to penetrate me. He can make me cum with his mouth, but that’s it. Instead, I like to fuck him with my big thick strap on. Fucking a guy with a strap on makes me feel so sexy and powerful. I love bending over a man and making him my little sissy bitch with my big fake cock.

I met a cute guy at a club last night and brought him home with me only to discover his cock was too small to please me. My urge to Domme men with little cocks took over. I pushed him back on the bed and laughed at his sad little cock. His humiliation was palpable. I climbed onto the bed and sat on his face and told me the only way he could play with my pussy was with his mouth. I rode his face and came over and over. When I was done, I told him it was his turn now. I had him flip onto his knees and slipped into my strap on. He was nervous, but sissies never fight back hard. I spit on the tip of my silicone cock and started to work my way into his tight ass. He had never been fucked in the ass before. I slid my thick cock into him and he started to moan. I began to thrust in and out faster and faster. I asked him if he liked being my little sissy and taking a cock into his ass like a faggot. My fake dick in his ass felt so good that he couldn’t even deny how much he loved it. Instead, he begged me to pound his tight little asshole even harder. He reached between his legs and started to pull on his sad little cock until he was squirting his cum all over himself while my strap on was still in his ass.