Category: Sissy maid training

Best Phone Sex with My Slave

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I had heard all about girls who have used strap on their significant others. I was obsessed with hearing all about it and wanted to use it on my boyfriend. I think it is so hot to be able to take control and make a man get pegged. My cunt gets so wet at the thought of me completely naked and holding a nice big one and getting you so weak and submissive enough to let me take control. I want that power. The best thing ever is being able to make you my bitch. Once I have you where I want you, I begin to be in charge. I ahead bitch in charge who knows what she likes. My boyfriend was so against it, but I knew I could convince him. A threesome would probably get me to a yes a lot faster than I think. There was one thing I knew for sure that would seal the deal. I promised him endless blowjobs all year. I love sucking and fucking but to be frank he is more of grower rather than a shower. Also, I have had to look elsewhere to keep my sexual needs met. Once I got him to agree, there was no turning back. I had him in my power. I love making him my bitch and getting him on all fours was the best. A perfect pegging slave for the night. I think I can get use to using this on him. I think it is my new favorite toy.

My Hot Sissy Maid Stories

sissy maid stories

My sissy maid stories are sensual and really naughty.  Billie was a man in his previous life. I mean he was born with a dick, “giggles” if you can call it that. He was drawn to my dominance and how I kept men begging at my feet. His tie and suit didn’t fool me one bit. For weeks I had pulled him in close and then gave him the cold shoulder. That’s the power of having a tight young body. When I was sure he was ripe I invited him up to my parents’ place for some hot roleplay fun.sissy maid training

I had him undressed and when I saw his tiny shriveled Penis, I couldn’t help but laugh. And now I had Made my Billie shy. He was so embarrassed his how body flushed pink. It was time for our sissy maid training! I put him in the frilliest and sluttiest maid outfit with all the frills that comes with it. And now it was time for him to serve me. I loved spanking his tight ass as I lifted his skirts! Any Mistakes were swiftly dealt with and his submissiveness made me so fucking wet.

Working a nice big black anal Plug up his ass, I had him kept in as he dusted the entire penthouse. My sissy maid would undress me with his sexy mouth and plant his face in my wet tight cunt until I was satisfied! Not To mention the cuckold shows I would give him with bull cocks sliding in and out of me!

I still remember the very first day that sissy maid Billie tasted another mans load out of my pussy. He wet his black lace panties! I knew then it was time to get him Cum directly from another man’s cock! Now where M sissy men at, Its time for you to be mine!

Sissification Of Ben

Sissy humiliation

It didn’t take long for that little earworm I left him with to do the job. Ben showed up at my door last night, he sheepishly asked if he could come in. I showed him in and chuckled as he admired my silky black robe. As planned I took him into my room and instructed him to remove his boring man clothes. When he is a guest in my house he won’t pretend to be something he is not. I gave him a stern look as he attempted to protest what I had said, but he was wise to reconsider keeping up his facade. I opened up my walk-in closet full of my nicest clothing, including lingerie, dresses, and business wear. Oh my did his eyes light up. Smiling I got closer and took a quick inspection of this little sissy’s body. “For tonight we will start small” I assured my sweet gentle hearted new pet who was now starting to quiver with excitement. I shifted through my drawer to find a suitable sexy pair on silky red bikini style panties that I felt would fit perfectly around his slightly over-sized clit. “Ok sweetie, let’s find you a dress” I teased. I laughed as those few short words cause a big wet spot to grow in his panties. 

Making a Sissy Maid

Forced Feminization

I love when I get the chance to turn a man into just a little sissy who caters to my every whim. My newest plaything is just too adorable, we play dress up into the cutest little frilly dresses complete with stockings, panties and training bras! He said that he wanted to do anything to make me happy so today we are turning him into a little sissy maid for me to use! I found a cute and sexy little French maid outfit, short skirt and thigh high white stockings made him look perfect! I ordered him to draw me a nice hot bubble bath and he sat at the edge of the tub and washed my feet and legs, then my arms and back, since he was so good I let him wash my chest too. Then he carefully washed my hair, it felt so good to be catered upon! Since he did so good taking care of me that I even let him have some fun after I had dried off. I rubbed his little cock through the fabric of his panties until he came right in them!

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

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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. 😉