Tag: sissy maid training

Best Phone Sex with My Slave

best phone sex

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!

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!

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.

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

Naughty maid phone sex whore

Naughty maid phone sexSissy Boy called me up for some naughty maid phone sex. He has been such a dirty sissy cuckaholic and needs his whole entire house cleaned from top to bottom from all of his sexual antics. A bunch of his big black dick friends came over to play with his sissy pee pee all night last night and clearly they have made a huge ass mess that needs to be tended to. He’s such a horny sissy, his little cock is constantly twitching just dying to be played with! He called me up and begged me to come and help him clean up the mess. Of course I showed up all dressed up in my sexiest maid outfit. My tits were pushed up and looking phenomenal as usual. My ass was nice and big & juicy, when I bend over you have the perfect view of my slutty fuck holes. Even though i’m there to help Sissy Boy clean, I am also there to totally humiliate him and make fun of all the filthy, nasty things that i’m gonna make him do! I’m looking like a total fuckin goddess as I strut around in my sexy high heels. I drive Sissy Boy crazy. He has never been this close to a real life princess before. I may be a maid but I still own him and his pathetic little pee pee. In fact, I think i’m gonna invite those big black cocks back over to his house because I want to create a little bit more of a mess and have a little more fun with him before I get down & dirty and scrub his place clean. Sissy Boy is all dressed up in his prettiest lingerie and looks like a total little whore. I shove his panties to the side and plunge one of those huge anaconda cocks inside of his asshole while another goes into his mouth. He has one in each hand while he strokes them hard. I have to whip out my phone and take pictures so that I can always remember how fucked up Sissy Boy is, lol! Sissy maid stories sure are fun to tell and talk about, especially with this special Sissy Boy!

Sissy maid husband

Sissy maid training

 

My husband is my little submissive pet. Part of keeping me happy, other than letting me fuck other men and spend his money, is waiting on me and being a perfect little sissy maid for me. He wears a french maid outfit, thigh high stockings, stiletto heels, and has a plug in his ass when he’s being my maid. All I have to do is ring a bell and he comes rushing to my side to serve me. Whether it’s fetching me food and drinks while I’m in bed having marathon sex, or fluffing my Bull’s big cock for me, or climbing between my legs and eating my pussy and creampie. It just gets me so hot seeing him in his outfit, totally humiliated and degraded being forced to wear women’s clothes and a plug in his ass. Sometimes I like to order takeout just so his has to answer the door in his outfit and let others see his shame. I just love degrading him.

Sissy Boy Maid Wanted

Best Phone Sex

I’m looking for a pretty little sissy to make into my new toy. I need someone who I can force into playing dress up! Pretty sissies are my favorite toys! If you want to be my new sissy slut, you have to do everything I say. You have to be my pretty faggy maid and wear a pink maid uniform while you dust and worship my rubber cock. . 

I want a sissy who will wear pretty lipsticks and will gag on my strap on! If you are a really good little fag, I’ll even bring one of my boyfriends for you to suck. I love rewarding my sissy fag toys with creamy cum! And if you’re a really good toy, my big dick boyfriend will fuck your boy pussy so hard. I love watching you get fucked on your hands and knees while I play with my wet, bald cunt. I love watching my boyfriend fill you up with cum! So, do you have what it takes to be my new toy?

Sharing My Pet

Sissy maid training

First off, if you do not know Nicolette then allow me to introduce you to her.  She is one of the kinkiest friends that I have.  A few years ago I helped her with one of her sons.  Since that time her and I have become fast friends.  She is super hot.  I mean, look at her.  Her tits are simply amazing. Now onto the story part of this blog:

Nicolette was spending a couple days with me so we could catch up on things since it had been ages since we had spent any real time together.  Our conversation turned to sex.  For some reason it always does when the both of us are speaking together.  I told her about how I can afford to now pay people to have sex for me while I watch.  How I have a new play thing who was at his Parent’s home for the Holidays, and that I started learning about BDSM.  When I mentioned that she perked up quite a bit.

She asked me if I could get a hold of my pet who I play with now and then.  I told her I could most certainly try.  I texted him and being the good pet he is, he texted right back even though he was out for dinner with his wife.  I told him that I really didn’t care that he was there with her, I wanted him here, now!  He sent back a short reply of, ‘Yes Ma’am.” Then we waited.

Forced feminizationWhile we waited we went up to my closet to pick out some appropriate apparel for our fun.  The doorbell rang and I went to answer it.  He was there, kneeling by the door to request permission to enter.  I told him not yet and yelled for Nicolette to come down.  She came to the door and laughed.  I told him he could come in, he looked confused.  He wasn’t used to having anyone with us when we played.  I introduced them and we were on our way.

We made him put on a pair of panties all while informing him of what the night would hold for him.  He didn’t like wearing the panties, but tonight he was our little Sissy and he would be trained to be our Sissy Maid.  He stood there in those panties, it was almost comical, he was truly embarrassed.  Nicolette suggested that he be punished for not liking what his Domme had given him to wear.  I told her where the gear was and she brought out everything.  Her and I decided on the canes.  He bent over while her and I took turns reddening his Sissy ass.  With each swat he had to apologize.

We then moved onto some strap-on play.  I have to say, Nicolette was a beast with that thing.  I have never in my life seen someone get fucked so hard.  She was thrusting into him so hard that I thought for sure he would go shooting out the window onto my front lawn.  She then made him clean off that which had been so violently rammed into his ass.  I went behind him and continued to widen out his Sissy pussy.  By the time we were done he was in tears from the humiliation, and Nicolette and I were enjoying seeing those hot tears running down his cheeks as he thanked us both for the lesson.

Sissy humiliation

 

Phone Sex Therapy: I Can Size You Up with a Glance

phone sex therapyDo you need phone sex therapy? Many men do. This hot sexy doctor is in. I am a doctor too. Not an MD, but a PH. D in psychology. I teach college by day and have phone sex by night. I have extensive hours and research in human sexuality and behavior. I can tell you if your wife is cheating and likely tell you why. I can tell you if you are gay, a sissy or a fetish panty wearer. I can size up men with a glance or a conversation. When Trevor was hitting on me at the bar last night, he didn’t like the fact that I sized him up so quickly and so precisely. I told him he had a small dick, that he over compensated with expensive clothes, a sports car and by flashing his money. He told me I was full of shit. I had him put his money where his mouth was by proving me wrong. I made a little wager. If he had a dick bigger than 6 inches, I would go home with him. If he had less than that, I would peg his ass in front of all my girlfriends who were with me. He took my bet. I thought for a moment perhaps I was wrong because most men would not take that kind of bet if they thought they would lose. I wasn’t wrong. He just wanted some small dick humiliation and a good ass pegging. He measured less than 4 inches. My girlfriend took off her panties and told him he belonged in panties not boxers. He put them on and I pegged his ass with a beer bottle. I didn’t have my strap-on with me. It is something perhaps I need to stash in my purse for such occasions. Trevor fell in love. Not with me, but with that beer bottle up his ass. Hardest his dick has ever been.