Tag: Femboy training

What sissy boyfriends are like

Best sissy trainer

I need a sissy slut companion who will be willing to join in on my crazy sex ventures! I like when I have a sissy boyfriend because sissy men are bitches and I like when a man is my little slutty bitch! I get to mistreat him, beat him and cheat on him right in front of him and all he does is watch and get fucked with me! No matter how much I mistreat my sissy cunt boyfriend he will always crawl right back into my bed and cuddle me with love and care! Sissy boyfriends are the best because they bring you  breakfast in bed without you even asking him to! Sissy boyfriends are the type to pave the road for you so you can have a smooth ride! They are really awesome like when we go shopping he tries girly clothes on with me so I don’t feel left out! Sometimes I put a leash on him when we go to the mall in case a bitch wants to steal my dumb bitch of a sissy slut from me!

Stacy Goes Shopping

mistress phone sex

I just must tell you about my little sissy Bob… I mean Stacy. Stacy is in the early stages of training and doing nicely. We have already had her body waxed so it is nice and smooth. Stacy cried like a little bitch the entire time though and it was pathetic. With every pull of the wax Stacy whined and I loved it. Anyways, now that my little sissy slut is all nice and smooth it was time for some panty shopping. I took her to the mall and went into Victoria Secret. Stacy’s eyes lit up with excitement until I told her we would be trying the panties on.

Embarrassed but knowing what happens if she disobeys me, she went into the dressing room. I told her to put them on and step out so I can see. Of course, the mall was packed and reluctantly Stacy stepped out in those pretty panties. She looked marvelously smooth, but I could see her little clitty was sticking out too. I laughed as the rest of the customers stared and whispering. One girl even took pictures. I was loving that Stacy’s face was turning so red and her clitty was leaking into the panties. A few minutes of humiliation went by, and I allowed her to go change. Now off to the dress store.

Sissy Phone Chat for the Holidays

sissy phone chatTis the season for sissy phone chat. Give yourself the gift of a sissy trainer this holiday season. My sissy sons love Christmas. They have some extra sexy little outfits this season to wear. I had them fitted for red velvet sissy dresses with matching bows. They look like sissy twins. The are identical twins anyway, but each has a little different style which helps folks tell them apart. One prefers the classic sissy looks: frilly dresses, fluffer panties, Mary Jane shoes and white ankle socks. My other sissy boy is more dramatic. She is a glam sissy. She likes bright colors, bold patterns, big hair, bold makeup. She loves my 80s clothes and has adapted and repurposed most of the things I have given her. They wanted pretty Christmas outfits for their school holiday dance. It is a formal dance, so I knew red velvet was the way to go. I love dressing them for school dances. They go to an arts school, so lots of LGBTQ boys and girls just like them. Last night, I was finishing the touches on their dresses. I had to make a few altercations. One of my lovers was over. We were fucking, drinking wine and he was helping me with some holiday decorations. His dick came back to life when he saw my sissy twins in their pretty red dresses. He knows they are sissy girls. Some of my lovers do not mind fucking my little twin cock sucking sissies. This guy, however, has remained adamant that he is only about pussy. He changed his tune after seeing how pretty they looked. How femme they looked. I am a great at femboy training. My sissy twins bent over, flipped up their skirts and pulled their ruffled panties down around their ankles. They spread their sissy cheeks. My lover spanked their bare asses, before fucking their sissy holes. After they got fucked like good sissy sluts, I needed to clean the cum off their pretty new school dance outfits. I can get cum out of anything. We had a nice evening. I got to share my big dick lover with my sissy girls. They may have out shined me momentarily. I am never out shined for long, however. I know how to take care of big cocks, which is why I am so good at sissy training.

Ready To Watch

mistress phone sex

Well look who came home with my husband today. His work buddy whom I have also made my little femboy. The two of you look pathetic. Go get changed into your sissy maid outfits. I left them on the bed for you. Pretty pink nylon panties, thigh highs, heels, and tiny pasties for your nipples too. You both come running down the stairs like fairies holding your butt plugs like they are your prized possessions. Pathetic is my description as I notice tiny wet spots in your panties. I should paddle you two, but I don’t have time.

A real man is coming over and we need to prepare. Assume the position I tell you. You both bend over and pull your panties down and I insert your butt plugs. These are the pretty ones. Jewels that light up. I turn them on, and your little pussies are shining through your panties. Now dress me, make me beautiful and clean my pussy and my ass with your sorry tongues. Make me wet and ready. You both lick and suck vigorously and to perfection just in time for the doorbell. Now go get my man and bring him to me. Undress him and make his cock hard for me. You lick and suck together, in unison like the perfect sissies you are. Now push him inside of me and watch.

Femboy Training in the Morning

femboy training

One of my sissy supremes called today for more femboy training. I love my sissies, but Margo is a sissy supreme. She is the sissy standard that I hold all my other sissies to. She likes to do marathon training. She also likes to make her sissy mom money. That is just one of my favorite things about Margo. She dresses frilly, does some candy and bends over for all the cock that has gathered around to fuck her sissy hole. I am a benevolent sissy trainer too. I am sticking some money away so Margo can get big bimbo boobs. You can be a great cock sucker. You can dress like a pretty sissy. You can act like a pretty sissy too. But without some boobs, and a wig, and makeup tutorials, you are just a dude getting fucked by another dude. Margo is pretty because I have helped her with her sissy training. She looks and acts the part of a sissy slut. Soon she will have the boobs to complete the look. This morning, she wanted an early session before anyone else was awake. I was off today but made some arrangements to accommodate my sissy supreme. I called all my sissy loving bulls. Big black bulls, some hung white married men and some sexy shemales. No one had less than a 9-inch dick. I knew Margo was up for the challenge. If anyone could service all those hung studs, it was her. One after another they drilled her tight sissy hole. No one cared about getting sloppy seconds either. For some sissy shaming, I had her walk across the barn with her skirt up and cum oozing out her hole. It was leaving a trail behind her. I decided that was a waste of precious seed, so I captured it in a mason jar for Margo to drink. One of the reasons I am the best sissy trainer for femboy faggots is that I know that guzzling cum helps your body get feminized.

The Perfect Mistress

Sissy Training Raine

Some of my sissy whores need more guidance than others, I gladly dole out discipline and rewards in equal dose for my stable of cum guzzling sissy sluts! If I find my sissies unwilling to follow my instructions they are met with a swift punishment, usually by anal torture, I have them stretch out their sissy bussys to the max if they are uncooperative. I need all my sluts to know who owns their asses and little clittys. If my sissy’s are obedient and follow my every command I make sure they are rewarded with new clothes, toys and even a good pounding at the gloryhole. When you play with Mistress Raine, you better be ready to obey whatever slutty task or chore comes to my brilliant mind!

not so forced sissy training on my new woman!

Best sissy trainer

“As a teenage boy, whose mother and older sister worked full-time, he had access to their clothes after school for several hours each day. During the summer? All day long. he dressed himself frequently. Head to toe. Panties, bra’s, stockings, pantyhose, full length body shaper, girdles, half-slips, full slips, blouses, mini-skirts, dresses, high heels and nightgowns. He even put on their makeup including polishing his nails. Did he cum when he was all dressed up? He tried not to but he did on several occasions. His most intense orgasms have always been when he is all dressed up. Didn’t they know? Of course they did. His sister caught him a few times and his mother absolutely knew. They ignored it. They pretended that it never happened. What did he truly deserve? Punishment to fit the crime. Because as powerful as his crossdressing desires are. His submissive desires are equally as powerful. (#1: You want to dress as a girl? Fine, you picked it. You made your choice.) But it will not be when you decide you are in the mood to dress this way. You will be required to dress in girls clothes quite often and will have no say in the matter. (#2: You want to cum dressed as a girl? Fine, you picked it. You made your choice.) But, you will only cum from now as a girl, A vibrator or dildo inside of you, with no touching of your cock. You are not going to just be dressed as a girl, you are going to get turned into a girl. You will have no say in the matter. Yes – he wants to look like a perfect girl just like his Master Brielle. What he cannot experience, without somebody else, is being under their strict control. This is what compelled him to contact me.”

He is the new sexy lady in town and I am his Master!!! 

Too be continued…..

Queen Presley Owns You

Best Sissy Trainer

I am the best sissy trainer, and I own your pathetic little soul. Sweet pretty girl, come play dress up with me and my girly friends! We don’t shave, we wax – every single part of our beautiful lady bodies. We always have to be ready to take some hot bull cock. Here, try on these panties! They’re so cute! All pink and lacey, and matching this bra! Here, put it on honey! We’ll get you hormones so you can grow your own tits and fill these bras out, but for now you have to be a cutie little A cup. Remind me again, what’s your name sweetie? Oh not that name! Your pretty girl name. Don’t you want to be a sexy bitch like me? You do, because I say you do. And Queen Presley owns you.

Sissy Cock Queen

Sissy Girl Training

I have so much fun training my sissies to be complete cum whores just like me! I show them the best ways to suck cock to get those guys nice and hard, then I tell them to gently take both balls into their mouth massaging them with their wet eager tongues. My sissies are the best at getting throat fucked and gagging on fat hard dicks, it makes me so proud to see them swallowing cum and letting their faces get slapped with big black cocks. I know they are thinking of me and trying their best to make me proud when they spread their asses and slide down on a fat one just like I taught them to! If you are a sissy who needs some guidance on how to take cock, I’m the best trainer for you!

Get in post its drill time

BBC sissy trainer

You are such a sissy and you know it. My favorite sissy though, you aren’t into big fat BBC like the usual sissy. You enjoy me stroking you and humiliating you. You follow all of my commands and you never disobey. You address me as your master, you stroke my ego and allow me to perform in my natural habitat. I am an alpha female. You don’t wish to be me. You just wish to get fucked by me. You love when I penetrate your ass with my strap-on and the way you look back at me while I am doing it…really softens me. I enjoy all the time you spend with me. When you plead and beg for mercy but I just continue to use your anus as my pocket pussy. I love dressing you up in sexy lingerie and doing your makeup making you feel super sexy. You are such a naughty man! You enjoy eyelashes and lipsticks just as much as me. Now do that favorite thing of mine where you apply layers of red lipstick to your lips and leave red rings around my nipples. I want you to suck my clitorus and make my clit extend. You know my deepest darkest secret (my clitorus extends up to 5 inches.) You enjoy the fact that it appears I have a penis and a pussy when you stimulate me. I was actually thinking maybe we can try and see if you can ride it with your anus like a harley. Come enjoy your naughty sissy trainer who gets soaking wet when she penetrates you. It’s just something about you submitting!