Category: 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

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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.

Humiliation phone sex with Miss Remi

humiliation phone sex

 

I had the hottest humiliation phone sex with one of my favorite, little sissy bitches last night. She called to tell me all about what a little cum whore she’s been and all the fat, massive dicks she’s been draining with that slutty mouth of hers. This pathetic, little whore has such a tiny clittie, she 

has no choice but to be a cum slut, sissy bitch. My hot cunnie was soaking wet after hearing about my slut bitch getting her dirty whore pussy packed with cum! I love knowing my little cum princess whore was on her knees, rubbing her tiny, sad clittie through her silky panties and swallowing thick shots of cum. She calls me every time she gets fucked like a cum dump slut, so that I can tease her and laugh at her for being such a pathetic cum slave!

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.

Online Sissy Training For Egirl Futanari!

Online Sissy Training

You and I both know you’re a submissive little Futanari! That’s a hermaphrodite who sometimes has both genitalia, and sometimes only a cock! I give those sissies my forced online sissy training, giving them anal gape training, dress up instructions, and general humiliation! Only my best sissy bitches get to become my Futanari! If you want to be a Futa you have to work for that puta, honey! Going out and selling yourself is a great way to pay for those expensive top and bottom surgeries I’m going to force you to have, as well as the hormone replacement therapy that comes with it! As long as you submit to me, you can keep your Futa cock and use it to fuck other little sissy shemale bitches. Are you going to be a good girl, or will I force you as a slave?
I know it turns you on to think you could live out your days as a cum slut bitch with both a pussy hole, a bussy, and a cock! I could use you as my ultimate little fuck toy. Some of my Futa‘s even get to slide their massive girl cocks inside of this royal cunt! I’m wet now, where are you?

Sissy Girl Training

Online sissy training with my Barb!

Best sissy trainer

Where to begin? Master Brielle  gives the orders and never takes them. But, as my Sissy Apprentice, his job is to let me know his greatest weakness as he becomes aware of them. Plus, in my blog “Execute the mission” I require my sissies to “make sure they speak up and say exactly what they want done to them!” I will soon discover that he must confess all to me. So here are the rules all of them apply! Any disobedience will lead to some serious torture.

  1. Mandatory sessions with me for at least 3 months. Monthly, Every 2 weeks or every week – I will decide. They are not to be missed. Worst case – a text only session.
  2. Required dressing in girls clothes as decided by Me. Total complete emasculation stripping away every ounce of his male ego, persona and mindset. Replacing it with a completely perfect feminine image. Monthly, Every 2 weeks, every week, every other day or even every single day. How long each time? 1 hours, 2 hours, 4 hours, or even 24 hours. On one end of the scale, once a month for 1 hour. On the other end of the scale, every single day for the entire 24 hours which means he will always be dressed in girls underwear and must sleep in a nightgown from this point on (unless I decide otherwise).
  3. No Orgasms EVER unless he cums like a girl meaning a dildo, vibrator, or strap on up his ass. Then he must swallow every drop of his cum.

 

He begs me “Please train me Master. It is what I deserve.”

Look at her!!!!!!! isn’t she beautiful!

BBC sissy training

Ready To Watch

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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.

Sissification Contest With My Perfect Sissy

Today I had the most fun with my Sissy Tj she was used for a good Sissification contest. I dressed her up in a pink chiffon rob with pink feather trimming her chastity belt, pink knee-high stocking and white heels. I wanted to show how well of a Sissy training TJ has had so I made her clean my nut filled cunt and I made her lick it all clean. While she licked and scooped the nut out of me with her tongue,

Sissy slave training

I had my BBC friend stick his throbbing in her tight little man pussy to show how well she can multitask and take cock. Oh boy! My sissy Tj did not let me down she cleaned me so well and fucked that Big Black cock like a good Cum Dump. We didn’t stop until we both came hard, and my sissy was all filed up and dripping with lots of cum. I know I won because sissy Tj is perfectly trained.  

Sissy Girl Training 101

Sissy girl training

A good mistress knows, instinctively, how to train their sissy slut into the proper fucktoy. My sissy slut, Emily, is my greatest accomplishment. She came to me unsure of herself and in need of guidance and confirmation on everything. I made sure I taught her to recognize her place as a useless sissy slave worthy only of serving and pleasing her sexy seductress. I had to help her understand that her worthless, little clitty was no longer her own. It belongs to Mistress Heaven now. Sissy Emily learned her place beneath me, pretty quickly, but even she makes some mistakes and finds herself getting into trouble. When she’d misbehave or make me cross, I’d lock her little clitty up in a chastity cage and leave it there for days or weeks depending on how upset she made me. I’m not all about punishment and pain; although my tight, juicy mistress pussy does get wet when I make my slutty sissies suffer for my pleasure. I’m actually a very kind-hearted mistress that loves to take great care of all my sissy cum sluts in training. I simply demand the same in return. At the end of  each of our intense slutification training sessions you’ll be thanking me for whipping your little clittly into shape. Literally and figuratively. In the beginning of my sissy training, you will wear your precious pink chastity cage just like all the rest of my newbies. As you get better at your training, you’ll be outfitted with various cages and butt plugs. Each one color coded and sized for your individual level of sissy training. Pink cages and butt plugs size small adorn all my baby sissies. By the end of your training your little clitty won’t even need a cage. It’ll never get hard or leak any of your boy juices again. Not unless Mistress Heaven allows you to do so. You’re going to enjoy me forcing you to embarrass yourself by making you wear a red silky thong and tights to your job, then demanding random pictures to make sure you are obeying. I will get a good laugh while you whine to me about your sissy fears and embarrassment. I love hearing all about how your red panties were clearly visible at the company meeting. Then I’ll let you tongue kiss my tight pussy once I’m satisfied with your humiliation. Sure I may smack your eeny weeny clitty a few times for good measure. That’s just to remind you of why it’s important to keep that little clit locked up safely. Trust me when I say you’ll be on your sissy slut knees crying with pain, pleasure, and sincere appreciation for your heavenly mistress. 

Sissy training with Miss Remi

sissy training

Every half decent sissy training mistress knows that Christmas is perfect for finding little sluts shopping for panties and that’s exactly what I do! No one looks twice at a man browsing the silky, soft piles of women’s panties at a department store around this time of year. You might think they’re just shopping for their wives, but I know their kinky, little secret. I find secret sissy whores like that every year. I follow them to the fitting rooms and sneak in when no one is looking. A few clicks with my phone and I have pictures that can ruin them! I think they secretly love being blackmailed by a hot mistress and being forced to suck fat, hard dicks at the risk of being exposed by me! I don’t care either way, I just love turning them out!