Watch the full clip in my store! XO Download FREE Mommy Diapers, Plugs, and Cucks You - February 04, 2021 - 187.01 MB
I must say that you’re just as attractive in person as you were in your application. But do you really think you’re ready to be Penny Barber’s submissive? Strip for me and let’s find out! I pull out a pink trial collar and you immediately begin to
We both know that you are not a real man. You lack to many qualities to consider yourself a real man and that's probably why you enjoy being a sissy. Today you will advance as a sissy for your Goddess and learn how to dress like a sissy whore in
I am very excited to begin training you as my new sissy maid. So many wannabe sissies are too lazy and undisciplined to make their fantasy of feminized servitude come true. I can tell you aren't like the other girlie boys, though. We are going to
Featuring Miss Marisa Download My sissy whore - July 15, 2023 - 1.08 GB
If you had known that the punishment for being caught with no less than THREE PAIRS of my panties would be diapering, being dressed like a sissy girl, and humping your pillow to orgasm while worshipping my feet, you would have done it ages ago! And
A Penny Barber Fantasy. Watch the full video in my store and follow me on Twitter.com/PamperedPenny! XOX Download FREE Sissy Trained to Cum in Diapers - November 25, 2022 - 204.25 MB
Featuring Miss Marisa Download Boyfriend becoming a sissy slut - September 29, 2023 - 2.42 GB
Hello again sissy. I see you are eager to learn more about how you can become the most efficient and successful sissy whore for Me. In today's lesson you will learn how to stroke and suck cock. Pay close attention, this is the most important skill
Featuring Miss Marisa Download Be a good sissy whore - September 03, 2023 - 884.44 MB
Full video coming soon! Follow me here or on Twitter.com/pamperedpenny for updates. XXX Download May Cause Ditziness Trailer - December 10, 2020 - 191.73 MB
You’ve been adjusting so well to live as my diapered little girl! But now that I’ve diapered and subjugated your cute little cock, I need to train it to perform: to come in diapers, to get stiff when you sniff my panties, to squirt on command—to
I know you want to play my game but what is in it for me? You can have a turn...if you wear nothing but a pair of my panties the whole time you play! You can wear the ones I have on right now. I will be naked and you will be pantied but I think only
When I walk in to find you tied up and dressed up like a widdle sissy baby, I think...let's go with it! You may be the one who is shocked by what I do when presented with a helplessly bound widdle sissy baby Download Penny Catches You in Sissy Baby
Look at you, all dolled up and looking like such a pretty girl! Every time you slide into a pair of panties your clitty starts throbbing, doesn't it? Sissies never have big cocks, they have little tiny clitties that fit right into a tiny pair of
Mistress Alleria cleaned out her closet and has decided to give you, her pretty fem boy sub, a whole bunch of new outfits, panties and shoes. Which one is your favorite? Download Dressing up my Pretty Fem Boy - July 24, 2021 - 659.24 MB
Clitty Lockup I have big plans for you today, sissy. It's time to submit to some intense sissification training! I know you're feeling submissive and horny from wearing your panties but I'm not going to let you rub your clitty today - you need to
Are you ready to have the kind of orgasm that a sissy REALLY needs? Sissies shouldn't masturbate and cum like real men - you need to masturbate like a sissy and have a sissygasm! I'll lead you through the process of fully embracing your girly side
We noticed our panties going missing while we were on vacation, so we decided to come back to the hotel early to catch the culprit. Who should we find but you, a secret sissy who's been stretching out our favorite lacy underthings! Of course, this
I have a special treat for my sissy slut today! There's two big stud cocks waiting to be serviced, and you're just the little slut for the job. You're all dressed up like a good sissy, wearing a wig, make up, and lots of slutty lingerie under your
Calling all sissy sluts! I have a very naughty task for you today. Grab your sluttiest pair of panties and follow all of my instructions to be my good sissy bitch and provide me with some personal entertainment! KEYWORDS: Sissy Training,
It's time for your SIssy Task Of The Day! I'll tell you exactly how I want you to entertain me. You're going to give me something to giggle about with my girlfriends later! You know you can't resist following my orders when I show off in my
I'm sure a sissy like you has a nice collection of women's lingerie - everything from panties, to babydolls, to pantyhose of all kinds. It's addictive, isn't it? Pulling on a sexy little thong and some sheer pantyhose gets your clitty throbbing.
Welcome! I introduce you into the manor. You will be a Sissy Maid under the control of our Mistress Daisy. I inform you of the frilly slutty attire that you will have to wear during your service. I tell you about your duties as a ‘bottom feeder
I want to work on a very important sissy skill today - training your little sissy hole! Slide into your naughtiest lingerie, then grab all of your favorite toys and some lube. I want to open up your tight hole and train it to take something nice and
Ready to be a complete slut for me? Grab your sluttiest sissy outfit and all of your toys, I want to train your holes today! I'll tell you exactly how to suck and fuck every toy while you drip in your panties. Be my obedient little slut and show me
I know you want to offer yourself up to real men, but you need some training first. Anal training, to be precise. Your ass needs to be stretched wide open and ready to take an alpha cock to the hilt. Luckily for you, I have just the thing - a long,