Category: Humiliation

  • Mean Girl and the Dweeb (season 1 episode 6)

    Mean Girl and the Dweeb (season 1 episode 6)

    He begged me to film him prancing around being a queer, haha. What a laughingstock! I know… I can't stop laughing either. See how he's lisping and begging for me to be strict and enforce a new sissy code of conduct on him. Maybe part of his new sissy rules can be for him to put on Little Step-Sissy shows… I mean I tried to be nice about helping him be gay but he only responded to harsh talk and laughter. How weird, right? But it's think it's best for everyone.

    Duration: 9 min | Price: $9.99

    Starring: Skyla Novea Tip Skyla Novea Directly

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  • Frilly Little Nightie. Mean Girl and the Dweeb (season 2 episode 3)

    Frilly Little Nightie. Mean Girl and the Dweeb (season 2 episode 3)

    Good morning dweeb. I see your still wearing your frilly little nightie. Want some breakfast? Well I do and your gonna be making it for me sissy. Say "yes miss" and fuckin thank me, now! Good. You gotta earn your keep now that we spent all that money on you at the mall yesterday. I bet you didn't expect us to go all in and get you sexy nighties too, haha. You look so cute in them with your panties peeking out at the bottom, ever so flirtatiously, haha. Are you turned on by them or are you super pissed that we let your bully pick them out for you, haha. I gotta admit that was a nice touch. I mean, there you were being humiliated at a lingerie store by a bunch of laughing women… and you bully shows up and starts pushing you around, hahahaha.

    Duration: 4 min | Price: $5.99

    Starring: Skyla Novea Tip Skyla Novea Directly

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  • Prance For Me. Mean Girl and the Dweeb (season 2 episode 1)

    Prance For Me. Mean Girl and the Dweeb (season 2 episode 1)

    Now sissy, put on a good show for me, if you do a good job I'll go to the mall with you to pick out lots of new sissy lingerie for you. Now you look so cute in your bra and panties… give me a twirl. That's right dweeb! And I think you should be more grateful for all this… I want you make sure your sissy clit is hard while I degrade you like this… stroke it sissy… I let you keep those pink panties for a reason, now rub your cock through those pink panties and show me that you appreciate my work here!

    Duration: 14 min | Price: $10.99

    Starring: Skyla Novea Tip Skyla Novea Directly

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  • Mean Girl and the Dweeb (season 1 episode 8)

    Mean Girl and the Dweeb (season 1 episode 8)

    Pink or black. Haha.., definitely pink! Oh this should be the last nail in his coffin. He's so fucked when I pretend to find these here. I'm gonna need an audience this time. I'll make sure the dweeb has enough bras is all the colors he needs to be a good little entertainer for my friends. Every little play he puts on for us will be more degrading than the last and he's gonna need plenty of bras and panties for that.

    Duration: 8 min | Price: $8.99

    Starring: Skyla Novea Tip Skyla Novea Directly

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  • You Will Call Him Sir. Mean Girl and the Dweeb (season 2 episode 8)

    You Will Call Him Sir. Mean Girl and the Dweeb (season 2 episode 8)

    Oh it was such a good idea to search the Dweeb's room… Oh no, he wouldn't hide my pink bra in the same spot as last time! Oh, what a ****… Yup here it is! Well, put it on for me Dweeb! Oh and since this was such an obvious cry for Sissification help were gonna make some extra strict rules for you to follow in this house! You must now call all of us Mam and all the men Sir! Oh and I cant wait till you forget to call my Step-Brother Sir, cuz he's gonna bConsume you and shove his jock strap in your mouth! Oh and don't whine to Step-Mom cuz she's gonna laugh at you when it happens!

    Duration: 7 min | Price: $7.99

    Starring: Skyla Novea Tip Skyla Novea Directly

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  • I Blew Your Bully. Mean Girl and the Dweeb (season 2 episode 7)

    I Blew Your Bully. Mean Girl and the Dweeb (season 2 episode 7)

    Oh, I see your finally home, dweeb. It took you long enough it's almost time for you to make us dinner. And what the fuck are you doing with your panties on your head? Oh, he made you, haha. It's like a 7 mile walk back from school, did your bully make you walk like that all the way home??? hahahaha. That's so precious, I'm gonna have to make sure and thank him again. Yes, I said again, I promised him I'd blow him every time he did mean stuff to you. When he pantsd' you and made you take the panties off… that was classic. Oh I saw the video of it… he ran those red satin and lace panties up the flagpole. I guess that's why your late huh. It took you a while to get them down, you missed the bus… and had to walk home? But when did he make you wear them on your head? After you change and make us dinner, dweeb. Step-Moms in the other room, don't forget to thank her and curtsy as you thank her for picking out the perfect outfit for you today. Pairing a bright red bra with a thin white dress shirt was clearly designed to get you laughed at. It played such a lovely part in your degradation today and is gonna go a long way in destroying what's left of your self respect and scarring you and for life.

    Duration: 10 min | Price: $10.99

    Starring: Skyla Novea Tip Skyla Novea Directly

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  • Swallow That Cum. Mean Girl and the Dweeb (season 2 episode 11)

    Swallow That Cum. Mean Girl and the Dweeb (season 2 episode 11)

    I see your back, dweeb. Did your bully take it easy on you today? No??? Awe, come tell your loving step sister all about it… you look so tired. Were you scrubbing toilets and floors all day or was he fucking your throat like a sissy Slut? Why are you just shaking your head, why don't you speak deeeb, your supposed to say "yes miss" when I address you. Oooh, you have his cum in your mouth??? And your not allowed to swallow it until you got home? Until he gives you permission? Awe, that's so hot that he humiliated you like that tonight. Don't worry fag, I'm gonna be a good sister and call him for you right now. Hey, the sissys home and apStep-Parently has a mouth full of some studs cum, haha. I knew it was yours silly, does the dweeb have permission to swallow now??? Ok, I'll pass it on… ok babe, your such a real man, I love when you think of stuff like this! Ok babe, bye. OK fag, he said he wants me to get a quick video of you enjoying that cum with a Big Step-Sissy smile on your face. Ok go ahead and swallow Step-Daddy cum! Good little cum dumpster, now thank your Step-Daddy. Good sissy. Wow, you looked like you enjoyed that a little too much. Maybe we really did turn you gay, haha. Ya know me and Step-Mom never thought it would really work but I kinda wonder now about how much progress we've really made. Here, let's try something, I'll pose for you while you stroke your tiny cock and then I'll let you spill some sissy cum on my legs. Come on dweeb, whip that sissy clit out. Why are you hesitating? This is a huge opportunity for a sissy like you. Ohhh, you think it's a trick??? You think I'm gonna report you to your bully? Well you did give him a pledge and I guess he does kinda own your cock now, haha. Well I'll tell ya what, fag… I'll pose for you while you recite your sissy pledge for Step-Daddy. I'm sure you'll be aching to cum… but just think how hot that is that he's actually inside your head like this. He's got you so whipped that your turning down a hot girl and keeping your balls nice and blue for him! That's so hot, he's such a man. Now let's hear your sissy pledge! Repeat after me, -I'm Step-Step-Daddy's sissy maid and I will always obey him faithfully. -Step-Step-Daddy's superior cock is all I need. -I will ask to be punished if I ever look at pretty girls and get a tiny inferior boner. -if I even catch a glimpse of my sister in panties around the house, I will immediately rush over to my Step-Daddy and put on a thick lubricating coat of shiny pink lipstick and ask him to forgive me and beg to be face fucked. Oh, that's such a good sissy Slut. Now ya know, you did technically see my panties so… you know what that means! Yup, your gonna grab your pink lipstick and head right back over there and drop to your knees. I'm sorry, dweeb, but a pledge is a pledge! Bye fag.

    Duration: 8 min | Price: $8.99

    Starring: Skyla Novea Tip Skyla Novea Directly

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  • Your Bully Wants Dinner. Mean Girl and the Dweeb (season 2 episode 10)

    Your Bully Wants Dinner. Mean Girl and the Dweeb (season 2 episode 10)

    Good morning, dweeb. It's Saturday… time for the biggest chore day of the week for sissies. Oh my, that was a very pretty curtsy, haha. You're gonna be cooking for an extra person tonight. I've been blowing your bully so much lately that Step-Mom wanted to meet him. Isn't that cool. You're gonna get an extra chance to thank him for the things he's done to you and helping lose your sense of self-respect. A good sissy needs to be continually beaten down in every way to keep any manly pride from bubbling to the surface. It takes lots of energy for the family to constantly put you down… and it's so nice that your bully is coming over to help lighten the load. He's just gonna love your pretty pink maids outfit. Look Sissy, I've taken the time to write out a Little Step-Sissy pledge that you can entertain us with after dinner. Well, it's more of a sissy pledge to your bully than us, but hey… we're not gonna want to look at you all the time and the more you're over his house cleaning and servicing him, the better. I mean, his appetite for blow jobs is voracious and my jaw is getting sore just trying to keep up with thanking him for humiliating you. You're gonna have to self-sustain your own increasing humiliation by blowing him with your pretty pink mouth, sissy. Now we gotta practice your pledge: Repeat after me, -I'm Step-Step-Daddy's sissy maid and I will always obey him faithfully. -Step-Step-Daddy's superior cock is all I need. -I will ask to be punished if I ever look at pretty girls and get a tiny inferior boner. -if I even catch a glimpse of my step sister in panties around the house, I will immediately rush over to my Step-Daddy and put on a thick lubricating coat of shiny pink lipstick and ask him to forgive me and beg to be face fucked. Haha, that last one is so fitting, don't you think, sissy! Oh, and I do plan on walking around the house in my panties as usual. Maybe I'll have to add temptation just to fuck with you. I'll wear sexy lingerie and pull up my skirt and ask you if you wanna cum on my legs. Oh, I bet that would just drive you crazy huh? This is gonna be so much fun! Now practice your pledge and then start doing my laundry… by hand!

    Duration: 10 min | Price: $10.99

    Starring: Skyla Novea Tip Skyla Novea Directly

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  • Serve Me And My Friends. Mean Girl and the Dweeb (season 2 episode 9)

    Serve Me And My Friends. Mean Girl and the Dweeb (season 2 episode 9)

    The new lesson is that you're gonna bow down to me when I say bow, sissy boy! Look at my big tits that you wish you had, haha. Look at my ass in your face while you're on your knees! DO you see how beautiful I am! This is who you serve, sissy boy! Oh, and not just me, you'll serve all your superiors, wimp. That pretty much means everyone, haha. Oh, my friends are coming over and your gonna be a pathetic lowly sissy for us! Now let's practice your curtsy.

    Duration: 4 min | Price: $5.99

    Starring: Skyla Novea Tip Skyla Novea Directly

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  • Remember To Curtsy. Mean Girl and the Dweeb (season 2 episode 4)

    Remember To Curtsy. Mean Girl and the Dweeb (season 2 episode 4)

    The more of a walking joke we make you, the more you'll come around to being the sissy you need to be. Come to think of it… why didn't you curtesy to me when you entered the kitchen. I specifically remember us agreeing with your bully that you should always curtsy when greeting a superior. We made you practice it 5 Fucking times at the store to show him your appreciation for the suggestion. So don't think you're just gonna brush that off. Let me see it, curtsy for me and thank me for being your superior and for the opportunity to make my breakfast. That was almost cute, dweeb. Ya know what would be even cuter? If you let me do your makeup before school, haha. Awe, I know your just supposed to wear your bra and panties under you clothes to school but I think you could use just a little hint of foundation… maybe a Step-Little Bronzer. Don't worry nobody will even be able to tell. I mean the whole school had already seen the Facebook posts of you prancing around in pink panties and being humiliated at the mall but I guess you could try and act normal at school. Now get started on breakfast and get changed into the matching bra and panty set Step-Mom has laid out for you today.

    Duration: 6 min | Price: $6.99

    Starring: Skyla Novea Tip Skyla Novea Directly

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