"Sucks to be you"

I am finally going to see Madison naked!

Oh you are, are you? Madison snorted a laugh. You wish, loser.
Madison didn't realize it yet, but that was going to be just the first of many wise-crack comments her brain would be interrupting with as she read deeper into (what she assumed was) a book of secrets so precious to Henry that he was currently clawing at the backdoor and crying over it.

The truth was Henry just wanted to come back inside and get dressed. He was already humiliated and lying to himself, convinced that his cute nineteen year old stepsister may not have seen much before he covered up. He really wasn't concerned with that stupid diary. Though, if he had been fully aware of just what Alice had added to the little perv journal, he would have been very concerned.

Thanks to Alice cramming as many cruel fantasy humiliation set-ups into one long diary entry as she could, Madison was about to get an eyefull. Thankfully (for Alice), the way she had penned things was going to read as just genuine enough. Alice had even started the entry by cleverly excusing the overall length.

I am finally going to see Madison naked! I'm so excited, I almost don't know what to do with myself. I'm already super horny just putting the plan together. I know I haven't written in here in a while and I feel like I have so much to update. Let me start with the small stuff.

Like your dick, ha! Madison's subconscious was already building a comedy routine based on her newfound awareness of Henry's tiny pecker, and fueled by her growing indignation towards the little twerp (and his bloviated writings).

Let me start with the small stuff. That stupid nudity blocker my dad put on all my systems back when I was thirteen is really getting annoying. I'm 22 now for Pete's sake! Not only can I not visit sites that have inappropriate material, but since the last update I can't even visit sites with ads where girls are in bathingsuits. With this new change I was starting to think I'd never see what a naked girl looks like.

Wait, what the fuck. Has Henry never seen a naked girl??

I mean it's bad enough that I've never seen a so-called "prono" and the only nudity I've been able to catch has been naked butts and sideboob in those old movies. But ever since my disk player broke I can't even watch those.

Holy cow! He can't be that sad. His dad actually put blockers on his computer and he never turned them off? So little Henry has never seen a real naked girl before, not even in pictures.?!What a loser! Hahahahaha.

But I came up with a plan to change all that. You know how I've written before about my stepsister Madison.

Why is the dweeb writing like his stupid book is going to answer his dumb questions? Maybe he's practicing for when he meets a girl and she ignores him too. Hahahaha.

Madison is just the sexiest most fit and awesome girl I've ever met. She is so mature and pretty that I can't help but get super horny around her. In fact I don't think my dick has ever been bigger than when I'm around Maddy. Especially if she's barefoot.

Madison unknowingly swooned slightly at the flattering compliments, while simultaneously turning her nose up at Henry's pervy immature text. She also subconsciously kicked off her cute sneakers as she read more.

I still rememeber when Maddy and her friends had that sleepover and they all had just really long t-shirts on. I think my boner was almost twice as big that day. Yup, two whole inches instead of one.

Oh my God he measures...she smiled...and exaggerates.

But thats all gonna change now that she's coming to visit. I'm gonna trick her into getting naked!!

Trick me?! What a punk. And just how were you going to attempt to do that, little guy?

When she gets here I'm going to be 'accidentally' on the back deck in just my underwear. I'll wear the most mature cleanest pair of undies I own so I'm not too obvious.

Ha, undies. What a dweeb.

Maddison should text before she gets here, so when she comes into the kitchen I'll just pretend I was hanging my beach towel out back to dry but I dropped it or something, and I'll run past her before she gets a good look. God, this will be great!! I know Madison soooo well, and she is super fair! She is probably the fairest person I know. In fact thats what everyone probably admires most about her, how tough she is when she's enforcing fairness.

Madison digested what she was reading a tad slower than she had been for the last few minutes. Hmmmm. So people really admire me for being tough in my fairness? She held her head slightly higher and gave a subtle nod of proud acceptance. If that's how everyone feels, I should probably flex that more often.

Alice giggled at how successfull she was with all her ettempts to instigate Madison into being firm in her new feelings towards Henry.

So I know when she sees me in my underwear she's going to blush and feel really sorry. I mean maybe not at first. At first I hope she really does laugh at me. That way she feels even worse after.

Thats so mean!

I just hope she doesn't say that stupid phrase. The one I hate. The one that makes me feel like I'm her bratty little brother and shes the cooler older sister. You know the one. The phrase she used back when we were younger when I got in trouble and she didn't.

Alice hitched her breath. She had written this part of the entry as a complete shot in the dark, a guess. Alice knew that siblings could drive each other mad with just a simple phrase, and she was well aware that most siblings lost their shit if they heard that one random trigger that only someone they grew up with could wield just right.

Alice wasn't sure if Henry and Madison had such a phrase, but rather than making one up herself, she wrote the entry in a way that she hoped Madison would either misunderstand and skip, or fill in the blank with her own memory.
Unluckily for Henry, Madison took the bait.

What phrase, I never said anything. Wait, is he talking about when he got caught skipping class and I didn't so he had to stand in the corner when he got home while me and my friends teased him? That's, like, the only time I can think of when I...what did I even say...
She smiles to herself, clearly recalling. Oh right, I kept saying 'Sucks to be you'. But that was like one time. Well, a few times, but just that one day. I do rememeber him hating that. Her smile fades as she returns her focus to the book. Whatever, he is a brat, and it does suck to be him. Anyway.

Either way, the meaner she is the better. When I come out of my room later I just know she'll feel guilty. And when she does, that's when I'll attack!!

Attack?! What the hell was this little delinquent planning?

She'll be so guilty that I'm going to suggest she let me see her in her underwear!! And I know she'll go for it to, because I'll act super wierd and uncomfortable the whole time she's here unless she agrees. And when she finaly cracks and agrees, thats when I'll suggest she leave the room, change into just her underoos...

Does he seriously think other people wear those?

...and I'll be waiting in the living room already making my fake confessional video, so I'm recording when she comes in.

That little shit!!

Yup, I'm gonna have my camera rolling and I'll be mid-chatting about whatever when she comes in with just her underwear. I'll pretend that what she's doing is a surprise to me and that she's being way inappropriate, BEFORE I turn off my camera. And THATS when I'll really have her. I'll tell her that I'll share the video unless she let's me spank her for being inappropriate. She'll probably be so crushed and confused at that point that I can guilt her into whatever. But even if she puts up a stink, I'll just threaten to send that fake confessional video to her friends. She'll crack, I just know it. After all, she looks up to me.

Like hell I do, twerp. How dare that little brat use my trust to help him get his tiny little rocks off. Madison was fuming as she read the last few lines on the page.

If everything goes to plan Madison will never see me in less than my underwear but I'll see every naked part of her body. I'll examine it to, from head to toe. I don't care how embaressed she gets, it's all about me. After all, I'm the mature one out of the two of us. I will probably make a video of me spanking her and making her do house chores and stuff while she's only in her underwear. I could hold those over her head forever. Hahaha. This is going to be awesome. I am so smart and Maddy is so guilable!

Maddie finished reading the diary entry and closed the little book with measured anger. She was still feeling slightly guilty when she had first sat down a moment ago, but now in this moment she could not even describe what that feeling was if you asked her. Whatever guilt or apology she had brewing before was so far removed from her newly ignited feelings of insult and violation that she wouldn't be recalling them even if she tried.

When she came in this room she had a number in her head; the amount of minutes before she'd let Henry back in to get some clothes. She didn't know what the exact number was going to be but she knew it wasn't more than twenty minutes. While she hadn't changed that general number in her mind since reading the diary, she now had no intention of letting things end there as she had originally thought. No, she now was under the clear impression that Henry thought it would be okay to tease someone, mock them, keep them naked, spank them, make fake videos to blackmail them. Well, let see how you like it.

Madison stood with deadpan conviction as she walked to Henry's bedroom. Once there, she tossed the diary on his bed next to his 'toys', before grabbing a few items from around the room. One item in particular made her smirk as she pulled it from the foot of his closet and slid the bulky round shape into her tight rear pants pocket (out of sight). She then left the room, locking the doorknob behind her. She then did the same to the bathroom doorknob, and the closet and the linen cabinet knobs, before heading back to the kitchen.

She wasn't smiling as she pulled her phone from her pocket and swiped open the camera app, but her resting bitch face was shifting to more mischievous as she began picturing the look in Henry's eyes when next she said to him, 'Sucks to be you'.