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Chapter 36 by caitlynmasked caitlynmasked

What does Sarah think of Sadie’s date?

Sarah uses the date as a lesson for Sadie

I turn and watch the city fly by as the driver takes me home. I try not to focus on what happened tonight, but little bits and pieces keep coming to mind. Louis looking honestly confused that I didn’t know we were streaming. Feeling his hands and lips on me as he kisses me. My nightmare of going to a movie and realizing that trapped me into continuing the stream. Getting lost in my Princess side and kissing Chris.

And the part of the night that kept coming to me was dancing. Hearing the music, feeling the thrill of my body just moving, feeling the plug strike that magical part inside of me over and over, being overwhelmed by embarrassment when I see an entire crowd applaud my dancing efforts.

I don’t even notice us pull into Sarah’s driveway until the driver clears his throat loudly. Thanking him I grab my bag and purse and head inside where I’m immediately confronted by Sarah’s squeal and hug. “OH MY GOD Sadie! I watched the whole stream, and it was aMAzing!!!! You were SO sexy and perfect the entire night! We have to sit and you have to tell me all about it!”

Sarah in her glee practically throws me onto the couch where I can’t stop the loud moan from escaping my lips. Sarah’s eyes light up mischievously as she sits down next to me and giggles “So I take it you enjoyed your plug! Lord knows I did while you were gone. Hell, I think I even saw you enjoying it on the stream.”

I finally get a word in between Sarah’s excited exclamations and ask if I can just go to my room and go to sleep. I add that we can talk about the date tomorrow and that I’m just emotionally overwhelmed right now, but Sarah shakes her head aggressively saying she needs to hear about it tonight.

After letting out a frustrated sigh, knowing that Sarah won’t take no for an answer, I lean back into the cushion and tell her about the date with Louis. She interrupts many times, asking for details or making me describe how certain things made me feel. She caught on quickly, even though I didn’t emphasize it, that it was difficult for me to stay in that Princess role for so long.

When I finish with the end of the night, with Louis and me outside of the arcade, Sarah takes my hand in both of hers and gently squeezes it. “I’m sorry Sadie. I’m sorry you didn’t know what you were walking into, I’m sorry that you felt the way you did, I’m sorry that you had a difficult time when I was hoping you’d have fun, and I’m sorry that you reacted that way to Louis.”

I can’t help but stiffen up, especially at her last ‘apology’. “Wait, what? You’re sorry how I reacted? How exactly should have I reacted?”

Sarah shrugs as if even now my anger and hurt don’t matter. “Well, you just shouldn’t have taken it out on Louis like that. I mean, it’s not that late and you’re already home. I’m fairly sure he was going to take you out to dinner and maybe more. But with your little freak out, of course he’d get scared and send you home. I mean, is there anything about Louis that says he would have meant to upset you on purpose? Is there anything about him that says he wouldn’t have been open to you talking to him off camera? To you telling him you were uncomfortable with that? Before you answer, let me. No. No, there isn’t anything about him that says those things. So, he didn’t trap you. You did.”

Sarah continues to look at me with an open expression. She doesn’t appear to be trying to be mean or hurtful. At the same time, she doesn’t seem to care that I WAS hurt, even if it was by my own hand. I finally pull my hand from hers and shrug saying quietly “Fine. You can tell me what to do and I’ll do it, but you can’t tell me how to feel. Is that all? Can I go to my room now?”

There’s just something so demoralizing about what I’m saying. It not only makes me feel like a child, it specifically makes me feel like a little girl. Like I’m asking my mommy if I can be excused. Sarah, for her part, seems to gloss over our disagreement and returns to being happy. “Not just yet. I want you to see some of this. I know you won’t enjoy it but think of it as educational. Look at it like your audience would see it.”

Sarah pulls out her phone and casts it onto the big screen TV. I see the stream start up with me exiting Sarah’s car and walking toward Louis with him saying “Hey everyone, I got the stream back up on the glasses. My date is here. Wish me luck… I really do like hanging out with her and want to do it more in real life.”

After a side long glance at me, but thankfully nothing said, Sarah scrolls through the stream. She stops every few moments and shows me areas where I was doing particularly well. Some of them I recognized and remembered, others were more casual where I didn’t recognize I was being particularly flirty. Surprisingly she skipped most of the arcade, saying merely that I was perfect from beginning to end.

What she does stop is the glasses being taken off while a grinning Chris fills the screen and being spun around to show Louis. “Come on, follow me.”

The view doesn’t show Louis as he’s walking side by side with Chris to the Dance Dance Revolution machine and my impending humiliation. You can barely see him lean in to Chris and hear him mumble something. Afterward you can see Chris nod in response. Sarah pauses it and looks at me with her eyebrows raised. “Did you catch that? Or do you need me to replay it a little louder?”

I shrug, just emotionally done with the day. “I didn’t hear what he said, but considering the way he was grinning, I can guess. Just go on and show me what you want.”

Sarah reversed the feed until she gets back to that point while saying “This IS what I want to show you.”

Before starting the stream back playing, she turns the volume up almost all the way. The room is quickly filled with the din of the arcade, but you can now hear what Louis is saying quietly to Chris. “Remember, if she’s not doing well then keep the camera on me. If she’s doing good and enjoying herself, then focus on her. She should win regardless as I have like three left feet!”

I put my hand up to cover my mouth as my lower lip begins to quiver. Why didn’t I see this side of Louis on the date? Why did I see him as being forceful and domineering instead of nice and sweet?

Sarah lets the whole dance episode play out. At first the view slips between Louis and me equally. But even though Louis is clearly trying to do well, it’s clear he’s really bad at the game. Sometime in the middle of the first round, the camera is almost exclusively on me. And while it’s difficult to associate myself with the woman on the screen, I can’t hide from the fact that she… that I… am entirely sexually arousing. Her moves look well practiced and beyond just dancing they look like they’re designed to entice and attract. She’s adding all kinds of thrills and frills and extra moves and is even making noises, moans, in time to the music. I know that a lot of that is from the damned plug, and it’s **** pleasures, but it still sounds sexy as all get out. And the worst thing of all, the most surprising to me even though I was trying to appear attractive and fun loving, is that the woman dancing on the screen seems to be thoroughly enjoying herself. She looks like she couldn’t possibly be having any more fun, no matter how hard she tried.

When the dance is over and my screen version whips around to look right at the camera, Sarah pauses it and turns to me. Pointing at the screen she says in a calm clear voice “Now that… that is a girl that’s having fun. That’s a girl that I want to watch. That’s a girl that I want to tip and subscribe to. Out of everything that happened today, I want you to remember that fact; that you can look good and attractive and fun even when you’re feeling down.”

Sarah closes out the stream and brings up her own edited version of the night. She plays through it and it’s clear she’s picked out the most attractive, the sexiest, parts of the night. Showing off both me and Louis being sexy and looking attractive. When it played through once, she brought it up again and I immediately felt an internal jolt, like my attention has just been focused more intently. The change was the added soundtrack. It’s the same acoustic guitar and female humming that has played through most of my devotionals.

When I look at Sarah, she’s grinning right back at me. “So, I had another devotional all set up since you’d already been rewarded today, but I think this is as good a time as ever to demonstrate another difference between thinking of yourself as a boy and thinking of yourself as a girl. There’s no time limit on this one. The video and music will just play over and over and over until I turn it off. And I’ll turn it off as soon as you have an orgasm.”

Sarah stands and pulls me up, giving me a soft kiss. She then kneels in front of me and proceeds to unzip my skirt and pull it down until it pools at my still heeled feet. Standing up again she gives me another kiss, but this time her hand finds its way into my panties. Just not inside the gaffe. She rubs her fingers gently over my held back penis making me moan into her mouth while her tongue plays with mine. Just as my arms are coming up to hold her, she steps back and pushes me back to sitting on the couch.

Standing in such a commanding pose in front of me, Sarah again makes me feel small and weak. “You can jill yourself just like any girl would. Slide your fingers in your panties and rub. The gaffe is going to make it hard to get any harder than you are now, so it will take quite a bit of effort, but you’ll eventually get off. It’ll give you plenty of time to watch you and Louis on your date over and over. And this time there’s no sneaking around it… you’re obviously the sexy woman in the video you’re watching. So you’ll be pleasing yourself to the guy who just took you out on a date!”

Sarah moves over and sits nearby, where she won’t be in my field of view while watching the TV and turns the volume up. I watch the video for a moment before turning to look at Sarah as this is honestly just too much. But even as my head starts to turn her stern voice calls out “Eyes on the TV girl. I want you watching you and your date while you please yourself.”

I turn back to the TV and start watching the video again. Slipping my fingers into my panties I start to rub along my held back penis and feel the muted pleasure there. It’s almost as frustrating as being in my cage. Almost. I can feel myself trying to grow but sitting down as I am and with the gaffe holding me tightly, there’s just only so much room. And while I feel my muscles down there try to flex and push myself free of the gaffe, I feel it make myself clench around the plug.

Pulling my hand out I turn to face her again saying “Sarah, this is just too much. I have to…”

Sarah stands up, her face completely serious. “Have to what? Refuse? Fine. Then come over here and lay over my lap. I won’t stop with you just crying this time, I’ll keep spanking you until you’re begging me to let you do this. And then… you’ll still do this devotional. So last time Princess… jill yourself like a good girl or regret it THEN jill yourself like a good girl. The choice is yours.”

Remembering just how bad it was to get spanked before I lower my head defeatedly, knowing there’s no way I want to live through that again. I avoid looking at Sarah as I turn back to the TV and start rubbing myself again. Within five minutes I’m breathing heavy, feeling my pleasure start to grow but still stay so far away. Five minutes later I have my legs spread and am bouncing slightly on the couch cushion to get more sensation from the plug. Five minutes later I’ve scootched my ass off the couch and am actively pressing at the plug, forcing it to rub over my magical spot again and again as my fingers rub furiously over my penis.

I feel like I’m going to snap the damned gaffe, but even as hard as I feel I am I recognize I’m still being held tight. I’m not even half my full normally aroused size. And still, the pleasure just continues to build and build and build, slowly and slowly and slowly. Frustratingly as attractive as I find myself, Sarah’s deviousness works and it doesn’t directly turn me on, seemingly moving all pleasure to images of Louis.

Just as I’m about to go mad with need, the pleasure point so close yet impossible to reach, I hear Sarah’s quiet voice come from behind me. “You might find this helpful. Let me…”

Instead of her hands reaching down to help guide me, they push my tube top down and expose my breasts. Her fingers quickly find my rock-hard nipples and start playing with them. Just little rubs and playful pinches. But it’s enough to push me that extra bit and send me screaming over the edge. With my hips bucking wildly my eyes roll back and I stop screaming my pleasure out only long enough to take in a deep breath of air and then scream some more. I feel my penis pulse and squirt, and it certainly feels good. But pleasure comes from and goes to everywhere. Like several circuits being lit up together, my nipples, my belly, my rear, my penis, my face… everything feels good.

When it finally subsides and I relax, I fall into a pile on the floor in front of the couch. Somehow without me noticing it, Sarah had already moved the coffee table out of the way, otherwise I’d probably have hurt myself. She walks around the couch and crouches down next to me. With a tap on her phone the TV turns of, taking the music with it, leaving the room filled with my ragged breathing and darkness. After a soft kiss on my forehead Sarah says quietly “Take your time. It’s pretty powerful to cum like that, especially for a girl like you. When you’re able, get into your nighty and go to bed. We’ll get the cage back on in the morning. No touching in the meantime. Good night, Sadie!”

Just as it took me a long time to climb that pleasure mountain, it takes a long time to feel like I’ve returned to normal. I’m not sure what time I got home, how long we talked about the date, how long we watched the video, or how long I masturbated under Sarah’s watchful eye, but when I glance at the clock, I see that it’s just past one AM. When I get up on my wobbly legs I slink into my room and undress, wiping my groin vaguely clean with some tissues before sliding into a clean pair of panties and a satin nighty.

I was so emotionally and now physically spent that think I was asleep before my head hit the pillow.

What does Sadie do on Saturday?

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