Chapter 5 #4
Other than a serious injury, Trudy banning me from spending time with her kids is a worst case scenario for me. I can't imagine my life without my nieces and nephews filling my days with their antics and joy and even their tears and tantrums. It would be like losing a limb that can't grow back.
Ms. Too Perfect for You: Eh? It's fine. I love the goobers, but I'm happy not being solely responsible for their wellbeing. Anyway. I figured you had an equally rough night, and I promised I’d check in, so I wanted to reach out.
Well, okay then. I can read the deeper meaning there.
Winny probably doesn't want kids. That wouldn't exactly be auspicious if I was looking for a mate to settle down and have kids with.
Good thing that isn't what I want. It's never been my plan.
I love Trudy's kids and my students, but that's not the same as being a parent.
Gillian: I'm glad you did. I was actually just thinking about you while I was settling in to um...unwind...
Ms. Too Perfect for You: Oh really? Unwind how?
I desperately want her to offer her aid in that endeavor.
It isn't fair to expect her to read my mind and switch back to sexy mode on a dime.
Especially considering how hurt I felt when she flirted about my tentacles acting autonomously a moment ago.
Still, she's definitely receptive to flirting and a picture is worth a thousand words.
I pose myself then snap a selfie of one tentacle slipping between my pussy lips.
The vibrator I was gearing up to use is still in the frame where it sank to the bottom of the tub when I dropped it to text.
Oh well, let Winny see my toy, that’s hardly the most sexual part of the photo.
I'm already trembling with the anticipation of dragging my suckers over my sensitive clit at her command, let alone fucking myself for her to watch.
Gillian: Like this...
I send the image using the feature that will auto-erase the picture after she sees it.
Gillian: So if you wanted to start learning your octopussy colors...
My phone buzzes with a video chat request and I grin as I shift another of my tentacles into being to hold my phone at a good angle, then I answer the call.
"Gillian, teasing is very rude." Winny chastises me, finger wagging at the camera but her grin takes any sting out of the words.
"Is it?" I pout at her.
"Yes." Winny nods, eyes glued to the screen as I zoom in on my tentacle tip teasing my pussy lips. It takes her a long moment to clear her throat before she drawls, low and throaty and just dripping with lust, "It appears you need someone to teach you that lesson, don't you my naughty girl?"
"Um, yes?" My breath catches as my suckers find a sensitive spot. I moan.
"Feathers, you're gorgeous Gillian. Such a delightfully naughty girl for me, aren't you?" Winny heaps more of the odd praise that would sound like a criticism if she didn't sound all breathy and ready to come with every word.
I don't know what to do with that confusing combination or the heady sense that she's as much putty in my tentacles as I'm under her thrall. I freeze up, the tip of my tentacle poised to burrow in deep and show her every color I can turn when I'm turned on.
"Yes, um, Ma'am? Wait. Are we doing role play now? What should I call you?" I blather like I've never done this before. Ugh. Two tentacles coil up to hide my face on their own, leaving me bare and exposed.
"Ahem, oops, I think I got a bit ahead of myself there." Winny dry washes her face and clears her throat a few times. "Sorry, you're right, role play is definitely a discuss it first game. So, is it alright if I call you my naughty girl?"
"Um, I guess? I mean, if you do it like you just were, I like it. Not if you're actually mad at me though? What would I call you? Ma'am?" I ask.
Winny's nose wrinkles and I laugh at her disgruntled expression. Like she licked a lemon. Or got an unexpected mouthful of brine.
"So, that's a no? Sir, then?" I offer. I'm not sure how I feel about that, but if she likes it, I think I can deal.
"Certainly not." Winny's eyes take on a deliciously wicked glint.
"I'm thinking that you, my dear, will be my darling princess.
Not the good little princess sort who does as she's told and marries the prince and follows everyone else's rules for her.
No, you're my naughty princess who knows what she wants and has the audacity to reach for it.
And do you know who takes naughty princesses away to treasure them for all the wicked ways they don't act princessly and teaches them their manners? "
"Um, I suppose some prince charming? Or a gallant knight?" I suggest. That's how it goes in the fairy tales, even if she's right that I'm bad at doing what I ought. Winny sees through me in ways that are as exhilarating as they are terrifying, so I’m willing to see where she takes this.
"No, my dear." She shakes her head, giving me a disapproving frown. "That won't do at all. Knights in their shining armor come to make the princess be a lady and turn her into their perfect prize on a shelf. And that's not what either of us wants, is it?"
"Um, no?" I lick my lips, my mouth dry at how well the story she's painting fits. How much I want what I think she's offering.
"No. I want you to be exactly who you are, I will treasure all of your naughty and your nice, do you know why my treasure?" Winny lowers her voice so I'm leaning toward my phone, hanging on every word.
"Why?" My question is so breathy I barely recognize my own voice.
Winny grins at me like a cat who knows she's already caught her prey. Like we both know I'm entirely under her spell.
"Because I'm going to be your dragon, princess. Do you know what a raven and a dragon have in common?"
I mutely shake my head, unable to begin to guess.
"No? That's fine. I'll tell you, princess. Once we claim our treasures, we never give them up lightly and we do not tolerate anyone harming what's ours."
"Oh." I swallow hard, colors swirl over my skin and I can't begin to parse all the conflicting emotions coursing through me at that single possessive declaration. It's too soon for that kind of commitment. Way too fast. Even if it's everything I've ever wanted.
"Oh? Is that too much? Do you want to be my treasure for tonight, Gillian?" Winny asks, concern softening the question.
"Yes." I nod and remind myself that she didn't mean forever. She meant for tonight. This is just a game. A sexy as sin game that I'm desperate to play with her. "I want that."
"Good. If that changes, tell me and it stops.
As for titles, storybook dragons might be vain creatures, but you can call me whatever feels right when you're begging for your pleasure, treasure.
Now. Show me my pretty little pussy so we can figure out how much it takes to fill you up.
Assuming that nice fat toy I see at the bottom of the tub means you like being stuffed full?
" Winny sounds so serious, but she's still grinning at me with that mischievous glint in her eyes that tells me she's having fun, and inviting me into the game.
I nod, overwhelmed with conflicting reactions to her smiling eyes.
That hint of humor during sex, the intense focus on watching me would normally make me want to hide behind all of my arms in mortification.
The distance of having her on the other side of a screen makes it more bearable, but there’s also something about Winny that makes me braver.
I don't hide, or even drop my eyes, but I do hesitate for long enough that Winny's sexy smile dims and turns to a concerned furrow of her brow.
"Hey? Are you still alright with this Gillian? Did I read this wrong? It's okay if you don't want to play," Winny says.
The genuine concern in her gaze as she examines my face is what makes my confusing reactions click into place. It's why Winny’s laughing eyes watching me touch myself hits differently. She doesn't reduce me to an object for her mockery. To the contrary, she's having fun with me, not at my expense.
"I'm good." I force a smile, then catching sight of the bright fuchsia swirling along my tentacles, driving away the lingering yellowish traces of shame I couldn't seem to shake since the pool.
I laugh at the color blatantly outing the truth for me.
My octopus side can't hide how wonderful she is making me feel.
"Um, I guess my octopus side wants you to know that's a massive understatement. "
"Yeah? What does that bright pink color adorning your tentacles mean, treasure?
" Winny's words feel like a caress, she reaches toward the screen, as if she wants to touch me.
Her next words echo my thoughts. "I want to trace the way your colors dance over you.
You're gorgeous, Gillian. A damned work of art. "
"I'd like that." I close my eyes and trace one tentacle tip over my own skin. If I focus on dimming the sensation from my octopus limb, it’s easy to pretend Winny is the one stroking me.
"Mm, if you were here, you could touch me just like this.
" I drag the tip of my tentacle down to where my chromatophores are lighting up my swollen clit and whimper at how good it feels when a sucker fastens over the hood, dragging silky skin over the sensitive tip.
I buck into the touch, imagining Winny's hot breath and hotter tongue lathing over me just like this.
“Feathers, Gillian. What did I say about teasing?
If I was there I would do more than touch your clit.
I'd forbid you to come until morning while I taste my fill of you and when you disobey me like the naughty little princess you are, then I would make you come once for every hour you fall short of lasting until dawn. How's that for a lesson?”