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Chapter 10
by Calpis333
What's the result?
6-20 (Good)
Easy peasy. The door swings open and you step out of the cell, ducking down to silently make your way down the halls and out of here.
"Took you long enough."
Warden is standing in the doorframe to the exit, rotating her lollipop in her mouth.
"Thought my men didn't see you palm the pick, huh. They know I like to have some fun with my guests, so they let you keep it and told me. Hilarious right? But enough chitchat, back to your cell you go." With that she puts her hands on your shoulders and tries push you back down the hallway.
You break away, feint left, and make a dash to her right, leaving her in the dust. Her voice behind you fades into the noise of the city, as she threatens you with all the unspeakable things that she will do to you VERY soon.
Making your way through Menzoberranzan, you turn corner after corner, dive behind carts and into alleys, trying your best to remember the layout of the city.
You run parallel to what you assume to be the main road, away from the large citadell it leads to, expecting the exit to be located opposite.
You can already see the gates looming over the buildings, formulating a plan in your mind on how to go by unnoticed this time. Maybe under a cart again? As you bump into someone and land flat on your ass.
You look up to whoever you just collided with, hoping to be able to talk your way out of this or, if that doesn't work, make another getaway... or, if it's that grey dwarf again, that you'd have enough time to escape AND strangle somebody.
Before you stands a lean built, light purple skinned drow woman. She is wearing black leather armor, which seems to be made mostly from belts and straps, has black, slicked back hair, and an eye patch, depicting the markings of a black widow.
It feels like your heart just stopped beating. Mistress' eye is almost as wide with surprise as the two of yours.
Eventually she stopped laughing about her elder sister's blunder. Kneeling on your back, with you lying flat on the street, pondering what she should do with you, now that you not only managed to escape capture once, but twice.
"You're way too dangerous to be given back to such an unreliable jailer." she muses. "Ah, I know." She leans forward, so you can feel her breath in your neck, making your hairs stand on end. "You know what I alway tell my sister dear?", she whisper close to your ear. "If the body can't be bound, you should try the mind instead", she's wrapping her whip around your neck. "The easiest way to keep prey from escaping is making it WANT to stay." With these words she pulls the whip close, **** you. She bites hard into your ear, as you desperately grab at the whip, trying to losen it at least a little bit.
She stands up, pulling you along with her, lifting you up so far, her face is right next to yours. She's too strong, you know it's futile to struggle. You just hope for a quick ****.
Finally she releases her chokehold on you, catching your fall with her arm, holding you to her stomach.
"Let's see if at least part of you wants to stay here" she says, as she suddenly grabs between your legs, feeling up your cock, which you notice to be rock hard.
You'd gasp at the sensation, but you just can't afford to right now, still catching your breath.
"Cute... I always wanted a cute little pet to play with."
She's resting her heavy tits on your head, as she glides her hand down into your grey prisoner's pants, taking your little prick between her gloved fingers, stroking it slowly. "So my pet, do you WANT to come with Mistress? Do you WANT to see what servitute under my heel feels like?"
The feeling overwhelmes you. You've prided yourself on being a ladiesman, back in the village, but you've never had any actual experience with a women. If it wasn't Paladin and his sermons about chastity stopping you, it was your own nervousness when a girl actually reciprocated to your playful flirting. Of course you'd never admit that to your friends.
But right here and now, there was a towering, beautiful woman, physically superior to you in every way, touching your halfling cock, jerking you off even!
She picks up speed, bringing you closer and closer to the edge. You start moaning loudly into this empty alley of Menzoberranzan, completely in the palm of her hand as she... stops.
"I asked you a question pet" she purrs and leans forward over you, her breast enveloping the entire upper half of your face.
You can't take it, you need to know what it's like, just say yes. Just say it and it happens. Yes yes yes.
"..es" you gulp.
"What was that pet? I'm sorry I couldn't quiet hear that."
"Yes!"
"Yes what, pet?"
"Yes Mistress."
A loud smack lands on your bare ass, leaving a thin, pink streak behind.
"Four."
Mistress has tied you down on your stomach, and onto some sort of saw horse. Your prisoner's rags have been discarded as soon as she carried you through the entrance of her living chambers.
"Five."
You frantically pick at the lock, that is keeping the rope around your wrists and ankles together. Another smack from Mistress riding crop makes you almost drop the lockpick, which you were still carrying with you.
"Six."
The room she has brought you in is made entirely of white, sterile marble, with parts of the walls and ceiling draped in black silk.
There are all kinds of contraptions you've never seen before, but can only assume are for ****. A black "X" shape with manacles, a large table with a hole cut into the middle, even a bed with an entire stockade attached to it's end. Different sorts of chains and ropes, cuffs and masks adorn the walls, joined by paddles and whips of all variations.
"Seven."
If you manage to escape your restraints before she has counted to ten, she promised you to finish what she had started back in that alley. Your small cock twitches at the thought. It has been leaking pre since the time she first took the crop to your bottom.
"Eight."
Once she had tied you down, she only needed to unfasten one belt around her chest and two around her hips, to let her huge tits spring free and expose her purple crotch to your eyes, greedily drinking in the view. She had a black widow's mark shaven out of the short hair above her pussy, and you could swear she was glistening wet.
"Nine."
You need to concentrate now, you're almost done with the lock, almost...
"Click." you say, as the rope falls down and your hands come up, holding the lock for her to see.
You try to play it off, but your chest bursts with anticipation and excitement. There's also fear mixed in, fear about what's going to happen to you. What she will do to you, should you stay in these chambers with her. But the again you are way, WAY too horny to back out now.
"Ten."
Another smack to your ass, this time not with the crop, but with her bare hand. She lingers on your small bottom, carressing it with soothing strokes, gliding down to your stiffy, which she now pulls behind you. She grabs your small pouch and gives your little halfling balls an almost painful squeeze.
"That's for being smug, pet. But you'll find I'm a woman of her word." With that she takes your cock between her fingers again, this time without the gloves, and begins to slowly move along your short dick, polishing across your cockhead every time she reaches the tip.
It's agonizingly slow, but you feel an orgasm build up. Still though, she's standing behind you, out of view, and you can't stop thinking about that wet pussy of hers.
"Is this how you imagined it pet? Is this what you truly want?"
Is it?
"I thought it was, but..."
"Then tell me pet, what do you need from Mistress?"
"I've never..."
"You've never WHAT?", she demands, as she again squeezes down on your balls, making you whince.
"I've never had sex, like, real sex."
"And that's what you want? 'Real' sex?"
"...yes."
At that she picks you up from the saw horse, and carries you to the bed. The red velvet sheets feel smooth and cold, as she throws you onto the soft matress.
You look at her in rapt attention, as she unfastens more of her straps and belts, standing before you in all her naked glory. A goddess. This is no mere drow female, this is a goddess you decide, and from today on, I'm going to pray only to her.
She glides onto the bed, taking you into her strong, firm arms, guiding you to the stockade.
"But I thought..."
"Hush pet", she silences you gently, putting a finger to your lips. "You asked for real sex, so let Mistress take care of that for you. You trust your Mistress, don't you my dear?"
You've known this leather clad, whip wielding, shameless woman for... well you don't know her. She's captured all of your closest friends and probably sold them into slavery. Then she caught you, edged you in a filthy back alley of what you assume to be the most dangerous city in the world, brought you to her home and spanked your ass while having you pick a lock.
And now she asks if you trust her?
"I love you.", you stammer at your goddess, not knowing what else to say.
"I know you do pet.", she says, as she puts your head and arms into the stockade, locking you in.
You feel a pair of clamps close around your nipples. They're held together by a small chain, but you wouldn't know that. Because of the stockade you can't really see what is going on behind you. Mistress streaks her nails across your back, not deep enough to draw blood, but you'll probably have some marks on your skin. With a loud smack she spanks your ass, making your cock twitch up again.
"You see pet, down here, and in this city especially, 'real sex' doesn't necessarily mean the same as it does up above. Up there you'd probably take one of your flat, boring halfling girlies to your little room and into your little bed, shut out the light and tumble under the covers, while the birds and the bees sing their songs outside. Down here, and thanks to my profession, I'm not able to have what my sisters would call 'real sex'. Warden probably told you what happens, when we leave the city even once, right?" At that she pulls your cock behind you and starts stroking it again.
"Ahnnnyes" is all you can manage.
"But you'd still want to have real sex with me? My pet?", something cold and slimy is dropped onto your butthole, as she picks up speed again, properly jerking you off now.
"Yes Mistress... with nobody but you... anything for you.", you pant with lust, emboldened at the thought of being in the position to do something for her.
"Good."
You feel something cold and hard enter your asshole, stretching it out while gliding deep inside of you. You gasp at the unfamiliar and painful sensation.
"Uhnf... Mistress what is..."
"Silence.", she commands, as she rocks her hips into your tight little butt, "you will only answer when spoken to!"
With that she slowly pulls out, leaving an emptiness behind that you didn't know could exist within you. She doesn't leave you alone for long though, as she drives the foreign object right back into you, so hard it knocks the wind out of your lungs.
"You are mine now, pet!"
She starts fucking your asshole in earnest, going in and out faster and faster, her hand coming down hard on your rear again and again.
"Not my stupid sister's, who couldn't even keep you in her own prison!"
She is breathing heavy now, going at an almost frantic speed, slapping your poor battered ass with both hands.
"And not any of those other cuntless freak's, who waltz up and down the streets like they own the place, just because they have those ridiculous meat hoses hanging out!"
A tingling sensation spreads from your asshole. Your asscheeks have gone numb for a while now, having Mistress' bright, red hand prints all over them. You even started to try and meet her thrusts... well as far as the stockade would let you.
This is actually beginning to feel good.
"Yes Mistress!", you exclaim, "fuck those whores!"
"Yes! Fucke em!" Mistress shouts, as she pushes into you once more, this time staying hilted inside of you, screaming and moaning and pushing deeper and deeper, diggin her nails into your abused ass.
Your cock sputters pre all over the red velvet.
She hastily unlocks the stockade and pulls you out of it. "Come here pet! You've earned this!"
She unfastens some sort of intricate underwear she was wearing. A black, glistening cock is attached to it.
As she pulls her strange underpants off, an even larger cock slides out of her cunt, opposite to the smaller cock that was going in and out of your butthole til now.
You gulp at the sight of the huge dildo she just pulled out of herself.
"Mistress... I don't think I'll be enou..."
She grabs your head, a wild look in her eyes, and shoves you face first into her crotch, alleviating any worries you might have had about size.
"Yes! Yes my pet! You've earned this! You've earned all of this!!"
She practically rides her dripping wet, swollen cunt into your mouth.
You're desperately lapping at her juices, inhaling her sweet scent.
Just having your face being pushed into your Mistress' pussy is enough to send you over the edge, and you spurt white, sticky cum all over her bed.
You feel Mistress thighs shudder, as she throws her head back and lets out another deep, long moan.
She still humps your face, but less eager now, riding out her orgasm on your tongue, smearing herself all over your face, until she finally falls back, pulling you on top of her in the process.
And there you lay, still in disbelieve of what just happened. You had real sex! With a real drow! Nobody at home would ever believe you, not that you could tell anybody at home, with them gone and all that. And now she's resting your head on her big, fat tits, heaving up and down with her labored, post-orgasm breaths. Her skin is wet and sticky, and practically burns against yours, but there wouldn't be any place in the world you'd rather be right now, none where you'd belong more, of that you are sure.
The priest of the group, a tall, blonde elven woman, is sunken deep into prayer. Probably to heal the wounded human warrior, holding his bleeding arm to his side.
When she notices you, it is already too late.
You've climbed her lithe form from behind, holding a dagger to her throat, while grabbing hard into one of her perky tits.
"Hey there", you smirk, winking at her with your one eye that isn't hidden under a black widow's mark eye patch. Well she wouldn't know wether you were winking at her or blinking. And you still have two good eyes, Mistress just thought it would be good for branding reasons.
"Alright everbody!", Mistress shouts, as she holds off the warrior with a curved sword, and the spellcaster with a whip around his neck, "it's knife to meet you and all, but you're coming with us!"
You roar a hardy, spiteful laughter at that. Mistress beams at you.
It has been almost a year now, since you've teamed up... well "team" is maybe not the right term, she is Mistress after all, and you are just her pet. But still, as soon as you head out into the tunnels, with the way she treats you, when no other drow are around, you feel almost equal to her. But when you return from the thrill of the hunt, and enter her chamber together, the adrenaline still coursing through both your bodies, she makes it clear to you, where you belong.
-Rogue's Good Ending-
What's next?
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To the Underdark
A Halfling Adventure
A group of halflings goes on a D&D style adventure in the underdark and is changed forever.
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Updated on Apr 7, 2023
by Calpis333
Created on Mar 17, 2023
by Calpis333
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