Baby Sitter Ch 02 1

I begin to stir awake to the sounds of a shower running. What time is it?

I pull my phone out from underneath the pillow and check the time. 11? Geez, I usually don't sleep this late, but I slept exceptionally well last night after the previous events.

A sadistic smile spreads across my lips as a reel of last night's events plays through my head. The way the little shit tried to fight me, how he fought so desperately and begged for mercy, how he barely clung to consciousness before I...

Anyways.

Speaking of the little shit, I left him tied up overnight, didn't I? Eh, it was just his hands. I'm sure he could manage to go to the bathroom with his hands tied together at least. That's probably where he is now.

I roll out of bed, stretching my arms to the ceiling as I groan. I honestly haven't slept that good in ages. Was it the plush comforter and pillows they had laid out on the guest bed that probably cost more than my entire bedroom suite, or the exhaustion and satisfaction after torturing that poor brat for hours on end? Or both?

Yeah, probably both.

I stood up and tossed on an oversized t-shirt from my bag, leaving my pants off for the time being. There was no reason to be respectful with my looks at this point.

I sauntered down the hallway towards the bathroom, following the sounds of running water. He was probably in there now trying to scrub away the stench of my ass, but I guarantee it will stay buried in his pores for the rest of his life.

I slowly open the bathroom door, careful not to let it creak to give away my presence. Dakota is leaned over the sink, scrubbing his tongue fiercely with a toothbrush like he was trying to scrape his tastebuds off, hands still tied together.

He spit into the sink, rinsed out his mouth, slapped another glob of toothpaste on the brush and went right back at it as he quietly cursed himself for allowing such a thing to happen to him.

I quietly walked up behind him, waiting for him to notice my presence.

He spit into the sink once more. When he lifted his head, he finally noticed me in the mirror, looming menacingly over his shoulder with a prideful smirk. In his eyes I saw fear, but also something else--something that made the hairs on my arms stand up.

It was submission. His posture lowered, his shoulders dropped, and I could have sworn I even heard a slight whimper from within his throat.

"W-What do you want?" Dakota asked, stuttering as he spoke. He clenched his fists, trying not to tremble at my mere presence

"Oh, you warmed the shower up for me? How thoughtful, Dakota!"

"No, well it was for-"

"Us? You want to join me in the shower? Dakota, you dirty dirty boy..."

"Wait, I didn't-" He desperately tried to backpedal out of the situation, but my hands were on his shoulders, holding him in place. He tries to look away from me, but I grab his chin, forcing him to look me in the eyes through the reflection.

I leaned down, placing my lips near his ear.

"Oh, come on, I might be a little older than you, but most boys would be chomping at the bit to get alone with someone like me."

I ran my hands down his chest, my fingertips scratching down his skin.

"Come on, you've been closer to this ass than any man on this planet. You're telling me a woman is offering to shower with you, bare skin to bare skin, and you're trying to back out on her?"

"N-No, I just don't think-"

"Is it because I'm not a skinny little blonde? Is a little flesh intimidating once you learned what it's capable of?"

"No, I-Well. It's just-" He didn't know what to think or do.

He had every rhyme and reason to be terrified of me, his mind telling him there was obvious danger right in front of him, but his male instincts were screaming at him as well. Which one would persevere?

My hands trailed past his hips to test the waters and see exactly how his body felt about the situation. Yup, he's hard as a rock.

Guess we know which one won.

I can't help but softly giggle in his ear as I nibble on his earlobe. No matter how much I broke him he's still a perverted boy at heart who can't resist the touch of a woman and the delicate whispers inside his ear that always seem to drive them crazy.

It's cute, in a sense. I don't want to try and hurt him the way I did yesterday, I was mostly running off my rampant emotions after our little scuffle. But I am still going to have a bit of fun with him today.

"How about this? I'm still going to have my way with you today, you set that in stone when you tried to fight me and lost. But you seem like such a good boy after my treatment. If I let your hands go, will you play nice?"

His eyes light up with hope.

"Y-Yes! Please, my wrists are killing me."

"Okay, then let's make some ground rules. You will do everything I say, when I say it."

He nods his head, no different than yesterday.

"You try to run, you try to fight me, and I make yesterday look like a walk in the park on a spring day, got it?"

I feel a twinge of fear run through his veins. Which moment was he reliving inside his head? That first time I shoved him between my thighs, the massive fart that erupted down his throat, or maybe the sounds of my screams of ecstasy as I smothered him unconscious. Whichever it was, it seemed to do the trick as he tried to imagine how it could possibly get worse than that.

"G-Got it."

"Good," I coo, tracing my fingertips around the edge of his boxers, teasingly scratching my nails along the inside against his skin.

"How about this? Be a good boy this morning, play my games, take your punishment for trying to fight me and cheat me out of a good paycheck, and I'll give you a little reward later. How does that sound?"

He narrows his eyes. "What exactly do you mean by reward?"

I squeeze his erection through his boxers with 2 fingers, just to give him a little idea of what category the reward might be in. "I think we can figure something out along the way, if you get the gist."

His eyes glaze over as his hormones speak for him. "O-OKay. I'll be good."

This is too easy.

I kiss him on the cheek as a reward for his cooperation.

"Okay, turn around and I'll take the leash off."

He turns to face me, and I undo the leash I had tied around his wrists. Deep red marks bore into his skin from where he spent the past 12 hours struggling and fighting against the restraints. I hope those rub out before his parents get back tomorrow, or I'm going to have to find a really good excuse if they ask any questions. They had two rules and one of them was no marks.

His eyes glance towards the door as he rubs his unrestrained wrists, contemplating his choices. I can sense his leg muscles tensing up at the thought of trying to make a break for it.

I'm already set, waiting to pounce like a mountain lion if he tries to run. Internally, I'm screaming. "Please do it, please try me."

But he closes his eyes, huffs, and turns towards the shower instead. If he was going to go through another round of torture today, he at least wanted to wipe away the film of filth from yesterday first.

Huh, it looks like I may have actually broken him in, that makes today so much easier.

"Go ahead and undress, you'll be cleaning me in the shower," I give him his command as I start to undress myself, dropping my shirt to the floor since it was the only piece of clothing I bothered to put on.

Dakota shyly drops his boxers to the floor, looking towards the wall in embarrassment. His package isn't the most impressive thing in the world, but it was at full mast once he managed to glance over at me, letting his eyes wander across my body. I'll let him get his looks in for now.

The shower is a standup shower with stained glass panes surrounding it. There's plenty of space for the 2 of us, but I plan on trying to keep him close.

I open the door and step into the shower, facing the faucet, letting the water flow across my chest but not hitting my back just yet. I relish its warmth, tilting my head back and releasing the tension in my muscles as it drips down my skin.

"God, that feels good. Come on, you can fit right in here behind me."

Dakota steps forward into the shower. I shut the door behind him, trapping him in here.

As he settles behind me, I shove my hips back against his waist as I bend over to wet my hair. I teasingly jiggle my hips, letting his member settle between my cheeks. He lets loose small gasp in surprise as he instinctually rests his hands on my ass.

I feign ignorance, "Oh, are you okay back there?"

"Y-Yeah." He stumbles over his words as he tries to keep his bearing. This hard-assed boy who was ready to fight me less than 24 hours ago is nothing but a pile of mush as I press my hips harder back into his crotch. I catch a glimpse back at him, and he's biting his lip, running his hands over my cheeks as he tries to process what to even do with all this flesh pressed right up against him.

I roll my eyes, he couldn't handle it even if he wanted to.

"Geez, you never showered with a girl before or something?"

He blushes and looks off to the side again. The more I tease and harass him, the more I realize his whole tough act was simply that, an act. Was he trying to act out for attention, or maybe influenced by a bad crowd? Or maybe he spent so long at the top due to his parents' wealth and having everything handed to him he had just never been knocked down a peg before, so this entire experience is humbling?

I shrug it off. I can wonder all day, but I'm a babysitter, not a therapist. All that matters is he does what I tell him for the rest of the weekend.

After wetting my hair and giving it a decent scrub I stand up straight, releasing him from his press against the wall.

"Go ahead and get on your knees for me. We're going to start your first task for the day."

He drops to his knees on the shower floor, now eye level with my ass. I can feel the fear that radiates from his pores as his mind begins to take back over from his crotch, reminding him of what's in store for him.

"So, be honest. Yesterday, how bad did I smell?"

"Well..." he tries to beat around the bush to spare my feelings.

"Dakota, don't bother lying. I told you to be honest, right?"

"Right..." He lets out a sigh. "It was...one of the worst things I've ever smelt in my life."

I let a small chuckle go. "There we go. So how about this. I really need a good cleaning. How about you get to work on that for me..."

"Oh, sure I guess." He begins to reach around me for a washrag.

"...With your tongue."

He pauses, making sure he heard me correctly. "Did you say...my tongue?"

I nod, maintaining a cute, innocent tone like I'm making a completely reasonable request. "That isn't a problem, right?"

My tone may be sweet, but my gaze is cold and piercing, indicating there is no room in this shower for barters, mercy, or decision changes.

"N-No. I can do that."

"Great, so how about you go ahead and get started on that for me? It's just so hard to get all the way back there sometimes. You can start outside on the cheeks and warm yourself up to it if you want."

"Yeah, warm myself up..."

I waited anxiously for his touch. Would he willingly do it without being restrained...?

After a second of hesitation, he finally reaches out and begins to lather my left asscheek with his warm tongue. I close my eyes, relishing in the sensation.

He begins to lap away at the drips of water that escaped down my back, letting his tongue coat every inch, trying to stay as far away from my crack as he could as long as he could.

I purposely tried to make sure as little water as possible rolls down my back, keeping the faucet directly in front of me on my chest instead. I want to make sure he does most of the cleaning manually before I give myself a proper washing.

After a couple minutes, he swaps over to the other cheek and gets to work on that as well.

After a couple more minutes I notice that he is definitely stalling to stay away from the epicenter of the filth, taking far too long with each swipe of the tongue as he gets further and further away from my crack.

"My my, I don't remember my cheeks being all that dirty. Surely, there's somewhere else more deserving of your treatment?"

Dakota groans. He avoided it long enough, and I wasn't going to stand in the shower forever waiting on him to commit. I reach back, spreading my cheeks, holding the gates open for him to enter.

"Go on, the better you clean it, the better it smells when you cushion it later. A little incentive, if you will."

As he makes direct eye contact with my puckering asshole, he goes into a thousand-yard stare. I tried to clean up as much as I could last night, but I was so tired and ready to fall asleep there might be a remnant or two of my little accident back there. But that's none of my concern.

About 10 seconds pass, and for some reason his face still isn't between my cheeks.

"Jesus, if you're going to be a little bitch about it..." I mumble under my breath.

I thrust my hips backwards, trapping him against the wall of the shower again. His hands shoot up to my thighs in surprise as he tries to push me away, but my weight is too much as I lean back against him.

I give him a single command, not wishing to repeat myself, "Lick. Now."

FInally, I feel him begin to lap away deep within my crack. Chunks of filth and grime break away, dissolving onto his tongue.

His gags vibrate through my cheeks, sending a course of pleasure through me. No matter how nice I try to be, it's his suffering and humiliation that seems to really do it for me.

"Good boy, keep licking. I want it spotless. I want it so clean you could eat it."

I cackle at my own joke as he gags again. He works his tongue around the outside of my rosebud first, licking up the sweat trail remnants from yesterday's workout. I can only imagine the putrid bitter taste that is currently invading his tastebuds right now as he cleans my ass.

As he continues to lick, I work a hand down between my thighs, teasing myself.

I can't help but start to rest my weight back on his face, applying a bit more pressure to his tongue. He lifts his arms to support the weight of my ass, holding it up to give him room to breathe. Despite the change in pressure, he keeps licking, possibly afraid to find out what happens if he stops.

"There you go, keep it going."

My voice begins to shake a little bit as my fingers slip a bit deeper inside me. I hold out, not letting myself venture too far until his tongue finally hits the right spot for me.

"Come on... A bit closer..."

Dakota pulls back as much as he can, coughing as he tries to speak.

"J-Jennifer, it's getting hard to breathe..."

"Did I tell you to stop? Get back in there and clean. I'll make sure you get enough air."

He groans but slips his face back between my ass cheeks. I don't need to take terribly long. God forbid he loses his strength and I end up slipping in the shower. I probably won't give him any air, but I plan on finishing before it goes too far.

Finally, the tip of his tongue pierces my asshole directly. I let out an audible moan as I try to make quick work of my clit.

"Almost...there..."

I settle my weight back on his face again, and he slaps my ass in revolt. His tongue stops licking, but it doesn't matter. I start to grind back against his face instead, manually inducing my own pleasure from both sides now. He starts to gurgle and gasp as the water begins to flow down my back a bit more, but I am so close that I can't bother stopping. He just needs to tough it out.

I wouldn't drown him if I went just a bit longer, right...?

As he scratches down my thighs, his legs desperately slipping and kicking along the shower floor, I finally manage to throw my head back and reach my climax. I slam his head back against the shower wall, pinning him between it and my asshole, cutting off his every sense and leaving him in a tight asphyxiated state as my legs shake and quiver, before finally pulling away.

Dakota finally drops to the floor, coughing up the liquids that invaded his lungs and trying to replace it with air.

"Sorry, I went a little far, huh?"

"No fucking sh-... It's fine." He started to blow up, but instead sighed and quickly dropped back into his submissive state. He brings himself back up to his feet and stands in the corner of the shower, arms crossed in front of him, and his eyes averted to the side.

I look him up and down, thinking about my next move. I don't want to push him too far, as he is obeying me fairly decently...

Like training a dog, you do need to occasionally reward their good behavior.

"Here, get under the water, I'll wash you." I grab a washrag and some bodywash and step to the side, allowing him space to move under the water.

"Um, that's fine, I can do it myself."

As he tries to deny my offer, I give him a deadpan stare, saying nothing.

"...Or you can do it, that's fine."

He hesitantly steps underneath the water. I move behind him and press the washrag against his skin. As I do, he flinches slightly.

I begin to rub his shoulders as I try to soothe him.

"Hey, it's okay. You're safe for now. I promise I'll let you know when you need to serve me, so no need to be so tense." My voice is soft and subtle. I try my best to let him know he is in no danger here, and that I'm speaking the truth when I tell him I will give him a heads up.

It's important to me that he feels comfortable and relaxed while doing this because I want it to be pleasurable for him, not just something he has to endure. I want him to know the difference between a reward and punishment. His muscles start to relax as I work my way down his back.

"See? Isn't that nice?"

He doesn't respond, but I can tell his tension has released. As I move my hands to his chest, I press my breasts against his back, reaching under his arms to scrub.

Slowly, I begin to work my hands down his chest, across his stomach, and tease them around his waistline.

"Let's make sure we get everything, why don't we?"

I drape the washrag around his very erect member, and begin to scrub it up and down, lathering it with soap. A slight moan escapes his lips as he tries to keep his eyes toward the ceiling, refusing to acknowledge my teasing.

The rag falls to the floor, leaving my hand to take his bare shaft and give him a couple pumps. His breathing slowly begins to pick up as he loses himself in my touch. I let one hand continue to stroke him, tightening my grip and keeping the pace nice and slow, as my other hand starts to fondle his balls.

"Oh, oh fuck..." He finally caves, falling captive to my touch.

I nibble on his earlobe, whispering, "Oh? Is someone enjoying this?"

"Y-Yes," he stutters.

"Good, hang on to this feeling. And maybe..."

I let go of him, giggling as I turn to step out of the shower.

"...maybe I'll let you finish later if you're a good boy."

He lets out an audible groan as I blueball him, giving him that incentive to keep playing along with my games. I can't help but laugh at his frustrations. It's just too much fun. If he's a good boy and plays my games, I'll have him begging for me to let him cum before I leave.

~

"So, what are you thinking for breakfast?"

I peruse through the kitchen, looking for something to cook up from their fridge.

"It's practically lunch time, you slept till 11 you know."

I roll my eyes, "Lunch then, whatever. Burritos again?"

His eyes widen in fear at my suggestion. He starts to open his mouth to argue but I cut him off.

"Kidding, I'm just kidding. How about we do breakfast anyways and I make us some pancakes and eggs."

Dakota shrugs, "I guess that'll work." He pulls the eggs and pancake mix out and sets in on the counter for me before taking a seat at the bar.