Virgin Babysitter Becomes My Slut, chapter 5

Having finally made her mind up, Annie ever so slowly opened her mouth and extended her tongue. She leaned forward just enough to graze the head of my cock with it, like she was licking a lemon and knew to expect its acidic shock. She withdrew slightly, enough to assess what she’d tasted but she hoped not enough that I would notice. Silly girl.

“You have five seconds to swallow my cock up to your tonsils,” I said firmly, letting the ‘or else’ hang pregnant in the air.

She made the briefest eye contact with me – a fearful, begging “please don’t make me do this” glare, before she realised she had no choice if she wanted to please me, and opened her mouth.

The tip of her tongue danced along the underside of my soft, hanging shaft, doing its best to avoid contact with our mixed juices. The warmth of her breath enveloped me like a welcome evening breeze before eventually she could do nothing else but settle my cock on her tongue and close her lips around me. High above, I watched her swallow uncomfortably, learning the taste of her Pussy and judging whether it was poison or honey.

“Good little slut,” I praised as I cupped her cheek and stroked it. I was already getting hard again, how could I not? Annie began to bob up and down as my cock expanded and stiffened in her mouth.

“Just clean me,” I reminded her. “The next place I cum won’t be in your mouth. Use your tongue and plenty of saliva and wash me clean.”

Reluctantly, she just did that, caressing my cock and rinsing it thoroughly before swallowing the resulting solution and letting me slip from her lips.

There’s a special chill you feel when your wet cock is exposed to open air again and it’s amazingly refreshing.

“Very well done Annie, you’ll make an obedient little whore yet.” She blushed deep red, a wonderful contrast to her otherwise pale face, then dropped her gaze. “How did you taste?”

“I don’t know,” she eventually mumbled.

As cute as the demure shy girl routine was, and it definitely was a turn on, I needed this girl to embrace her sexuality instead of hiding from it. I wanted an on-demand teen cocktease that understood her desirability and for our fucking to be mutual, Hot and fierce. I grabbed the hair at the back of her head and pulled her to look up at me.

“When I ask you a question I expect an mmediate and honest answer, little whore. Now tell me, did you like the taste of your own slutty cunt juices?”

Tears immediately welled in her eyes as I forced my stare into them. “Yes sir, it was okay.” ‘Okay’ would do for now.

“Good, because you’ll be cleaning my cock like that after every fuck from now on. Now, when I give you an order I expect to be obeyed immediately, whether it’s new to you or not. When you fail to do so, I will remind you of the correct behaviour.”

Gripping firmly, I led her by her hair on her hands and knees into the lounge and over to the couch where I first caught her sucking cock. I sat down and had her kneel to the side of me and hang over my legs leaving her tits dangling. I put one hand on her back and let the other stroke gently over and between her Ass cheeks.

“When I told you to clean my cock, you protested and refused. A slave does not have a choice. A slave obeys her Master. You do as I tell you, when I tell you, or I cannot trust you as my slave.” I smacked her left butt cheek, leaving my hand on it for a few seconds after before resuming my stroking. It wasn’t a particularly hard slap, but she yipped like a little puppy. I smiled to myself. Somehow she kept getting cuter.

“Since this is your first day and your first infraction, I’ll go easy on you. Ten spanks. You will count them out loud and thank me for each one. Understood?”

She nodded vigorously, muttering a near incoherent “yes sir,” through haggard breathing and sniffling.

“And don’t forget to address me correctly. You can already thank me for your first.”

“One, thank you Master.”

I grazed my hand over her Ass, pulled away, then smacked her right cheek with a resounding slap.

“Two, thank you Master.” I continued stroking her butt, this time dipping my fingertips into the molten opening of her Pussy as I passed over it.

Slap. “Three, thank you Master.”

I added on a fourth and fifth in quick succession, alternating cheeks and grinning as red blooms began appearing on her pale white Ass.

Smack. “Six, thank you Master.” This time I held firm onto her firm, round cheek, admiring its heft and shape. Damn, this was an Ass that deserved spanking.

In her thanks, her hesitancy had gone. They were now stronger, clearer, and she held her head high, gritting her teeth awaiting the next blow. I relaxed my grip and my hand wandered around again, dipping fingers into get Pussy and thrusting an inch or two inside just long enough for her to gasp and push back on them for more, before I withdraw and moved on.

“Seven, thank you Master.” This time I plunged two fingers into get freshly deflowered canal and rubbed them over her g-spot. She moaned longingly and cursed under her breath as I withdrew. I danced my fingers over her skin, then took my damp forefinger and pressed it against her dry puckered asshole. She flinched at the touch, so I moved my over hand from her back to grasp her shoulder and hold her in place.

I rubbed her inner spot again, heard her moan deeply, then withdrew and pressed hard onto her asshole again. This time, lubricated by her juices, I pushed the finger inside up to the bed of my nail. She bucked against me but my hand on her shoulder held firm. “Not tonight, little one,” I said deeply. “But soon, I’m going to break open your asshole too.” I worked my finger in and out of her tight ring. “In order to be my whore you need to be completely available to me.” She let out a long, lustful groan as I slid my finger in up to the first knuckle. “You’re going to be my three-hole whore, Annie. You’re going to give yourself to me completely.” I withdrew my finger and smacked her Ass again. “But tonight we have other priorities.”

“Yes sir,” she whimpered breathlessly. “Eight, thank you Master.”

I quickly followed up with the final two blows, craned my neck around to admire my handiwork. Both cheeks, usually pure plaster white, were a rosy hue of red and radiated heat as her blood vessels flushed closer to the surface. “Have you learnt your lesson?”

“Yes sir.”

“What did you learn?”

“That I must always obey,” she replied breathlessly. “That I am your slut and I follow your orders.”

“Without delay?”

She nodded profusely. “Without delay, sir.”

“With any exception?”

“With no exception sir.”

I crouched down next to her head on the couch. “Remember about your Red word, little slut. If things really are too much for you, if I cause you too much pain, then you can have me stop.”

She tilted her bowed head to look me square in the face, tears welled in her eyes. “I’m okay, sir.”

I smiled and stood, gently pushing her to her knees. I stepped behind her and manoeuvred her so she knelt before the couch with her head resting on the seat. “Let’s test your lesson, shall we?” There was obviously no way my cock had stayed soft while I’d pounded on her Ass, so I stroked my newly reforged cock and slid effortlessly into her soaking Pussy. From virgin to slut in one fuck.

I twisted her hair into a quick ponytail and wrapped my hand in it, using it to both pull her head from the couch and as leverage for my thrusts. Annie whimpered and moaned, a mix of fucking heaven and sore cunt lips on cock that meant while she nearly peaked, her raw nerves denied her her Orgasm. “Maybe I can train her to like the pain?” I thought. She certainly wasn’t telling me to stop.

Reaching my own finale I pulled out of her cunt and tugged hard on her hair forcing her to sit back on her heels. I spun around her, yelled “Open!” and slid my wet shaft back onto her tongue.

This time there was no complaining, no grimace and no hesitation. I fucked my last few thrusts, holding her ponytail tight, then pulled out just as the first rope of cum tickled her tonsils. The rest shot out over her left eye, her open lips and her perky teen tits. Both of us now panting for breath, I released her and collapsed to lay on the couch. She joined on the floor beside me, sitting up with my gel-like cum sticking to her. I ran a finger over her cleavage and pooled cum onto it, then dropped it into her panting mouth. She looked at me slyly.

“A man’s cum has the power to create life. The hormones linked to it give a man his strength, his passions and lusts.” I scooped some from her glued together eye and had her suck it from my finger. “Semen is precious, treat it as such. It should not be wasted. All of my cum should end up inside you, whether it’s in your whore cunt, your tight little asshole or your stomach. Even when I let you play with it first, it all ends up within you. Understood?”

She nodded happily as I fed her one more fingerful. “Now do it yourself.”

—–

I had Annie discover and eat up the remaining cum from her skin before I sent her up to Shower. While she was gone, I cleaned up dinner and tidied the mess left by my kids before eventually settling down in front of the TV.

A black-and-white horror movie was showing, the kind where a ripped blouse was a shocking display of lewdness and a fade to black hid a jump scare, and I decided to leave it on. I had dressed myself again and was relaxing on the couch when Annie descended. She had put her little black dress back on, but this time I saw a black thong keeping her slave Pussy contained. I didn’t mind, you can have a lot of fun with a pair of panties if you know what you’re doing, and I invited her to cuddle up with me for the movie. Once she nestled next to me, I slowly pulled the top of her dress down below her tits. The straps desperately wanted to pull it back up, which had the effect of forcing the dress to present her round firm boobs on a shelf. She flushed red as she realised I was gonna leave her this way but then she settled with her head on my shoulder and a wine glass in her hand.

“You know that if I decide to fuck you in the middle of the night that thong won’t protect you?”

She nodded. “Your… stuff was leaking out of me.”

“Ahh,” I said. “What did you do with it?” She twisted her head on my shoulder to look me in the eye.

“I swallowed it, sir.” She looked embarrassed and struggled to maintain her gaze.

“Well done! You’re a very good girl.” I kissed her forehead. “I’m very proud of you, Annie. You’ve come a long way in a short period of time.”

It was at that moment that I heard a sharp buzzing from the hall. “Is that Dylan?” She nodded but made no effort to move. Dinner had gone a lot better than I had planned, so we’d failed to deal with her ex-boyfriend’s unwanted contact. I told her to get her phone. When she came back, I had her lay down next to me with her head in my lap as I opened the latest message.

I read through his thread of pityful pleading, boastful begging and manipulative threats while also reading her calming replies. He had been pushing way harder than I wondered and it irked me. “Dylan doesn’t want to let you go, does he?”

She shook her head.

“Do you want him back?” As reluctant as I would be to let her go, I had to give her the option.

She looked at me warmly in response and shook her head. “I want you, Master.” I bent down and kissed her before reading the new message. He’d gone from trying to be cute and friendly to being pushy and demanding, now threatening to publish photos of her online.

I asked her what photos he had and she flushed red again. Apparently Dylan had insisted on photographing her blowing him and the cum on her face afterwards. I told her that I wanted to reply and buy us some time. She agreed and I messaged him as Annie, telling him that ‘I’ needed to think about it. His reply came swiftly.

“Think fast. You have until tomorrow.”

I told Annie not to worry about it and that we would fix it, then I put her phone down and settled back on the couch. I was determined not to let the little shrimp ruin our mood. My cute Ass Babysitter was laying tits out with her head in my lap and I was determined not to waste the opportunity.

I took things slowly, stroking her side with long, drawn out, barely-there brushes of my fingertips on her paper-smooth skin, gradually pushing her dress further down to access more of her. Over time my fingers wandered over and around her tits, drawing out her nipples for me to squeeze and flick. Her breaths drew shorter and sharper before I decided to leave her chest alone and wander back to her side and over her thigh. This time I gradually pulled her dress up, exposing her Ass cheeks and thong to my fingers.

She began rubbing herself back against my fingers, pushing me to press a little firmer. I resisted the temptation for a while but could sense her frustration building. As soon as her efforts were about to become obvious I took two fingers and firmly rubbed them down the crotch of her thong, over her engorged but hidden clit and pressed the material inside her Sex. She cooed loudly and bucked against me, gasping at the first firm sexual contact after a long while of teasing and nearly exploding from the build-up alone. I held my fingers in place as she ground herself against my digits, trying desperately to get off but unable to force my fingers any further.

“Please….” she moaned.

I smiled wickedly. “Please what?”

“Please… help, please.”

“Help you with what?”

One of her hands reached backwards, grabbed my head and pulled me tightly to her while the other pressed down on top of my hand in her crotch.

“Tell me what you want, Annie.”

She struggled to discover the words as she panted heavily in my ear. “Please, I want to… want to…”

“Do you want to cum, Annie?”

“Yes!” She screamed. “Please make me cum, please make me cum, please make me cum.”

I hooked my two fingers under her thong and pulled it apart then pressed hard down onto her clit, rubbing big circles over it and down to her engorged, soaked lips. “Rub yourself like this,” I ordered. I felt two of her slender fingers join mine. For a while I held mine of top of hers, teaching her the movements and patterns before slipping my own out and up to her mouth which automatically opened and closed around them. “That’s it,” I encountered, “suck your tasty cunt juices from my fingers.”

Once she had sucked them clean, I took my fingers out and pushed us both into a upright seated position with Annie in my lap still frigging herself. I lifted my Ass off the couch enough to slide my pants down to my knees and release my very ready cock. I grasped her firmly under each thigh and lifted her, then told her to take my cock. “That’s it, little slut. Take my cock and put it into your slutty wet cunt.” Her girlish hand grabbed my shaft and I felt the wet velvet of her opening on my cockhead, so I slowly dropped her back down. She moaned loudly as she was filled once again. Now completely enveloped in her, I put her wet fingers back over her clit and breathed two words into her ear: “fuck me.”

Slowly, Annie rose up off my lap exposing my shaft to the cool air on her juices before she practically dropped herself back down and moaned. She did it again, then a third time, but on the fourth she climbed too high and my cock slipped out of her forcing her to grab it and line it back up again. After a few more attempts she found a comfortable rhythm of controlled lifts and drops and I murmured words of encouragement to her.

I reached my hands around her and clasped her taut nipples in my fingers, twisting them and rubbing them as she climbed her mountain of ecstasy to the inevitable summit. She pogoed on my cock faster and faster until eventually she climaxed and collapsed back on me, sweat dripping from her, panting wildly with my stiff shaft buried completely inside her.

“Good girl,” I said as I wrapped my arms around her torso. She bucked and shuddered against me as her eruption settled and her muscles relaxed. I pulled her back against me and kissed her, both of us tried to tear into each other in the way you only do in the heat of passion. Once our lips finally came aside, I pushed her roughly to the floor. “Hands and knees,” I ordered. “It’s my turn.”

No sooner was she in position than I was thrusting inside her once again. I took a few strokes to get my rhythm going, then I bypushed her shoulders gently to the floor for a better angle where I could piston forcefully. Her tiny asshole winked at me teasingly and I very nearly pulled out to try her last virgin hole, but I reminded myself the plan for the weekend and instead wet a finger and pressed it firmly against the opening. She jerked at the sudden discomfort but said nothing. I pushed in up to the first finger joint, rolled it around and heard her moan. I bent low as I fucked her and said “not yet, little slut, not yet” and removed the finger.

With her perky Ass presented nice and high I couldn’t withstand some playful smacks across it as I felt my eruption start to boil. As soon as I felt ready I slipped out of her, grabbed her shoulder and threw her around. She scrambled to sit up and tried to take my cock in her mouth but I refused her, aiming instead at her chest. I let loose my explosion all over her milky white tits, launching rope after rope of cum before stepping forward and slipping my cock into her mouth for her tongue to massage and clean. Once I was satisfied I collapsed back onto the couch and admired my slave. Pearly strands of cum clung to her tiny, rosy nipples and splatters of it could be seen shining on her chest, stomach and chin.

“You look beautiful.”

She smiled at me awkwardly and shuffled closer on the floor to rest her head against my leg. She breathed deeply, still worn out from her exercise. I stroked her hair and told her what a good girl she had been and how proud I was of her. She looked down at her chest then back to me. “Should I go Shower?”

I shook my head. “What’s the rule about waste?”

It took a second but she nodded her head, then began using a finger to scoop my seed from her skin into her mouth. I helped by taking a large glob from her nipple and dropping it onto her tongue from above. She ate it all dutifully until only faint smears remained. She looked proudly up at me and I stroked her hair in praise. “Now, my little whore, I think it’s time we got ready for bed.”

—–

We brushed our teeth together, allowing me the joy of watching her boobs dance in the mirror as she did so. We’d left her dress and thong downstairs on the floor and I’d used a soft warm cloth to remove the strains of my Orgasm from her skin. I left her to pee alone and told her to join me in the bedroom.

When she entered, I was laying on the bed playing through the security camera video of our dinner fuck. She got in beside me and laid her head on my chest, watching as video-me put a finger in her asshole for the first time. In bed, I stroked her Ass cheek with my Free hand and she blushed away from the video.

“What’s wrong?”

“Nothing, Master,” she said as she corrected her behaviour and looked into my eyes.

“Are you nervous about getting your Ass fucked?”

She nodded slowly. “Yes, sir.”

I smiled. “You should be. It isn’t easy, at least not early on. But you’ll grow to Love it, I promise you.”

That didn’t seem to reassure her any, but I decided I was fine with her being nervous. It was a big deal and I wanted her to feel the weight of it.

“Sir, can I ask a question?”

“Yes, of course.”

“What are you going to do about Dylan?”

To be honest, Dylan has slipped my mind entirely. I’d had a wondered earlier and realised it was a thread I’d have to pluck at overnight to see if it amounted to anything.

“Don’t worry about him,” I said reassuringly. “I’ll handle him. Until then, there’s a rule I want you to know.”