Part-Time Babysitter Doll

Author's note: this story is the first of, hopefully many, stories featuring/exploring partial or complete dollification. Many of these stories are inspired by the works of author/artist Leticia Latex. If you enjoy this story or dollification, please give their works a look.

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Being a single dad was not an easy thing. Don't get me wrong, I love Annie, and we're both happy as things are, but having a second set of hands or someone else to help around the house would have been beyond helpful. The closest thing I had to that second set of hands was Annie's babysitter, Brandi.

Brandi was really a lovely girl. She'd started babysitting for me a few years ago, not long after she'd turned eighteen, as a little side hustle. Now twenty-one, the passing years hadn't dulled her willingness to take care of Annie when I needed help. Though in college, she was clearly falling into that classic space of neither being in a rush to finish nor unmotivated - she lived with her parents and had her part-time job, Annie notwithstanding.

Nevertheless, she was in college and there were days when I wondered why she still bothered to come to my aid, let alone for such cheap rates. I tended to shrug this off, as I was not fool enough to look a gift horse in the mouth. Quite simply, I was glad to have her around for as long as she was willing to stick around.

Her help was already a plus, but it did not hurt that she was quite a looker - to the level where she never could quite fail to attract me eye. Whether it was those wide, glittering eyes or that youthful flush on her cheek. Or those perky breasts that stretched her shirts enough to catch your eye but never so lewdly as to betray more than the barest hint of cleavage. Or that tight little ass that always seemed to have its reason to stare back at you. Hell, if it weren't for the age gap, I might have thought she were doing it on purpose. But those were foolish thoughts better spent elsewhere... even if they did sometimes frequent my morning showers or my bedtime ritual.

Though the hours of my job tended to align well with daycare operating hours, today was going to have been a long day. Brandi, thankfully, had been both able and more than willing to pick Annie up from work and watch her until I was finally free of an afternoon and half an evening's worth of endless meetings. It was the sort of day that left you too tired to even turn on either the radio or music as you drove home. Fortunately, the thoughts of Annie and Brandi helped steadily chip away at the utter exhaustion I'd felt when I climbed into my car at the start of my twenty-minute commute.

I pulled my car into the driveway, already a half hour later than I'd expected to get home. Hopefully, it wouldn't have been too big an inconvenience for Brandi. Friday nights had always been socially demanding back when I was in college, and I can't imagine that had changed over the years. I set to rehearsing my apologies as I dragged my messenger back and myself out of the car and towards my house.

The door opened before I even had my hand on the knob. Brandi stood there in front of me wearing a white camisole and light blue jeans, her usual sweatshirt draped over the nearby armchair. There was something so achingly reminiscent of past happiness in the way she greeted me at the door. And yet it was all the sweeter as no expectation or obligation had brought her to that door.

"Good evening, Mr. Tassel!" Brandi was all sweetness and smiles, just as she always was, her youthful eyes wide and bubbly.

"Hey, Brandi - how was Annie tonight?" I asked as I followed her through the door.

"An angel as ever. We watched a movie and then she went to bed. No fuss." She closed the door behind us with familiarity.

I smiled. "Well, sounds like an easy night. That's good. Especially since I ran long. How much do I owe you? I imagine more than usual since I'm late?" I set my bag down with a heavier-than-intended thunk.

Brandi looked at me, sparkles in her eyes. There was something different in the air tonight, her answer coming slower than her usual pace of speech, as though she were trying to decide something, "Well, it'd normally be sixty bucks." She paused, a deep breath I can only imagine as gathering confidence, though for what I did not know, "but maybe I don't want money tonight."

I arched my eyebrows, "I mean, sure, I guess I can get you something else. Food? Gift card? Beer?"

She stepped closer. "Mr. Tassel, I didn't come here for an easy night tonight."Was she pushing her chest forwards as she said that?

I floundered for any way to respond to that, a single ineffective word exiting my mouth, "Oh?"

She closed the distance even further. "No. I want ahardnight." She licked her lips.

"Brandi... I, I'm."

"You are such a sweet, dense man." She giggled, "I want you, Mr. Tassel." She closed the distance between us until it was gone, her lithe form pressing against me. "I've wanted you ever since I first laid eyes on you."

The air was heavy between us. I was struggling to process what she was saying. Struggling to accept that my weak suspicions, suspicions that I had so long attributed to fantasy and wishful thinking, had been correct. And wrestling with the knowledge that I'd gladly give in if this were really what she wanted.

And so the easy question tumbled out, "Are you sure this is a good idea? I'm nearly twice your age."

"I know you are." She placed her hands on my back and pulled me closer as she planted a small kiss on my chest, punctuating every few words with more soft kisses, "But you're a good man. A good father. And damn attractive." She looked up at me, those eyes smoldering. "What better person to lose my virginity to?"

Just her pulling close to me had been enough to set my blood pumping. But those words threatened to wake that primal, possessive beast within me, so long dormant. We men are predictable, and I'm sure she knew exactly the effect that the idea of claiming such a beautiful young woman's untouched flower would have on me. But I also knew myself well enough - I wouldn't just stop at her flower if she gave me the chance.

"Brandi..." I tried to resist one last time, though neither my mind nor my cock wanted me to succeed.

She did not stop, "I mean it, Mr. Tassel! Take me. Teach me. Own me. Mold me into your perfect plaything. There is nothing you can ask for I shall not gladly give."

My resistance was shot. The beast within me broke free. My hands surged forwards, grasping her pert buttocks and pulling her roughly into me. My cock, by now already rock-hard, pressed against her in eagerness. I kissed her back, hard and forceful. Her delighted but slightly startled squeal as she returned my kiss only stoked my fires further. This girl would learn. She would learn so many things with me.

I broke the string of kisses and turned her around, grinding my erection against those tight little cheeks and her lower back. I lifted the hair from her neck, planting several kisses against her neck even as my hot breath struck her sensitive earlobes. She moaned and pressed back into me harder, firmer. She tilted her head back towards me, clearly still desiring more kisses. I pulled on her hair, enough to allow me access to her soft lips. I took my right hand and reached down into her pants. She moaned into my mouth as I did so. I wondered just how drenched I would find her virgin slit and I looked forward to feeling that molten, sodden heat upon my fingers. My hand reached to where her pussy ought to be, only to find a stretch of smooth, slick decidedly-not-skin.

I broke the kiss, perplexed, "Um, Brandi?"

"Yessssss." She moaned, clearly having anticipated [the change in our relationship] for some time.

"Where's your pussy?"

"Oh!" She grinned, mischief in her eyes. "I forgot to warn you. It's my birth control."

She wiggled out of my grasp, her perky rear still turned towards me, and dropped her pants. She then turned around to display whatever she had meant. Instead of a fleshy mound potentially adorned with pubic hair or a risqué tattoo waiting over what promised to be a delicate, virgin-tight slit, her mons was made of smooth and shiny plastic, sporting only a slightly raised, oval-shaped opening. Its pseudo-lips were bright pink and glistened in the light as they surrounded a darker-pink plastic sheath that extended deep within her. Even from this angle, I could see the way her sheath-plastic wrinkled and bunched, proof that no cock had yet unfurled her.

"I'd been on the pill for the last two years, just in case you ever finally made a move, but you never did. And then my mom told me how enjoyable dolling was, so I figured I could be safe and still have fun. I saved up and got my little pussy done... but I've been so horny since then, I couldn't wait any longer."

I stared at her, my hunger unphased. Her plastic hole drank in my gaze, beckoning I come, and cum, inside. I had been so keen to see engorged labia and a drenched opening between flexible, nubile legs, but there was something so perfectly naturally unnatural about the positioning of her plastic hole. There was something about the way her hole waited there, so open, so perfect in shape and the way it begged to be filled that made it irresistible.

She blushed under my lingering gaze, clearly starting to grow nervous. "I know it's a bit unexpected, but I really hope you like the way it looks... and feels. I'm so excited to share this with you." Her voice started to trail off.

I closed the gap between us, "Is it strange that I want you all the more now?"

She pounced back onto me, frenzy now in her eyes, "Mr. Tassel, do you have any idea how hard it is to focus when part of your body is a literal sex toy? A neglected little toy? I've felt so empty. So desperately, achingly empty. And it gets so much worse when I'm around you. I need you... I need this."

I shut her up with a kiss. "Don't worry, Brandi. I won't leave you neglected any longer."

She trembled in my grasp, relief and excitement undoubtedly surging together. I tugged on her camisole, her shirt and bralette coming up and over her head with little difficulty. Those perfectly-shaped teardrop breasts and their eager nipples looked up at me. I could not help myself from tracing their delicate shapes or tweaking her sensitive buds. I would shower them with attention soon enough, but she had other fruits that needed sampling first.

I allowed my left hand to drift lower and lower. Where I normally would reach for her clit or sodden lips, my fingers would not find these. Instead, they worked their way to her artificial pussy, tentatively tracing the pseudo-lips that surrounded its opening. Despite it looking so simple and so plastic compared to natural female anatomy, it still brought her great pleasure. Even the first, most delicate touch upon her altered anatomy was enough to provoke moans of delight and to set her writhing in pleasure.

Her enjoyment aside, I could tell she was tiring of being teased. I slipped my pointer finger inside her. The sheath felt quite decidedly like plastic but radiated the heat that any pussy ought. What it lacked, however, was any sort of lubrication, the sides of her love tunnel clinging to my finger in a way that would not support me actually fucking her. Nevertheless, she moaned even from such a small penetration as my finger felt the subtle plastic folds that represented where her unfucked sheath bunched up together.

"You're dry, Brandi."

She pulled away from my embrace and reached under the couch, removing a bottle of lubricant she'd stashed there who knows how long ago, "That's what this is for."

Brandi lay back on the couch, revealing herself to me entirely. I watched with some perfect mixture of awe and lust as she squirted a generous helping of the lube inside herself.

She looked up at me, impatience, lust, and excitement brimming in her eyes. "Are you ready to take my virginity?"

"You may be nice and wet now, but I'm not." I looked at her, my eyes undoubtedly twinkling, "Care for a taste?"

She pouted, "Fiiiiine. I can do that, but my little plastic pussy is supposed to be what you're interested in."

I stood next to her, giving her easy access to my cock, "Don't worry, I'll be inside you soon. And I'm quite sure I won't want to leave."

She took me in her left hand and ushered me slightly closer, a mischievous vulnerability in her eyes, "Promise?"

She didn't even wait for an answer before taking me in her mouth. All her confidence and bravado did not, however, translate into her knowing what to do here. Her tongue was clumsy, but her saliva flowed freely. Though it would have taken ages to get me off as she was currently doing, the heat and slickness of her mouth did feel good. And I could feel the blood surging into my cock at the idea of properly training her sweet little mouth and undoubtedly tight throat to pleasure me. I pulled out with a soft, slick pop, now lubricated enough to fulfill her wishes.

"Mmm, that felt nice, Brandi."

"Then reward me by shutting up and putting it inside me already," she purred.

I climbed on top of her, my chest over hers. My face over hers. Our eyes locked together. We blushed. We smiled. And then, I obliged. I angled my swollen glans towards her opening, its exposed position making the task all the easier. My tip pressed against her almost-lips before breaching her. The throaty moan she released and the squelch of lube being displaced as I slid inside were music to my ears.

I've taken a couple virginities over the years, and it had always been an enjoyable experience, but it was completely different with Brandi. Whereas there's usually no sense of anything changing as your cock slides into virgin territory, I could feel Brandi's hole giving itself to me, reshaped inch by inch by my cock. I felt the opening to her fuckhole strain tight and wide around me, stretched tighter than anything I'd felt before. And I could feel each and every one of those virginal wrinkles in her plastic sheath smooth taut as my cock's passage open her fully. The sensation was magical.

By the time my crown reached as deep as it was going to go, I held myself still. The sensation of her body beneath me and the impossibly tight caress of her plastic hole around me were unbelievable. Brandi looked up at me, her eyes already so full of joy and pleasure even before I had done anything other than slip inside. I couldn't help but kiss her again.

"Is everything okay?" She asked, vulnerability once more overtaking her lust and her partly-feigned bravado.

"Yes, Brandi. I was just savoring how beautiful you look and how exquisitely you feel."

She blushed, her voice softening and betraying its desperation, "Then, will you actually fuck me? I've been waiting for so long."

I did not answer her with words. Instead, I began to move. Though every part of me just wanted to pound into her, to give her that "hard night" she'd all-but-begged for, I knew I needed to be slow, gentle, tender. This was our first time together and this was her first time taking a cock inside her. Given that I was inside a plastic sheath designed for fucking, I perhaps should not have been surprised, but she was taking it surprisingly well. No whimpers. No subtle clues to move slower or more gently. But still a steady stream of soft coos and moans escaped her lips. And in return, I felt the grip of her prefect sheath caressing me with every stroke. If I could nearly feel every vein on my cock while it was being milked so snugly, I could only imagine what she was feeling.

And yet I clearly wasn't giving her what she wanted. "Mr. Tassel." She said sternly, "My hole is literally made of plastic. You don't have to be gentle. And I insist that you don't.'

Something about that reminder overrode my last semblance of restraint. My hands easily closed fully around her wrists as I pinned her down. I loomed over her, her petite body so open and vulnerable beneath me, even as my cock had already pierced her depths. I then set to fucking her. Hard and fast, just the way she wanted it. Hell, the best word to describe what I was doing to her was reaming. I alternated between pulling nearly all the way out on each backstroke and slamming right back in hard with steady, hard fucking. Her perky breasts bounced from the force of my fucking into her even as her well-lubed cocksheath sang into the air, rich squeaks and squelches mingling with keening moans to make abject music to my ears.

So enraptured by the visual appearance of my cock disappearing inside her greedy plastic tunnel time after time, I lost track of how many times she came in such a short period of time. By the slight glassiness in her eyes and the insensible mixture of moans and half-words dribbling out of her lips, I knew it had been a sufficiently large number of times such that she'd be properly cum-drunk before I actually finished.

I pulled my cock from her hole to the semi-intelligible sounds of her disappointment, savoring the sight that her pussy was, indeed, properly broken-in - the formerly wrinkled plastic walls now fucked smooth and open. Just as her doll-hole had gotten me going, the sight of her once-virginal tunnel beckoning me back inside made me grin all the harder.

"What's the matter, Mr. Tassel? Why'd you stop?" she asked semi-drunkenly.

"Absolutely nothing wrong, my dear. I'm just enjoying the sight of what my cock is doing to you."

I don't know if she was genuinely curious or just being mischievous when she asked, "Oh? What is it doing to me?"

"Why, my dear, it's fucked you completely open. Anyone who sees your little plastic fuckhole is going to know you've had a hard dick inside you."

"How can they tell?"

"All those little wrinkles are gone, fucked smooth in the way that only a big cock will do."

She moaned, "That's not the only thing your cock is doing to me, Mr. Tassel."

"Do tell?"

"Nothing I've tried by myself at home has ever felt this good! Oh, god, it's turning me into your little plastic slut! Now get back inside meeeee."

Her last word was drawn out first by her desperation but then by me pounding back into her. Her opening positioned for ease of access, thrusting back inside was impossibly easy, and, though her sheath itself still caressed me with mind-boggling tightness, it welcomed me inside. And it welcomed me resuming my aggressive fucking once more.

"Hurry up and cum inside me," Brandi begged. "I need to feel you pulsing inside me. I can't wait any longer!"

I'm not sure whether her words were magical, whether she somehow tightened even more around me, or what, but the cliff that promised my release came out of nowhere. One moment, I could have used her hole for another half hour, fucking her into a proper daze, and the next, I was on the edge of spilling my load. I relaxed my pelvic muscles to delay climax for just a few more moment, giving her several especially long, deep strokes before I could hold off no longer.

"Cuming!" I growled into her ear.

My balls, heavy with unspent seed, tightened. I felt the my cum rush through my cock and into her eager receptacle. Already so tight around me, I could feel her stretch just that tiny bit more with each and every pulse of my cum into her depths. Frozen, buried deep inside her, as the last aftershocks of my orgasm coursed through me, I could do nothing but feel the moment. She wrapped her arms around me and held me close, her breathing fast and deep as she came one last time, undoubtedly the strongest climax of the night.

We waited like this for a good several minutes, the only sounds in the room our breathing and, if my head were close enough to her chest, the pounding of her heart. At last, she released me. Lifting slightly off of her body, I pulled my softening rod from her plastic hole. Some of my cum still pooled within her, tidaling as she breathed, and some spilled out onto her shiny pelvis.