High School’s Most Eligible Master

Chapter 3: Asking Out A Childhood Crush


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It was during classes the next day that it clicked. There was a girl I liked, Colleen Vale. I had a crush on her for... about as long as I could remember. I still remembered pulling on her braided pigtails when I was a little boy, embarrassing as that was now. I didn't quite remember how we met - I think her mother was a patient at my mother's hospital, and we became playmates that way?

In any case, now that I was a Pet Owner, and being a Pet Owner meant that I would have a lot of women happily fighting their way over one another to get to be with me, I had a very, very easy way to finally get my crush. I'd never been able to muster up the confidence to ask her out, but now...

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She still kept her hair in those brown pigtails I used to love to pull on. She also had the confidence to pull off glasses, which was really sexy in a girl. Her sense of style was also really, really my thing, with a sweater that stopped juuust below her nipples, showing off her whole belly and plenty of underboob, but slung out long across her arms, and a collar, complete with a long, thin leash. She also often wore - like that day - no pants at all, just a thong, showing off her gorgeous trim body with full tits and a round ass that made me swallow and my cock stand at attention every time.

"Sam?" She nervously wrung her hands in front of her, glancing around the empty room we were in. "What did you want to talk to me about?" She swallowed, the bob of her throat deeply enticing.

But I wasn't here to get my rocks off. I was here to make the girl of my dreams, my girl. I took out my Pet Owner license, showing it to her. She looked at it for a couple seconds, then her eyes widened as she realized what it said, what it meant. "I want you, Colleen. Not just any girl - you. This isn't an audition offer, for a competition. If you want to be my Pet, and you threshhold, I'll gladly make you mine."

Her expression lit up at that, eyes big and bright and happy. She hopped forward, clasping my hands in hers, pulling them up closer to her face. For a moment, she simply salivated subtly - then she slurped back up the drool and started speaking. "Really, Sam? Really? You mean it?"

"I mean it," I told her, enjoying the eagerness with which she bounced in place, both for her energy, and for the way it made her breasts threaten to bounce out of her top. (Sadly, they didn't actually do so.)

"Then yes, yes, I'll be your Pet, I'll do anything you want even now, okay? So, whatever you want. You like blowjobs, right? I can suck you off right now, we're in private. Though if you wanted to do it in public, I'd do it for you, that would be just fine with me, as long as you're happy-" she was cut off as I put a single finger in front of her mouth. I understood being eager to not wind up a slave, but she was getting too hyperactive and nervous from the offer. She'd always been that way, at least with me - she was a whiz at public speaking and handling people she didn't know well, though.

"You don't have to do anything special. What I want is to take you back to my home, up to my bedroom, and then fuck you on the bed like a real boyfriend."

Her eyes lit up even further, her lips parting in a sort of dumbfounded grin that was incredibly cute. "Y-yes please!" The words came out a little squeaky, and she clung to my hand the whole ride home, practically bouncing in her seat, her breasts jiggling beautifully. "This is so nice, we've been friends so long, and now we're going to take our relationship to the next level. U-um," she said, suddenly pushing her fingertips together, looking up at me with doe eyes, "have you done it with another girl? I mean, you've had your Pet Owner license for a while, right? That's what all those extra lessons you were complaining about were. Right?"

"Right," I agreed, reaching out for her hand and giving it a squeeze. "But no. I've gotten some blowjobs," I told her, and she nodded knowingly, "but you'll be the first time I have proper sex with a real woman." Pokegirls weren't included in that calculation, for obvious reasons, and Colleen just lit up like a Christmas tree.

"I-I'll do my best! If it's ever even a little uncomfortable, or there's something you want to do, just tell me! Y-you could choke me with my collar, or stomp on my face, if you wanted to, but if you don't that's also okay! Whatever you want's the best, it's your first time, our first time, it should be special, as perfect as we can get it, and I can do whatever you want," she said, starting to hemorrhage words as she tried her best to impress me.

I just gently leaned over to kiss her, enjoying the way her glasses brushed against my brow, my cock straining in my pants with desire. Fortunately, we soon got back to my place, and we could break off the truly wonderful, hot kiss, to hurry up the staircase to my room. We were in there in a flash, pretty much, our naked bodies soon pressing up against each other - I don't even remember the stripping itself, that's how horny it was. It was one moment that I was rushing up the staircase, the next I was atop her, her bare breasts pressing against my chest, her nipples hard and perky, the scent of her arousal filling the room as her sex quietly drooled on the bed.

I was rock hard myself, and I shifted position, pointing my cockhead at her wet sex, and just ramming it deep inside her. She jerked in response, her eyes widening briefly, but then she just smiled warmly up at me, panting behind steamy glasses. "What do you want me to do, Sam?" She asked. Her voice was sweet as silk, so loving and gentle, it was hard to believe she was fucking me for the sake of getting a 100% guaranteed slot as my Pet if she threshholded. "Should I wrap my arms around you, pull you close, scrape across your back? Should I tangle my legs together to pull you deep inside? Should I lie, limp and compliant, my body like an onahole?"

I took my time in my response, making a lazy in and out movement as she became increasingly nervous. It was cute, the fidgety way that she responded to my movements, her breathing becoming a tad erratic as her breasts softly jiggled from my movements. I felt as her sex slickened and gripped my cock, the way she quietly undulated her hips, just a little bit, just enough to massage my cock inside her - then I finally spoke up. "You should kiss me," I told her, enjoying her blush. I'd planned to lean down to kiss her, but she didn't give me the time to, her hands clasping my chest almost immediately, and she leaned up, pressing her lips against mine hungrily. Her tongue slithered into my mouth, flicking at my gums, at my teeth, at my own tongue, moving with alacrity and force.

It was intensely erotic, incredibly sexy, just how hard she was working to please me. Even if she'd been a dead fish, I would have happily worked for it, but with the sheer intensity of her movements, the way her fingers clawed along my backside, leaving trails of pink as she desperately tried to keep her body up despite gravity and position making that difficult. Her breasts would smush against my chest, then they'd slowly fall away, skin peeling away from skin in a sticky movement.

Eventually, she ran out of strength to keep up the kiss, her lips wetly popping off mine as she thumped to the bed beneath me. It was cute, the look of desperation in her eyes, this wild, needy look that saw her arms weakly scrabble to grab me up again. I just obliged her with a loving kiss, leaning down to press my lips against hers, my tongue slithering into her mouth, her own immediately meeting it on the field of battle, dancing around mine, toying with it. It wasn't quite a counteroffensive, it was more like a coaxing how-you-do to the foreign intruder, but that was honestly sexier than if she'd been trying to fight back.

My hips kept thrusting into her. At some point, her thighs had locked themselves to my waist, but it wasn't a controlling grasp, more like one to hold her still when I wasn't moving either. When I'd slide deep inside her, she'd squirm, those inner walls of hers gripping and groping my dick. But that was it - she wasn't intensely trying to fuck me back, she was putting everything she had into ways to maximize the pleasure of what I was already trying to do, without taking the tiniest bit of control away from me.

I broke off the kiss again, a wet pop produced by the movement. Her eyes stared up at me, wondering in silence if I wanted her to lean back up to kiss her - I spoke to assuage any such concerns. "You feel really nice and tight, Colleen," I told her, and she nodded quickly, looking faintly bashful, with a flush to her cheeks and a fog smearing across her glasses. It was unbelievably cute, and I was going to come, and I knew I hadn't made her come but in the moment I was unable to care. She was obviously very, very happy to be able to please me, to get the chance to be my Pet, so I just bottomed out and let go inside her with a low groan.

She smiled brightly at that, and nervously, tentatively, started to speak. "That's good. C-come in me. K-knock me up. Make me a mommy, if- if you want," she added, suddenly unsure of herself. "I-if you don't, you can still come inside, I'll get the morning after pill, a-and if that doesn't work, I'll abort the baby too," she explained, a certain desperate note in her voice.

"It's fine," I groaned out, and she instantly lost that nervousness, even though I hadn't told her my plans. "I'll just pull out."

"Y-you don't have to! Unless you want to," she added, quickly, her eyes nervously flicking up to my face. "Then you should do it. P-pull out, come on my tummy, on my tits, coat me in your cum. I'm going to be your Pet, that kind of stuff is what I'm for!" My cock throbbed furiously at her words, and I finally pulled out, starting to jerk myself off for a moment before her legs shifted their position. "F-fuck my thighs, that's better than jerking off, right?" She proposed, and I nodded as she pushed her legs together. Then I slid my cock in between them. It was definitely better, almost as good as her pussy in its own way, and she kept squeezing and tensing the muscles there, her juices from the earlier fucking helping to lubricate my cock, and then I came.

It was an intense orgasm. I wanted this girl so badly. My cum sprayed out over her belly, straining so far that some splattered her tits, or even her face, despite the distances involved. She just smiled the whole time, continuing to try to milk me with her thighs, and when I was spent and pulled out, she let her legs flop to either side. "Do you w-want me to lick it up, or leave it, M-Master? Should I call you Master, Sam? I can call you Master or Sam. Or whatever you want!"

"Sam is fine," I said, falling onto my back and panting softly. She nodded quietly, looking at me with big eyes behind her glasses, waiting for my answer on the rest. "You can lick it up," I told her.

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"Okay, Sam!" Her fingers hurriedly began to scoop up the cum, feeding it into her mouth. She let out a hum and there was a pleased twisting of her hips at the taste, her eyelashes fluttering. She just kept going, scooping it all up, feeding it happily into her mouth, humming as she went. Her gaze flicked over to me as she did so, checking to make sure that I was happy with what she was doing. I was, of course. Still, I needed a moment to breathe, and I was taking it.

Once she was finished cleaning herself off, though, she twisted around on the bed, pushing her tits into my upper arm as she looked up at me. She had this warm, loving, excitable energy, and it was incredibly sexy. She just smiled silently up at me, seeming perfectly content to hold that position for the rest of my life.

"Do you want me to clean off your cock, Sam?" She asked, glancing down at my half-erect cock.

"You don't have to," I said. This was our first time together, and she was still a human, so I wasn't sure how much she'd enjoy cleaning my cock of her own juices.

"Don't worry about what I want! I want to do whatever you tell me, Sam. Because you're so nice and are taking me in and making me your Pet if I threshhold, a-and," she swallowed, gulping noisily, "maybe we can do boyfriend-girlfriend stuff now? While I'm still human? If you want to, if you don't, I can just be your sex toy, that's fine with me too."

I smiled at that. "If you want to be my girlfriend, I'd be happy to have you." She practically squealed at that, completely forgetting about my cock to pepper me with kisses, mashing her body up against mine as her lips made their way to mine, her tongue hungrily slurping deep inside my mouth, her whole body writhing in joy atop me, undulating in place. She had so much energy and love in her, it was crazy, and when she popped off the kiss, she was grinning.

"You did want me to clean your cock with my mouth, right, Sam? S-since you said I didn't have to, instead of that you didn't want to, that's what I figured." She gulped at that point, suddenly nervous.

"I'd like it very much," I said, and she hurriedly crawled down in between my legs, a giddy expression on her face as she came face-to-face with my cock and just sucked it down into her throat in a single movement. She slurped heavily around my length, as if trying to clean it off on suction alone, and it felt intense, and fantastic. Her tongue slithered around on the underside of my cock, her eyelashes faintly fluttering in happiness and glee as she looked up at me. Her hands ran up and down my bare thighs, soft and soothing as she worked overtime to clean my dick off, twisting her head from one side to the other to let her tongue get even more of it.

Naturally, I was soon erect from her work, and she popped off at that point, stroking my dick as she spoke. "Do you want me to keep sucking you, or do you want another hole? I can fuck you with my tits, or take you in my ass, or you can just fuck my pussy again. Or whatever! If you want a footjob, or a hairjob, or something like that, I can do it too."

"A blowjob would be great," I told her, and she smiled brightly at that, inhaling me in a heartbeat, making me groan softly and buck my hips as she took me deep inside her mouth. Her throat swelled to accommodate me, swallowing around my cock. She hummed pleasantly at my taste, at the feel of me in her throat, sending sweet vibrations into my cock, and I just quietly bucked my hips, reaching down to run my fingers through her hair.

She looked up at me as I did, her eyes big and bright as she slobbered all over my length, pressing her nose into my groin. Her mouth slapped wetly around my cock, her tongue slithering along the underside. Every inch got a bath, as she continuously produced more and more spit to work me off. There was a heat to her cheeks, a glow to her eyes, as she quietly wormed herself up and down my cock, twisting her head this way and that. More and more hot drool fell out of her mouth, dribbling down my length before getting gobbled back up by her hungry mouth.

Once, she just held herself down in my groin, smiling up at me with her eyes as she kept choking herself on my cock, going on and on until her eyes started to lid and unfocus from asphyxiation. She probably would have stayed down until she passed out, but I grabbed her twin braids and peeled her forcibly up off my cock. She just smiled as my dick popped out of her mouth, her large breasts bouncing, rising and falling with each passing moment as she caught her breath. Drool slipped out of her mouth as she sat there, on hands and knees before me, waiting for me to let go of her braids...

Or maybe to use them to direct her? She seemed really nervous about doing anything on her own, so maybe just taking control like that would be better. I decided to try just pulling her down onto my cock by the braids, and she opened her mouth wide, her eyes brightening up as I slid deep inside her throat. She hummed pleasantly, wiggling her butt happily behind her as I held her down in my groin. Her tongue rolled and swiveled around my dick in her mouth, and her hums got more intense, making my cock genuinely vibrate in her throat. I could feel her soft breasts as they pressed against my thighs, more and more saliva running down out of her mouth, dribbling onto my balls...

My thoughts absently went back to Joan. How pleasant it had been when she had come from sucking my cock. Like Ms. Mayberry, Colleen seemed to really enjoy sucking cock, but she didn't look to be in any danger of coming from it. "Play with yourself while you suck me off," I ordered, and instantly, one of her hands was in her groin, the other roughly molesting one of her tits. She tried to twist her body to better show it off to me, but it didn't really work, given our respective positions, and she soon gave up on it.

I kept holding her down, as she played with herself frantically. I could hear it, the wet movements of her fingers in her cunt, and I could see - in a limited sense - as her fingers roughly molested her tit. Her choked moans rolled around my cock, making it twitch in her throat as she looked up at me with her eyes. They began to unfocus, as I held her down, but as much out of pleasure as asphyxiation.

She came in short order, having already been worked up by the sex and the blowjob. It was a beautiful sight, as she wetly gagged on my cock, twitching in the air, her eyes unfocusing, lidding, and then her whole body slumping as she passed out. There were still intermittent twitches, the gorgeous shows of an orgasm on her part, and I forcibly peeled her back up. Saliva dribbled freely out of her mouth, just splattering down onto the bed beneath her, as she hung in the air, unconscious, mouth open. Then she stuttered back to life, eyes going wide, her expression confused but wanting to do whatever she had to.

"What, what happened?" She gasped out, eyes rolling around to try to figure out where she was and what was going on. "Sam, oh, I'll, you were fucking my face, okay," she said, smiling as enough of her memory came back to her to figure out the basics of what was going on. "You can go back to it, if you want," she said, with this dopey smile before her mouth stretched wide and inviting, her tongue slithering out like a red carpet being rolled out. "Choke me out as many times as you like," she added, when I didn't immediately thrust down her throat.

The fact that she hadn't started masturbating again suggested that maybe she didn't quite remember what was going on, but, with my cock rock hard and her consent willing, I just shoved my dick right back down her throat. I held her down for a few long, very pleasant seconds, then spoke up again. "Start masturbating," I ordered, and immediately she went right back to it, her eyes widening a little as she remembered the order previously.

I didn't blame her for forgetting, but she clearly blamed herself, her hands going absolutely wild on her tit, mauling and twisting it, while the one in her pussy was twice as loud as it had been before she passed out, the occasional slapping noise joining in as she slammed her palm against her pelvis, fingers still inside her.

I started to simply fuck her face instead of holding her down. Sexy as it was to choke her into unconsciousness, and for all she didn't seem to mind at all, I wanted her to more fully enjoy herself. I wouldn't have choked her out at all if she hadn't come at exactly the right (or wrong) time in the first place. I started to pound her face up and down my cock, her whole body twitching in pleasure from her masturbation fit, her cheeks repeatedly hollowing, her tongue swiveling around frantically in her mouth. Her eyes stared up at me, as her glasses went askew from the force I brought to bear, then clattered right off her face onto my stomach. She moaned softly, in between wet gluk-gluk noises as her throat was filled with my cock, and then, I came with a groan. I managed to control myself so that just the head of my dick was past her lips, spraying out copious amounts of hot seed all over the inside of her mouth.

She hungrily slurped it up, but, noticeably, didn't swallow. When I was completely spent in her mouth, peeling her off, a little bit dribbled out past her lips as the seal briefly broke, but she quickly tilted her head back and started sucking it up, hands grasping it, feeding it into her mouth. It was a gorgeous side, the beautiful girl, object of my crush for years, her head tilted back as she luxuriated in the flavor of my cum on her tongue. She breathed through her nose, and I just watched, curious how long she would swill my cum.

The answer was a full ten minutes, before so much saliva had built up in her mouth that it started to spill out - it was only then that she swallowed up the cum, her throat bobbing beautifully as I watched. She glanced down at my cock, saw it wasn't erect, and then hurriedly hopped right back up next to me, pressing her tits into my arm. "Sorry for not doing anything to please you, Sam," she said, her voice far too nervous. I reached for her head, softly stroking her hair. "I got distracted, that was bad of me."

"If I had wanted you to do something other than swill my cum for as long as you liked, I would have interrupted you," I told her soothingly, and she smiled at that, cuddling into place. I took her glasses where they had fallen on my stomach, folded them up, and placed them on the side table, before closing my eyes and taking a nap.

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