Feminized for the Very First Time: 8 Books Feminization Anthology

by D. L. Savage

  It was the redhead speaking this time, her blue eyes sparkling as she waited for my answer, dressed now in a pretty coral colored bra and matching g-string.

  “From the department store in the mall,” I replied happily. “I don’t know the name but the one on Robertson street?”

  “Oh yeah, I know that place!” the brunette joined in. “My friend Rhiannon works there.”

  For a half-second I almost blurted out that Rhiannon was the very same person who’d helped me in my transformation, but instead I just smiled and said, “Cool!”

  “I’m Katy, by the way,” the brunette added.

  “And I’m Michelle,” the redhead said.

  “Bailey,” I replied, shooting them another shy smile.

  Again the two women didn’t bat an eyelid as I said my name, just turning back to the bench to carry on dressing, while I pulled on the last of my gym clothes, excited now to get out into the gym and find out what this little ‘surprise’ was that Morgan had planned for me ...

  10

  “Hello? Anyone there?” I called out, as I strode through the empty gym, puzzled.

  Because the place seemed completely deserted. All the machines lay motionless and unused, and there was no music pumping out through the speakers. The only sound I could hear was the soft squeak of my sneakers on the polished floor and the drumbeat of my heart as I walked around the deserted room, wondering what the hell was going on.

  “Hi Bailey,” a voice said behind me, making me jump.

  But this wasn’t Morgan’s voice.

  This was a male voice – low and deep, strong and powerful.

  Brett’s voice.

  I span around to face him, my features obviously giving away my surprise and confusion, because a second later I watched his handsome face break out into a warm grin as he laughed, “Don’t look so worried! Morgan said she had to run an errand and she asked me to supervise your session today. I hope that’s okay?”

  “That’s, uh, fine,” I stammered, feeling the nervous boom of my heart as his dark brooding eyes locked onto mine. “But where’s everybody else?”

  “That I don’t know,” he smiled back with a shrug. “Something tells me that maybe Morgan is trying to set us up,” he added, still totally confident and at ease.

  I felt my stomach lurch and I knew now for sure that he was hitting on me. But even so, I didn’t know how to act, how to respond. I had zero experience in situations like this – hell, I’d had no experience hitting on a girl, let alone being the one that was hit on, and with a shy giggle I just shrugged and said, “Well, I guess we should get started!”

  The pathetic words echoed in my head as soon as I’d said them and I winced on the inside, feeling my face grow warm, and hoping to God I hadn’t ruined the moment completely.

  “Shall we start with some crunches?” Brett said, gesturing to one of the benches.

  “Sure,” I replied, starting to feel like I’d missed my one and only chance.

  But as we strode over to the bench with me leading the way, I could sense that Brett was checking me out. I just knew somehow that his eyes were on my ass, and I found myself adding a little swing to my hips in response, wanting him to find my butt sexy and hoping to hell he did.

  I lowered myself as daintily as I could onto the padded bench, then lay back, as he reached out and placed his big strong hands firmly on my shins, pinning my legs so that they didn’t move while I began to crunch up towards him.

  And as I began my first set of reps, I found it hard to concentrate fully, glad that he was keeping count – feeling all my nerves tingling as I focused on his touch, wishing it was exploring the rest of my body, too, wishing that his warm rough hands were enclosing my tender breasts and slipping between my legs.

  “Wow, you’re in good shape!” he laughed as I quickly completed five sets of crunches, hoping I didn’t look like too much of a sweaty mess once I was finished and that the careful gym-ready makeup I’d applied before I set out had stayed in place.

  “Thank you,” I heard myself say, my voice so soft and sexy now, falling from my lips in barely more than a breathy purr. “You look like you’re in pretty good shape yourself ...”

  Again I felt his dark eyes lock onto mine, my whole body crying out to him now, wanting him to just take me right there in the empty gym, wanting to know what it felt like to be totally claimed by a hot, alpha hunk like him – so much bigger and more powerful than me.

  He was pure animal strength encapsulated, and I felt myself yearning for him with every fiber of my being.

  But this time, it was Brett who ignored my sexy suggestion, pushing himself back up to standing before saying, “Why don’t we try a few barbell lifts next. You ever done those before, Bailey?”

  I felt a little shiver of pleasure as he said my name, his low voice flowing through me like some sort of drug, pulsing through my veins, and it took me a moment to come back to my senses as I replied, “No, Morgan never showed me those ...”

  “The bench is over this way,” he said, and this time it was my turn to check him out, my gaze lingering on his broad back, admiring the sheer power and size of him as he led me towards another bench, this time with all kinds of dumbbell weights set up next to it.

  For a moment, I worried that he’d choose something too big for me, something that wasn’t particularly girly, but to my relief he picked up the very smallest, lightest-looking set and I just knew from looking at it that I’d be able to lift it.

  “Okay, so if you lie down here like this,” he murmured, as I followed his instructions, laying down daintily on the bench while he stood over me, “and take hold of this bar ...”

  He placed the weight in my hands; it was a little heavier than I was expecting but I managed to hold it okay.

  “Now push up like this,” Brett continued, showing me just what to do.

  But as I pushed, I found myself gazing up longingly into his big dark eyes again, and I saw that he was looking right back at me with a similar expression - pure lust now etched on his face. From where he was standing, his crotch was right up near my face, and all it would take was for him to lean in and kiss me ...

  To my total surprise, I felt him do just as I was imagining, gently taking the bar from my hands as if it weighed nothing at all, then quickly setting it aside before leaning his face in towards mine.

  I shivered in anticipation, feeling the warmth of his breath on my skin for a moment, closing my eyes just as his lips met my own.

  I’d never even kissed anyone before, apart from some fumbled exchange with a teenage girl at a party back when I was sixteen. But this was totally different – slow and sensual, his tongue pushing into my mouth, deep and slow, as his lips crushed against mine.

  I felt the pleasure multiply inside me, flashing out through my body as the kiss quickly grew hotter, and I let out a muffled moan as his hands moved confidently to my breasts, cupping them through the tight spandex, his thumbs somehow finding my nipples through the soft layers of my crop top and bra, thumbing them roughly until I was squirming and sighing beneath his touch.

  Still lying on my back below him like that on the bench, my own hands seemed to reach out with a mind of their own, first slipping beneath his vest, my fingertips grazing over the taut muscular ridges of his stomach, before moving downwards again, until they were tugging eagerly at the elasticated waistband of his sweatpants.

  “Oh, is that what you want, babygirl?” he growled, breaking the kiss, his dark eyes still blazing down at me as I lay there beneath him, feeling my tender nipples and my hard little clitty aching for his touch.

  I nodded my head shyly, unable to tear my eyes away from him as he slowly and confidently pushed the waistband of his pants down around his thighs, roughly scooping his fully hard cock and big meaty balls into view, then lowering them right towards my pretty face.

  Instinctively I opened my lips and outstretched my tongue, feeling at first the sheer heat and sweaty musk of his cock and balls as th
ey bathed my face. And then a moment later my tongue touched against the smooth skin of his shaven balls and a soft breathy groan of sheer pleasure burbled up from the back of my throat as I began to lap and suck at them, leaving little bright pink smears of lipstick in my wake, tasting the manly musk of sweet on his skin as I began to go to town.

  Of course, I’d never done anything like this before, but it seemed I was a natural, my mouth seeming to know exactly what to do. And what’s more, I’d never felt happier – never felt more right – than in did in that moment, laying on my back, my legs spread wide, as I nuzzled and licked at Brett’s balls and the meaty throbbing underside of his rock hard shaft.

  But soon I wanted more – wanted to take his whole fucking cock deep in my mouth, wanted to cram it so far into my throat that I choked and my eyes watered. It was like an insatiable need that had awakened deep inside me, and I quickly shifted around on the bench so that I was on all fours now, my back arched and my toned little butt sticking out into the air as I took hold of his cock in both hands, feeling its hard girth throbbing powerfully in my slender fingers as I guided it hungrily towards my open mouth.

  I felt his rough hands move into my hair, his grip tightening on my head as his cock slid against my tongue and I eagerly wrapped my mouth around it, my own tiny, untouched dick throbbing so hard in my panties now that it felt almost like a kind of pain; the sweetest, most delicious pain I’d ever known.

  “Your mouth feels so fucking good, baby,” he moaned, as he began to pump his hips, fucking my face faster and faster, until the drool was spilling from my plump pink lips, and I could feel warm wetness pooling in my panties, the gusset of my thong beginning to soak through from the globs of pre-cum that no doubt must have been pulsing from my little sissy clitty.

  His rough hands grabbed my head tight, and once again he began rhythmically thrusting himself in and out of my mouth, pulling his cock right out so only the tip of it touched against my lips, then thrusting himself all the way in again.

  It was all so new for me; I’d never done anything with a guy (or a girl for that matter) and now here I was letting myself be used by him like a slutty whore. Used. There was no other word for it. And what’s more, I fucking loved it.

  “You want me to fuck you, babygirl?” he growled suddenly, pulling himself out of my mouth with a slick wet pop, then gazing down at me with those big black eyes, burning with lust.

  “Uh huh,” I replied, my voice shaky and my whole body trembling as he moved around behind me, his rough hands tugging my yoga pants and thong in one motion until they were down around my thighs.

  “Put your head down,” he added sternly.

  So I pushed my face into the slick leatherette of the bench, arching my back even more, offering my yearning ass to him, my own little cock still twitching and aching in anticipation.

  I trembled with delight as I heard him spit in his palm, then felt him gently work the tips of two fingers around the tender opening to my ass. There was a pause, as his warm rough hands part my buttocks even wider, and then my mind melted away as his fingertips once more touched gently against my tight little butthole.

  As his fingertips worked their magic in delicious, tantalizing circles around the tingling opening to my ass, I moaned softly with girlish pleasure, feeling him push first one then two fingers all the way into me there, fucking me softly with his hand.

  Oh shit, it felt so fucking good that I closed my eyes, lost in the moment, my own cock aching and throbbing, totally untouched, as I ground my pert butt even harder into his hand.

  “Please, Brett,” I gasped, the words rising up from deep within me in a breathy slutty sigh, my soft voice trembling with need and desire. “Fuck me, please.”

  I felt so goddamn ready for it. I just had to have his big hot dick deep inside me.

  From behind me, I heard the unmistakable sound of him taking a condom from his pocket, tearing the package open, then stretching the rubber over his cock as I offered my eager ass up to this beautiful godlike man behind me.

  Finally I felt his huge and powerful body covering me from behind, bathing me with warmth as he gently pressed the crown of his hot, swollen cock against the tight opening to my ass. With his other hand, he reached forward, pinning my wrist powerfully against the bench. I gasped and shivered beneath him, feeling the sheer strength of this man behind me, holding me here like this. I couldn’t move even if I wanted to. I tried to shift a little but I couldn’t budge an inch. He held me here like that for a delicious, shivering moment, as if to communicate that I was his now – that he’d totally and utterly dominated me. I could feel the heat of his skin against my back, radiating off him in an animal intensity.

  Then, with a final low grunt, I felt him push against me, his cock head slipping a little way inside me, the sheer thickness of his dick stretching me so wide that I moaned a long, girly moan.

  Fuck.

  It was painful at first, far more painful than I’d ever imagined, and I wondered if perhaps I’d made a mistake in thinking I could take him like this.

  Again, I tried to struggle and shift, but he pinned me firmly in place.

  And I was on the brink of asking him to stop, or at least to slow down a little, but he continued to plunder me, pushing further and further inside me, sliding in and out of my tight little hole, all the while pinning me motionless beneath him – dominating me utterly. And then just like that, he began to hit a sweet spot deep inside me, each new thrust of his cock sending a fresh wave of white hot pleasure rocketing through my trembling, slender body.

  His hand finally let go of my wrist and I pushed myself back up onto my elbows and let my head hang down between my skinny shoulders, gazing now at my puny little rock-hard cock, watching as it slapped upwards against my taut, toned belly with each thrust of his hips, faster and faster from behind, as he softly grunted with his own manly pleasure.

  “Oh fuck, Brett!” I moaned as I ground myself even harder against him, his cock now buried all the way to the hilt in my ass.

  It felt so good, twice as good as any pleasure I’d known before now: my untouched cock feeling like it was ready to blow at any moment as his big thick hot dick slid in and out of my tight hole, my panties stretched tight around my thighs.

  And it must have felt pretty good for him too, because I heard his breath becoming shallow and felt his thrusts becoming shorter and slower — like he was trying to hold off from cumming for as long as he could.

  I found myself clenching my ass muscles tight around his dick in rhythmic movements, yearning to feel him squirt deep inside me, desperate to feel that big hot dick pulse and spasm, eager to know that my girly body had got him off.

  In fact, I became fixated on the idea, holding off my own orgasm, too — which I could sense was fast approaching even though I hadn’t even brushed my fingers against my cock once — and I gritted my teeth and closed my eyes as my ass muscles clenched and unclenched around the root of his cock, urging him, willing him to come.

  “Oh yes, that’s it, that’s it baby!” I gasped, as with a low cry he finally fell forward, his whole hot body pressing on top of me from behind as his cock began to judder and squirt deep inside me, the the heat of his cum through the rubber finally tipping me over the edge, too.

  “Oh yes!” I cried one last time, my eyes flashing open as I looked down between my legs at my little sissy prick, watching in amazement as it began to squirt out series of thick white jets onto the workout bench below me, my tender ass still filled to the hilt with Brett’s thick cock, as the most intense orgasm of my life flashed through me …

  11

  As I lay shivering and trembling on the workout bench coming back to my senses, Brett began to pull away from me, standing and readjusting his sweatpants, all with his back to me. And as he did so, I felt a pang of sadness – maybe even regret.

  Was this just some one off, I wondered, as I too began to pull up my panties and yoga pants. Was this kind of cold reaction something I’d
have to get used to from men, just like I’d gotten used to makeup and tight-fitting clothes?

  But even as I was thinking these sad, wounded thoughts, Brett turned back to face me, a wry smile on his face now.

  “You want to carry on with those barbell reps, or should we maybe go freshen up a little?”

  I couldn’t help but giggle; the idea of actually carrying on with our workout after what we’d just done was crazy – and he obviously thought so too, both of us suddenly bursting out in the biggest fit of laughter, our voices echoing happily around the deserted gym.

  “If you want,” he continued shyly, once we’d both come back to our senses, “ I was thinking maybe we could maybe go get a drink somewhere after this?”

  And I was about to reply with an excited Yes when I heard another voice calling out to us, and then the soft pad of sneakers on the floor of the gym, coming this way.

  “What’s so funny?” the familiar female voice asked us.

  We both looked over to see Morgan, her blue eyes sparkling with a devilish glee as she strode towards us, her long ponytail swinging.

  “Nothing at all, ma’am,” Brett said, playing the part of a groveling servant for a moment before catching my eye, as our little secret once more flashed between us.

  “I hope you both enjoyed your session,” Morgan said with a wry smile. “And from the look of things, you sure look like you had quite an intense workout!”

  As I turned to look at her, I knew in that moment that maybe my naughty little secret wasn’t so secret after all. And as if to confirm it, Morgan shot me a knowing wink.

  “Class dismissed,” she said happily. “Why don’t you two lovebirds go out and grab a drink or something?”

  And that’s exactly what we did.

  Executive Toy

  1

  I always wondered where my friend Mia got her money from. Every time I saw her, she had something new – new coat, new cell phone, new car. She always picked up the tab for my drinks and meals, which was fine with me because for the longest time I’d been broke, just trying to scrape through college with any part time jobs I could find and very occasional hand-outs from my parents.