Feminized for the Very First Time: 8 Books Feminization Anthology

by D. L. Savage

“Oh my god, that’s so fucking hot,” Allie murmured, her voice still charged with lust.

  And I couldn’t agree more. It was so weird to come but still feel just as horny afterwards, even more so perhaps, and before I even knew what I was doing, I’d fallen to my knees, eagerly tugging her briefs down, freeing her rock hard cock, which jutted up towards my face, the head slicked with pre-cum.

  Ever since I was a teen, I’d tried sucking my own dick – never quite reaching it, no matter what crazy shape I contorted myself in. But now, here it was, right before me, and I eagerly took it between my lips, sighing as the thick hot meat filled my mouth completely.

  Allie groaned again, her hands moving into my hair as I began to suck, working my lips up and down the throbbing shaft, using my tongue to flick and tease at the underside and swirl around the head.

  “Fuck, that feels so good,” she murmured. “I’d always wondered what it felt like to get your dick sucked ...”

  And I couldn’t agree more. It felt amazing to be on the sucking end too, my pussy still throbbing madly between my spread thighs as I went to town on her dick, cramming it deep into my mouth for a moment, just to see how far I could take it, gagging a little as it nudged against my tonsils, then pulling it from my mouth with a gasp for air, just like I’d seen girls do in porn.

  By now my pussy was crying out to be filled – a deep biological need that had awakened inside me, something I now craved with every ounce of my being, and I stared up at her, and said the words, “Fuck me, please.”

  She laughed, obviously knowing just how much of a horny mess I must be right now, reaching down and easily picking me up, swooping me into her arms like I weighed nothing at all as she carried me over to the bed, throwing me down onto it, then ravenously tugging off my panties, her head moving between my legs as she tongued my drenched pussy for a moment, before climbing up over me again, jacking her hard cock as she steadied herself on one hand, then guided the head of it right between my legs, teasing my clit with it before finally pushing it slowly inside me, causing such a deep flash of pleasure that I cried out.

  “You like that big dick?” she growled, her voice low and taut.

  It was so crazy, I’d never been this confident whenever I’d slept with girls, but now Allie was obviously acting out some fantasy of her own; being the kind of guy she’d always wanted to be, the same way I was totally overcome with submissive feminine tendencies, moaning and sighing and trembling beneath her, my legs spread wide apart, my fingers raking at her broad back as she slid her cock even deeper inside me. “You like it when I fuck you like this?”

  “Yes,” I gasped, as she brought her cock out from my pussy then slammed it back in, hard and deep. “Yes!”

  It was true. I loved it. The feeling of something entering me like that, of plundering me, of filling me up and slamming hard and deep inside me was so fucking good – way better than I’d ever imagined it could be.

  I could even feel her balls slapping against my ass as she drove her cock hard and fast into my pussy, my breasts bouncing, my nipples hard as rock, the sighs and moans falling from my lips uncontrollably.

  And pretty soon I could feel the waves of a second orgasm rising up inside me, even stronger than the first. This time the sensation wasn’t even radiating from my clit the way it had the first time she’d brought me off. Rather, it seemed to radiate from every part of my body at once.

  With a final cry, I let go, tumbling into an abyss of pure pleasure, my pussy clamping hard on the base of her cock, my slender body bucking and thrashing as the waves of intense sensation flooded through me, driving me to a place where I was totally lost - lost in my desire.

  I could tell Allie was close too; as I came back to my senses I heard her breath growing shallow and felt her body tensing as she continued to plunder my pussy with her cock.

  “I’m gonna cum,” she murmured through gritted teeth, her face a grimace of pleasure. “Where do you want it?”

  And I surprised myself with my answer, the words rising up from some totally slutty place inside myself as I said eagerly, “In my mouth, baby.”

  Her eyes flashed with excitement, as she brought her glistening cock out from my pussy then shifted until it was right by my face. I sucked on it eagerly, soft little moans of pleasure rising up from my throat as I felt her throb against my tongue, tasting the sweet honey of my own pussy juices.

  “Oh my ... god,” she grunted, and then a second later I felt her squirt a series hot fresh jets of cum into my mouth and throat, her thick powerful load quickly filling up my whole mouth.

  I gulped it back eagerly. If I’m honest, it wasn’t the first time I’d tasted my own cum – every guy gets a little curious at some point, right? But now, like this, it was fucking hot. I could still feel my pussy aching, crying out for more as I lapped and licked at the very last drops, bathing her softening cock in tender kisses, enjoying the way she was trembling and shuddering from the way I’d brought her off, a feeling of girly pride now mixed in with my own horniness.

  And once we were both spent, we lay down together on the soft luxurious sheets, just cuddling and kissing for a while, gazing deep into each others eyes.

  “How long does this simulation last?” I murmured, not wanting the fun to end any time soon.

  “That’s the best thing,” Allie grinned back. “I’ve placed a stop button in the corner of the room,” she added, nodding towards a small silver button set up on the opposite wall. “We press that, we go back. But until then, we can stay here for as long as we like.”

  I giggled, flushed with excitement all over again.

  And as we started to kiss, I’d never felt happier – never felt more like I belonged, wrapped in her arms.

  Epilogue

  And so began a new chapter of my life, the one I’m still currently living. It’s incredible, perfect – a life better than I could ever have imagined. Allie’s back at her lab, and we’re still best friends, only now we’re lovers, too.

  I suppose you could call it a long distance relationship; just a very unique one.

  When she went back, she left the portable kit behind, and she has another one at her apartment, too. And most nights – almost every night in fact – we meet up, her in my body and me in hers, to explore endless possibilities.

  I’ve never been happier.

  I love her more than ever, and she says she loves me too.

  It’s a totally different kind of relationship, one that might not work for some.

  But so what.

  For us, it’s perfect.

  Personal Trainer

  1

  “Are you Bailey?”

  The confident female voice startled me so much I almost jumped out of my skin. I span around to face a tall, blonde woman, her tanned skin glowing and her hair tied up in a tight, high ponytail.

  “Uh, yeah?” I said, hesitantly, wondering how in the hell she knew my name.

  “I’m Morgan,” she explained with a smile. “Your personal fitness instructor?”

  I did a double take. When I’d arranged for this series of one-on-one sessions, communicating with a personal trainer named Morgan, I guess I’d just assumed it was a guy.

  Then again, I supposed my own name - Bailey - was also unisex.

  And there was no doubt tall blonde standing in front of me was all woman – toned and lean, her ample curves accentuated by the tight black shorts and grey vest top she was wearing. At the same time, I could she was built too; damn, she had more muscles than me!

  You see, that was the whole reason I’d signed up for this gym in the first place. By the age of twenty-two, I’d grown sick and tired of being so skinny and androgynous-looking. I suspected that maybe I was low in testosterone, which accounted for my lack of facial hair and my somewhat high-pitched voice. And on top of all that, I’d never developed too much in other, more private areas either, if you know what I mean.

  To make matters worse, the only bit of me that had grown since puberty –
strange as it sounds – were my breasts.

  Yep, you heard me right. It’s a condition called gynecomastia – where the oestrogen outweighs the androgen in a boy’s body as he starts to change during puberty, resulting in breast tissue forming. I’d had this explained to me by various doctors, many times over, and at first they’d assured me it would clear up as I got older. But here I was at twenty-two and I still had this embarassing condition.

  So, having had no luck with girls whatsoever – I mean, who the hell would want to go out with a skinny, feminine little guy like me? – I decided it was finally time to hit the gym. Maybe I could turn my embarrassing man boobs into toned, glistening pecs, and my puny arms into beefy, hulking muscles.

  Stranger things had happened right?

  But the way Morgan looked at me dismissively that Wednesday evening in the gym lobby, casting her icy gaze up and down my skinny frame, I could tell she was thinking that she had her work cut out for her.

  “Okay, Bailey,” she said, “why don’t you hit the lockers, get changed into your gym gear, and I’ll meet you by the weighing machine in a few minutes.”

  “Uh, this is my gym gear,” I said weakly, gesturing to the baggy sweatpants and oversize t-shirt I was wearing.

  I’d always worn clothes like this, choosing things a couple sizes too big for me to hide my skinny frame, not to mention my embarassing chest bumps.

  But to my surprise, Morgan laughed then shook her head sternly. “There’s simply no way I’m letting you into my gym dressed like that,” she stated coldly. “For a start, those pants are so loose they could slip down and trip you up at any moment. And that shirt could get caught in one of the machines! No, no, no, Bailey. You’ll have to change into something a little more streamlined. Wait here a moment ...”

  I watched, confused as she turned and headed off towards the door to the women’s changing rooms. And as she went, I couldn’t help but sneak a quick glance at her butt. Damn. It was perfect, exactly the kind of big sexy ass I’d always lusted after but had never once in my life actually got my puny hands on.

  After you get buff, you’ll be able to bag a chick like Morgan, I told myself, feeling myself growing aroused at the thought.

  As I stood awkwardly in the lobby, waiting for her to return, I watched some of the other patrons coming and going – all fitter and more athletic than me, the girls toned and sexy, the guys big and built. I felt totally out of place – so scrawny and puny and pathetic in comparison – but I reminded myself that that was the whole damn reason I was here in the first place.

  Surely some of them must have been my size when they first started attending this place?

  “Here you go,” Morgan said a moment later, breaking me out of my thoughts as she returned from the women’s locker and thrust a plastic bag into my hand. “Change into these, then I’ll meet you by the weighing machine. It’s towards the far end of the gym on the left.”

  “But aren’t these ... uh … women’s clothes?” I murmured, confused, as I stared in at the slinky, stretchy spandex items in the carrier bag.

  “They’re unisex, Bailey,” she hissed sternly. “Now stop being such a sissy and go change.”

  I was stunned into silence, shocked at how she’d just spoken to me, not to mention totally uncomfortable about the idea of changing out of my baggy sweatpants and t-shirt in a public place like this.

  A part of me wondered if I should just tell her I’d made a mistake, that this maybe wasn’t the gym for me after all, then go home and try to get a refund on the ten private sessions I’d already paid for up-front.

  But another voice told me I was just being silly – that I simply was trying to find a reason to back out of this, the way I always did when confronted by a difficult situation – and maybe for once in my life I should just face things head on, and make a positive change.

  What was that phrase?

  Face your fears and do it anyway …

  So instead I just nodded, mumbling, “If you say so,” as I made my way nervously to the men’s locker rooms ...

  2

  I pushed open the door, taken aback for a moment by the sight that greeted me. Because standing only a few feet away from me was a totally naked dude, his tanned muscular body dripping with what I guessed was water from the showers, as he casually worked a towel over one of his meaty thighs, his foot placed up on one of the wooden benches that ran around the edges of the room and his thick, half-hard dick swinging meatily between his legs as he slowly dried himself.

  He didn’t flinch or attempt to cover himself in the slightest when he saw me, just shot me a friendly smile like this was totally normal, then continued to leisurely dry his body as I quickly averted my gaze, my heart booming in my chest as I heading for the farthest opposite corner of the large, otherwise empty changing room.

  As I began to undress, I kept my scrawny body facing inward towards the lockers, shy and embarrassed, and I found I couldn’t seem to get the image of him out of my mind – his bulging biceps, his washboard abs, and of course that big, flopping dick between his legs.

  Damn. Even flaccid it was impressive – way bigger than my own puny prick at full mast.

  Not for the first time in my life, I felt a sharp pang of envy. That hunky beefcake didn’t know how fucking lucky he had it. I bet he could bang a different chick every night if he wanted, while I was still a pathetic virgin at twenty-two.

  I felt my face reddening further as I tugged off my baggy white t-shirt, uncovering my ‘breasts’ beneath. God, I hated them so much. I’d already looked into surgery but it was just so expensive, and on my meager salary (I worked from home as tech-support for an online company), I just knew it would take me years to save up. My latest doctor had been the one to recommended trying to work out first, in the hope that I could maybe flatten out my boobs or at least make them look less noticeable by adding some muscle beneath them.

  I felt them jiggle a little as I pulled the shirt over my head, and to make matters even worse, my nipples grew hard as the cool air of the locker room hit. They were so sensitive it was ridiculous – way more than any guys should be. They’d harden almost at the drop of a hat, even aching sometime beneath my shirt, just from the slightest bit of friction or stimulation.

  Next I pushed off my sweatpants, leaving me now just in my socks and tight-fitting boxer shorts. But my cock was so puny, it hardly made the slightest bulge. I’d half-heartedly tried doing penis extension exercises that I’d read about on the internet, but so far it had done no damn good whatsoever.

  I pulled the first item from the carrier bag that Morgan had given me – a pair of black lycra pants with purply-pink trim that looked an awful lot like yoga pants. She’d said they were unisex, but when I inspected the label, sure enough, it said Womens, Size 10.

  A painful flash of embarrassment and anger shot through me as I stared at the words. Did she really expect me to wear these girly, feminine things? Again, I deliberated, with half a mind to just storm back out into the lobby and tell her to go to hell. But at the same time, maybe she did have a point – my other pants were always slipping down, and I didn’t want them to fall down while I was training and trip me up.

  From behind me, I heard the other guy pull on the last of his clothes, then head out of the locker rooms, the door swinging closed behind him, leaving me in the empty changing room.

  What the hell, I figured. I’d wear these stupid things today, and then next week I’d buy something of my own – a new, better-fitting men’s tracksuit.

  So with a sigh I stepped into the pants and pulled them up over my calves and thighs, tugging them up around my waist and feeling the thick elasticated waist band cinching tightly around my waist, while the stretchy black fabric hugged my butt cheeks in a way I wasn’t expecting. They were totally skin tight, and I gazed down at my slender legs in surprise, kind of impressed by how well the yoga pants flattered them, making my thighs and calves actually look sort of thick – not in a muscular beefcake way exa
ctly, but certainly a little sporty. The only thing I wished was that the bulge of my dick showed too, but instead the tightness of the fabric had seemed to crush it right against my body, leaving nothing but the very faintest mound between my legs.

  The other item in the bag was a black tank top with matching purple trim, made of the exact same stretchy material as the pants. I pulled it over my head and fed my arms through the holes, once again feeling the elasticated fabric clinging tightly to my skin and flattening my stomach.

  I’d hoped it might crush my breasts down, the way the pants had flattened my dick, but if anything the top actually accentuated my man boobs – making them for all the world look even more like a pair of perky women’s tits than they did in my white t-shirt, my hard nipples adding to the effect by poking through the spandex in two small but prominent points.

  I stuffed my feet back in my plain white sneakers, then padded over to a large mirror by the showers to take a look at how stupid I looked before making my final decision about whether or not I could really go out into the gym dressed like this.

  But as I stepped in front of the mirror, to my surprise I actually kind of liked what I saw. Okay, sure, I didn’t exactly look like some muscular beefcake just yet, but I did look kind of sporty. And sure, the tank top accentuated my tits somewhat, but hopefully once Morgan started showing me what to do on the machines, my man boobs would be replaced by muscle soon enough.

  You just needed to think more positively about this whole situation, Bailey, I told myself. You’re here to get ripped – and you know that won’t happen overnight, but at least you’ve taken the first step of the journey by actually getting off your ass and signing up for the gym.

  And now I was ready.

  Ready to be transformed ...

  3

  I walked nervously out of the locker rooms and into the large, busy gym. The air was filled with the rhythmic pulse of some kind of EDM and my nostrils were filled with the musky scent of sweat. There were a few more people in here than I was comfortable with, and I felt my heart begin to quicken as I made my way towards the far side of the gym, where I could see Morgan waiting by a weighing machine.