Feminized for the Very First Time: 8 Books Feminization Anthology

by D. L. Savage

  “Oh, what the hell,” I smiled at her, reaching up and taking her hand ...

  6

  “How do you feel?” Mia asked a little while later.

  “Sore,” I replied, grumpily.

  We were up in her bedroom now, and my body was still stinging from the effects of the home wax she’d just given me – everywhere. I’d felt so shy and embarrassed at first, getting totally naked in front of her, but I reminded myself that it was for five fucking grand, and on top of that, I had to admit, a part of me was getting a little curious just to see what I might look like when Mia had worked her wonders on me, even if I didn’t go through with tonight.

  “Well, you look cute,” she grinned back. “And don’t worry. The pain fades pretty quickly.”

  “Next up ... this,” she said, reaching in one of her drawers and pulling out a strange bright pink contraption, molded into the shape of a small flaccid cock, her blue eyes sparkling with a devilish glee as she wiggled it at me.

  “What the hell is that?” I said.

  It couldn’t be what I thought it was for, could it?

  “It’s a chastity device,” she explained casually, like this was a totally normal thing to be talking about. “It’ll keep your clitty nice and small. After all, a girl doesn’t want any unsightly lumps and bumps when she’s looking her best, now does she?”

  “No fucking way is that thing going on my dick,” I groaned, but even as I was speaking, Mia was kneeling down in front of where I was sitting on her bed, so that her face was eye level with my junk.

  Now, under other circumstances, having her that close to my dick would have been sexy as hell, except right now I felt more scared than anything else, and as such my cock had shriveled into a tiny pathetic little acorn, looking just as small as Mia’s had been, that time I’d had a glimpse of it.

  I watched, powerless to stop her, as she reached out and casually took my dick in one hand, and the chastity thing in the other, fitting it easily over my cock and securing it in place with a hinged ring that clipped into place tightly. She even seemed to be locking it with something.

  “Wait, is that a key?” I gasped.

  “Sure is,” she grinned, waggling the tiny key at me, then threading it through a small silver hoop in the collar around her neck. “Don’t worry, I’ll unlock you again. I’m not gonna swallow the key or anything.”

  “Well, that’s something,” I murmured, unable to stop myself from smiling and shaking my head as I looked down at my cock, now encased in that strange pink object, marveling again at what a totally fucked up situation I’d got myself into.

  “Wait, why aren’t you wearing one of these things?” I asked, as the realization dawned on me. “That’s not fair!”

  “Because I,” Mia announced proudly, “have trained my clit to stay limp at all times, even when I come!”

  It was so weird that she called her cock a clit, and a little part of me found both that, and the image of Mia cumming while still limp, that little dick of hers spurting a load while totally flaccid, kind of hot – in a way I’d never even considered before. Until that moment, I’d always considered myself totally straight, never jacking off to or fantasizing about anything other than women. Trannies, guys, stuff like that – it had never even crossed my mind when I was turned on. Until now, that was. Because the more I thought about it — the more I thought about sexy, seductive Mia, reaching an orgasm and blowing her load like that — got me more and more turned on, and soon enough I could feel my cock starting to swell, straining against the chastity device, which was keeping it snugly and firmly in place.

  I groaned a little, gazing down at my dick, unable to see anything much except the bright pink device, but knowing that beneath it, my cock was getting hard. It was the weirdest feeling; the more I couldn’t touch it, the more I longed to, and to my surprise it wasn’t even painful – the only ache I felt was one of deep, unsatisfied lust.

  “Hey, hey,” Mia said, snapping her fingers and breaking me out of my horny thoughts. “No time to waste, lover boy. We’ve got work to do.”

  “Okay, open your eyes,” Mia instructed a short while later.

  She’d dressed me so far in nothing more than a silk kimono, the fabric cool against my tingling skin, and she’d rubbed sweet-smelling creams and lotions into my body and scraped my shaggy hair back into a wig cap, before seating me at her dressing table, where she’d spent the last however long, applying my makeup – first foundation, then blusher, then lipstick and eyeliner, and finally a set of long, long lashes.

  I opened my eyes, staring once more into Mia’s pretty face, which lit up in a huge smile and she clapped her hands together happily.

  “Perfect!” she announced. “Take a look for yourself ...”

  She gestured to the large dressing mirror, which until that point I’d only snuck glances at, but now that my makeup was complete, I couldn’t quite believe what I was seeing.

  “Oh my god,” I gasped.

  “I know, right?” she grinned.

  I looked amazing. There was no other word for it. I’d never thought of myself as anything special – as a guy, I’d always been somewhat plain and unremarkable, even if girls had said I was ‘cute’. But now? Now I was actually stunning. She’d brought out all my best features, highlighting and accentuating them with such an amazing makeup job, I almost didn’t recognize myself. It was like I was staring into the face of a stranger – a hot girl, someone I’d totally want to bone, only the hot girl in the mirror was me.

  “Stay right where you are ...” Mia said, but I was too transfixed with my own reflection to even think about going anywhere, just staring in total shock and amazement at my brand new face.

  I had big, big eyes now, and even my lips looked plumper and fuller – done in the most amazing pinky-orange color that really suited my skin tone.

  And as I was still marveling at my reflection, I felt Mia moving behind me, and I watched her place something on my head – a beautiful long blonde wig with soft curls that bounced around my skinny shoulders and long bangs, the whole thing so damn real looking; the final piece of the puzzle now complete.

  “I think you look like a ... Julia,” Mia pronounced.

  And when I spoke my reply, it was as if the words that were coming out of my plump glossy lips didn’t even belong to Jacob anymore. They belonged to her, the girl in the mirror, the girl with the stunning face and long golden hair. The girl with the soft feminine voice, who smiled a naughty smile of her own and said, “You know what? I think you’re right.”

  7

  It felt so weird, so different, so exciting, looking at myself in my new girly hair and makeup, and I actually started to long to be dressed up now, too, just like Mia.

  I watched her skitter about the room as she set about choosing me an outfit from her many closets and drawers, pulling out all kinds of things – stockings, bras, panties, skirts, dresses – discarding some with a quick shake of the head, while throwing others onto a shortlist on the bed, until finally it seemed like she’d made her selection.

  “Here,” she said, offering me the first item she’d chosen.

  I took it from her; just a tiny scrap of black silky fabric, which after a moment I realized was a silky thong, just like the one she’d been wearing.

  I guess my curiosity about what it felt like to wear this kind of stuff was about to be satisfied after all ...

  Still wearing the kimono, I fumbled with the thong for a while until I’d determined which way round it was supposed to go, then timidly stepped into it, sliding the stretchy fabric up over my thighs and then finally around my waist, feeling the strip at the back slide snugly between my butt cheeks while the front part perfectly cupped my balls and cock, the chastity device keeping me firmly in place. I looked down, registering that there was only the smallest bump visible, the black fabric hiding it pretty well.

  “Okay, now off with that robe,” Mia said, gesturing to the kimono.

  I reluctantly took
it off, sad to let go of the feel of that slinky silky fabric against my skin, as Mia handed me something else – what looked like two floppy rubber chicken breasts.

  “What are those?” I murmured, even though I kind of suspected the answer.

  “They’re to fill this,” she grinned, dangling a bra at me – made of the same silky black fabric as my panties. “Here, let me help you.”

  I stood still, as Mia fitted the small false breasts and the bra onto me, keeping my breath clutched in my chest until she was totally finished. She took a step back and then excitedly clapped her hands again, giggling to herself.

  “Perfect!” she laughed. “Just perfect! Take a look ...”

  I took a few steps towards the floor length mirror and again marveled at what I saw. The breasts looked so real, filling out the small cups of the bra just so, and it was as if for the first time my slim body made real sense. As a guy, I’d always just looked skinny and pathetic, but now? Now I actually looked kinda hot. I turned to check out my ass, the black thong framing my pert round butt cheeks in a way that got me a little turned on just looking at it, and again I felt that sweet strange ache as my cock strained against its confines beneath my panties, my small round bulge almost unnoticeable unless you knew what you were looking for.

  “Now put these on,” Mia added, holding out two black stockings with lacy tops, just like hers.

  I actually felt a shiver of excitement run through me as I saw them, knowing in my heart just how good my slim hairless legs would look in them. And as I sat down on the bed to roll them up, one by one, it was the strangest thing – watching myself do it, looking down at my feminine body, my bra, my panties, my vision framed by the long blonde wig – well, it felt for all the world like I was actually inside someone else’s body, the body of a hot, sexy girl.

  I stood up, again receiving a proud grin from Mia, who next held out a white silk blouse and a black pleated skirt.

  I felt my heart sink a little, as I’d been hoping for something a little more grown up, perhaps a slinky sexy black dress like Mia’s.

  “Couldn’t I, uh, wear something like what you’ve got on?” I asked, again in my new softer feminine voice. I even found myself batting my long lashes at her and pouting a little, in the hope of convincing her.

  But this time, she shook her head sternly.

  “Honey,” she said with a devilish grin, “you’re the new girl. This is your first night and you’re nothing more than a baby. I think something sweet and innocent is much more fitting, wouldn’t you say?”

  I nodded reluctantly, guessing she had a point.

  She helped me into the skirt and blouse, buttoning it up and fastening the skirt around my waist, keeping me facing her so I couldn’t see myself in the mirror yet.

  “What size shoe are you?” she said softly.

  “Six,” I admitted. I’d always been embarrassed of my small feet, thinking they were girly. But actually – that was a good thing now, wasn’t it?

  “No way,” Mia smiled, “that’s my size, too!”

  As she rushed off to choose me a pair, I started to turn around to look at myself in the mirror, but she called out, “Hey, no peeking! Not yet!”

  So I stayed where I was, waiting until she returned with a cute shiny black pair of patent leather shoes with buckles, the kind of shoes a schoolgirl or a prim secretary might wear.

  She knelt down before me and I offered out my feet, watching as she buckled them into the shoes, kind of glad that she hadn’t chosen me some crazy high pair of heels like hers. After all, I didn’t want to topple over and ruin the illusion.

  “Okay, now you can take a look,” she grinned, watching as I turned and admired myself in the mirror.

  I gasped again, clasping my hands together in glee.

  The overall transformation was amazing. It was insane, just how real I looked. There was no way at all to tell that I wasn’t just some cute, innocent blonde girl. And as Mia came to join me in the mirror, slipping her arm around my waist, we both stood there, grinning at our reflections.

  “You’ve done an amazing job, Mia,” I said, in my new soft, feminine voice.

  “Thank you, Julia,” she replied, and I felt another shiver of excitement – even pride – as she called me by my brand new name.

  “So? Are you ready?” she said, her expression growing serious. “We only have a little while before we have to go and meet the clients ...”

  At this, I felt a flash of nerves race through me. Fuck, in all the excitement, I’d forgotten just what this transformation was for. I thought about it again. Five grand. Just for one night. I needed the money. And anyway, it wouldn’t be me that was doing it – it would be Julia, my new sexy, slutty little alter ego, right?

  “Okay, I’m ready,” I said.

  8

  As the Uber Mia had booked pulled up outside her apartment, I felt a whole new concern. Because I was actually about to step out in public like this, wasn’t I? My heart was in my throat as I followed her out of the apartment, to where the car was waiting, engine purring and headlights blazing in the darkness of the street.

  But I needn’t have worried. Because the way the driver looked at us, grinning, and said, “Hello ladies,” I knew for sure that he had no clue about who we really were.

  “Hey, sweetie,” Mia purred, flirting with him a little in that way she always did with guys, a way I understood better than ever now – because I kinda wanted to do it to, to tease and show off my new feminine self.

  Instead though, I had too much else on my mind, and the whole ride I just sat in my seat, watching the streets and buildings flash past from my window, my pulse racing as the car brought us nearer and nearer to our destination – wherever the hell it was we were going.

  As before, Mia had been cagey about the details, preferring to just drip-feed me the information, piece by piece.

  I only figured our destination was a hotel as we pulled up outside – some glitzy, five-star place with a grand imposing lobby.

  As we stepped out of the car and made our way inside, I wondered what we really looked like to the outside world? Two female friends, visiting the city, coming back to our room after a night out? Or perhaps two high-class hookers, on their way to a job?

  I was trembling with nerves as we passed the elegantly dressed doorman, but all he did was smile and nod to us, and soon we were in the safety of the elevator, Mia punching the button for the tenth floor.

  “Don’t worry, I’ll be with you every step of the way,” she purred, giving me a reassuring wink in the mirrored wall of the elevator.

  I had to admit, we both looked hot – so glossy, so feminine, so sexy – and despite my misgivings and frayed nerves, a little part of me was eager to get things underway, to actually do this, whatever the hell it was we were about to do.

  The elevator doors swished open onto a long, plush hotel corridor and I followed Mia to a door at the far end, where she paused outside, fixing her hair a little, before giving a soft knock.

  A moment later the door swung open, and there was a man, dressed in a smart black tuxedo, with a crisp white shirt – tall, suave, and most likely in his early thirties. He was handsome too, broad shouldered, strong looking, with flecks of salt and pepper in his shiny black hair and a defined jaw. Pretty much the total opposite of me, in other words.

  “Brought a friend, I see,” he said in a low, suggestive voice, his dark eyes turning to me, sending a strange shiver of excitement right through me as I registered the blazing animal lust in them.

  “This is Julia,” Mia chimed in, “she’ll be joining us this evening.”

  “Very good,” the stranger said, as he looked me up and down, his eyes becoming hungrier with each passing second, the scent of his spicy cologne filling my nostrils. “Very good indeed. Well, come in, ladies.”

  Mia took my arm as the stranger led us into the large suite of rooms, where I could hear the low murmuring of male conversation in the distance.

  “That
’s Blake,” she whispered as we followed him down the corridor. “He runs these parties. He’s a good guy, you’ll like him.”

  “So, can I get you ladies a drink?” Blake called over his shoulder.

  “Sure,” Mia smiled sweetly. “That’d be great.”

  “Very good,” he replied, his voice lowering as leant in a little closer to us, “in that case, why don’t you both join me in the bedroom?”

  I felt my pulse race yet further as he led us towards a room on the right hand side, the murmur of voices getting louder then softer as we passed a doorway to what I guessed was a lounge area. But I was unable to catch a glimpse of anyone inside, just hear them. It sounded like a whole room full of men, and I felt another spike of nerves as we made our way into the plush bedroom, Blake closing the door behind us so the three of us were now sealed inside, just the soft murmur of voices floating through from the adjoining room, mixing with the pounding of my own heart in my ears.

  As Blake took a bottle of expensive looking champagne from an ice bucket and poured it out into two long stemmed glasses, I followed Mia’s example and took a seat on the side of the large bed, crossing my legs demurely, my whole body trembling with a kind of nervousness I’d never known before.

  The whole thing felt like some kind of dream, almost as if I were watching myself from outside my own body.

  Blake turned and strode back towards us, handing us each a glass of champagne, his masculine bulk so different, so at odds with our slight feminine bodies. I wondered if Mia felt at all nervous, the way I did right now. She didn’t seem to though, smiling sweetly as she took her champagne glass and lifted it elegantly to her glossy lips, her big eyes closing for a moment in pure pleasure as she took a long sip.

  “Delicious,” she murmured.

  But I felt too afraid to even try to drink mine, worrying that my hand might shake and give away my nerves.