by D. L. Savage
As I thought more about it, I realized that, yes, we had indeed dressed him up and it wasn’t just something I’d imagined. I could picture it clear as day all of a sudden: both of us giggling as we forced him to put on a pair of Aubrey’s thong panties and a padded bra and a slutty little dress, and we even did his make up, too, enjoying transforming him into a girl for our own cruel amusement. He’d kind of whined and complained, but at the same time, if I remembered it correctly, he seemed to be kind of enjoying the fight – but then again, Taylor had always been kind of a weird kinky loner, even as a kid. And what’s more, I remembered how surprised I’d been, once we’d done our ‘make over’ on him, by just how convincing he’d been in his full girly outfit ...
But hell, that was years ago, I thought with a shrug. We all thought we were so grown up back then but really we were still just silly kids, messing around.
“Wanna join me?” Taylor said, shifting his feet off the couch to make some space, the TV flickering away, his mouth curling into a hopeful grin.
“Thanks but no thanks,” I said coldly. “Think I’m gonna grab some sleep, it’s been a long day.”
“Suit yourself,”
“And when exactly are you moving out again?” I asked.
“I don’t know,” he said. “I need to sort a few things out first. But it won’t be more than a few weeks, I promise.”
“Where are you even sleeping?” I asked, knowing that Aubrey’s apartment was only a one-bed place.
“Well ...” he said, sheepishly, his eyes darting nervously towards the door to her bedroom door.
“Gross,” I said, turning and marching to the bedroom, flinging the door open. And sure enough, he’d been sleeping there, in her freaking bed! The room absolutely stank of his dirty unwashed clothes, his socks and t-shirts and boxer shorts strewn everywhere, and I had to hold my nose and march back into the living room, feeling the anger bubble up inside me. “Get your dirty shit out of my room at once!” I snapped, the venom spilling from my mouth.
And I was actually a little surprised at just how quickly and easily Taylor did as he was told, leaping nervously to his feet, nodding, his eyes downcast.
“Yes, Carly,” he said, timidly, quickly scooting through to the bedroom and gathering up all his dirty clothes.
“Put those in the wash right this instant,” I said, “and strip the bed and put fresh sheets on it too, while you’re at it!”
“Yes, Carly,” he said again, and I felt a little taken aback at just what a thrill I was getting, bossing him around like this.
I took a dainty seat on the arm of the sofa, crossing my legs, as I watched Taylor skitter back and forth, tidying up Aubrey’s bedroom, carrying all the dirty clothes and sheets down to the washing machine on the floor below, then quickly running back up the stairs to fix the bed with fresh, clean sheets.
And as he worked, I found myself looking him over, realizing that while his body had certainly grown he’d still retained that same thin, girly shape he had when he was a kid. He hadn’t fleshed out or got stocky, in the way that most guys did when they grew up. And from the back, as he leant over the bed, fitting the sheet to the mattress, his long hair dangling in that ponytail down his back, you could be mistaken for thinking he was a girl – a rather dirty, unwashed one, sure, but a girl nonetheless ...
Once he was finished, I left Taylor to make his own bed on the couch, and felt relieved to finally close the door to the bedroom behind me, the room that I would be considering home for the next few months ...
Audrey had taken a job abroad on a six-month contract, and posted her apartment up for sublet on Facebook, and as luck would have it, I’d been offered a place interning at a fashion magazine in the same city, but was unsure if I’d find anywhere cheap enough to rent. The arrangement had seemed perfect, almost too good to be true: my old teenage best friend’s apartment, a new start in a new city, and a lucrative (albeit unpaid) position at one of the hottest magazines going. I just knew there must be a catch, and Taylor seemed to be it.
Well, at least he’ll be out of my hair in a few weeks, I reminded myself.
I took a look around the room – now it was finally clear of all Taylor’s gross dirty clothes, it was actually pretty nice. Aubrey had done it up well. The walls were painted a pale pink and, thank God, there was a full-length mirror standing against one wall. I padded over to it, giving myself a long critical look up and down. Despite perhaps looking a little tired from my journey, I was still pretty hot. I turned, to get a view of my ass – my toned round buttocks clad in my tight black yoga pants.
Yeah, I’d still got it.
I’d travelled pretty light, just a week’s worth of clothes in my small black suitcase, but Aubrey was the same size as me, and she’d already said I could have total access to her wardrobe, which was set into the far wall – two large white doors. I pulled them open excitedly and looked in, at the rows and rows of pretty dresses: all those sexy slinky outfits that I could have so much fun in ...
I stifled a yawn, realizing again just how tired I was.
So I began to get undressed, stepping out of my yoga pants, pulling off my jacket and sweater, unclipping my bra, and then slipping under the soft, fresh clean sheets, dressed just in my cute pink thong panties and a comfy old summer camp T-shirt of Aubrey’s that I dug out from one of her dresser drawers.
I switched off the single bedside lamp, and shifted first onto one side, then the other, trying to find a way to get comfortable. But suddenly I didn’t seem tired anymore. It was probably being in an unfamiliar bed, on my own, I thought. It always took me a couple days to acclimatise to a new place. And sometimes, to help myself get off to sleep if I was finding it difficult, I found that masturbating helped – because in the delicious moments after I came, I’d feel so relaxed and satisfied, it would be much easier to slip off into sleep.
I paused, listening to the soft hum of TV coming through from the living room. And once I was fully satisfied that there would be no way Taylor could hear me, were I to make a soft little sigh or two, I slipped the fingers of my right hand down beneath the waistband of my thong, at first just softly trailing my fingertips up and down lightly over my tender little clit, feeling it begin to throb as I stimulated it so gently. I let my touch stray down for a moment, back and forth over my freshly-shaved pussy lips, feeling the first little trace of my warm gooey wetness seeping out.
With my other hand, I reached up to cup my left breast, my fingers tweaking my nipple, causing a sharp flash of pleasure to shiver through me, and I had to bite my lip a little to stop myself from sighing out loud.
And as I toyed with my dampening pussy, and tweaked my stiffening nipple, I let my mind drift back through the regular things I always thought about to turn myself on and get myself off ...
I remembered Troy, my first boyfriend, and his thick black cock. I’d been so lucky that he’d been my first – he was older, much more experienced than me, and he certainly taught me a thing or two. But I guess he did turn me into a bit of a size queen; I’d been so surprized by how small subsequent boyfriend’s cocks had been since.
God, I’d loved sucking on Troy’s cock, feeling it grow and harden in my mouth, feeling his body stiffen and tense as I sucked him, bringing him closer and closer to that delicious moment I’d grown to love ...
I remembered that threesome Troy had convinced me into – with another girl he’d picked up in a bar, a girl older and more confident than me, both of us sharing his cock between kisses, my first time touching another woman’s body, feeling how soft it was, how different to Troy’s hard, muscled frame ...
And then I felt my mind turning back to something else, something from even earlier in my sexual awakening. Yes, I felt myself remembering that silly night in Aubrey’s bedroom again, when we’d forced Taylor to try on a pair of Aubrey’s panties: a cute pink and white polka-dot pair.
Aubrey had stuffed the balled up panties into Taylor’s hand, telling him to go into the bathro
om like a good little girl and put them on, snapping the words at him, almost as if this wasn’t the first time she’d asked him to do something like that, and ... yes ... he’d been so obedient and familiar with what was happening too, that I got the sense that this was perhaps some kinky game they used to play together.
And when he’d come back out again dressed in the panties, his cock creating that delicious round bulge in the front of the thong; and there was something about that that I’d found kind of hot about it and, yes, before Troy, that’s right, I’d used to sometimes think about that bulge in Taylor’s cute panties when I first started touching myself, right back when I was just a curious horny little virgin ...
And it was this image, this dirty secret thought that I thought about that night to get myself off, working my fingers in and out of my now-sopping-wet pussy, toying with my hard swollen clit, tweaking at my stiff tingling nipples, my teeth biting down on my bottom lip as I came hard with a muffled whimper, thoughts of Taylor dressed in pretty pink panties flashing once more through my mind ...
I was the first one awake in the morning. I stuck my head around the door to the bedroom, seeing that Taylor was still fast asleep on the couch. I thought about getting more dressed before padding through to the bathroom, but what the hell, I thought, deciding just to quickly skip through quickly in my just t-shirt and panties, pretty sure that he was asleep.
I closed the bathroom door behind me, making sure to lock it before I got undressed. I pulled off my t-shirt, feeling my small dark nipples harden from the cold air. I ran the shower, waiting for it to heat up as I stepped out of my panties, letting my fingers lightly stray between my legs as I felt another flutter of horniness thinking back on that weird image once more: of Taylor’s cock all snug and tight inside a girly little thong, and I felt doubly turned on by the thought that there he was, just a few feet away, asleep in the other room.
What am I even doing? I thought, forcing myself to stop playing with my pussy again, reminding myself that after all it was Taylor – that gross, dirty geek – that I was fantasizing about.
I took my time in the shower, soaping my body, glad that I’d still retained some of my dusky brown tan from summer, making a promise to stay in my current toned, athletic shape even in the dead winter when it got cold and I’d need to steel myself before going out jogging. Or maybe I just needed to bite the bullet and join a gym, even if it was expensive.
After all, I did have some money from my folks to tide me over while I tried to turn my interning position at the magazine into a full-time paid position.
I was glad that it didn’t start for a couple of weeks, though. I wanted to have a little fun in this city first, check out some of the clubs it was supposed to be famous for, perhaps find me a hunky guy or two, cause it’d been a while since I’d had a nice big juicy cock to play with ...
I finished my shower and began drying myself, staring down at my body, at the cropped little patch of jet black hair I’d left, just above my pussy, happy with how cute it looked, and also how well it drew attention to my freshly-shaved pink pussy lips there beneath it.
I wrapped myself in a big fluffy towel and unlocked the bathroom door, to make my way back to the bedroom, when I noticed something.
Taylor was gone from the couch.
What the hell? I thought.
Just then I heard a noise from the bedroom. He was in there – he’d obviously snuck inside and was snooping around amongst my things, thinking I was still safely locked in the bathroom.
I tiptoed towards the bedroom door, as quietly as I could, then, all of a sudden I slammed it open, wanting to catch him in the act – whatever the hell he was doing in there.
I found him knelt over my open suitcase, rummaging through it, his back to me, but when he heard the door he jumped to his feet, startled, spinning around to face me.
“Sorry, I was just ...” he began, but then fell silent. “It’s not what it looks like,” he ventured, his eyes wide with fear now.
“Oh really?” I said coldly, “because what it looks like is some dirty fucking pervert, some pathetic horny little worm, who’s decided to try and steal some panties from my suitcase ...”
Taylor shook his head nervously. “Uh uh.”
“So what were you doing, then?” I continued, my voice trembling with a mixture of rage at catching him snooping through my things and something else too ... Yes, excitement, at the thought that perhaps he really was still into trying on panties, even after all these years.
“Nothing,” he said pathetically. “I was just ... I don’t know what I was doing Carly. Look, I’m really sorry. I won’t come in here again, I promise. Just don’t tell Aubrey. Please.”
As he pleaded and whimpered, I noticed that he was trying to hide his right hand behind his back.
“What’s that in your hand?” I hissed, and at this his eyes grew wider in fear. “Don’t you dare lie to me now, Taylor,” I continued, enjoying dominating him, getting a weird thrill out of once again telling him just what to do.
“It’s ... it’s a pair of your panties,” he said quietly, holding out the skimpy black Victoria’s Secret thong that he’d tried to steal from my suitcase.
I felt the urge come over me, and I said it quickly, feeling the words leap from my mouth, before I’d even thought them through.
“Let me see you put those on,” I said, hearing the excitement in my own voice, but trying to mask it in the same angry tone as before.
“What?” he said, startled, obviously unable to believe his own ears.
“You heard me,” I hissed. “I wanna see you wear those panties, you pathetic little worm. And I’m not gonna ask you twice.”
“Y-yes, Carly,” he stuttered.
“But go and take a shower first,” I snapped. “You stink. In fact, let me come with you ... To make sure you don’t do a half-assed job.”
And so with that, I found myself following Taylor into the bathroom, seating myself on the toilet as I watched him nervously get undressed, pulling off his t-shirt, slipping off his shorts and boxer shorts, uncovering his hairy and surprisingly large cock. He was obviously too nervous to get hard, but even so, his package was quite an eyeful; thick and meaty, his balls big and round, his shaft a pale pink color, the whole thing nestled in a rather unruly fuzzy of reddy-brown hair.
“All that’s gotta go,” I said, nodding at his pubic hair. “The beard too. In fact ... I want to watch you shave your whole body. Now, get in that shower, worm!”
Taylor nodded obediently, taking a nervous step beneath the running shower, first lathering his body up nice and good with suds, then taking the canister of shaving foam and the large pink razor I’d left on the side and nervously beginning to shave his body – first his legs, then his chest, then beneath his arms, and then, finally, his balls and around his cock. It’s not like he was that masculine anyway, and most places on his body the hair was just peachfuzz. I watched it come away easily.
“Beard too,” I reminded.
And once he’d shaved that, I was reminded again what a good little girl he made, back when we were horny teens.
“And use my shampoo, worm,” I instructed. “Make sure to work it in good and deep, conditioner too ...”
I wanted to see his long hair shine, just like a good little girls ...
Once Taylor was clean and shaved, I told him to follow me, back to the bedroom. Both of us were just wearing towels now – mine wrapped tightly around my body, his just loosely wrapped around his waist. I took a seat casually on the bed, crossing my long legs, enjoying his embarrassment and confusion as he stood there, waiting for my next instruction.
“Okay, now you can put on my panties,” I said with a sneer, holding out the skimpy black thong for him to take from my outstretched finger.
“Th-thanks,” he murmured, taking the panties from my hand with trembling fingers.
“And turn around when you put them on,” I instructed. “I want to see them slide between your as
s cheeks ...”
“Y-yes, mistress,” he stammered.
I wasn’t sure why he decided to call me that – maybe it was what he’d called Aubrey, whenever they used to play these kinky games together – but whatever the reason, I liked it.
He turned around, then dropped the towel to the floor, and my eyes were drawn to his butt, the only part of him that was actually kind of round and toned – like a girl’s butt – unlike the rest of him which was so skinny.
He lifted his right foot, stepping through the thong, then his left foot, pulling the little wisp of black fabric up until it slid, tightly, between his butt cheeks, framing his ass nicely. With his long shiny hair and his cute round butt, again I got to thinking that, from behind at least, he did look kind of like a girl.
I could feel my heart beginning to drum hard against my ribs as I realized what was coming next – because this was the part I’d been looking forward to most: finally seeing whether that big round bulge in Taylor’s panties turned me on now just as much as it had back when I was a girl.
“Turn around, slowly,” I instructed, trying to keep my voice low and steady, but hearing it trembling now with nerves and excitement.
Taylor did as he was told, turning to face me, and my eyes moved down, over his pale skinny chest, over his flat stomach, down between his legs, and sure enough, there in the front of his panties was the biggest, juiciest, sexiest bulge, even hotter than I’d been imagining.
“Now come here,” I said.
He walked forward, the bulge moving, swaying from side to side with each step he took, until he was right there before me, and from how I was sitting on the bed, it was right there, his big bulge practically in my face now, just a few inches from me.
I reached out to touch it, letting my fingers softly trace over it, feeling the heat of his cock and balls beneath. I cupped it gently with my hand, sensing its weight, and I felt him shiver and heard him sigh as I began to softly work his cock and balls through the fabric of the thong, feeling them grow – getting hotter and thicker, hotter and thicker as he became hard, his cock now straining at the flimsy stretchy fabric.
