The Looking Glass

Hefting it in my hands for a moment, I leaned over and slipped it onto my head, and turned to look into the vanity mirror across the room. A laugh escaped my lips, probably the first sound I'd made in days, and it made me jump. Shaking it off, I continued to look at myself. I looked strange. The hair was tousled, but I straightened it as best as I could, running my fingers through it. I looked totally different. The hair was a bob, longer in the front than the back. It covered my short hair perfectly, and after shifting it around, it fit rather snug. I found myself shaking the hair back and forth, and it held firm.

I let out another laugh, as I brushed my hair back behind my ear. I didn't even look like myself. The cut of the hair accentuated my face differently, making my jaw line appear softer...feminine. I looked like a stranger. I found myself taking it off so I could look at myself again without it. I knew I wasn't the most masculine guy in the world, but did a haircut really make that much of a difference? I tried the one with long blonde curls, and I saw something different. It wasn't the severe look of daring angles, but instead pretty and open, but still very feminine. I tried on the others, and while I saw something different in each of them, I still couldn't see a guy staring back from my reflection.

I knew I should have felt upset that I wasn't more manly, but that ship had sailed years ago when my friends went through puberty, getting taller and more masculine, and all I got was some peach fuzz and a full helping of pubic hair.

If I hadn't been bored out of my mind, I probably would have put it all away and forgot about it, but it was the most fun I'd had in over a week. I found myself switching back and forth between the wigs, messing around with the way each of them moved when I walked or jumped around. The long hair felt strange, and I was having a hard time with it constantly touching my neck. It looked cool, but I couldn't stand the way my neck began to sweat underneath all of that. The short black hair was fun and sassy, tickling my cheeks with every sway of my head, constantly making me smile.

The wig I spent the most time in though was the one with blonde pigtails. They dangled all the way down to my chest, and I had fun making them swing around, sometimes even spinning quickly, making them helicopter, or leaning forward and swinging my head side to side making them move like two pendulums.

If that was all I'd seen, it would have probably ended there, with me having a laugh and then going back to soiling Kelsey's panties like a normal perv, but I just had to know what was in those two footlockers that required a lock and key.

It took the better part of a day to figure out what the hell I was supposed to do with those Bobbie pins. After bending the tip of one into a right angle, I inserted my torsion wrench into the bottom of the keyhole and applied steady pressure. The other hair pin was bent into a little hook, and inserted at the top. After some fumbling, scraping the pick across the little pins for several minutes, the lock magically opened with a click.

I paused for a moment, staring in wonder as I celebrated my success before moving past it and quickly ripping the lock from the hasp. Flinging back the lid, I peered inside to immediate disappointment. Right on top were a few of her yearbooks, and some photo albums. I felt cheated. Why the hell would she lock this stuff up? Before giving up completely I looked farther, removing the books to see what might be beneath. It was just more books, and I wasn't happy. It had taken a significant amount of time getting past that lock for something so pedestrian. I knew that I had loads of time to kill in the first place, but the letdown was making me reconsider even trying the second chest.

As I began putting everything back the way I had found it, one of the photo albums slipped from atop the one I was holding and fell to the floor. Landing on its spine, it opened up to a random page near the center. As I reached to pick it up, I saw the pictures inside and my eyes widened, first with shock, and then with lust.

On old fashioned prints, placed precisely beneath the protective film, were pictures of Kelsey, and in every single one of them she wore barely anything at all. My cock was instantly hard as I grabbed the book from the floor. I eased back off the balls of my feet and sat down on the hardwood, crossing my legs as I pulled the thick album reverently into my lap. I had hit the motherload.

Slowly flipping through the pages, I saw picture after picture of Kelsey in the skimpiest of underwear, or the sluttiest of outfits. She was always alone, but someone had to be taking the pictures. In two whole spreads, Kelsey was tied tightly wearing nothing but the ropes meticulously and intricately binding her. I found myself admiring those pictures the longest. Even bound and bulging from the ropes, her modest breasts were spectacular. Her dark nipples were long and hard, just begging to be pinched and sucked.

After the success of the first album, I searched through the others and I wasn't disappointed. There were more slutty outfits, featuring a schoolgirl in pigtails, a hot librarian with flowing red hair biting her glasses, and a truly slutty flight attendant with short black hair. I guess I had my answer about what she needed so many wigs for.

I couldn't believe that Kelsey had let someone take pictures of her like this. I wasn't upset, just surprised. I would have never guessed that she would have been the type to have her own private softcore porno catalogue. It takes a certain kind of girl to let someone photograph them like this, and some of it was rather kinky.

The last photographs in the album were black and whites of her on her knees wearing nothing but a black dog collar and a leash hanging down. She was a blonde this time, with long flowing hair. Her arms were crossed over her breasts and her knees were together, concealing herself, but it was still the hottest picture out of all of them. She had her lower lip between her teeth sexily, and she was looking up towards something unseen. Her whole demeanor shouted submissive, and I'd never been more turned on.

Taking great care with the book, I climbed to my feet and moved to the couch. I grabbed a fresh pair of panties from her drawer, black satin, and made myself comfortable on the couch as I began to slowly stroke my cock looking at that photo. In my mind, she was looking up at me, waiting for me to tell her what to do...waiting for me to order her to crawl over to me and suck my cock.

A shiver ran through my body as my fantasy played out. I had the end of her leash wrapped around my hand and she let my cock rub against her cheeks as she nuzzled lovingly into my crotch. Tilting her chin up, I rested the tip of my cock on her lips, and her mouth parted, taking me in.

The longer she pleasured me, the tighter my grip became on the leash. I was holding it right next to the collar now, forcing her movements with tugs on the thin strip of leather. She just stared up at me with those happy obedient eyes, letting me do anything I wanted to her.

She had that same loving, needy look in her eyes that she'd had in the picture, and I couldn't help but wonder what that felt like, to give up control to someone so completely. I didn't have long to contemplate it because she was bobbing faster, desperate to feel my cum splash into her hungry mouth. I fucked into her face harder, and with a groan I shot my load into the wadded-up panties I held fast over the tip of my cock.

Panting hard, I held my eyes closed as I let myself catch my breath, trying to hold onto the image of my fantasy as the blissful warmth of my orgasm began to quickly fade from my body.

I woke to a mess. Black satin panties were glued to my skin by dried semen and there were boxes strewn all over the floor by the closet. The contents of the opened trunk still lay scattered close by and a photo album sat on the couch beside me, still opened to the picture of Kelsey wearing that sexy leash and collar that somehow drove me wild.

I had the immediate urge to jerk off again, but I resisted. Instead, I carefully peeled the now crusty panties from my sensitive skin and pulled my pants up. After putting the underwear into the sink to soak, I got to cleaning up my mess. I didn't try to fit all the boxes back on the closet shelf, but I did move them neatly against the wall for the time being to get them out of the way. I did the same with the opened footlocker, replacing all the contents but the one album still on the couch.

I felt like I was becoming some sort of deviant. I hadn't jerked off this much since that first year I'd learned about how fun my wiener could be. It was like I was going through puberty all over again.

I tried to slow down my pervy spiral, but it didn't last long. Only a few hours later I was sitting on the floor in front of the second trunk, trying to open the lock. It took considerably more time than the first, and I had to keep taking breaks as the metal hair pins threatened to rub the skin of my fingers raw.

I'd almost given up for the day when the lock finally clicked open and I sighed with relief. Lifting the lid, I hoped to find more pictures, but I was shocked at what I actually found.

Right on top were a half a dozen dildos of different shapes and colors. Some were realistic looking, and others were of fanciful colors. A few even had suction cups attached to the base. My eyes were glued to them as my jaw hit the floor. I hesitated to move as my mind took it all in. After seeing the pictures, it was safe to guess that each and every one of these had been inside Kelsey before, and I had never been more sexually excited by a bunch of cocks in my life.

I took them out one by one, examining them. None felt quite the same in my hand. Some were heavier, and others lighter. Even their textures varied widely. Some felt more like harder plastic, and others rubbery. A lifelike looking one felt as if it were covered in real skin, slightly mushy on the surface, but rock-hard underneath like a real cock. I was fascinated. After some time spent fiddling, I finally put the last dildo aside and got to the contents beneath.

I hadn't even thought to wonder where all of the slutty outfits in the pictures were hidden, but I found them. Folded and stacked neatly atop one another were over a dozen sexy outfits, and right on top, resting atop a black corset with red ribbons, was the collar and leash. It felt like such a simple, innocuous thing, but in the picture it had appeared to be so much more. Turning it over in my hands, I thought about the way Kelsey had looked with the collar around her neck. She didn't have that expression in any of the other pictures, that desperate need. Fumbling with the clasp, I opened it and slipped it around my own neck.

I couldn't say exactly why I did it. I had been curious about what Kelsey had been feeling in that picture, but why I felt the need to put it around my own neck still escapes me. Something just told me I should try it.

It took some time to thread the strip of leather back into the clasp, but I managed it. It felt snug around my throat, and I checked myself out in the mirror. I looked strange in my t-shirt and jeans, so I took them off and looked again. Thinking again, I went back to the boxes of wigs I'd stacked by the wall and pulled out the one with long flowing blonde hair—the same one that Kelsey had been wearing in the picture.

I took my time to set it correctly and ran my fingers through it to adjust it. When I looked back into the mirror, I felt my cock harden at the sight of me. It wasn't Kelsey looking back at me like I'd half expected, but someone else entirely. She was pretty, with wide innocent eyes and pretty lips. Her chest was flat, but she had a small waist that made her average hips appear wide. She had long looking legs and a cute butt, and her cock stood hard and erect, dripping precum just like mine.

This was something I'd never thought of being interested in, but I couldn't deny that I was attracted to the girl with the cock I was seeing in the mirror. I found myself stroking my shaft in front of the vanity, watching myself. I was so hard that it hurt, and I wanted to cum desperately. Try as hard as I might, I couldn't even get close. Unable to leave it, I tried harder, switching hands, and even grabbing a pair of Kelsey's panties for help. I found myself kneeling on her bed, facing her mirror, my body rocking and undulating as I touched myself, using every subtle movement of my body to try and drive myself closer to my release. One hand rubbed over my body while I stroked my cock, pinching my nipple and even reaching up to grip the band of my collar tightly.

That rough feeling of something around my neck did strange things to me, and I began to writhe as the pleasure built. I wedged more of my fingers between the leather and my neck, making the collar tighter around my throat as I jerked faster and faster. Desperate moans escaped my lips as I raced closer, until, with a blissful, thankful cry, I came.

I watched the girl in the mirror as bursts of cum shot up to cover her naked chest.

As I came down, guilt and shame began to fill me, and I found myself pulling off the wig and frantically undoing the collar around my neck. I knew what I'd done wasn't exactly normal, but the shame felt weird. It wasn't for the way I was using Kelsey's belongings, or the shock I'd felt at seeing myself looking so feminine—I knew that I wasn't exactly a very masculine guy. The part that truly made me so uncomfortable though, was how that collar had made me feel.

When that leather was around my neck, I felt...charged, like my every sense felt heightened, and I felt slightly helpless and...slutty. It was a feeling that I had never associated with myself, and I liked it. It was a rush, and at the same time scary. It reminded me of the one time I'd ever gone bungie jumping. I had been standing at the edge of a cliff staring down. I knew that I was safe, that a bungie cord would stop me from hitting the ground, but that knowledge couldn't prevent the breathtaking sensation I would feel every time I thought about the fall.

Still unable to believe what I had done, I cleaned myself and put on my own clothing before packing away the wig and collar. As I climbed into bed, I was determined that in the morning I would put everything back where I had found it and forget any of this had ever happened.

*** *** ***

I woke with a start, my heart racing in my chest.

*BRING*

Hearing my phone ring again, I breathed a sigh of relief. My dreams had been...disturbing, and it was a relief to know that none of it had happened. For a brief moment I hoped that my memories from last night had also been a dream, but I knew better. Those felt more solid in my mind, and although they were more tame, they filled me with more shame.

*BRING*

My phone rang again. Tugging back the covers, I grabbed my phone from the nightstand and checked the screen. It was Kelsey. A new surge of guilt flooded through me as I stared at the screen, wondering what would happen if Kelsey ever found out what I had done in her apartment, with her things. Unable to stomp down on that guilt, I tried my best to cover over it with a cool façade.

"Hello," I said, answering my phone.

"Hey Cuz," Kelsey said, in one of her abnormally chipper moods, especially given her circumstance being locked down in a hotel in Prague.

"Hey Kelz," I said, trying to sound normal. "How is it going over there?"

"Eh...it's okay," she replied. "I've got work to keep me occupied most of the time, but it can get pretty boring. How about you?"

"Yup, pretty boring," I agreed quickly. "I've just been doing the same thing every day pretty much. Lounging on your couch while watching Netflix. You should invest in a TV when this is all over."

"It would be kind of pointless to buy a TV after all of this," she said. "Once you get back home, that place will be empty most of the time."

"You never know," I said. "You gotta think about the future. What are you going to do if you're the one stuck in here next time?"

"I'm sure I'll suffer through," she replied. "Speaking of suffering," she said, pausing for a moment, "I know this has really just gone to shit for you, so I've decided that you can drink my wine."

"Really?" I asked hopefully. Wine wasn't my thing, but in my estimation, alcohol could only improve my situation. "I don't want to overstep or anything. That's got to be a few hundred dollars' worth of wine, at least."

"More like a few thousand," Kelsey replied. "And since when have you been worried about overstepping?" she asked curiously. "How long have we been family?"

"A long time," I said, unable to summon the will to fight against the way she saw our relationship.

"Exactly!" she said. "So, drink up. Try to have a good time. What's mine is yours."

There was a slight pause, and just as I was about to thank her, she cut me off. "Hey, that's the firm calling. I gotta go. I'll call tomorrow or something." With that, the call ended.

As soon as the screen of my phone went blank, I found myself thinking once again about the trouble I'd gotten myself into. I caught a glimpse of the stacked boxes and the two footlockers by the closet and remembered my resolve to put everything back where I'd found it, but first, I needed a drink.

I knew nothing about wine. Frankly, I knew nothing about alcohol in general, except for the basics. You drink it, you get drunk. As far as different brands, or the different types, I was oblivious. Picking a bottle at random, I found her electric corkscrew and opened it up. I quickly proceeded to fill a regular drinking glass from the cabinet. After giving it a cautious sniff, I tasted it. It was strange, and had a slightly dry, bitter taste, but altogether, it wasn't bad. Being my only option, it was a pretty tolerable drink.

After emptying the small amount I'd put in my glass, I filled it some more and continued drinking as I looked at some of the other bottles. Between trying to read all of the labels, and juggling my glass of wine, I'd somehow finished my first bottle. It was only when I moved to place the empty bottle in the recycling bin that I realized how drunk I actually was.

After steadying myself, I came to the conclusion that wine was much more potent than the cheap beer I was used to. Grabbing another bottle, I carefully made my way to the sofa and eased myself down. I was going to have to take the next bottle much slower.

For a long while, I had forgotten all about my problems. The sun had gone down, and I could barely recall what I was watching on my phone as the wine did its job magnificently. I was numb and tingly, and I just felt great...until something I could not even recall reminded me of the dreams I'd had the night before.

My whole body shivered at the thought and I tried to push the thoughts away. The harder I pushed though, the more those images and feelings solidified. I felt a tingle creep down my spine, and my cock shift on its own in my jeans. I took a deep swallow of wine, trying to wash the feelings away, but it didn't work, and I was confronted once again by the things my mind had conjured while I slept.

Recalling the dreams, I could remember exactly how I had felt during them, and that was what was terrifying. I had been a girl, the same girl that I'd seen in the mirror when I'd tried on that wig and collar. I had been sexy, and slutty, and oh so horny. I had also been at the complete mercy of men that I didn't recognize. Their hands had been all over my body, feeling me, teasing me. They each took their pleasure from me as they wished, and the worst part was I had loved every minute of it. I had begged for it!