I spent the next thirty minutes in front of the mirror, carefully applying the same products that turned Theo into a vixen and Jimmy into an adorable stunner. And I was pretty impressed with my own attempt, giving myself little flicks next to my eyes. I went light with the eye shadow but heavy with the mascara. I loved how big and full my eyelashes looked. With a little bit of lip-gloss, my lips were amazing plump.
I slipped into a backless red dress. And then I slipped into a pair of strappy black heels. I wobbled slightly as I tried to stand upright. I looked down and found myself staring at my legs for a minute before I found myself in the bathroom, shaving away my leg hair. I knew it would grow back, so what did I really have to lose? I looked way sexier once I emerged from the bathroom.
And then I noticed that I had an erection. But I wasn’t the only one who noticed. “Having a bit of fun?” a voice said behind me. I spun around as my heart stopped beating momentarily. Jimmy was standing in the doorway with a big smile on his face. “You look good,” he said.
“Thanks,” I said with a soft, timid voice. “But I was just—I was just messing around.” I covered my cock, but it was too late—he’d certainly already seen the bulge.
“Why didn’t you just lose last night?” he asked.
“Why would I? I told you—I’m just messing around. I just thought it would be funny. I was going to go downstairs and… it was just supposed to be funny.” But I could tell that he wasn’t buying my lie.
“So you don’t want me to fuck you then?” he asked. And now he wasn’t smiling. His cheeks were red, but probably not as red as mine.
I was silent—speechless. My heart was pounding ferociously. I felt so stupid and humiliated, but there was another feeling swirling in my chest. I think it was excitement, but why was I excited? Did I like the feeling of being caught? Was this some sort of weird PTSD from being bullied in high school? Did I really want Jimmy to fuck me while I was all dolled up? “Will you be gentle?” I asked, and then I couldn’t believe the words that just came out from my mouth.
“I can’t make any promises,” he said. He stepped into the room and closed the door. “Get down on your knees.”
I took a deep breath. My heart was aflutter and my legs were starting to wobble. I sunk down to my knees and he stepped up, reaching down and unzipping his fly. Was this really happening? Was I really going through with this? Why wasn’t I stopping him? Why wasn’t I stopping myself? He flipped his flaccid cock out. I reached out and grabbed it. A pulse of hot excitement blasted through my body. I let a little gasp out from my lips and then I started to massage his cock.
He grew quickly. He wasn’t long, but he was thick. His cock was squishy, even when it was hard. It had a rugged look to it, curved slightly to one side. It wasn’t a pretty cock, but somehow that only made it more alluring. I sunk it into my mouth and I started sucking.
“You’re so hot,” he said. And that comment made my heart flutter even faster. It was nice to hear a compliment. It was fun being sexy, and it was nice to hear that I wasn’t the only one who thought so. “And fuck, that feels so good.” He reached down and grabbed my head. He started pulling it into his pelvis. He was fucking my face as if I was a blow-up sex doll, and I kind of liked it.
But I knew we were right next to the window. I knew that Ben and Theo would see us if they came back from their fishing excursion. And did I care? Did a part of me want them to see, so they could see how sexy I was as well?
Jimmy was rock hard in my mouth, thrusting into the back of my throat. Thankfully, his cock wasn’t quite long enough to make me gag—though it was thick enough that it was hard to breathe. Somehow, I managed to get enough air through my nose to stay conscious and upright.
Finally, after dribbling a dab of pre-cum onto my tongue, he pulled out and walked over to the bed, leaving me on my knees. He laid down on his back, with his cock sticking straight up. Then he waved me over. “What are you waiting for?”
I stood up slowly, still trying to process what was happening. It was all happening so fast. I hadn’t even quite figured out if I was dreaming yet. Maybe this was a dream. Maybe I was just having some waking hallucination—or maybe it was a fantasy.
I walked over to the bed and climbed up. I shimmied myself forward on my knees, until my bum was hovering over that thick soup-can cock. I reached down and grabbed it, making sure it was standing perfectly upright, in line with my asshole. Then I started to lower myself down. There was a mirror in front of me, showing me my beautiful self. I looked so fucking good in that dress. It almost seemed like I was meant to be dolled up and beautiful. It seemed like a waste to be anything but dolled up. Maybe those bullies were onto something back in high school. Maybe they could just see what I couldn’t see: though their methods were cruel in so many ways.
I felt Jimmy’s thick cock pressing up between my cheeks. I bit down hard on my tongue and closed my eyes while my anus began to stretch. His hands were on my hips now and he was guiding me down. My anus stretched even more. I wondered if it was even possible to get that cock in my ass—and then I remembered that Theo managed to get it in. So I knew it was possible. I just had to endure a bit of painful stretching.
I could feel his tip pressing up into my body, sliding along my anal walls. I could feel him throbbing. I could feel his veins pulsing as his foreskin pulled further and further back. I found myself clenching a few times, and I was a little bit surprised that I wasn’t cutting his cock when I clenched. He seemed to like it, moaning each time that I clamped my anal muscles down on his rod. “You’re so fucking tight, baby,” he said.
“You’re so thick!” I said through clenched teeth.
“You like it,” he said. “I can tell. Start bouncing on me, baby. Start bouncing on my cock.”
So I started bouncing—slowly at first while my anus continued to stretch out to accommodate his massive girth. And then, once the pain was gone, I was bouncing quickly, like a slutty bunny, with my hands planted firmly on his chest. It felt good: his veins rubbing up and down my anal walls, and his tip pressing right into my sweet spot. I had a massive erection, pushing my skirt up, but I don’t think he minded.
He was groaning and his head was rolling from side to side, as if he was holding back his climax. But I didn’t want him to finish. I wasn’t ready to be done yet. The euphoria was growing stronger with each bounce, and I wanted to see how strong it could get.
“Yee-haw—ride ‘em, cowgirl!” said a voice behind me. I looked back and saw Theo standing in the doorway with a big smile on his face. Ben was right behind him. Now I’d been caught by all of my friends. And I should have felt outrageously humiliated, but instead, I was strangely excited. My cock throbbed harder than ever before. I could see in their eyes that they were jealous. I could see in their eyes that they thought I was hot.
“Get in line,” I said with a grin. My heart was pounding faster than ever before. I was starting to worry that it would explode in my chest, like Bruce Lee’s heart.
Then I watched as Ben walked past Theo, into the room. He reached down for his fly and started to unzip. I was about to get what I wanted—at least what I wanted in that moment, though my mind was in a cloud of haze and I still hadn’t fully processed what was happening with Jimmy.
Speaking of Jimmy—he was groaning loudly now. I could feel his cock bloating up as his fingernails dug into my skin. It hurt a little bit, but I didn’t mind. I looked down into his eyes and saw that his face was dark red. He was breathing heavily and straining as much as he could, but it wasn’t enough to hold back the blasting I felt a second later: shot after shot of warm gooey liquid deep inside of my ass. It felt amazing, though a bit humiliating knowing there were two men behind me watching.
I sat up slightly, just enough to make his cock slide out of me, leaving me feeling empty. I could feel that warm fluid gushing towards my gaping hole, but it didn’t make it out before my ass was plugged by a new cock: a long, smooth dick, which belonged to Ben. He squished Jimmy�
��s creampie back, using it as lubrication so he could pick up right where Jimmy left off. I could feel that warm load sloshing around as he pumped me, poking that sweet spot with his long, accurate cock. I couldn’t stop myself from moaning. My own cock was rock hard, bouncing up and down, escaped from my tiny panties.
Now I knew how Theo got to feel a few nights before, taking all of our cocks in his ass. It was amazing. It was no wonder he was so quick to volunteer himself for the gig. Had I known how good it felt, I would have been the one to offer myself up in exchange for the virginity of the three men. But I was getting it now, so I had no need to feel any regrets. I was getting all of those cocks, deep in my ass, without protection. And we didn’t need protection. It’s not like I could get pregnant, and it’s not like any of them had any STIs—we were all virgins just a few nights before.
I could hear Ben grunting. He slammed his cock down hard. I had to close my eyes and bit down on my tongue in an attempt to regain control of my breathing. If I didn’t get that control back, I probably would have passed out from not breathing at all. Jimmy carefully slid out from underneath me. And then Theo managed to take his place, without disturbing the fucking I was getting from behind. Theo was naked, with his long cock erect and sitting on his abdomen. I was only able to admire his smooth shaft for a moment before the euphoria took me away again, forcing me to close my eyes while I moaned and squirmed.
And it was while my eyes were closed that I felt that tip pressing against my butthole—a second cock—Theo’s cock. He wasn’t even going to wait for Ben to finish. He was going to take me at the same time. And my asshole could probably handle it after Jimmy’s soup can cock. I took a deep breath and then I tried my best to relax. I felt that cock pressing in, stretching me out. Ben slowed down for just one moment, while Theo got his tip inside. Then the fireworks began. They both started thrusting, rubbing their cocks together inside of my body.
They didn’t last long—but I didn’t last long either. The stimulation was so intense, I ended up coming—blasting my hot load onto Theo’s bare chest. He used his hands to rub it all over, and then he unloaded inside of me, coating Ben’s cock with his seed. Ben finished inside of me as well. I couldn’t believe how much jizz was inside of my body. My anus was so stretched out, when they both pulled out, it all gushed out. I couldn’t decide if it was a gross feeling or if I liked it… But I knew it was a feeling I was going to get used to. I knew it was a feeling that was so worth it.
Theo helped me up to my feet. “Did you do your makeup yourself? You look really pretty.”
“Thanks. And yes, I did,” I said, blushing.
“I’ll give you some voice tips—and I’ll show you how to do a bit of contouring,” he said.
“I would like that.”
“Yeah—you really are sexy,” Ben said. “You could be, like, a model or something.” And I felt my cheeks turning even redder.
Now, I wasn’t thinking of the times in high school where the bullies would dress me up—even though things weren’t really that much different. I was still dolled up in front of a small crowd of people—people who were staring at me and judging me. But this time, they were judging me in a good way. They were admiring me. They thought I was pretty and they wanted to help me be prettier. They were looking at me with jealousy and pride, and not scorn and laughter. And maybe this was the secret all along. Maybe I should have just embraced my ‘girly body’ back in high school. Then their insults would have just been compliments.
I was sad when it was time to leave the next morning. Before leaving, Theo mentioned that he would be in Europe for most of the winter, so there would be no winter reunion. I wouldn’t get to see the boys or that cabin for another year. I almost felt like crying as I waved goodbye to the guys and got into my little car.
But I knew it wasn’t over. My journey was only just beginning. As I drove away from that cabin, I was only thinking about the exciting orgy and the tantalizing cross-dressing that took place within those natural log walls. When I got back to the city and saw the pretty girls on the streets, in their little dresses and tall heels, I could only think of exciting experiences to come. Those horrible high school memories were no longer begging to come up to the surface.
Now, when I thought about girly things like lingerie and shoes, only happy memories came to my mind. I felt so liberated, as if I’d finally defeated those bullies, as if their cruel fingers could no longer reach into my brain and drive me crazy. I was happy, maybe for the first time in my life. So to celebrate, I stopped at a little clothing store near my house. I told the cashier that I was buying a new wardrobe for my girlfriend. She didn’t have to know that it was all for me. I ordered a brunette wig online that night.
I didn’t get much sleep that night, but it didn’t matter. I had excitement surging through my veins now. I could have gone a whole week without sleeping and I still would have been bouncing off the walls with enthusiasm. Finally, for the first time in my life, I was at peace with the urges that used to terrify me. In fact, I wasn’t just at peace with them—I was ready to fully embrace them.
THE END
SECRET LIFE
Kalvin just made the purchase of a lifetime: a simulation VR unit, capable of creating a highly realistic and customized fantasy simulation. Kalvin’s fantasy is simple: become a rock star by day and a ladies man by night.
But after waiting six weeks for his unit to arrive, he’s disappointed to discover that they sent the wrong one. He doesn’t realize it’s the wrong one until after he tries it out. So for two hours, Kalvin finds himself inside someone else’s fantasy, getting dolled up and being an escort for the stars.
CHAPTER I
Our show was just coming to an end—a bittersweet moment, because it was one of the best shows we’d ever performed. But we were already playing out our second encore, and no band is obnoxious enough to play a third encore, even when all of the fans are screaming for it at the top of their lungs.
But I was ready to get off the stage and back into my private room. There was a pair of girls standing in the front row: Japanese twins—one with her hair dyed blonde, the other with her hair naturally dark. They were both wearing next to nothing: shorts the size of panties and tops the size of bras—I think they call them bralettes. Whenever I looked at the girls, they would bite their lips playfully while staring right into my eyes. They wanted it bad.
So the moment I was off the stage, I told our manager to go find them. “They’re Japanese—or maybe Chinese or something. You can’t miss them—they’re twins,” I said. “Send them to my room, and do it quickly.”
And our manager came through. I wasn’t even in my room for two minutes before I heard the knock at the door. “Come on in!” I called out. And the two girls slipped in, closing the door behind them. I told them to lock the door while I started to pour us all drinks. “What do you girls like to drink?” I asked, even though I was already pouring them champagne.
They just giggled. It occurred to me that they didn’t speak a word of English, but that didn’t matter. We could skip the pillow talk and get right to the pillows.
There was a bed in my private green room. I wondered if there was a bed in every green room, or just mine. Maybe the concert planners knew about my auspicious reputation. I wondered if the girls knew about my reputation.
I turned around to put the champagne bottle away. Then I picked up the three glasses and turned back around. I paused, realizing the girls were now naked. They had small breasts, but I always liked girls with small breasts. The blonde had a full mane of dark pubic hair and her sister had nothing—pale and smooth all over. I couldn’t fight away the excited smile, even though I went through the same party every night—sometimes two or three times each night.
I walked up and cupped the breasts of the blonde twin. Then I looked down at her fuzzy pussy. I looked over at her sister. “Touch her,” I said as my heart stuttered.
The girl just giggled, still not understanding what I was sa
ying. So I reached over and grabbed her hand. I pressed it against the fuzzy cunt of her sister and started rubbing her hand. “Rub,” I said. When I let go, she continued rubbing. The girls giggled with red cheeks. “Now kiss. You know what kiss means?”
This was a word they knew. They leaned their heads in and began to gently kiss one another. The dark haired twin was still rubbing her sister’s cunt in small circles. I watched closely, and it was hard to look away once I noticed the dribble of fluid trickling down her leg. She was into it.
I downed my champagne and started to undress myself. And then I noticed the line of guitars on the wall—my guitars. But I couldn’t remember buying them. Did the venue put them there for me? Could I even play the guitar? I’d always wanted to play the guitar, but I never got around to learning—No, of course I could play the guitar. I was the guitar player of one of the world’s biggest rock groups. I could play the guitar like Jimi Hendrix… But when did I learn?
I shook my head as my heart fluttered and dread filled my gut. I had to focus on the girls in front of me. Why was I thinking about the music now?
I already had an erection—and how could I not have an erection after watching one Japanese twin pleasure the other with her fingers. I walked around the girls. I put my hands on the blonde’s shoulders—I was quickly realizing that I was much more into the blonde than her dark haired sister. I pressed my big cock up between her butt cheeks and I gently grinded myself up and down. She moaned slightly. Her sister reached back and wrapped her fingers around my girth, letting a little gasp out from her Asian lips as she felt the throbbing. “You like that?” I asked.
And she giggled her reply, probably having no idea what I was saying.
I got my dick lubricated with the fluid dribbling out from her pussy. But the pussy wasn’t where I was intending to stick it. I was in the mood for something a bit more naughty. I pressed the tip of my cock up to her asshole. And then I thought: I was about to fuck a chick in the ass for the first time—
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