Of course then it would all be pointless—for Chris, anyway. It was already pointless for me. Once the whole school knew what I did, it would only be a matter of time before the news got back to Chris’s mother. Then she would certainly think that her son was gay. But that was his problem—not mine. I wasn’t going to let him make his problems into my problems anymore.
I opened my eyes in that changing stall and I saw Chris’s feet standing a couple feet from my changing stall door. He was awkwardly pacing, waiting for me to be finished so he could spend more money on expensive clothes that would never be worn. I fished my phone out from my little purse and saw that twenty minutes had elapsed. The Star Wars movie had started and we could finally get going. So I tried to shimmy out from the dress. I reached around back for that little zipper, but I couldn’t get my pincer grip on it—and I nearly dislocated my shoulder trying.
I sighed and then I walked up to that stall door. “I need a hand getting this dress off,” I hushed to Chris. But he didn’t respond—and maybe I wasn’t speaking loud enough. So I cracked the door open and I said it again. “Can you help me for a minute?”
Then the door pushed open slightly and Daniel slipped in. I froze as he quietly closed the stall door. “Chris went to the bathroom,” he said. “But I can help you, if you want.”
I opened my mouth to reply but I couldn’t muster up any words. I looked down at his shoes. They were so similar to Chris’s shoes, but now I noticed that Daniel’s shoes were much more worn: scuffed up and dirty.
“Is it just a zipper?” he asked, stepping around me.
“Y—Yeah,” I said. He was too close to me, and his gaze was now moving too freely around my body. I managed to take a deep breath. “Just pull down the zipper and I can do the rest.”
He put a hand gently on my bare shoulder. Then he slowly grabbed the zipper. He started pulling it down—very slowly, as if he was worried he would rip the dress. Then I heard him whimper, “Wow.”
“What is it?” I asked.
“You just—you look so good,” he said.
I turned to him with my back now unzipped. I kept my hands on my breasts, now holding my dress from falling off. “Thanks. I can take it from here,” I said.
“I just didn’t think you would look this good.”
I smiled. I could feel my face turning red. I looked behind him at the door: the only exit to that little stall. “Thanks, I guess,” I said.
Then he smiled. “I know you’re not actually Chris’s girlfriend though. If Chris thought he could pass you off—he’s nuts.”
Now my face was turning white as all of my blood started to rush out from my head. “What do you mean?” I asked.
“I mean—look at you. You’re way out of Chris’s league. Chris said that you were cute—but you’re way more than cute. You’re hot.”
“I really should be changing now,” I said.
But it almost seemed like Daniel couldn’t hear the words coming out from my mouth. He took a half step back, to get a better view of my whole body. “Those hips are just—out of this world,” he said. “You’re stunning.”
I bit down on my lip. My cheeks were hot and I was suddenly flustered. Daniel was a good-looking guy. Over the past few years, I’d had a few girls approach me at my locker to ask me if Daniel was possibly interested in them. There were rumours going around that he was going to take Monica Enegren to prom—and Monica was the undisputed hottie of the school. But now, Daniel was looking at me as if I was the one he wanted. He was putting me a step above Monica—and at school, Monica wouldn’t even look at me.
So what did that mean? Was Daniel’s excited gaze suggesting that I was more valuable as a woman than I was as a man? I mean—I knew I looked good as a lady, and I knew that I didn’t look great as a dude. As a man, I’d been rejected more times than I could count, but as a woman, I felt like I could get any man I wanted, as long as they didn’t know what was dangling between my legs.
He took a step forward and put his hands on my hips. “I never really realized how petite you are,” he said. The comment made my heart stutter. What was he talking about—he never realized? “I mean—until now. I guess I haven’t known you for very long.”
I looked into his eyes, suddenly wondering if he was in on Chris’s little game—if it was even a game. Was this part of the humiliation? Did he secretly message Daniel, asking him to come down to give me a hard time? Was this punishment for racking up a bill on Chris’s credit card? Or was Daniel really just coming onto me?
“I really should be getting changed,” I said.
“I think we’ve got about five minutes before Chris is back,” he said. “Let’s make a secret together.” Suddenly, he leaned forward and kissed me. I froze, unsure of how to react. I felt his hands rubbing up and down my sides as his lips mouthed and puckered against mine.
So he didn’t know my true identity—surely he wouldn’t be kissing me if he knew that I was his male friend from school. But what could I do? I didn’t want to push him back and make him angry. It seemed like it was only a matter of time before he realized who I was. And at least if he found out who I was after kissing me, he would certainly keep his mouth shut. So I hesitantly kissed back. I put my hands on his hips and prayed that the next couple of minutes would fly by.
Though I had to admit: he was a good kisser. He had a few little moves that took me by surprise, like when he managed to pry my lips open only using his lips—and then he managed to slip his tongue into my mouth, which wasn’t as gross as I thought it would be. He swirled it tongue around mine while his nose nestled up against mine. I noticed his scent: a mix of cedar and musk. There was something addictive about that scent, and I had a feeling he knew it.
I felt my dress fall down slightly, exposing my bare, flat chest. I couldn’t get my hands in fast enough to cover up my lack of titties. Daniel had his hands in before me—squeezing my soft pecs. At least I wasn’t muscular, so it was somewhat believable that I could have just been a flat-chested girl. He didn’t seem to care. He just continued fondling my chest and sucking on my face.
What happened next took me by complete surprise. My hand started to explore its way around Daniel’s front. My fingers toyed away at his belt, and then they pulled down his fly. Suddenly, I had my hand down the front of his pants, on his bare, hot, throbbing cock. I wrapped my fingers around it and began to massage, as if some alien entity had taken control of my body. Why was I touching his cock? Was I crazy? Was I allowing this disguise to take me over completely? And why wasn’t I letting go? I knew he was a man and I knew he was my friend—everything about it was wrong. Yet there I was, fondling, feeling that shaft thickening and hardening.
Daniel put his hands on my shoulders and then he suddenly pushed me down to my knees. He reached into his pants and fished that beast out. Now that erection was dangling in front of my face. “Go ahead,” he said. “We’ve still got a few minutes.”
I could see the big blue veins running up and down that hard shaft. I couldn’t believe how big he was. It almost didn’t seem fair: he was handsome and popular and apparently he had a massive cock as well. He was born to be a man and lucky to be one. Me on the other hand—I was finally getting sexual attention for the first time in my life, and I was getting it with a dress on my body and makeup on my face. Maybe I wasn’t born to be a man. Maybe this sissy thing was more my speed. I had to admit: I kind of liked the attention, even though it was somewhat humiliating. The compliments were nice, even when Daniel said, “You’re such a hot fucking slut,” I found myself blushing. ‘Hot slut’ still seemed better than ‘invisible nobody’.
I grabbed that cock and pressed it through my lips. I couldn’t believe how warm it was. I bobbed my head back and forth, running my tongue along the underside of that hard shaft. It was still getting harder, aiming upwards, pressing against the roof of my mouth. “Yeah—suck it, whore,” he said. He reached down and grabbed my head firmly with both hands. My heart skipped a beat, worried
he would accidentally pull off my wig in his state of excitement. I tried not to make any sudden movements, and I hoped he would do the same. But I could feel him clutching my hair, as if it was something to hold onto. It was already a miracle that the wig hadn’t moved.
I kept sucking. I could taste a drop of sweet liquid on my tongue. I looked up at him with my eyes and saw that his face was dark red. I’d never made anyone’s face dark red before. It was a strangely nice feeling. And the cock wasn’t nearly as disgusting as I thought it would be. In fact, it was kind of satisfying in a weird way. It fit into my mouth perfectly and it was hard—I got it hard—I made Daniel aroused. There weren’t many girls in our school who could say that they’d made Daniel aroused.
He suddenly pushed my head back, making his cock flip out from my mouth. “We’ve got one more minute. Bend over,” he said, pointing at the little bench. It was an awkward little bench to bend over, but I managed to plant the palms of my hands on it, with my butt up in the air.
“Just in the ass,” I said, reaching back to pull down my panties. I kept my legs pressed tightly together, with my cock and balls pushed to the front, so Daniel couldn’t see them. Luckily, he was too horny to get down onto his knees and realize there was no pussy there.
He reached down and spread my butt cheeks. I heard him moan slightly, admiring the sight of my hole, which was probably still a bit agape from my previous pegging. Daniel slapped his cock between my cheeks and then he slid it down so that his tip was pressed against that hole. “You’re so fucking hot,” he said again, making my heart flutter and my face hot.
He started to push in. I tried my best not to clench, even though his cock felt like it was as wide as a can of Coke. I bit down on my tongue. My asshole puckered, but it never clenched. I groaned and squirmed, feeling his hard veins rubbing against my stretched out anal walls.
He was inside of me. I had a cock inside of me. I was no longer a virgin, and I was losing my virgin in the most sissy way possible. I knew that I should have been ashamed of that, but in that moment, I was only excited. It felt good. I couldn’t wait for him to start pumping. I couldn’t wait to feel his hot load erupting inside of my body.
“Fuck me already!” I begged. And then he started. He grabbed my hips and started thrusting. I gasped suddenly, gripping tightly onto that bench. His cock was powerful and rigid and mean. He had no mercy as he slammed down, pressing his tip into my amazing sweet spot. I kept puckering my hole, but it wasn’t doing anything to slow him down. He was determined to come, and he was going to do it fast. Now, I was just a glorified sex toy: a blow up sex doll with a few thoughts of her own. I loved the way my butt cheeks rippled as he slammed them with his pelvis. I loved the way his fingertips dug into my sides, holding me tight so he could fuck me harder.
“Oh God,” I groaned. I was having an orgasm—at least it felt like I was. But my cock wasn’t hard, and the euphoria wasn’t stopping. In fact, not only was it not stopping: it was getting more intense. I groaned and bit down hard on my tongue. I didn’t want to scream. I didn’t want to alert the shop workers or any of my potential classmates who may have wandered into the store. But the pleasure was just too amazing. I couldn’t just remain silent. So I reached up and stuck three of my own fingers in my mouth. I bit down on them and used them to muffle my cries. Then I looked down and saw that white streams were pouring out from my flaccid cock. Daniel was milking me as if I was a prized bull. “Fuck!” I groaned loudly into my hand.
Then I felt it as he slammed into me: hot bursts of warm cum, deep inside of my body. He was coming. I was making one of the most sought-after guys in the school come in my asshole. It felt amazing. It made me wish that our fucking wasn’t over.
And it made me wish that my time as a woman wasn’t over—but it was. In a few minutes, I would leave that mall, and once I was home, Riley would cease to exist.
CHAPTER VIII
Chris returned from the bathroom as I emerged from the changing room. I met him at the cashier, where I made him buy me the dress. It was the least he could do—though I was starting to feel like I was really the one who owed him. Before he paid, I grabbed a lace choker and a little bottle of store brand perfume. “Can I have this, too?” I asked.
He looked at me with that scowl again, as if he thought that I was just needlessly racking up a bill. But now, I was starting to think of things that I really wanted if I was ever going to get dolled up again. The choker would help to hide that subtle bulge of my Adam’s apple—and it would look super cute as well. And every girl needs a decent bottle of perfume.
Daniel took off to go meet up with some other friends. He winked at me as he left the store. My legs trembled slightly. His warm cum was just starting to pool in my panties, oozing out from my bum.
Chris bought the lot, taking his daily total up way beyond five hundred dollars. And I couldn’t help but think that he wouldn’t have bought half of it if he didn’t secretly think that I was pretty and that I deserved it. “I guess you should probably get to your car, huh?” he said.
We stepped out into the mall hallway, and that’s when I noticed a few of our classmates looking our way. I looked over at them and they looked away quickly. I’d seen them a couple of times during our mall excursion, at both ends of the mall, as if they were following us. And in the other direction, I saw Tony, who I saw when I was walking into the mall. Didn’t he already leave? What was he doing back? He also looked away suddenly when I looked in his direction. “What’s going on?” I asked.
Chris shrugged his shoulders. “What are you talking about?” he said.
I looked into his eyes. There was something fishy about his look—as if he was hiding something. And I was starting to feel convinced that there really was more to his little deal than just his mother thinking he was in a relationship. “Can I borrow your phone?”
“Why?” he asked.
“What difference does it make?”
“Don’t you have your own phone?”
“It died on me. I just need to make a quick call. You don’t mind, do you?”
He hesitated for a moment, then he handed me his phone. I opened up his messages. “Don’t read those,” he said.
“I’m just trying to find Daniel. You have Daniel in your phone, right?”
“Why do you want to call Daniel? You just saw him.”
I scrolled quickly through his messages. There was no Daniel, but I did notice a message stream from Fiona Parker—Chris’s mother. “Why do you have one message stream with ‘mom’ and one with ‘Fiona Parker’. That’s your mom’s name, isn’t it?”
Chris’s face was starting to turn white.
“And where’s Daniel? Why is he suddenly not in your contacts?”
“I—I don’t know if I’ve ever put him in there.”
“Bullshit!” I snapped. “You changed Daniel’s name in your phone to ‘mom’ and you’ve been messaging him this whole time. Daniel was the one following us around the mall. So tell me now—what’s this all about? Why is everyone staring at us? Why have our classmates been spying on us as if we’re some sort of zoo exhibit?”
Chris looked down at the floor in silence for a moment, and then he looked back up at me. “Daniel set it all up,” he said. “It was his idea to get you dressed up out in public.”
My heart stuttered. “What? Why?”
“He had a weird theory that you secretly wanted to be a girl. And we thought that we could show you that you could be a girl by setting this whole thing up. We did it for you.”
“I—I don’t understand,” I said. I could suddenly feel the gazes of many people looking our way, but I was too afraid to look around and meet their eyes.
“I don’t know—it was just some weird theory that Daniel had. So his mom gave us a bunch of money to take you out to buy you clothes. I mean—she gave us three hundred bucks. I think you’ve already spent about six hundred—so you’re welcome. That’s my allowance you’ve been spending.”
“B
ut—But I still don’t understand,” I said. Then I forced a laugh. “I don’t want to be a girl.”
Chris shrugged his shoulders. “That’s what I said. Daniel seemed to think otherwise. While we were planning this whole thing, Kelsey and Darla overheard us. Then they started to tell other people. We were all worried that it would get back to you and then people would make fun of you. But strangely enough, everyone wanted to help out. There’s even a Facebook group: ‘Help Joe.’ See?” He went over to the Facebook group on his phone and then he turned it to me.
And I realized that Daniel’s mom must have told Daniel. She pushed that first domino, and now the whole school probably knew about my cross-dressing curiosities. I felt sick—but I didn’t feel mad. Why wasn’t I mad? Why wasn’t I storming out of that mall? Why wasn’t I throwing all of those shopping bags on the ground? Why did I feel strangely thankful?
It had been one of the most nerve-racking days of my life, but it had also been one of the most exciting and most freeing days of my life. Was Daniel right? Would I be happier as a woman? Did it take this big plan to make that realization set in?
“But everyone knows that you’re just doing this for the money,” Chris said. “And that’s all anyone has to know. We can just tell them that we were mistaken, that you want to be a guy. It’s really up to you. Just know that we don’t care either way. If you want to be a chick—I need more chick friends. But I like you as Joe as well.”
I didn’t know how to respond. I wanted to tell him that I wanted to just be Joe, but I felt like I was being gifted a golden opportunity. Maybe they were right. Maybe I would be happier as a woman. Maybe those few dresses that I acquired today were just the first of an exciting wardrobe.
But what would my sister think? What would my parents think? Would the world accept me? Would I accept myself?
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