Womanized

by Nikki Crescent

  I was suddenly speechless. I opened my mouth but no words or sounds came out. I’d never touched tits or pussy before. And what if she didn’t want me to touch her? What if she screamed sexual assault the moment my hands were on her sensitive areas? I was shocked when Jeannie sighed and then grabbed my hands, bringing them down to her large, soft breasts. She pressed my hands hard into her rack.

  “Hold it for ten seconds,” said Rex. Was that a rule, or was he just making that up? Jeannie let go of my hands and then I found myself trying to count in my head as I fondled those soft, young breasts. I couldn’t believe how soft they were. Were all tits this soft? Were they all this squishy?

  I could feel the subtle lumps of her nipples pressing against the palms of my hands. It felt like they were getting harder, as if I was making her aroused. She straightened her back slightly and I think I heard a soft whimper escape from her lips—as if she was really into the ‘sexy rub’ I was giving her.

  “Okay, perv—that’s more than ten seconds,” Rex said. “Let’s get on with the game.”

  I let go of the breasts quickly. When I took my seat back, I noticed Jeannie was looking at me with a grin. I had to look away quickly. It was already a miracle that my cock wasn’t rock hard.

  The game continued. More clothes came off. Jeannie had another 2 rolled on her, so her bra came off and I saw my first set of exposed tits. They were perfect and perky. I tried not to look at them, worried I would make her uncomfortable and make myself look like a total creep. Rex had to kiss Chad a few rounds later, and then Jimmy had to kiss Natalie. We all did another shot when Natalie rolled a 6. Then she rolled a 5 after landing on Anne. I was shocked into silence when she crawled over to Anne and pressed her fingers underneath Anne’s panties. She rubbed for a minute, and by the end of the minute, Anne was squirming and moaning. I wasn’t the only silent one in that room.

  Anne’s face was white once Natalie was finished with her. She stuttered and then said, “Is it my turn to spin the bottle?” with a flustered voice. She spun the bottle with a trembling hand. And that bottle landed on me. She looked at me and then she tossed the die. “2,” she said. “Take the boxers off.”

  My heart skipped a beat before tumbling into my gut. Was I really supposed to expose myself to these people? Was this all part of that humiliation that I suspected they had in store for me? Or was this just a coincidence?

  “C’mon, Dev. Take the panties off,” said Natalie with a big smirk on her face. I took a deep breath. Everyone was looking at me. I didn’t want to be the first to refuse the bottle’s decision. I had to do it. How bad could it be? It’s not like I had a tiny cock, and it’s not like they hadn’t seen cocks before. Natalie admitted herself that she’d fucked over a dozen guys, and the other girls all admitted that they’d been with men before. So I reached down and slipped my boxers down, keeping a hand in front of my penis. There were no rules against keeping myself covered with other means.

  But even with my hand in the way, I was still exposed. The room suddenly felt cold, and it was my turn to spin the bottle—and it was going to be hard to crawl forward and spin that bottle with only one hand. I had to expose myself for a moment—I had no other choice. So I took my hand off my cock and used it to hold myself up while I reached out and spun that bottle. That’s when I landed on Natalie.

  I took the die. I clutched it tight and prayed for truth or dare or something that would exclude me from any consequences. I threw the die and then my heart stuttered as it landed on 5: Sexy rub. She waved me over with one finger. So I slowly crawled up to her in that silent room. I reached out with one hand for her breast. Then she took my hand and guided it down. She pressed my fingers down the front of her panties, and then I felt my first pussy. She was wet and rubbery—and warm. I couldn’t see what I was touching, so I really had no idea which part of her cunt I was rubbing—until I felt the hole. I knew that hole from pornography. It was especially wet and warm, and my finger easily slipped into it. I felt her vaginal walls clutching my finger, as if she was trying to pull me in deeper. I looked up into her eyes and she was smirking. She liked it. She wanted me to rub more and she wanted me to rub harder. She was drunk—so wasn’t this wrong? Could she really consent to this if she was drunk? I was drunk too—could I really consent to this? My heart was pounding ferociously.

  I suddenly thought about those years that I was obsessed with her. I used to go to bed thinking about her, wishing I was brave enough to ask her out so that one day I could feel her body and maybe get into her sweet pussy. Well I was there now, but now I wasn’t so sure it’s where I wanted to be. I felt her warm fluid dribbling down my hand, across my knuckles and down to my wrist. I took a deep breath and then I pulled my fingers out from her panties. “Okay—that was more than ten seconds,” I said. I wiped my hand on my bare leg. “It’s your turn to spin.”

  Natalie spun the bottle with a big grin on her face. I was happy when it landed on Jeannie. She rolled a 1, so they kissed. It was a long kiss with lots of tongue. The guys all watched with glowing eyes, and they all leaned in closer when the girls started touching each other. Natalie reached out and squeezed Jeannie’s left breast for a moment before fondling her nipple, making it erect. I tried not to watch, as my cock was already throbbing and begging to become hard. I just wanted the game to be over. How many more spins before the game could end? Wasn’t this enough?

  I closed my eyes and silently wished that everyone would get bored so we could all get dressed and be done with the game. When I opened my eyes, I saw that the bottle was pointed at me. And next to the bottle was the die, showing a 4. I looked up and saw Jeannie looking at me. “I want you to put on Anne’s panties,” she said.

  And that’s when I realized Anne was sitting naked, with her legs pressed together to keep her pussy hidden. She was holding her red lacy panties on the tip of her finger, waiting for me to grab them. “That’s it?” I said as my heart stammered. I reached out and grabbed the tiny lacy garment. I pulled them up my legs. They fit snug and tight, and to be honest, I was happy to have something hiding my cock, so that I didn’t have to hold my hand there.

  So it was my turn again to spin the bottle. The game continued.

  CHAPTER IV

  The next time a bottle stopped on me, it was after a spin from Anne. She rolled ‘sexy rub,’ and for men, that only meant one thing. She walked over to me and sat down in front of me. She had a big red-cheeked smile on her face as she reached into my red panties and grabbed my cock. She started to rub. She let a little laugh slip. “Oh my God,” she said. “It’s actually getting hard.”

  “I’m so sorry,” I said. “I can’t help it.”

  She closed her eyes, still with that smile. She rubbed quickly, as if it would make the ten seconds go by quicker. My face must have been redder than hers. She was the first girl to ever touch my cock. I was crossing a lot of firsts off of my list that night.

  By the time she was done, I had an erection, which wasn’t so easy to slip back into my tiny panties. “I’m so sorry,” I said again.

  Then Jimmy laughed. “Quit apologizing.”

  I spun the bottle and was happy to land on Anne with a truth roll. I asked her to tell us all a random secret. I was shocked when she said that my cock was the first she’d ever touched before. I wasn’t sure I believed her, especially after she asked for the definition of a virgin back at the start of the game. But I accepted it as the truth and let the game go on.

  Over the next few turns, I watched the girls kiss, then I watched the boys kiss, then I watched the boys kiss the girls, then I watched as Natalie took off her panties, revealing the wet pussy that I fingered, then I watched as Rex licked Chad’s flaccid cock before spitting and rubbing his tongue—and then I watched as Jimmy took off his boxers before making out with Natalie. Jimmy ended up getting an erection while kissing Natalie’s soft, used lips—but he didn’t bother to hide it. I guess he was proud of his long length. Natalie even reached down and grabbed it, even thoug
h that wasn’t part of the roll.

  When Jimmy spun the bottle, it landed on me. He rolled another dare. “What should I do?” he asked while scratching his chin. Then his eyes lit up. “Put on Natalie’s skirt and top—and her bra, too.”

  Everyone giggled. I just shrugged my shoulders and put the outfit on. Maybe it was the alcohol tinkering with my brain, but the dare didn’t seem so bad, especially after Rex was dared to lick Chad’s cock in front of all of us. The skirt fit surprisingly well, though it didn’t quite cover my bum (it didn’t quite cover Natalie’s bum either). The top was a bit tight, especially with Natalie’s bra on, but it still fit. Jeannie said, “Aw—you look so cute,” as if it was some sort of compliment. I nodded my head and looked down at the bottle.

  I spun it. It spun around four times and then landed right back on me. So I reached out to spin it again, then Jimmy stopped me. “What are you doing?”

  “I’m going to spin it again,” I said.

  “No—now you roll the die.”

  “Seriously?” I tried to think if this had happened at all in any of the previous rounds, but I think I was the first to land on myself. So I nervously grabbed the die and tossed it. I rolled another dare. “So I’m supposed to dare myself to do something?”

  “No—we all come up with a dare for you,” said Jimmy. Then everyone looked at each other, all with grins on their faces.

  It was Jeannie who opened her mouth to tell me my dare, and no one stopped her, as if they were all on the same page—as if they came up with the dare long before I even showed up at that party. “Let me do your makeup and your hair,” she said.

  “My makeup and my hair?” I said.

  “That’s right. C’mon—it will only take twenty minutes at the most.” She got up and skipped over to that bedroom next to our game. I stood up slowly, feeling strangely exposed in my little skirt and tight top.

  “Okay, I guess we’ll take a twenty minute break. No one’s allowed to get dressed though,” Jimmy said. And it almost sounded like he was looking for an excuse to remain naked. Maybe he liked the other girls sneaking glances at his big dick and ripped body. I was starting to think that the whole goal of the game was to start a big orgy—though I still wasn’t sure how I fit into the mix. Why were they all so keen to get me dressed up like a girl?

  Jeannie sat me down on the edge of the bed while she retrieved a few supplies. She talked me through everything she was doing. “First, I’m going to start with some foundation.” But I had no idea what that meant. I had no idea what the next five things were either. It wasn’t until she said eyeliner that I had an idea of what she was doing to my face. And in my mind, I imagined she was painting me up to look like a clown, or an unflattering drag queen at best—especially when she pulled out the tube of pink lip-gloss. “You look so cute,” she said as she smeared the sweet gloss on my lips.

  I don’t know where the blonde wig came from that she put on my head, but she knew just where to find it as if the whole thing had been planned out. She got it snug on my head and then she stepped back. “Oh my God, you look so cute.”

  “Are you done?” I asked. I looked around for a clock after looking at my bare wrist and remembering that they made me take off my watch along with my pants for some reason. I couldn’t spot a clock, but I knew it was almost time for me to head out—not that my parents were waiting up for me. They thought I was out at a sleepover. And I didn’t even have any homework that I needed to do—I just wanted an excuse to leave.

  “Do you want to see?” she asked.

  “I don’t know,” I said. “I don’t really care.”

  “You know, they’re going to want you to use a girl voice out there. Give me your best girl voice.”

  “I’m not going to do that,” I said.

  She stared into my eyes. “If you don’t do it, they’re going to make the game harder on your—believe me.”

  My stomach turned. How did she know? Did she know about their plan? Was she really trying to help me, or was she just trying to get a bit of extra humiliation out of the group’s sissy dare? “C’mon—come see yourself in the mirror,” she said.

  “Okay,” I said softly, trying out my best girly voice.

  “Hey—that was pretty good!” she said. She led me into that little bathroom and she flicked on the light. Then I found myself frozen, shocked by what I was seeing in the mirror. She wasn’t lying—I really was cute, and I really did look like a chick. I slowly brought my hands to my face and felt my skin, shocked by how smooth everything looked.

  “W—What did you do?” I asked.

  She laughed. “I didn’t do much. I made your cheekbones look a bit higher with some contouring. Otherwise, this is all you. Now let’s get back to the game.”

  I was scared to reveal myself to the guys. I didn’t want them to know how good I looked. I didn’t want anyone to know how capable I was of looking just like a real chick. No man wants to look like a real chick. Though I shouldn’t have been so surprised. For years, bullies had been teasing me about how small and thin I was—and a few times they’d called me names like ‘girly boy’ or ‘sissy’. One kid back in the tenth grade would even slap me on the ass and say things like, “You would make a hot trap.” I always just assumed he was just saying it to embarrass me—but now I was starting to think that he was serious—and maybe he wasn’t the only one who saw that unfortunate potential in me. Apparently Jimmy and his friends all saw it too.

  I was slow to emerge from the room. My legs trembled when everyone looked at me. There were a few smiles and a few little gasps. “Look at her!” Rex said. “You should bring her onto the cheer squad.”

  “There’s more to the cheer squad than just being hot,” Anne said. And I don’t think she realized that she had just insinuated that I was hot. I found myself blushing embarrassingly.

  “Let’s get on with the game, shall we?” the naked Jimmy said. “Whose turn is it?”

  “It’s Devon’s turn,” said Jeannie.

  “Right—of course. Go ahead, darling. Spin the bottle.” He handed me the bottle and my heart stuttered. I didn’t like the strange attention I was getting. Maybe it was just all of the liquor in their systems, but they were looking at me as if I was actually a chick.

  I looked down at the bottle. I took a deep breath, and then I gave it a spin.

  CHAPTER V

  The bottle landed on Anne, and then I rolled a 2. She only had panties left on, so that’s what she took off. She rocked onto the back of her sit bone as she pulled her panties off of her feet, giving me a long glimpse of her pink pussy and the small strip of blonde hair that rested above it. My heart stuttered and I forced a smile. She took the bottle and gave it a spin. It landed on Jeannie.

  “Roll the die,” said Jeannie with a strangely excited smile. Anne rolled a 2, but Jeannie was already naked. “Now what?” Jeannie said.

  “I guess just roll again,” said Jimmy, who was watching with wide, shining eyes.

  So Anne rolled again. This time she rolled a dare. “I guess I dare you to… masturbate in front of all of us, until the bottle lands on you again.” Jeannie’s face became dark red—though I couldn’t understand how it wasn’t dark red already. She bit her bottom lip and looked around the room. Then her gaze landed on me and she reached down for her pussy. I looked away quickly, but I could still see her fingers rubbing in circles between her legs out of my peripheral vision. Why was she looking at me?

  She used her free hand to spin the bottle. It landed on Rex. She rolled the die and got dare. “Well I need something to watch while I rub myself, so why don’t you lick Jimmy for one minute,” she said.

  “Lick him?” Rex asked with a crooked frown.

  “Lick his cock,” she said with a big smile. And then she let a little whimper out. I couldn’t help but notice the new glimmer of fluid on the tips of her rubbing fingers.

  “Ew—no way!” Rex said.

  “Wait—is Rex our fist loser?” Anne asked, perking up sudde
nly.

  “What does that mean if he loses?” I asked, suddenly excited that the game might be over before I had to do anything too embarrassing.

  “The loser has to have sex with the doll on camera and then we all get a copy,” Jimmy said.

  “The doll?” I asked.

  “Don’t you know the doll? Upstairs, there’s a sex doll,” Anne said. “It’s got a pussy and then we put a strap-on on it, in case a girl loses first.”

  My heart stuttered. That sounded horrible. I didn’t want any of these people to have a video of me fucking a doll—especially in my current state, dolled up like a chick. They would probably send the video around the school, and maybe even post it on some lewd websites. So I found myself wondering, what would I do in Rex’s position? Would I lick Jimmy’s cock for a minute or would I fuck the doll on camera?

  “What happens to the person who comes in second last?” I asked, hoping the punishment wouldn’t be so bad.

  “There’s only one winner—sometimes two,” said Jimmy. It sounded like they’d played this game before. I found myself wondering what other naughty things they’d done before.

  “Well Rex—what’s it going to be?” Jimmy asked with a big grin.

  Jeannie suddenly let a loud whimper slip. She bit down hard on her tongue and tried to gather her composure. Anne laughed.

  “Okay—fine. I’ll do it. But this isn’t gay—it’s just a dare.”

  I couldn’t believe what I was seeing: the two hundred and twenty pound hunk crawling on his knees towards Jimmy. Jimmy’s face was suddenly white. “Don’t do it, Rex. Just fuck the doll,” Jimmy said. “I promise I’ll just delete the video.”

  “I won’t,” Natalie said with a big smile.

  Jimmy sighed. Jeannie moaned. Rex paused, shook his head, and then he leaned in. “Start the clock,” he said. And then I saw his tongue stick out. He teased the length of Jimmy’s flaccid cock. He moved his tongue up and down while keeping his face scrunched tight. I looked away, towards Jeannie who was still masturbating. She had two fingers in her pussy now and she was plunging them in and out. Her fingers were wet and a dribble of warm liquid was streaking down her bum. She looked over at me, so I looked away in a snap, back towards Rex and Jimmy.