“Shit,” Jimmy said. His eyes were shut tight. “I’m just imagining a girl is doing this—that’s the only reason this is happening.” I didn’t know what he was talking about until I noticed his cock was starting to rise up.
“How much longer?” Rex asked.
“Forty more seconds,” Anne said.
So he kept licking, up and down the length of Jimmy’s throbbing cock. Time was going by slowly—and it probably seemed even more slow for Rex. His face was still scrunched tight. But he was covering the whole length of Jimmy’s shaft, even teasing his tip with the tip of his tongue. Jimmy was rock hard now: veins pulsing and bulbous tip bulging.
“Ten more seconds,” Anne said. “Get him nice and wet!” Rex licked that shaft until the moment Anne said to stop—and then he jumped back and ran off to the bathroom to wash out his mouth. The girls giggled as if it was just a funny little joke. I think I was the only one who noticed Rex’s bobbing erection between his legs, which he covered a moment after standing up. Did licking Jimmy’s cock get him hard? Was he secretly gay or bisexual?
When Rex came back a moment later, his face was still red. He didn’t make eye contact with anyone as he sat down and grabbed the bottle. He gave it a hard spin, and it landed on me. He grabbed the die while my heart stuttered and fumbled around in my chest. I felt sick when I saw the 1 that he rolled.
“Kiss!” Anne declared.
I looked over and saw that Jeannie was still fingering herself. Her face was red and she was squirming and trembling as if she was about to come. I couldn’t believe how wet she was—there was even a little puddle of liquid on the ground between her legs.
“C’mon now—let’s get this over with,” Rex said. He was sitting in front of me now, and he seemed bigger than ever, towering over me, looking down into my eyes. I felt suddenly tiny and fragile. He put his hands on my arms and leaned in. I closed my eyes and tried to wince away, but I wasn’t quick enough. His lips pressed against mine and we were kissing.
I wanted to pull away, but I didn’t want to be the game’s first loser—or a loser at all, for that matter. I couldn’t think of anything worse than seven of the most popular kids in school having a video of me dressed up like a girl while fucking a sex doll. And with my luck, they definitely would make me take the strap-on dildo in my ass instead of my cock going into the rubber hole.
I froze suddenly as Rex slipped a bit of tongue into my mouth, as if he forgot that he was kissing a boy. That same tongue just spent a whole minute sliding up and down Jimmy’s cock. I opened my mouth slightly, just so that I would look like I was participating, so that they wouldn’t decide that I was the first loser by default. But this turned out to be a mistake, as Rex took the opportunity to slip his whole tongue into my mouth. I nearly gagged. Thankfully, Anne announced the end of the kiss, so I pulled back and wiped the saliva off of my face.
“Okay, Devon—it’s your turn, beautiful,” said Natalie with that big smile.
I took the bottle and wished there was some way to win the game without having to endure any more spins. Every time it was my turn, my heart would stutter and cough as if I was on the verge of cardiac arrest. I had to take a deep breath to muster up the strength to spin.
The bottle spun quickly, and then it landed on Natalie. I was just happy that it didn’t land on one of the men. I grabbed the die and tossed it. I rolled a 6. “Roll again,” Jimmy said quickly. My heart was pounding. If I rolled another 6, that would be the end of my virginity—and Natalie wasn’t exactly the girl I wanted to lose my virginity to.
Jimmy was already pouring a round of shots for everyone. I wasn’t sure I could handle another shot. I was already wobbling slightly and my vision was starting to blur. I tossed the die and it rolled behind the bottle, where I couldn’t see it. Before I could lean forward to see what I got, Jimmy put a shot in my hand. “Cheers,” he said. He pounded his back, so I pounded mine back as well—mostly just to try and cut some of the anxiety, but it didn’t work. Now I just felt even sicker.
I rolled a kiss. I was happy that it was just a kiss, and with a girl—even though she may or may not be able to give me herpes. I crawled over to my old naked crush and then we kissed. Her lips were soft and she moved her tongue around elegantly in my mouth, as if she had lots of practise. She even put her hand gently on my cheek, cradling my face.
I was actually a bit sad when Anne announced that the time was up, and it was Natalie’s turn to spin the bottle. Natalie looked in my eyes for a moment with that suggestive smile, and then she spun the bottle. She got Chad, and then she rolled a kiss. I was a bit disappointed when I watched her kissing Chad with just as much enthusiasm—though I guess I wasn’t surprised.
My vision became fuzzy and my thoughts started to blur together. I had to close my eyes for a moment in an attempt to gather myself, so I wouldn’t pass out on that cold basement floor while dolled up like a girl. I couldn’t even begin to imagine the embarrassing things they would do to me while I was on the floor in that condition. I took a deep breath and then I opened my eyes and saw that the bottle was once again on me.
Next to it was the die, showing the number 3. “Truth,” said Jimmy. He had a big smile. “Are you a virgin?” he asked. And I wasn’t surprised by the question. I thought about lying, but I knew that I wasn’t a good liar without alcohol, so I was probably an even worse liar with it.
I bit down on my tongue and said, “I am.” The guys giggled and the girls all went “Aw—that’s cute.” I didn’t feel too embarrassed. It was hard to top the embarrassment of being dolled up like a chick.
I spun the bottle quickly, hoping to get it away from me as quickly as possible. Unfortunately, I landed on myself again—and once again, I rolled a dare. Everyone was looking at me with big smiles.
“Go into my sister’s room and find something sexier to put on,” said Jimmy, pointing over at the nearby bedroom. “I think there’s some lingerie in one of the bottom drawers.”
“And then when you come back, give Chad a lap dance,” said Jeannie, who was finally finished with her masturbation session.
“Yeah, yeah—and you have to give him a lap dance until he’s fully erect,” said Rex. Chad punched Rex in the arm. “Ouch! What did you do that for?”
“Watch your damn mouth,” said Chad.
And then everyone looked at me, waiting for me to get on with it. I couldn’t believe how embarrassed I felt. I didn’t think it was possible to become any more embarrassed, and I thought the alcohol would numb the humiliation. But somehow, I found myself with a hot face and trembling hands. I stood up slowly and walked over to that bedroom. I closed the door, just so that I could have a moment alone. The moment those gazes weren’t on me, I took a deep breath. I closed my eyes and tilted my head back. “Just leave,” I said to myself. I didn’t have to put on lingerie and give Chad a lap dance. I didn’t even have to fuck that sex doll while they filmed me. I didn’t have to do anything. I was a free man and I was already a loser at school. Did I really want to be popular this badly? Was this even going to make me any more popular than I already was? It would probably make me even more of a loser—so why was I going through with it? Why was I digging through drawers looking for lingerie?
I found the drawer Jimmy was referring to. There were lots of sexy pieces, but it was a black piece that caught my eyes. It was a one-piece, with lacy bits and satin bits. It perfectly matched the pair of strappy heels that I found in the drawer above it. I took off my skirt and top and my panties, and then I slipped into the tight number. I loved the way the satin felt on my skin—but I hated the smile that was suddenly on my face. I convinced myself that it was just the liquor toying with my brain.
I took a minute to get all of the little straps of the heels done up around my ankles. I stood up slowly, wobbling slightly as I caught my balance. Maybe the heels weren’t such a great idea—though they made the lingerie look so much cuter. I walked over to that bathroom mirror and looked at myself for another minute, sti
ll completely in awe of how good I looked. I turned and looked at my ass, which was perky and smooth. For once, it seemed like there was a benefit to having almost no body hair on my body—or was that just contributing to the embarrassment of the situation?
“How’s it going in there?” Anne called out from the main room. My heart was pounding now. Maybe the heels weren’t such a good idea. Maybe I shouldn’t make them think that I was actually getting into this… Even though they might get bored quicker if they think that they aren’t getting under my skin. That was how I learned to deal with bullies: don’t give them any satisfaction, and eventually they will move onto other things.
“I’m almost done,” I called back. I took a few handfuls of toilet paper and stuffed the cups of my lingerie, giving myself a bit of a bust, to complete the look. Then I walked over to the door, took a deep breath, and built up as much confidence as I could for my lap dance.
CHAPTER VI
Everyone was in his or her spot waiting for me. Chad was sitting on a wooden chair that had been dragged into the room from one of the other rooms. He was still naked, with his flaccid cock resting between his legs. But even flaccid, it was still intimidating. I had to go until it was hard—and what if it touched me? I didn’t want to touch a man’s erection…
“Okay—go until he’s hard,” Jimmy said as he pulled out his phone and turned on a song through his Bluetooth speakers. It was a spacey atmospheric jam, like something you might see a stripper dance to in a movie—and maybe in real life, for all I knew. All eyes were on me—except for the eyes of Chad—his eyes were closed. I walked over, one foot in front of the other, the way the girls walk in the Victoria’s Secret fashion show. The girls whistled and cheered for me while Jimmy and Rex snickered. I walked around Chad’s chair, teasing his shoulders with the tips of my fingers. Then, I threw a leg over his lap and I bent over.
I’d never performed a lap dance before, but I’d seen many in the pornographies that I’d watched before. There wasn’t much to them, lots of rubbing and bending over. I started by rubbing my bum up Chad’s hard, muscular abs and chest. I rubbed up and down before sliding my ass down his hard thighs. I leaned back putting the back of my head on his shoulder. I looked over and saw that his eyes were still closed. I could tell that he was trying to think of other things: maybe his grandma or the homework he still had to finish. He didn’t want to get an erection for me—but this wouldn’t end until he did.
And strangely, I knew that I could give him one—if he would just open his eyes to see how sexy I was. And I knew that’s why he was keeping his eyes closed, because he knew that I was hot enough to make him hard. “Open your eyes,” I whispered in his ear.
He opened his eyes after a moment of hesitation. He looked down at my body. “You can touch me,” I said gently. He slowly put his hands on my sides. I went to bend over again, pushing my bum up his hard chest, so he could see how round and perky it was. I moved it up and down, and then I felt his trembling hands moving onto my cheeks slowly. The girls whistled again as his thumbs grazed close to my crack.
Then I spun around, sitting my ass down on his thighs as I looked into his eyes and he looked into mine. His cheeks were red. I smiled and bit my lip the way Natalie bit hers every time she looked at me. Then I stood up, pushed my stuffed tits together, and I rubbed them in his face. His hands fell onto my hips again, and then they started to rub up and down.
“That’s it, girl! Work it!” Jeannie called out.
I ran my fingers down his hard, sweaty muscles. I couldn’t believe how ripped he was, as if he didn’t have an ounce of fat anywhere on his body. I kept gliding those fingers down, across his pelvis, and around his shaft. He twitched and took a sharp breath of air into his lungs. “I think I feel something,” I whispered with a smile.
But I didn’t know why I was smiling. I didn’t know how I was able to do any of this without gagging or passing out with embarrassment.
I stood up and reached out for his shoulders. I bent him forward, so his face was against my crotch. Then I began to grind my non-existent pussy in his face. I felt him mouthing against my cock, as if he wanted to suck it. Then I pushed him back. I bent over and flipped my head upside down, teasing his cock with my hair, like I’d seen girls do in videos. I planted my hands on his thighs and swayed from side to side. And I could see that his cock was rising up.
I sat down on his lap again, facing him. I lifted his cock up, so that it was pressed between his abdomen and my crotch. Then I began to grind myself against him. He was staring at me with glowing eyes now, as if he actually liked what he was seeing. And how could he not like what he was seeing? I was hot. I may have even been hotter than Anne and Natalie and Jeannie.
He was taking deep breaths, trying to remain in control. His cock was hard, but no one was telling me to stop. I didn’t want to stop, so I pretended not to notice. I like the idea that I could get a guy off—and not just any guy, but one of the most sought-after men in our school. There were dozens of girls who wished they could be in my place.
So I kept grinding, watching as his bulbous tip became a shade of red. I put my hands on his shoulders and stared into his eyes with a big grin. He was groaning, biting down hard on his tongue. “Come for me, baby,” I said in my best girly voice.
And then I felt the hotness hitting my abdomen. I looked down and his cock was blasting cum. There was an audible gasp in the room. I just made Chad come. I just made a man come, while dressed like a girl.
I stepped back and looked down at my stomach, which was dripping with jizz. “I’m sorry,” I said.
“Don’t be sorry,” Chad said. “That was awesome.” His face was a deep shade of red. “Let’s keep playing. Someone spin the bottle. Whose turn is it? My turn. Okay, give me the bottle.”
Chad was flustered and trembling. He took the bottle and spun it quickly. I could practically see his heart pounding. The bottle landed on Natalie. Chad rolled a dare, then he said, “I dare you to lick my cum off of her stomach.”
Natalie didn’t miss a beat. She crawled over and started licking that still warm cum off of my stomach. It was obvious that Natalie wasn’t going to lose the game—she was apparently willing to do anything without hesitation. So was there really any point in continuing? Was there any point in enduring more humiliation if we were all just going to have to fuck the doll eventually anyway?
CHAPTER VII
I got a much-needed break when Anne dared Jimmy to run around the block in the nude. It took Jimmy a good ten minutes to build up the courage to make the run, and then it took him another five minutes to complete the run. After that, Jimmy spun the bottle on Rex and rolled a dare, so he dared him to do the same thing. By the time we all got seated again, I was feeling clear-headed and stable on my feet.
But even in my new state of sobriety, I still found myself gently reaching down to feel the intricate lace and the soft satin of my lingerie teddy. Whenever everyone was looking in another direction, I found myself looking down to admire my cute feet in my strappy heels.
I liked the way that I looked, and that made my stomach turn. In my head, I was running through ways I could steal some outfits and makeup from that girly bedroom. There was that small window above the bed—maybe I could stuff a few things into a bag and then stuff them out of that window. Then, when I left the house, I could quickly run around the house and grab that bag without anyone looking.
But I tried to push that idea out from my head. I kept reminding myself that I was just drunk and drunk people have stupid ideas. But with each passing minute, I was feeling less drunk, and those strange urges were still there.
It didn’t help that I actually looked pretty—and I knew it was true because the girls kept telling me it was true, and because I made Chad come with just a little bit of dancing and rubbing. If I looked silly or ridiculous, he wouldn’t have come so fast. And if I looked silly and ridiculous, I probably wouldn’t be feeling so comfortable now, with my leg crossed—my foot dangling a
nd swaying playfully as I anxiously waited for that bottle to land on me again.
But I was on a lucky streak. The bottle kept narrowly missing me. The other guys and girls were the ones kissing and rubbing and revealing secrets and performing dares. Jimmy was dared to jerk off Rex, and he actually did it. Jeannie helped Rex out by standing next to him, letting him fondle her breasts so that the act wouldn’t take so long. But Rex didn’t warn Jimmy when he was about to come, so Jimmy ended up getting a big shot of warm jizz right on the nose. He ran off to the bathroom to wash himself up, giving my body another few minutes to recover from all the shots. I was pleased to discover Jimmy was out of booze when Anne rolled a 6 a few rounds later. So I at least knew that the booze wasn’t going to kill me that night.
And I was starting to think that whatever god was watching over our game was looking out for me now. That bottle kept missing me, and I could tell that the others were starting to tire of the game. People were starting to sigh when it was their turn. I caught Rex looking over at the clock a few times. It was only a matter of time before Jimmy stood up and said, ‘Okay, that’s enough. Game’s over.’ And I could tell that he was close—maybe just hoping to get one last good dare in before the big finale. Unfortunately for him, the bottle landed on him. He stared at it, maybe thinking of pulling the plug on the game now, but he probably knew that wouldn’t go over well. Natalie was the one who spun the bottle. She rolled a truth, and then she re-rolled because we all agreed that there were no longer any interesting truths to keep the game fun. She rerolled a dare.
“What do you want me to do?” Jimmy asked, sounding tired.
Natalie thought for a moment with a smirk on her face. “Eat me out,” she said. She bit her bottom lip as her cheeks became a shade of rose. Then she spread her legs wide and patted the ground in front of her pussy. Jimmy was slow to react. He looked down at her snatch, which had already been rubbed by nearly everyone in the circle—girls included. He sighed and then he crawled over. He sunk down onto his stomach and then he pressed his face against her used pussy. He started to lick. She sunk her fingers into his hair while we all watched. And even though it wasn’t the first sexual act of the night, it was still a heart-pounding moment. It was so strange watching my old crush being intimate with someone else.
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