[Patreon Exclusive] TRUTH OR DARE: Chapter 6 (Patreon)

Chapter 6

It was a stupid dare, at least in my opinion. In that bag was a selection of Donny’s sister’s clothes, a handful of her makeup supplies, some shaving cream, and a razor. They wanted me to shave my legs, get dressed up, and they were going to do my makeup. First, they had me put on a bra, stuffed with his sister’s socks, and then they had me put on a little black dress, which I’m pretty sure was Donny’s sister’s prom dress. It was tight on my body, hugging every inch of skin that it touched. Donny and John tag-teamed my makeup while I sat with my eyes closed, wishing this night would be over with. Grant sat between my spread legs, shaving my legs, all the way up to my crotch.

“Be careful,” I said when I felt that razor edging near my ball sack. I wanted to protest to all of it. I felt so stupid. But I knew if I just let them do it, let them laugh without getting all flustered, they would eventually get bored and move onto something else—a new game, a less stupid game. We were eighteen-years-old—what were we doing playing Truth or Dare anyway?

“How are those legs coming, Grant?” Donny asked.

I felt Grant’s hand gently sliding up my legs, up my thighs, his hands coming far too close to my groin for my own comfort. “Nice and smooth,” he said. He ran his hands back down.

“Get his pubes, too,” Donny said.

“What? Are you serious?” I said, finally breaking my silence.

“Pretty girls don’t have bush. It’s not the 70s anymore, Eric,” Donny said.

I wanted to protest further, to stand up and march out of there, but I just crossed my arms and kept my eyes closed. They would be bored soon, sooner if I kept my mouth shut and showed no emotion. I felt his fingers nudging down my panties, exposing the base of my shaft. A lump filled my throat. I fought back the urge to kick him away. And then I felt his fingers rubbing in some shaving cream. God, it was so embarrassing. And why was he doing it so willingly? He didn’t lose the round—he wasn’t the one fulfilling a dare. Maybe he just thought it was so funny that it was worth getting his fingers awfully close to my manhood…

It was another ten minutes before everyone stepped back, apparently satisfied with my transformation. I was told to open my eyes. They were all looking at me with big smiles. “She’s hot,” John said with a chuckle. They other guys all had a good chuckle of their own. I didn’t even notice until I looked down to see my legs that they’d slipped a pair of black, strappy high heels on my feet. I looked around for a mirror or even a window reflection, but there was nothing in that basement. And a part of me didn’t want to know how stupid I looked, so I decided to just reach for the deck of cards and deal the next hand.

But the guys kept looking at me. “She really does look like a lady. Eric, do your best lady voice,” Donny said.

“No,” I said. “That wasn’t part of the deal.”

“Fine, play hard to get.”

I dealt the next round of cards. It was a long round. I started off with a terrible hand. My heart raced the whole time, wondering what they would do to me if I lost again. It was Donny who knocked. I got lucky. My last pickup was an ace in my suit. I ended up edging out John by an inch. I took a deep breath and let my body relax for just a moment.

“Okay, it’s dare I guess, seeing as I used my truth chip,” John said.

“You have to massage Grant’s dick until he’s hard,” Donny said with a big smile.

“What? Are you fucking kidding me? No way.”

I looked over at Grant. His face was red. He wasn’t saying anything. It looked like he was just trying to stay in control of his breathing.

“Okay, then you can run the naked mile and lose. It’s your call.”

Everyone was looking at John now. His face was white. He looked from Donny, to me, to Grant, and then back to Donny. “You’re actually serious right now?” he said.

“Totally serious.”

Grant continued to remain silent. John shook his head, took a deep breath, and then he went over to Grant. He dropped to his knees and muttered. “I can’t believe I’m actually doing this. You know I’m going to get you back, right?” He carefully unzipped Grant’s fly. He took another deep breath. He shut his eyes, and then he reached through the hole in Grant’s boxers. Grant’s eyes lit up, letting us know that John was now touching his bare rod. He started to massage. “C’mon, man. Get hard so we can be done with this.”

He got his fingers around Grant’s girth and he pumped, pulling back Grant’s foreskin, rubbing his exposed tip. Grant’s body was as stiff as marble, his back rigid against his chair. He was taking slow, controlled breaths. He closed his eyes. And then John said, “Oh my God, he’s actually getting hard. It feels so… weird. I can feel it growing.”

We could see it getting harder, pushing further out from his clenched grip. Grant’s tip was red, throbbing visibly. He was big. Grant bit his bottom lip. He finally opened his eyes and looked down at John. John was finally looking at the cock he was stroking, strangely interested all of a sudden. And the room was quiet. I was just happy that I wasn’t the victim this time around. At least I didn’t think I was, until Donny pressed the button on that remote, and I felt that buzzing deep in my ass, making my legs tremble.

I squirmed in my seat. I took a deep breath of my own. He’d turned up the intensity of the remote-controlled vibrator. And it was vibrating right against some sweet-spot, sending warm pulses into my cock. I reached down subtly to readjust my cock in my panties. I was getting hard.

“Okay, he’s hard. Are you happy?” John said, letting go of the rod. And he was right. Grant’s cock was huge, throbbing upright.

John looked over at me with an expression that said, ‘Let’s take Donny down and give him a taste of his own medicine.’ He gave the same look to Grant, who seemed to nod ever-so-slightly in agreement. So for the next hand, we were all very careful with which cards we put down. Donny was right after me in the circle, which meant he could pick up my discarded cards. But I figured, I didn’t have to win. Even if I lost, as long as it was one of the other guys who won, I would be fine. It seemed like whoever had the best hand was the one to pick the dare or question. And they wanted Donny, not me. So instead of going for a great hand, I just made sure to drop crap for Donny. A few laps around the table, he was looking noticeably frustrated. “That’s what you drop for me?” he said after I dropped him a two of clubs. I suspected he was going for hearts after picking up my five of hearts. So I made sure not to drop any hearts.

John knocked and we all got to pick up one last card. Somehow I got lucky, getting another ace in my final draw. I didn’t lose, but neither did Donny. It was Grant who lost. His face became a shade whiter as soon as he realized his hand was the worst on the table. “Oh no,” he said.

But it was John with the best hand, not Donny. And John went easy. He dared Grant to go into Donny’s sister’s bedroom for five minutes, totally naked. It was an easy enough dare, but enough to make Grant tremble. We all went upstairs with him, to make sure he actually did it. We watched him take off all his clothes in the hallway and we watched as he slipped into the twenty-year-old girl’s bedroom. And we waited five minutes. She didn’t wake up, and Grant looked relieved as hell when he finally got his boxers back on.

So we returned to the basement for another round.