I woke the next day to the extremely pleasant feeling of Andy sliding his cock in and out of my pussy and his finger dancing over my clit. I moaned and my pussy spasmed around his cock, and I felt his semen leaking out and on to my thigh. Afterwards I nestled back into his warm arms and we dozed off again, his cock still buried in me.
All of us were exhausted from the day before, so I didn't wake up until I heard Nick moving around. I opened my eyes and saw him taking a picture of me and Andy. I smiled and he winked at me. I lifted my leg so he could see his brother's hard cock in me and he grinned as he snapped some pictures before heading off to the bathroom. I eased off of Andy, checked that he was still asleep, then went to join Nick in the shower.
He smiled as I slipped in with him and soon we were kissing passionately.
"Thanks for defending me last night Nick," I whispered in between kisses.
"You don't have to thank me Emmy. I like that you did those things! This morning while you and Andy were sleeping I watched some of the video from the spa and it was hot!" he stopped talking to kiss me deeply before turning me around and pressing me against the wall. I groaned as he slid into me from behind. The warm water contrasted with the cold tile against my nipples and I knew I would soon be cumming again, for what must be the fiftieth time this trip!
"I already told you Emmy, I like you as a slut! Wait, no, I
love
you as a slut! As long as you're having fun then I'm fine." He started kissing my neck and I groaned, my pussy spasming around his cock when suddenly the curtain was yanked back!
We both gasped and I heard chuckling. "Should have expected this from a slut like her. Even after we told her she was going to get punished today she can't keep dick that isn't her boyfriend out of her pussy," Mrs. Pyne said, getting a laugh from Andy who was beside her.
I moaned in embarrassment as Nick started fucking me again. "Sorry..." I muttered, embarrassed that she apparently knew about the lost bet with Andy. I heard Nick groan, and he pulled out, his erection still hard and throbbing. He stepped out and tiled off. I felt a little miffed that he hadn't finished off inside me, but quickly shut off the water and grabbed a towel to cover myself.
Andy dressed me again, this time in a sheer pair of pink panties and a blue cover-up meant to be worn over a bikini. I protested because the cover-up was short and very transparent, my nipples were totally visible, and in the right light my bush and crack of my ass were as well. I got no help from Nick or his mother, and pouted as we left to eat breakfast at their parent's place. Breakfast was nice and surprisingly devoid of sexual comments or touching, but it was interrupted midway through by some staff members dropping off a number of large boxes in the house. I was curious, but no one else mentioned anything, so I didn't either.
Breakfast was wrapping up and Mr. Pyne signaled the end of it by standing and speaking briefly. "Well, I think we all know that Emmy's behaviour this trip has been unacceptable and wanton, so let's go ahead and get this out of the way so we can get some beach time in this afternoon."
I sat nervously as the rest stood, and Andy helped me to my feet and led me inside. I was shocked at the change to the place. There were straps hanging from the ceiling and a strange leather piece of furniture in the center of the room. I stopped and stared nervously, but Andy pushed me to the center of the room and ordered me to strip naked.
"What?" I replied. A sharp slap across my ass caused me to yelp and he repeated his order.
"Ow! Fine!" I said, and started removing my clothing. Andy and Mr. Pyne then cuffed me to the ceiling straps and hoisted me up until my toes barely touched the ground. My nipples were hard in anticipation of what I suspected was coming. I saw Nick looking around the room, then he went over to a bookshelf and I saw him set up his camera. The others were too busy to notice, as they were currently checking to see if I was wet.
"Ha! The slut gets off on everything!" Mrs. Pyne said laughing. I wasn't sure whose fingers were working me, but I moaned and tried to move my hips to get them deeper. Andy appeared in front of me and kissed me hard.
"Okay Emmy, we have a few rules for today. First, you don't get to cum unless I tell you to. This whole week you were supposed to be my girlfriend, but you've gone and sucked and fucked any hard cock that presents itself. Second, you'll refer to us as 'sir' or 'mam.' Finally, Nick says your safeword is red, so we'll stick with that. Understand?" Andy spoke strongly, and his tone had be on the verge of an orgasm.
"Okay," I answered. His hand moved fast.
SLAP
Right across my left tit. I shrieked in surprise.
"Try again slut," he instructed.
"Yes, sir, I understand," I answered quickly.
"Good girl," he said and kissed me while tugging hard on my tender nipple. He disappeared from view, leaving just Nick in front of me. He had a huge grin on his face and I mouthed
I love you
to him and he smiled. There was a break while I heard whispers behind me, giving me the opportunity to consider how strange my predicament was. Here I was, strung up naked in front of my boyfriends family, presumably about to get whipped and fucked while my boyfriend watched. Shit I was horny! I hoped Nick's camera got some good shots because I was definitely going to want to relieve this.
"Count," I heard Andy say behind me. Then the whistle of air, a loud noise, and a stinging across both my ass cheeks.
"AAAHH!" I yelled. God damn that hurt! Way worse than a bare hand. I had no idea what he was using on me, but from my end it didn't feel erotic at all! "Uhhh...one," I managed to eek out.
The second blow hurt even worse! My eyes were leaking and I was dancing around on my toes to try and get as far away as I could. "T-two," I said, hoping there wasn't going to be much more of these. I was wrong. By the fifth I was openly crying, by the eighth weeping and sobbing. My ass burned and I felt like I needed to sit in a snow bank. On the eleventh I came. The orgasm was sudden and unexpected and I slumped in the restrains, my arms taking all my weight as my body twitched in pleasure. I vaguely heard a "holy shit" from behind me, but was too worn out to place the voice.
After I regained control I let out a quite "eleven." I couldn't decide if I wanted more or wanted to be let free. I felt a hand rub my tender ass and moaned in a combination of pain and lust. Andy spoke quietly into my ear, "You okay?"
"Yes sir," I whispered back.
"Good, because you just broke the first rule. I told you not to fucking cum, and here you are leaking your juices everywhere in defiance!" he said as he stepped away. He came around in front and I saw he was brandishing a whip with a short handle and a bunch of small leather straps. He wasted no time in whipping the front of my thighs, this time quickly without waiting for me to count. I was dancing on my toes, but he followed my movements easily.
I was panting and I heard a zipper from behind me. "Shit, I can't wait anymore," Mr. Pyne said.
"Go ahead, just remember only in her ass, we don't want her cumming again," Andy said, unaware I had a pretty good record of anal orgasms as well. He waited and soon I felt hands on my hips, angling them. His tip found my rosebud and he pushed in hard, his lubricated cock sliding in. I yelped in pain as he quickly started fucking me, giving me no time to adjust. I had been so focused on what was going on behind me, that when Andy whipped me across my right tit I screamed.
"FFAAAAAAAAAAAAKKKK shit that hurt fuck fuck," I screamed. My ass had tightened and Mr. Pyne groaned behind me. Andy whipped me again, this time on my left breast, again causing me to yell.
I could feel another orgasm building. I don't know why they thought anal wouldn't make me cum. If anything anal was the best way to make me cum, as evidenced by my times with Nick and at the spa. This time was proving no exception, and if they didn't stop soon I wasn't going to be able to hold back. Although, maybe that wasn't the point!
My thoughts were interrupted as Andy whipped my tits again, three quick hits to both. I moaned and squirmed. He dropped the whip and roughly grabbed my nipples, twisting them hard. His face was inches from mine.
"You like that slut?" he taunted me.
"Yes sir," I panted. I had answered him honestly and wanted more. "Please, let me cum sir, please I need it!"
His eyes widened in awe. "Fuck slut, you need to learn some control. No, this is about your punishment not about pleasure for your fuck holes."
He sounded serious, but he couldn't keep the slight grin off his face and I knew he wanted me to cum so he could punish me more. I wanted both the orgasm and the punishment, so I happily obliged him. My body twitched, suspended in air by the straps, Andy's fingers on my nipples, and his dad's cock in my ass. I could feel my ass clenching as Mr. Pynes cock swelled in me, pumping my butt full of sperm. This orgasm wasn't as intense as the first (apparently I quite like a hard spanking!), but it felt great.
"Disappointing Emmy," Andy said as he released my nipples. "Clench that ass, we don't want any mess in here."
I felt Mr. Pyne withdraw, and I obeyed, clenching to keep as much in me as I could. Andy moved behind me and I looked over at Nick. He had his cock out, slowly stroking it watching me. I watched him, panting, as I felt Andy step behind me and push into my ass.
He started fucking me hard right away, and I moaned in pleasure. Mr. Pyne appeared in front of me, slapped each of my breasts with his hand, then held up some strange metal things. I was too busy enjoying the ass fucking to recognize them, but soon figured it out when he affixed one to each nipple, tightening them and causing me to moan in pain. He tugged on them, stretching my nipples and he seemed satisfied with their grip. Andy must have been quite worked up, because he thrust deep and I felt him grunting as he added his seed to me. I again tried my best not to let any spill.
