It was winter break, 2004. I was headed to Veil with my family for a winter ski trip. I had just gotten back from my girlfriend, Mary's house. She was sad to have to spend Christmas without me, so I went over and gave her some attention in the morning before my family piled into the car.
She was asleep bed when I came over at about 5am and snuck through her window. She was dead asleep, and so I pulled the covers down, slid down her panties and pulled them off. I lifted her shirt to show her tiny but perky little tits. I snapped a couple photos on my phone, pocketed those for later, and began to wake up my baby with my tongue. She had the sweetest tasting pussy you'd ever seen. Totally smooth, small, tight, clean...like brand new, right off the assembly line. She knew I liked it shaved, and she kept it like that for me. She always thought it made her feel like a "little girl", and that turned her on.
She woke up, slowly at first, but then jumped up startled and almost screamed.
"Mike!"
"Shhhh" I whispered with a mouthful of pussy.
She leaned back down and her eyes went up into her head. I knew I had her. I ate her out, slurping up every drop of her sweet juices, until she burst into orgasm and her body started to shake. I gave her one last big lick, which she flinched at, and then stood up and slid my shorts off. I gave my cock a couple motivational pumps and then guided it into her dripping pussy.
"Mike.....oh god..."
I started slow, pumping ever so gently into my gorgeous girlfriend, putting my finger inter her mouth as she sucked it seductively.
"Give it to me babe."
And with that, I started to pound her, ramming my hard cock into her causing short and interrupted squeals of pleasure to burst from that little mouth of hers. I was worried her family might wake up and hear us. I picked her up and flipped her onto her hands and knees. I slid my cock back into her and spread her cheeks so I could see her cute, pink butthole. I licked my finger and slowly slid it in her ass, only about an inch. She moaned into her pillow.
It wasn't long before I erupted into her warm, wet pussy. She moaned in a mutually shared orgasm, and we fell on top of each other, sweaty and satisfied.
"Good morning babe" I said as I nibbled her ear.
"Do you have to go?
"Sorry babe, you know I wish you were coming with."
We spent a little with longer in bed, them moved to her shower, but before long it was time for me to get back to my house to help pack up the car.
NIGHT 1
So there we were, Mom and Dad and me and my little sister, Amy. She a sweet girl, innocent, but mature and strong-natured. Her and I were close, but only in a sibling kind of way. I wouldn't have ever really considered us "friends", but I was always there for her whenever she needed anything.
The drive was long, and I mostly slept/read/watched movies. I was watching a movie on my phone when I got a text from Mary. I opened it up to see a photo of her, butt naked, legs spread, with my cum dripping out of her pussy. I quickly closed the phone, but it was too late. I looked at my sister and she was staring right at my phone.
"What was that? Was that Mary?!" She whispered quietly.
"Nothing" I said quickly, and put my movie back on.
I was so distracted, by both the sexy photo Mary had just sent me, and that my little sister had seen a sext with my cum oozing out of my girlfriend. Before I knew it, I was hard. I was also wearing my basketball shorts, so this was a problem. I was fully erect at this point, and tried to hide it with my jacket. I looked at my sister and she was staring straight at it, her mouth open.
"Are you...?"
"No!" I said.
"What are you two up to back there?" my mom asked.
"Nothing!" we both replied.
The rest of the ride was terribly awkward. When we finally got there, we unloaded the car and made our way to our rooms. This was a nice cabin in the mountains, surrounded by snow. There was a master bedroom and a kid's room with two queen beds. Amy and I took our stuff into that room and unpacked it. We were to meet up in the living room shortly to make dinner and play games. We didn't say a single word to each.
After dinner and games, our parents, drunk off wine, made their way to the upstairs master bedroom. They were all over each other, it was gross. Amy and I just sat in the living room and avoided eye contact. Finally, she broke the silence.
"Do you want to play another game?"
"Not really."
"Do you just want to go off and sext Mary?" she said sarcastically. I just glared at her. "Relax, I know you and Mary have sex, I've heard you guys before in your room. It's not a big deal."
"You listened to us?"
"Well we are only separated by a thin wall Mike...it's not like I had a choice..."
"...sorry."
"Don't be, it's fine. Who knows, maybe you'll be listening to me one day soon."
"You're having sex??"
"No, not yet. But maybe soon!"
Thinking about my sister losing her virginity sparked a bit of sexual curiosity and I felt my cock twitch.
"Well, just make sure it's with the right guy." I said.
"I will. Maybe I'll send him pics of HIS cum in ME" she said with a giggle.
Shocked to hear those words come out of her mouth, I said, "How do you know what cum is?!"
"I'm a virgin, I'm not stupid."
The thought of cum oozing out of Amy's little pussy was so sexy, and yet, I had never thought of her pussy before. I imagined it with a patch of wavy pubic hair, with tight lips that kept in all her folds and flaps. Of course...before I knew it, I was rock hard. I looked down and noticed my cock's obvious outline on my shorts, but this time, for some reason, I chose not to conceal it. I let my sister see it.
After about a minute of silence, she said, "Maybe you outta show that to Mary."
"Maybe I will."
"Then do it."
"Right now?" I asked.
"Well it's only going to go away...you might as well. I'm sure she'd be excited to get that text.
I thought for a minute and wondered why my little sister was encouraging me to pull out my cock and send a sext to my girlfriend. But at this point, I wasn't capable of doing much thinking. So I pulled my gym shorts up and away from my body, so that I could see it from my view, but her view was sort of blocked by my hand and my shorts. I could see Amy out of the corner of my eye trying to get around the obstructed view. I snapped a photo, pulled my shorts back up and sent the text.
"Done." I said.
"I can see that.... I'm going to go take a bath."
"Ok..."
She left the room, and I was left with a hard on and nobody but myself to take care of it. I ignored it and decided to get ready for bed. I went in the room to get settled when I heard the tub water running in the bathroom, steam spilling out from under the door. I just couldn't help myself. I grabbed my snow boots and jacket and snuck out the front door.
I went around the cabin, freezing my ass off, to the bathroom window. I was in luck. The blinds were open on the inside and there was a pile of snow on the ground high enough for me to climb and peek inside. I looked inside and was blown away by what I saw. My little sister was laying in the tub in about 3 inches of steaming hot water, one hand pulling at her left nipple, the other rubbing her tiny pussy. She was so much hotter than I ever assumed she was. Her body was flawless. Sizeable B cups, growing in nicely with large areolas and hard nipples. Her stomach was fit. Made sense, she was a dancer. Her pussy had a nice, little bush. I could hear her gently moaning through the window. I pulled my shorts down and started beating my throbbing cock. I watched as she stuck one of her little fingers into her tight little virgin pussy. I pulled out my phone and snapped as many pics as I could of my sexy little sister masturbating in the tub. Then, I came all over the side of the cabin. I was in such ecstasy, that I lost my balance and slipped. On my way down into the snow, I caught my fall by grabbing the windowsill. It made a very noticeable thud sound. Not checking if she had heard, I pulled up my shorts and ran back into the house.
I took off my jacket and boots and ran into my bed. I turned off the light next to my bed and pretended to be sleeping. To my surprise, all I heard was more, gentle, lapping of bath water and more, very faint moans. I was in the clear.
NIGHT 2
The next day, after a long day of skiing, we all made our way back to the cabin. My folks couldn't keep their hands off each other all day, and when we got back, they said they were showering and then going up to the lodge to have a cocktail. Amy and I were told to fend for ourselves for dinner and entertainment.
Once they left, I told Amy I was really sore, and wanted to jump in the Jacuzzi.
