Italiana
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There I was, minding my own business in my room, when in walks my sister. She asks me if I have a minute and that she needs to talk to me about something kind of awkward. I said sure and she took a seat.
“James, I just want to know before I ask this, that you won’t freak out and hate me. It’s just a question, you can answer however you want. ”
At first I’m thinking she is about to ask me to beat up some guy for her or something bad like that. But the real question was even more shocking.
“My friends and I are throwing a little party. A private party. ”
“Ok” I said not getting where she was going.
She was really hesitant. Just about to the point where I was getting irritated.
“Just ask it already!”
“Ok. Well we are having an orgy…”
“What??! Are you kidding? You’re 16! And aren’t you a virgin?”
“Yes, but its something we decided a while ago, and now we are finally getting around to actually doing it. ”
Finally getting to the reason why I was being told I asked, “So why are you telling me?”
“It’ me, Jessica, Ann, and Kristin. We have one other guy so far, Greg.
“…So you want me to join?”
“Yes. Jessica specifically asked me to ask you. She is particularly fond of you. ”
I sat there, shocked, not knowing what to say. Of course, her friends were super hot and I would love to be in their orgy. But with my sister? Wouldn’t that be weird?
“I don’t know sis, that might be a bit weird with you and me you know?”
“I know, I know. But it’s not like anyone will ever find out. We are all keeping this a big secret. And besides, it’s not like I haven’t seen you naked before. And same goes for you with me. ”
“What?” I said, confused by her tone.
“Oh come on… You think I don’t know that when you come in the bathroom while I’m taking a bath to tell me I have a phone call, you’re not staring and drooling at my nudity?”
“I’m sorry” I said, embarrassed and turning red.
“It’s fine. I have managed to catch a glimpse of you naked as well. ”
“When?”
“Well let’s just say you don’t always have your door closed all the way when you shower. And once I saw you and Kelly having sex. ”
“You saw that?!?!”
“Yeah, and I won’t lie I watched for a while. ”
I didn’t know what was going on. This typical day had turned into my sister inviting me to an orgy and then telling me how she has watched me have sex.
“Ok. ” I said not knowing what else to say. “So if I do it, you promise that no one will ever find out?”
“Promise. ”
“And you promise it won’t be weird between you and I?”
“Promise”
“Well, ok fine. But I better not hear about this getting out. ”
“You won’t I promise. It’s our little secret. ”
With that she gave me an awkwardly long and loving kiss on the check and walked out.
So the night finally came. We had waited until the end of the month because our parents left town for the weekend and we had the house all to ourselves. It was that Friday and I had just gotten home from school. Personally I was really excited, because I always wanted to have sex with Jessica. Ann too. I thought they were really hot. I was pretty nervous, because I wasn’t exactly sure how it would all work. But I figured I’d be that older guy that the girls wanted and that I could act like I totally knew what was going on.
They girls came over around 9. The guy, Greg, showed up about an hour later. We spent the time hanging out, drinking margaritas and flirting with each other. I was a little uncomfortable flirting with girls right in from of my sister, but I knew I would have to get past that quickly. When Greg arrived, we poured some shots and began to really get the party started. He was a skinny little Asian kid, so I was pretty relieved not having to worry about competing dick size.
We all sat on the sofa with our buzzes sufficiently high.
Ann went next and had to lose her shirt. I liked where this game was going. My sister went next and had to take off an article of clothing from another player. She went over to Jessica and took off her pants. I was especially excited to see Jessica’s perfectly in shape body, her legs exposed with all their beauty, and now just a this lacy pink thong covering her crotch. I had to lose my shirt, which sparked some attention from the ladies since I took pretty good care of myself.
The game went on like that for a while. I had made more drinks for everyone and we were all having a really great time, laughing and flirting with one another. Some of the girls were topless, including my sister, but I didn’t mind so much. The game was kind of falling apart since one of them had a card that made them blow Greg.
The rest of us were kind of bunched up, with my sister on the outside, playing truth or dare and drinking. I was making out with Jessica at one point, which was a lot of fun, when I noticed Ann unbuttoning my pants. It was a bit weird with my sister in the room, but I couldn’t back out now.
Ann pulled out my dick, made some comment about how she had never seen a dick that big (but honestly, how many had she seen?. . . . ) and then started sucking. I couldn’t believe this all was actually happening. I was actually going to have an orgy with these people.
Jessica pushed me back to lie down and then she lifted sat on my face. I ate her out while Ann blew me. I think my sister was over with Kristin and Greg doing something. I couldn’t exactly see.
I stood up quickly and said that that was not cool and that I was totally weirded out.
“I’m sorry James, I just figured we were all having fun, and it wouldn’t matter. ”
“It does matter!” I said.
Just then Jessica intervened and told my sister to lie down for a second. She then whispered in my ear, “Everything we do is never going to get outside these walls. We are all just people exploring each other’s bodies tonight. Why don’t you just start by eating her out. ”
“My sister?!?! No!”
“Don’t be so upset about it all, just try it. If it weirds you out too much, then stop. But if you do it, I’ll fuck you. And you and I can go up to your room for the night. ”
I was really hesitant and didn’t want to do it, but everyone kept pushing me to. I figured it wouldn’t be the end of the world, so I got down on the couch and put my head between her legs.
I was staring directly at my sister’s vagina, clearly dripping wet from all the activity.
After a little while, she pulled my head up and kissed me, shoving her tongue into my mouth and trying to taste her juices in my mouth. It felt weird, but good. She then pushed me back and started to blow me again. Then Jessica started making out with me as I shoved my fingers inside of her.
“See? I knew you’d get into it. ” She said as she moaned from my fingering. She then whispered in my ear, “Now I have to hold up my end of the deal. ”
And with that she moved my sister, and slowly lowered her wet pussy onto my cock, soaked with my sister’s saliva. She was on the pill.
Jessica and I fucked for about 30 minutes until people were making their way to certain beds in the house. Ann and my sister went to her room, Kristin and Greg in the guest room, and Jessica and I went up to my room. When we were up there, we took a bath together, and then fucked a few more times before we fell asleep naked together.
It was quite possibly the most eventful and exciting night of my life. The next day, everyone left, and it was just me and my sister left to clean everything up.
“Thanks again for last night” she said.
“No worries. I had a great time. Jessica is really amazing. ”
“So what’d you too do up there all night?”
“Don’t worry about it” I said in a joking manner.
“Well I guess you don’t have to tell me, because we all could hear you two from across the hall. ”
I laughed and said “Sorry about that. I guess she’s just a screamer. ”
We had a laugh and kept cleaning up.
Then she turned to me and said, “You know, I have never had such an intense orgasm as last night when you ate me out. ”
Feeling a bit awkward I responded, “Oh good. I’m glad to hear it. ”
“But I have to admit, I was pretty jealous when Jessica started fucking you. ”
“Well we probably went to far with giving each other oral anyway. So it’s good we didn’t go any farther. ”
“I guess. But I wanted it. ”
I was a little confused and didn’t know how to respond, so I tried by changing the subject.
The rest of the day, she found ways to try and turn me on. She walked out of her room in just her towel after her shower, and then took it off right in front of me.
That Saturday night, her and her friends went to the mall or something and I was out with the guys. I wanted to tell them everything but I couldn’t. When I went home, I turned out all the lights, made sure my sister was home safe, locked up the house, and went to bed. But I didn’t get any sleep that night, because it wasn’t too long until my sister came into my room and crawled into bed.
To be continued…
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