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Make sure to check out parts I and II first.
Part III
As the week continued it seemed like we were constantly naked with the other guys cock either in our hand or mouth. Being teenagers we could pretty much get hard on command, and always had a load ready to release. We only stopped to eat, drink, sleep and periodically recover. Thursday morning I was lying in bed after waking up enjoying a wonderful blowjob from Mitch. He had really taken to giving them. He used just the right amount of suction while always massaging my cock with his tongue. While I was relaxed, enjoying the feel of his mouth he stopped and asked me a question.
"So, I've got a question, but I don't want to seem weird," he said.
"Dude, you're laying between my legs sucking my cock. How much weirder could you get?" I replied.
"Fair enough. So, we've been having so much fun these last couple of days I've found myself sort of wondering what other kind of fun we could be having," he said.
"Hmmm. Did you have something in mind?" I asked.
"Actually I do.
"Yeah, I've done it too, but where are you going with this?" I asked.
"Well, um, see, I think it feels really good to have my finger in my ass while I'm playing with myself. Since we've already done all this other stuff I figured it wouldn't be that much of a step to maybe, um, you know… like, try doing it in the ass," he said.
"Are you asking me to fuck you in the ass man?" I asked.
"Well, um, yeah. I guess I am," he replied.
I thought about it for a moment. I mean, I'd already sucked his cock and swallowed his cum, and I really enjoyed that. I figured his ass would be really tight too, and would feel great on my cock. Also, I really liked playing with my ass, so maybe it would feel good to have his cock shoved deep into my ass.
"Hell, why not," I said.
"Really? Awesome! Let me get you ready again," he replied.
As he went back to sucking my cock I reached into my nightstand and pulled out a bottle of KY I had bought earlier in the week for our masturbation sessions.
"Ok, man. How do you want to do this?" I asked.
"Well, I saw this porno once where a chick was laying on her back with a pillow under her ass and the guy was able to screw her ass like that," he replied.
So we did just that. Mitch laid on his back, and we stacked up a couple of pillows under his hips. I got on my knees and raised his knees towards his chest. I squeezed some lube onto my cock and rubbed it in. Then I squeezed a little onto his puckered anus. I pushed a finger in to get him started and well lubed.
"Damn man. That's awesome. Hurry up and get your cock in me," he said.
I obliged. I lined up the head of my cock against his asshole. I started to push.
"Holy shit! That's awesome! Go slow though, man. It hurts just a little," he said.
I slowly started pushing in. I was only going in an inch or so at a time and slowly pulling out. He ass felt incredible. it was the tightest thing I'd ever felt. He started to moan as I went deeper. With each thrust I pushed in just a little further. After a few minutes I felt my balls slap against his ass for the first time.
"Oh my god, man. I'm all the way in your ass! How does that feel?" I asked.
"It feels fucking amazing. keep going man. You can pick up the pace a bit.
I started to thrust my hips a bit faster taking long strokes with each thrust. It felt so good. I couldn't believe how hard I was. He kept moaning louder and louder. As I really got into it I watched him start to stroke his cock. He was really getting into it. After a few minutes I was going at a nice fast pace with my balls slapping against his ass cheeks each time. I was so incredibly turned on. I was mesmerized taking turns watching my cock go in and out of his ass and watching his hand fly up and down his cock. I couldn't help myself. As I was thrusting in and out I reached out with my right hand and pushed his hand aside. I took his cock into my hand and started stroking him in rhythm with my thrusting.
"Oh god. Pete, that's so fucking good.
"God dude, your ass feels incredible I'm going to cum soon too," I replied.
"Cum in my ass. I want to feel what it's like with a hot load blasting into my ass," he said.
As I was stoking his cock I saw his balls jump and tighten up. He shouted out as jet after jet of hot cum shot out of his cock up on to his stomach and chest. It also caused his ass to clench tight on my cock. That was enough, and I cried out as the most intense orgasm of the week rocked my body, and blasted what felt like gallons of cum into his ass. Just as I finished I heard something behind me. I turned my head, and saw my sister Kasey standing in the doorway with her jaw wide open.
"Holy shit! Kasey!" I yelled.
"Oh my god Pete. What the hell?" she replied.
She turned to leave, and I jumped off the bed and ran after her.
"Pete. What the hell? When did you turn gay?" she asked.
"I didn't, I mean I'm not. I think I'm just bi.
"Well, fuck. That's just, wow, unexpected," she said.
"You're not going to tell mom and dad, are you? They would kill me if they knew," I asked.
"Hmmm. Well, I can probably be convinced not to talk. What's in it for me?" she asked.
"Name it! Anything you want. Chores, rides to school, whatever," I said.
"I was thinking something a little different. First, I don't want to go back to Elizabeth's. " she said.
"Um ok. So you want to stay here?" I said.
"Yep, and I want to watch anytime you guys do anything," she said.
"What? Seriously! That's a bit much, don't you think?" I asked.
"You said anything. It was pretty hot actually. i want to watch you guys do it, but there's a third condition too," she said.
"Ok…" I replied.
"The next time you guys are going to do anything, I don't just want to watch. I want to join in. I want someone to fuck me," she said.
"Someone? You mean Mitch right?" I asked.
"Honestly, I'm so horny I don't care. If you want to fuck me I'd let you. I mean, I know it's clichéd, but you know what they say, Incest is Best!"
Wow, that was totally unexpected. I had never really considered fucking my sister before. I was now. I mean she was definitely my type. She was about 5'6", a nice thick 150 lbs or so (curves in all the right places. She had large tits that were probably about a 38DD, and nice full lips that definitely would look nice wrapped around a (or my) cock. I guess, I couldn't really turn her down.
"Ok. I guess I don't really have a choice. I'm sure Mitch will be ok with it," I said.
"Terrific!" she said, and went past me to her room.
I went back to my room and found Mitch with his clothes on.
"What happened?" he asked very nervously.
"I think we're ok man. Kasey isn't going to say anything as long as we meet a few conditions," I replied.
"Such as?" he asked.
"First, she gets to stay here. Second, she wants to watch anytime we do anything, and third the next time we do something she wants to join in. "
"Are you fucking serious? That's awesome. Your sister is hot as fuck! So I get to fuck your sister, and we can continue our messing around?" he asked.
"Looks like it," I replied.
Just then Kasey stuck her head in the door and said, "I'm going to make breakfast, you guys want some?"
"Sure," I replied.
Mitch made to follow her downstairs, but I a grabbed his arm and stopped him.
"I've got an idea," I said.
"Oh, yeah?" he replied.
"Yeah. If she wants to be part of our week, there's no reason we should change our habits. Lose your clothes.
"Good call man," he replied while stripping down.
A few minutes later, after cleaning up a little bit we met Kasey in the kitchen. She had her back to us as she was cooking up some eggs and bacon. She had changed her clothes, evidently wanting to be a bit more comfortable. I have to admit, I couldn't help but think about her now. She was wearing a pair of shorts that barely covered her ass and a knit halter top that left her back bare. She heard us come in, and turned around. Wow, the neck line of the top plunged down to about half way down her torso. She was also going braless. When she saw the two of us standing there naked she let out a huge gasp and her nipples immediately stood straight out. It was all I could do to try to keep my cock from springing straight to attention.
"Holy crap! You guys are naked!" she exclaimed.
"Well, we figured you'd already seen us in about as compromising a position as possible, and we had planned on being naked all day anyway so we figured why the hell not," i replied.
"So, you're just going to be naked all day long?" she asked.
"Yep," Mitch replied, "It's more comfortable, and gives us easy access if you know what I mean. "
"Whatever. Just don't expect me to follow you guys in that," she said.
With that we sat down at the table, and she finished up breakfast. We all ate and actually had a relatively normal conversation considering the circumstances. We talked a little about school, and the summer, and how great it was to be left alone for a week. After a while we finished up. We put the dishes in the sink and moved out to the living room to watch some TV. Mitch and I sat on the couch and Kasey sat on an arm chair next to the couch. As we were watching TV I noticed Kasey kept taking glances at us. It became very obvious that she was waiting for us to do something. I have to admit, the idea of a three way with my best friend and my sister was starting to get me horny.
I looked over at Kasey. When her eyes met mine I reached over and took Mitch's cock in my hand.
"You sure you don't want to lose some of those clothes and get more comfy?" I asked her.
"Yeah, come on Kase. Join the fun," Mitch said.
"I… I don't know," she replied.
"Based on what you said upstairs, I thought you were a lot less prudish than this. If you're too scared though, it's cool," I replied.
That got her attention.
"Hey! I'm not a prude!" she said.
She immediately stood up and undid the buttons on her shorts and dropped them off. She was wearing a cute pair of pink bikini briefs that hid just enough to be sexy. After a brief hesitation she reached back and untied her halter top and pulled it over her head. The most amazingly beautiful pair of tits I've ever seen were then free for me to see. They were huge, but still sat up and firm with youth. Each one was roughly the size of a canteloupe. She had nipples the size of pencil erasers surrounded by pail pink aureolas the size of silver dollars.
"Holy shit Kasey! You look GORGEOUS!" I said.
"Yeah girl. Fucking amazing," Mitch followed.
"Really? You guys think I'm pretty?" she asked.
"Kasey, you have no idea how beautiful you are. You are perfect," I said.
"Aww thanks guys!" she said.
"Well, Kasey, this is your show. What do you want to see or do next?" I asked.
"Hmmm. I'd really like to see what I saw this morning again," she said.
"You mean, me and Mitch fucking?" I asked.
"Yeah! That was hot!" she said.
"Ok, but this time I get to fuck you in the ass," Mitch said.
"Well, I guess fair's fair," I replied.
Mitch ran upstairs to grab the lube, and was back down real quick. We decided to change things up a little bit. I got on my hands and knees on the carpet, and Mitch got behind me. I was definitely a bit nervous. I'd never had anything bitter than my finger in my ass before. I didn't know how much it was going to hurt. Kasey stood off to the side and watched as Mitch lubed up his fingers and dribbled some on my ass hole. The cold of the lube shocked me a little, but I tried not to show it. He started pushing his index finger in. It went in easily enough, and he quickly followed it with a second. That stretched me a little, but it wasn't too bad.
"Ok man. I think I'm ready," I said. "Go ahead and put your cock in my ass. Just go slow. "
"Ok. Here goes," he said.
"Wow, this is so hot. I can't believe I'm watching this," Kasey said.
As Mitch positioned his cockhead at my entrance I looked over and saw Kasey was watching intently as he pushed forward with her fingers buried in her pussy. As Mitch slowly pushed forward his cock head snapped past my entrance relatively easily. It felt really good. No pain at all yet.
"Oh man, your ass feels so good," he said.
"I never thought your cock would feel like this. You can go faster now. " I replied.
With that he started driving a bit harder and faster.
"Oh god! Kasey! That's incredible. Don't stop!" I yelled.
Here I was with my ass pleasurably full of my best friends cock, while my sister was giving me one of the best blowjobs I've ever had to this day while I watched her play with herself underneath me. There was only one thing left to do. I leaned forward and pushed her hands out of the way as I licked her pussy it's entire length.
"Oh Pete! Eat me! Please! I need it so bad!" she said.
With that our situation evolved into a race to see who could pleasure the other the most. Mitch was driving in and out of my ass at a frenetic pace. Kasey was sucking my cock with shear abandon, and I couldn't get enough of her sweet 18 year old pussy. I just licked and sucked her slit and clit for all I was worth. I could feel Mitch's rhythm start to turn erratic, so I knew he was close. Kasey started to buck uncontrollably as well. At the same time, I felt my own balls start to tighten up. I needed to cum so bad, but I wanted to make sure everyone else got off too. Then, all at once, we exploded. Mitch let out a furious grunt as he thrust into my ass one more time, and I felt his cock explode filling my ass with his cum. At the same time Kasey grunted hard and latched her lips tightly around my cock as a massive orgasm racked her body. That was all I needed and my cock erupted with the most furiously intense orgasm I'd ever had. I came for what felt like days, flooding her mouth to overflowing.
"Oh. My. God," Kasey said. "I've never felt anything so intense in my life. "
"I know," I said between panting breaths. "I didn't know it was possible to feel that good. "
All Mitch could do was grunt his satisfaction. We just lay there for a while until we all passed out with exhaustion.
To be continued if everyone wants.
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