Chapter 1 - The First Night

Chapter 1:
I arrived at Mike place around 6. My parents were going to be out of town for a few days and we decided that I should spend the next few days at Mike’s place. Mike and I had been best friends since we were kids and played on our high school hockey team. I was looking forward to nothing but Hockey drills, Xbox, and most importantly… Mike’s Mom and Sister.
Mike’s mom, Holly, is a classic MILF. Young, big tits, great legs and always wearing something that shows off either feature. Holly was a big supporter of the team and all the guys loved to see her cheering in the stands. As for Mike’s Sister, Ashley, she was a freshman and already was taking on her Mom’s “Assets”. She was gorgeous and I knew she had a bit of a crush on me. Ash always strutted around in the tightest tee shirts and short shorts when she was at home, so I knew I was in for a show.
Mike opened the door and we exchanged greetings. He showed me in and I waved to his Mom and Dad who were sitting on the couch.
“Evening, Mrs. Stevens, Mr. Stevens.”
“Hi Nick.” They called back. Holly flashed me a smile that made my pants tighten.
Mike and I headed to the guest room. Down the hall we passed Ashley’s room. She walked out just as we passed and slammed right in to my chest. Her hand drifted across my body as she looked up at me.
“Sorry, Nick.” She smiled.
“No problem, Ash.”
She bounded down the hall and I couldn’t help but watch her tight little ass as she went. Mike punched me in the shoulder and we continued down the way. 
Mike’s family was pretty well to do and their house along with having guest rooms also contained a fairly large indoor swimming pool in the back. The house also has a full gym, large kitchen, entrainment room.  Needless to say, I loved spending time here. After tossing down my gear in the guest room, Mike and I started the night.
Dave, Mike’s Dad, ordered pizza and we whooped his ass on the 360. Holly and Ashley cheered us on. As the night drew on, Ashley started to get closer and closer to me, even winding up on my lap at one point thanks to a particularly spirited game of WII Tennis. She looked up at me with those beautiful blue eyes and gave a slight wiggle of her toned ass on my dick. I tried to muffle the groan but to no avail. 
Later that night, we all retired to our rooms and I at long last had an opportunity to deal with the perpetual hard-on I have had since I walked in the door. I slipped out of my track pants and wrapped my hand around my cock. I started to jack it faster and faster. Images of Holly and Ashley ran wild in my mind. I could feel my cock harden and my balls were starting to strain when something pulled me out of my trance, Footsteps outside the door. 
I stopped quickly, my cock aching from lack of release. The knob turned as I quickly threw the covers over my waist and pretended to sleep. The door opened and I could hear the light footsteps cross the floor. Without a word, the mysterious visitor slipped under sheets and joined me in bed. My eyes went wide as I felt a light hand drift across my back, down my front and to my cock. 
“Waiting long?” the voice said in to my ear.
I turned over to find Ashley next to me. She was dressed in a long tee shirt and a pair of panties. Before I could object (but why would I?), Ashley pressed her lips to mine and started stroking my dick. At first I weakly fought back but I soon succumbed to the little vixen’s manipulations. I slipped one arm around her and the other found her impressive breasts. Ashley moaned as I squeezed her tit flesh. I moved from her breast down to her panties to find they were soaked. I rubbed around the cotton clad muff causing her to moan louder and squirm under my touch. 
I moved her panties to the side and started to slip my fingers in to her dripping cunt. Ashley pulled away from my cock and pulled her shirt over her head. I marveled at her large breasts and placed my lips on her nipples. 
“Fuck that feels sooo good!” she moaned. 
In a show of force, Ashley pushed me back on to the bed and slipped down, taking my cock in her mouth. For a freshman, she sure could suck cock! Her head bobbed up and down skillfully. I grabbed her hair and forced her to take my cock deeper in to her mouth. She ran her tongue up and down my shaft, taking each of my balls in to her mouth. Her tongue traced my sack and I felt her drift lower. Before I could say anything, she traced lower finding my ass. I was about to say something but it felt fantastic. She kept stroking my shaft as she tongue fucked my ass. 
“How’s that feel, baby?” she asked.
“So fucking well.” 
“You ready to fuck me? You want to fuck this tight young pussy?”
Without answering, I lifted her up and tossed her on to the bed. I slipped off her panties and moved between her legs. Ashley wrapped her arms and I placed my cock at her entrance. 
“Do it! I want that cock inside me now!” she whined. 
I pushed in to her causing Ash to arch her back as my full length entered her cunt. She pulled me deeper in to her as I hooked her legs. We kissed madly. After giving her a moment to adjust to cock, I started to fuck her harder and harder. 
“Fuck me, oh shit! Harder, fuck me harder!” she cried out. 
“You like that?” I asked, “You like that cock.”
“I love it, give me that fucking cock!” 
I started to slam deeper and deeper in to her. My hand held on to her supple breast. My hand moved from her tit to her neck, lightly holding her down and I plowed her cunt. 
“Fuck that feels so fucking well, baby.” She moaned. 
I drew out of her and rolled on to my back. 
“You want me to ride that big fucking cock?”
All I could do was moan as she moved on top of me. Ashley sunk her pussy down on my dick. As she road me, she mashed her tits together. Looking down at me, Ashley ran her hand through her hair and then to my chest. I grabbed on to her hips and pumped in to her dripping cunt.
Having been close to cumming before she walked in, I knew I wasn’t going to last long inside her tight pussy. Ashley looked like a goddess bouncing up and down on my dick. I fucking loved it but knew I was getting closer and closer. She could feel it too. 
“You gonna cum? I bet you want to cum in this fucking cunt. Do it. Give me that load.” 
Ashley was going insane with lust. She started to grind faster and faster. Her nails dug in to my chest leaving small scratches. I could feel it. 
“Fuck, I’m going to cum!” I cried out. 
Ashley pushed her hips down as I unloaded in to her pussy. I filled her with a huge load that I could feel coating her insides and dripping back down on my cock. 
“Oh shit!” she screamed out.
Her pussy clamped down on me as her own orgasm took hold. Ashley violently shook and collapsed on to my chest. She was breathing hard as I tilted her head back and kissed her gently. Our tongues danced in the gentle embrace. I felt my cock slip out of her pussy and could feel my hot load start to drip out of her and on to my cock. 
Our momentary respite is interrupted however, when I hear the latch of the door click open again. I look over and in the light of the hall I can see Mike standing in the doorway. I’m fucked. I just fucked my best friend’s sister and got caught. 
Without a word, Mike walked in and closed the door. 
“Dude…I…” I couldn’t think of what to say. I moved Ashley off of me as Mike walked over to us. Before I could say anything else, Mike knelt down and put his face right in to Ashley’s pussy. I watched in amazement as he ate his sister’s freshly fucked cunt. Ash moaned and writhed as her own brother ate her pussy. I watched him lap up her cunt. Ashley turned her head and started kissing me. Any reservations I had about what was unfolding in front of me were quickly removed as I made out with the little minx.
As Mike lapped as his Sister, I felt his hand grip the base of my cock. I tried to say something but I was muffled by Ashley. Mike moved his mouth from Ashley’s cunt to my cock. I couldn’t believe it, my best friend; a guy was sucking on my cock. Ashley‘s hand moved to Mike’s head and pushed him down on my dick. Unconsciously I started to move my hips up and down, fucking Mike’s mouth. 
“Fuck that is so hot.” Moaned Ashley. 
I had to agree. I moved down and started to suck on her nipples drawing out more moans for Ash. Mike continued to suck me while he fingered his sister’s hole. He soon sat up, pulled off his own pants and got between Ashley’s legs. His cock was a little longer than mine but I was definitely thicker. Ash pulled him in with her legs. Mike lined up and entered his sister’s cunt. I watched the two siblings fuck like wild animals. My cock hardened even more, I was so fucking turned on. 
I reached down and started stroking my dick, watching the action unfold. Ashley looked over with a smile.
“Mikey, looks like he likes what he sees. Maybe he’s like to join in.” 
Mike looks over and licks his lips.
“Well, I’ve got a hole left to fill.” He said. 
“You don’t mean?” I asked.
“Come on, Dude, and Fuck my ass!” 
I moved behind Mike. Ashley reached behind him and spread his ass apart. I pushed in to Mike’s ass. A loud gasp escaped his mouth, as I started fucking his ass. My hands went to his hips and I pushed deeper and deeper in to him. 
We quickly found a good rhythm and I was soon fucking Ashley with Mike’s cock. We were all moaning and groaning. I could feel Mike’s ass getting tighter around my dick. Ashley slid off of his dick and moved up the bed.  I pushed Mike forward and slammed in to his ass. Mike pushed back on me. I looked over and watched Ashley play with her now well fucked pussy. Our eyes met as I continued to pound Mike’s ass.
“Keep fucking his ass!” she moaned, driving two fingers in and out of her cunt.
I reached under Mike and started to stroke his very hard dick. Soon I had matched the fucking I was giving his ass to the fucking I was giving his dick. 
“Oh shit, Dude. I’m gonna cum.” Mike groaned.
“Not yet, you aren’t” called Ashley.
Ash quickly scooted under Mike and started sucking his cock. Mike’s breathing increased and I could tell he was getting close. I pumped harder and harder as I could feel my own orgasm start to swell. Suddenly, Mike’s ass clamped down on my cock as he came hard in to his sister’s mouth. 
“Fuck!!!” 
I could tell it was a powerful wave of cum as Ash was having trouble taking it all. She pulled his dick out of her mouth and let it spray all over her face and tits. The sight was too much to bear. 
“I’m cumming!” 
I pulled deeper in to Mike’s ass and unloaded. My body shoo as the most powerful orgasm I’ve ever had took hold. 
“FFFFFFFFUUUUUUUUUCCCCCCCCCKKKKKKK!!!!!” 
When I was finally done, Mike and I collapsed forward, trying to catch our breaths. I popped out of Mike’s ass and fell back on the bed. Ashley moved between Mike and me and curled up on my chest. 
“I’m not sure what happened, but that was fucking amazing.” I said.
“You think that was good? You should try Mom and Dad.”