Good Boy: The Good, the Bad, and the Ugly

"Fuck," I moaned softly as I kicked my legs out and placed my feet on top of the edge of the bed, scooting back some to let me plant them closer to me. I gave Avril better access to my number two as she bobbed her head up and down, jacking off the base of my erect tool to pleasure all of me. I felt my balls start to tingle in that familiar approaching orgasm sensation. "Av. Av I don't wanna come yet," I softly told her as my head hit the pillow as I lost control of my body. I was so turned on from the stinky pinkie, feeling my cock throb and swell up even more. I felt naughty with the new sensation, wondering how I could possibly bring this up with my next girlfriend. I realized the whole anal play was on tape as I looked into the camera and then closed me eyes, at that time not caring one bit that I was enjoying the feeling of her fingers inside me. 'Well I'm not showing this tape to anyone... so whatever,' I thought. "Please Av. Not yet."

The young petite blonde spat me out and scratched up my thighs, running her black colored nails over my skin. "Okay baby." Avril ran her tongue back over my balls a few times, my temple tower wobbling back and forth as it stuck up, crashing against her face as it teetered around. The young singer started to lick my ass again, pushing her tongue inside me as I tried to relax back door.

"Fuhhhhk," I sighed quietly. It felt ridiculously good. I was nervous because a lot of people would think it was weird, and I wasn't sure how Avril would think of me after it was all said and done. Mo! Sensing it might bring me over the edge, she stopped and crawled on top of me and kissed me on the mouth, her tongue sloppily playing with mine. I didn't care that she just sipped the D or rimmed me. My germs!

"I wanna do you now."

"Oh yeah?" she asked, teasing my lips with her tongue as she sweetly kissed me with sensual little pecks.

"Yeah. You gonna be a good little girl and let me eat your asshole hunny?"

"Yes daddy. I'm gonna be your good little girl," she said in a soft little girl voice, crawling off me and kneeling in front of me, her ass arched out up in the air. I crawled behind her and squeezed the sides of her ass cheeks in my hands, roughly grabbing them. SLAP! SLAP! I spanked each of her tender red cheeks causing her to yelp out. The red hand imprint contrasted her pale skin more and more as her bruises worsened.

"Aaaah! Aaaah!" I rubbed my hand over her bare pussy lips, feeling how wet they were. She loved getting spanked and being treated like garbage. I was unaware of that interesting fetish of hers. I leaned down and spat on her ass crack, letting it drip onto her little pert tight asshole. I inched my face forward and started to lick her butt, first on her pale cheeks and then around her hole, teasing her for a bit. A few minutes later, I licked the crinkly hole of her ass and pushed my tongue into it, fucking her with my mouth. "Mmmmm Matt. Fucking lick it. Just like that baby. I love it." Avril rocked her small rear end into my face, fucking my tongue over and over as she moaned and groaned in approval.

"You ever get fucked in the ass?" I asked her as I pushed my entire thumb into her rectum.

"Yeaaaah," she moaned as I continued to rub her pussy with the underside of my fingers, pushing them a ways inside her little swollen pink lips as I stuffed her asshole. "Mmmmhmmm."

"When was the last time?"

"Last week," she moaned as she laid her face's right cheek on the bed, her midsection resting on the pillow underneath her.

"Tell me. Who'd you fuck?" I continued to rub her, pushing a second finger inside it.

"Mmmm. My band," she said as she cracked a smile in recollection, the experience obviously pleasurable.

"What do you mean? Your band?" I asked curiously.

"Evan got me drunk and gave me X and they all fucked me." I was surprised to say the least. I had always suspected that at least one or two of the guys would hook up with her. With so many nights on the road alone, you'd almost have to expect it.

"Did you like it?"

"Mmm. Yeaaaah." I couldn't tell if her answer was to my finger banging her or my question.

"Do you have any toys with you?" I asked her, changing the subject for a moment.

"My bag. Mmm Matt please get one," she moaned. I walked over to her backpack and searched the smaller compartment, finding a case of different sized black butt plugs.

"Three??"

"They came together," she replied as she was rubbing her pussy with her hand, trapping it underneath her stomach with her own body weight. I brought the mini suitcase case to her bed and took out the medium sized one.

"Can you handle all of them? You little whore?" I asked, rubbing her tender red ass cheek with my palm.

"Yeaaah. Mmmm, just not the biggest one." Well... then that would be a no. I rubbed the middle sized little black rubber butt plug over her pussy to get the surface slick, watching it slip off her asshole a few times.

"Tell me. How'd it happen?" I asked her as I pushed her hand away from her crotch. I pushed the tip of the sex toy against her pussy, poking gently into her box.

"Mmm," Avril Lavigne sighed as she slowly pushed herself back onto the toy. I didn't let her at first, pulling it away every time she attacked it, but finally allowed her to fuck herself with it. I pushed and pulled the medium sized black plug in and out of her little hairy cunt as she spoke. "I got drunk with them and Evan gave me a hit of ecstasy. I didn't know what it was. I thought it was Advil... And I got on my knees... and I sucked all the guys off in a row."

"You're such a dirty little slut Avril. Where did they come?"

"My face and chest," she moaned as the toy stretched her labia apart. "And then I let them take turns fucking me. Two at a time. Mmmm, and then they all fucked my ass and pussy." SLAP! SLAP! SLAP! "AAAH!" she screamed.

"You're a fucking little slutty cunt! You know that?!" I yelled at her, spanking her ass over and over.

"Yes, I'm a fuckin dirty cunt." SLAP! SLAP! SLAP! SLAP! My hand spanked each cheek hard twice. "AAAHHH! OWWW!!" Avril cried as I spanked her and pounded her pussy with her butt plug.

"You're a fucking dirty cunt!" I yelled as I pushed the medium plug all the way into her. "Hold this!" I yelled as I pushed her hand against the lipped end of the toy. I grabbed the large butt plug out of the plastic little travel case and poured some lube onto it from the accompanying bottle. I angrily poked the wet tip against Avril's tight asshole. "You fuck all four of them, you can take this one!"



"AAAAH!!" she cried as I started to push the largest plug into her asshole, poking it in a few inches at a time, not working her slowly with a smaller one to warm her up.

"Little whores take huge cocks in their asses, don't they? Don't they!" I shouted at her as I spanked her. SLAP!

"It's soo tight!!! It's too big!!" she cried as her free hand grabbed onto the blanket tightly. Her small knuckles turned bright white as she gripped it tight and pulled it off the corner of the bed.

"I don't care." I pushed the toy further into her, twisting it as it went deeper into her small ass. Avril was a tiny girl and her asshole was so small, fully proportionate in size. The black sex toy looked like a monster as it slipped into her tight crinkled exit. It was three quarters of the way in, the widest part of the toy just shy of slipping past the defense.

"Please!"

"Please what?" SLAP! SLAP! Avril's ass cheeks were bright red with visible hand prints on them. Avril's body shook and I watched her back rise and fall as she breathed heavily, a little bit shy of hyperventilating.

"Please daddy!" she cried out, pulling her ass away from me.

"Daddy what??"

"Daddy fuck it!" I pushed the toy in her hard, forcing the rounded base into her tight asshole in one fluid motion. Her wrinkle slammed shut around it, all red and sore from taking it for the first time ever. "OWWW FUCK! IT HURTS! IT HURTS!" I stared at her asshole as I held her red cheeks open wide. Avril's anus rapidly clenched over and over and over, the little flared edge of the toy looking like a pacifier against a baby's suckling mouth. "OOOH GOD!" Avril screamed out in sheer pain.

I pulled the medium plug from her pussy and rubbed the tip of my cock against her little baby hole, slowly sliding it into her. It was so much tighter than I remembered. My dick had grown a lot since the last time I fucked her and her privates felt smaller from being double stuffed. I held her hips as I started to fuck her doggy style over the pillow, banging my crotch into her ass and thighs. "Fuck you're so God damn tight Av." I felt the large toy on the other side of her soft inner wall as it stuffed her ass up completely. I thought her small little butt would burst.

"Aaah! Aaaah! Fuck! Fuck it hurts! Fuck me!" she cried out, a little tear dripping out of her left eye. I did what the younger girl told me to. I slammed my meat into her as best I could and as quickly as I could, rocking the bed and letting it slam into the wall next to Evan's room. Bang! Bang! Bang! The headboard cracked against the wall of the douchebag's bedroom.

"Fuck yeah. You little slut. You're a little piece of shit. Tell me," I grunted as I fucked her on film.

"I'm... owww... I'm a dirty piece of shit," she grunted lowly as she locked herself up tight on the bed... with the waterworks going on with her eyes. I leaned forward, pinning her arms above her head. As I came down hard to thrust myself into her pussy, my stomach banged against the back of the butt plug, pumping it deep into her airtight ass. "Aaahaaaahaa fuck you!" she cried, like cried cried, unable to keep a few tears from leaking out of her eyes. My hands were on her wrists, pinning her to the bed as I squashed her under my body weight. I purposely pushed my stomach against her ass as I roughly fucked her, trying to push the probe deeper into her no-no. I grunted as I forced as much of me as I could into her. Avril's young little snatch couldn't handle all of me, the tip smacking against the back of her vagina over and over.

"You're so big! Matt it's fucking too tight!!!" she sobbed as the side of her head was forced into the pillow by my shoulder and chest. I was literally smothering her as I filled up two of her holes.

"Tell me how big it is," I grunted into her ear as I let myself slam down hard again and again straight down into her arched up ass.

"It's too fucking big!"

"You love getting stuffed in both slutty holes, don't you, you stupid cunt! You're a fucking filthy little cunt!" SLAP! SLAP! SLAP! SLAP! I spanked her hard as I jabbed her twat with my condomless dick, feeling her wet pussy lips slide over and swallow my naked prick.

"Your dick is so fucking big! It's hu... huu... hurting me!" Avril cried out with loud whimpers. "Matt stop it hurts. Sss... stop. Please stop it hurts," she struggled to say through her tears as she cried under me.

"Okay sweetie," I whispered as I got off of her. I wasn't an asshole, after all. "Relax Avy. Relax baby," I softly told her as I grabbed the end of the large black butt plug. I rubbed Avril's back much like I did to Larisa's when putting it in her ass for the first time, as I tried to sooth her. "Av relax and push," I told her, pulling gently on the enlarged handle of the toy. I couldn't yank it out like the rip cord on a lawnmower for fear of really messing her up. Slowly but surely, Avril's tight non virgin asshole clenched and then opened more and more each time she tried. After a few seconds, the fat bulb end popped out of her bright red wrinkle, the rest coming out within a split second.

"Ahaaha fuck," she cried as she pushed and pushed. I stared down at the black butt plug Avril had just shit out onto the bed. Her violated back door was as wide as a can of Redbull, still swollen and expanded from the recent stuffing. I pushed my tongue into the abyss between her cheeks, spitting down into the crevice. I even felt Ed Harris dismantling a bomb as I ventured deeper. ...Little Abyss joke. I don't think anyone woulda gotten it without the explanation.

"Mmm. It's so fucking sexy Avril," I told her as I stared into her rectum, spitting again. The dark hole slowly closed up around my tongue as I ate her sore beaten ass out. I grabbed the butt plug and held onto it as I gripped her holes with my other hand. I held her like a bowling ball, my middle and ring fingers inside her pussy and my thumb in her asshole, squeezing them together. I had two in her pink and one in her stink.

"Aaah fuck. Fuck."

"Suck on this," I told her as I pushed the large butt plug into her mouth. "Taste your filthy fucking asshole." She struggled to get it in, the fattest part too much to handle just like with her butt. I watched her try to unhinge her tiny jaw like a snake and swallow it, seeing her lips curl back and her teeth bite down onto the rubber. SLAP! My hand landed on the side of her face. "Don't bite! Open!" SLAP! I hit the side of her face again, seeing her sigh and breathe out through her little nose with tears running down her cheeks.

"Ughg. Huhggh," she gurgled and she finally pushed it into her mouth, snot dripping from her nostrils as drool leaked out onto the bed.

"Good. Taste your asshole. Suck that shitty butt plug." It wasn't really shitty. Thank God. Or I would have been ugged out. I pulled back on her groin, pulling her back into me by her pussy and asshole, causing her to yell out.

"Aaaah!" she cried with her full stuffed mouth, choking a little as I pulled her an inch or so across the bed. I debated trying to throw her across the ground, trying to knock over the little mini bottles of alcohol in the fridge, see if I could get a strike. But I didn't want to break her somehow. I still hadn't come after all.

"Get up," I told her. Avril kneeled up after I let go of her bathing suit areas, sitting up, her small mouth still stretched around her sex toy. She looked as me like a beaten puppy, pouting with her eyes. She sure as hell couldn't with her mouth! "Sit on my lap," I said as I sat on the edge of the bed, my feet on the floor. Avril crawled and sat on my lap with her legs over mine, sitting and facing the camera to my right. I actually wished I was wearing a Santa suit. It turned me on to no end seeing the large butt plug in her mouth. Her nostrils flared as she inhaled deeply through her nose, staring at me with those sexy blue eyes of hers as she breathed heavily.

I ran my palm over her cheek a few times, then squeezed around both with my fingers, feeling the round toy inside. "God you're beautiful. I love your body... how small you are. You know I feel so dirty when I fuck you? Did you know that?"

"Nuh uh," Avril groaned, shaking her head side to side.

"It turns me on so much hunny. And you're lips. You know how much they turn me on? Hmm?" I asked as I kissed her on the cheek. She nodded a tiny bit. I reached down and held her right hand with mine, bringing it to my face. I kissed the back of her fingers, sucking on the black painted tips. "I fucking love your nail polish too baby girl. God I love it. Everything about you makes me so horny." I had my other arm around her waist, holding her as my erection poked up and was sandwiched between her right thigh and my stomach. Slap! Slap! I gave her two light little love taps on her cheek, then brushed her long blonde hair out of her face.

"Oooohhhh!" she grunted. I reached up to her chest and started to softly squeeze and caress her small breasts, making sure to tug and pinch her soft little pencil eraser-like nipples. SLAP! SLAP! I let my hand fling down on her creamy pale colored tits.

"Small little girl tits. You're daddy's little girl aren't you."

"Aahhhhh." I softly caressed them just after the red marks appeared on her skin, my touch on her sore body causing a little pain.

"I love you baby," I whispered.

"Hgguh ughg oo," she said with a full mouth. I slowly pulled the plug out of her mouth, once again seeing her teeth bite down as she tried to spit the large rubber toy out.

"What?" I asked in a whisper.

"I love you too."

"I know you do. Who am I baby?" I asked as I held the large plug up to her cheek, rubbing the tip over her skin.

"You're my daddy," she said in her little girl voice.

"It turns me on so much to hear that," I said. "Be a good little girl and face daddy." I thought it was odd at first that she called me daddy, but hey, I own Who's Your Daddy 4,5, and 6. So... When in Rome... Avril stood up and straddled my legs as I pulled her over them closer to me. "Your ass," I told her as I felt the head or my tower poke against her vagina. She stood up a little more and let my prick rest against her hole. "It's okay, go slow," I whispered to her as she slowly lowered herself down onto me. I felt her tight asshole slide slowly down onto my cock, her tight wrinkled red asshole stretching around me. Avril's soft blue eyes squeezed shut tightly as she sat on me, her hands on my shoulders to support herself.

"...Aaah," she cooed quietly, her mouth stretched open as she screamed in silence.

"It's okay baby. Go slow." I held her hips and helped her ease herself on me. Finally she was squatting over me, my hands under her ass cheeks as she sat on me. She took almost all of me inside her ass, just about an inch or so left. "Av, almost there. Can you be a good girl for daddy and take the last little bit?" I asked her as I caressed her face with my right hand. She nodded subtly and took the last bit, sighing loudly as she had all nine and a quarter inches inside her ass. It surprised the hell out of me as to how deep her ass went, deeper than her pussy. It was like when God made her, he had Bruce Willis drill out her ass... with some help from Ben Affleck and NASA. It was the second time I ever fucked a girl's butt, so I really wasn't the expert on the depth. I'm gonna say I was inside her intestine. That's just my guess.

"Aaaaahhhh," she sighed quietly.

"That a girl baby. That's a good girl." I felt her wrap her arms around my shoulders, holding herself on me as she still held herself up with her weight on her feet, afraid to just sit down and relax. "Hunny, I have you," I said as I held her ass. "Relax your legs." Finally she gave in after some hesitation and full out sat on me, straddling my thighs. She winced as her number two hole was still sore from the butt plug. "Kiss me."

Avril slowly leaned forward and kissed me. I gently made out with her, letting our lips mesh together and our tongues slowly dance around. After a few seconds, I let go of her ass cheeks, taking away the final little bit of support I offered. "Mmmm. Matt," she moaned as her anus squeezed my shaft at the base repeatedly, involuntarily clenching as she impaled herself on me.

I replied by gently holding her face in my hands, softly caressing her. It was such a slow and loving make out. It was reminiscent of the way Larisa and I used to make out as we made love. "Avril... Mmm Av," I groaned into her mouth. "Hold me," I told her as I brushed her hair back behind her ears, taking a second to look deep into her soft blue eyes. I felt the young singer wrap her arms around my shoulders and neck tighter, keeping her chest pressed against mine, feeling her small titties against me. "Tighter." Avril then pulled herself up on me with her thin arms, lifting herself as she wrapped both of her legs around my lower back. She squeezed me hard as my aching beast pushed deeper into her tight little ass.

"Fuuccccck," she cried incredibly softly. "Sooo deeeeep." My fingers ran up and down her lower back as I held her against me, making that moment the most romantic one of the night. My fingertips teased her creamy skin as I tried to sooth and relax her, taking her mind off of the anal probe. The two of us sat there for another few minutes or so. My throbbing tool pulsated inside of her and her anus clenched around my shaft, slowly but surely making my need to explode greater and greater.