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The Diary of Roxy Sanders Ch. 01

By: -Sadie26-



Entry One

When the crisp, winter wind blows through my sheer, silk blouse just right, my nipples become rocks. When a man rubs my pussy through my sheer, silk panties, my body trembles. 

Who am I?

My name's Roxy Sanders, and this is my diary. I'm 19 years old, and currently living at home, with my two older brothers and absentee father. He's not usually around when anyone needs him, actually the only concrete proof that we have that he's actually still alive and breathing are the monthly checks the three of us receive, via Fed Ex.

I can't complain, too much. I have everything I want, including a brand new sports car and every modern convenience a spoiled teenager could ask for. My brothers, on the other hand, have become very bitter towards our father. But, I guess if I were a boy, I'd feel the same way. At least they have each other. 

My mother died when I was seven, having met a drunk driver head on at midnight, one rainy evening in the Hollywood Hills. So now, I rely on my friends and the kindness of strangers. I decided to finally pull this diary from the wrapping paper it was still enclosed in from my 18th birthday. Why? I'm not really sure. I guess I thought it would be a good idea to record, for lack of a better word, all my actions, reactions, conquests and desires. Who knows, maybe the words that will be printed in these pages just might come in handy someday.

So, as I said, my name is Roxy Sanders and I'm 19 years old. I have almost platinum blonde hair, searing blue eyes and lips that I'm sure were made to suck only the sexiest, most delicious cocks this Earth has to offer. I was also blessed with perfect tits, you know the kind, not too small, not too big, just the right size to wrap your hands around and really cop a feel. I've worn a size 6 practically since grade school and I have legs that go on for miles. Sound good to you? Well, let's just hope all the other red blooded American males, and possibly females, feel the same way.

I've decided to post my first entry on a Saturday, because let's face, Saturday night is the busiest night in Roxy's life. And, tonight is no different. Tonight, a few of my friends are coming over and we'll make our plans from there. If I know my sisters, as I call them, we'll most likely start off the evening comparing each other's hairstyles and outfits, all of us being extremely jealous of each other, then we'll head out to some club where the men will all compete for our attention. 

Do I mind competing with them? Sometimes yes, sometimes no, mostly no. I know I'm beautiful, I don't have to have a man pawing at my tits to confirm this, but the string of phone numbers and free drinks is always nice. Due to my outer beauty, I've been getting free drinks since I was 15, okay my beauty and a fake ID, thank you Jason, for that. So, for now, I will end this entry and proceed to getting dressed. If I know my sisters, they'll all be at least 45 minutes early and that's barely enough time to get my makeup and hair perfect. Until later, Love, Roxy.

(Later that night ...)

WOW!!!! As promised, tonight WAS a busy night for me. Twenty minutes inside the club and I already had four phone numbers and drinks that I couldn't even pronounce the names of. My "sisters," were already out on the dance floor, grinding and cock teasing the night's boy toys, but I opted to have a seat, you know, to have a look around. As I watched the strobe lights and the hundreds of sweaty bodies, all swirling around the club, there was one guy that totally caught my attention. Now, being the professional tease that I am, I can't let this guy see that I am watching him. So, what is a girl to do? She buys herself that first drink, and seductively sucks the straw, immediately drawing the attention to her cock sucker lips. 

And, as expected, the good looking guy responded. Within minutes, the bartender placed a tall drink in front of me, with the words, "Compliments of the man at the end of the bar."

I know, I know, such a cliche, but honestly, that's how it started. I really didn't care for the drink, but I had managed to grab his attention, and now, Roxy's night had begun.

For the next 10 minutes, or so, he and I traded winks and tongue gestures, sending out the vibe to each other that yes, I'm watching and wanting you. Finally, after I had almost deep throated the straw and had done the whole seductive crossing the legs and letting my high heel dangle from my toe scene, he summoned the courage to step up to me.

"My name's Garrett," he said, sliding down onto the bar stool next to me.

"Hi, Garrett, I'm Roxy, thanks for the drink," I said, instantly noticing that his eyes were the darkest green I'd ever seen.

"Anytime, Roxy," he said, smiling and flashing this amazing smile, just seemed to light up his entire face, "Always a pleasure to buy a gorgeous woman a drink."

I instantly felt my cheeks becoming red and the temperature of the room suddenly bolted, to what felt like, 200 degrees. I must have seemed like such a kid to him, but he never let on. 

We spent the next hour, or so, chatting about careers and the whole bar scene in general. He told me he had just recently broken off a five year relationship because the woman's job transferred her to England, and he just wasn't willing to live outside of the United States. Sort of lame, I thought, but hey, maybe it was a really cool job that she just couldn't pass up. 

I told him that I had just graduated from high school and was basically just blowing off steam for the next year, trying to figure out what it is I really wanted out of life. He respected that and asked me to dance. 

We spent the next three songs with our bodies stuck together like glue, and his hand firmly planted on my ass. He smelled amazing and through his shirt, I could tell he was very well built, possibly a body builder. 

I glanced over, just in time, to see my "sisters" switching off dance partners and doing the all famous "phone number switch." What this is is if a man has given you his phone number, but one of your friends has a hotter date, if she agrees, you both switch phone numbers. And let's face it, it's not like the guy ever complains or remembers who he gave his phone number to the night before. If nothing else, it leads to an hour of great sex, possibly a lunch or coffee date, and then you move on. 

At the end of the third song, Garrett excused himself to make a phone call, so I returned to the bar. I got chills watching him walk, his body was perfect and he smelled so great. I could still smell his cologne, long after he was out of sight. 

"ROXY!!!!!" screamed Ally, one of my "sisters," "This club is amazing!!!" 

She was obviously already tipsy, but she was right, this club was pretty cool. She took a seat next to me at the bar and ordered another shot. All slumped over, and no doubt feeling very nauseous, she told me about the men on the dance floor. She had met a dancer and a lawyer, a construction worker and a veterinarian. She and Melissa, also one of my "sisters," had decided to trade off on the vet and the dancer. Those should be some interesting morning after stories!

After a few minutes, I began to scan the bar, wondering what had happened to Garrett. I didn't wanna seem like a psycho or anything, but I was enjoying our time together. 

"Where's that guy at," asked Ally, slamming her empty shot glass on the bar.

"He's making a phone call, don't be so nosey," I snapped, obviously upset that he had not returned.

"Okay, girl, well, have fun!!" she yelled, returning to the dance floor.

I decided to give Garrett a few more minutes, then I'd have to be a psycho and go find him. 

Well, two drinks later, he still had not returned. I began to think I had been a victim of the drink, dance and drop, and that one is pretty self explanatory.

I slowly slid down off the high bar stool and made my way through the girating crowd, towards the long hallway where the bathrooms and telephones were located. Amidst the ocean of blinking neon lights and half drunk women emerging from the bathroom, I finally located the row of telephones. But, no Garrett. I stood there feeling both foolish and sick to my stomach. I really don't drink all that much, but it comes with the club scene. 

And, just as I started to walk back towards the strobe lights and mobs of sweaty, half drunken horny people, I heard a voice.

"Roxy, come here, baby," it said, almost in a loud whisper.

"Roxy, come here," it repeated, as I scanned the dimly lit hallway up and down.

"Where are you? Who are you?" I asked, twirling around in circles, not helping the nausea in the least.

"Look over here," it said, "Over by the exit door."

I spun around to find Garrett, looking sexier then ever. He had unbuttoned the first three buttons of his dress shirt and his sweaty hair was slicked back. He motioned for me to come closer, which, I had no problem with.

"I thought you left me," I said, casually swaying towards him and letting my purse drop from my shoulder, down to my clenched right hand.

"Leave you? Why would I do something that stupid?" he asked, leaning more into the wall.

"Well, a girl never can tell," I whispered, again smelling his wonderful cologne. 

As I moved closer, he reached out and slid his arms around my small waist, yanking my willing body to his. 

"Have I told you how sexy you are, Roxy?" he whispered, locking his gorgeous green eyes upon me. 

I couldn't speak, it was like my voice had suddenly taken a vacation. My throat was dry and my heart was racing. I wasn't sure whether it was the alcohol or him, possibly both, but most likely him. 

He leaned forward and pressed his soft, warm lips to mine, immediately slithering his tongue inside my mouth. His hands, again, dropped to my ass, only this time he didn't rub, he gripped, sending chills through my body. I felt my nipples instantly harden and my lace thong began to moisten. Words were irrelevant, at this point. I leaned on him, due to the fact that my knees felt as though they would buckle at any minute. I wrapped my arms around him and gently raked my long fingernails down his back. His lips moved from mine, over to my neck. His hot breath gave me even more chills and my soul was screaming his name.

"Let's go somewhere, I need you, Roxy," he whispered in my ear. 

I thought about leaving the girls, maybe telling them I was leaving, but decided against it when Garrett pushed my dress top down and exposed my large tits. His hand cupped my right breast and his mouth cupped my left one. I was completely lost in his touch. His breaths were heavy and he pressed his cock into me, almost demanding that we leave right this second. 

He stopped suddenly and grabbed my arm, pushing me into a small, musty back room that was littered with broken down pool tables and boxes of unopened liquor. He immediately locked the door and began walking over to me, slowly like an animal closing in on its prey. 

My ass was pressed into the corner of an old pool table and my dress was still pulled down, below my heavy tits. He finished unbuttoning his shirt, but left it on. Through his pants, I could tell he was a good eight inches, if not more. 

"How long has it been since a man's had his dick in you, Roxy?" he asked, slowly unbuttoning and unzipping his slacks. 

"It's been awhile," I whispered, taking a deep breath and a hard swallow. 

"Climb up onto the table," he instructed, "And slightly open your legs."

This was, without a doubt, one of the most erotic moments of my life! Usually, when I'm with a man, there's little talking and even less attention. He bends me over or I suck him off and we're finished. But, I could tell with Garrett, this would not be the case. 

"Open them further," he hissed, letting his pants fall to his ankles.

My eyes widened when his cock bounced free. It was thick and long and beautiful. His cock head was already engorged, very purple and very wet with pre cum. He stroked his dick while I opened my legs, revealing my lace thong.

"Do you shave?" he asked, walking closer towards me.

"Of course," I answered, thanking God I had taken a few extra minutes this morning in the shower to shave.

"Rub your tits a little," he whispered, "I want your nipples so hard they hurt you, baby."

I locked my eyes on his and slowly raised my hands, taking both nipples in my fingers and pinching them hard. 

It didn't take long at all for my sensitive nipples to rise, and as requested, they were hurting. 

Garrett licked his lips and smeared his thumb over his wet cock slit, gently wiping away the bubble of pre cum. He extended his arm and traced my lips with his forefinger, coating them with the salty residue of his seed. 

I groaned and gently tilted my head to the side, letting my long blonde hair fall over my naked shoulder. 

With his face just inches from mine, he reached down and began rubbing my pussy through my panties, pushing some of the material past my lips. He kissed me again as he pushed the panties inside and allowed his fingers to enter me. 

Oh God, I wanted to moan and scream so bad! His fingers were so warm and thick. Almost as if by experience, my legs opened up completely, giving him even better access to my cunt. 

I placed my palms on the torn velvet of the pool table, and leaned back, propping my heels on the corner. 

Suddenly, Garrett stopped and instructed me to get off the table and stand before him. 

I wouldn't say I was shocked, but definitely surprised. One minute he's got his fingers buried inside me, now he wants me to stand up. 

So, I nervously slid off the corner of the table and stood up, again feeling it press into my ass. 

"Take off the dress, but leave on the heels," he said, again rubbing his dick. 

I didn't move, for a second, or two, but eventually I did manage to finish removing my dress, kicking it across the room. 

"Now the panties," he whispered, "Come on, Roxy, let me see that sexy pussy."

Something about his words, instantly melted any embarrassment or shyness. I slowly, seductively slid my wet panties down, past my ass and off my body, kicking them over by my dress. 

"Mmmmm, thank you, that's what I wanted," he said, "Now, get back up on the table and lay down on your back."

I locked my eyes on his and obeyed his request, quivering as the cold metal table corner rubbed my ass and thighs. The velvet was rough on my back and my nipples had hardened even more. 

For a moment, Garrett stood there, taking in my body, then swiftly moved in and dropped to his knees. Before I could say a word, his mouth was cupped over my smooth pussy and his tongue was fucking me! I spread my legs again and placed my heels back up on the table. I reached down and dug my long nails into his head, pushing his mouth to me closer. My back arched and my body trembled. Never had I felt a man's tongue so gifted as Garrett's was. He bit my clit and flicked his tongue in and out of my juicy pussy. 

I looked up and watched the room begin to spin. All the broken down neon signs began to mesh into one and soon as I was completely lost. Garrett reached up and slid a finger into my dry asshole as his tongue fucked me mercilessly. He lapped and bit and fucked and sucked until my body was flopping and my hips were bouncing up and down, meeting his mouth. I begged him over and over to let me cum, and please don't stop. My orgasm was coming on very soon and very strong. I knew I couldn't hold it off much longer. 

Garrett then slammed a second finger into my asshole, opening me up even further. He slithered his tongue in and out of my pussy at the same rhythm his fingers were slithering in and out of my asshole. I couldn't hold off any longer.

"GARRETT!!!!!!!!!" I yelled, gripping his head and pushing his mouth, nose deep into my pussy, "OH GOD!!!!! OHHHHHH FUUUUUUUCK!"

Within seconds, my pussy erupted like an angry volcano, flooding Garrett's mouth and face with my hot, thick, sweet cream. My body was on over load and my mind was going in 40 different directions. I had never had such an intense orgasm in my life! Even after my orgasm slowed down, my body still twitched and trembled. Small drops of sweat had accumulated on my naked chest, decorating my tits like slivers of diamonds. My mouth was gaping open and my throat was so raw, I didn't even dare try to swallow. 

Finally, Garrett emerged from between my legs. His lips and face were shining and wet and he was ready to fuck. He wasted no time flipping me over onto all four's and grabbing my hips. In no time, he slammed his dick, balls deep into me and I could feel his cock tip punching my womb. I spread out my arms and grabbed onto the sides of the pool table, trying not to fall face first into the ragged velvet.

"Oh, fuck, your pussy's fucking tight, Roxy," he panted, digging his fingernails into my flesh and pulling my body backwards, even closer to his. 

His balls were so full they made a loud slapping sound each time he rammed his dick into me. I could feel my pussy walls caving in around his shaft and his veins vibrated inside me. My tits slammed into each other, causing my nipples to kiss with each thrust. My back arched and I threw my head back, showering my naked flesh with my sweaty blonde locks of hair. 

He told me over and over how mine was the best pussy he'd ever fucked and tasted. I think he was a bit buzzed, but I didn't care. Our attraction was obvious the second our eyes met, and honestly, it wasn't a question of if Garrett and I would fuck, just how soon. 

"Garrett! Garrett!" I chanted, over and over, feeling my stomach muscles tighten and that familiar scene of the room spinning. 

"Fucking yell my name, Roxy, yell it!!!" he hissed, driving his dick even further inside my cunt.

"GARRETT!!! GARRETT!!! FUCK MEEEEEEEE!!! DON'T STOP, OH GOD, PLEASE DON'T STOP!!!" I wailed, arching my back further and slamming into his body like a runaway train. 

"Oh, God!!!" he yelled, smacking my ass and pounding my pussy like a jackhammer, "I'm gonna flood you, baby!!!" 

"Cum!! Cum!!!" I chanted as my orgasm slammed into me, "OHHHHHHHH FUUUUUUUUCK!!!! OH GOD, GARRETT!!!"

Within seconds, I again released my cream, flooding his gorgeous cock, lubing him up.

"ROXY!!! ROXY!!!! OH FUCK!!!" He screamed, and, with one final thrust, he too, flooded me. 

I almost came again when I felt the warm rush of his cum ooze past my pussy walls. My elbows felt as though they were going to buckle and my whole body shook. I bit down on my bottom lip as Garrett slowly pumped my pussy, emptying the last of his load inside me. 

Not many words were said as we both tried to recover. Eventually, we both settled down and came back to our senses. Garrett pulled his pants back up and returned to his first impression appearance, leaving me lying there like a whore waiting on her $50.00. 

He gave my ass one final smack, then a kiss and whispered, "You club bitches never fail to surprise me."

And just like that, he left the room leaving me to wonder what in the hell just happened. After I finally got over my initial shame, I suddenly realized this would definitely be a kick ass first entry for my diary. So, I got dressed and stepped back out to the pounding music of the DJ and the dizzy strobe lights. My girls were ready to leave and had been looking for me. We finished our drinks, left the bartender a huge tip and bid another club farewell. 

And, tonight, as I sit here writing this, I can still feel Garrett's cum seeping from my pussy. Totally erotic!! What does next weekend hold? Who knows, but you can bet your ass I'll have it all in writing. 

Love, Roxy

The Diary of Roxy Sanders Ch. 02



Entry Two

I really hate the morning after clubbing. My head hurts, my ears are ringing and my older brothers ALWAYS seem to be having an argument that I have to be witness to. But, this is usually my Sunday morning.

"My God, you two!!! I yell from the kitchen, "If y'all wanna act like you're five, do it somewhere else, my head is killing me!"

"So what else is new?" laughs my brother, Jake, "Boozing Roxy has a headache."

"Shut up," I said, slapping him and watching him walk away, laughing. 

I roll my eyes and decide I'm not ready to face Sunday yet, so, with a cup of coffee in hand, I head back upstairs. 

Back at my desk, I decide to write a little more about last night ....

Dear Diary, Last night, as you know was totally hot! I don't think I'll ever see Garrett again, but I do have to say, that was one of the BEST nights at a club I've had in a long time. 

"Sis?" said John, my other brother, poking his head inside my bedroom door.

"What?!!?" I yell back, slamming my pen down and closing my diary.

"I'm going out to play some football with the guys, just wanted you to know," he said.

"That's cool, have fun," I answer, "Is Jake going with you?"

"No, he rented a bunch of movies last night so he's gonna stay in and watch them," he said, leaving my door half open and disappearing. 

After confirming that he was gone, I slam my door and get back to what I was doing. 

Anyway, as I was saying, even if I never see Garrett again, I have no complaints about last night. Even though Melissa puked in my car on the way home, all in all, it was an awesome night. I think I'll grab a shower and see if I can come alive. Maybe me and the girls can hang out at the mall today. Until later, Love, Roxy.

(That evening ....")

"Hey, Jake," I said, coming in and throwing my bags onto the couch, "How were the movies?"

"Fine, I guess," he said, not even looking up, "Back so soon from spending the family fortune?"

"What the hell is your problem?" I ask, heading into the kitchen for a soda. 

Just then, Jake flips the television off and follows me. 

"Think I'll go to my room," I say, walking back into the living room and snatching up my shopping bags. 

Seconds later, I hear footsteps behind me.

"Jake, something wrong?" I ask, throwing my bags onto my bed.

"Nothing's wrong," he says, taking a seat, "Nothing at all."

"Okay then, scram so I can get ready for a shower," I say, pushing him off the bed and towards the door. 

But, he doesn't budge.

"I mean it, Jake, go so I can take a shower," I repeated. 

Suddenly, he stands and faces me with a look on his face like I've never seen before.

He grabs me and pulls my body towards his, linking his arms around my waist. I try to push him away, but it's no use, he's too strong and too big. 

"Let me go!!! What the hell are you doing?" I ask, still trying to break free. 

He leans his face close to mine and whispers, "I read your diary, Roxy. I had no idea my sister was such a slut."

Of course this angers me, so I slap him. What right did he have to read my diary? What right did he have even being in my room? 

He stands there, completely quiet, but not stunned that I have slapped him. So, I slapped him again, only harder this time.

He reaches back and grabs a handful of my hair and shoves his mouth hard onto mine. His breath tastes like Doritos and Pepsi, and it's hot on my lips. I'm trying with all I have to push him away, even trying to grab his hand to at least release my hair, but neither works. 

After our kiss, he slowly moves me towards my bed, gently guiding me on top of the black satin comforter. This was a side of Jake I never even knew existed. He was always the quiet one, having taken Dad's absenteeism the hardest. John and I were always the outgoing, active ones. 

As I stared up into my brother's eyes, I saw a change come over him, almost like shackles had been removed and he was a free man now. 

"Take off your shirt and bra, bitch, I want to see those tits you were bragging about in your diary," he says, as his fingers unzip his jeans. 

At first, I'm speechless. Yes, I do love showing off my tits, but this was my brother! So, with trembling fingers, I sit up and slip off my shirt and release the clasps holding my bra on. I'm too shy to drop the bra, so, Jake reached over and yanked it from my grips. 

"Oh my God, I had no idea your tits would be that hot," he said, licking his lips and pulling his jeans down just enough to pull his cock out. 

My eyes were immediately drawn to his shaft. Like Garrett, Jake's cock was also long and thick and bubbling with pre cum. Jake was a good seven inches long, something I never would have guessed in a million years.

He instructed me to sit on the edge of the bed while he stroked his fat cock just inches from my gaping mouth. 

"Suck my cock, Roxy," he whispered, slowly stroking his meat.

"I don't think this is a good idea, Jake," I said, looking up at him, most likely with a scared pathetic look on my face.

"You don't seem to understand. I'm not giving you a choice here," he snapped, grabbing my head and lunging it forward.

I gasped and grabbed his hips, trying to keep my mouth off my brother's cock, but again, he was too strong and he eventually prevailed. 

His pre cum was very salty, very warm and his cock smelled of his cologne. The first couple of inches weren't that hard to fit into my mouth. It wasn't until I got half way down that I began to gag, of course to his enjoyment. He gripped my hair and pushed my mouth closer, giving the last couple inches their open door. I dug my long nails into his hips, but he didn't seem to care. My brother was fucking my mouth, against my will, and there was nothing I could do to stop it. 

Jake really started getting into it and he began thrusting his hips, pumping his large cock further into my tight throat. His cock tip bumped my tonsils, coating them with pre cum. Soon, I realized, the more I gagged, the further he pumped. So, common sense told me to keep it quiet and he may let up, but that was a stupid assumption. All my silence did was anger him and he gripped my hair tighter and plunged his dick, balls deep down my throat. 

He began to call me names like whore and slut and the best cock sucker he'd ever met. As he pumped faster, he told me over and over that he wanted this to become our routine. He wanted me to be his on call slut, service him whenever and wherever he wanted. 

Well, there was no way in hell I was going to agree to this, but I knew if I didn't tell him something to his satisfaction, this oral assault could go on longer. So, eventually, I agreed, but I think he sensed that I didn't mean it. 

Finally, he'd had enough and he pushed my mouth off his dick, slinging me backwards onto my bed. I sat there with a stunned look on my face, feeling as though I would vomit any second. He had not cum in my mouth, but plenty of his pre cum had slithered down my throat. 

"Tell me to fuck you, bitch," he whispered, again stroking his cock, "Say it!!"

"Please, Jake," I moan, "We don't have to do this. Listen, I'll jack you off, whatever you want, but please, I don't wanna fuck you."

Again, he reaches out and grabs a handful of my hair, "What was that?"

"Jake!!! Stop, please!!!" I yell, but my pleas go unheard.

He pushes me back on the bed and climbs on top of me. I see the anger in his eyes and his breaths are coming short and fast. I know, at this point, there's no way to stop him. 

He grabs my hands with his left hand and pins them over my head, instantly squeezing them and causing my fingertips to go cold. With his right hand, he grabs his cock and slowly guides it to my pussy, gently pushing his thick dick head inside my lips, forcing me open.

"Oh, fuck, Roxy, goddamn," he moans, right before he jams his dick inside me. 

I can't even look at him. I turn my head away and squeeze my eyes closed, refusing to watch my brother have his way with me. He releases my hands and instructs me to grab the headboard tightly and don't let go until he tells me to. My blood runs cold as ice through my veins and my fingertips are tingling as I lace them around the intricate wrought iron metal headboard. 

He props himself up on his knuckles and uses his thigh to push my legs open so he can fuck me deeper. I can hear his heart banging in his chest and his breaths are so hot they almost burn my eyelashes off. 

"Open your eyes, bitch," he whispers, plunging his dick into me with no warning.

I begin to shake and slowly open my eyes. For a second or two, I struggle to focus, only to see him hovering over me like some rapist in the night. His eyes are locked on mine and his body is so heavy on top of me. I wanna fight him, I swear I do, but I just can't seem to bring myself to do it. My body is quickly betraying me and my thoughts are racing to the night before when I was bent over that pool table with Garrett. Maybe I am a slut. Maybe I just enjoy sex way too much. Whatever the reasoning was, I was beginning to enjoy this, brother or no brother, his cock was amazing. 

I slid up the bed a bit and locked my fingers through the headboard even tighter. I brought my legs up and wrapped them around Jake's hips, using my feet to push into his ass, egging him on further. 

"Yeah, I knew you'd like this, you slut," he said, giving me a look of total disgust, "I knew after reading your diary it wouldn't be hard to get you on your back."

I didn't care anymore. I knew this was wrong, but I just didn't care. His cock felt so good inside me, almost like it was vibrating against my pussy walls, making them wrap around him and urge him in further. I didn't care if he thought I was a slut, at this point, I was a slut, my brother's slut. 

I raised my hips and fucked up to him as he forced his dick in, slamming his balls into my body and reaching down to molest my tits. He pinched my nipples and pawed my breasts, making them burn and ache. The entire bed rocked and the headboard punched the wall with each force driven thrust. 

My silent whimpers became moans of lust and jumbled words as my brother fucked me. His cock pistoned in and out, getting more and more lubed with each thrust until my pussy was making loud sloshing sounds. 

"Oh, fuck, you're wet," he groaned, "So fucking wet, I wanna fuck you everyday."

"Don't stop, Jake" I moaned, "My pussy's begging for your cum!!"

"That's right, bitch, your pussy needs my dick, it always has. I watch you prancing around the house in your short shorts and tight tops, begging me to fuck you without ever saying a word," he hissed in between thrusts.

Suddenly, Jake stopped and yanked his cock from my the confines of my sloppy wet pussy. He stared at me for a moment and then flipped me over onto my stomach.

"I want this ass before I cum," he said, getting up on his knees and placing his cock tip to my rim. 

"Oh, God, Jake, no, please no!!" I begged, remembering my ex boyfriend's dick in my ass, remembering that I bled for two days afterwards.

"Shut up, Roxy," he said, smacking my ass and parting my cheeks, "In case you haven't noticed, you have no say here."

My knees were shaking and my arms felt like rubber trying to hold me up as he pulled me up to all four's. I closed my eyes again and gripped the wrinkled comforter with my fists. I almost fainted when I felt his cock head digging its way inside my ass. I bit my bottom lip hard and squeezed the blanket so tight, my fingers began to tingle. 

Jake grabbed my hips and slowly slid his monster cock inside my ass. Thankfully he was still wet from my pussy, so it wasn't as painful as it could have been. Suddenly, my asshole was full and my body was beginning to accept it. After he had gotten the entire length of his dick inside me, he slowly began to thrust, making me feel as if his cock tip was in my stomach each time. 

"Surprises me to see your asshole is so tight, Roxy, with you being the slut you are, I figured it would be a gaping hole," he whispered, then smacking my ass again.

The burn and the tingle sent shock waves through my body and my elbows struggled even harder to keep me up. I opened my eyes again and arched my back a little to take the pressure off, and to my relief, my asshole was beginning to lube up. 

"Yeah, that's it, arch that back, slut," Jake said, gripping my hips like a vice, "Feed me that asshole."

I arched my back even further and launched my asshole hard around his cock, swallowing him balls deep. I resigned myself to the fact that either I fight this and end up sore and hurt, or give in and do what I do best and maybe he and I could enjoy this together. 

As with Garrett, the night before, again the room began to spin. My stomach muscles tightened up and I struggled with all I had to keep myself up. I leaned forward, sliding my brother's cock from my ass, just to the tip, then slammed him back up, causing us both to scream out. I reached down and pressed two fingers into my swelling clit and rub it furiously. Our bodies rocked and together we were about to bring on the hardest hitting orgasm either one of us had ever experienced. 

Through my panting and groaning, I urged Jake on, begging him over and over to cum in my asshole. He would answer back with his own groans and panting and the occasional ass slap that would almost bring tears to my eyes. 

"Oh, God, Jaaaaaaaaaake!!!!!" I screamed, "Oh, fuck, I'm gonna cum!!!!" 

"Fucking do it, slut, cum all over yourself!!!" he yelled, plunging his dick and out of my asshole like a mad man, "Tell me to cum in your ass!! Do it!!! Fucking tell me to shoot my load in your ass, bitch!!!"

"Oh!! Oh!!!! Pleeeeeeeease, God, please, Jake, shoot your load in my ass!!!" I screamed as my orgasm almost knocked me flat on my face. 

One pump .... Two pumps ..... Three pumps ...... "OHHHHHHHHHHH, FUUUUUUUUUUUUCK!!!!!" he yelled, "Take that you fucking slutty ass bitch!!!!!"

And, just like that, my ass became the home of my brother's seed. He plunged his dick in me so far I almost puked from the pressure. My asshole was burning and aching and feeling so full I could barely move. My heart was racing and my vision was so blurry I couldn't make out objects five feet from my eyes. I finally collapsed, face first, onto my bed, breathing so hard I felt as though I might have a heart attack.

Jake slowly slid his spent cock from my raw asshole and zipped his jeans back up. I could hear him breathing hard too and mumbling something under his breath. At this point, I didn't know nor care what he was doing or saying. 

He leaned down, one knee on the bed and smacked my sore ass again and kissed my shoulder blade.

"I know where to come now when I need to bust a nut," he whispered, then stood up laughing and walking out of my room.

For awhile I just laid there, trying to calm my heart beat and smoothe out my breathing. My asshole was still aching and I knew this would be painful tomorrow, but, as I said last night, what a kickass entry for my diary. 

And now that I've put this conquest down in writing, I think I'll go to bed. All that shopping today and being my brother's slut for two hours really zaps the energy. Until tomorrow .....

Love, Roxy



The Diary of Roxy Sanders Ch. 03



Entry Three

Dear Diary,

Tonight was sooooooo much fun. Melissa, Ally and myself all went to the movies, then to the local burger joint. This has become the hang out spot for all the teenagers. The cops never say anything because they figure if we're all there, we're not out drinking or selling drugs. Anyway, the guy that I've the BIGGEST crush on was there. His name is David and he's on his way up the corporate ladder. He works for his father's law firm and he's an absolute dream boat. I've had a crush on this guy for practically my whole high school career and now that we're both 19 and school is history, I'm thinking I should make my move. So, I walked up to him and introduced myself, just in case he had been living under a rock and did not know who I was.

He turns around and his eyes speak volumes!!! They are so dark, they're practically black, which only makes his thick, black hair that much hotter. Anyway, he recognizes me and we strike up a conversation. He tells me about working for his father and how much of a drag it is but the money's awesome, so he toughs it out. 

CHA - CHING ........ good money, huh? Well, you have my attention!

As the night wears on, he eventually asks me if I want to take a ride in his new mustang, one of the perks for working for Daddy. I accept and bid my sisters a good night, and I'm off. They eventually ended up in another club, but that didn't matter to me, I was finally going to be alone with David. As we pulled out of the parking lot, he honked at his friends and we drove off into the chilly night. 

I watched the lights from town disappear and soon there was nothing around but the dark shadows of the tall trees that lined the highway. The headlights from the car lit up the never ending string of road reflectors and the stereo was on low as David and I chatted more. We were getting further and further away from places and things that I recognized, but I wasn't worried. I had been dreaming of this chance for the past four years. 

Finally, we turned down a long, winding dark road, lit only by one street light that was flickering and struggling to hold on. The clock on the radio read 12:44 A.M. as David pulled into a driveway and turned off the engine. 

He got out and walked around to open my door. He took my hand and helped me out of the car and we walked, arm in arm, up to the front door of a small cottage house. Once inside, I looked around and noticed it was actually quite fancy for a house out in the woods. There were marble floors and leather couches, two fireplaces and each room seemed bigger then the last. 

After he took me on the tour, David offered me a drink. I settled on a shot of Jack Daniels and made myself comfortable on one of the many large, leather couches. He made himself a scotch and sat down next to me. 

"So, who owns this?" I asked, trying not to sound like white trash.

"My father, but he hasn't been up here in years, so I use it when I need to get away," answered David, placing his glass on the coffee table. 

"What is it you need to get away from?" I asked.

"Life, my job, sometimes my friends, whatever the reason, this place works," he answered, giving me a sly smile. 

I felt a warm chill sizzle through my body when he smiled at me and instantly my nipples became rock hard. 

I guess my bra and shirt didn't do a good job of masking this because David's eyes soon found their way down to my tits. 

This should have made me a little uncomfortable, but it didn't. I leaned forward and placed my glass beside David's, on the coffee table, and sat back, easing into the couch. 

"I'm surprised you thought I didn't know you," he said, brushing my cheek with his large hand, "You're the kind of girl everyone knows in school."

"Well, believe it or not, there are a few people that don't know me," I said, giggling like a stupid school girl.

"I noticed you almost from day one. That beautiful blonde hair and striking figure are hard to ignore," he whispered, playing with my hair. 

I began to blush and wiggle around some on the couch. At this point, I was beginning to feel very foolish, and my ass was still sore from Jake's attack on me in my bedroom. 

"Am I making you uncomfortable?" he asked.

"No, not at all," I said, "I'm just glad you remembered me."

Then, without another word, David leans over and kisses me. His lips are amazing! I think they're the softest lips I've ever felt on a guy, even Garrett's weren't this soft. 

As David kissed me, I leaned further back against the couch, almost melting right into the leather. My nipples were getting even more hard and my pussy was already beginning to throb. I reached over and slid my hand between David's thighs, gently squeezing and teasing him as our tongues wrestled. He groaned into my mouth and slowly unzipped his jeans, his silent invitation. 

Now, as you know, I'm no stranger to a man's body or the pleasure it can give me, so when I heard his zipper go down, it didn't take long for my hand to dip inside his pants and become acquainted with his delicious dick. It was so warm and thick, I couldn't even wrap my fingers around it. 

He responded by pulling my shirt up a bit and sliding his hand underneath, quickly cupping my tit and rubbing it hard. And since I have such sensitive nipples, it doesn't take long for someone to rub my tits and get me as wet as the Atlantic Ocean. 

I rubbed his cock a little while longer until I got it so hard it could have cracked concrete. Finally, David couldn't take it any longer and he pulled me over on top of him, making me straddle his lap. I kept thinking what a great idea it was for me to pick the mini skirt tonight instead of the jeans I had laid out on my bed. 

As I wiggled down into place, David reached up and slid my shirt off, licking his lips at the sight of my sheer black bra and busty cleavage. 

"God, you look hot," he whispered, sliding his hands up my hips and dragging my skirt up with him. 

I smiled and pushed down some, teasing his cock with the hot spot my pussy had become. He must have felt the heat because he moaned and whispered for me to take off my bra. With another smile, this one a bit wicked, I reached behind my back and released the clasps that held my bra together. As my tits fell forward, bouncing just a bit, David slowly lifted his hips, pulling his dick out and pushing it against my wet panties. I flung the bra to the floor and leaned forward, giving him another kiss as he reached under me and slid my panties to the side. 

"I need to fuck you," he whispered, and I gave no objections, of course.

I slid a bit to the left and helped him guide his dick into me. It was heaven!!! His cock was so warm and felt so fucking good buried inside my sloppy wet pussy. He sunk in, balls deep, immediately. He placed his hands on my hips and gently worked my body up and down as he leaned forward and kissed my tits, licking and flicking my sexy tan nipples. 

I cupped his head and looked down, watching his mouth suckle my nipples like a hungry baby. I brought my feet up and pushed them into the couch, using them for leverage to bounce up and down on his thick, throbbing shaft. I couldn't believe the guy I had lusted after for so long actually had his dick buried in me in his own house. I had dreamed of this moment for so long. Many nights I finger fucked myself with this exact fantasy running through my mind, and now it was a reality. 

I brought David's face up and kissed him again as I rode him, grinding my cunt and wrapping my collapsed pussy walls around his raging hard on. He wanted me to bounce hard, not only to feed his aching cock but to watch my sexy heavy tits bounce like corks in water. This only made me hotter, I had always loved showing men my tits. 

"God, your pussy's hot, Roxy," he groaned, staring right up into my eyes. 

"I could be your slut on the side, David," I groaned, feeling his cock burrowing deeper with every thrust, "I'll do anything you want."

"You'd have to be my secret slut, Roxy, you're not good enough to be my girlfriend, only my piece of ass when I need it," he hissed, curling his top lip.

Now, to most girls, this would have been an insult, but not to me. If all I could be was David's slut, that was fine with me. It was better to be his slut then just a girl he knew in school. Besides, I wasn't looking for anything steady anyway, not even from him. I'm 19 years old, I just wanna have sex and party. So, if slut status is what I had reached, then party on!

Just then, the front door flung open and there stood David's dad, Bill. 

"Dad!!! What the fuck are you doing here?" asked David, almost pushing me off his lap. 

"I came up here to work on a settlement for the Larson case, I didn't expect anyone to be up here," said Bill, shutting the door and throwing his coat and briefcase into a corner chair. 

David frantically shoved his stiff cock back into his jeans and zipped them up, tossing me my shirt to cover up with.

"Who's your friend?" asked Bill, looking at me with a puzzled stare.

"This is Roxy, Roxy, this is my father, Bill," said David, completely embarrassed.

"Nice to meet you, Roxy," he said, extending his hand.

"Nice to meet you too, Bill," I said, almost in a whisper.

"Well, looks like I walked in on a party," said Bill, taking a seat on the other couch and loosening up his tie.

"Dad, could you leave us alone, please?" asked David.

"This is my house, David, and there are other rooms. Besides, how was I supposed to know you'd be here? Last thing you told me was that you were going to the movies with your friends," he said, tossing his tie over on top of his coat and briefcase. 

"Yeah, well, change of plans," said David, throwing his head back and looking up at the ceiling. 

Hard as I tried, I couldn't keep from making eye contact with Bill. With all the confusion, I had not even bothered to sit like a lady, and Bill noticed. There I was, shirt over my bare tits and my legs open just enough that you could easily see my panties. I glanced down, for just a second and noticed a bulge forming inside Bill's pants. And, of course, me being me, I did what all "sluts" do, I dropped my shirt and gave Bill a perfect view of my tits. 

"You have a beautiful body, Roxy," he said, then looking over at David, "You're a lucky boy."

"Roxy, what the hell are you doing?" said David, very upset at this point. 

"Well, David, I see no reason to be shy now. Your dad knows what we were doing," I answered. 

"It's not hard to figure out what you two were doing," said Bill, "And there's no reason to stop on my account."

At first, the room went silent and David's head shot up in surprise.

"Are you kidding?!?!" asked David, totally shocked. 

"No, I'm not kidding, son, go ahead, finish what you started," said Bill, sitting back in the chair and getting more comfortable.

I liked how Bill's mind worked. I didn't see any reason to stop, I mean it's not like Bill's never seen a naked woman before and besides, my pussy was aching to cum. So, I made the next move. I stood up and finished taking off my clothes until I was completely naked. I finally convinced David to unzip his pants again and pull his still rock hard cock out. Behind me, I could hear Bill's zipper being let down as David stood up and got behind me. 

"Have you licked her pussy yet, son?" Bill asked, reaching inside his pants and pulling out his cock, too.

"We didn't quite get that far, Dad," answered David, pressing his dick against my naked ass. 

I looked over at Bill and asked him if he'd like to have the first taste. He looked at me for a moment and stood up, walking over to David and I. 

I took a few steps forward and laid down on the cold coffee table, placing my feet on the corners and spreading my legs as wide as they'd go, just as I had done for Garrett that night in the backroom of the club. 

"Mmmm, sexy sweet pink pussy," growled Bill, as he slowly dropped to his knees. 

"Suck my clit," I whispered, cupping my heavy tits and massaging them. 

Now the fact that Bill was a happily married man didn't bother me in the least. I saw his shiney gold wedding band as soon as he sat down, but his little wifey was nowhere to be found, therefore her husband was my pussy licker for the night. 

David watched and stroked his dick while his father shoved his tongue inside my pussy. I could hear David urging his father on, telling him to tongue fuck me like the slut I was. 

Bill's tongue was warm and soft as it lapped up my clit, gently nibbling it and sucking on my smooth pussy lips. I arched my back and pushed my sloppy wet cunt to his mouth, moving my hips side to side to ride his face. He reached up and grabbed my inner thighs, pushing my legs open further. He was like a starving dog getting his first meal. Finally, he stayed on my clit, biting and sucking it, moving his mouth side to side. This was driving me crazy with lust!!! I looked up at David and his cock was so hard the head was turning every shade of purple known to man. His cock tip glistened with pre cum and he was bucking his hips, humping the air, completely enjoying the show that his father and I were putting on. 

Suddenly, my stomach tightened and my eyes went blurry. I reached down and grabbed Bill's head, almost shoving his entire face inside my cunt. I bucked my hips and moaned, feeling my orgasm coming on like a hurricane. 

"Oh, fuuuuuuuck, Bill!!!! Oh, God, I'm fucking cumming!!!!!" I screamed, holding his head and mouth on top of my clit as I fed him pools of my creamy sweet cum. 

He lapped up every drop and acted as if he would love more. Suddenly, David pushed his father out of the way and pulled me up to my feet. The room was still spinning so my legs felt like jello, struggling to hold myself up. He pushed me over the arm of the couch and slammed his dick inside my sensitive, still tingling pussy. No words were said, just hardcore slamming banging fucking. 

Bill stepped back and watched his son fuck me as he stroked his cock hard. He moaned, telling David to slam me like I was a paid hooker. He urged his son to fuck the shit out of me, almost raping me. I screamed as the arm of the couch dug into my hips. My tits were pressed to the material and were becoming sweaty. David had his hand on the back of my head, holding it down so I couldn't move. 

"Why don't you put your dick in her mouth, Dad?" he moaned, pumping the shit out of my pussy.

"Hell no, I'm holding out for that asshole," whispered Bill, waiting patiently for his turn.

Just then, David ripped his cock from my cunt and pulled me up to my feet again. 

"Get on the couch," he said, on all four's.

I knew what they wanted to do so I was more then willing to obey David's demand. I got on all four's and watched the two men take their places, Bill behind me, and David in front of me.

I hungrily took David's cock into my mouth, sucking and slurping on the veins that throbbed from his shaft. As for Bill, I obliged him as well, I stuck out my ass and pushed against him as he shoved his rod up my asshole. Even though I was still raw from Jake fucking my asshole, I was also incredibly hot and didn't care at this point. 

David grabbed my long hair and used it to piston my mouth up and down, making my lips, tongue and tonsils rape his cock. Bill grabbed my hips and finally shoved all nine inches of his rod into my raw, gaping asshole. They both began pumping my holes, same rhythm, same motions. I remember thinking to myself how much more slutty could I be? I didn't care, I just wanted to get fucked. 

I reached behind David and slid a finger inside his ass, which he seemed to really love. The only time my mouth left his cock was to lick and suck his balls, which he also seemed to really love. 

I could feel my asshole opening further and that familiar burning sensation had returned, but I never complained. I had never seen a man Bill's age have such a big dick and it felt so fucking good inside my asshole. He slapped my ass, just as Jake had done, sending the same shock waves through my ravaged body. I hummed around David's cock because the burn of Bill's slaps felt so good. That mixture of tingling and burning is a feeling you can't put into words, just that it feels amazing!!!

I slid a second finger into David's asshole and plunged them in and out, knuckle deep then wiggled them around inside him. I thought to myself how good the inside of an asshole feels, no wonder men love putting their dicks into them!

Just then, David began fucking my mouth harder and deeper, gagging me with every forceful thrust. His grip on my hair became tighter and his thrusts became faster. It was all I could do to keep from throwing up because his cock tip kept pushing my tonsils back. Then one final thrust ...

"FUUUUUUUUUUUUUUUCK!!!!!!!!!" he screamed, ramming my throat as if it were my pussy. Shot after launching shot, David's warm, thick, gooey cum slid down my throat, coating every inch of my mouth.

I guess this excited Bill because he wasn't far off. He began pumping his dick hard and deep, grinding his dick into me and punching my womb with his cock head. His hips moved side to side, making his dick dig into me, and like clockwork, both Bill and I erupted at the same time. 

Gobs of gooey warm cum flooded into my asshole like a raging river as I licked David's cock clean. My own orgasm popped up and soon Bill and I both were screaming and trembling.

"Mmmmmmmm, fucking take that, Roxyyyyyyyyyy!!!!" screamed Bill, shoving his cock, balls deep into my asshole and unloading his seed.

I screamed and hummed around David's cock as I came, then yanked my fingers from his ass and rubbed his juices on his naked nipples, making them hard and sticky. 

Then, there was silence. Bill slowly slid his cock from my asshole and David pulled his cock from my mouth and I just laid there for a moment, letting the rest of my orgasm flow. 

"You were right, son, she IS a slut," said Bill, pulling his pants back up.

"She always has been, even in school everyone knew what she was," laughed David, zipping his jeans and throwing my clothes onto my naked back.

"Give her a minute to recuperate then take her home," said Bill, "And I don't wanna see her in my house ever again."

David agreed and gave me a few minutes to get dressed and catch my breath. We never spoke on the ride home and he didn't even drop me off at my house. He didn't wanna be seen in my neighborhood. 

So, now I'm home again, fresh from the shower. As I write this, I have resigned myself to the fact that all fantasy does not match reality. That was the case with David. For four years I lusted after him, but after having his dick inside me, I honestly don't see what the big deal really was. But, all the same, I did get to experience it and now I have another juicy story for my diary. Life is good.

Love, Roxy 



The Diary of Roxy Sanders Ch. 04



Entry Four

Dear Diary, 

It's been a few days since my little rendezvous with David and his father. I haven't written anything because there really hasn't been anything to tell, until now, and this is where it gets hot. 

I was in my bedroom this morning, doing my nails and jamming to the stereo, when my cell phone rang. Now, naturally, I thought it was one of my "sisters" calling me, but it wasn't. It was Bill, David's father. Immediately, I asked him how he had gotten my cell number and he just laughed and said, "Getting you wasn't hard and neither was getting your number," and he left it at that. 

We went on to talk a few minutes, recounting that night in the cottage and our secret threesome, and of course, this made my pussy very wet. 

I hinted to Bill that our conversation was turning me on, and he said the same thing. Seconds later, I had my fingers inside my panties, slowly stroking my bald pussy. I hadn't been touched since the kinky threesome and I was in need of attention. I whispered to Bill for him to remove his pants. He said he couldn't because he was at work, but, me being me, I did manage to persuade him, and we were off. 

"Tell me how your pussy feels, Roxy," he whispered into the phone.

"Oh, Bill, my pussy's on fire. It's so wet and warm, aching for another dick in me," I groaned, slowly slipping my first two fingers inside my cunt lips.

"Does that pussy miss my tongue?" he asked.

"Oh, God, yes," I moaned, "I need your tongue and your cock inside me, Bill."

I was getting hotter and hotter with each passing minute. I arched my back and began gently thrusting my hips upward, moaning as my fingers sunk in, knuckle deep. My nipples were so hard they actually ached and scenes from that night were racing through my mind.

"Roxy, tell me to fuck you," he whispered, obviously becoming short of breath, also. 

"Bill ... Bill, oh, God, Bill, fuck me! fuck me like the slut I am," I groaned, thrusting my hips faster as my pussy sloshed around my fingers.

"I've never tasted such a hot, sweet pussy, like yours in my whole life, Roxy," he moaned.

"That's because my pussy is the shit, baby," I panted, now thrusting wildly on my bed and shoving a third finger inside me.

"Oh, shit, you got that right, slut," he said, whispering my name, over and over. 

I could tell he was close to cumming and so was I. My pussy was throbbing and so wet it was getting hard to keep my fingers buried inside me. 

"Fuck, I'm gonna cum, baby," he groaned, and placed the phone down on the desk, in front of him so I could hear him. 

His groans and pantings were electric. He must have chanted my name a good 12 times, and this was all it took for me. I arched my back and put the phone down by my mouth, making sure he could hear me. My fingers slammed inside of me so deep, it actually hurt. With one hand, I finger fucked the shit out of my pussy, with the other hand, I went back and forth between my heavy, aching tits, rubbing and pinching my erect nipples. 

"OH, GOD, BILLLLLLLLL," I screamed, watching the room spin and actually feeling nauseous from climaxing so hard. 

I couldn't catch my breath and my heart felt like it was going to explode. Finally, I was able to gain my composure and I slowly slid my pruned fingers from my relaxed cunt, smiling as I noticed the blood smeared around my fingernails. 

Now, I know what you're thinking. Big deal, the old man called you and the two of you had phone sex, and normally, I would agree, BORING. But, this was not your average phone sex call. Yes, I got Bill off and yes, I had an amazing orgasm, but Bill also had a proposal for me.

"Roxy? Roxy, baby? You okay?" he asked, still obviously trying to catch his breath, too.

"I'm here, sorry, had to catch my breath, Bill," I whispered, pulling my panties back to their original spot. 

"Honey, listen, I have something very important that I want to ask you, but this must remain between you and I," he said.

"Ummm, okay, what is it, Bill? I asked, sitting up on my wrinkled blanket.

"First, let me say, I was extremely impressed with you the other night, and now today, also," he began.

"Thank you, Bill," I answered, reaching over and grabbing my nail file.

"Second, how would you feel about doing that for a living?" he asked.

"Doing what?" I asked.

"Having sex," he whipped back, "I think you could make a killing with the skills you have, baby."

Okay, this took me completely by surprise. I mean, yes, hell yes, I love sex, but the thought of making a living by being a prostitute never crossed my mind. The only experience I had with prostitution was the seven times I had watched Pretty Woman. 

"You want me to become a prostitute?" I asked, tossing my nail file across the bed.

"Don't tell me you've never thought about it," he said, "A girl with your skills did not come by them by accident."

I didn't know what to say. I just sort of sat there with my mouth gaping open for a few minutes, then finally was able to stutter out, "How much money do you think I could make?"

"Well, I can't give you an exact amount, Roxy, but I can tell you you would kick ass," he said, "I've already told some of my associates about you and they want to try you."

I could not believe it! Not only had this come out of nowhere, but now Bill tells me that he's basically been selling me and I had no idea.

But, then I came to my senses. I thought, hey, you DO love sex and you ARE great at it, why not make some money doing something that you're so gifted in. So, I made the arrangements with Bill, and tonight, I met my first trick.

Naturally, I was extremely nervous. I agreed to meet the man at a nearby hotel. Upon entering the lobby, a bellhop met me and ushered me into the elevator. 

"You're Roxy, correct?" he asked, not even turning around to look at me.

I was stunned, for a second, and meekly answered back, "Yes, I'm Roxy."

"Mr. Rowe is expecting you, room 812," he said, pushing the button for the eighth floor.

I remember my heart was racing and pounding in my ears, almost as if I was walking through a tunnel. The elevator zoomed us up rather quickly and soon, the doors opened. 

"Have a great evening, Roxy," smiled the bellhop, just as the elevator doors closed.

Looking around, I noticed all the doors were the same, some were even missing the room numbers. I paced up and down the hallway, nervously searching for room 812. 

Just then, a door swung open, and there was a very distinguished man, standing in a navy blue silk bathrobe.

"Roxy?" he asked.

"Yes," I answered, "I'm Roxy."

"Please, come in," he said, smiling and ushering me inside the room.

As I looked around, I noticed that the windows were all blackened out and there seemed to be no clothes, what did he come to the hotel in?

"Don't be afraid, Roxy. Bill has told me alot about you and I know you're nervous, this being your first time and all," he said, sitting down on the bed, "By the way, my name's Roger."

I wasn't really sure what I was supposed to do first, so I guess I must have looked really stupid just standing there, clutching my purse.

"Well, we only have an hour," said Roger, "Let's get started."

So, I nervously put my purse on the floor and began undressing, slowly unzipping my black leather mini skirt.

"Yeah, that's it, baby, I wanna see that body," whispered Roger, opening his bathrobe and revealing his large cock.

I remember I couldn't stop shaking. I couldn't stop looking at Roger's cock. It was so thick and the tip bubbled with pre cum. He slowly began stroking what must have been a good 10 inches, urging me to continue undressing.

I slid the mini skirt down to my ankles and followed it with my red lace panties. His eyes lit up when he got the first view of my bald pussy, and he began stroking a bit faster. Next, came my blouse, which was easy to get rid of, three buttons and it was history. Then, I removed my bra, slowly slipping it past my tits, making him wait a second or two to finally see my sexy nipples.

"God, you look hot," he whispered, standing up and taking his robe completely off. 

His cologne was thick and the room seemed so hot as he walked up behind me and slid his arms around my tiny waist.

"You remind me alot of my daughter," he whispered, nuzzling his mouth close to my right ear, gently biting on my earlobe. 

"Want me to call you Daddy?" I asked, reaching up and playfully cupping my heavy, sexy tits.

"Oh, God, yeah, call me Daddy," he whispered, biting down hard on my earlobe, "I want you to call me Daddy everytime we meet up like this."

There was something very erotic about that. Something about that that made my pussy go into overdrive. My nipples immediately hardened. 

"First, I wanna see how good you suck cock," he whispered, slowly pushing down on my hips, lowering me to my knees. 

I turned around, on my knees and faced him. His cock was only two inches from my face and he smelled like fresh soap. I reached up and put my hands on his hips and leaned forward, gently teasing his wet cock tip with my tongue. His pre cum was salty and so warm in my mouth. He slowly began rocking his hips forward, feeding me his dick. His hands laced through my long hair as his cock worked its way inside my throat. I gagged, at first, but quickly adapted to his thick shaft.

"Oh, shit, yes," he groaned, "Work my cock, baby."

I leaned forward more and sucked another couple of inches into my mouth. I swirled my tongue along the underside of his cock, while reaching down and fondling his balls. He began thrusting a bit faster, feeding me a couple more inches. 

I could feel my pussy beginning to drool and I knew I wouldn't be able to last much longer. So, I figured, maybe if I suck him off faster, we could get to the fucking faster. I reached around and teased his ass crack with my slender fingertips, and as my mouth finally sucked down the last few inches, I slipped a finger inside his asshole, gently opening him up.

He began to groan and his words were slurred, the first sign that a man is in the zone. I pumped my finger inside his asshole, then wiggled it around, opening him up further. I slammed my mouth down to the base of his cock, wrapping my lips around his flesh and sucking, almost like a baby on a bottle. My other hand fondled his balls faster, gripping them and rolling them around in my warm, small hand. 

His hips were driving forward like a machine and his groans were becoming louder and louder by the minute. His grip on my hair tightened and his cock grew thicker in my mouth. I could feel his balls getting tight and I knew he was close. 

"Oh, fuck, make me cum, slut," he groaned, pumping his cock faster into my mouth, "Don't fucking stop!!!"

Now that I had his asshole gaping open, I slid a second finger inside, ramming and wiggling it, knuckle deep. He grabbed my head with both hands and started skull fucking me, screaming out the name Angel. I assumed this was his daughter, so I didn't make a fuss.

Seconds later, his cock erupted inside my aching mouth, flooding my throat and tonsils with his sticky, hot seed. His body was trembling and his legs were shaking as I slowly slid my two fingers from his asshole. He was breathing hard and still slurring his words, but I didn't mind. 

After he had a chance to calm down, Roger slowly slid his softened cock from my mouth, patting me on the head and thanking me for a job well done. 

I assumed this was it, so I stood up and leaned over, reaching for my clothes on the floor. Just then, he walked up behind me and slid his hands onto my hips again, only this time, he wasn't interested in nibbling on my earlobe.

He pushed his cock tip against my ass and ordered me to lean forward. I remember being amazed that a man of his age could recuperate so fast. But, he did, and within seconds, his cock was balls deep in my ass. 

"I don't wanna run the risk of knocking you up," he said, slowly thrusting forward, pushing me further onto the bed. 

I arched my back and gripped the fluffy comforter on the bed into my fists. I threw my head back and showered my naked back with my long blonde hair. 

"Angel, tell Daddy you love his dick," he groaned, grabbing my ass and spreading my cheeks wide.

"Oh, God, Daddy, you know I fucking love your big dick," I moaned, knowing I would say anything, at this point, to have a dick inside me.

"Yeah, Daddy's gonna treat you good, baby," he groaned, "Daddy's gonna pay his slut extra well for this shit."

I groaned and quickly adjusted to the large cock shoved in my asshole. I had never had a dick that big inside my ass before. He had the length and the girth to make me sit up and take notice. 

"This is our secret, Angel, that means Mommy never finds out," he groaned, completely unaware, I'm sure, of where he was.

"Fuck me, Daddy," I screamed, "Fuck me hard!!!"

"Oh, shit, Daddy's gonna fuck you, baby, Daddy's gonna own this ass," he groaned, slamming his dick in and out of me, sending me face first into the bed.

I gripped the blanket tighter, so tight that my knuckles turned white. My back was completely arched and my pussy was drooling down my legs. My ass was high in the air and was beginning to ache and burn, but I knew there was no stopping Roger. He slapped my ass and kept driving his cock into me, showing me no mercy. His thrusts begin to quicken, as did his breaths and I knew he was close.

I slid my arm down, beneath me and jammed three fingers into my soaking wet cunt. I matched his thrusts, slam for slam, getting my asshole and pussy worked with the same rhythm. I leaned forward and bit into the blanket, moaning as my ass opened further.

"Angel, Daddy's gonna cum, baby, Daddy's gonna flood that ass!!" he moaned, planting his cock, balls deep, into my ass one last time.

One more loud, glass shattering groan and he erupted inside my ass, flooding me so deep I swore I tasted it in the back of my throat. 

I rode out his orgasm while having my own. I screamed and bit into the blanket harder to the point that my teeth actually ached. My back was fully arched and my ass was open as wide as it had ever been. 

Wave after wave of emotions swept through me as my cunt let loose and I creamed Roger's cock. My hips swayed back and forth as the room spun. I fought to catch my breath as Roger slid his sticky cock from my asshole.

"Damn, that was awesome," he whispered, reaching inside his bathrobe pocket and pulling out his wallet.

As for me, I collapsed on the bed, still feeling the effects of that monstrous orgasm. My fists finally unclenched and released the blanket, instantly tingling and becoming cold from the lack of blood circulation. 

I rolled over, onto my back just in time to see Roger pull out a hundred dollar bill. He tossed it on my stomach and whispered, "Same time next week?"

I smiled and agreed, finally getting up to get dressed. He gave me a soft kiss on my forehead and a swift smack on my ass as I walked towards the door. 

I sat, for a moment, behind the wheel of my car, thinking about what I had just done. For a second, or two, I was ashamed, but then remembered my pep talk from earlier. I did have skills and there was nothing wrong with cashing in on them. So, with a smile, I slid the money inside my purse and headed home. 

Now, as I sit here writing this, the shame has left me and a sense of self worth has taken its place. I was now a business woman. True, I wasn't a lawyer or a banker, but I was a business woman all the same. I have found a way to have sex, which I dearly love, and get paid for doing it. Think I'll go to bed and see what tomorrow holds for me.

Love, Roxy 



The Diary of Roxy Sanders Ch. 05



Entry Five

Dear Diary,

I've since gone on three more "jobs." Turns out, both Roger and Bill have alot of friends, mostly bored, married businessmen with alot of time and money. 

I met a friend of Roger's tonight, his name was Keller. He's married, four kids in college and he just happens to own four of the most successful BMW dealerships in town. 

Come to find out, my name was mentioned purely by accident. 

Roger and Keller were having lunch when a beautiful waitress walked by and Keller remarked that he'd love to get a piece of that. Well, that's when Roger piped up and said that he knew someone twice as hot ..... me. 

So, naturally, Keller began asking questions and Roger was not shy about giving the details of our hotel tryst. Afterwards, Keller was so turned on, he immediately asked for my phone number. 

And now, you're up to speed. 

I was watching music videos when the phone rang, it was Keller.

"Is this Roxy?" asked a man with a deep voice.

"Yes, this is Roxy, who is this?" I asked, turning the TV down and tossing the remote.

"My name's Keller, I'm a friend of Roger's," he answered.

I smiled, instantly remembering that night in the hotel. 

"Yes, I know Roger," I said, trying not to sound stupid, "What can I do for you, Keller?"

"Well, Roger told me that you're the one I should contact about having some fun on the side. He also told me that you're very discreet," said Keller.

"Well, I believe discretion is important," I said, grabbing my soda from the coffee table, "I take it you're married, or in a relationship."

"I'm married," he said, almost in a whisper, "I'm also a very prominent man in the community and my reputation is extremely important to me."

"I understand," I said, quietly drinking my Pepsi, "So, ummm, where would you like to meet?"

"My wife is out of town, can you come over tonight?" he asked.

I didn't answer, at first, after all, I didn't want to come across as desperate.

"Yes, I can come over tonight, Keller, give me an hour to freshen up," I said.

"Great, I'm at 332 Elms Drive," he said, then politely hung up.

I hung up the black cordless phone and ran upstairs, eager to make more money. And, honestly, I was getting horny again. It had been almost a week since I had been with Roger.

After taking a short, hot bath, I emerged, completely coated with warm bubbles. I found this to be very sexy, but I restrained, knowing I would need all my energy for tonight. So, I quickly got dressed, sliding on black leather pants and a black leather halter top, and finishing off with a few sprays of my favorite perfume.

I found Keller's house pretty easy. Come to find out, he was only about 6 miles from my front door, talk about convenient!

He must have seen my headlights because he was already standing at the front door, nervously looking around to see if anyone saw me. I got out of my car and approached him, not saying a word or showing any emotion on my face.

Once inside, he took my jacket and seemed very pleased with my outfit.

"Wow, Roger said you were hot, but you exceed even my hottest fantasies," said Keller, tossing my jacket onto the couch.

"Thank you, Keller," I said, giving him a sly grin as I walked to the middle of the large living room.

"So, what kind of things do you do?" he asked.

"I can do anything you want," I said, "Whatever you need to get you off, baby."

"Well, I've always wondered what a vibrator in my ass would feel like," he said, seeming almost ashamed.

I smiled and walked towards him, sliding my arms around his waist and giving him a gentle kiss on his soft lips. I could feel his cock poking out behind his pants and this excited me. 

"Do you have a vibrator, Keller?" I whispered.

"My wife has one in her dresser drawer," he whispered back.

"Well, how about you go get it and I'll get more comfortable," I suggested, looking up into his dark green eyes.

I couldn't help but giggle at his boyishness. How could such a savvy businessman be so embarrassed about something as minor as wanting your ass fucked with a vibrator. I mean, let's face it, many men enjoy this, it's no longer something that just women get off on anymore.

I slowly slid my fingers between the waistband of my leather pants and my washboard stomach, getting chills as the button popped loose and the zipper fell down. 

I could feel my nipples already beginning to harden and my thong was quickly becoming wet. I kicked my pants off, but left my thong on. I reached up and unzipped my black leather halter top, instantly setting my large tits free. 

My tan nipples were pointy and aching, begging for some attention. I tossed the top over on top of my pants, remaining in nothing but black stilletto heels and a black lace thong.

Minutes later, Keller emerged with the vibrator and a small bottle of body oil. His cheeks were red and his words were almost in a whisper as he complimented my tits.

"My wife used to have tits like that," he said, "But old age and four kids have destroyed them."

"I'll never let my tits become saggy or unattractive," I said, giving him a reassuring smile.

"Make them jiggle," he whispered, sitting down on the couch, "I like watching tits bounce."

Now, that was hot! He didn't want to get right into the sex, he wanted some old fashioned kinky foreplay. 

He groaned and unzipped his dress pants, lifting his ass a bit and sliding them down to his knees. 

His cock was pretty good size for a man his age. If I had to guess, I'd have to say it was, at least, nine inches. 

He sat there, slowly stroking his fuck rod, watching my huge tits bounce up and down, occasionally slapping into each other. 

"Yeah, that's it," he groaned, slowly bucking his hips, "Make them babies bounce for Daddy."

My pussy ached with his words. My nipples became hard as glass and my entire body was screaming to get fucked. 

"I have a daughter your age," he whispered, stroking his cock a bit faster, "Her tits aren't as big, though."

I stopped bouncing and slowly dropped to my knees and crawled over to him. He watched my every move, occasionally groaning and whispering for me to come on and earn my money. 

To my surprise, he did not want his cock sucked, he just liked seeing me down there near it. 

"You ever fuck your Daddy?" he asked, "I bet you have."

I shook my head no and proceeded to tease his cock tip with my tongue anyway. His pre cum was extremely salty and instantly made me thirsty. His cock smelled of Old Spice, as he spread his legs wider.

"I'm gonna lay down and spread my legs," he said, "When I do, I want you to lube up that vibrator and shove it up my ass."

I don't know what it was, but something about that seemed so erotic to me. It was new and different and I was certainly getting off on it.

I watched him lay back and finish sliding his pants off, revealing his entire naked body to me.

"Fuck my ass," he whispered, spreading his legs as wide as he could.

I smiled and licked my lips seductively, then grabbed the bottle of body oil and coated the entire vibrator, making it both shiny and saturated. 

I asked him if he was ready and he nodded his head yes and I went about doing as I was instructed.

At first, I was nervous, I had never done this before. But, as the first couple of inches slid into his asshole, I became more and more relaxed. He released his ass muscles, allowing me to finish driving the rest of the vibrator inside him. 

"Rub my balls," he panted, "God, fucking rub my balls!!"

I quickly raised my hand and cupped his warm, tight ball sack, instantly gripping them and massaging them.

"Yeah, that's it, bitch," he groaned, "Ram that vibe in me!!"

So, like a good little slut, I obeyed and began fucking Keller's asshole with the thick, eight inch vibrator, watching his asshole open up more and more.

After a few minutes, I noticed Keller had become quiet, mostly just lying there bucking his hips. 

"Keller? Are you okay?" I asked.

"If I give you another hundred dollars, will you do something for me?" he asked.

Another hundred? Fuck yeah!

"Of course, Keller, what is it?" I asked, still slowly working the wet vibrator in and out.

"Go in that middle drawer, over there in my desk, and pull out what you find," he said.

"Okay," I whispered, releasing the vibrator and slowly standing up, making my way to the large oak desk, in the corner.

I slid the drawer open to find another vibrator, only this one was attached to a harness. 

Wow, this man was kinky!! I loved it!!!

"You ever use a strapon?" he asked, still lying on his back with his legs spread.

"No, but it doesn't look complicated," I answered, pulling the strapon from the drawer and walking back to Keller.

"Put it on and fuck me up the ass," he whispered, quickly flipping over onto his hands and knees.

I stood there, for a moment, admiring his sexy asshole and his firm ass, both unexpected for a man his age.

"Hurry up, bitch," he said, looking over his shoulder.

I took a deep breath and stepped into the harness, looking down and admiring my new found "cock."

"I want you to slap my ass and call me your slut," he whispered, slowly arching his back and thrusting his asshole backwards.

So, I obeyed and took my place behind him. I got on the couch, on my knees and placed my hands on his hips, gently pushing the tip of my "cock" to his rim. 

"You want my cock, slut?" I asked, thrusting forward.

"Yes! Yes!" he moaned, "Make me your ass slut!!"

I smiled and pushed the head of my "cock" into Keller's asshole, instantly forcing it open. I leaned back and came back down, popping his right ass cheek. I smiled again, noticing the bright red hand print on his flesh.

He moaned and remarked on how good the sting felt, how it made his balls tighten up. So, I smacked his ass again, a bit harder this time.

I repeated the ass slaps all the while shoving my "cock" deeper and deeper into Keller's ass. 

After I was satisfied that his ass had been branded, I again placed my hands on his hips and began fucking him, making him my bitch.

At first, I only gave him a few inches, wanting to tease him and see how much he could take. Then, when I was sure he was at the edge, I pulled out and slammed my "cock" inside him, burying my meat in his asshole.

I told him what a nasty slut he was and how good his asshole felt wrapped around my "cock." I complimented his gorgeous ass and huge dick, telling him over and over that he was now My Bitch. 

He really seemed to enjoy that part. He would groan and beg me to fuck him harder, agreeing over and over that he was My Bitch, I owned his asshole, no one else.

I was getting off on this, all this control was mind numbing. 

He began to rock his hips faster, begging me to make him cum. So, I instructed him to turn back over, back to his original position.

He quickly obeyed and returned to laying on his back. 

"Spread your fucking legs," I moaned, pulling them apart before he could even blink, "Now, stroke that fat cock while I fuck the shit out of you."

He moaned again, and again, he begged me to make him cum. I leaned forward and grabbed onto the arm of the couch for leverage, and began fucking into his asshole like a jackhammer. 

I could hear his ass juices slapping my "cock" each time I thrust into him and I knew he was close.

"Yeah, that's it, you little slut, cum for me, cum all over my "cock," I chanted, over and over, pounding into his asshole.

My pussy was wetter then ever and I needed to cum, so I figured, make him cum first then hopefully he'll make me cum.

"You little slut!!" I yelled, "Fucking cum!!!! What the fuck do I have to do? Rip your goddamn asshole in half?" 

"Oh, GOD!!!" he screamed, "Rip my asshole!!! Rip my asshole!!!"

I pounded into his ass so hard my tits were becoming sore from slamming into each other, but I never gave up. I just kept on fucking Keller's ass until he finally could take no more. He tensed up and arched his back, throwing his legs apart and screaming, "FUUUUUUUUUUCK!!!! OH, SHIT, TAKE THAT, BITCH, TAKE IT!!!! ALL OVER YOUR FUCKING TITS!!!!!"

Rope, after gooey rope, shot up onto my tits and nipples, spraying all over my stomach and even making it to my lips. I just kept on fucking him right through his orgasm, knowing this would make it more intense. 

Finally, after a few minutes of showering me with his seed, Keller came to his senses. He caught his breath and thanked me for fucking him so good. 

"I bet you need to get off now, huh, baby?" he asked, slowly sitting up on the couch.

I gently pulled my "cock" from his ass and slid the harness off me.

"Lay down on the floor and I'll suck that sexy pussy for you," he whispered, motioning for me to lay down at the foot of the couch.

I obeyed and quickly dropped to the floor, instantly spreading my legs.

"That's a sexy pussy you got there," he whispered, hovering over me, "Reminds me of my daughter's cunt."

"You've seen your daughter's pussy?" I asked.

"Many times," he said, "Many, many times. I used to pay her to let me watch her shower."

This too, was very sexy and erotic to me. Was I losing it? 

"I never fucked her," he said, "But, she did let me finger her and make her cum a few times."

"Mmmm, I love being fingered," I moaned, reaching up and playing with my big tits.

"She was always such a good slut for Daddy," he said, lowering his mouth to my aching pussy, "Always ready to please and be pleased."

I closed my eyes and imagined Keller in the bathroom with his daughter. I imagined her sitting on the toilet, legs totally spread and his fingers buried inside her cunt. This image only made my cunt drool that much more.

Keller's breath was hot on my swollen pussy, almost melting my oversized clit. His tongue was ruthless, lashing against both my clit and my fat pussy lips. I arched my back and groaned, over and over, knowing I would not be able to hold off for very long. 

He slammed two fingers inside my dry asshole, instantly sending me into another zone, completely unaware of my surroundings.

Something about having a man, old enough to be my grandfather, fingering me and eating my pussy was very very hot. I had always loved older men, but I had never had one as old as Keller. 

My mind drifted away as I became more and more lost in the sensations that were flooding my pussy. I had never had my cunt eaten out so good. He left no spot unlicked. His tongue danced over my clit, sucking it into his mouth and gently biting it with his razor sharp teeth. 

I bucked my hips and began riding his face. My nipples were at full attention and my ass had begun to loosen. My pussy was flooding and my mind was jello. 

"Oh, God, Kellerrrrrrrr!!!" I screamed, "Oh, fuuuuuuck!!!! I'm gonna cum!!! I'm gonna cum!!!!"

Keller kept on, never faltering. His tongue and fingers worked together like a well oiled machine. One pumping me and the other licking the skin right off my pussy. 

I chanted and moaned, panted and screamed, finally reaching the hardest orgasm I'd ever had. 

My mind went totally blank and the room was spinning in three different directions. My eyes rolled into my head and my mouth fell open, gaping and panting, struggling not to die of complete and total extasy.

Finally, several minutes later, I was able to breathe and focus again. I watched Keller get up and wipe his mouth clean. He stood over me, wallet in hand, and tossed two one hundred dollar bills beside me.

"That was the best sex I've had in years," he said, extending his hand to help me up off the floor.

"Thank you, Keller," I said, trying to stand without swaying or falling.

"I'll definitely give you a good recommendation," he said, smiling and excusing himself to go take a shower.

Now, normally I would have stayed and showered with him, but that was extra, and considering he had already put his wallet away, I figured our night was finished. 

So, I slowly got dressed and quietly left Keller's house, careful to not be seen.

Now, I am home, freshly showered and feeling great. I have now accumulated close to a thousand dollars, not a bad way to make a living.

Who knows, if I keep this up, I might just be able to finance those dreams I've always had.

Love, Roxy