Every guy I’ve ever known has secretly wanted some woman out of his league. For some it’s a high school teacher or a college cheerleader. For me it’s been Cassie.
The first time I met her I was waiting to pick my future wife Jill up from her parent’s house. It was a cold, crisp March evening and I had stepped into the foyer to get warm when Jill’s oldest brother Conrad stepped in with his latest girl.
She had to be at least fifteen years younger than him. Damn, she was hot. She stood about 5’4″ with long, honey blonde hair. She had big blue eyes and a tight, tight body. From the moment she stepped in from the cold I couldn’t take my eyes off her. She pulled off a preppy tweed jacket, revealing a tiny white tank top struggling to contain the rockets standing straight out from her petite frame. She wasn’t wearing a bra and the cool winter night had her nipples at full attention. The image of her standing stiffly, her black open-toed heels pushing her perfect bubble ass up into the air has been permanently burned into my memory. Her jeans were tight enough I could see the folds of her pussy. I could hardly conceal my lust but I remember her glaring at me as though I was a piece of dog shit she had to step over on the street. We were finally introduced and I learned her name was Cassie. Later I found out she was a senior in high school. I stole glances of her at every chance but she was barely able to acknowledge we were even in the same room. What a bitch!
It’s been ten years since Jill and I married, her brother ended up marrying Cassie a year after us. We all still live in the same town. Over the years I’ve seen Conrad and Cassie at a number of family functions but it’s fair to say she hasn’t thawed out to me at all. She’ll say hello to me, but that’s as friendly as she gets. The best times are family weddings; she always dresses to be the centre of attention. What I wouldn’t give…
Conrad and Cassie always seemed to have lots of friends and lots of parties but they never included Jill and I. Conrad isn’t the nicest guy and I work in construction and he is a musician so we have little in common. It surprised me to get a call from him on a Saturday night about a month ago.
“Bob, are you there Bob?” I didn’t even recognise his voice on the phone at first, partly because we rarely talk on the phone and partly because of all the noise in the background. It sounded like one hell of a party was going on. He was shouting into the phone and I remembered my wife telling me Conrad would be playing with his band tonight at the Harrington Golf Club.
“Hey Conrad, what’s up?” I was already convinced the battery had gone dead on his car and the asshole wanted me to drive all the way out to the Club to give him a jump-start.
“Bob, you’ve got to help me!” he sounded desperate “Can you come down here right away; Cassie is down here at the Harrington with me she’s… been drinking a lot. Can you come down and take her home for me before she gets carried away. I’ve got to be back on stage in a minute. Can you help me or what?”
Why was I getting the impression I wasn’t the first person he had called for help? And what was he worried about, Cassie was probably just putting on her bitch act and pissing people off.
“Yah, okay Conrad, I guess I can come down.” I tried to make it sound like a chore but as I hung up the phone I was already starting to relish the thought of getting close to a drunken Cassie when she was all dolled up for a night on the town.
My wife got an edited account of what was happening and I wondered if she would let me go. But she didn’t seem concerned at all.
I enjoyed the warm September night and arrived at the golf club about a half-hour after Conrad’s phone call. Judging by the number of cars in the parking lot the party was still going strong. The sound of the music led me into a dimly lit banquet hall.
Glancing up on the stage I quickly spotted Conrad. He seemed a little too relieved to see me. He nodded towards the bar and it quickly became apparent why he was worried. Cassie was sitting at a barstool at the darkest end of the bar, surrounded by three attractive, well-dressed men. They looked familiar, but I couldn’t place them. Even from across the room I could see her flirting with them, flashing her blue eyes and giggling every time one of them reached across and whispered in her ear.
The dance floor was busy and walking towards Cassie I started feeling out of place in my jeans and T-shirt. Cassie was wearing a thin white cotton dress with spaghetti straps. The light dress had climbed up her thighs enough to show off the tops of her milky white silk stockings. I relished the sight of her tiny feet wrapped in wicked cherry-red pumps with thin heels at least four inches long. Her breasts stood straight out aided by the half-cup bra, the edges of her nipples just visible over the top of her dress. The room was hot and humid and in several places her dress clung to her damply. The difference between her dark tanned skin and white dress and stockings made for a wonderful contrast. Her large gold hoop earrings were almost hidden by the mass of golden blond hair. She was holding an umbrella drink between both hands and judging by the small pile of umbrella’s on the bar beside her she had been through a few of them. The men had huddled around her making it difficult to get her attention.
“Cassie” I yelled at her, over all of the noise, but she didn’t hear me. Then she peered through the men, saw me and smiled. The bitch smiled, not a wicked little, eat shit and die smile but a big happy to see me smile.
“Bob… what are you doing here?” She shouted out at me, ignoring her entourage for a moment.
I pointed up to the stage and yelled back “Conrad called me. He’s worried Cassie. I think its time to go”
She pushed her glossy red bottom lip out in a pout. “Aw Bob, not yet. I just started having fun”. She surveyed the men surrounding her trying to decide what to do next and then she smiled and said playfully, “You haven’t even met my friends. They’re Air Force pilots”. I peered through the dim light at her new friends; you could see they worked out, a lot. I still didn’t know where I’d seen these three before, but I was certain they weren’t pilots.
“This is Kenneth” she motioned to the largest of the three, a blonde, well muscled man in a tailored dark suit standing behind her to the right. I grinned at Kenneth; I hadn’t seen a guy with a flattop haircut since I was a kid.
Moving forward to shake Kenneth’s hand the three men moved back slightly and I suddenly realized what was happening with Cassie and her new friends. Kenneth’s hand unhurriedly came out from under the hem of Cassie’s dress. And the bald man with the earring standing behind her had his hand through the back of her dress and was massaging her right breast. The dark haired man on her left sported a handlebar moustache and was the youngest of the three. He was rubbing his crotch up against her thigh and had a firm thumb and finger grip on Cassie’s left nipple right through the dress. I stared at them all in shock and Cassie laughed loudly saying, “This is Harold and Ray”. Harold and Ray nodded. Kenneth’s enormous hand was still extended and all I could do was reach over and shake it. He pumped my hand and it became obvious how wet his fingers were, probably just sweat, but without thinking my hand went to my nose, smelled and then inhaled deeply. The smell was unmistakable – pussy. Hot, wet pussy. No wonder she didn’t want to go home.
Clearly I had a major problem. Conrad was counting on me to get his wife home safe and sound. But three muscled guys had found a bitch in heat; it would be difficult convincing them Cassie wasn’t available for their entertainment tonight.
“Listen guys…” moving in closer I tried in vain to get their attention. Kenneth’s hand was back under Cassie’s dress and her thighs had spread noticeably with its return. “Guys, the funs over, I’ve got to take her home now”. They were ignoring me. Shit, now what? “Guys? I’ll tell you what, you see the guy up on stage, the one playing the saxophone is her husband”. They all gazed up at the stage for a moment and nodded. At last I had their attention. “I’ll make you guys a deal, I am going to take the lady outside, and you guys are going to wait here for ten minutes.” I plunged on, “after ten minutes you guys come out, if the lady is in the parking lot it means she wants to party but, if the lady is not in the parking lot it means she has changed her mind. Either way her husband doesn’t have to worry”. Maybe my ruse was going to work.
They watched me and then turned to Cassie. Luckily Cassie nodded encouragingly to them and they seemed to go along with the idea. She reached over, picked up her clutch purse from the bar and got up from the barstool as the guys reluctantly released her.
“Alright” she said softly to me, “I’ll be right with you, but first I have to go for a pee.”
We all stared as she made her way across the dance floor. Her ass was moving seductively, she knew we were eyeing her. I ordered a beer and we all waited in silence for her return. About ten minutes later Harold noticed her coming towards us. She was walking leisurely, her long strides pulling the hem of the dress up over the tops of her stockings. Her breasts were heaving up and down with each step and I realized her bra was gone. She sauntered over to us and reached down to the hem of her dress, teasingly lifting the front of it up. I glanced over at Conrad up on the stage and I was pretty sure he couldn’t see anything from where he was standing. I held my breath as she bunched the front of her dress over the top of her hips up to the base of her stomach. She had nothing covering her below the waist except for white stockings. It seems she had taken her panties off in the bathroom too. I found myself staring down at her pussy, which had just a swath of pussy hair about an inch wide running from the top of her panty line down into the folds of her pussy.
“See anything you like?” she asked, her eyes twinkling mischievously.
No one needed to answer because already three pairs of hands dived under the front and back of her dress, massaging the cheeks of her ass and moving over, under and into her pussy. She still had her back turned to the stage when the bald one, I’m guessing he was the one named Harold, reached out and pulled the front of her dress down until her breasts were stood out for everyone to see. They were hard enough to have been carved from marble. I stared at her glossy deep-red erect nipples; they were now the exact same colour as her lips. Cassie giggled but didn’t make a move to cover herself up. I had never seen a woman this hot.
Ray went over to her and made an up-close inspection of her breasts then he leaned over and whispered in Cassie’s ear. She immediately blushed and then smiled up at us before nodding to Ray. Reluctantly the men’s hands released her and they sat back to watch. First she held the front of her dress up with the palm of her left hand and with her other hand she began stroking herself from the root of her clit all the way down to the inner confines of her pussy. Cassie’s antics were beginning to create a lot of attention, both on the dance floor and off. How very captivating to see this beauty caressing herself in a public place.
A saxophone suddenly started bleating hysterically and I knew the time to go was now. Amid a chorus of boos and groans I reached over and pulled the dress back up over her breasts. I waited for a moment more before starting my next move. Firmly gripping Cassie by the right elbow I began trying to guide her towards the exit. She pulled the front of her dress down over her hips and we were on our way. We crossed the dance floor with her trying her best to walk like a whore. She kept glancing back and waving at the guys, and then I realized she had pulled the whole back of her dress up to reveal her bare ass. God, please help us make it out of the building alive. As we passed the stage I glanced up at Conrad and he seemed appreciative; he had absolutely no idea what was happening. I couldn’t even bring myself to feel sorry for the bastard.
We got outside and the night air seemed to sober Cassie up a little. Guiding her over to my car I started unlocking the passenger door when she stopped suddenly.
“Wait a minute; we’re not really going to leave them…are we?” she cooed.
Cassie was leaning back against the door of my car. The cooler temperature outside was having an amazing effect on her breasts. She didn’t even seem concerned with her dress riding up again. Reaching for the door handle again I heard a series of catcalls and hoots from behind me. Oh Christ, they hadn’t bothered to wait two minutes never mind ten minutes. I tried to hurry Cassie into the car but she wasn’t interested in leaving.
“Over here guys!” She shouted across the parking lot as she waved her arms in the air.
I shook my head and a feeling of resignation flooded over me as I watched the trio heading towards us.
“Hey, you waited for us!” These guys were genuinely pleased with the sight of Cassie in the lights of the parking lot. “Come on, let’s have some fun”.
Kenneth walked straight over to me, got right in my face and menacingly asked, “Unless you have a better idea?”
What could I say? I’m as noble as the next guy is but it certainly wasn’t worth getting shit-kicked when they were obviously going to get what they wanted anyway.
Cassie ignored my peril, linked arms and snuggled up with Harold and Ray as she led them towards the back of the building. I shrugged my shoulders.
Kenneth flashed a broad smile, “That’s what I thought”, he said. Then started to follow them, stopped and glancing back at me asked “Are you coming or what?”
Cassie was still walking away; they already had her dress up over her hips and someone’s, Ray’s hand I think, was squeezing one of her bare ass cheeks every time she took a step. “Oh yeah” I heard myself say “I wouldn’t miss this for anything”.
We walked across the parking lot to the alley behind the clubhouse kitchen. Lights from the parking lot and a bare bulb over the door of the kitchen lit up the pavement and a nearby dumpster. At the end of the alley you could see the beginning of the lush green grass and shrubs of the golf course. An old mattress was leaning up against the metal dumpster. I figured some guy probably told his wife he was going to the dump with it, and then made a detour to play a few rounds of golf. Ray grabbed the top of it and pulled it over. It landed with a thump and a cloud of dust onto the pavement. Ray motioned for Cassie to get on it. She practically leapt onto it and in one moment Cassie had Ray’s pants open and was frantic in her efforts to get his dick out.
She smiled wickedly when she saw the size of it and declared, “That’ll do just fine”.
Meanwhile Harold had her dress pulled all the way up over her ass and down at the front revealing her tits. Within moments Cassie was trying to inhale Ray’s dick and Harold was lapping at Cassie’s hot, smooth pussy. Stupid bitch, I thought, what do you think is going to happen to you? Harold got up and pushed Cassie onto her knees, opened his fly and slapped his eight-inch, semi- hard dick on her cheek. Cassie stared up at him, opened her mouth and took him in.
After Harold got good and hard they moved Cassie into the center of the mattress and then they all stood back to take in the full effect of her. That’s when it hit me. These guys weren’t pilots; they were the three man crew from the garbage truck that came down my street once a week. For just a moment I thought about telling Cassie. But the urge quickly passed and I joined their staring. Her hair, pushing into her face, was already out of control. Her lipstick, framing her perfect white teeth had smeared around her mouth. Cassie’s big blue eyes gave away her eagerness and excitement. Her breasts pointed out proudly as she pulled back her soft shoulders. I stood by the dumpster marvelling at how the shadows accentuated her smooth, petite form. The curve of her back dropping down to that perfect heart shaped ass resting on the filthy mattress.
“A slut to liven up an evening” Ray stated breaking the silence and they all laughed. Cassie peeked up at us with those big blue eyes again and gave us a wide smile. “Come on,” Ray started again “take it all off for us.” Cassie rose to her feet and began to seductively strip in front of us. When she was done all she had on were her creamy white, thigh-high stockings and red, high heeled shoes.
“Alright” muttered Ray again, “Who gets to fuck her first?”
Kenneth produced some toothpicks he had obviously brought from the bar for just this occasion and handed them out. He moved over to me and I pulled an unbroken one; shit. Cassie was beginning to lose patience but it wouldn’t be long now. We all held up our toothpicks at the same time; Kenneth won with the short one.
“Aw fuck, not again” Ray spat out, obviously not happy about the outcome, and neither was Harold. Cassie looked at me questioningly and all I could do was shrug.
As Kenneth undid his belt and let his pants drop to the asphalt I understood why Ray was so disappointed. This wasn’t a guy, it was a donkey; his dick was about the same size and length as Cassie’s forearm and his scrotum appeared to contain two tennis balls. Christ, once he was done there wouldn’t be anything left of Cassie. Cassie let out a gasp when Kenneth walked over and showed her his dick.
“Bend over lady” Kenneth grunted. She obliged by sticking her bare ass up in the night air. Then Cassie began to grunt as Kenneth forcefully worked his massive organ into her pussy. Cassie’s cheeks began to redden and soon her whole face and throat were glowing. He leered up at the guys “Ooh you’re gonna enjoy this”. Then he began pumping deeper and deeper, Cassie’s tits slapped back and forth and her grunts grew louder and louder. I was fascinated, how could a woman take a dick this big? His swollen balls actually started slapping up against her pubic mound. The outer opening of her pussy had distended and seemed to have permanently attached itself to the outside of Kenneth’s massive shaft.
Ray and Harold were on either side of the couple with their dress pants down around their ankles. Ray had one hand stroking his erection, the other milking Cassie’s breasts. Harold watched impatiently, waiting for Kenneth to finish. But Kenneth was enjoying himself. He moved his mouth down to Cassie’s cheek and without slowing his pace he started kissing her until she turned her face to meet him. Soon even his tongue was deep inside her. Before long Kenneth began puffing like a locomotive coming down the track. And cum he did. Poor Cassie’s pussy was taking a beating. Kenneth dumped his load deep inside her, keeping his dick buried until his breathing had returned to normal. He pulled his dick out hesitantly and with it came a long thick string of spunk. It began sticking to Cassie’s thigh and huge gobs of it rolled down her puffy, red pussy lips and landed on the mattress with a plop. The swollen lips on Cassie’s pussy continued to twitch as they closed. The colour returned to Cassie’s face as Kenneth sighed heavily and got out of the way.
Ray was the next one up, “Roll over” he ordered. Cassie rolled over; she appeared dazed, as though she wasn’t even sure of what was happening. Ray positioned her ass so it lay in the puddle of Kenneth’s cream, then drove straight into her. Her eyes widened then began searching the faces until she saw me. I couldn’t help but smile back; she was beautiful. Cassie closed her eyes and lifted her ass off of the faded mattress to take Ray deeper. She pulled her knees back to her sides and the long thin heels of her shoes pointed straight into the sky. She dug her fingernails into Ray’s shoulders and he went off like an animal tearing into her. He banged her as hard as he could and then screamed out “No!” but he lost control and just kept cumming and cumming. I was sure the guy was going to have a heart attack. He finally backed out of her, stared down at his handiwork and smiled broadly.
Harold had been patiently waiting behind Ray. He reached down and grabbed Cassie’s hip and motioned for her to turn back over onto her hands and knees. As she did a second audible plop could be heard as another ball of goo landed on the mattress.
“Damn, how am I supposed to fuck her now?” Harold asked, looking up at us dejectedly.
“Why don’t you just fuck her up the ass”, Kenneth suggested.
“Oh, no” said Cassie nervously as she tried to get up, “There’s no way I’m taking anything as big…” Her eyes were locked on to Harold’s dick as she made her protests “well you can just forget about…”
But Harold pushed her roughly back down on the mattress and reluctantly she dropped onto her hands and knees. He reached down and pushed three fingers deep into her pussy and scooped out some of the juices. He used this to lube his dick before he began trying to work it into her upturned ass. Cassie had her teeth clenched and judging by Harold’s reaction I had to assume she was clenching her asshole too.
“Wait a minute,” she said resignedly as she reached to the edge of the mattress for her purse. She unsnapped the clasp with one hand and fished around inside until she had found what she was searching for. She reached back and passed Harold a small tube of lubricant. Harold flipped the top off and squeezed a gob of lube onto his dick. He closed the top and passed the tube back to Cassie’s waiting palm. He began introducing his dick to her waiting ass. Even with the lube the progress was slow, in the end Harold resorted to slapping her across the ass and then driving forward at the same time. The method worked and as the band inside broke into a Mamba Cassie reached back with her right hand and began massaging her pussy. The deeper Harold pushed the faster Cassie’s hand moved; they both worked together until he had finally managed to bury his dick right to the hilt. Then he gradually began working it in and out. I couldn’t believe what I was seeing; Cassie was working three fingers from her left hand into her pussy. I saw her wedding ring disappear into the depths of her pussy and remembered the day I had watched Conrad first place it on her finger. Cassie bit her lip as Harold satisfied himself behind her. As he pushed forward she used her hand to furiously rub herself. Finally Harold couldn’t take it anymore, his breathing got quicker, his face went crimson and he let out a war cry as he came hard and fast. When he pulled out Cassie slumped down on the mattress, a thick, warm milkshake oozing from her puckering asshole as it slowly began to close up. It ran down between her legs, into her hand and mixed with the cum still leaking from her tired pussy.
The boys stood gazing at her lying in the yellowish light from the parking lot. Then they exchanged glances “One more time? Harold asked. They all eagerly nodded in unison.
Cassie turned over and sat up, “Hold it guys” she said, gingerly rubbing her pussy with the palm of her hand “I think I’ve had enough.” It occurred to me Conrad hadn’t been giving her pussy enough of a workout; what a waste.
“You think what?” asked Ray, then he laughed out loud “Lady, we just got started”
She sat for a moment and didn’t say anything then Harold went over to her. “I’ll make you a deal” he said quietly “You take me and my friends one more time and I won’t go back to the party and ask your husband to come outside to see the bitch who just loves getting her ass fucked”
Cassie viewed each man individually, even in the low light I could tell she was blushing. “Well then,” she said, “you’re going to have to catch me first.”
She got up and sprinted naked out onto the dimly lit golf course. Her long stocking legs were moving gracefully and her ass was flexing with every stride. The guys were still trying to pull their pants up when she went past the flag for the sixth hole. She probably could have gotten farther but her heels kept sinking into the turf. Her blonde hair was streaming out across her bare shoulders and back when she disappeared into the rough on the backside of hole seven. The loud shrieking and cursing from the guys could probably be heard back in town as they ran out onto the course in search of their quarry. We ran around aimlessly for about 10 minutes before we heard giggling coming from some shrubbery just off the tee on the seventh hole. We surrounded the bushes and moved in quietly. Cassie was in a small clear area lying seductively on her side, trying her best not to giggle.
She moved to the center of the clearing and waited for whatever was going to happen next. They made Kenneth go last this time. Ray took his turn with her first; he lay down on his back on the cool turf and instructed Cassie to climb on top of him. She did as she was told and before long before she was riding Ray’s bone. He told Cassie the hornier she got the quicker he would be done. I must admit the girl really gave it everything she had but still it seemed to take forever for Ray to get off a second time. She lunged up and down on his prick, her breasts slapping up and down with every stroke. Then she looked Ray straight in the eye, and proceeded to roughly massage her breasts between her own hands. The sight started having an effect on Ray but when she pulled her tits up hard and started sucking on her own nipples Ray went crazy. He reached up, pushed Cassie’s hands out of the way and grabbed a handful of tit in each hand and used them to pull Cassie down on top of him. He started driving up wildly and reached down, grabbed her ass and pushed down to force her deeper onto his dick. He came moments later after a steady stream of curses rolled off his lips. Cassie moved off of him bit by bit and lay back down on the grass. Kenneth had taken his pants off and had them hanging on the bushes, he was stroking himself with both hands and you could tell he was ready to go. Cassie gazed over at him longingly; they would both have to be patient.
As soon as Ray was off, Harold quickly got into place. He dropped down in front of Cassie and drove his dick into her sloppy pussy and started fucking her hard. The sound of the band was still wafting out to us and Harold was doing his best to keep time to their crazy Latin beat. But when Harold started to slow down I knew he was ready to come. He had gone too hard, too fast. He slid off Cassie, stood over her and waved his dick in her face. Cassie sat up, her mouth open. Harold slid his hard cock over her slippery tongue and started moving it back and forth over Cassie’s lips. Cassie reached up to guide his shaft with her hand but Harold pushed it away, held her head between his hands and just kept pumping. Cassie tried to take as much of him in her mouth and throat as she could as he thoroughly skull fucked her. Suddenly Harold stopped with his dick deeply buried in Cassie’s mouth. He let out a groan and then started to piston in and out of her mouth. A dribble of spunk came out over Cassie’s bottom lip and headed down her chin. Satisfied, Harold pulled his cock out of Cassie’s mouth and with it came great, thick white gobs running over her lips, her chin and running down onto her breasts. Cassie sucked some of it back into her mouth and peeked up at us; you could tell she was debating on what to do next. Then she looked at me straight in the eyes and gulped it down. She playfully extended her white-coated tongue as she licked her lips like she had just eaten the best meal of her life.
After this performance Kenneth was more than ready to go. He hurriedly got down on his knees and Cassie laid back, reached down and pulled her pussy open for him as he reintroduced his monster rod to her worn pussy. Cassie’s moans started up again sounding lustier than they did the first time. She seemed to be thinking this was going to be her last chance for his cock and she was going to make it memorable. It seemed much easier going for him this time. For the first few minutes every time he drove his dick in, a gush of splooge was forced out of Cassie’s pussy. Soon a puddle of cream was soaking the ground around her ass. I was beginning to wonder if he was hurting her when she started grunting even louder. Lord, I found it fun to watch this gorgeous blonde woman on her back on a moon-lit golf green being fucked by an enormous dick and all she could do was grunt, like a pig. Kenneth seemed to think he was the Energizer bunny, he just kept going and going, and Cassie kept grunting and grunting. She reached down and had one hand furiously stroking her swollen clit. She then lifted her feet off the ground and tried wrapping her legs around Kenneth’s thick waist; that’s when Kenneth really got going. I realized at that moment that Cassie had been watching my huge, shit-sucking smile for some time. Her eyes closed and her mouth opened wide as she tried to kiss Kenneth once more but I knew he was ready to explode. The muscles in his thighs bulged as his ass flexed and he filled her with his juices. Her grunting never stopped until he had finally pulled his dick all the way out and wiped it on her belly.
Each one of them had fucked her again and they went over to her one last time. Harold was first; he squatted down beside her and presented her with his dick to clean. After she had sucked all of the goo off his limp dick he kissed her on the forehead and thanked her profusely for the great time. Ray and Kenneth each went over and squatted in her face until had she licked their dicks clean too. Then Kenneth reached down between her still spread legs and rubbed the nub of her clit with his thumb and sighed. He told her how great she had been and Ray nodded in agreement. Cassie beamed widely, clearly pleased with herself. They turned to me when they were finished with her and apologized for not letting me have a turn. I told them it was okay, I had enjoyed myself. The guys left us by the seventh hole and went back into the clubhouse for another drink.
I went over to Cassie, she was covered in sweat and again lying on her back on the soft turf, her legs still splayed out and cum smudged on her lips, cheeks, tits and hair.
“Are you alright?” I asked earnestly and she nodded and then smiled weakly. I considered fucking her right then; I don’t think she would have tried stopping me. But instead I started helping her up and we made our way back to the parking lot. When we arrived I propped her up against the dumpster and began searching for her things. The dress I found easily, and the bra and the damp panties were still in her purse.
I started to help her dress; she was a little stiff and still not moving well. She stood up straight with difficulty and I knelt down in front of her, holding her panties out for her to step into. The smell of her sex was strong enough to actually make me feel light-headed. The narrow band of hair on her pussy was matted and clotted with globs of drying semen. Her bald pussy lips were still distended from the punishment Kenneth had given her. More dick-juice came trickling down her inner thigh, soaking into her torn stockings. I pulled her panties up over her slender legs and up tight against her pussy to try and stop the flow.
I decided it was time to bring the car around. When I left, Cassie, glistening with sweat, had slumped back down against the dumpster. I found the car, backed out and headed towards Cassie. I pulled up, got out of the car and stared over the roof. I could only hope I could capture this image, to remember for the rest of my life.
I looked over at Cassie, the colour had come back into her face but she was still in the same position, on her ass with her knees spread wide apart. “Have you had enough excitement for one night?” I asked.
Cassie looked up at me, smiled weakly and nodded. I opened the passenger side door for her and she struggled to the car, still on her hands and knees. The smell was bad as I helped her up and into the car, closed the door and ran back to pick up her purse and dress from the alley. Once back inside the car I passed her the dress to put back on but she just gave me a tired look and set it on the seat beside us. I looked down at the thick white goo beginning to make an appearance from between her pussy lips and realized I was going to have a real mess to clean up if I wasn’t careful. I reached into the back seat for my gym bag and felt around inside it until I found an old tube sock. I handed it to Cassie and motioned towards her pussy. She gave me a confused look which changed to anger and then to resignation as she reached over and took the sock from my hand and stuffed it deeply up into her pussy to keep any more goo from running out. I looked down and could see the reinforced toe of the sock sticking out of her as she slid her ass to the edge of the seat. I reached out and she gently took my hand.
She stretched out across the seat, put her head on my lap and slept all the way back to her house. I took her house keys from her purse and unlocked the front door before I tried to wake her up. We had the light over the garage door and the front entranceway to contend with. I opened the car door and Cassie reached out to put an arm around my shoulder. I draped her dress over her back and helped her inside. I took her upstairs to her ensuite bathroom and poured her a hot bath. Her pussy was still really swollen and red and I could tell from how she reacted when I unceremoniously pulled out the tube sock she was still tender. I helped her into the bath and took great delight in washing her down. We washed her hair and then I gingerly soaped down her glowing red tits, pummelled ass and super sensitive pussy. I could see her tits were going to have nasty bruises the next day from the manhandling they had endured and from scraping back and forth across the ground. I towelled her off softly and helped her into bed, carefully tucking her in.
She looked up at me sleepily with those big blue eyes. “Bob?” she asked “You’re not going to think I’m a slut after this, are you?”
I looked down at her, smiled and shook my head, “No, of course not.” Then I laughed “Actually, I think you’re a pig.”
She laughed too and then reached up with one hand and softly caressed my cheek. “I’ve always wanted to do that.” She was speaking softly. She paused for a moment before continuing on. “I didn’t think it was going to work with you watching, but in the end it made me feel safer just knowing you were. I just knew nothing bad would happen to me”. She paused for a moment. “Thanks Bob.”
I smiled back at her, “No problem Cassie, anytime you want a bodyguard you just give me a call.” Was I kidding myself? I had absolutely no control over what had happened tonight, but it made me feel good Cassie hadn’t noticed.
“Uh Bob?” she asked softly, barely able to keep her eyes open. “Is there anything… I can do to thank you?”
I cleared my throat and then gently pulled the covers back off, revealing her naked form. She followed my gaze to her pussy and asked “There?” She thought about it for a moment and finally said “I think my purse is on the floor beside you, can you get the cream out for me?”
I opened the purse and found the tube of KY with ease. I popped the top off and squeezed an excessive amount into the palm of my hand. Christ, I was as excited as a schoolboy having just discovered his father’s copy of “Playboy” hidden in the basement. I looked over and Cassie had once again spread her legs. I put my hand on her pussy and rubbed the gel over it liberally. She reached down and grabbed my wrist “I’m sorry Bob” she said “But I’m way too sore.”
Well shit, this isn’t fair.
She pushed my hand down over her ass. “But if you want you can fuck me in the ass” She looked up with those big blue eyes “Would that be alright?”
I was so excited, I couldn’t even speak, but I think the big grin was answer enough. I pulled down my pants and boxers as she rolled onto her elbows and knees. I got behind her and tried driving my dick into her ass. I was having a little trouble when Cassie moved her hands from around her pillow down to her ass. She took hold of an ass cheek in each hand and spread herself out. I looked down in disbelief, but I guided the tip of my precum-encrusted cock into her gaping asshole and started to push forward, deeper and deeper. I ran my hand over the dark welt the old man had left on her ass and Cassie started moaning immediately, I couldn’t be sure if she was horny or she was hurting; I was too lost in lust to care now. She let her hands drop to the bed and I felt her asshole tighten up around me. Cassie had the smoothest, tightest hole I had ever fucked. I was in heaven. Considering everything I had been through this night and everything I’d seen I really wasn’t surprised when I started to climax after only about a minute and a half of stroking. I must really have needed it because I dumped about two quarts of hot liquid inside her. At least that’s how it felt. I pulled out reluctantly and watched in fascination as her asshole gradually contracted back into shape. Each contraction pushed more rich, thick batter from her ass and out onto the sheets.
I got out of bed and went over to where Cassie’s head lay on her pillow. Her eyes were closed and I was pretty sure she was asleep, but I couldn’t help myself. I gently opened her mouth and pushed my slimy semi-hard dick in. She rolled it around in her mouth for a moment and then smiled. I pulled out and wiped away the trickle of white sauce running out of the corner of her mouth and down her cheek towards the pillow. I took one long last look at her then took my hand and caressed her cheek, her neck and shoulder. Then I moved my hand down and gently massaged the small of her back and to the matted slimy patch between her legs. I spread the rim of her asshole just enough for a little more of my cum to ooze out of her. I stood up and she was sound asleep, the wet patch on the bed surrounding her ass and hips like a halo. I gently pulled the covers back over her, tucked her in once more and then whispered a gentle “Thanks” in her ear.
The next morning I waited until after my wife had gone off to church and then I picked up the phone. It rang at least ten times before I heard Cassie’s voice.
“Good morning?” She sounded awful.
“Hi Cassie,” I said, “How are you feeling this morning?”
“I feel terrible, my ears are ringing, and my head hurts, the inside of mouth tastes just terrible…” She stopped herself and paused. “What do you want Bob?” She sounded indifferent.
I had been thinking about this conversation all morning. “Hey” I found myself saying, “What are you doing Thursday night?” I knew Thursday was the night Conrad always went out to practice with his band and it was also poker night for some buddies and me. It was also my turn to bring the treats. Damn, the guys were going to be surprised, and I was going to save ten bucks by not having to buy chips and beer.
Her voice changed to annoyance. “Bob?” She waited.
“Yes” I said nervously.
“Go to hell.” She said flatly and the sound of her phone slamming down reverberated through my head.
I looked at the receiver in disbelief before continuing on dejectedly. “Be ready at seven and I’ll pick you up.” And as an afterthought I threw in “And wear something friendly.” I hung up the phone crestfallen. What a bitch.
The End