0 comments/ 47977 views/ 3 favorites Florida Cougar By: HarryOrwell As long as I can remember, I've been attracted to older women. So, on a recent trip to Florida, I had the fortune of visiting a hotel lounge, right on the beach, which had a live band. (They were all in their 70's with bad toupees and rumpled tuxedos.) My friend Larry, who I was staying with, had plans for the night, and the lounge was within walking distance of his place, so no worries about driving. He said the place was nice, though an older crowd for us, both being 40, which was right up my alley. I strolled in around 10pm, the band was trying to play something current, botching up the words and rhythm, and the square bar along the back window looked out on the ocean. I ordered a beer and took in the view, then scanned the bar, seeing a good sized crowd of men and women, ranging from my age into their 70's, laughing, flirting, generally acting like all horny people of any age group. Across the bar sat 2 women, a blond and a redhead, both women done to the nines, with their jewelry and hair perfect, both attractive and about 55 I guessed. They both looked away when I met their eyes, whispering to each other like school girls, caught gawking at a new teacher. Even though they were 15 years older, it felt good to know I intrigued them, and I made a note of it as I looked over the rest of the place. After a minute, I looked across and found my admirers were gone. I ordered another beer and turned to look at the moonlight on the ocean, and there, at the glass, were my lady friends, not 10 feet away, glancing at me, and out the window. I'm not a smooth person, and tried to think of the right opening line. The blond smiled at me and said "Did you lose Grandpa again?" "Huh?" They both chuckled. Red said, "Aren't you a little young for this crowd?" "I don't know, are you gonna proof me?" I laughed. We began chatting. Red's name was Liz and Blondie was Sue. On closer look, they were both closer to 60, and I'm sure both were knockouts in their younger days, and while Blondie was trimmer, Red had a set of tits that just begged to be sucked. Both stood about 5'7, but I'm not sure how much of that was real or heel. People were dancing and a slow song came on, and Red asked me to dance. Why not? She moved into me, her soft breasts pressed into my chest, and she moaned, softly. "Mmmm, you remind me of someone I knew long ago." "Is that good or bad?" I asked. "Good, very good." Her arms tightened around my neck, and her perfume was not overpowering, but definitely strong! It reminded me of my youth, when older ladies always wore perfume, and I felt a stirring in my pants, and it felt good. After the song ended, we held on a little longer, she looked up and said "Thank you". "My pleasure," I said, wondering if I was a novelty or someone of interest to her. I felt other women her age, looking at us. Red was apparently a regular here. I thought she was gonna kiss me, but she hesitated and the moment passed. Back at the bar, Sue was talking to another guy, their age. She introduced me. Liz knew him too and they kissed and exchanged pleasantries. "Bob is heading up to Lauderdale to see Jim, wanna come?" Red looked at me, then back and said, "I don't think so, if Harry doesn't mind my company, I'd just as soon stay local" I wasn't going anywhere, so we agreed. Sue said she'd leave her car for Liz to get home, and after a big hug and kiss on the cheek, they left us sipping drinks, me with a half a hard-on, smiling at each other. They wound up being room-mates, sharing a condo on the beach half a mile away. From what I could gather, they both had no financial worries, traveling often, eating in fine restaurants. The night wore on and she asked if my friend Larry would be waiting up for me, which I laughed at, and she blushed a bit and said "Well, the moon looks fantastic from our balcony." I smiled and said "I'd really like to see that" "Would you? Good, fine, we can go back for a quick tour, and have you back in plenty of time." It was 2 hours to closing. We finished up and I could feel the eyes watching us leave, like teens at a school dance. She handed me the car keys. "I don't see that well in the dark." I said, "Really?" and she smiled, "Don't ever get old Harry." "You're not old, I smiled. "I'm ancient! But thanks for not noticing!" Their place wound up being 3 blocks away, as close as Larry's. We parked in their spot and took the elevator. Red needed a special key to access their floor: It was the Penthouse. The place was awesome, a huge living room, looking out on a patio, with the ocean spread below. She told me to look around as she got us drinks, then we stepped outside. It was a cool breeze off the water. We gazed over the rail, sipping and thinking and she shivered. "Cold?" I asked. "These old bones" "Stop with the old stuff. You're in better shape than I am." "Harry, you're full of shit, but keep it coming, you're doing wonders for my ego!" She leaned into me and i put my arm around her waist, feeling some flab around her middle, not too much. She did that soft moan again and turned to me, our bodies pressed as if we were dancing. "I really like you, Harry, and I know there's no future, but you make me feel young and happy and I'll take that for a night." She reached for my neck and pulled me down, our first kiss soft, almost teasing. We looked at each other and smiled, then kissed again, our eyes still open as I felt her tongue slide between my lips. As our tongues swirled, the beer began doing its thing, combined with the excitement, and my hand slid down to her ample butt and squeezed as she pressed me into the railing, and my cock began to throb. "If you promise to be a good boy, I'll show you my play room!" "Hmmm ,I promise" She led me out, through the den, into her room, with a huge king bed, lots of pillows, very tasteful and expensive furniture. A sliding glass door led out onto her own patio. She took our drinks and smiled as she approached me. "The man you remind me of, was my first love. He'd be about 70 now. I think of him sometimes, and dream of my youth. I wonder whatever happened to him." "Well, I'm glad, I only hope I can meet your expectations." "Honey, you already have," she sighed as her fingers outlined my cock through my slacks. "Most men I meet can barely get it up, but I felt you hard when we first danced. It's a good feeling." We kissed again as my hands went to her breasts. She had a black, button-down satin blouse, and red skirt with heels, bare legs on a Florida night, and she sighed as I began unbuttoning her top. "Wait, let me get the lights." "No, leave them on", I whispered. "Harry, please, I'm an older woman, my body...' "You're a hot sexy woman, and your body looks awesome." The blouse opened, revealing a black bra with milky-white flesh overflowing. Her eyes closed, as I unhooked her bra and slid both off her shoulders, her breasts sagged but not grossly, it was apparent they were real, not implants, her large nipples were pointy and red, almost as if they were raw from abuse. Damn! They looked so sexy! When my hands made contact with the nips, her body shook, and as I teased them, she seemed to swoon, still eyes closed, letting me have my look. "They are awesome, Liz, really, don't ever be embarrassed." I bent and took one in my mouth, biting and teasing as she held my head to her. She moved back and sat on the bed, fumbling with my belt, tugging down my slacks. "Nice undies, Hon" she giggled, as she slid her hand in the waist band and slowly pulled them down, her head inches from my bobbing cock. She had me lie beside her, then wrapped her hand around my shaft, smiling at me, then my cock, thoroughly enjoying this. then those red lips were wrapped around my head, her tongue circling as she got more comfy and I tweaked her nipples. She moaned, louder, now that we were alone. I kept telling her how good it felt, how sexy she was, not wanting her to forget this night. She worked me well, sucking, then licking the shaft while looking up at me, telling me how hot she was. I said, "My turn," and would have happily cum in her mouth, but knew she may lose passion before I got hard again. I stood, and unhooked her skirt, sliding it down, revealing only panties, I don't know if I was expecting a girdle Like Grandma wore, but was happy to see it would be easier. I slid those down as Liz held her skirt over her abdomen, still shy about my seeing her. I tugged it away, and she lay naked before me, with 2 things immediately apparent: She no prude, having shaved her pussy. She also had a bit of a gut, with stretch marks from years ago. I found myself wondering how old her kids were. She had closed her eyes again, and turned her head away from me, and i climbed up and kissed her again, reassuring her sexuality. "You are so hot, I have to taste you." With that, I began trailing down her body, her neck, nips, belly, then skipped down to her thighs, which I spread, kissing the inner, soft flesh, moving up now to her clit, which was large, engorged. When my tongue brushed it, she let out an "OOOOOH!" and I saw she teased her nipples. My tongue slid into the wetness, as I worked my nose against her clit while still tonguing. She was bucking against my face, groaning and writhing, holding my head in place, crying out, "Oh! Oh! No! Too Much!!! Oooo!" Her juices gushed onto me, covering my face with sticky goo, and she trembled as she slowly relaxed, having orgasmed like I never felt before. She pulled me up to her, kissing me, tasting her juices. "Oh Harry, Oh, that was...oh, man, I haven't cum like that in years!" I smiled. "Glad you liked it." She playfully slapped me. "Liked it?, I loved it! We have to finish you off now, I want to feel you inside me," as she spread below me and shifted her body to guide me in. I have always been amazed at how warm a woman's pussy is. The heat when I slid into Liz was beyond warm. It was hot! I groaned and she held me deep inside her. "Shhh, Mommy will take good care of her Big Boy." We began rocking, her muscles in amazing condition, tightening around my cock, which is 6 inches with a bulbous head. In and out we worked, with her whispering how good it felt, encouraging me, urging me harder and faster. We both had sweat drenching us, she was looking her age more now, but that fire in her eyes told me she loved it. Her legs held me inside her and I felt myself reaching the end. "I'm gonna cum!" "Yes, Baby, cum for Mommy, fill Mommy, fill me!" I arched my back, letting lose with a strong gush of cum, then another, holding my position in her as she squirmed, crying out. "Yes, yes, yes baby, yes" We laid there breathing heavily, my cock finally softened and slid out. She slid from under me and went into the bathroom. When she returned, she looked fresh, fragrant, fully a lady again, in a red full length robe and heels again. She came to me as I dressed, kissed me warmly, whispering "Harry, I won't be thinking of my old love anymore. You've replaced him!" We laughed and we went out to the den for a drink. Blondie was there smiling like the Cat in the Birdcage. "You two sounded like you were having such a good time, I was tempted to join you!" Liz touched her shoulder as she passed. "There's always next time, Hon." Florida Cougar Ch. 01 Sweat trickling down the small of his back was the familiar reminder that the heat had overcome his best abilities to work on the highly pitched ladder with any sense of comfort. Connor's gloved hands were slick with perspiration as his arm moved laconically and with overwhelming soreness to pull more fallen palm fronds from yet another useless gutter of faux-Spanish terracotta design. He loathed the way in which these older, wealthy Floridians held style above utility and expected guys like him to make up the difference. As a struggling session musician just out of college, he'd been forced to take an extra job with his distant cousin's landscaping company where he worked alongside a number of immigrant guys with families trying to make ends meet. Connor had become quickly and disgustedly aware with the way in which the "well-to-do" retired set of Miami saw a guy who did his type of work as invisible. Despite his vitriol for the people he mowed and planted for, he'd discovered a lucrative side business in clearing gutters on his own for cash up front. Bypassing the need for a crew, he saved himself fees and pocketed a nice chunk of change on weekends by pulling soaking wet, moldy fronds and other tropical storm detritus from pathetically designed gutters. The only drawback was the need to work up high in such heat. Connor moaned as he reached out to grab a particularly troublesome clump and suddenly felt the ladder shift sickeningly underneath him. He managed quickly to grab hold of a cornice on the second floor of the house and stepped gingerly onto a ledge. The ladder swayed momentarily and then fell into the bushes 15 feet below him. "Fuck," he mumbled under his breath looking down before he turned his attention back to his predicament. He turned carefully to find he faced a window. He crouched down to open it and found it stuck completely shut. Probably locked. The house was a "McMansion" and Connor had a nice view of expensive looking art and vases on the landing through the window. He thought momentarily to call for help but the guy who hired him had left for the airport an hour ago for a "gentleman's golfing weekend" and paid up front with the understanding Connor not go in the house even to use the bathroom. Connor regained his footing and turned to face the backyard again. The pool glistened in the noon light and he knew that yelling would be barely heard in the front. He needed to keep moving and find a way down. He shimmied to his right where he saw the indentation of another window ledge and slipped upon reaching it. He managed to catch himself and sit down squarely on the ledge near the window itself. He turned to try the window but was immediately stopped dead by what he saw inside: The lovely bedroom was decorated quite tastefully in old rugs, fine modern art and was dominated by a king size brass bed. An enormous flat panel television against the far wall was placed in the viewing line of a modern divan covered with a throw blanket. While the room alone was a sight to behold, Connor was left agog by what was happening inside of it. The TV was showing a scene from a porn film in which a woman was performing fellatio on the biggest dick Connor had ever scene. It was staggering to see porn on such a large screen but his eye was drawn inexorably away from the TV to the woman on the divan that seemed to be watching the TV very intently. Her back was to him and from his vantage she appeared to be nude. He could see the muscles on her shoulder and back rippling slowly along with her unseen movements. As he watched her, it slowly dawned on him that she was moving her hands quickly. Her auburn hair seemed to bounce in some shared motion. He realized suddenly that she was masturbating and in a fit of eroticized curiosity his head moved forward where it met forcefully with the metal pane of the window and made a cracking sound. Connor saw only the woman's head thrash around instantly and the burn of her blue eyes before he lost balance and fell plummeting backwards of the ledge. He awoke on a couch in a bright room. Two French doors allowed light to stream through unobstructed and caused him to shield his eyes and then groan in pain. The throb in the back of his head couldn't abide the glare and he rolled away from it. Upon rolling over Connor came face to face with a plastic bag filled with ice and a glass of water. He reached for the water and sipped it. In his hasty thirst he drank too deeply and felt the cold water spill down his chin, onto his neck and chest. His bare chest, he realized foggily as he gasped at the intake of water and suddenly cold trickle on his skin. Why was his shirt off? He wondered "You're awake," he heard a light, feminine voice say softly and suddenly. "I was afraid you'd cracked your skull." A shadow stepped in front of the French doors and Connor had to shield his eyes to make out its slender form as it stood out in relief to the glare behind it. She was about five and a half feet tall and possessed the voluptuously athletic carriage of a woman who spent an inordinate amount of time on her physical upkeep. Her long legs were sinewy and tapered up to a white mini skirt with a very liberal hem length that showed off her luscious, powerful thighs. Her torso and arms were similarly well toned but her chest and stomach were covered by a blue baggy men's suit shirt with the cuffs rolled up to her upper arm. Despite the bagginess that hid her breasts, Connor could discern that she was amply endowed. She was clearly braless but her breasts were high and firm without aid. Her red hair was pulled back to show of her porcelain skin and the blazing blue eyes set into a face of delicate and beautiful features. Connor immediately recognized the woman who had been masturbating in the bedroom before he'd fallen but was struck by one amazing fact; despite her amazing fitness, the woman had to be in her late fifties at the youngest. And she was stunningly sexy. "Can you speak?" she asked with a cautious smile. "Habla ingles?" "Yes," he replied warily. "I'm from New Jersey." He tried to smile but felt a bit of a twinge when his lips spread too wide. She smiled widely at his crack for both of them. "I'm relieved to hear both," she said, her voice relaxing enough to back up her words. "You gave me a scare, falling that far and finding you in the bushes." "My ladder fell," he stammered, remembering the circumstances. "I was trying to find a safe way into the house so I could get down. I meant no harm, I thought no one was home." "If you don't try to go get worker's comp for doing this silly illegal work, I'll agree to believe you and I won't press charges. My husband wouldn't be so kind, you're a lucky young man." She smiled more openly and Connor felt himself blushing. "I'm sorry to have scared you ma'am, that's never happened to me before and I panicked." He blushed. "My name is Debra and I'm sorry that happened to you. Do you feel well enough to stand?" Connor noticed she was keeping a safe distance from him and he realized how wary she must be of this stranger in her house. He decided to get up quickly and try to get out of there before she got less comfortable or saw the incongruous erection that she had caused in his jeans. "Yes," he said hurriedly as he stood up quickly. "I'm so sorry, I'll be out of your..." He felt the room spin on its axis as he stopped talking and lurched backwards. He felt her hands on his torso before he saw her move towards him and she helped ease him back to a sitting position on the couch as he looked into her eyes. "Oh-kaaay," she said calmingly. "It seems that bump did a little more than we thought huh? Take this icepack and hold it on there for a second and I'll grab some Aspirin from the bathroom." She stepped away as he took the ice bag and applied it to the knot on his head. He looked around some more and saw that he was in the pool house. The couch sat facing out towards the pool itself with a small kitchenette behind it and a little corridor to the left that Debra disappeared into as he watched. He tried immediately to drive his new, sexual thoughts from his mind as he felt the dizziness and pain ebb from his skull. If his hard dick caught her eye, the cops might be on the way and he was in no position to run or drive away. "Here we are," he heard her say from behind him. "Two of these should help a little." He took the pills hungrily and tossed them back without looking. "Thank you," Connor said softly with an open and consciously innocent smile. "You've been much nicer than you need to be. Considering the circumstances." He extended his hand for her to shake. "I'm Connor by the way ma'am." She took his hand and allowed him to shake it gently before she sat down in the armchair opposite him. "Well Connor," she said softly with a sly grin spreading across her face. "It's Debra, not 'ma'am,' and under the circumstances, I'd say we both need to be nice and cordial to each other. Especially after what you saw and how you managed to see it." Her grin turned coy as her blue eyes burned familiarly at him and he felt his face go hot and flushed. "But I didn't see anything." He stammered. She laughed suddenly and softly. "Maybe that topic is better discussed after you get your composure back. Why don't you get some more sleep then wake up fresh and ready to drive home? I've moved your truck into the garage so no one wonders why our 'landscaper' is still here." She winked and got up as he lay back on the couch. She laughed again. "No need to sleep out here Connor. Follow me." She cocked her index finger towards him and he got up and followed her down the corridor to a small, well appointed guest room at the back of the pool house. A fully made up queen size bed sat under a row of high set windows. Debra patted the foot of the bed and smiled again. "Just hop in and get right to sleep to get that head back to sorts. You can knock on the back door when you wake up." "Thanks so much ma'..., Mrs. Debra, It's really too nice of you." Connor needed to fall back asleep more than he'd ever known and he was acutely aware that if he didn't get his body covered quickly, the throbbing erection in his jeans would become readily apparent. "It's really no problem Young Master Connor," she said with her now familiar smile. "Just let me know when you're mended and ready to go." She waved with her fingers and sauntered away. As soon as he heard the pool house door close, Connor freed himself from his jeans and slid into the bed, his raging hard-on forcing him onto his back. He was asleep in seconds. Her naked body wove before him in the pool. The porcelain skin of her chest and torso were so clear and lovely when not playfully complimented by the freckles dotting the skin above her firm and ample breasts that looked so full and soft in the blue water. Debra swam towards him. He saw her matured, taut, sinewy body undulate through the water. Her firm but age-dimpled ass cheeks rippled as she swam inexorably closer and her face came up to greet him as she pulled herself up over the edge of the pool. He saw her bare, firm creamy-white breasts come free from the water's surface where they bounced dripping wet, nipples hardened and pouting, into his suddenly crazed vision. Her azure eyes found his and her lips parted into something like a smile but sodden with a somewhat filthier meaning. He stared on as her upper lip curled suggestively before it was restrained suddenly by her shining white teeth and nibbled as her eyes lit up even brighter making her eyes wrinkle playfully at their corners. Her glistening shoulders waved bouncingly back and forth slowly as she began to move languidly towards him. He watched her hands move down her sides towards her hips where her fingers began to toy leisurely with the indentation between her hip and pelvis. The wet hairs of her neatly trimmed yet verdant red bush seemed to sparkle in the sunlight. He was transfixed as she came even closer and felt his cock harden like marble as she bent over in front of her. Her breasts passed by his hungry eyes and mouth and her face came beautifully into view as she inclined more, offering her full lips to his... And then he woke up. He was still in the large bed in the back room of the pool house but the sun had gone down and the dusky light left the room less visible. The light was not the only difference. The TV on the far side of the wall was on and he could make out its faint hum. Connor did not remember it having been on. In a state of foggy confusion he sat up on the edge of the bed wearing only his boxer briefs. As his mind swam back into sharper focus, he understood that it was time to get out of this house. Despite the strange encounter with the stunning 'Lady of The House,' and the dream that was replaying in his brain and crotch, Connor had no place being there at this time of day and he'd heard horror stories about being pulled over in this part of town in a "beater" truck by private security guards. He gathered his jeans, shirt and boots that had been somehow neatly folded in the chair next to the bed and began his hasty exit. As he moved down the corridor, the TV's sound became clearer and Connor felt his head for more lumps as he was sure he was imagining the moaning and yelling coming from the speakers. The sound seemed familiar in a way. And when he rounded the corner into the pool house living room, he realized why. The TV was playing the same porn movie from before. This time though the action had moved on to the woman being fucked hard by the guy with the huge dick. Her moans were crazed with lust and ecstasy and the sound of them filled the small room. Connor's eyes barely rested on the TV though as he was aware immediately of the lamp casting a faint but illuminating glow on the armchair where Debra reclined bathed in its soft light. His jaw dropped as he saw her. Her red hair seemed to glow in the dusk and it cascaded free and wild down her shoulders. A rebel group of strands was matted to her slightly sweaty forehead. Her blue eyes were only half open but the burn from them was more incendiary than ever. Connor felt himself caught immediately by their magnetism. Her mouth was parted in a way that made her lips look swollen and pinker than before. The upper lip seemed to curl in a pout from the left corner of her mouth where the faintest crinkled trace of her refined age was visible on her milky, porcelain skin. Her neck was tense and showed off the muscles against her tanned, lined flesh. It strained as it held her head aloft but to the side. The perspiration on her neck had pooled slightly between two of her firm, long muscles before it ran down on to her freckled chest. Her oversized blue shirt had been unbuttoned all the way and her right breast rested exposed on her heaving, lightly freckled chest. The nipple of her exposed breast was rigid with excitement and the surrounding creamy flesh of her gorgeous bosom was slick with perspiration. Her left hand was plunged firmly into her white cotton panties and her lovely legs were spread wide with her feet planted firmly on the ground before her. Through the moist scrim of white cotton, Connor could discern the outline of her moving fingers inside the bikini cut panties. The feminine sinew of her arm tensed and released as he watched her fingering her pussy. Her tongue caressed her already slick lips as she rubbed and probed herself while her eyes smoldered at him and took in his amazement. It was only as he saw her watching him that he realized the bizarre reality of the situation. This gorgeous older woman was masturbating in front of him and letting him watch as he just stood there in only his boxer briefs with all his other clothes in his suddenly shaking hands. As he looked down at his balled up pants, shirt and boots, he saw for the first time how hard his erection had become and he swallowed hard as he looked up to see Debra smiling directly at him in acknowledgment of his discovery. "Is this a better view than last time?" she purred from her chair, her fingers never stopping their movement. "At least you're in a safer place to watch." "Yes ma'am..." he stammered back and then added stupidly, "safer." She giggled and threw her head back. "Don't be so shy Connor. Come get a better look." She nodded at the couch facing her. He felt himself move without knowing and almost float to the couch he'd woken up on only hours earlier. As he sat down to face her she tugged gently but quickly at the band of her panties and they fell down her legs to her ankles where she stepped out with her right leg. She gathered them around her left ankle and with a pert smile flipped them at him with a languid kick of her long, lovely leg. "Your tip," she giggled as he caught the panties in his hand. He could feel the dampness on them that her excitement had left behind on the soft cotton. The mixed aroma of her perfumes, both natural and worn, reached his nose and he found himself intoxicated. She brought her left foot up to the armchair and spread her legs even a little wider. The index finger of her left hand went to her lips and teeth where it was toyed with in a manner of lusty suggestion. Her right hand ran down simultaneously across her exposed breast, soft, lightly wrinkled stomach and glistening pelvis before it came to rest in the hirsute bramble of her flame red bush. Once there, her index and middle fingers danced free of the luscious hair and toyed coyly with the pink, swollen, gleaming lips of her pussy. Connor sat bewitched by her gaze as he peripherally saw her open herself up to him with her long, elegant fingers. Her eyes lost focus momentarily as she parted them wide and she bit softly on the finger between her teeth. Even when her eyes rolled in pleasure, Debra never once took them off of him. He felt himself breathing shallowly and his skull and arms go tingly. His erection however became more rigid and achy. It's yearning to free itself from his boxers was almost agonizing. "Show me," she whispered as her eyes seemed to read his thoughts. "Show me what watching me does to you." He reached slowly under his elastic waistband and felt himself shudder as his fingers grazed the rippling veins on his marbled shaft. His head threw back involuntarily as he felt the current of pleasure and he heard Brenda moan from behind his closed eyes. He opened them and saw her standing up in front of him now. Her shirt had opened wider by standing and her right breast, as stunning as its twin, was exposed to him. Debra's hands went to her breasts and she tugged gently on them both as she looked down at him. "So sensitive. Take it out Connor. Let me see." Her teeth bit her lower lip and her eyes went wide as he pulled the boxers down to his knees. His erect dick seemed to shoot up, ramrod straight and rock hard towards her blazing stare. He took it instinctively in his hand as she knelt before him on the carpeting. "Fuck. You are a beautiful boy Connor," she whispered breathlessly as her hands touched his naked thighs and her face came level with his throbbing cock. Her left hand reached out and her fingertips grazed the head of his shaft. "You are just so young and so lovely." Her eyes were wide and bright as she smiled and ran her index finger to the base of his shaft above his balls. The sensation of her expert touch on that spot sent what felt like a current of lightning from his groin up his spine to his brain. His eyes rolled back in his head as it tossed back again. He heard his mouth emit a primal moan of longing passion. It was as if he had been waiting in anguish for this touch his entire life and her knowing had released him from a bondage he had never recognized. Florida Cougar Ch. 01 When he looked down her hand had replaced his on the grip of his shaft and she was looking up at him with lips pursed and a smile in the dancing oceans of her eyes. "That looked like fun," she said lightly. "I wonder how this will feel?" Her luscious lips brushed the quivering pink head of his cock and he felt her hot breath on his skin. His back went rigid again as he watched her kiss him. The sheer glorious bliss of her lips on his cock made his eyes want to roll back again but he fought them, desperate to watch her beautiful face perform its marvels on the hardest, longest erection of his life. His eyes watered obstinately as her tongue ran up the small stretch of tightly pulled skin between the underside of his head and his shaft. Keeping his gaze on her was becoming impossible as the pleasure overcame him but he knew somehow that he couldn't break the gaze he shared with her hypnotic eyes. Tears pooled on his cheeks as he watched the tip of his cock disappear into her warm, expert mouth. Her tongue bathed his throbbing head and upper shaft and he watched her fingers squeeze his un-swallowed cock through tear-fogged eyes. She watched him watch her and her eyes seemed to smile and moan at his without speaking. He caught a wild glint in the blue pool of her left eye and then saw her move down his length with her head. His battle to keep his eyes open was lost as she took his cock deep into her mouth and throat. He called out in a mix of manic pleasure and madness as he felt the head of his cock touch the tight, narrow opening of her throat. Her moan mirrored his but mixed with her gentle gagging. As he felt her release him, his eyes reopened foggily. The mixture of her saliva and his pre-cum made a thin, glimmering string between his aching cock and her wet, sparkling lips and chin. She stroked him slowly and confidently as they rejoined their shared, obsessive gaze. "Did that feel good Connor?" she demurred teasingly. "You're a goddess," he replied with breath he didn't know he had left. She smiled broadly, the creamy result of her work shining on her teeth and lips, "I'm glad you fell into my day. Are you glad too?" She posed her question with a sarcastic pout and even more facetiously sad eyes. "Yes Mrs... Debra. I'm incredibly glad." He answered trying to sound playful but realizing he'd forgotten her last name. " 'Mrs Debra,' I like that," she giggled, her hand still deftly stroking his dick, her mouth and chin still slick with their shared sticky passion. "I like that a lot." Her mouth enveloped him again and she took him almost as deep as before. The bobbing of her head began to quicken in pace and Connor watched her eyes water as she began to suck his cock with a mesmerizing hunger. Moans mixed with sounds of gagging and sucking and her wide, wet eyes met his and made him wild with his want of her. His hips began to buck as he felt his heavy balls begin to tremble. She felt his warning and began to slow her pace, teasing her mouth back up to his tip, her long fingers taking her lips place and stroking slow and shallow, keeping his balls full and his cock rigid. Her tongue ran in circles around the slit of his dick and her eyes smiled at him as she stroked him slowly. Debra's free hand grabbed his thighs and she pulled herself closer to him, her elbows on his thighs now. Without breaking their spell of shared staring, Debra let his cock trail down her chin and neck, over her freckled, shiny chest and into her ample, sweaty cleavage. She grinned as he took in the image of his cock between her phenomenal breasts and the line of shiny pre-cum he had traced down her heavenly, mature body. "I want to watch you feel this," she smiled at him as she pushed her luscious, pale breasts tight around his quivering dick. "While I do this." The heaving of her breasts in the clutch of her hands started to feel like her expert stroking. "You're a beautiful boy Connor," she moaned again. "I'm so glad you're here to play with me." He nodded at her thankfully as she bounced more. Her tits vice hard on his shaft. Her lips and tongue teased the opening of his cock at the height of its bounce. "When I found you in the bushes, I was so horny from my movie, that I thought I was dreaming." His head disappeared into her mouth suddenly for a quick tease from her tongue and lips. "But I wasn't was I?" she asked with a smile and a graze of his dick on her lips. "No Mrs. Brenda," he gasped on the brink of explosion. "No ma'am." His hands gripped the couch fabric with an insane need to control himself. "I waited for you to wake up in here for quite some time Connor," she purred before again teasing his head with her mouth. "I thought the movie would wake you but it didn't and I had to sit here thinking about that young cock of yours and when I could play with it." She grabbed his shaft again and held it tightly. "It's even more beautiful than I'd dreamed though. You've made me a very happy lady." She took his balls in her mouth and sucked hard. He moaned loudly and with a wild abandon. Her tongue traced his entire length before she kissed his opening gently and took him back between her breasts. "Now I want you to cum for me Connor. I want you to cum all over me. I've wanted it since I found you in the bushes six hours ago and I've been very patient." As she spoke she began to stroke him again with the grip of her cleavage. She was bouncing harder now, and he felt himself on the verge of something more profound than he had ever felt. "It's time to cum for me now Connor. You have so much cum for me and I want it all. Cum for me Connor. Cum for Mrs. Brenda." Her new name made her grin deviously as his lower back froze and he felt his leaden balls shudder madly and quake. Connor heard himself whimper and cry out. His hands grabbed her breasts and Brenda's moaning laugh filled his ears as she grabbed his shaft. "YES!" she cried out as she buried him anew in her mouth. Another cry of ecstasy was muffled as Connor felt his cock pulse hard and the thick, hot ropes of cum shoot like blissful flame up his shaft and into Debra's expectant mouth and throat. As he came, Connor felt almost weightless. His toes and fingers curled involuntarily and his mouth opened to breath but couldn't. He gasped as he felt Debra gag and her head shoot out of his lap. He fell back against the back of the couch as his body stopped its mad convulsion. He watched as she stroked him expertly dry of all that was left of his atomic orgasm. Debra's mouth, chin and neck were slick with his white cum and when she smiled at him he saw her mouth was creamy from him as well. He watched her jack him slowly, his cock was almost too sensitive to be touched, and spread the cum still streaming from him onto her already glistening tits and chest. When he was finally empty, Connor watched Debra use her fingers to gather his cum and suck it down her insatiable mouth. After her lips and chin were clean Debra locked eyes with him again as she pulled her left breast to her mouth and cleaned his sticky, salty cum from her freckled, creamy flesh. She repeated it with her left breast and then let out a sigh and a giggle as she sat back on her butt and shoulders, her knees in the air and her legs spread open just wide enough to reveal her glimmering bush and pussy lips. With her cum stained right index finger playing on her bright teeth and lips Debra smiled warmly at him. His chest filled with warmth and relaxation at the honest fondness of her smile. "Thank you Connor." She said quietly, her beautiful face tilted to the side. Her smile making her eyes narrow and showing off the earned beauty of her almost imperceptibly wrinkled eyes and brow. "I enjoyed that immensely." She stood up and took three steps towards him before bending at the waist and putting her gorgeous face right up against his still stunned one. He felt their noses graze each other as he was swallowed in the insane beauty of her sky blue eyes. "You are a beautiful young man and you've made me a very happy woman." She kissed him gently on the nose and stood back up to gaze down at him. He looked up in amazement and smiled foolishly. "Thank you Mrs Debra, I've never... " Connor struggled to find words that could have any meaning near to what had just happened, "felt like that before. You are amazing." She only smiled at his faltering words and turned away towards the corridor. She stopped momentarily at the counter to turn off the television still showing the porn he had completely lost awareness of before turning and disappearing into the back bedroom. And she was gone. He waited for an indefinable amount of time before snapping out of his glazed ecstatic amazement. In a fog of sudden confusion and silence Connor came back to reality. Whatever had just happened was over and he was supposed to go. Debra wasn't coming back apparently and he'd served his purpose. Mature Sex Goddess or not, she was still the "other" who saw him as a servant. While it was the most fun he'd ever had being used it was time to get. Also on his mind was the knowledge that if the guy who paid him, "Mr. Debra," came back early for any reason, Connor was a dead man. He grabbed his clothes pile quickly and made for the door. Once there, he reached for the doorknob only to realize that his truck keys were on the side table in the bedroom. He froze. He paced back and forth in front of the French doors at least ten times before deciding to head for the back room and apologize and plead. Ruining this woman's fantasy might get him arrested. When he stepped in mumbling "Mrs. Debra?" and praying for luck he heard the shower running and realized he was in luck after all. As he reached for the keys on the side table he noticed a beautiful men's suit and a white Alfani dress shirt laid out on the bed. He realized again that he was naked. The keys safely in his hand, he turned quickly and decided to dress in the truck. It was safer there if flight needed to be taken. "Going somewhere Connor?" he heard her voice ask flatly. He turned to see her standing in the darkest corner of the room. Her hair was pulled back tightly into an elegant ponytail and she was wearing a tight black dress that showed off her cleavage nicely by framing it with the thin straps that held it on her body by grabbing her strong shoulders. It also hugged her shapely frame snuggly and ended well above the middle of her thigh. "We have plans young man." She said with mock sternness. "Now the shower is running for you and your clothes are on the bed." He simply stared at her with a gaping mouth. Naked, agape and holding his car keys and underwear, Connor was the image of confusion. "Chop, chop, Young Connor," Debra sang with a giggle. "We have a reservation in an hour." He made his way dumbly towards the bathroom, unable to even question his decision. Or lack thereof. "You wont need these," she teased with a grin as she took his keys from him as he passed her. "You'll be driving us in my husband's new Maserati." He smiled at her goofily and she smiled back. With a short laugh and twinkle in her eye she leaned in and kissed him gently. Their tongues touched and danced. Her mouth was minty and warm and her intoxicating smell invaded him once again. In the midst of their beautiful kiss, he realized it was their first. They withdrew and she spanked him gently on his bare ass, pushing him towards the shower and said, "we don't want to be late. Hurry up for Mrs. Debra." From that moment on, the next 48 hours would be the wildest and greatest of his life so far... Florida Cougar Ch. 02 The black Maserati gleamed in the soft light of the garage. Connor's eyes seemed to adjust slowly as he took in the way in which it dominated the concrete floor and put to shame the large, equally obsidian Mercedes Benz sedan beside it. "It's his favorite new toy," he heard Debra say from right behind his left ear as he felt her breast on his shoulder blade and her lips near his earlobe. "He won't let anyone else drive it." Connor felt his body tingle at feeling her so close again. This woman was a sexual force and his body was useless against her. He felt her hand take his and the cold metal between them. He looked down at the keys in his hand. "But he's not here is he Connor?" She smiled that lip-curling smile with which he'd become so familiar and walked to the car where she stood at the driver's side door. In his hungry staring, he almost forgot himself and had to lurch suddenly out of his stupor to beat her to the door and open it for her. She saw his near-mistake and giggled as he took her hand to ease her down into the low, black leather bucket seat. As she bent her legs to fit, he saw the hem of her dress ride up to expose her uppermost thigh and the garter belt and ties that held her black stockings in place. His cock leaped into the soft fabric of his expensive cotton suit pants, reminding him of the lack of underwear Debra had silently insisted upon by offering him only the clothes on the bed and hiding what he'd worn when he fell into her world. Debra saw his response to her choice of lingerie and smiled up teasingly. "We'd better be off Connor. Our reservation is in less than a half hour." "Yes Mrs. Debra," he smiled back with the growing confidence that came with relishing this role she seemed to delight in watching him play. "Right away ma'am." Behind the wheel of the Maserati, with the feel of what had to be a $6,000 suit on his body, Connor felt a potency that radiated out into the heavy Miami night. Debra sat next to him, dancing slowly and sensually to the soft, Latin music pumping from the car's insanely high-tech sound system. He watched her periodically in the mirror and caught her eye at every glance. Those impossibly blue eyes bore into him from the mirror as her full, firm breasts writhed under the taut fabric of her tiny black dress. The glimmer of perspiration was apparent on her lined, freckled chest as she danced and her beautiful muscled neck shone out as she tensed it vigorously, allowing her red ponytail to whip back and forth against the high backed leather seat. From the corner of his eye he could see her hands, and their long, age defined fingers rub her thighs, knees, and stomach as she swayed to the rhythms. When she moved deeply, her hands grabbed the dashboard and her back arched suggestively forward while her sinewy, creaseless arms showed their feminine power. As he took her in with his eyes, Connor marveled at the sexual dynamism of her fifty plus year old body. Intermittently she would lean into his ear and whisper a direction, guiding them towards the lights of South Beach to a destination that only she knew and was a mystery to him. As her orders purred off of her wet, pouting lips and into his quivering ear, her tongue or teeth would glance his earlobe and make his body shudder as he fought to keep control of the insanely powerful mechanical beast that he guided down the Highway. Connor's body had never felt so alive or dominant as it did behind that wheel and swathed in the expensive fabric of the perfectly fitting suit. He felt even more vital when he compared his body's growing power with his mental need to stay attentive and servile to Debra's every need. Feeling her power over him made him ache with passion. The truth of her dominance over him was taking its root in his mind as he looked up and caught her eyes again in the rearview. They flashed back at him as if saying, "I know." Whatever Collins Ave hotel to which she had guided him was called, Connor couldn't place it. It sat next to and between the hot spots of South Beach but was apparently much too exclusive for Connor's broke hipster standing. The valet was waiting for him as he opened the door and Connor had his ticket before he even noticed extending his hand. Men in white shorts, polo shirts and blazers surrounded Debra as she unfolded herself out the driver-side door. A feeling of strange pride filled him as he watched the twenty-something guys his age or younger take her in and fall, if only momentarily, under the spell of her mature sensuality. Connor took her hand from the limp grip of the awed, young bellboy who had been struck dumb by Mrs. Debra's eyes and smile. His suavity was met with an approving nod and grin from her and they went confidently together into the dark, cool lobby of the hotel. He could hear and feel the ocean beating at them from the far side of the seemingly empty lobby. All the fashionable, beautiful people who populated it sat along its deeply set walls and seemed to take in the newcomers without any apparent interest. Debra pulled him gently down the length of the place before turning right and stopping at a small concierge desk under a gaudy white chandelier that held faintly burning candles. "Good evening miss," came the voice of the reed thin, immaculate Maitre D. "It's lovely to have you back." "Thank you so much," Debra purred, allowing him to kiss the back of her extended hand. "The cabana you requested is ready and right this way," he demurred, releasing her palm and motioning subtly for them to follow. They followed him through the mesmeric dining room. Soft, ambient music played over the diners who spoke quietly over their plates of expensive looking seafood and exotic cocktails. Moonlight, along with its reflection off the undulating night sea, lit the room in concert with candles on every table and in more chandeliers strung from the high ceilings. The Maitre D led them past the corner tables to a curtain that he parted for them and outside to a candle lit walkway that followed out towards the beach. After a few seconds along the path, they came up to four cabanas set behind tall palms. If he hadn't been shown them, Connor would never have known of their existence. "Enjoy," the Maitre D smiled with a knowing grin and parted another curtain revealing an open, wood slatted door. "Thank you again. Our meal will be on account tonight, so no bill will be necessary." Debra said in a measured yet honey sweet tone. "Of course," he replied with a curt smile before disappearing into the pathway. When Connor turned Debra was already disappearing into the cabana. Once he followed her inside he took in the six by ten foot room with a circular padded seat that encompassed a small table. Long swaths of white cloth covered the side and back walls and a huge window comprised the far wall. The view of the ocean was uninterrupted and Connor moved in behind Debra, pressing against her softly from behind as she stood gazing out at it. "What a great spot," he said, feeling her round ass cheek against his thigh muscle. "It's beautiful. I love it here." She leaned into his thigh as if provoking him. "I've never seen this place from the road or the beach." He murmured as he shifted, moving his growing, slightly throbbing erection towards the center of her as she leaned into him. "Well, you've seen it from the road and just never noticed it's there. That's the point of exclusivity Connor, certain people shouldn't feel welcome in certain places." She pushed back against his cock and rubbed ever so subtly down on it between her ass cheeks. "And as for the beach view. It's tempered glass, it looks black in the moonlight and reflective during the day. We're practically invisible right now." As she announced their invisibility, she pulled his head down to her neck as she grinded harder against his cock. His lips kissed the soft, fragrant skin of her neck. The strong muscles that held her head to the side and allowed him to taste her rippled against his lips and cheek. He could feel the lines of her superb age as he kissed hard on her tightening skin. She pushed hard against his erection with her ass and he felt her hand reach back to gauge his length through his thin, light pants. As she caressed his cock, his hand grabbed her left breast and he felt her nipple straining out through her bra and thin dress, eager to be touched. He squeezed her trapped nipple and she moaned suddenly and sharply. Grabbing his cock hard in reply. Her hand left his head and took his away from her breast, moving it down her dress towards her hips and thighs. She guided him towards the high hem of her dress and helped him pull it up higher on her gorgeous legs. The light fabric pulled hard and tight on the meeting of her hip and thigh and she pulled his hand south again where she pushed him under the band of her panties and let his fingers loose in the soft bramble of her red bush. The tips of his fingers delighted in the softness of her pubic hairs and the way his touch made her writhe in his arms. His index finger ran down, feeling her hairs moisten at the parting of her pussy lips. She shuddered and moaned loudly as his finger ran the quivering wet length of her swelling slit. "Touch me," she moaned gently in his ear as he ran his finger teasingly up again. His obedient index slipped into her pussy at the lowest parting of her lips and he felt her wetness grow as she bucked against him, her hand pulling his hair, grinding his face into her neck and cheek as she moaned again. The throbbing hardness of her clit brushed against his finger as he played shallowly inside her, his middle finger joining the invasion. The second finger caused her to curse breathlessly and her back to arch away from him, pinning her hand between her ass and his throbbing hard cock. Her head turned suddenly towards his and her Goddess-like blue eyes came level with his mortal green ones. Her trembling lips grazed barely against his and her breath was on his face like an entrancing garden breeze. "Tease my clit Connor. Touch it now." Her lips were so close that it made him swallow the words as she spoke them. Between his fingers he took the hard, throbbing flesh of her swollen clit and rubbed it as gently as she could bear. At the first touch, Debra's mouth found his and their tongues met in a dance that muffled the moaning scream of pleasure that came roaring from her engorged and burning pussy. Her fingers squeezed expertly around the sheathed shaft of his cock and he felt it pulsing in her familiar hand. As their mouths danced, Connor ground on her clit with her fingers. Her flesh rippled as he teased her pussy open and rubbed her clit harder and harder. Debra bucked hard against him and almost fell into him She pulled her mouth away and caught his eyes. "Lay down," she ordered breathlessly and without a smile. "On your back Connor." He complied and watched her stand straddling over him. Looking up he saw the trail of sticky shine he had left on her upper thighs near the fabric of her sheer black thong and lace garters. "Take them off." She ordered evenly. Amazed at how delicate they were, Connor reached up to finger the thong, somehow knowing what she meant. "Tear them," her eyes burning against the red hair flowing and free down her neck and shoulders. He did as told and ripped the fragile thin elastic waistband by tearing it away from her as hard as he could. The residual snap was loud and left a thin welt on her left inner thigh. Her eyes closed and she cried out gently at the pain but when she looked down, he could tell she burned hotter than ever. She turned over him and faced away as she crouched over him in her heels. Her luscious ass poised above his eyes and her dripping wet pussy near his hungry mouth. He felt her watching over her shoulder as she sat back on his face and buried her pussy in his mouth. His hands, the left still grasping her ruined thong, grabbed her milky white dimpled ass cheeks and spread them wide to taste her more deeply. His tongue explored and entered her as his hands groped her ass. Her clit ground down on his tongue and he teased it when not licking her shiny, swollen pink lips. Through the miasma of his pleasuring her and the beautiful moans from her throat, Connor felt her free his cock from his fly and begin to stroke him again. Her expertise was as incredible as the previous hour and he felt his body flame with the now familiar consuming lust for her entire being. "Lick my ass Connor," she moaned. "Eat Mrs. Debra's beautiful ass." Quivering, tight and pink, her asshole sat just before his eyes. She shifted down to ease his access and he moved hungrily to tease it with his tongue. As the tip of his tongue flitted over her asshole Debra screamed with pleasure and he felt her body go rigid in ecstasy. Spurred on by her passion, Connor licked harder and her response grew as well. Her hand stroked his cock with abandon as he spread her juices and his salivation over her slickening asshole. He could see it widening at his touch and it made him wild to know how filthy she was and how good he made her feel. This Goddess wanted him to eat her ass and was pleased by his work. Realizing this made him want to cum but he fought hard and instead eased his pinky against Debra's pulsing asshole. "Oh Connor, yesssssssssss!" she cried out madly. "Do it. Stick it in. Finger my ass!" She sat up in a crouch now and he could see her jacking him off as she moaned. His finger slid into her hot, tight asshole and his mouth went back to eating her enflamed, soaking pussy. Her response was cataclysmic; Her back arched. Her ass cheeks went rock hard. Her hand grasped the head of his cock with ferocity. Her pussy gaped and unleashed a torrent of her juices across his face. Her torso went stiff as her body emitted a sound that encompassed all passion and blasted the room with echoes. The orgasm was potent and came in waves as he moved ceaselessly on fingering her ass while he ate her pussy. Every peak and valley drove him crazy with lustful pride. As she caught her breath she moaned, "yes Connor, yes baby, thank you Connor, you're such a good beautiful boy." His name on her lips and knowing he pleased her was too much. Balls shuddering and cock going stiffer, his neck shot his head against her ass and he felt the fiery lightning of his cum shoot up his shaft and explode out of him. "Mmmmmmmmm," he heard his Goddess giggle and moan. "More cum from my beautiful boy." As he fell back in exhaustion he felt her rub him clean and heard her suck his gift into her mouth. Then there was a knock on the door. "That would be dinner," she said standing up and pulling down her dress as she wiped his creamy cum from her lips with her tongue. "Maybe I should have cancelled the appetizer," she said with a sly winking smile. He laid dumbly and spent in front of her, shocked and frozen. "Get up Connor," she laughed, "you'll give the waiter a fright if you stay like that and Mrs. Debra will never have her delicious meal." She went to the door without making sure Connor scrambled to his feet. She didn't have to, as the door opened Connor's zipper went up and he smiled oddly at the waiter, the wet, torn panties still in his hand. Raw oysters, mango and steamed, cold lobster tails served as an appetizer to a meal that mostly consisted of Connor and Debra gazing at each other and laughing at themselves. She asked about his music and she was eager to know more and listened like no one ever had to his feelings and theories on the subject. Over sips of champagne and Debra's almost constant stroking of his thighs and cheeks, Connor found himself rebuffed when he ventured questions that probed into her life. The most he learned was that she married her husband young and they never had kids. At this time in their life they lived almost entirely separate lives and that he paid her handsomely to ignore his indiscretions while expecting her to remain faithful. "How's that going?" Connor asked with bravado uncharacteristic to their relationship. "I've never strayed a moment in my life dear boy," she responded with a smiling, yet inscrutable innocence. His confusion over this exchange shifted them back to his music and they stayed there over their dinner of poached grouper and citrus rice and into the dessert of a fresh fruit plate. After coffee had been served and cleared, Debra climbed lithely into his lap and they kissed sweetly for what seemed like an hour while they flirted and spoke nothings into each other's eyes and ears. As the food and "exertion" washed over them, Connor felt himself tiring suddenly. "Should I take you home Mrs. Debra?" He asked after minutes of staring into her eyes. "Did I ask you to take me home Connor?" She asked with a sudden flare of hurt anger in her voice. "No ma'am," he stammered, furious at himself fro breaking the spell. "You just seemed tired..." "The night is young my beautiful boy," she purred up at him, her fingertips grazing his temple and cheeks. "Unless you want to be free of an old woman like me." "Never," he heard himself say suddenly and with a crazed honesty. He immediately regretted the odd desperation in his tone. She laughed at his answer with her light, airy giggle. "You're so sweet baby. I'm so glad I picked you from my bushes." She kissed him deeply as she sat up in his lap. The kiss was electric and the pawed at each other like pre-teens as their mouths ate at each other ravenously. "Get me out of here Connor," she whispered in his ear after disengaging. "I have something to show you. The walk back through the hotel was uneventful save for the looks they received from all the twenty-something self-important posers in the lobby bars and lounges. Connor was well aware that they looked exactly like what they were, two people with at least 3 decades between them who had clearly been making each other cum in the very recent past. His suit was disheveled enough to show off the telltale creases and Debra's lustrous mane of orange hair looked wild and gave her a very strong "freshly plucked" look. Connor simply smiled back though, prouder in her company than he ever had been and fingering the torn, moist thong in his left pocket. His free hand cupped Mrs. Debra's lovely ass and pulled her to him. Her smiling gaze at his gesture made him want to sing with happiness. Back behind the wheel of the Maserati, Debra re-commenced her unique giving of directions and his earlobe and body sang in unison at its usefulness. Heading back south and off the beach, Connor got a bit mystified by her directions as they seemed to be heading inland and south but not towards her house directly. "I think you're going to like our next stop," Debra said softly, with palpable anticipation growing in her silky voice, "take the next exit Connor." As he steered the mighty car onto the next highway off ramp, Connor scanned the swampy environs for a touchstone in his memory. He could find none. After following Debra's instructions and passing back under the highway and onto a smaller road, he turned left onto an access road and up to a security gate. After seeing a camera take them in, the gate opened and Connor drove right down the driveway behind a white stucco wall. In the driveway was an assemblage of cars that would have made Connor jealous if the Maserati was his. Not a single beater landscaping truck sat parked among the Porsches, Ferraris, Benzs and Bentleys. Another valet appeared at his window when he stopped and another ticket appeared in his hand. After helping Debra from the car himself, Connor noticed a pert smile on her lips and heard a gruff voice behind him bellow. "Welcome." Florida Cougar Ch. 02 A man about 6'3" and almost perfectly rectangular with a balding pate and sunglasses stared them both down intently. In his ear was an obviously placed earpiece and his black suit was worn loose in the manner of a man ready for physical action. "May I ask you the password this evening?" he said to Connor in a voice that contained only the faintest twinge of politeness. "Marlin," he heard Debra say suddenly next to him. The man relaxed immediately and an incongruous smile broke out across his worn face. "Fantastic. Please follow me." They followed him up to the door of the squat, one level, white stucco structure and to the black door that came unbolted with a loud boom as the Man In Black rapped neatly on it four times. "They're code 13," he said to the person on the other side. "Enjoy your evening folks," he continued, turning to Connor and Debra. "Thank you so much," Debra responded, her tone dripping with honey as her smile hit the man squarely in the eyes. Connor was sure he saw the guy blush. Then he turned into the strangest pace he had ever seen. Behind the door was a beautiful blonde woman in a sheer teddy framed by white feathers. "Welcome." She said smiling with a bubbly smile and a southern accent. "Good evening dear," Debra replied equally nicely. "We'd like a table and a box." "Of course," the girl replied before turning and walking them out of the curtained foyer. Her supermodel quality ass sashayed back in forth in front of them through the transparent gauze of the teddy, her white pumps making the bounce even more dazzling to the eye. Connor looked to see if Mrs. Debra followed his gaze and she was but she felt him look at her and squeezed his arm and smile deviously. Down a wide staircase was a room the size of a football field. It was dotted with small stages each dominated by a shiny pole on which danced some of the most beautiful and naked women Connor had ever seen. On each stage, Connor counted 21, was a different type of girl, blonde, brunette, Black, Asian, Persian, European, tall, short, small breasted, flat-chested and everything in between. The angelic blonde guided them to a stage near the side of the room to the side of which two chairs were placed. She motioned to them. "Please enjoy yourselves," she smiled and kissed Debra gently on the lips before doing the same to Connor and turning heel to walk away. Connor stood frozen and looked at Debra with a strange grin. "What is this place Mrs. Debra?" "It's a very fun place Connor," Debra replied, "I bet you've never seen this many beautiful girls." She nodded at a chair to remind him of his manners. As he pulled out her chair and she sat, Connor leaned over to nuzzle her neck and whisper to her. "But I'm with the sexiest girl here Mrs. Debra." She laughed and kissed him quickly on the mouth. "I hope you're just being nice Connor dear," she giggled as she looked up at all the girls and nodded towards another 15 making their way towards them. "What do you mean?" Connor asked in yet another stage of confusion, as the gorgeous girls approached, each in a more stunning lingerie ensemble. "Well, my beautiful boy, we're going to pick one of these girls, the one you like best. Then we're going to buy her a drink and take her up to our private box," Debra indicated to a row of shiny panes on the level above them. More tempered glass he realized. "For a lap dance?" Connor said smiling, understanding finally that Debra had taken him to an exclusive, albeit amazing, strip club. "Yes dear boy," she beamed up at him, seemingly proud of his catching on. "And then of course you're going to fuck her while Mrs. Debra watches and makes sure you do the best job possible." After replaying her words in her head, Connor's jaw dropped and he began to stammer, but once he looked into those burning blue eyes, he knew what she said was exactly what was about to happen.... Florida Cougar Ch. 03 Glistening, taut, undulating flesh was everywhere his eyes could see. Connor could not stop his gaze from flitting from body to body. It occurred to him that he had never seen so many blindingly sexy women in one place and, he realized with an internal smile, he'd been living near South Beach for the past 5 months. Not only was every woman that filled the large room beautiful enough to seem more than human, they all had bodies that made his eyes water with lust. It also struck him that each and every one was entirely unique in their beauty. Skin tones ranging from ebony to creamy ivory, and many shades of mahogany and mocha in between, writhed and rippled over rigid muscles as he gawked in awe. "Choose one Connor." Debra's voice purred into his left ear snapping him out of his trance as her hand lightly touched his quivering thigh through the fabric of the expensive suit. "Which one do you want for us?" He glanced back over his shoulder at her while her hand moved towards his burgeoning hard-on and their eyes met each other's in their familiar magnetic lock. Losing himself in the hypnotic azure flame of Debra's blue eyes, Connor felt the aura of her sexuality seem to physically press against him. Her creamy, lightly freckled skin and ample, firm breasts were made more ethereal by her bright red hair and the exquisite effect that her fifty plus years had made on her body and face. He wanted only her. "I want this for you baby," Debra cooed, sensing his hesitancy. "Pick one out Connor, the one you want most, and fuck her like she's never been fucked before." "I just want you Mrs. Debra, " he mumbled back confusedly. "I don't need..." "I know," she interrupted, her eyes flashing cold and her lips pursing. "It's what I need, my beautiful boy. I need to watch your beautiful young body with one of these beautiful young things." He saw her breasts heave and her eyes flutter with desire as she whispered to him. "I'll be right there Connor darling, and you can please me as you please her. I'll tell you exactly what to do." He took a deep breath as she spoke to him, her voice sodden with an erotic intensity that he had not yet seen in her magical eyes. "Choose Connor," she hummed at him lustily as she reclined into her chair and unhurriedly crossed her exquisite legs. She was a goddess to him. The realization of her power over him allowed Connor to see what he wanted from the fabulous flesh gallery around them. Settling into his seat with renewed vigor, he scanned the room again with potent concentration before resting his gaze at the far left corner of the room on the splendid creature he new instantly to be his choice: Her skin, the color of the lightest milk chocolate, was glossy with perspiration from her languid movements. Her long, muscular legs were anchored by a pair of red stiletto heels. Her stretched, lean and powerful thigh muscles flexed and stiffened as she danced dreamily on the small stage in which a chrome pole was set. Her petite yet perfectly round ass cheeks shuddered as they strained to let her crouch and her body rest on her slim haunches. Her narrow waist was glimmering with sweat that highlighted the high strong bones of her hips and made the finely lined patch of her bush gleam. Her skinny torso, with its flat, muscular tummy and back was lengthy enough that it seemed to slither as it flaunted the torque needed for her writhing dance. Her pert breasts, no larger than handfuls, were perfect half-spheres punctuated by tiny, dark nipples that looked hard and alert even from afar. Her lithe shoulders tapered up to her wondrously long neck and held the power of her muscled, slender arms. Her striking face was oval shaped and the concert of her strong jaw, high cheekbones and long nose worked melodiously with her large almond-colored eyes. Her short afro hairdo was teased out into frizzy strands that stood on her head like an electric crown. The superb entirety of her beauty was the opposite of Debra's in every way but drew Connor's lust almost as strongly. He could only please Debra by pleasuring her opposite. "Her," he said finally with a quiver in his voice and pointed towards the corner. He felt Debra's hand touch his shoulder and the weight of her lean in to him gently from behind. "She's lovely Connor," came the shivering tone of her voice right next to his ear. Every hair on his neck stood upon feeling her breathed approval. He felt Debra stand up beside him and gesture as he stared lustily at his dancer. After only moments, the blonde hostess in the white teddy approached his quarry and touched her ankle gently. Having her attention, the hostess motioned towards their table and Connor met the almond eyes full on for the first time. "Time to go upstairs my beautiful boy," Debra giggled behind him before taking his hand and leading him away. The private room was almost as intimate as their dining cabana on the beach, though slightly larger. The room accommodated the presence of a full bar along the left side of the wall, a small sectional couch in the corner next to it with another chrome pole set in the negative space formed by the furniture. On the far wall hung a flat screen TV showing changing video feeds of what went on below them. It seemed oddly superfluous to Connor, as he looked out of the wall of windows that comprised the entire back wall allowing him to see it all live. The club spread out below him and he looked out again at the amazing selection of nude beauty below him. He caught Debra's reflection as she moved to the bar with the blonde hostess in tow. "I shall return momentarily with your guest," said the hostess in her now familiar soft, demure tone. He summoned the image of "their dancer" in his mind's eye; he had no regret of his choice. Debra opened her tiny clasp bag and withdrew a crisp hundred-dollar bill that she folded lengthwise expertly and held out to the blonde hostess. As she reached in to take it, the hostess took Debra's hand gently in hers. In return, Debra reached out and stroked sheer fabric of the hostess' teddy. Then she kissed her deeply as she took her blonde hair in her hand and pulled her close. The hostess' left hand grasped Debra's ass cheek and after what seemed like an eternity they withdrew from each other and Debra whispered "thank you so much darling." The hostess smiled at Connor and left, closing the door behind her. "A glass of champagne Connor darling," Mrs. Debra ordered kindly and quietly as the door closed. Connor went behind the small counter of the oddly elaborate wet bar and opened the small fridge set underneath it. Inside Connor found 3 cold bottles of Dom Perignon and many top shelf spirits and mixers. He looked from behind the bar at Debra who had found a large remote control panel and picked at a series of buttons. Soft R&B music filled the room and Debra began to dance suggestively as she moved towards the chrome pole. Connor again found himself transfixed by her as she undulated on the shiny metal and tossed her mystical eyes at him through the scrim of her fiery hair as her head tossed in the throes of her throbbingly sexual dance. "I'm still thirsty honey," she drawled teasingly. After locating the flutes above the counter, he un-foiled and popped the cork on a bottle of the Dom. Debra giggled charmingly as the cork flew across the room and winked at him as he went to pour the bubbly in the two flutes he had set before him. At that moment, a smart rap was made on the door. "Three glasses Connor darling," Debra winked without missing a beat or showing any surprise like the knock had given Connor. He grabbed a third flute as Debra moved to the door and opened it slowly obscuring his view of the hallway as she held it open. "Hello there," he heard her say welcomingly. "Please come in." Debra's arm reached out in a sign of kind reception and Connor watched without breathing as his choice from downstairs appeared along the profile of Debra's arm and entered their room. She stood in the center upon entering and smiled at them both. Her beauty was even more impressive when viewed up close. The light coffee skin was flawless and her almond eyes seemed even more intense. She was clothed this time in a short red robe that looked to have the shine of silk and still wore her familiar, and matching red, stilettos. "Hi there," she said in girlish but throaty voice. "I'm Jewel." "This is Connor, Jewel," replied Debra sweetly and motioning to him behind the counter. "And you can call me Mrs. Debra sweetheart." "Pleased to meet you Mrs. Debra," Jewel smiled as Debra closed the door and moved towards her. "You're a very beautiful woman Mrs. Debra." "Why thank you honey," Debra giggled as she reached out and up to touch the much taller Jewel's hair. Connor realized Jewel had almost half a foot on his mature goddess while having not even half as many years of life. "You are a stunning young lady yourself," Debra purred, sealing her compliment by running her index finger across Jewels pouting lips and turned to smile wildly at Connor. "Just lovely, my Connor chose very well." "So you chose me Connor?" asked Jewel, her eyes peering up at him in what seemed to be her impression of shy flirting. "Thank you." "You're welcome," Connor replied nervously before realizing the strange rudeness of his reply. Debra saved him with a laugh. "Connor's nervous Jewel, my dear. He's never been to a place like this and I think he's afraid of upsetting me by admitting how much he wants you." Debra took her hand and led her towards the bar. "Can you think of anything to make him more comfortable?" she asked as she picked up her champagne to toast them both. As Jewel and Connor joined her in the toast, their eyes met and she smiled before taking her first sip. "Well, Mrs. Debra," she said slowly, placing her flute back on the counter. "I think Connor should finish his champagne." He drank a deeper quaff from his glass. Jewel giggled, "Now I think we should get better acquainted." She held out her hand to him. He looked at Debra who met his look with a knowing wink. "Be nice to our guest Connor darling," she whispered. He took Jewel's hand and allowed her to lead him from behind the bar and over to the area with the sectional and pole. Before he realized it, she had sat him down on the cushions and was undoing the belt on her robe. It fell away to reveal a small, red lace bra that held her small B cup breasts. Straining against her narrow waist, she wore tiny matching red lace panties. The delicate fabric seemed stretched to its limit by the strong bones of her high, beautiful hips while highlighting the lovely depth of the concave bowls of soft, shiny skin between her pussy and hips. Transparently red nylons encased both of her spectacular, sinewy legs from their toes to their mid-thighs where they clung to her light brown skin with thin elastic bands decorated with small red bows. As he took in her exquisiteness up close, she leaned over and placed a soft lingering kiss on his lips. His eyes caught hers in a devious smile as she stepped back to the chrome pole. She maintained the stare between them as she leaned back against the cold, bright metal and stretched her body to its ultimate, enchanting lengthiest. The music got louder, (Connor didn't need to see Debra's hands to know she had done it) and Jewel began to dance. Her left hand grasped the pole and she pulled herself aloft onto it. The strong muscles of her long legs grabbed hard and she unfolded herself upside down, taking in his gaze with her eyes as she did so and showing him the loveliness of her long, toned body as it stretched again to its limit. Pooling beneath her was her seemingly tame-less kinky hair flowing wild and free as she slid down the pole slowly and upside down. Upon landing, Jewel lay on the floor and crawled suggestively towards him. Upon reaching him, she grabbed his kneecaps and pulled her head and chest into his lap. "Still nervous?" she demurred up at him from behind a flirtatious gaze as her hands moved towards his uppermost thighs. He smiled down at her and managed to flirt back, "Less so." Jewel smiled and sat on her knees in front of him. "You're one of the nicest looking guys I've seen in here," she purred, her face so close to his that he felt his skin go marbled with excitement. "And the youngest too," she whispered out of Debra's earshot but with an implicit recognition of the age gap between him and his mature goddess. Her cheek grazed his as she pulled away to look at him again and winked. Connor felt immediately uncomfortable sharing a secret bond of youth and excluding Debra. His wariness hung in his head fleetingly as he watched the lithe sensuality of Jewel squirm between his legs. She took his hands in hers and turned them palms up, resting them on his thighs before bringing herself up to her full height in front of him where she began to writhe suggestively. Her hands grasped at her hair and at her sides, grazed the sides of her breasts and her pulsing, rigid thighs. The look in her eyes was like a sexual trance and Connor couldn't look at them for too long. He was too intimidated by their power. Instead they rested on her stomach, neck, and legs. When she turned around to grind on his crotch they rested hypnotically on her incredible ass. Her prior placement of his hands made perfect sense when she settled her luscious, incongruously large ass cheeks into his shaking palms. It amazed him to feel the firm yet ample size of each ass cheek while knowing how compact and petite they looked working together on her long, skinny frame. She pushed down hard into his hands forcing them to part her cheeks and he felt the soft grind of her swollen pussy through the layers of lace and merino fabric. He looked up over her shoulder to find Debra. She was seated at the closest bar stool, watching them intently while sipping her champagne. Her eyes smoldered at his with a yearning encouragement. Debra's gaze ran through his mind to his body and he felt his hands grab Jewel's ass so hard that he surprised even himself. Jewel moaned bracingly at his sudden and rough touch. Her head leaned back next to his and he felt her breath on his cheek and then her mouth on his earlobe. She took her hands in his and brought them up to her stomach where they lingered on her moistening flesh. Electricity seemed to course from her soft skin through his fingertips and down his arms, torso and stomach before it alighting on his crotch and zapping his cock to life. She seemed to sense the growing bulge in and let her fingers graze against it lazily over the fabric of his pants when she reached around behind her arching back. Connor felt her fingers snap before she took his hands back in hers and ran them up to her peach shaped breasts. His eyes rolled back in his head as Jewel's lips and teeth took his left earlobe in their teasing grasp. Feeling his erection begin to pulsate against the exquisitely soft cotton of his pants, Connor closed his eyes and gave in to the sharp feeling of passion that coursed through him. Only the sensation of lace giving way beneath his fingertips brought Connor out of his stupor. Jewel's bra came away in his hands as he grasped the supple but firm flesh of her pert breasts. Connor's shaking fingertips glanced against and then rubbed her marbled, dark brown nipples causing Jewel to convulse in his arms and groan softly. Lilac scents filled his nose as her long, perfumed neck, slick with perspiration, rubbed against his cheek. She arched her back up and away from him, pushing her chest and its mocha baubles harder against his hungry hands. Peering over her shoulder, Connor could gaze down the length of Jewel's body. Her stomach muscles rippled as she gyrated against his teasing hold on her achingly hard nipples. The piston like force of her powerful legs held her aloft at an almost parabolic angle. Her right hand grabbed the hair at the back of Connor's head and her left hand began to creep down her shimmering coffee colored torso, dragging the tips of her long fingers dreamily across the soft skin of her solar plexus, past the undulating muscles of her stomach, over her small navel to the waistband of her tiny panties where they paused and quivered as they teased open the elastic at her waist ever so slowly. Jewel slid down his torso a few inches and brought her head even with his. She was seated between his legs and in his lap. Her long legs touched the ground with only the very tips of her stiletto heels. Their cheeks touched as she spread her legs wide and her eyes met his as her fingers vanished behind the scrim of red lace over her crotch. Connor's eyes watered with erotic hunger as the outline of her fingers began to squirm inside her tiny panties. He turned to meet her stare and her eyes rolled slowly in her head while her lips seemed to swell and part just wide enough for her moan to exhale quietly between them. The soft light brown of her skin grew pinker at her cheeks as she went flush with the sudden thrill of her own touch. Her straining neck muscles came into relief against her brown skin and her head lolled back gently before another, higher, louder moan escaped her trembling mouth. Watching Jewel fingering herself towards pleasure made Connor wild with yearning and he felt his hands grab her small breasts and knead them harder. "Fuck yes," Jewel almost growled at him, her large chestnut eyes opening quickly and glaring into him. "Tease my titties Connor." His index fingers and thumbs took her long, throbbing nipples and twisted them gently. Her response was a mix of a passionate moan, a painful cry and an animal's roar. The primal sound urged Connor to twist harder and he complied, making her nipples corkscrew between his fingers. "Yessssss baby!" she moaned loudly, "make my titties burn!" As she screamed, Jewel's fingers worked faster and more rhythmically inside her panties. Connor felt the pace and power of her fingers growing and her ass began to grind back against his achingly hard cock as she pleasured herself more feverishly. When her back arched suddenly and she shuddered softly, Connor pulled hard on her nipples and she cried out, "Yes baby, yesssss!" He peered down between her legs and saw that her hand was buried so deep that her pussy was engorged with a least two of her long fingers. Seeing her overfilled panties while feeling her torso go rigid and hearing the sudden silence of her gaping mouth, Connor let his hands slide down to her thighs where his fingers grabbed the nylons and pulled her legs up off the floor and wider apart. He held her aloft and still. Feeling the tremble of her thigh muscles and letting his lips touch her wet, taut neck, Connor knew the angle he had offered her had given her deeper access to her self. The result of that access was about to be his gift to her. Jewel's long thin body shivered hard and her silent moan found voice in a growing crescendo of the word "Yes." Connor wrapped his arm around her waist as Jewel's orgasm released its first wave of pleasure across her body. "Fuck yes!" she cried in a high, unconscious voice as her back rippled and her arms went stiff, her right hand pulling his face against hers. "I'm cumming!" She screamed again and her mouth grazed against his. Their lips held their sliver of contact as she purred the next waves of her ecstasy into his mouth. Connor's hands grasped at her body hungrily as she came in his lap, fondling her heaving breasts, rigid legs, stiff back and burning hot face. "I'm so fucking WET!" Jewel giggled loudly as her orgasm subsided and she melted into him, her eyes looking up at him, moist with pleasure and suddenly sparkling with mischief. "Wanna see?" Florida Cougar Ch. 03 Connor looked up for Mrs. Debra, a wave of guilt suddenly coursing across his hot face and making his body tingle in confusion. Debra sat with her right leg crossed lazily in the bar stool, her elbow supporting her head as she watched them. Her mystical eyes took his back into their spell and he saw her face was flush with an emotion he had not yet seen on her. Her lips curled into a smile and she laughed quietly at him. "Of course he does my darling," she said to Jewel without looking away from Connor. "Show Connor what the two of you have done." Jewel stood up before him without turning around with a deft expertise, hooked her thumbs in the sides of her panties and shimmied them down her thighs, exposing her tiny, apple shaped ass and then, after a teasing pause, let them fall freely down her legs and into a wet heap around her red stilettos. He saw the shine of her wetness on the inside of her uppermost thigh and took in the ravishing sight of her glorious ass as it sat high and firm, only inches from his face. The shine of sweat and sex on her mocha skin made his mouth wet with need. She peered smilingly over her shoulder at him and took her left fingertip in her mouth, her face a mocking facsimile of a 'naughty girl.' "I came all over my fingers Connor," she demurred sarcastically. "Am I a bad girl?" "No," he replied with a smile, happy to play along. "I liked watching it." "Good," she smiled back, her eyes taking a familiar gleam of bad behavior. "The way you teased my titties was amazing. It made my pussy so wet that I came very hard. Thank you Connor." "You're welcome," he said softly, feeling himself blush. "I'm glad I could help." "You helped so much," she whispered in a deepening voice as her palms ran slowly down her sides and came to rest on her ass cheeks. "Didn't he do a good job Mrs. Debra?" "He did indeed my darling," Debra replied in an even tone. Connor was struck by the lack of playfulness in her and looked over at her. She ignored his look and instead sat upright in her stool and smiled at Jewel. "Show him how well he did Jewel." "Yes Mrs. Debra," Jewel giggled before looking at Connor again over her shoulder. Connor's mind boggled at her flexibility as Jewel bent at the waist and held her body at a forty-five degree angle, her hands using the pole to support her pose. Her legs made an upside down V and her ass cheeks spread apart to afford Connor a beautiful view of her pussy. It was indeed as wet as Jewel had claimed. Connor glimpsed the slick sheen of her juices coating her swollen, pink pussy lips. The matted hair of her little bush was dripping softly from the wettest hairs at its lowest part. Jewel's pussy juices had coursed out of her and soaked the soft skin between her ass and pussy while coating her tiny asshole as well. Her little backdoor hole seemed to shine at him with a pulsing taunt. "See Connor?" Jewel giggled. "See what you did to me baby?" "It's gorgeous." Connor replied somewhat shyly, aware more than ever of Mrs. Debra's presence. Jewel giggled and leaned back more, opening herself up to him even more. "I like that word, 'gorgeous.'" She ran her index finger slowly down the surface of her glistening slit. "Don't you want to touch baby?" she said with facetious hurt in her soft voice. He looked to Debra for an answer but her burning eyes and swollen bottom lip being bitten by her bright teeth gave him the answer before her smiling nod did. "Yes I would, " he whispered to Jewel, his hand reaching out to touch her tight ass. "Mmm, you're so gentle Connor," she murmured as his fingertips touched her warm skin. He traced them lightly across her quivering rear, edging closer to the parted crack between them. As he grazed across her ass cheeks, Jewel moaned softly and shuddered gently. When his fingertips reached the inside of her cheeks, she leaned back into his touch, making his fingers slide quickly down to the sopping wet slit between her fully swollen pussy lips. Jewel's reaction to his touch was almost volatile in its power; Her body went rigid, her ass shuddered against his fingers, her leg muscles buckled and bulged and her voice rang clear and madly with an almost crazed desire, "Touch me Connor, fuck yes, touch my pussy!" He slid his index finger gently and slowly inside her. Jewel lowered her body on her strong haunches to take it deeper almost immediately. The pulsing ache of her clit was immediately palpable against his shaking finger and he ran the length of it with his fingertip. Jewel cursed loudly with a wild giggle when he teased her clit, "Goddamn it, yessss!" she groaned girlishly, "tease my fucking clit." She ground back against him harder, taking him inside her to his knuckle. "Put another in baby," she moaned, her breath leaving her as she did. Connor let his middle finger join his index inside Jewel's soaking, gaping, pulsating pussy. The new girth caused a sudden release of wetness from the depth of her and she moaned even louder, "Fuck me with your fingers, ummm, NOW!" After hesitation, Connor slid his ring finger inside of her. Her gyrating grew wilder and he suddenly found his pinky teasing her pussy open as well. He found a slow, teasing gentle rhythm with his four fingers and felt Jewel's pussy open wider and grow even wetter. She writhed against his hand, her moans and words growing indistinct from each other. He modified his pace to tease and excite her but she seemed to just want him to go deeper and harder, and she seemed to want more of him. "Fist my cunt!" she yelled suddenly, her voice dropping octaves into a guttural growl. Her head swung around to look at him, her eyes infernal and her mouth quivering with a wild lust. His thumb slid in and his hand balled into a fist inside her. Jewel's back arched like a stallion rearing its body and she made a sound of agonized ardor that Connor had never heard. As she ground madly against his entire fist, Connor continued to gently grind his hand against the entirety of her pussy. The base of his thumb's knuckle ran against the wildly engorged lips of her pussy. Her sounds became a mix of coarse swearing and rasping madness; any words were now completely unintelligible. Connor peered shyly towards Mrs. Debra. Her eyes were like lasers on Jewel. Those luscious white legs were spread apart and she lolled her head towards the bar. Debra's left hand ran over her tits, making the black fabric of her dress ripple. Her right hand seemed to rend at the hem of her dress, exposing the creamy flesh of her inner thighs. Her gorgeous face was more flushed than before and her eyes burned like blue flames as her mouth parted. Connor was both enthralled and full of impotent rage as he watched her writhe in what he knew was sexual frustration. To feel his lover frustrated made him mad. With his fist wrist-deep in a gorgeous, nubile, Nubian beauty and his eyes full of the most glorious sexual being he had ever imagined, Connor was as hard as he had ever conceived of being. The tent in his pants was tall and throbbing and his mind was overwhelmed with lust. "God yes!" Jewel cried out suddenly. "I'm... UHH, fist me harderrrr! Pound my pussy!" Connor used his fist to grind harder, twisting inside her as his left hand rested against her bulging, rock hard ass. Her head swiveled again and her back arched, making her almost sit on his hand, pushing his fist so deep inside her that he couldn't move and she went completely rigid. Her throat made a sound like a gasping rattle and her eyes rolled in her head. After lolling once her head came back to rest and her eyes opened, her hand grasped his face and her body craned back towards him. "Stop... being... so... gentle" she managed to whisper without any almost any air coming from her violated solar plexus. Her eyes rolled and her lips curled in a smile as she leaned forward and held her ass in the air to him. His fist recommenced its wild manipulation of her pussy and his free hand came down hard on her quaking left ass cheek. A ripple of flesh went across her ass and she cried out with pain and sexual madness. Connor heard Debra's voice gasp in excitement at Jewel's spanking and he spanked again. Slapping her ass while pounding her clit to the deepest part of her with his entire fist, Connor felt Jewel lurch and moan a deep, almost agonizing moan. The sound was so close to awful pain that Connor pulled his hand free immediately, fearing he'd hurt her. Jewel gasped and cried out in a girlish squeal, "Oh shit!" her giggle became a deep moan and then she squeaked, "I'm coming again!" Connor looked down as Jewel collapsed onto all fours in front of him and then let her arms fall. Her face was on the floor and her ass pointed directly at him. Her fingers reached under her and teased her, now bright red, pussy lips while she squealed and laughed with a primal girlishness. Suddenly Connor's face was wet. He realized that her pussy was shooting her cum all over his face and chest. Thin, warm streams of her juices shot out of her open slit while she giggled, squealed and moaned. Jewel squirted and squirted as Connor watched up close and agog at the power of her "blasts." Each explosion was accompanied by a surprised, laughing "oh!" from the prostrate Jewel. As the streams lost force, she rubbed her pussy lips gently, letting the juices drip out onto the floor, her eyes closed as she moaned softly to herself. Connor watched in amazement as she calmed down and went limp, her eyes opening slowly and meeting his with a sated, exhausted sigh. "That's twice Connor. You're amazing." She smiled as she rolled over onto her back and looked over at Debra. "Where did you find such a special guy Mrs. Debra?" "He just fell into my life my little darling," Debra replied with a knowing wink to Connor. "And I'm very lucky he did." Debra's legs were spread open enough to offer Connor a glimpse of her panties and her freckled chest was pink and heaving, her nipples hard enough to be visible through the thin black fabric of her dress. She stood up and walked over to them, sitting beside Connor on the couch and kissing him gently on the mouth. Her moist, beautiful mouth smiled at him broadly. "And you're lucky he did too Jewel," Debra purred, her eyes never leaving his. "I know Mrs. Debra. I know TWICE." Jewel laughed and winked at them. "No, you don't know just HOW lucky Jewel, my darling girl," Debra said flirtatiously, her hand running down to his fly and unzipping it. "You are even luckier than you think..." her hand gripped his crazed, enormous erection... "because my Connor is going to let you play with this..." Debra pulled his cock free of his open fly and his rock hard 9 inches sat alert in his lap with Debra's caring, proud hand holding its aching base... "beautiful cock of his." Jewel's eyes went wide with surprise at Connor's girth and hardness. "Holy shit, Mrs. Debra, is that all for me?" Connor had always known his size was better than average but even he was impressed at the throbbing growth Debra displayed to their new friend. Debra looked up at him and smiled when she answered Jewel, "For now, my darling, yes... it is." He kissed Debra softly, and then with a mad hunger. Their tongues wrestled as her hands grabbed his hair and his left hand reached out for the porcelain skin of her face. Her mouth was like a home that Connor had never known he missed, every movement of her tongue and the mere feel of her pillowy lips against his gave him a sense of comfort and passion that he'd never known existed. As he took her bottom lip between his, pulling away far enough to gaze at her without halting their kiss, he saw a wry smile flicker in her eyes. Before he could guess a reason behind her coyness, he felt his cock become encased in warm wetness. After his shuddering, eye-closing moan, Connor looked down to see Jewel's almond eyes staring up at him, her beautiful hair mussed with sweat as her head bounced up and down on his throbbing cock. He watched it disappear in and out of her lovely mouth. Crazed volts of energy coursed through him when she flicked her tongue against the base of his head when she took him at this shallowest. Moist, large tears formed at the corners of her eyes when she took him deep enough to feel her constricting throat against the dip of his aching dick. Connor was transfixed by witnessing Jewel's skill in taking his cock deep into her throat and holding it until she gagged, releasing him from her mouth to inhale deeply and spit her gooey saliva down his head and shaft. As Jewel kissed his spit-covered dick with her slippery lips, he felt Debra's breath and mouth graze his cheek and ear. "She's quite the cocksucker, isn't she Connor darling?" came her melodious voice in a stage whisper. He could only nod agreement as Jewel, smiling at the intentionally overheard compliment, took his trembling length back past her dripping wet lips and into her warm eager mouth. "Better than me?" Debra's mouth was almost in his ear when her words poured in at a volume barely above silence. Connor's sudden awareness of his mature goddess' jealousy, genuine or not, made him writhe as he turned to look at her stunning face. Debra's mouth was set in a shape of pert displeasure and her dazzling eyes seemed to hum with a low level of hurt. The blaze of her beauty seemed heightened by her displeasure and his desire for her became even more intense. "No," he mouthed almost wordlessly, acutely aware of the loud gagging and moaning emanating from Jewel's mouth, that was bursting full with his pulsing cock. "I worship you Mrs. Debra," he whispered, careful to stay quieter than Jewel's cacophony. Debra leaned back into him, the hurt look being washed away by her familiar spark of feral sexuality, and whispered, "Then fuck her Connor. Fuck her now." In his hasty obedience, Connor's hand grabbed Jewel's hair to roughly and pulled her head back off of his dick. She yelped quickly in pain and her wild, wide eyes stared at him with shock. Debra squealed in strange delight at the impulsive violence and bit Connor's ear. Before he could apologize to the Nubian beauty on her knees before him, Jewel laughed impulsively and bared her teeth at him in a crazy smile. "Okay baby, I know you want to fuck me." She laid back, her eyes still wet with gagging tears and her lips and chin greasy with spit and pre-cum. She opened her legs provocatively as she rested on her sharp, narrow elbows. "No darling," Debra interjected suddenly, "come sit here next to me." She patted the seat next to her on the sectional. "Stand up Connor," she continued, "this must be done correctly." Connor and Jewel both stood up and their bodies collided softly as they did so. In an almost reflexive action, he leaned in and kissed her gently on the lips. Jewel smiled broadly after they had released before Debra pulled her down onto the couch beside her. He looked down at the wondrous, lithe, mocha skinned creature reclining shiny and almost nude, desperate to be fucked by him and lying herself leisurely against the woman who had, in the span of 8 hours, completely changed his understanding of passion, lust and beauty. His Mrs. Debra. His goddess. "Take off your jacket and shirt Connor," she ordered curtly but kindly. He did quickly as he was told and stood before them both with his pants around his ankles, his feet still stupidly inside his black leather slippers. "Out of those shoes and pants too darling," Debra continued, her long finger pointing out the offending garments. He did as he was told again and stood before them entirely nude and burning to consume them both. Without looking he knew that his cock was straining at attention, every vein rippling against the stretched skin, the throbbing head a dark pink with the glisten of pre-cum at its tip. "Isn't he a beautiful boy darling?" Debra purred, her hands running into Jewel's short afro. Biting her lip in anticipation, Jewel nodded agreement. Her eyes trained with fervent interest on his cock. "Do you want that big, pretty cock inside of you Jewel?" Debra asked softly into the ear of the younger woman, her lips grazing the lobe. Again, Jewel nodded, her gaze never wavering. "I can't hear you honey," Debra hummed softly, her lips on Jewel's cheek. "Yes, I do," Jewel hummed back, her head nodding again, her eyes widening as Connor took his cock in hand to stroke it slowly, keen to Mrs. Debra's game. "I thought so," Debra kissed her young companion softly on the lips twice. "But how badly?" "Very badly," came Jewel's breathy reply before her mouth was covered again by Debra's. Connor saw their tongues begin to dance as Jewel grabbed Debra's left breast through her dress and Debra placed her hand on Jewel's shiny upper thigh. The pace with he stroked his cock grew as he watched them kiss and he stepped closer to them, his hard cock in hand. Feeling his presence, Debra pulled out of her kiss and took her own grip of his manhood. "Connor is ready Jewel, are you?" she asked. Jewel responded with her wordless, wide-eyed nod, her body retreating deeper into the couch as the heels of her feet rested on the edge of the cushion and she opened her legs to Connor. "Good," Debra purred again, reaching into her purse and pulling out a condom wrapper. "But Connor is my beautiful boy and I need him clean for me." She deftly unwrapped the condom before putting it in her mouth and taking his cock in both her hands and guiding it towards her face. Connor could muster the control to watch his cock enter his exquisitely mature lover's mouth, but the pleasure of being inside of its wet utopia caused his eyes to water and close. When he opened them, his cock was sheathed in latex and quivering in Debra's hand. "Now," she whispered up at him. "Fuck her Connor." In a flash, Connor took Jewel in his arms and forced her back into the couch cushions. Taking her ankles in his hands and opening her up to him, Connor let the head of his dick rest on her swollen pussy lips and the shared, trembling sensation made her look up at him and smile with her quivering lips and moist eyes. As he ran the tip of his cock up and down her insanely wet slit, Jewel squirmed in his grip. When she seemed to begin to enjoy the rhythm of his teasing, she sighed sweetly and giggled with girlish self-consciousness. Connor's response to her charming sweet laugh was to thrust hard and fast inside of her, taking his cock to the top of her pussy. Jewel screamed in painful amazement and her ass cheeks slapped against his balls as she reared against his next, even harder thrust. "Oh fuck!" she screamed as he continued to pound her wet pussy. "It's so good. You're fucking me so good!" Her cries egged him on and Connor pounded away harder and harder. Jewel's face contorted into looks of every emotion as her eyes opened and closed intermittently. He grabbed her small breasts for balance when he plunged deeply and the sound of his balls on her ass made him wild with lust. Debra leaned over to coo and kiss Jewel, calming her as Connor made her pussy her brown and pink snatch his own property by fucking it harder and deeper with each thrust. Jewel's eyes filled with tears and her stomach rippled from the impact of his thrusts. His hands pulled her ass cheeks apart and he felt the wild violation of his balls slapping against her asshole. "Yes, good girl," Debra cooed, her eyes watching his cock go in and out of Jewel's spent pussy. "He's so strong and big but you're taking it all. Good girl Jewel, my darling." Jewel responded with cries that meshed pain and crying and pleasure and laughter. "You're so deep!" came her plaintive, quieting voice. "Shit, Mrs. Debra, he's so big!" Florida Cougar Ch. 03 Connor slackened his pace as her cries turned towards pain and Jewel closed her eyes in what seemed like release as he did. "Goddamn!" she screamed suddenly making Connor realize she had cum again. "I've never been fucked so hard." Her smile came through tears and Connor held halfway inside her as Debra kissed her deep and softly on the mouth. "I know darling, I've worked him up too much and he's so young and powerful." She kissed Jewel's quavering lips again and smiled into Jewel's exhausted face. "Do you want him to take you from behind now darling?" The nodding, lip-biting response from Jewel told Connor he should pull out. She looked up at him and smiled with all the energy she could muster before Debra helped her roll over and hold herself up on all fours on the couch, her ass and pussy open to Connor's fresh assault. Debra caressed Jewel's face between intermittent kisses and looked up at Connor with a beaming, proud smile. "Take her from behind darling," she said with her wry smile. He obeyed, letting his still hard cock almost guide itself back inside Jewel's sodden snatch. After his overly hard thrusting, Connor took pity on Jewel and slackened his pace, allowing him to feel her from inside out. His hands grasped her ass cheeks as he began to fuck her with slower, shorter thrusts changing Jewel's sounds into calming but impassioned mewing. Indicating that she was both eager and too exhausted to take much more. Debra seemed to feel Jewel's energy slackening as she began to kiss the girl more fervently. Connor watched their mouths smash and intertwine as he fucked Jewel slowly and calmingly. Jewel's hand wrenched at Debra's dress, pulling the fabric down to her nipple. The older woman helped with the younger one's fumbling and let the strap of her dress fall off her shoulder, allowing her firm, ample, creamy white breast to swim tantalizingly bare into Connor's vision. Debra locked eyes with him in their familiar magnetic gaze as Jewel began to suckle and tease the nipple of Debra's exposed breast with the white teeth and large lips of her mouth. His goddess nodded encouragement to him as he began to bury himself deeper in Jewel's pussy, his lust growing at seeing Debra's body pleasured again. Worshipped in the way it deserved. Mrs. Debra's red hair cascaded over her face as she leaned over Jewel and whispered softly in her ear. The young mocha beauty looked up with a quivering mouth and surprised eyes before nodding slowly and solemnly into Debra's smiling, tender face and then burrowing it back into her freckled, shiny chest. "Jewel wants to offer her ass to you Connor," Debra said suddenly with incongruous sweetness. "She's much too wet for you to cum in her pussy and she wants to offer you her gift." Connor's look of surprise must have been obvious. His jaw dropped at the offer of another sexual first. "Don't you believe me darling?" Debra teased, "Tell him Jewel..." Jewel's head turned to face him slowly over her sharp, small shoulder. Her entire body glistened with sweat and her hair seemed soaked and heavy. Every inch of her long frame shook with fatigue under his fingertips and her stockings were torn and covered in her juices and perspiration. She was a woman on the brink of collapse but her eyes still smoldered with passion and she fixed them on him before saying clearly and playfully, "Yes Connor, you can have my ass if you want it." His lips curled into a grin. This night had made him aware of what he was capable and he wanted to explore those limits even more. He smiled openly at Jewel, "Of course I do." Debra rose slowly from the couch and leaned over Jewel's tensed back. "I'm going to help you Connor, Jewel has been lovely but I don't want her to be hurt." "Yes Mrs. Debra," he responded. Debra quickly sank her pinky finger inside Jewel's pussy and held it while the shining, milk chocolate skin of her ass shivered at the touch. The refined, long finger was dripping wet with Jewel's juices when Debra pulled it slowly free. "Keep fucking her darling," Debra instructed calmly as she used her free hand to pull Jewel's ass cheeks apart. Connor obeyed and found his familiar pace as he watched Debra begin to run the tip of her drenched pinky around the pink flesh of Jewel's tiny asshole. As she circled and teased it with pussy juices, Debra began to play with the exposed nipple of her own breast with her free hand. Connor reached out immediately to help his lover and Mrs. Debra smiled at his offer and let him take control of twisting and pulling at her big red nipple. With his cock buried in a warm pussy and his right hand at play with the most desirable body he had ever encountered, Connor felt a wave of warm pleasure course through him and he moaned deeply. As the sound escaped his lips, he felt Debra's smell and taste on them. "Not yet," she whispered teasingly as he opened his eyes. "Watch..." Connor watched with wide eyes as Debra's pinky sank into Jewel's quivering asshole. He felt her clit harden and pulse against him as her pussy constricted. Jewel moaned fiercely and bucked hard on his deeply buried cock. "She's almost ready my darling," Debra purred as she pulled her pinky from the younger woman's ass. "Almost." With her hands pulling Jewel's ass cheeks as far apart as they can go, Debra laid her face just above the slick hole unfurled her tongue across it. As Jewel began to buck wildly and moan again with newfound energy, Debra flicked her tongue across and into her tight asshole. Connor felt his pace quicken as he plowed away at Jewel's quaking snatch, Debra's face poised just above his labor. His hand grasped Debra's luscious hair as he felt Jewel explode again on his dick, her orgasm sending ripples of tightness down her torso into his crotch. "Oh shit. I'm cumming again!" Jewel cried in guileless shock. "Fuck me harder Connor baby." With Connor fucking her hard and deep, and Debra expertly eating her ass, Jewel exploded again and collapsed in a heap on the couch before them. After letting her whimper and relax, Debra sat down next to her and took the younger woman's head in her lap. As Debra stroked her face and hair, Jewel looked up at Connor in amazement. "How are you still hard? Did you take something?" Jewel's voice registered tired distrust. "No," Connor stammered, "I don't know how I haven't cum yet." "I do," said Debra in her even, serious tone. "Connor hasn't cum Jewel because I haven't told him to." As he watched Debra tend to the spent, exhausted young woman, Connor knew she was right. He wasn't going to cum until she'd told him to. The simple truth of her power over him made him smile. "Isn't that right darling," Debra giggled, looking up at him in concert with Jewel, both of their beautiful faces staring up with sweet smiles. Mrs. Debra's was sly, as knew the answer already. Jewel's eager and wide-eyed, wondrous at the possible truth. "Yes it is Mrs. Debra," he said proudly, "and I won't until you say so." "Very soon darlings," Debra cooed, addressing them both. "But you need to accept Jewel's gift first Connor. Her lovely, wet asshole." He climbed next to Jewel on the couch and rested on one knee as she spread her legs to him. "I want you to fuck my ass Connor. I'm so fucked baby, but I want more." Jewel purred. "What a lovely girl you are Jewel," Mrs. Debra replied coyly, shifting her weight to support the younger woman into her lap where the she rested. "And what a lucky young man Connor is to have met you." She winked at her younger lover. He pulled Jewel down towards him and she angled her ass up to him, letting the heels of her feet rest against his collarbones. His hard, latex covered cock came to rest in her small bush while she sucked on her left middle and index fingers before bringing them down to her asshole where she covered it with her spit. "Spit on her asshole Connor," Debra commanded him quietly, her eyes blazing at Jewel's demonstration. He let a long string of his spit trail off his lips and down into the space between Jewel's ass and pussy where she rubbed it down across her tiny hole before nodding up at him and biting her lower lip. "Now," the young, beautiful, coffee colored beauty murmured. He let the tip of his cock ease shyly into the tiny, shuddering hole. Jewel braced and went stiff as he parted it open just slightly. She breathed deep hard as he leaned in again, opening her a little wider. Debra's fingers went quickly to Jewel's pussy and teased her lips open and rubbed her softly. The attention to her clit seemed to bring relaxation to Jewel's thin, long body and Connor felt the head of his dick slide into her pulsing ass. Jewel shuddered powerfully and moaned deeply as Connor groaned in ecstasy. Her shaking tightness felt extraordinary. The bottom of the head of his dick caught against the inner flesh of her sphincter's vice hard grip. The feeling made him immediately voracious for more. He thrust indelicately into her ass. As he attempted to probe deeper too quickly, Jewel cried out in pain and Debra touched his chest. "Gently baby," she whispered, her eyes feral with excitement as she watched him fuck Jewel's gorgeous ass. "Slowly, let her take you in and feel you." Jewel nodded silent agreement as she breathed deeply and groaned. He held still and leaned over her, taking her right nipple in his mouth and teasing it with his lips and teeth. This attention to her body made Jewel relax again and he felt himself slide in just a little deeper. As he kissed her chest, neck, shoulders and cheeks Connor felt his cock sink fractions of inches into Jewel's tensing, burning hot ass. When he kissed Jewel's mouth, Connor saw that Debra's dress had been pulled down completely at the top and Jewel's head rested between the milky, luscious breasts that he adored. With Debra's chin resting on her head, Jewel kissed Connor back hungrily while moaning into him as his cock made incremental progress in its violation of her asshole. He felt Debra's fingers in his hair as he and Jewel kissed passionately. The hand eventually pulled his mouth free and up to her own where he kissed his mature mistress with the yearning of a worshipful boy. Debra's tongue explored his mouth as Connor's cock sank unhurriedly deeper into the new territory of Jewel's ass. The violated woman's breath and lips felt like fire on Connor's chest and nipples while his mouth stayed in messy, needy contact with Mrs. Debra's. In a haze of passion, Connor started taking turns kissing each woman's mouth as his cock held still inside of Jewel invaded ass. When he arched back to moan up at the ceiling, fighting back against his growing orgasm, the women began kissing each other. After finding his equilibrium Connor suckled voraciously on their breasts, taking turns between the mocha and vanilla colored skins. With his mouth on Debra's freckled breast and the image of her porcelain skin crushing into Jewel's milk chocolate complexion from the corner of his eye, Connor went suddenly into a state of blissful stillness. He came back to the moment when Jewel shuddered with her most violent tremor yet and he felt his cock sink suddenly and deep into her ass. Jewel's high voice cried out wildly and he held still while her eyes rolled back and around in her head and her mouth trembled crazily, unable to create any sound at all. He stroked her chest tenderly while she bucked against him harder than ever. "Take it all Jewel. Breath deep, yes baby, breath deep and feel that dick." Debra moaned softly and sympathetically, kissing Jewel's soaking forehead. "Take it in your ass darling, take it for Mrs. Debra." Jewel's eyes fluttered open and she looked into the older woman's magic blue eyes. Her lips curled slowly into a smile before they met Debra's in a tender kiss. Connor felt Jewel take his hands in hers and she looked up at him, taking a deep breath. "Fuck...my...ass...now" she managed to moan before sinking back against Debra. Not needing a second invitation, Connor obeyed and began to pump Jewel's tight asshole with his cock. Every shallow thrust and quiver made her groan and smile and her eyes fluttered open and shut as Debra purred at her to breath. It was the greatest sensation Connor had ever felt and he fell into a state of bliss where time melted away and his brain turned tingly with the a nuclear voltage. His mind went blank as he took in the imagery before him. After what seemed like hours but must have been a handful of minutes, Connor felt his balls shake and grow taut, his back arched and he cried out involuntarily. He looked down at Jewel whose body was slippery with sweat and whose head was now lolling side-to-side, eyes devoid of any light at all. Connor could see that he had fucked her to the verge of collapse. "It's time darling," came Debra's voice. "Do you want to cum for me Connor darling?" Connor responded with Jewel's wordless nod. He heard Jewel moan in agreement with what was left of her voice and body. "Then pull out of her ass Connor," Debra calmly ordered. He obeyed and felt Jewel go limp into the couch as he did. Debra let the girl fall back beneath her as she got on all fours and reached out for Connor's primed cock. With her body positioned over Jewel's, Debra pulled the condom hard and fast off of Connor and he felt a bolt of electric pain at the snap of the plastic on his swollen, crazed head. Immediately upon being freed, lightning flowed into and through him as his body went rigid, his head went fuzzy and a river of ecstatic fire coursed through his shaft and exploded out of his rock hard cock. He felt Debra's expert mouth take every drop of hot cum that he blew volcanically from him. The volume of his own moans surprised him and hearing his goddess giggle and gag on his creamy cum made him smile as he moaned with abandon. Debra pulled his balls as his orgasm peaked and his moans grew softer. He opened his eyes and felt the last drops trickle from him and dribble from the corners of Debra's full mouth and down across her tiny, beautiful chin. She smiled up at him before falling back to Jewel and kissing her on the mouth. Connor saw the sticky ropes of his cum being shared on the lips of the two women as they passed his hot white cum between them and giggled and moaned. He craned for a better look and smiled proudly as Jewel used every bit of energy she had left to giggle and kiss with Debra. She saw him staring and smiled back broadly, her chin and cheeks smeared with the white cum that filled her mouth and spilled out across her quivering lips. The contrast of his white gift on her light brown skin was a sight to behold. "I have never been fucked like this Connor." She purred. "You're an amazing man. Mrs. Debra is lucky to have you." He looked over at the red-haired goddess lying next to them and smiled. Knowing that she was correct without understanding how completely. "She does have me though Jewel. She has me absolutely and in every way." Debra smiled back widely and cocked her head with a look of tender adoration, her exquisite, tender fingers running through Jewel's kinky hair. "I know," Mrs. Debra said curtly. Then she and her young lover shared a beautiful, honest laugh. Florida Cougar Ch. 04 After sharing another glass of champagne as they lolled nude, exhausted and sated in a sweaty pile, Connor, Mrs. Debra and Jewel began to say their goodbyes. Inevitably, Mrs. Debra was the first to get back to respectability and Connor mused without surprise on how expertly and quickly she did so. After less than a few seconds of adjusting her short, black dress (once she had pulled it back up over her naked, luscious breasts), deftly pulling her long, lustrous, fiery red hair back into a tight ponytail and merely glancing into her silver compact before daubing her face with powder, Mrs. Debra was again a vision of sophisticated, older femininity that Connor felt lucky to even behold with his own eyes. He stared at her perfectly made-up and stunningly pretty oval face dominated by her hauntingly beautiful blue eyes at the corners of which her skin crinkled as evidence of her coyly enticing wisdom and exquisite age. His vision misted up with appreciation of how her milky skin, subtly freckled on her mesmerizing chest and sinewy arms, seemed to almost glow with its lived-in, ethereal authenticity. He almost drooled taking in how her mature, shapely body, with her beautifully round and firm chest sliding down so naturally into her fine waist and ample yet toned bottom, seemed unable to be restrained by the thin black fabric of her expensive, form-fitting cocktail dress. His mind boggled at the way her long, thin legs demonstrated their power by holding her voluptuousness aloft and so erect in her unwaveringly ladylike bearing. It struck him that she looked so perfectly coiffed and put together, like a wealthy (albeit incredibly sexy) older woman attending a high-society charity gala, no one would have believed that only minutes before she had been commanding and coaching her much younger lover to fist, fuck and sodomize a tall, lithe black stripper in her early twenties before swallowing his full load of cum and sharing it messily with her new friend. Connor's mouth curled into a broad, appreciative grin as he took in Mrs. Debra. Seeing his giddy expression, she smiled back and winked at him before going to retrieve her small purse from a barstool. "I wish you could stay alone with me," purred Jewel's voice almost inaudibly in his ear. He felt her full, moist lips on his ear as and her fingers running across the thin fabric of his freshly donned black suit pants. "Or meet me later, we could have so much fun baby." He winked into her chestnut eyes as he turned to face her. "I think we need to go now Jewel. Maybe some other time." After possessing the gorgeous creature next to him, Connor was drained of every energy-giving liquid in his body yet acutely aware of his desire to save whatever he could replenish for the red-haired mature goddess currently moving towards them. "Soon," Jewel said with burning directness as he felt her hand slide deftly in and out of his pocket just as Mrs. Debra came to stand just in front of them. Jewel stood up to retrieve her robe as Debra leaned over and met his eyes with her hypnotic gaze. "We've had a very busy night, young man," she giggled playfully and quietly. "And I believe that we've taken enough of Jewel's time." Connor smiled back and felt his face burn under the power of her gaze. "Then we should go Mrs. Debra, shouldn't we?" he said in a low, meaning-filled voice. "What a lovely idea, Connor darling. You never fail to impress me." She flirted back and took his hand in hers lifting him off the couch. They turned to see Jewel standing before them in only her short silk robe and sheer stockings wearing a sad, flirty expression on her long, beautiful face. "Going already?" she pouted. Connor took her in one final time; Her long legs tapering up to of the red silk of the short robe's high hem that left exposed the lower wet, glistening, kinky hairs of her thin bush. The remnants of her juicy orgasms were still shiny on the milky coffee skin on the inside of her taut inner thighs. Her lissome body, tilting in eager solicitation of their further company seemed impossibly long and lovely. Her chest was thrust out, the hard nipples on her small, round breasts poking tauntingly at the silk struggling to contain them, and her head was tossed back, framed by her small afro sprouting uncontrollably off in all directions, defiant in its primal sexuality. Jewel's eyes were alert and cloudy with sadness when Debra kissed her soft, moist cheek and caressed her long, rigid neck with her hand. "We must be going, darling, it's so late." Debra said sweetly. "And I don't think young Connor has anything left for us." "Oh, I doubt that," replied Jewel mischievously with a pert giggle. "But what is left is all for you I bet." The women shared a short laugh and Debra pecked the taller girl on the lips before pulling Connor gently behind her towards the door. Without warning, Jewel took his free hand to stop his progress and pulled him towards her. Their faces came together with almost violent force and Connor found himself being kissed with passionate and voracious hunger by the Nubian beauty. He kissed back after the initial shock with almost matching ardor and his free hand grasped at her neck, breast and ass cheek before they pulled apart, his lower lip caught teasingly between Jewel's bright, strong teeth. "Goodnight Connor," she said with dripping intensity upon releasing him. Her chestnut eyes smoldered into him. "Goodnight Jewel," he replied with stunned confusion. Mrs. Debra's hand pulled him from the room and he watched Jewel close the door behind them after they exited. Her fingers fluttering after him, blowing a delicate kiss goodbye. The black suited valet brought the car around to them in the featureless parking lot back outside the mysterious club as Mrs. Debra leaned into Connor gently and he took her in his arms. "I hope you enjoyed yourself darling," she mewed softly. "Of course I did, Mrs. Debra. I've never experienced anything like that before." Connor stammered. "Well, I should hope not my beautiful boy," she giggled. "Yes. It definitely has a night of amazing 'Firsts,' Mrs. Debra," he said flirtingly as the black Maserati came to a stop in front of them. Connor felt a surge of adoration fill his face with warmth and his mind tingle at the very reality of holding this woman in his arms. As the sensation climaxed, he took Debra's soft, oval face in his hands and kissed her deeply. Making it more exciting was his keen awareness of the valet standing awkwardly in front of them, extending the keys out with his plaintive hand. Debra kissed back with tangible surprise and Connor took a strange revelry in her lack of composure. His tongue dominated hers in their entanglement and he tasted her warm, sweet breath as she moaned into his mouth. With a flourish of erotic artistry he sucked her long tongue gently before taking her bottom lip between his own and then nibbling it gently as they pulled apart. As they came up for air, Connor saw a blush run across Debra's always composed face and he thrilled at having put it there, even if for just an instant. "My, my. Aren't you just insatiable darling?" Mrs. Debra purred as she looked up at him, hooding the brilliance of her eyes with fake reproach. "I am for you Mrs. Debra," he whispered back adoringly. The valet coughed politely, reminding them of his presence and Connor went to reach for the keys but was too slow for Debra's sudden quickness. "I'll drive home Connor darling," she announced, grabbing the keys with a blisteringly naughty glimmer in her vivid, sapphire eyes. "Yes ma'am," he smiled back, opening the driver's side door for her and helping her down gallantly into the low bucket seat before closing the door behind her. As he walked around the car to the passenger side, he noticed the valet staring with familiar yearning at Debra through the tinted car window. A strange smile crept across Connor's face as he watched this other young man begin to feel just a sliver of what he knew to be his mature goddess' potent magnetism. He paused at the door and managed to grab the valet's eye as his hand paused on the door's smooth handle. "You have no idea my friend. No idea at all." He said with a wink before slipping in beside Mrs. Debra before she slammed on the gas and sent them flying into the coming twilight. Palm, fir and willow trees zipped by Connor's window as Mrs. Debra sped down a rural road somewhere in the darkness of the early Miami morning. He glanced over to see she the odometer rise past 85 mph and he sat back in his chair stiffly, suddenly aware of the insane speed at which she guided the powerful sports car. "Don't you like going fast Connor?" Debra asked evenly and suddenly, never taking her eyes from the road ahead. "Sure," he replied as confidently as he could, his voice swallowing his answer as she gave the car more gas and he felt the engine shudder into an even higher gear beneath him. The fear in his answer made Debra smile widely and laugh quietly to herself. Connor saw the intensity in her wild blue eyes as she drove lightning fast into the oncoming darkness. "Don't be afraid Connor baby," she cooed, an impish smile curling into form on her upper lip. "There's no one out here to crash into at this hour." He nodded hopefully at her pronouncement and felt sweaty fear appearing on his forehead and in his palms. "Oh Connor, look at your face. I'm in total control right now, my beautiful boy." she laughed with a toss of her head, showing off the long muscles on her lovely neck. "Just like I was with you and Jewel." He heard the fierce pride in her voice and saw her jaw set as she made a left turn at much too fast a speed, testing the weight of the mid-car engine in the expertly made sports car. Debra laughed loudly and cried out with excitement as the car made the turn safely after forcing them both hard to their right, crushing Connor against the door. "I love speed!" she yelled to him. "Driving fast is a lot like sex Connor," she continued, her voice growing raspier as her face grew more intense. "And in a car like this my darling, it's better at it than most men." To make her point, she hit the gas again, sending them over a small hill at such a velocity that the car flew into the air momentarily before landing with surprising softness on the broken asphalt. "But not you, sweet Connor, you're very, very good." Again, Debra's exhilarated yell filled the car. Her eyes blazed into the oncoming faint glow of morning. "I liked watching you pick out Jewel from all the girls, Connor. It pleased me that you chose a girl who looked nothing like me. It says a lot about you darling." "What does it say Mrs. Debra?" Connor managed to ask, his body rigid with fear as she made another sharp turn. "Oh, dear boy, it tells me that your mind is so open to new things. Choosing that black beauty to entertain me was very clever and bold. You were so confident in what you wanted. And so aware of my own choice." Her breasts began to heave as she spoke. "I'm so happy you liked her..." he stammered. "I liked her very much Connor. Or didn't you notice?" He felt the car lurch into the coming dawn a little faster. "I liked watching her dance with that tall, thin body..." Debra sped the car faster... "I liked the way she teased you and showed herself to you..." faster still... "I liked the way she touched herself while you held her in those strong, young hands..." her right hand pulled at her dress, exposing her porcelain, juicy thigh... "I liked the way she let you tease those tiny tits..." her hand rubbed softly against her bare flesh... "I liked the way she came in your arms..." her mouth parted as she slid her fingers between her legs and against her pussy... "I liked the way she came for you Connor..." He felt the car continue to speed too fast but became too transfixed by the image of Debra touching herself as she drove to care. Her eyes flickered with delight as her fingers teased into her black lace thong. He craned his neck to watch her play while she kept her eyes firmly on the road. The focus she had on the car was matched in intensity by what went on inside her panties and she seemed to drive faster as she made herself more excited. "I liked the way she let you touch her Connor..." the muscles in her neck strained and her cheeks went flush... "I liked the way she opened herself to you when she bent over for you..." her tongue flicked out against her upper lip... "I liked the way you touched her too baby, the way you filled her up inside..." she squeaked in pleasure as the car went even faster... "I liked the way you fisted her little pussy..." her voice rising an octave... "Goddamit, I LOVED that darling..." her hand moved hard and fast inside her panties... "I liked the way you made her squirt for you..." her eyes rolled and the car lswerved dangerously to the left. They both drew a deep breath of relief when she regained control of the car. Debra laughed crazily and sighed as her wet fingers re-gripped the leather wheel. "Holy shit, I'm creamy just picturing you darling!" she giggled loudly. "Your effect on me is going to get us killed Connor." He smiled back with frightened pride and found himself getting hot watching her glistening fingers go to her mouth. "Tell me what you felt while I watched you and her. But don't touch me darling. That might kill us both quickly." Debra purred, her hands tracing down her torso again, the car regaining breakneck speed. Connor was in her thrall again and eager to please. He gulped back fear and began to recount his experience. "After she came the second time and you came over to show her my hard cock. When you touched me I felt your control on me and I wanted to explode right there Mrs. Debra." He said softly. Her hand disappeared again between her legs. The mighty Maserati engine revved. "Your touch made me insane and I wanted you right there. I wanted you so badly that it hurt." She moaned softly as her fingers parted her swollen pussy lips. The car stayed straight and fast. "When you finally kissed me, she took me in her mouth and it was amazing. I didn't know I could feel like that." The long fingers of her left hand tensed on the steering wheel as she moaned again softly. The car banked left, following the road. "And then you told me to fuck her. It was your command that made me want to more than anything. Your control of me." She gasped and her mouth opened wide with bliss. The car slowed momentarily. "Then I fucked her for you. Deep and hard Mrs. Debra. So deep and so hard, Remember how I made her scream Mrs. Debra?" Her neck went rigid as she nodded and gasped. The car heaved forward again. "I pounded her for you. I made her pussy raw with how hard I fucked her. She was crying I went so deep. Do you remember her tears?" Debra's body tensed and she swore loudly. The car swerved for just a second before picking up speed. "She couldn't take any more and she pulled out your breast. That almost made me explode. Seeing your body makes me lose control Mrs. Debra. I worship you." She went rigid and her eyes fought to maintain focus. The car seemed to shudder with her. "She kissed your breast like I wanted to and that made me fuck her harder. My jealousy of her tasting you made me fuck her too hard, Mrs. Debra. So you turned her over for me but all I wanted was for it to be you instead." Her moan seemed to shake the car as she smiled wide. The car swerved expertly to the left, hugging the road and passing another car like it stood still. "I couldn't cum though Mrs. Debra. She was too wet and I was too distracted by you. She disappeared while I stared at you and played with your nipple. That was the closest I came to exploding inside of her." Her eyes lost momentary focus and her ass thrust back into the leather seat. The car seemed to take it's own, dangerous tether. "Until you offered me her asshole." "Yes!" Debra exclaimed suddenly, both hands back on the wheel, her hair flying everywhere and her face pink with blissful agitation. "I gave you her ass Connor. And you were so naughty to take it." She laughed maniacally. "Yes I did Mrs. Debra. For you." He replied almost defensively. "I know my darling," she drawled back to him, "you were a very obedient boy. And I want you to obey me again." "Of course," he sputtered eagerly. "Take out your cock again Connor. Take it out and stroke it for me or I'll never cum. Let me see that beautiful thing again." Debra's mouth shimmered with hungry spit and he could not wait to please her. He was sore but thick as he pulled his erection through the open fly of his pants. Never had he been so hard and so used in so short a time. An odd pride filled his chest as he saw the growing size of his fatigued dick. "Yes! There it is darling!" hummed Debra excitedly. "It's even getting harder again. You are so beautiful Connor." "It's for you Mrs. Debra," he smiled worshipfully at her, "Only for you." She grinned and began to rub her clit and pussy again inside her panties. "That's a beautiful thing to say my darling. It makes me even wetter." She stole a quick glance towards him as she smiled. "Now stroke it for me. Get it bigger and harder again." He obeyed and felt his cock come slowly back to life as he did so. A moan escaped his mouth as he felt it begin to tremble. "Mmm, there it is," sighed Mrs. Debra. "There's that gorgeous, hard dick of yours Connor darling." Her appreciation made him grow and his awareness of her self-pleasure made him throb. His strokes grew longer and more powerful. "What did that cock feel like inside Jewel's ass?" Debra cooed, her breathing growing heavier. "It felt huge inside of her tight ass Mrs. Debra. It felt too big to fit." He replied, starting to masturbate feverishly while watching her do the same. "But it did, didn't it baby," Debra groaned. "It went all the way in." "Yes," Connor moaned softly. "I fucked her ass deep while I watched you and kissed your beautiful mouth." Debra moaned very deeply and cried out, "Yes Connor, yes! Her ass was yours and mine and you fucked it for me." "For you," he agreed, the pace of his stroking making him ready to explode. "For my beautiful Mrs. Debra." Debra cried out and the car swerved wildly into a driveway under weeping willows. She hit the brakes hard and Connor jolted forward as she shrieked fervently and her body flailed in the driver's seat. He watched her orgasm break across her as she cried out. Her face turning towards his as her eyes rolled and watered from the intensity of her bliss. The porcelain musculature of her right arm went rigid as she teased out the last beats of her pleasure and she began to giggle breathlessly as she stared at his hard cock in his hand. "Finish," she commanded filthily, her azure eyes aflame with satisfaction. He could only nod and swallow as he watched her gaze into his lap. She sat back against the inside of the driver's door and pulled her legs into her. With a crisp and expert movement, she pulled her panties down her stretched legs and took them in her hand before tossing them in his lap. "Use it," she ordered, her mouth rippling with passion. He did as he was told. The soft lace felt like a balm on the raw flesh of his shaft as he stroked up and down the length of it. The small tie where she had repaired the waistband after he tore it in the restaurant fell between his fingers like a small handle. Debra pulled the hem of her dress over her thighs and exposed her bare pussy to him, parting the shiny, pink lips with her long manicured fingertips. "You did this to me Connor," she growled at him sweetly, showing off the swollen wetness of her juicy pussy. "This is because of you and that beautiful cock, my darling." Florida Cougar Ch. 04 His eyes fluttered as he took in her beauty. It was almost too much to climax. He wanted to make this moment last forever even as he felt his balls grow heavy and tight. "Stroke it Connor," she purred on. "I want to see hot, sticky cum shoot out of that gorgeous dick." He nodded mutely, desperate to make her happy but far from being able to climax. As if reading that conflict inside of him, she pulled her left breast free from her dress and began to tease it with the fingers of her free hand. Her cherry pink nipple swelled and stiffened while she continued to open her pussy lips to him. "Is this what you want to see Connor darling." She moaned at him with burning eyes and a trembling mouth as she brought her lips and face down to her full, firm breast and took the marbled nipple in her glorious mouth. Connor's entire body trembled and he felt suddenly dizzy. The recognizable crawl of blazing rapture began to flow from his balls and up to the base of his shaft. The groan in his throat broke free form his barely open mouth. "Yes darling," he heard Debra whisper with caring yet sensual ardor. "Cum for me Connor. I want you too my darling, my beautiful boy. Cum for Mrs. Debra." As always, he obeyed and felt the streams of sticky cum burst free from his shaft and forcefully into the exquisitely soft lace of Mrs. Debra's already wet and mangled panties. His primal, guttural sounds made Debra giggle as she cooed encouragement. "Fill it with your cum baby. Make my panties yours Connor darling." He soiled them thoroughly with his sticky cum before collapsing back into the passenger seat and watching Mrs. Debra readjust and cover up in the seat next to him. A coy smile emanating from her naughtily crooked mouth. "I think you better finish the driving my lovely," she said sweetly, bathed in the sunlight now streaming through the window behind her and giving her the effect of what he saw as a halo. "Take me home Lover." She cooed slyly as she crawled into his lap and kissed him softly. Connor could only nod in thrall of her while he clambered from the low-slung Maserati. The powerful car felt relieved to come to a final stop after it coasted to a halt on the shiny cement floor of the garage. After helping Mrs. Debra from her seat like the gentleman she made him want to be, Connor took her in his arms and kissed her tenderly. "Mmm, thank you darling," she whispered sweetly up at him. "This has been a lovely treat." He lost himself anew in the shimmering ocean of her eyes and his mind flitted dreamily to the next few moments when he would carry her to bed and they would collapse nude into one another's caring embrace. His mind sped on to the rousing, worshipful and passionate lovemaking they would share upon stirring from their slumber. And then her words hit him like a punch to the gut... "Wait..." Connor stammered, registering the past tense in her statement, " 'has been'?" "Yes, Connor darling. I need to get some rest and you need to get home." Her eyes filled with a sad hardness. "What? But why?" The words poured out of him with confusedly heartrending panic. "That's it? It's over?" "Well, whatever else can we do my lovely boy?" Mrs. Debra giggled teasingly but evenly. "I think we've been pretty naughty enough already, don't you?" Connor's mind went immediately to the thought he'd had in the quiet moments after pulling out of the strange driveway and following Mrs. Debra's orders back to her house; He had not yet been inside her. The ultimate act that he desired to share with his mature goddess had still not occurred. "I want to make love to you," he said with an almost childish hurt in his voice. "Oh my sweet boy," Mrs. Debra cooed, her hands taking his cheeks between them. "That can never happen. Connor was agog with dread and disbelief at her statement. How could this be true? "I'm a married woman Connor. That is something that I will not do with another man." After all they had done, all he did FOR her, there was something off limits to him? "You look confused my sweet," Debra went on. "I thought that was understood between us. It's why we went and chose Jewel for you. I wanted you satisfied in the way I could not offer you." "But I only want you Mrs. Debra," Connor whined suddenly, his world seeming to shatter a little more every second. "Don't be like that darling," she scolded gently. "I have already broken every rule I have for you. While my husband may cheat on me constantly and upset me terribly, I will not be as unfaithful as him. It's my promise to myself Connor darling. Please understand." He did not. None of what she said made sense to him. A man that possessed her making her feel pain? Not treasuring her singular splendor? Connor filled with rage at the idea of her husband. "I want to," he replied, lying to her for the first time. "But he doesn't deserve that respect. And I would make you so happy." "I know you would, my sweet, beautiful boy, but it cannot happen." She smiled at him sadly but with a steely resolve. His body slumped in defeat. All his giddy fervor seemed to drip out his skin. "So, will I ever see you again?" Connor muttered, feeling hot tears in his eyes. "Of course!" Mrs. Debra admonished kindly, "and soon my darling. Very, very soon indeed. Don't cry, my sweet, sweet Connor." She kissed him with devastating sweetness. His ardor for her touch was like a blaze and he took her kiss into every cell of himself as if storing it away before she drew back suddenly when the sound of a phone inside the house made itself heard. "I need to go Connor darling, your truck is parked on the street behind the yard. Everything is inside it, go home and rest. I'll find you soon." "Please Mrs. Debra..." he said, his crushed soul palpable in his shaky voice. "Oh darling," she murmured, touching his wet cheek. "Soon, I promise." As she pulled away, Connor felt her shove something into his hand before she went to the garage doorway. "If you need to," she said suddenly with the familiar wickedness in her quavering voice, "you can always call Jewel in the meantime. Her phone number is in your left pocket darling, she put it there herself." He knew without having to check that she was right. "You must have made quite an impression on her Connor," she smiled, the hint of melancholy on the small lines at the corners of her mouth. "You seem to have that effect my beautiful boy." Then she disappeared quickly inside without looking back. Sitting in his truck across the street from her house and hoping vainly she would emerge and re-claim him, Connor inhaled the scents of the black lace thong Mrs. Debra had shoved into his grasp before she left him. Their most intimate scents co-mingled in the soft lace and he almost cried at the longing it made him feel. The morning had come into full South Florida force and the sun beat down on him as he watched her still house. Other than the movement of what looked like a maid, the house remained silent. Eventually, and with a weighty heart, Connor pulled away for the long drive home. His mind raced with happy memories and accompanying pangs of sadness as he drove towards his tiny studio near the beach. After all he had felt in the last twelve hours, he could not let go of the need to experience more of the red haired goddess who had stolen his entire soul. As he stepped from the cab of his beater truck onto the melting tar of his narrow, rented parking space, Connor felt something fall to the ground from the pocket of the folded jeans in his hands. It was a small piece of ivory notepaper with the initials D.V. intertwined in floral, gold-leaf lettering at the top center of the page. The handwriting was feminine and delicate where it read, "My Darling C, I am overjoyed you are mine and treasure your beauty more than you know. You touch will linger on my skin with longing until it returns. As you are mine, know I will be yours again soon. I am with you even now sweet boy. Smile, My Darling Yours, Mrs. D" Connor smelled the familiar perfume on the paper and smiled for the first time since she had left his sight. With this little paper promise, he could finally rest. If, he would soon find out, only for a short while.