“Uggh, not again,” Kenny mumbled when his mother told him tostart getting ready. “The guests will start arriving at 6.” Kenny hated his parents’ dinner parties - always so boring and having to answer questions from all of the neighbors and friends. He reluctantly climbed the stairs and went to his room to change into a dress shirt and khakis.

Contrary to Kenny, the neighbors and friends of his parents loved the parties. Kenny’s family was rich and lived in a glamorous house in a wealthy neighborhood. And his parents loved to entertain, throwing on extravagant dinner parties with delectable food, fancy wine, and fun conversation.

Despite have wealth, Kenny didn’t have many friends. He was terribly shy, a loner, and certainly not great with the girls. Sure he had girlfriends, but it never lasted and he remained a virgin. Kenny wasn’t handsome, he wasn’t smart, he wasn’t funny, he wasn’t tall. He stood just 5’5’’, thin, inheriting his grandfather’s sandy hair, and his mother’s pale blue eyes - just another plain person.

At 18, he should be living in his prime. After all, he recently graduated from high school and would be attending college in a few months. Instead, he was lazing about the house and ready to suffer through another long night of superficial conversation. His parents’ friends never brought their children, so there was no one his age to hang out with. He sighed as he buttoned his sleeves. The doorbell rang. “Here we go…”

The guests begin filling the home, men in suits and women in nice dresses. Kenny’s father instructed him to help the butler, circling the house with platters of hors d'œuvre and wine. He forced himself to answer questions about himself, the college he would be attending, and other meaningless chit chat.

And then he saw her - Carla. Carla was a neighbor that lived on the other side of the neighborhood and played tennis with Kenny’s mother. Kenny thought Carla was the most beautiful creature. Sure, she was in her late 40’s, but she had kept herself well, Kenny thought. She had sharp features in her face, large brown eyes, and curly brown hair. She was 5’9’’ and kept her shape well, though she was thicker in her thighs and butt than she would have liked. Kenny always enjoyed seeing Carla. She stirred a fire in his loins each time she came over to the house that he could only extinguish in the privacy of his bedroom.

As he circled the house attending to guests, he would sneak a peek at Carla whenever he could. God, she’s exquisite, he thought. Tonight, she was wearing a sexy, satin blue dress and her ass was perfectly hugged by the material. The dress was short and sleeveless, and the front plunged into a low V-neckline, enhancing her already large breasts. A mere look at her deep cleavage would send Kenny into a full erection. He shuddered in excitement. He knew what he would be doing as soon as dinner was over. Dinner began at 7:30 and Kenny had the fortune to sit across from Carla. They made small talk as the meal began, and it was difficult for Kenny to keep from staring at Carla’s chest.

As could be expected, the meal was spectacular, the wine flowed generously, and the conversations grew animated. Carla had always suspected that Kenny had an infatuation with her. She caught him stealing glance at him throughout the night and he was even worse at hiding it as he sat across from her. To be honest, she liked the attention. Carla noticed that Kenny had rubbed his sleeve into the vegetables. She leaned over and picked some of the spinach off. He couldn’t help but look down her dress, but he kept his head down and mumbled, “oh, thanks.” When he looked back up furtively, she looked him straight in the eye and winked. “Oh shit, did she catch me?” his mind raced.

As dinner continued and they moved onto dessert, the crowd was nearing its inevitable intoxicated state. Everyone was loud, full of laughs, and words tumbled from their mouths. Kenny eagerly ate his apple cake and crème brûlée. His father’s golf buddy, Richard, was gesturing wildy with his hands and accidently knocked Kenny’s spoon out of his hand. “Ha, ha, sorry about that, son!” Richard yelled apologetically while he laughed. Kenny smiled politely. Irritated, he crouched down to the ground and was surprised to see Carla uncross her legs. His heart thumped excitedly as she slowly parted her legs to reveal white panties underneath the short dress. As he caught his breath, she crossed her legs again.

Kenny stood back and sat back down at the table. He took a long sip of water as the noisy laughter and conversation around him faded. He painfully adjusted his trousers and continued eating his dessert. At last he looked back up as he heard Carla laughing at her neighbor’s joke. While she covered her laughing mouth, she caught his eyes and gave another playful wink. Kenny’s face went white. “What the hell is going on?” he thought. He noticed how loud and giddy she was. “She’s probably just drunk and not realizing what she’s doing,” he forced himself to believe.

Kenny’s father stood up at the head of the table and announced that the party would continue in the living rooms next door where everyone could be more comfortable. “At last,” Kenny thought, “I can finally escape.” While the guests picked up their wine glasses and exited the dining room area, he helped the butler bring plates and utensils to the kitchen. As Carla teetered away in her white heels, Kenny admired her thick thighs and ass, scraping back and forth. He sighed deeply in lust and had to adjust himself before taking the remainder of the dinner plates away.

Retreating to his room, he fired up his computer and began looking at porn, searching for mature women images and video clips. Finding some erotic galleries of older women, he sighed as he put his hand down his pants and begin massaging his hardon. His penis was small, but felt as hard as steel as he began squeezing and stroking. The images on his screen along with the flashes of breasts and panties from Carla made him feel hot in his room. And so he began stripping until he was completely naked. He lied down on his bed with his penis straight into the air to rest.

30 minutes later downstairs and the party of guests were entirely drunk. Neighbors were shouting while other friends were droopily sitting in the couches. Carla excused herself as she teetered to the restroom. She had a lot of wine to drink, and needed to relieve herself badly. To her dismay, she found both restrooms downstairs occupied. Exasperated, she began climbing the stairs to the second floor. Stumbling she made her way down the hall until she found the restroom. Collapsing on the toilet, she peed for what seemed like a lifetime. Drunk, she pawed in the air around her to flush. Her head rolled to the side, “just a little rest” she told herself. 5 minutes she stood up. Dizzy and dazed, she fell to the side as her panties were still around her knees. “Ughhhhh” she moaned quietly.

While Kenny was lying on his bed, he heard footsteps outside of his door. He stopped stroking and listened quietly. It was the irregular clicks of what sounded like women’s heels. He remained motionless until he heard the bathroom door closed. Shrugging, he leaned across the bed, pulling out some “40+” magazines, as he ogled the sexy older women contained in its pages. He heard a loud thud and soft groan from outside. “What was that?” He hopped up from his bed and cracked open the door. “Should I go see what’s going on?” he debated.

Carla felt awakened by the fall. She picked herself up, pulled her panties up and looked at herself in the mirror. Grinning, she thought, “you’re completely smashed.” Shaking her head, she washed her hands and face with cold water. She patted her hands dry and opened the door, exiting the bathroom, but stood against the wall to compose herself and regain some semblance of balance.

Kenny jumped back when he heard the bathroom door open abruptly. He tiptoed back to his bed and lied still. He thought he heard the footsteps disappear. And so he returned to his magazine. Aroused by the slutty makeup, gaping pussies, and breasts across the pages, he began fondling himself again, forgetting that he hadn’t closed the door completely. Soon, he was closing his eyes and fully jacking off. He moaned, thinking about the women in the magazines and of Carla.

Carla heard strange noises down the hall and quietly walked towards the door from which noises were escaping. It almost sounded like someone was talking quietly and tapping. She leaned against Kenny’s doorframe and peeked in the open crack.

To her shock, she saw Kenny lost in his masturbation.

She reddened, but couldn’t look away for she was enamored by his young body. Insistently, he tugged at himself over and over again. And then she heard him. “Oh Carla,” he gasped. “Carla, Carla, Carla,” he repeated as he licked his lips. “Mmmmmmm.”

She was astonished, but exceptionally pleased to be taking in this sight. His desire for her aroused her. And she smiled widely as he began thrusting his thin hips in the air. She leaned in to get a better view. Suddenly, she lost her balance and found herself on the floor of his room.

He jumped and his eyes grew large as a person suddenly emerged before him. He quickly covered his cock with his hands, nervously looking back and forth, unable to say anything. Utter humiliation and fear.

Carla laughed when she picked herself back up. She was amused by his distress and frenetic movements. “So what’s going on in here” she teased. Kenny remained silent, not know what to say or what to do. He also couldn’t help but notice that Carla’s left breast had fallen out of her dress. She hadn’t worn a bra that night and in her drunken state, clearly had not notice her exposed breast.

Smiling widely, she said taunted “Now, Kenny, don’t stop on my account. You look like you have been very very busy tonight. And from hearing you call my name, perhaps I have been involved?”

Still sitting with his hands covering his deflating cock, he whimpered, “uhmmmmm uhhhhhhh ermmmm.” At last finding his voice, he quietly begged, “Please…please don’t tell my, my, uh, parents about this...please”

She purposely remained silent for half a minute before laughing, “don’t worry, hun, we’ll keep it our little secret.” Backing up, she closed the door behind her. She lazily kicked off her heels, and shakily walked to his bed. Sitting down on his bed, she at last notices her exposed breast. Tucking herself back in, she giggles, “Ooops, how embarrassing. But judging from your behavior tonight, I trust that you don’t mind.”

Kenny remained silent as Carla continued, “Don’t think I haven’t noticed you checking me out, Kenny. You were particularly curious tonight, weren’t you? Her breath was heavily tainted by the wine she consumed. The alcoholic scent surrounding her aura.

He raised his hands in the air, putting them together as to beg, “Oh God, I’m…I’m so sorry! I just, I just, I just couldn’t help myself! You’re soooo sexy and hot and that dress of yours tonight. And I’m sorry, when I was underneath the table, I saw your underwear!”

He continued to blubber on, and Carla enjoyed every minute of it. She loved hearing his confession, listening to his young lust for her body. She was drunk, but she didn’t care. While Kenny bemoaned on, she silently reach her hand out and cupped his small penis. Kenny’s eyes bulged as he whimpered mid-sentence. Carla wrapped her hand around his cock and instantly felt him grow in her hand.

She begin exploring along his shaft and pushing her palm into his erection. Kenny remained silent and fearful, confused by the situation he found himself in. His wildest dream was coming true, and he couldn’t believe if it was real.

She could sense his excitement as his cock grew more and more rigid. He whimpered in pleasure as she gripped his cock hard and squeezed. She lightened her grip and began stroking him up and down. Kenny’s breath quickened as she moved her hand rhythmically on his member. “Oh Carla…” he moaned softly. “It feels sooo good.”

“You like that, don’t you, you horny little boy,” she replied tauntingly. She took her other hand and alternated slamming her hands down the length of his cock. The constant downward friction drove him wild as he grew more audible in his moans. “yes, yes, yes. I love you, Carla. Oh oh oh oh!”

She teased the pre-cum out of his swollen mushroom tip. She took her index finger and rubbed the watery liquid across the head. As it flowed, she teased the thin, sensitive skin where the head meets the shaft. Kenny shut his eyes tightly and groaned as she teased him. He begin lifting his hips and thrusting into her hands. She gripped one hand hard on the base of his cock as he pumped. With the other hand she played with his balls. She cupped his eggs tenderly and gently rolled each testicle in between her fingers.

Carla looked down lovingly, admiring the sight before her. Lost in a jungle of pleasure, Kenny was writhing under Carla’s touch. His eyes were wide and crazed, and he pumped his rigid cock with such ferocity. Carla was relishing his desire. She felt like such a dirty slut, but she didn’t care. His arousal was her pleasure. She sensed him nearing climax as he gasped in desperation.

“Not yet sweetie,” she teased playfully as she released her grip. She pulled her arms out of her dress and pushed it down her waist. Wiggling, she pushed it down her legs and kicked it to the side of the bed. She lied down next to him and placed his hand on her panties. “Feel how wet and horny you’ve made me, Kenny.”

Feeling the damp panties and heat from her body, Kenny’s cock twitched in the air. His mind raced in circles as she seductively, pulled her white panties down her legs to reveal a thinly shaved landing strip. She stood up; hovering over his head, she lowered her crotch so it was a mere inch from his face.

Kenny moaned as his eyes devoured her wet, gaping pussy lips. He could smell the alcohol on her, but he could smell her fragrant vagina every more intensely. To his surprise, she lowered her crotch onto his face. Rubbing against his mouth, Carla instructed him to lick her. “Taste me, sweetie, lick my hot pussy.”

He licked her voraciously, poking his tongue straight up her crotch. She grinded her lips along his lips as she unskillfully kissed, licked, and sucked on her. It didn’t matter that it was his first time and had no idea what he was doing. She loved that it was happening and got wetter just the same. Kenny tasted Carla’s juices, and his cock continued to twitch and ache.

Wanting to feel him, Carla stood up and backed near his hips. She grabbed the base of his cock and slowly lowered herself onto his small, rock-hard pole. Kenny grunted loudly as she eased herself onto him. Her vagina was wet but still tight; the vagina walls gripping his cock hard as she swallowed him whole.

“It’s finally happening. I’m going to lose my virginity!” he thought in his murky mind. The pleasure was so intense, he could barely breathe. Slowly Carla rocked on top of him, squeezing him hard. “It feels so goooooood, Carla! It’s, it’s, my first time!!!! Oohhhhhhhh”

Incredibly turned on knowing that she was taking his virginity, she removed his hands from her hips and placed them on her fleshy breasts. She squeezed her hands around his as he tenderly squeezed her boobs. “Hold me tight,” she rasped, and he complied excitedly. Her large nipples pressed into his palm.

“Ah ah ah oh ah oh ah oh ah,” he panted as she rode him. Waves of pleasure crashing against his cock and mind. Carla was fascinated Kenny’s facial reactions and liked feeling his cock grow inside her. Kenny eagerly raised his hips each time Carla bounced down, and together they pounded one another as their heaving breathing washed his room.

Kenny went quiet suddenly, and Carla saw his eyes roll back. He was about to blow, and she was excited about this young boy unloading his bare cock inside of her. “Go ahead, baby, cum inside me. I want to feel you squirt” she cooed tenderly. “Cum, baby, cum! I want you to cum in me!!”

Hearing this, Kenny fervently thrust his dick deeply into her hot pussy. Carla responded by bouncing down hard onto his cock. He gasped sharply, rolled his head to the side, and erupted inside her.

“He’s so cute!” Carla thought as she felt him burst. His cock twitched as he shot load after load of his sperm into her pussy. She could feel how wet and hot his cum was as it mixed with her own juices. She lied on top of him as Kenny’s heaving breathing slowly subsided.

Completely spent, his cock deflated inside of her vagina. Carla contracted her vagina and slowly squeezed his limp cock out, the cum mixture seeping out of her into his pubic hair.

Lovingly, Kenny said, “I love you, Carla. Please spend the night with me.”

Carla laughed heartily at his innocence. “You’re a cutie, Kenny. But I think it’s time to go. The party’s going to end soon and people may be wondering where I disappeared off to.” She climbed off of him, and scooped up her panties, using them to clean off her crotch. She tossed her soiled panties to him before putting her dress back on. “A souvenir, sweetie,” she said pleasantly. Combing a hand through her hair, she stood up and stepped into her heels. She slowly walked to the door and before exiting, blew Kenny a kiss. “See you later, Kenny.”

Lying on his bed, Kenny released a deep breath when Carla disappeared. “Oh, Carla….”