A Secret Date in the Park

"Calm down, Lara. You're only going to pick up your son's best friend from his parents, who you've known for years, to do things with him that neither of them would approve of," Lara said into her vanity mirror. She had spent the better part of the afternoon getting ready, and her nerves hummed with anticipation as the clock ticked closer to seven.

Lara had decided on a floral sundress that hugged her curves in all the right places, offering a tantalizing glimpse of cleavage and showcasing her long, tanned legs. The dress was light and playful, perfect for a summer evening, yet just revealing enough to remind Greg that she was very much a woman. She paired it with a set of nude-colored panties, pump sandals, and nothing else, skipping a bra altogether. It was a risky choice, but the freedom she felt only heightened her excitement.

She still stood in front of the mirror, inspecting every detail. Her long blonde hair, which she had straightened, now seemed too flat, and she cursed herself for not adding a bit of wave to it.

"Get it together, Lara," she muttered, rolling her eyes at her frayed nerves. "He's a teenage boy. He's not going to care how you fix your hair tonight. He'll barely care if you have hair. Hair on my head, that is. If things go right, he'll be pleased I've made a certain part of my anatomy balder than a cue ball."

She chuckled. All of her skin was smooth and soft, thanks to carefully removing every last hair from a specific, intimate location. It was a detail she'd never paid this much attention to, but tonight felt different—tonight felt special.

At five minutes to seven, Lara pulled up to Greg's house, her heart pounding with a mixture of excitement and anxiety. "Breathe girl. This isn't the first time you've picked him up. Charlie and Kathy don't need to know that he's spending tonight playing with me instead of with a bunch of boys playing Battleground."

There was a tension in the air, a sense of anticipation that made her palms sweat as she approached the door. She took a deep breath before ringing the doorbell, praying that Greg's parents wouldn't suspect anything.

Kathy, Greg's mom, answered the door with a bright smile. "Lara, you look lovely. Do you have a hot date later?"

Lara felt her cheeks flush slightly. If things went as she hoped, it would be a hot date. "Perhaps if Jeff can talk about more than spreadsheets and bottom lines," she lied, trying to deflect from her true intentions.

Kathy laughed. "Well, he's not 6'5", but he is in finance. Does he have a trust fund?"

Lara chuckled, shaking her head. "No, no, but he does a lot of work for those who do."

"I swear, men can drone on," Kathy said, rolling her eyes. "Anyway, I hope it's just the boys at your place tonight. It'll be good to get Greg away from that girl Trista. I don't care for her. Too jealous. She even accused him of ogling some old woman the other day. Maddest I've seen my boy in a long time."

A swirl of emotions hit Lara all at once—jealousy of Trista for monopolizing Greg's time, anger at her derogatory comments, and a surge of pride and warmth knowing that Greg had defended her. "No, no little girls allowed tonight," Lara replied with a knowing smile. "They may all be adults, but I'm not having that kind of activity under my roof."

Just then, Greg's father, Charles, came downstairs with Greg's bag. "Hello, Lara. The boy will be down in a second. Never seen him pay so damn much attention to his appearance when a girl wasn't involved."

Lara blushed slightly at the comment. *Well, there is a girl involved,* she thought. "Yeah, it seems once boys turn 18 and realize they have to put effort into attracting a woman, some go a bit overboard."

Charles looked at Lara appreciatively, his eyes briefly sweeping over her figure. "Especially if there is a woman they are **** to impress," he added knowingly.

Just then, Greg appeared at the top of the stairs. He froze momentarily when he first saw Lara as if someone had flipped his off switch. Then he caught himself and quickly descended the stairs. "I'm here, Mrs. Thompson. Sorry to keep you waiting."

Lara couldn't help but smile. Greg looked incredible—his fresh haircut framed his face perfectly, and his tight Lacoste polo accentuated his broad shoulders and muscular arms. His pants might have been a bit too tight, but she wasn't about to complain. Especially not when they highlighted his firm backside so well. "No problem, Greg. You know Ben and the others always tell the same stories for the first little bit anyway."

As they walked out to her SUV, Charles turned to Kathy with a thoughtful expression. "That boy is in love with her."

Kathy scoffed. "Please, she's my age."

Charles chuckled softly. "I don't think our boy cares. He always had a little crush on her. I thought it would subside once he started dating girls his own age. But it seems it's just gotten more intense."

"You're just projecting on the boy," Kathy protested. "I saw how you ogled Lara when you first saw her."

"And I saw how our boy nearly had a stroke when he saw her," Charles added. "Doesn't matter. Lara's got that account guy you said. She'll let Greg down gently, I'm sure."

Meanwhile, as Lara and Greg drove off, their silence was charged with unspoken tension. Greg kept stealing glances at Lara, his eyes lingering on her legs, the way the sundress hugged her body. Lara could feel the heat of his gaze and enjoyed it more than she should have.

Finally, Greg broke the silence. "You look gorgeous tonight, Lara."

Lara smiled, her heart skipping a beat at the way he said her name. "You look quite handsome yourself."

Greg blushed slightly, but there was a spark of confidence in his eyes. "Yeah, I uh got some pointers on how to dress from Mrs. Murphy. I wanted to make a good impression."

"You stay away from that, Mrs. Murphy. She is a loose woman. But looking at you, I do owe her a debt of gratitude," Lara replied, her voice soft and almost teasing.

Lara parked the car, her heart racing as she turned off the engine. The sun was beginning to set, casting a warm, golden glow over the trees and the empty playground. The quiet of the park only amplified the tension between them, and for a moment, neither of them spoke.

They both got out and walked in silence through the empty playground to the deserted party pavilion. Greg took Lara by the arm and pulled her to him, finally breaking the silence, his voice low and serious. "Lara, I've been thinking about you a lot. I know this is complicated, and I don't want to make you uncomfortable, but… I can't get you out of my head."

Lara's breath caught in her throat. She had known this moment was coming, but hearing him say it out loud made it all the more real. She turned to face him, her eyes meeting his in the dim light. "Greg… I've been thinking about you too. More than I probably should."

Greg reached out, his hand gently brushing against hers. "I know this is crazy. You're my best friend's mom. But when you're near, I want you more than I want to breathe."

Lara's heart raced as she felt the warmth of Greg's body. She was torn. This is why they were here. Why had they made up that ruse to tell his parents? But the sensible part of her, which she most definitely wished would be silent, insisted that she stop this before it went any further.

Lara leaned in closer, her voice barely above a whisper. "I want you too. But this is so complicated."

"What's complicated about two adults wanting each other?" Greg asked, his voice full of emotion.

Lara closed her eyes, feeling the weight of his question. She knew what would happen if she let this continue, but at that moment, she didn't care. The desire, the connection she felt with Greg, was too strong to ignore.

"Then let's not think about it," she whispered, her hand moving to his cheek. "Let's just… be in this moment."

Greg's eyes darkened with longing as he leaned in. Their lips met in a slow, tender kiss that quickly deepened, the heat between them igniting like a flame.

Lara's mind raced as Greg's hands moved to her waist. He effortlessly picked up his best friend's mother and sat her on top of one of the picnic tables. As Greg continued the sensual kiss, his forward moment pushed Lara down onto her back. He was over her now. She felt his hand run up her thigh, pushing her light dress to her hip. She could feel the boy's desire for her. She knew they were inches from crossing a line, that this would change everything, but she didn't care at that moment. All that mattered was the way Greg made her feel—alive, wanted, and free.

As their kiss intensified, Lara felt Greg's hand slide inside her panties. "You are soaking!"

Lara couldn't respond with coherent words; she moaned as Greg slipped a finger inside her. For the first time in nearly five years, something other than her own finger or toy had penetrated her. Lost in the ecstasy of the moment, Lara bit Greg on the shoulder.

Greg grunted and stood back. He looked at his best friend's mom with wanton lust in his eyes. The woman he had carried a torch for since he was old enough to fancy girls was right there. She was ready. He just had to be bold and take what he wanted.

But as Greg faltered, the cautious side of Lara came roaring back. Suddenly she was embarrassed that she was lying on a picnic table, her skirt hiked up over her hips, her panties pushed to the side as her pussy leaked with unbridled excitement. "Greg, we need to slow down," she said, her voice trembling. "This is happening too fast."

Greg looked hurt, his eyes full of regret. "I'm sorry, Lara. I didn't mean to push you."

Lara shook her head, her hand still resting on his cheek. "It's not your fault. I want this, too, but we need to be careful. We need to think about what we're doing."

Greg sighed, his shoulders slumping slightly. "I know. It's just… hard."

"I know," Lara whispered, her heart aching at the sight of his disappointment. "I just... I just...."

Lara melted into a puddle of tears as the powerful emotions of what had played out crashed over her. She had nearly fucked Greg. If he hadn't hesitated, he would be balls deep inside her. Her son's best friend, who was two months younger than him, nearly fucked the woman who used to babysit him when his parents wanted to watch an R-rated movie.

Greg held her in his strong arms. "When you're ready. I'll be here."

Lara felt a mix of relief and sadness. She wanted to be with Greg, but she wasn't sure she could live with the consequences of giving herself to him.