Chapter 4: Midpoint
Tyler turned to face her, his eyes meeting hers in the dim light. “Of course, Mom. What’s up?”
Megan took a deep breath, her heart pounding in her chest. “Do you...do you think about me, like that?” she asked, her voice barely audible.
Tyler’s eyebrows furrowed in confusion.“Like what, Mom?”Megan hesitated, her cheeks flushing with embarrassment. “You know… sexually. Do you think about me, like that?”
Tyler was taken aback by the question, but he could feel his cock hardening at the thought. He swallowed hard, his mouth suddenly dry. “Yeah, Mom. I do,” he admitted, his voice barely above a whisper.
Megan reached out, her hand resting gently on his chest. “You do?” she asked, her eyes searching his.
Tyler nodded, his heart pounding in his chest. “Yeah and after tonight I’m guessing I’ll be thinking of you that way a lot more”
Megan smiled “Can I ask you one. More thing Tyler?”
Tyler's heart was racing, his mind reeling from the conversation. He nodded, his mouth suddenly dry. “What’s that, Mom?”
“How big are you?” She asked sheepishly.
“About six foot three I guess” he replied, looking a little confused by the question.
“No honey,” she laughed “not your height, your… you know ”
“Oh!” Tyler blushed, looking away for a moment before turning back to her. “You mean my cock?”
Megan nodded, biting her lower lip nervously. “Yes, that’s what I mean.”
Tyler took a deep breath, his hands fisting in the sheets beneath him. “I don’t know, exactly. I’ve never measured it. But according to the girls at school, it’s big, Mom. Really fucking big.”
Megan smiled as she felt a rush of heat between her legs. “It certainly is” she replied, before snuggling up with Tyler and closing her eyes “Good night sweetheart” Tyler lay awake for a long time, his cock still hard and aching. He couldn't believe what had just happened, what he had admitted to his mother. But he couldn't deny the truth of his words. He wanted her, desperately. And he knew that she wanted him too.
The next morning, Megan woke up with a start. She looked over at Tyler, who was already awake, his eyes fixed on her. She felt a blush creep up her cheeks as she remembered their conversation from the night before.
"Good morning, sweetie," she said softly, her voice still hoarse from sleep.
Tyler nodded, his eyes never leaving hers. "Good morning, Mom.
You sleep well?" Tyler asked, his voice a low rumble.
Megan stretched, her body aching in the best possible way. "Mmhmm, like a baby. You?"
Tyler nodded, his eyes roaming over her bare shoulders and the swell of her breasts peeking out from the sheet. "Yeah, I did. You're looking...good this morning."
Megan blushed, feeling a familiar heat begin to build between her legs. "Thanks, sweetie. So are you."
Tyler's eyes darkened as he watched her, the sheet slipping lower to reveal more of her creamy skin. Megan’s phone buzzed, she looked at her watch to check the time, it was 7 am, She climbed out of bed, as Tyler watched her walk naked across the room to her bag and take out her phone . She read the message, her eyes widening in surprise.
"What is it, Mom?"
Megan looked over at Tyler, her cheeks flushed with excitement. "It's a message from the bank, the money is in, we’re both officially millionaires .”
Tyler sat up in bed, his eyes wide with surprise. "Holy shit, Mom. That's amazing."
Megan threw her phone on the bed, her eyes locked on Tyler. The air between them was thick with tension and unspoken desires. She felt a rush of heat between her legs, her pussy already aching for him.
"What do you say we celebrate?" she asked, her voice low and sultry.
Tyler swallowed hard, his cock already hardening in his boxers.
“Let’s have breakfast first, and then we’ll talk about how to celebrate,” he suggested, trying to keep his voice steady.
Megan bit her lower lip, her eyes never leaving his. "I have a better idea, sweetie. How about we skip breakfast and go straight to the celebration?" she said, her voice laced with desire.
Tyler blinked, taken aback by her boldness. "But...but we should eat something," he stammered, his cock twitching in agreement with his mother's suggestion.
Megan nodded her head, a slow smile spreading across her face. "Okay then food first, then we celebrate” she said excitedly before disappearing into the bathroom for her morning shower.
Tyler sat on the edge of the bed, his cock rock hard, his mind racing with the dirty thoughts from the night before. He looked down at his boxers, seeing the wet spot where his precum had leaked out. He groaned, his hand instinctively reaching for his cock as he thought about his mother's words. What did she mean by celebrate.
Tyler climbed out of bed and headed off to the other bathroom for a much-needed shower. The hot water cascaded over his body, easing the tension that had built up inside him over the past day. He hadn’t expected this weekend to go the way it had, but he couldn’t deny that he was enjoying it.
As he stepped out of the shower, he caught a glimpse of himself in the mirror. His cock was still semi-hard, and he couldn’t help but think about what his mother had said to him last night. He had never really considered fucking his mom before these past few days, but now that the idea was planted in his head, he couldn’t shake it off.
He slipped on a pair of board shorts and a singlet while Megan emerged from the bathroom in a white sundress, her yellow bikini clearly visible underneath.
“Come on honey I’m starving” she said as she hooked her arm through Tyler’s and led him out to the pool deck. The breakfast buffet was set up beside the pool with a stunning view of the ocean. They helped themselves to a selection of food and found a table in the shade.
“So, what’s the plan for today?” Tyler asked as he shovelled eggs into his mouth.
Megan sighed, her eyes scanning the luxurious setting. “I want to enjoy this place today. Maybe we could lounge by the pool, get a massage, enjoy the spa... Whatever takes our fancy.”
Tyler grinned, his eyes sparkling with mischief. “And maybe we could find a private place to...” but before he could finish he was interrupted by Jason’s arrival at their table.
"Good morning, you two. Enjoying your breakfast?" he asked, his eyes lingering on Megan's cleavage as she leaned over to pick up her fork.
"Morning, Jason," Megan replied, her voice even despite the fact that he was the last person she wanted to see right now. "Yes, we are. Thank you."
Jason pulled out a chair and sat down at their table without waiting for an invitation. "So, I was thinking," he began, his eyes gleaming with hunger. "I have another proposal for you both.”
“Thanks but no thanks” Megan quickly replied , already feeling uncomfortable with Jason’s presence and the intensity of his gaze.
Jason ignored her and turned to Tyler, a smirk on his face. “Tyler, I’m sure you’re not a virgin, are you? You’ve had your fair share of girls, right?”
Tyler shifted in his seat, feeling defensive. “Yeah, so what?”
Jason leaned in, his voice dropping to a low growl. “I’m sure you’ve never had a chance to fuck a MILF like your mom, have you? And Megan, have you ever had a young man in your bed ? Someone with the stamina and the vigor to keep up with you?”
Megan felt a flush of heat rise to her cheeks. “Jason, we’re not interested in your proposal,” she said firmly.
Tyler, however, seemed intrigued. His eyes flicked to Megan, then back to Jason. “What are you talking about?” he asked, his voice barely above a whisper.
Jason leaned back in his chair, a wicked grin spreading across his face. “I’m talking about the two of you fucking each other, of course, and I’m willing to pay you $25 million dollars each to watch .”
Tyler’s and Megan’s eyes widened in shock. They stared at each other, the air between them thick with tension and disbelief.
“What the fuck, are you actually serious right now Jason?” Tyler finally managed to say.
Megan put a hand on Tyler’s arm, her eyes pleading with him to stay calm. “Tyler, let’s just go. This conversation is over,” she said, standing up from the table.
Jason reached out and grabbed Megan’s wrist, his grip tight. “Come on, Megan. Don’t be such a prude. You know you want to fuck your son.
You've been thinking about it, dreaming about it. And now, here's your chance. $25 million each, just to fuck each other. Think about it, Megan. You could have all the money in the world, and your son's big, thick cock inside you."
Tyler's cock was already rock hard at the thought. He couldn't believe what he was hearing, but he also couldn't deny the sudden, overwhelming desire that coursed through him. He looked at his mother, her cheeks flushed with a combination of shock and arousal. He could see the struggle in her eyes, the war between morality and desire.
Before she could respond, Tyler stood up, his chair scraping loudly against the marble floor.
"Fuck this, Mom. We're out of here," he said, his voice firm and steady. He yanked his arm free from Jason's grip, his eyes flashing with anger.
"Honey wait” she replied “$25 million each? “ she confirmed with Jason
“That’s what I said ” he replied with a smug smile , enjoying the turmoil he had just caused.
Megan couldn't believe what was happening. Her mind was racing, her body was on fire, and her heart was pounding in her chest. She looked at Tyler, her eyes wide with shock and desire, and she could see the same emotions reflected back at her.
"Mom, we can't...can we?" Tyler asked, his voice barely above a whisper.
Megan hesitated, her mind a whirlwind of thoughts and emotions. She looked at Jason, her eyes narrowing in anger. "You really are a fucking piece of shit, Jason. But we’ll do it and it had to be tonight or no deal ." Megan said, her voice firm and determined.
Jason smiled, and nodded. "You drive a hard bargain, Megan. But I'm a man of my word. You have my agreement. Now, how about we seal this deal with a kiss?" He leaned in, his lips parted, his eyes locked onto hers.
Megan glanced over at Tyler, who was watching the exchange with a mixture of surprise and arousal. She leaned in and kissed Jason, her lips soft and inviting. She could taste the coffee on his breath, and she felt a spark of desire ignite within her. She pulled back, her eyes locked onto Jason's.
“I’ll book a table for three at the restaurant for 7pm tonight and from there we can head over to your suite, I’ll see you both tonight” he said as he stood up and walked away without waiting for a response.
Megan and Tyler sat in silence for a moment, the shock of what had just transpired slowly sinking in. They had agreed to fuck each other for money. It was insane, immoral, and yet, they couldn't deny the intense desire that was burning inside them.
“We really just agreed to that, didn’t we?” Tyler finally said, breaking the silence.
Megan nodded, her cheeks still flushed. “We did.”
Tyler ran a hand through his hair, his mind racing. “Fuck, Mom.
We’re really gonna do this, aren’t we?” Tyler said, a mix of excitement and disbelief in his voice.
Megan nodded, her heart pounding in her chest. “We are honey, I was planning on taking you back to the suite after breakfast and fucking you then, but now I want to hold off until tonight.” She said honestly “I never thought I’d say this, but… fuck, I want you, Tyler. I want to feel you inside me.” Tyler’s eyes widened with surprise and lust. “Mom, are you sure about this? I mean, really sure?”
Megan nodded, her resolve never wavering. “Yes, honey. I want this. I want you." She whispered “You want me too, don’t you honey?” She asked hopefully.
“Yes, god yes” he replied
“oh thank god, it feels so good to hear you say that, but I want to look perfect for you tonight so I have lots to do” she said as she stood up and gave him a soft kiss on the cheek “I love you Tyler” Tyler’s heart swelled with love for his mother. “I love you too, Mom.”
Megan walked away, her hips swaying hypnotically as she made her way back to their suite. Tyler watched her go, his cock already hard again at the thought of what was to come tonight.
Hours later, Megan stood in front of the full-length mirror in her room, her heart pounding with anticipation and nerves. She had spent the afternoon getting a manicure, pedicure, and a full body wax. Her two-piece lingerie set clung to her curves, accentuating her large breasts and thick hips.
She had chosen a sheer black bra and thong, with matching stockings and a garter belt. Her makeup was subtle yet dramatic, with smoky eyes and a deep red lipstick that matched the nail polish on her perfectly manicured toes. She looked fucking incredible, and she knew it. She could feel the heat radiating from her body, her pussy already dripping with anticipation. She had never been this turned on in her life. She slipped on her new Little Black Dress, it was short and strapless, and showed just enough skin to get Tylers pulse racing. She heard a soft knock on the door before it opened, revealing Tyler standing there in a pair of low-slung jeans and a black button-down shirt, the top few buttons undone to reveal his muscular chest. As far as African American men went , he was gorgeous. Tyler's eyes scanned Megan's body, it was like she was made for this dress, her thick, curvy thighs encased in the stockings, and her hard nipples poking through the thin fabric of her dress.
"Fuck, Mom," he whispered, his voice thick with desire. "You look... fucking incredible."
Megan smiled, her heart pounding with anticipation. "Thank you, honey. You don't look so bad yourself."
Tyler walked over to her, his eyes never leaving hers as he reached out and cupped her face in his hands.
He leaned in slowly, his lips meeting hers in a soft, sensual kiss. Megan moaned softly, her lips parting to allow him access as his tongue slipped inside her mouth. She could taste the whiskey he had been drinking, and it sent a shiver of desire through her.
Tyler deepened the kiss, his tongue exploring her mouth as his hands roamed over her body. He cupped her breasts, his thumbs brushing over her hard nipples through the sheer fabric of her bra. Megan gasped into his mouth, her body on fire with desire.
Tyler broke the kiss, his breath coming in ragged gasps.
"You're so fucking beautiful, Mom," he murmured, his eyes locked onto hers.
Megan smiled, her cheeks flushed with desire. "Thank you, baby," she replied, her voice low and sultry. “Now come on, a very special night awaits us” she said as she took his hand and led him to the door.
The restaurant was dimly lit, the air filled with the soft hum of conversation and the clinking of silverware against china. Megan and Tyler were shown to their table by the window, overlooking the moonlit ocean. Jason was already seated, a glass of red wine in hand, his eyes never leaving Megan as she walked towards him.
"You both look... stunning," he said, his voice thick with desire.
They sat down, Tyler next to Megan, and the tension between them was palpable. They ordered their meals, but neither of them could focus on the food.
Jason could sense it, and he seemed to be reveling in it.
"So, Megan," he said, his eyes gleaming with hunger. "Tell me, how does it feel to know that your son is going to fuck your brains out tonight?"
Megan choked on her wine, her eyes wide with shock. "Jason, please," she whispered, her voice barely audible.
Tyler glared at Jason, his hands clenched into fists beneath the table. "Watch your mouth, we’re in public," he growled.
Jason chuckled, taking a sip of his wine. "Oh, come on, both of you are practically dripping with lust. You might as well embrace it."
Megan shot Tyler a glance, her eyes darkening with desire. She could feel the heat between her legs, her pussy already wet and aching.
Tyler reached under the table, his hand finding Megan's thigh. He gave it a gentle squeeze, his thumb brushing against her inner thigh, just above the edge of her stocking. Megan gasped, her breath hitching in her chest. She spread her legs slightly, giving Tyler better access.
Jason decided to change tact slightly, he didn’t want Tyler to throw hands, he was a big, athletic boy, much bigger than him. “So tell me Megan, what made you decide to adopt Tyler ? Was it the need to have a family, or was it something else?” Jason asked, his voice smooth and calm.
Megan sighed, her eyes looking out at the moonlit ocean. “You know, Jason, I think it was a little bit of both. I always wanted a family, but after 5 miscarriages and my husband divorcing me, I think it was also because I saw something in Tyler, a kindred spirit perhaps. He was a little lost boy, in desperate need of some love and care, and I wanted to give him that.”
Tyler looked at his mom, his heart swelling with love and admiration. Megan was the most compassionate, selfless person he knew.
She had taken him in when he was just a child, given him a home, a family, and unconditional love. And now, he was going to repay her in the most intimate, carnal way possible. He could feel his cock throbbing in his jeans, desperate to be inside her.
Jason watched the exchange, his eyes dark with lust. "That's beautiful, Megan. I can see why you two have such a strong bond. And tonight, you're going to make that bond even stronger."
Megan blushed, her cheeks flushed with a combination of embarrassment and arousal. "Jason, please.
Not here," Megan murmured, her cheeks flushed with a mix of embarrassment and arousal.
Tyler's hand was still under the table, his thumb rubbing against her soft skin, his cock rock hard in his jeans. He wanted to fuck her right there, in the dimly lit restaurant, bent over the table with her dress hiked up around her waist. But he knew they had to wait.
Jason smiled, downing the last of his wine. "Very well. Dinner's on me. Let's get this party started."
They left the restaurant together, the tension between them as thick as the humid night air. They made there way back to Megan and Tyler’s suite, with Megan holding on to Tyler’s hand tightly . The moment they entered the suite, Megan let go of Tyler’s hand and walked over to the mini bar to pour herself a glass of wine. Tyler stood by the door, his eyes locked onto his mother as she took a large swig of her wine.
“You know what, I think we should just get this over with,” Megan stated, her voice low and sultry.
“there it is again, get it over with” Jason said
as he poured himself a scotch. “I thought you were excited by the idea of fucking your son.”
Megan crossed the room, the wine sloshing in her glass as she moved. “It’s not that I’m not excited, it’s just...we shouldn’t drag this out. We should just do it and get it over with.”
Jason raised an eyebrow. “And what makes you think that this will be something you’ll want to ‘get over with’ once it’s done?”
Megan shook her head. “I don’t know, okay? I just...I need to do this. For me and for my son.
I want to make this as perfect as it can be considering the circumstances. I want this to be an experience neither of us will ever forget” she said before turning back to Tyler “I want to give you everything you deserve sweetheart ."
Tyler's eyes flicked from Jason, and back to Megan.
"You’ve already given me more than I have ever deserved" Tyler said, his voice barely above a whisper. “From the moment you picked me up out of the gutter and gave me a home, gave me love , you've given me everything. This...this is just...I don't know...a chance for me to give back, maybe?"
Megan looked at Tyler, her eyes filled with unshed tears. "Oh, baby. You don't need to do this to give back to me. I just want you to be happy. I want to make you happy."
Tyler shook his head, his eyes locked onto hers. "Mom, the only thing that will make me happy right now is to make you happy. And if that means making love to you, then so be it."
Jason watched the exchange, his eyes darkening with lust.
He knew this was going to be a night to remember. "Fuck, you two are making my cock hard just watching you," he said, his voice thick with desire.
Megan turned to face him, her eyes glazed over with lust. "Why don't you just shut up or you can leave?" she challenged, her voice dripping with sexual tension.
“Fine, if that’s what you want, you won’t even notice me” he replied as he sat down on the chaise.