AUTHOR'S NOTE: This story owes a great debt to "Six Times a Day" and its author, spacer_x, along with many others.
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Dinner was supposed to start at eight pm. Josh paced the length of his room back and forth, his semi-hard cock bouncing freely. He was horny, but he'd promised Lana that he wouldn't touch himself. He couldn't stand the thought of slogging through dinner with his mother -- her being the cause of his boner -- and some stranger, without the benefit of a pre-dinner wank.
For what seemed like the hundredth time he looked at the last text conversation on his phone.
Josh: Can I seen you tonight?
Lana: Eager boy! I love it. Yes, I want to see you tonight. Do you have a hard cock waiting for me?
Josh: You bet I do. About to tame the beast right now.
Lana: Don't you dare. You will not touch yourself until I say so.
Josh: When should I call you?
Lana: No touching!
Josh: I have a dinner thing with my mom tonight. When will you call?
Josh: When will you call?
Josh: Hello?
And that was where she left it, over an hour ago. He did some quick math in his head. He had an hour more until dinner started, probably two hours of vapid conversation while trying not to stare at his mom's tits, and then very likely another hour on top of that before he could meet Lana at the Kit Kat Club. His balls felt like lead weights clunking around in his sack. Pornographic images of his mother, of Lana, and of every woman he'd ever met flickered through his mind in a most unhelpful way. The more he tried to ignore the pressure in his groin, the more he dwelled on it. It went on like this, buzzing around in his head until the doorbell finally rang, at which point he was delighted to have some distraction, however tedious.
"Josh, can you come down?" came a call from downstairs. "My friend Maggie is here." Josh double-checked himself in the mirror. It occurred to him that he'd managed to seduce one older woman (though "seduce" was probably not the most accurate term when it came to Lana). The chance that he might score twice in a row was not inconceivable. Maybe he shouldn't be so quick to dismiss Maggie, this new friend of mom's.
He took the stairs two at a time and arriving at the bottom, nearly shouted out in surprise. Standing in front of him, in his own living room, and standing right next to his mother, was Lana.
She had a pleasant but wholly unreadable smile plastered on her face.
"Josh, this is Maggie. Maggie, Josh," said Allie.
Lana put her hand out to shake, which Josh dumbly accepted. "It's a pleasure to meet you," said Lana. "Your mom's told me all about you. You sound like a wonderful young man."
Allie led the way into the kitchen, followed by Lana, with Josh lagging behind, unsure if this was reality or some terrible dream. They gathered around the high counter.
"I still have a little cooking to do," said Allie. "Josh, can you pour some wine?"
Josh took the wine bottle and three glasses from the shelf. As he set the glasses down on the counter, Allie turned her back towards the oven. Josh took this as an opportunity to shoot a hard, questioning look at Lana. Lana put a finger to her lips to silence him. Josh grimaced, trying with all his might not to shout out the question that was on his mind. Lana snatched the wine bottle from his limp hand and poured two normal sized glasses and a third glass that nearly overflowed. That she handed to Josh.
Without taking her gaze from him, Lana called out, "You have a lovely looking yard, Allie. Can I take a closer look?"
"Of course. Josh, can you show her the way out?" Allie replied.
Josh strode towards the back door and threw it open, stepping into the twilight. He heard the door close softly behind him. He rounded on her immediately. But before he could even speak, Lana was on him, kissing him deeply, wrapping her arms around him. Her soft curves crushed into his chest and legs. She felt so warm. He knew it was a ploy, but all his anger fell away nonetheless.
"What the hell are you doing here?" he whispered as they finally pulled apart.
"I'm here for dinner, of course. Your mother invited her friend and co-worker, "Maggie."'
"That's... that's impossible. How do you even know my mom?!"
"You told me everything I needed to know, Josh. You told me her name. You told me where she worked. You told me about her likes and dislikes, her personality, everything."
Josh stood there, agape. He was seething. He'd trusted her, and now she came marching into his house ready to burst all his secrets wide open. Not knowing what to say, he stood, arms folded, looking out into the darkening backyard.
"Most importantly, though, you told me how much you loved her. You wanted to be together. I'm just here to help make that happen."
"What do you -- what, now?!" Josh exclaimed.
"Maybe," she said. "We'll have to see how it goes. But I couldn't let you two staying in this holding pattern forever."
Then she took him by the hand and led him back inside.
"Oh good," said Allie as the pair made their way back into the kitchen. "Dinner is ready, so grab a seat."
Josh made sure to grab the bottle of wine from the counter before he sat.
"Dig in!" said Allie.
Now that his initial burst of adrenaline had subsided, he could process what was happening. His two favorite women in the world were seated here, at his dining room table. And what's more, they genuinely seemed to like each other's company.
Both women were dressed to kill, looking more ready for a nightclub than a simple dinner at home. Lana wore a black dress that covered her cleavage but pulled tight around her chest, gathering her tits up into an impressive stack. It was cut quite short and showed off her long, olive legs.
Allie wore a white dress that was more modest around the thigh, but with a deep gouge down the center that emphasized the swells of her breasts. They were already chatting away and acting as if Josh wasn't even in the room. As Allie talked and laughed, her tits were constantly given to that mesmerizing wobble as they bounced against each other.
It was nearly impossible to look away, then he remembered Lana's lessons about acting more adult, so he dove into the conversation, though not without taking the opportunity to give Lana a bit of a hard time.
"So, Maggie," he emphasized her name. "Where are you from?" Without missing a beat, she went off on a long story about her growing up in the Midwest. He couldn't tell what was fact and what was fiction, but she told the story with charm and wit. Apparently she'd already related these tales to Allie, because Allie kept prompting her for punch lines and additional details. They roared with laughter, and Josh noticed that Lana kept a constant eye on the level of drink in each person's glass.
They continued through salad, main course, and dessert in much the same way. As always, Josh and his mother fell into their natural rhythm and were completely at ease in each other's company. While Josh never would have believed their special relationship could accommodate a third, Lana proved him wrong.
With the wine starting to go to his head as well as his bladder, he left the table for the bathroom. With the door closed and the lights dimmed (and bladder drained), he was able to take a moment for himself. The dinner couldn't have gone more smoothly. But what would happen next? What did he want to happen? He couldn't be sure. Probably just surviving dinner without his mom figuring out who "Maggie" really was, and what she'd been doing with her son for the last few weeks.
Still, somewhere in the back of his head, tucked away under all the wishes that this evening simply blow away, uneventfully, there lay a seed of lust. After all, Lana knew perfectly well about how Josh felt about his mother, knew that he desired her in a way that sons should never feel. In fact, it was obvious to Allie herself, though they both seemed intent on repressing it. The only thing he could be sure of was that Allie did not know anything about he and Lana. He didn't want her to know, not because he thought it might blow his chances with her, but because he didn't want her to feel like second-best. He loved his mom first and foremost. Lana had simply gotten to his pants first.
So there lay the dilemma: the instant availability of lustful consummation with Lana, or the love and devotion to his mother that would quite possibly never be fully realized. He felt like he had to choose, in order to spare both their feelings. With a strange finality burning inside him, he knew he'd made his choice.
When he re-entered the dining room area, he found Allie and "Maggie" speaking in hushed voices and giggling. Lana had a hand on his mother's knee, which he found incredibly erotic. Allie's back was to Josh, so she hadn't seem him come back. Lana had, though. Without taking her eyes away from Allie's, she slowly stroked Allie's knee while they talked. She knew it would drive him crazy to see such a sight.
It did, so much so that Josh tripped on the a strip of floor trim and caught himself. Allie perked up and spotted him, blushing deeply.
Lana didn't miss a beat, though, taking their private conversation and putting it right in the center of the room. "I see what you mean," she said. "He's quite a handsome young man."
Allie blushed even further. "I didn't say... well, yes, of course he's handsome."
"Josh, come over here," said Lana, waving him over. Once he was at their side, she looked him up and down. "You must work out."
"Yeah," said Josh, unsure where this was going. "Yeah, when I get the chance."
"Well you must get quite a few chances with muscle tone like that. Lift up your shirt." And before Josh could respond, Lana lifted up the front of his t-shirt and revealed his stomach. He was no Adonis, but there was the shadow of a six-pack in there.
"There," she said, slapping it with a hand, "good genes and a good workout routine and look what you get. Feel it." Allie didn't raise a hand, but her eyes were transfixed on Josh's bare stomach. He was close to her, very close.