Wine Aunt’s Delight

As Billy and his Auntie drank, the strong young man couldn’t help but notice that Judy seemed to like red wine a lot more than he did. By the time the pizzas arrived, he was still sipping on his first glass, while Aunt Judy was on her third.

Admittedly, she loved the taste. But she was also wanting to come across as the “cool” aunt, which was part of the reason for her drinking too much. Her sister’s request for Judy to housesit was likely not very popular with Billy, and Judy wanted to seem fun for her nephew.

But more than that, she wanted to ease the tension and calm herself down. She was trying to let it show, but there was something on her mind from that impromptu boxing match in the garden. It was impossible to forget how rock hard Billy’s dick had been in his briefs when he’d seen her wearing just a bra and panties. His erection was a lovely, welcome compliment, but one that she just couldn’t get out of her mind while she was sitting so close to the strong young stud. She had made his cock hard. Her nephew had looked big, from what she saw. He must’ve liked what he’d seen one hell of a lot.

The pizzas arrived and the two ate them together, chatting idly about what they could do for these next few weeks while alone in the house together. Judy trying to learn the daily routine, and make it clear that she didn’t plan on being too power-crazy or smothering. By the end of their eating, several glasses deeper, Judy was well and truly drunk.

“Sho you don’t need me to take you to shchool?” she asked, eyelids drooping a bit with sleepiness.

“No, Auntie, it’s holidays after this week.” Billy said. “I can just catch the bus for the next two days.”

Billy finally finished his first glass of wine as Judy downed what was left of hers in a single gulp. The two of them both reached for the red wine bottle to pour some more, and their hands touched on the glass. A smile came to Judy’s face, her fingers’ contact with her nephew injecting a bit more energy into her tipsy body.

“Oh- ha! Be careful!” Aunt Judy grinned. “These hands are deadly weapons, you know…~”

Aunt Judy took her hands back, holding them out for Billy to see with her fingers spread. He remembered. Those were the hands that had knocked him out.

Trying to hide his blushing face, Billy stood up with the bottle, and began pouring them each another glass, starting with Judy’s. She smiled, leaning back in her chair.

“You’re such a dear, Billy…” she cooed with a big catlike stretch, pushing out her large breasts as she got more comfortable in her seat.

Billy felt himself start to panic a little as he poured his own glass. He remembered now that both of her victories over him had come while she was drunk, just like she was now. But the first was after Heather had told her all about his knockout losses to his mom, and the second was after he had bragged about his boxing successes at school. So long as he didn’t provoke her, he should be fine.

And what the hell was there to be scared of anyway? She might’ve been a sexy goddess, but without those gloves on, she had no chance of KOing him. He could sit still and let her go to town on him with her best attempts at haymakers, and still be fine.

He sat back down and picked up his now-full glass, staring down into it. He hoped his cheeks weren’t blushing as red as the wine he was sipping, while he sat there thinking about Judy’s hot body, and how well those gloves had suited her. How well winning had suited her. How well power had suited her. Staying in the same house as her was going to be difficult.

A light giggling came from his busty aunt, drawing his attention. She was staring at him with a coy smile, one hand holding her full wine glass and the fingers of the other pressed to her lips.

“Hee hee hee… Remember when I knocked you out! I’m a better fighter, Billy~” she said in sing-songy voice. “You feel asleeep~ You fell asleeeep~!”

Damn, Billy thought. She was thinking about it too. And with her inhibitions all gone at the moment, she didn’t mind sharing her thoughts.

Aunt Judy was a cheerful drunk. Her winning smile and slightly red cheeks only made her face even more gorgeous as she hid her lips behind a hand and mocked her cocky nephew.

“I really put you down hard, huh~? I could’ve counted to 100! You were done!” she pointed at him and giggled. She was a giggly drunk, too.

Billy tried to think of a response, but before he could say anything, Judy sighed and leaned back in her chair, reminiscing, and kept talking.

“God…” she mused. “I never realized that sometimes losers are actually sleeping, after a fight! But I guess you taught me something new!” Judy’s bust shook with laughter. “I won so hard that you were having DREAMS! Your dear Auntie must really be something special, huh~? Isn’t that right, boxing champ~?”

She leaned forwards towards her nephew, grinning as she recounted his shocking defeats, with no regard to the fact she was giving him a direct view down her top and into her deep, deep cleavage at the moment. She smirked and raised an eyebrow, waiting for Billy’s reply, as her titanic breasts swayed beneath her.

“Hahah, yeah… It was pretty crazy… I guess you’re a pretty good boxer after all.” Billy managed to get out.

He really hoped that would satisfy her, and that they could move on to something else now. But he had no such luck. His mature auntie was enjoying this too much.

“It was like a magic trick.” Aunt Judy said with a broad smile, standing up. “Like I just made your consciousness… DISAPPEAR!” she waved her arms in the air with a dramatic flair, giggling as she spilled a bit of wine down her top and into her cleavage. She wiped at the top of her breasts with a hand.

“Hahah… O-Okay Auntie, that’s enough…” Billy’s face was burning with humiliation. He wasn’t sure if he should be staring at the floor in shame, or staring at the goddess shaking her chest right in front of him.

“Or, nonono… it was like a circus act!” Judy laughed. “Come one, come all, to see the incredible LIMP LOSER!!” she waved her arms again. “Just one punch makes him pass out, ladies and gentlemen, and for just $5, YOU can be the one to put his lights out! Oh, who’s this? We have a volunteer, folks! Can even this sexy, mature woman put him to bed? Oho! She totally can! He’s out cold, one punch and he’s completely asleep! She’s knocked him-!”

“Auntie, stop!”

Aunt Judy paused, stopping in the middle of her fun to look at Billy. Her wine slowly settled in her glass. After a few seconds, she sat back down with a sheepish smile.

“Sorry, Billy. Was that too far?” she asked.

“Y-Yes…”

“I’m sorry honey.” she pursed her lips. “I know you’ve been through a lot.”

God. How humiliating. As if the knockouts to an untrained milf weren’t bad enough, if he had to keep hearing about it the whole time she was here, he wasn’t sure he would make it. Emotionally or physically, because at the moment, he was doing his best to hide a steel stiffy from his aunt.

“I mean, teaching your own mom boxing, just to get knocked out twice? That’s got to hurt. That is right, isn’t it? She knocked you out twice?”

Billy blinked in confusion at the blunt question, then frowned. “Aunt Judy…” he started. This was getting to be too much. Billy was getting angry. Her expression wasn’t making it any easier to take.

“And then I come along and do the same - and I don’t even know how to box! I mean, that’s really gotta hurt~”

It felt like she was intentionally provoking him now. She pressed her lips together, as if deep in thought.

“We are both 2-0 against you, aren’t we? All four knockouts?”

“Judy, what are you-“

“Well, I know that I’ve smacked your lights out twice, in two different matches.” Aunt Judy explained. “Your mommy did the same, didn’t she?”

Billy sputtered, before finally finding his voice.

“I guess, but that’s not-“

Judy stood up quickly.

“I’ll just have to knock you the fuck out again.” she said, eyes suddenly intense and focused.

Billy’s eyes went wide and his jaw dropped open at the sudden, bare-faced challenge.

“WHAT?”

“I can’t stand being tied with her,” she explained, walking with purpose towards the door. “I want to get more knockouts than my sister did.”

“But-“

“I’m going to fetch the gloves again.” she said, opening the front door. “We’re going to box. And then I’ll either be 2-1, or 3-0. But we won’t be tied.”

“J-Judy, please, I-“ Billy was starting to panic.

“If you win, I’ll delete the photos and get rid of the gloves.” she said sternly. “If not, I’ll keep them. Get ready to defend yourself, because when I come back through this door, I’m coming for you.”

With that she stepped outside, letting the front door close, and marching to retrieve the gloves from the dumpster.

Shit! She was back to being all cocksure again. Billy was freaking out, as he jumped out of his chair and rushed upstairs. She wanted to knock him out again, and there was nowhere he could run. This was his own house! Should he just hide? Lock himself in the bathroom? No, she’d be waiting for him with those gloves when he came out… and she didn’t think he had a chance of winning.

There was no getting out of it. He quickly pulled on his own gloves, and prepared for a fight, trying to get his breathing steady. If anyone from his club could see him now, so scared of a drunk, untrained milf, they wouldn’t believe it. The arrogant champion had such a timid side. He would be a laughing stock.

Billy tried to calm himself down. Whatever happened next would define how the following few weeks would go. There was nobody here to see it. It might make him a douchebag, but he would be going all-out for a knockout of his own. Billy just hoped he could make it out without getting chinned.

He waited for her in his bedroom, trembling with fear as he heard the front door close and her long legs’ footsteps up the stairs towards him.

“Billlyyy…” she called out as she neared his room.

He had to win this. He had to. He had to! He couldn’t get knocked out again!

The door creaked open.