All characters are 18+
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"You'd really be helping me out Josh."
A young man with chestnut brown hair sat back in his seat, his arms folded and his expression both frustrated and annoyed in equal measure. The girl sitting opposite him was doing her best to convince him to 'look after' her aunt while she was away for a week.
"You're asking a bit much here Anna," Josh said to her.
"Come on, it won't take long," Anna replied, "just pop in and say hi, ask about her day, maybe have a coffee or something, and then leave. That's all that I do."
Josh and Anna had been friends for some time, meeting first in college and hitting it off from there, but this seemed outside of friend territory. It was more like 'family' or at least 'lover' territory, and god knows they weren't either of those things.
"Why does she even need someone to come in anyway, it's not like she's incapable of looking after herself is it? She's what, 50?"
"She's barely 40 Josh," Anna corrected him, "and I get it, I really do. She doesn't need anyone to come, but I promised mom when her husband ran off that I'd check in on her. She's my mom's younger sister and she's protective of her, you know?"
"So how come your mom can't go see her then?" Josh said grumpily.
"Because they had that big falling out, don't you remember?"
Josh vaguely recalled hearing Anna talk about how her mom and her aunt weren't on speaking terms after a disagreement over her aunt's choice in men.
"Please Josh, if there was anyone else I'd ask them but there isn't. I've been planning this holiday with my girlfriends for literal ages and I've tried to make my mom see sense but she's being a real stubborn bitch about it."
Josh still had his misgivings about it all. He'd never met the woman, didn't even know what she looked like, and if Anna wasn't one of his closest friends he wouldn't even begin to entertain the idea.
"Pretty please Josh? I'll love you forever..." Anna said, dramatically fluttering her eyelashes at him.
'God damn it,' thought Josh.
"Ok, fine," he finally conceded. "But you owe me big time."
"Thank you, thank you, thank you!" Anna beamed. "And don't worry, I'm going to spend all of my holiday telling my friends you have a huge dick," she grinned cheekily. "I mean hey, it isn't a lie is it?"
Ever since Anna had caught Josh masturbating in his room one time at college, she'd constantly teased him about the size of his penis. He'd never been sure whether her teasing was ironic or not and he didn't dare ask.
"I'll consider us even if I get a blowjob out of it," he grumbled, trying to keep a smile from forming on his face as he played along.
"Ok, I'll write that down, 'one blowjob and we're even'," she grinned. "You know you could have bargained for a higher price than that..."
"I would have been out negotiated," he responded. "Clearly."
* * * * *
Anna had texted Josh the address details for her aunt that morning before she left along with a few other basic instructions:
'She'll probably bring up her ex-husband, try not to let her dwell on it for too long if you can. If in doubt, talk about a TV show you watched recently or something.'
As he pulled up outside her house, he stopped in his car for a moment and sighed. He'd be doing this three times this week, roughly once every two days, but he had no doubt this first visit would be the worst. It was bad enough meeting someone for the first time, but doing so in their home, alone and with the knowledge they weren't in the best of places would make it suck so much more. He felt a little selfish for thinking that way, but what else was he supposed to feel?
He walked up to her front door and rang the bell, waiting patiently for the door to open. He heard the click of the lock and prepared his best, non-threatening smile as it opened. There was no doubt the woman standing before him was Anna's aunt, the familial resemblance was uncanny even down to the same blonde hair and frankly gorgeous facial features, just with a little more age to them but not much and not noticeably.
"Nicole?" he asked.
"You must be Josh then," she said with a welcoming smile. "Come in."
Josh followed her into the house and shut the front door behind him. Nicole was wearing a dressing gown and what looked like pyjamas underneath with a pair of fluffy slippers really completing the look. He followed her into her kitchen and she told him he could take a seat at her kitchen table. Not wanting to be an ungracious guest, he obliged.
"Can I get you a drink? Coffee, maybe something stronger?" she asked.
"Erm, coffee would be great thanks," Josh replied.
Whilst a drink might have been what he needed to get through this, accepting one right away seemed like a pretty irresponsible thing to do, especially as he'd driven there.
"How do you take it?" she asked.
"Black, one sugar please," he replied.
"Oh, me too," she smiled.
Josh waited as she made them, stuck in a weird place between not quite uncomfortable and not quite relaxed. He thanked her as she brought his drink over and joined him at the table.
"First off Josh," she began, "I just want to say how grateful I am that you agreed to come and see me while Anna is away."
"Not at all," Josh replied politely.
"If I know my niece she probably batted her eyelids and promised a favour or two in return?"
"Yes she... er, said she'd pay me back," Josh said sheepishly.
"I bet she did," Nicole chuckled. "But seriously though, I know that my darling sister gets on her back about it all the time, as if I'm some wasting widow that needs to be monitored or something. Her heart's in the right place, but her brain is in her ass sometimes..."
Josh wasn't sure if he was allowed to laugh at that so politely smiled instead.
"And I know Anna has been looking forward to this holiday of hers for ages, so whatever may or may not be happening between you two, it was very kind to agree to do this."
"Erm, you're welcome," Josh said, "but I am just a friend, to kind of clarify."
Josh had no idea what Anna might have said to her aunt, but if any of this was going to get back to her then he wanted to make sure things were made perfectly clear.
"So, what do you do Josh?"
"I work in the hardware store in town," Josh replied, happily changing the subject away from his relationship with Anna.
"I do love a man who knows his way around his tools," Nicole said with a grin.
Josh didn't quite know how to respond to that. It seemed a naturally flirtatious nature also ran in the family as did the propensity to make slightly risque jokes. He knew how to react with Anna, but if he did the same with Nicole that could really land him in hot water.
"I'm just kidding with you Josh," Nicole reassured him, noticing his discomfort. "Anna said you were a really nice boy and I don't want to make you feel uncomfortable..."