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The Adventures of Andrew (TWAW + Ackina)

ToWriteAndWander

Not all those who wander are lost.
Joined
Jun 8, 2020
Andrew had never had a job before. Well, he'd never been paid to do anything other than chores and this sorta felt like the same thing, only it wasn't a chore or even for his family. His mother had told him that Mrs. Wilder, down the street, needed some help with her computer and that she (his mother) had offered her his services. She'd give him some money if he was able to fix it. So Andrew had packed a few things in his school backpack that he might need in order to fix her computer and headed off down the street.

At 16, Andrew was very much the shy, akward guy. He was a bit lanky at 5'10", not having filled out or grown into his body quite let, leaving him slim (almost skinny) and not toned or muscled. He had a pretty average looking face that would (hopefully) age well as he matured, but was otherwise pretty unremarkable. He was wearing shorts and a shirt as he walked down to Mrs Wilder's house and up to the front door. He rang the doorbell, hooking his thumbs into the shoulder straps of his backpack as he waited for her to answer.

His backpack had an assortment of cables, his tablet, and a few CD's he might need depending on what sort of issue her computer was having.
 
Andrew smiled warmly at her when she finally answered the door, having begun to think he had knocked on the wrong door. He followed her inside, admiring her rear in the dress she wore as any boy his age would do with an attractive older woman in front of him.

"Not a problem, Mrs. Wilder. Hopefully I can help fix your problem!" He responds, sitting down in her chair before booting up the computer. It wasn't booting so he set down his bag and pulled his tablet out of it and hooked up a few wires.

"It might take me a couple mins to figure out whats going on, but I'm pretty sure I know already and should be able to fix it for you, Mrs. Wilder."
 
Andrew smiled and nodded her head. It was easier to work when he was alone, without her hovering over him.

While she was gone, he was able to get the computer to boot up and his eyes widened in shock. Some sort of virus was on her computer, and on boot up, a whole bunch of naked pictures of her popped up. Stripping, in outfits, with toys, fully naked. It caused his cock to grow hard in his shorts as he tried to close the windows as fast as they popped up. Her desktop background was even changed, to a picture of her taking it doggystyle from some one even Andrew knew was not her husband.

He had just cleared all of that up, getting her back to a default background, when the virus kicked in its next step and automatically launched a video - of her and that man in the desktop background. The sounds of her getting fucked by some one other than her husband flooded through the speakers and he couldn't get the window to close.
 
Andrew blushed furiously as she rushed into the room and yanked the power cable. That probably wasn't good for the computer - if she was lucky, she might have even fried it with her actions. He swallowed the lump in his face and he wondered - had she fucked any other boys his age? His cock twitched at the thought and he stood up from the chair.

His erection was painfully obvious as he did so, his large cock tenting the front of his shorts. "I have to admit, there were a lot of other pictures that popped up before that, Mrs Wilder." He admitted, trying to slide between her and the desk to get to the cable she had unplugged. But his erection brushed against her thigh and prevented him from moving further.

"I mean, does your husband know? I mean...you're a very beautiful woman....those pictures are not something to be ashamed of..." He stammered, not sure how to extract himself from the situation.
 
Andrew stared as the woman undressed in front of him, not believing his own eyes. He stared and then slid behind her taking a step towards the door. He couldn't could he?

A moment later, he was pressing into the older womans back. His hard cock unmistakable as it pressed against her rear. "You're beautiful, Mrs. Wilder." He whispers into her ear, peering over her shoulder as he slid his arms around her waist. His hands reached up to her breasts, touching breasts for the first time in his life.

He gave them a gentle squeeze, then a bolder one, starting to massage and caress her perk orbs in his hands. He pressed his lips to her neck then, starting to softly kiss her there, unsure what to do now that he had a half naked woman in front of him.
 
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