(All characters are 18+)
Nathan walked up the stairs towards Kayla's apartment. Each step caused his leg to brush against his newly engorged member, a sensation he wasn't familiar with but guessed he'd have to get used to. Even flaccid, he was now so much bigger than he'd been before. He'd had to pick his clothing tactically so as not to give the game away. He had a plan in his mind for how tonight was going to go and it hinged on Kayla having no idea about his improvements until he wanted her to.
Reaching her door he paused for a moment, calming himself down ahead of what should be an amazing night, before knocking on the door. After a few seconds he heard the sound of a chain lock being removed before the door opened. Kayla was stood in a tight and incredibly revealing dress, every part of her cleavage visible and almost her underwear too.
"Hi there, I'm Kayla, I... wait... no fucking way, it's you!"
It had taken Kayla a second to recognise him and now she was stood with a stupid, mocking grin. That was fine though, that was exactly what Nathan wanted.
"H-hi Kayla," he stammered, committing to the act of him still being the meek and mild guy she'd taken advantage of.
"Oh this is precious. You didn't get any from me back then and so you've paid me for it now?" she cackled. "Come on in then," she beckoned him.
Nathan tentatively walked through the door, deliberately hunching his posture to make himself seem more unsure. The apartment was nothing to look at but it definitely screamed Kayla, little bits of pink tat and flowery designs on the things she owned.
"Take a seat, big boy," she mocked him.
Nathan did as she asked, laughing internally at the irony of her insults. It was strange, because he expected to be at least a little hurt if she was exactly the same as she had been and was still going to try and insult him every chance she got, but if anything he found it quaint and amusing. Saryss had clearly rubbed off on him more than he thought.
"So, where the fuck did you get that amount of cash from?" she asked him sitting opposite him on the sofa.
"Oh, er, my great aunt passed away and left me some money."
Nathan hoped she would be dense enough to buy that and fortunately he was right.
"And your instinct was to pay for sex with me? Stalker much," she laughed viciously.
"Oh no, a friend of mine told me about you. I didn't want to do it at first but I... I used to think we had something..."
"Aww, even after all this time? Fuck me you're pathetic. Move on!"
"I mean I've tried but you told anyone who would listen what had happened. It's even followed me to college!"
Nathan was giving her a chance to at least show some empathy. He was willing to go a little easier on her if she did, but no such thing came back.
"Well it's not my fault that A: you have a tiny, tiny, tiny cock and B: you weren't smart enough to realise you were being played!"
Well, if those were cards she wanted to play, Nathan thought.
"You're right, I'm sorry. It must have been so embarrassing for you to keep pretending to like me," he said, laying on the sincerity act as thickly as possible.
"Oh it was a hoot actually. Turns out I have a knack for getting pathetic men to do what I want and now they pay me for it," she said smugly. "Speaking of which, I'm nothing if not a professional. So, how do you wanna do this?"
Now was the time to start his plan. Nathan had carefully thought out how best to do this and how he would achieve it. He believed Kayla would be arrogant enough to follow his instructions without thinking about them too much and now was time to test that.
"Well ever since what happened I've had a few, er, issues..."
"Can't get it up? Jesus and I thought it was small before!" she laughed cruelly.
"No, no, not that. Well, not just that. More of a body confidence sort of thing. I can only really do it if I know you're not looking at my... size."
"I promise not to laugh, Nathan. We can pinky swear if you like or would that hit too close to home?"
Nathan had to hand it to her, she was becoming more and more creative with her insults. He felt bulletproof at this point however and all it was doing was strengthening his resolve.
"I-if you could turn around and bend over please," he said as meekly as he could.
"Jeez, will it even go in? Fine," she grinned.
Kayla turned and got herself onto all fours on the sofa before pulling up her skirt and dropping her underwear. Despite his steely resolve, Nathan still felt a rush of adrenaline at finally seeing her this way. Her ass was a perfect round peach and he felt his cock start to swell at the sight of it.
"This what you're after?" she said nonchalantly as if she was bored.
"Perfect," Nathan said, actually meaning it this time.
"Damn fucking right it is. You know I still can't believe how the fuck you ever thought that you'd be getting to experience this. I mean you're a nice guy and everything but how didn't you know you were so small? Didn't you ever watch porn or anything or even look at some of the other guys in the locker room? I bet you didn't even have to wear a cup during sports and... wait what's that?"
While Kayla had been going on another tirade against him, Nathan had stripped down and finally let his cock go free. He wasn't as big as when he'd taken Saryss's ass, but he was still around 18 inches long and as wide as a soda can, way, way beyond most men. He'd positioned himself behind her and gently placed his cock head on the opening of her pussy.
"Hey, I didn't say you could use toys," Kayla spat, still none the wiser to what was actually happening.
"It's not a toy," Nathan said coolly.
"Bullshit, what else can it b..."
Kayla had looked over her shoulder. Her eyes told the story Nathan had wanted to see in them ever since he knew he was coming tonight. She couldn't believe what she was seeing.
"What the fuc...aaaaahhhhh!"