Work Text:
Man, how the fuck is he supposed to properly jerk off with Ashley’s school picture just staring at him like that?
Andrew snickered though when he went to turn it over and saw it up close. A fucking framed picture with the watermark still on it, reading “Property of EWISD” (Eastwest school district) with her not even smiling. Why she had wanted to take the unofficial sample copies of their pictures, cut them out and frame them was beyond him. It looked so trashy.
She claimed it was the ‘best picture that had ever been taken of her’ or something like that. Mostly cause she had worn this new shirt and bra that made her boobs look bigger. At least, that’s what he assumed.
Admittedly too, it was one of the first times he’d seen her with cleavage.
Psh, what a little slut…who’s she trying to impress by dressing like that? Is she that desperate for attention? So much so that she’ll get validation from a bunch of guys ogling at her?
Wait, shit. Was he jacking off again just now?
Ha, wow. Real degenerate stuff right here. What if he came all over the picture?
No, no! That thought shouldn’t have gotten him harder…
Fuck. Now he can’t stop and the thought of being unable to stop only turns him on more.
Is that what you want Ashley? For me to be so enamored with you that you’re the one that gets me off the most? So much to the point of not being able to control myself in front of a fucking picture of you?
This is ridiculous…that shirt really did look good on her though. The choker she was wearing too…she’d bought it for herself with his own money as was usual cause this little princess never had to work for anything.
At least she had dropped out of school by now. The thought of other guys thinking the thoughts he had when he saw her wearing that made him violently angry for a moment.
…This shit went into the yearbook didn’t it?
Goddamnit! No one should be able to jack off to this but him! Fucking perverts…
Let’s just…omit the fact that he’s definitely more deranged than those guys.
Heh…that scowl on her face. He could have made her smile that day, and not for the dumbass picture, but in general.
She is cute when she pouts though. Somehow, a lot of the faces she makes adds to her charm.
He wondered what kind of interesting face she’d make while he was fucking her-
“Ahhh…A-Ashley..”
God, does he have to moan her name every other time it’s so..
What sucks the most about this is that he thought doing it with his girlfriend as much as he did these days would keep him from thinking about her like that, but every new position, every new experience made him think to himself ‘I wonder what that’d be like with Ashley…’ thus, the fantasies only grew more elaborate and…explicit.
It used to just be over seeing her naked or bend over or something, but now, he’s apparently so far gone that a picture taken by a photographer found on a budget with a generic splotchy looking blue background and horrendous cropping is making him think about shoving his cock between her tits while she playfully licks it, giving him that one look that she gives him sometimes that made him wonder if she wanted him as badly as he did her.
Looking back on the distance they had had for a year, he couldn’t decide which made things worse. Longing for her, or having her at arm’s reach. She was always so affectionate, such a tease and so flirty these days that it just…
He’d never do it, he’d never really do it even if she wanted to which… god , it made things (and him) so much harder wherever she’d come off like she wanted it.
Great, now he’s daydreaming of a world that doesn’t exist.
A what if space in the catacombs in his mind where she’s practically begging for it. And it’s all still innocent because it isn’t real. She’s still innocent because it’s just a fantasy that she’ll never know about. No one will ever know about it. Not even the Ashley in this photo from 2 years ago that he won’t stop ogling at. No matter how much it feels like she knows with that unblinking stare.
The only one to know is the Ashley in his imagination; getting impatient because he hasn’t put it inside of her yet, her arousal dripping down her legs as he kisses her…tenderly because well..
“You know I love you, Ashley.” Now even he’s acting out of character in his own daydream. In a way though, that’s what daydreams are for, right?
It’s way too hard to say something like that so easily…
“Whatever. If you love me, then you’d fuck me right?”
He’d hold back, but she’d convince him to do it like how she relentlessly, always convinces him to do things. He’d go in raw too. Nothing coming between this connection. They would feel each other completely and wholly.
He’d have to keep her from moaning too loud since she loves getting filled up by his exorbitantly large cock so much. The poor girl took some time to be able to handle all of him in her tight, little cunt, but she eventually got used to it.
“Ohhh Andrew , tell me I’m the only one! Tell me you love me… haaah , tell me I’m your one and only!” She’s digging her nails deep into his back because she’s clingy and possessive.
“I wouldn’t let anyone fuck me but you!…you’re the best thing ever…Andrew!”
Fuck…if only.
“No one else can make me cum!”
Heh. It’s not easy to make her cum, but he knows how to do it. Because why wouldn’t he? He knows her more than anyone.
“Haah yeah..you like that? You like when I make you cum…”
…An inanimate object like a picture doesn’t like or dislike anything, nor can it cum. Apparently though it just made you cum. Cool, huh?
Ashley from two years ago scowls at you with disapproval. Cum dripping from her face.
Ohh yeah. The real Ashley would just love that! How she has always dreamed of the day you would…ejaculate on her. Truly endearing.
She probably doesn’t even want to fuck you either, you sick fuck.
And even if she did, then congratulations , you have successfully groomed your baby sister!
Why don’t you take a bow?
Oh? It’s because you love her, huh? Really ? Well, why don’t you try to love her any other way instead?
Andrew sighed, allowing the usual disgusted, mortified, borderline suicidal, vicious and contemptuous thoughts take stabs at his psyche.
Oh yeah, and it doesn’t matter if she looks the same to you now, she was still only in high school when that picture was taken. Maybe you really should just kill yourself?
…Well anyway, maybe if he wipes all this cum off the picture, it’ll be like nothing happened and he can just put it right back, right?
Nope, even after cleaning it, it’s all fucked up now. It’s painfully obvious that it was ahem, ‘used’.
Pretty sure she had a copy just as well. It’s not a prized possession of hers anyway…it’ll be fine.
Also he…better do something with his school picture as well since it’s meant to go with hers. He never liked it anyway. Even if Ashley did. Making fun of him for having to hold up a 96 with his fake ass smile. It wasn’t much longer after that day that things between them got…
No, you can’t look at these photos anymore.
Because Past-Andrew is very disappointed in you and you’re disappointed too cause he thought the same way about her as you do now only..much less worse.