Ashley undressed. It had been one rough day, between hard tests, a night out for drinks. Oh, and the fact that Jack, her friend that she friend zoned was some kind of secret sex god who was probably still fucking two college co-eds too hot for him, and it was their idea.
She was down to her panties and looked at herself in the mirror. Small girl, small tits, barely any ass; she looked the part of a mousy math teacher. Jack looked the part too, but the male version, tall, glasses, and a bit chubby. ‘What the hell does he see in me…did he see in me?’ she asks herself.
Ashley collapsed on the bed, enraged and horny and sad. Why didn’t she get there sooner, maybe if she went straight over, she would have tempted him from those sluts. Would she have tempted him away, if he was given the option? They were sexy, while she was ‘cute’ at best. They were adventurous enough to ask them to fuck them, together. She couldn’t even bring herself to touch herself.
Her hand was rubbing her crotch, she was adventurous tonight. “Oh Jack” she moaned. She moves her hand faster as she moans his name, she kicks her leg out as she keeps rubbing and breathing. This was the first time in over a year she had touched herself, and that was to come celebrity. She never did it to people she knew.
She grabbed her pillow and put it between her legs, grinding against it. This was how she normally did it, grinding against something. She kisses the pillow frantically as she rubs, “don’t tell anyone Jack, just fuck me”. She was doing this; she was masturbating to Jack. Had he done this thinking of her, does he still?
She thought of him in his room, stroking his cock moaning her name. She moved the pillow to ride it, he likes to be ridden, she could ride him. She paws at her chest and thinks more about Jack, filled with lust for her, jerking his cock to her and cumming. Cumming into tissues or his sock, cumming on her chest, cumming on her face. She whipped her head up and opened her mouth wide. “Give me that cum” she moaned out as she bounced on the pillow.
She never used that word, “cum” but she knew what it was. Now she has her finger inside of herself and was moaning for a guy she had class with to cum on her face. She falls from the pillow and rips off her panties, sliding a finger into herself. Jack’s inside of her in her mind, fucking her like he fucks those countless women.
“Fuck me Jack, fuck me!” she moans out in orgasm, picturing him slamming into her, cumming in her, unable to help himself.
She laid panting, finger still in her. She hadn’t cum in forever, she only came once with a man and that was because her really tried hard. She needed more. She was soaking wet and needed more. She remembered he said women like two fingers, she slid another one inside of her.
Fuck that was a lot, she moved them back and forth. Fuck its stretching her out. She tries for the third finger, how big was his cock anyway?
The third finger wouldn’t go in, she was far too tight from lack of sex. “I need a dildo” she says, not believing she just uttered those words. “or a vibrator, something…” she sits up “my toothbrush!”
She rushes to her bathroom to get her electric toothbrush. It vibrates, it could work in theory. She grabs it and turns it on looking at it lustfully, yes this will work. She turns to leave and sees her hairbrush. Long handle, not too thick, smooth, curved tip, and a wide base. Ashley sets down the toothbrush and picks up the hairbrush. Could this work?
She examines it, rubbing her hand along the shaft. She brings it up to her face and strokes it, picturing Jack’s cock in her hand and in her face. She reaches her tongue out to lick it and does it again. Without thinking, she pulls it into her mouth and starts sucking it. She’s only done this once and it was weird, but now she’s bobbing it in her mouth moaning out his name.
She stops and looks at herself in the mirror, giving a blowjob to the brush she uses on her hair. She pulls it out slowly, ‘this will do for now’. She rushes over to the bed and lays on her back, rubbing it on her pussy. It felt so good.
She pushes it in and gasps, this was different from her finger. She moves it in and out slowly, moaning. She moved it in faster and deeper, panting and moaning. “Jack…Jack…..oh fuck Jack”, he movement was frantic.
She’s never used a toy on herself before, but she was doing it, proving to him that she could be adventurous for him. She moaned and yelped, she was about to orgasm again, twice in one night, a new first. Her panting got louder as she moaned and yelled out “JACK!” feeling her massive climax was over her.
She slept well that night wondering what she’d say to him when she saw him.
Source: reddit.com/r/Erotica/comments/evxeq2/math_grad_student_is_surprisingly_experienced_fm