Hannah's Thoughts

Hannah couldn’t believe it.

She’d wondered, but now she had the confirmation. Ollie had sex.

She was happy for him. How could she not be? It hadn’t ever really been discussed between the two of them because she didn’t want to embarrass him, but she’d been 98% sure he’d left high school a virgin and the same for college. She’d lost her V-card senior year of high school and had hooked up a few times in college, so she wasn’t exactly an experienced slut, but she knew she liked sex and what she was looking for.

The thing that was really throwing her for a loop, though, was that Ollie had asked her for her help - he wanted to exercise.

Oliver, her Oliver, wanted to exercise.

Hannah had been trying to get him to do that for years. Hell, over a decade. She loved every inch of him, but she also worried about his health as well as knowing it would be harder for him to find someone at his size. Now he’d found April and wanted to change for her. That stung a bit, to be honest, but Hannah was willing to work with it. She’d start him off slow, of course. Her work as a trainer with the local MLS team wasn’t a weight loss journey, so she needed to brush up on the latest thoughts on that. She was used to working with very fit guys who either just wanted to maintain what they had or were pushing to get leaner and faster. Soccer wasn’t as much of a strength sport as it was endurance and speed.

Then again, Hannah thought to herself as she was getting ready for bed, that was Ollie’s goal too.

“He had sex!” Hannah blurted out loud, still a little in shock.

She was looking at herself naked in the mirror and quirked her lips to the side, passing a critical eye over herself. She was supposed to be doing her nightly routine of positive affirmations - the fitness industry had a way of messing with her brain. She knew she was fit as hell and super cute, but always being surrounded by and comparing herself to other people was something her therapist said could be detrimental to her confidence. Affirmations had been the thing that seemed to work best for her.

“I am confident. I am beautiful. I am powerful,” she said, then cracked a grin and winked at herself in the mirror. “I am sexy.” She’d added that last one without the suggestion of Dr Barker since she’d been feeling down about her own love life lately. She repeated the affirmations a half dozen times as she posed in the full-length mirror, first going through some of the classic flexing that would show off her muscle tone and physique. Then one the last one she giggled through doing some more sexy poses.

Hannah’s fingers found her nipples and tweaked them. She had nice tits. Sure, they weren’t as big as April's, or Margot's or Hiakru's, but they fit her short height and didn’t make her look top-heavy. And most importantly, they still looked cute and like boobs. Lots of ladies who got fit and leaned into the more muscley side of athletics lost the shape of their breasts as they grew their pecs. Hannah specifically didn’t want to do that and had struck a good balance.

“Mmm,” she groaned, tweaking her nipples again and then biting her lower lip. “Fuck it.”

She headed for bed, grabbing her vibrator out of her dresser drawer before she crawled under the cover. It didn’t take long for her to have her eyes closed as she was trailing the toy across her pussy. Her mind flickered through her usual imaginary partners. A couple of the soccer players from the team, or guys at the gym she worked at part-time. None of them were doing it for her though, so she went back to ‘old faithful’ - Tommy Kilpatrick, the best fuck she’d ever had. He’d been an Irish exchange student in college and had the most beautiful eyes and that accent.

Tommy, however, had been a bit of an asshole, and no matter how good his dick game had been her mind kept wandering to him being a dick. And then Hannah gasped lightly because she tried to think of someone who wasn’t a dick and she thought of the most obvious person. Ollie.

“Fuck,” Hannah groaned, her face contorting a little as she hesitated but pulled her vibe from between her pussy lips.

That was weird, she thought to herself, shaking her head. Hannah had never thought about Ollie that way. She loved him, but she’d never been sexually attracted to him. He’d always been her big teddy bear best friend, and he’d never shown any interest in her sexually either. And her mother had warned her to be careful she wasn’t accidentally leading him on back in high school, so Hannah had been vigilant. But he never checked her out, and he never made jokes about them dating or any of the little signs that might have meant he was holding a candle for her.

Hannah pursed her lips. It wasn’t wrong to fantasise about someone. And it wouldn’t change the way she thought about him, and he was having sex now.

Cautiously, Hannah brought the vibe back to her pussy, trailing it lightly across her thighs first to tease herself.

He wouldn’t be an asshole in bed, that was for sure. He’d be attentive and caring because that’s how he was. He would want to know what she liked and would listen to her.

Hannah wondered how big his dick was. What it looked like.

She swallowed as she relaxed into the mattress, starting to rub the tip of the vibrators across her hole again. Sex with Ollie would be… it would be sweet. And he’d gone three times in a row with April! That was pretty impressive…

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