Unexpected Affections - Cover

Unexpected Affections

Copyright© 2025 by BreaktheBar

Chapter 17

Romance Sex Story: Chapter 17 - Oliver is surrounded by friends and loves his nerdy life, but after entering a silly Dating App contest his life starts to turn upside down. This is a slow-burn harem story about a big (in size and quality) nerd and the various women in his life.

Caution: This Romance Sex Story contains strong sexual content, including Ma/Fa   Mult   Consensual   Romantic   Lesbian   BiSexual   Heterosexual   Fiction   Humor   Sharing   Group Sex   Harem   Polygamy/Polyamory   White Male   White Female   Oriental Female   Cream Pie   Exhibitionism   First   Facial   Oral Sex   Petting   Squirting   Tit-Fucking   Voyeurism   Big Breasts   Public Sex   Size   2nd POV  

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 on 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 Hikaru’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.

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