Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 39 by Raljo Raljo

What's next?

Billy keeps going back to her

Billy kept on going back to Dr. Kiara Beaumont, and she kept on performing her unusual treatment on him. The following session, the smug redheaded therapist was sitting on a small couch in her office, rather than at her desk. She directed Billy to sit in her broad lap as he came in, and he obeyed. Kiara’s thick, squishy milf thighs made for a delightfully comfortable pillow, and the way her large breasts pressed into his back made him shudder and relax.

Sitting in her lap like this was a bit awkward - it meant he couldn’t actually see her, instead just staring forward and feeling her soft body against him. It also meant that when she spoke, her wonderfully melodic, soft voice was right next to his ear.

“I want to check on your progress. Tell me about… Hmmm… Your little sister. Remind me what she did to you,” Kiara said.

As if it was the most casual thing in the world, Billy retold the story of his fight with Anna. How his mother had pushed to make it happen, how he had acted so nervous and scared… As Billy spoke, Kiara reached a delicate, silky hand around his waist, tugged down his shorts, and started slowly stroking his dick.

“Then she hit me with that uppercut, and… And knocked me out. Out cold,” Billy moaned, as Kiara’s hand glided over his hard, exposed cock. “Ohh, fuck, I’m her older fucking brother, and she fucking knocked me out…”

“Mmmm,” Kiara hummed, nodding along and slowly bouncing a single buxom breast in her free hand. Her fingers sank into the soft, weighty flesh as she openly played with it through her button-down top, right behind the young man pouring his heart out for her. The edge of the soft orb occasionally rubbed against Billy’s back as Kiara indulged herself. “You dropped like a log, didn’t you Billy? Finished so easily… One and done…~”

Billy shuddered, a bit intimidated by the immense power this redheaded milf held over him. Her mocking words poured directly into his ear, diffusing across his anxious brain…

“And you SLEPT like a log too,” Kiara smiled. “Limp on the carpet. Maybe twitching a little, if you were moving at all. I’m sure seeing you lose like that was quite a shock for your poor younger sister… Has her behavior changed at all since then?”

Billy nodded slowly, his lips dry. It was hard to think with all the attention his duck was getting… But he answered nonetheless.

“She… She laughs at me…” Billy said. “She think she’s better than me. She thinks I’m scared of her.”

“Is she right?” Kiara purred.

Billy’s mouth fell open into a slow, stupid moan. “Ouugghhhh… I… I…” Billy’s brow furrowed. “I don’t know…”

Kiara’s fingers squeezed into her soft breast, enjoying this immensely. Billy shook his head from side to side, trying to gather his thoughts even as his body tingled with pleasure.

“She’s just a nerd. An anti-social, annoying nerd. She’s not… She shouldn’t be…” Billy gasped. “She can’t be better than me. It’s just… It just isn’t…”

“I think it’s true,” Kiara cooed, kissing Billy’s ear. “I think your little sister is just better than you.”

“Guhhh… N-Noooo…”

“She’s smarter than you… She’s a LOT smarter, isn’t she?” Kiara’s lips curled up into a smile. “Say it.”

“She’s… She’s smarter than me,” Billy panted.

“And who’s dumber?”

“I am. I’m dumber… I’m dumber than my little sister,” Billy did as he was told, but he couldn’t hide the pathetic whine of protest that undercut his words.

Kiara purred, satisfied, and started jerking the young athlete’s cock even faster.

“I see… Your brain is much, much weaker than hers…” Kiara said. “Do you at least have… Stronger muscles~?”

Billy nodded, his mouth dry. Kiara hummed, contemplatively.

“I don’t know about that… She DID knock you out…” she said, tracing a finger around the top of his head while she stroked his dick with her other hand.

“Th-That was because of the l-loaded-“ Billy began to defend himself, but he was cut off. Kiara wasn’t interested in what he had to say.

“Your sister outsmarted your poor brain, yet again…” Kiara sighed. “Her dumb, lumbering oaf of an older brother proved that his brain was even dumber than her knuckles… That’s got to sting.”

“Noooo…” Billy moaned.

“Yes…” Kiara corrected, kissing him gently on the neck. “You sister’s small, lowly knuckles… They’re smarter than you. They outwitted you. That’s why you’re here right now, and she’s at home.”

Billy’s face was burning red. His cock was slick with precum. He wanted to argue, but couldn’t find the words.

“I think you were telling the truth, when you told her you’d always been afraid of her. Always been worse than her. I think you were just too dumb to realize it…” Kiara configured, swirling that finger around his head. “But she knows the truth… She’s smarter than you, after all. You’re dumber than her. So which one of you must be right?”

Billy groaned. “H-Her…” he admitted, weakly.

“Gooood boy…~” a smug Kiara pressed her breasts deeper against Billy’s back, feeling very satisfied.

“B-But… But…” Billy stammered, sounding very emotional.

“But what?” Kiara asked, her eyes gleaming.

“But she bullies me… She makes fun of me. She loves it. She’s so mean to me…” Billy’s complaints sounded pathetic. Childish. Like a boy telling a teacher in hopes that they would fix everything. “She pinned me against the wall and choked me, and she keeps asking if I’ve been losing more fights, and she won’t stop acting like I’m weak and stupid…”

“She’s still basking in the truth, Billy.” Kiara replied. “It wasn’t that long ago that she found out her confident big brother was actually just stuck in her shadow. Let her have her fun. Let her get used to it. Even if it’s at your expense, I think she’s earned it… Don’t you?”

Billy shuddered as Kiara flicked the tip of his cock with her thumb, smoothly and expertly sending a jolt of pleasure through his body. And once again, a small part of Billy couldn’t help but wonder if this intelligent, educated woman had been much like the shy and nerdy Anna when she was younger. Taking out her pent-up frustrations on the pathetic jock that was relying on her for support.

“Yesss…” Billy moaned, sinking back into the manipulative milf’s body. “She… She’s earned it… She can bully me… I’m stuck in her shadow…”

Kiara was rewiring his brain. She wasn’t just making him say these things - she was actually making changes. Tinkering with his mind, in that dominant milfy way. Anna wouldn’t even know who to thank for this change, when she started noticing the differences.

But Kiara wasn’t looking for thanks. This was all the reward she needed. She was fucking LOVING melting the young athlete down, so she could reshape him however she pleased. He was like putty. Completely hers to make something new out of.

It was time to deliver the final blow.

“…And there’s nothing to be embarrassed about when you lose to someone better than you, is there?” Kiara cooed.

Billy paused a moment, considering this. Frozen in place, thinking on her words.

“…No…” he said, finally. And strangely, it felt as if a weight had been lifted off his chest.

Kiara had a point… Why was he so embarrassed about this? He lost to someone better than him. There’s no shame in that. Maybe he didn’t have to feel so embarrassed over losing to Anna anymore. She was a natural. A savant. A genius. He was just her older brother. Of course she could beat him if she really put her mind to it.

Why should he ever feel bad about that?

What's next?

Want to support CHYOA?
Disable your Ad Blocker! Thanks :)