Kiara is very amused

The humiliated young man slouched in his chair, across from his therapist’s desk, dreadfully embarrassed that she had just seen him get knocked out again.

In the time after that, Billy had given Kiara his phone and told her about the texts from Carly, and how they had made him feel. He was currently waiting for her to finish reading through them.

Billy shifted awkwardly in his seat, trying and failing to get his thick erection to go down. Sitting like a sad puppy, while the buxom redheaded milf lounged back in her chair, scrolling through his phone. Waiting for her to give him some kind of reassurance or comfort that would make all of this less humiliating.

At last, after minutes of silence, Kiara spoke up.

“Oh my… It looks like this girl really has you figured out, hey Billy?”

She set Billy’s phone down on her desk and leaned forward, studying his reaction. Billy was blindsided. He felt devastated.

“Wh-What? No, she… She’s wrong about me…” he tried, weakly.

Kiara pouted sympathetically. “Billy. Sweetie. You JUST got knocked out again. It might be time for you to face facts,” she purred. “I mean, if you REALLY can’t tell, we can go through a few of these together…”

She lifted the phone to read a few messages off. Billy opened his mouth to say that wasn’t necessary, but couldn’t get the words out in time before she had already started reading.

“‘I heard you had to go to therapy after I beat your ass’. That’s true, isn’t it?”

Kiara’s eyes flicked up at him, across the desk. Billy just squirmed uncomfortably. With a sigh, Kiara leaned back in her chair.

“Billy, I asked you a question,” she said, sounding disappointed in him. “Your first session with me was scheduled just after this girl ‘beat your ass’, wasn’t it?”

“Y-Yes…” Billy stammered, his mouth going dry. Kiara smirked.

“So it IS true. Nothing incorrect there. Then she says, ‘was it too emasculating for you, having a girl come into your club and pummel you in front of everyone?’” Kiara read the message clinically. “Right again.”

“That isn’t-“ Billy began, but Kiara cut him off with a wave of her hand.

“Oh, you might not have used the WORD ‘emasculating’, but you’ve talked a whole lot about exactly how emasculating it was for you to lose to this girl with your whole club watching. And your COACH watching, no less.”

Billy’s cock twitched in his pants at the way Kiara was dominating him. He shut up. Kiara smiled, and her eyes went back down to his phone in her hand.

“Let’s see here… ‘Poor weak little man, so surprised to learn he’s not the best at boxing’. Mmmm, that’s not EXACTLY your issue, but I’d say it’s close enough. Wouldn’t you?” Kiara asked. “Then she says ‘I’m better than you. There’s a girl who’s better at boxing than you are’. Right on both counts. Oh, and she added a little L-O-L, how cute.”

“Stop…” Billy croaked.

Ignoring him, Kiara lifted herself up from her seat and began to strut around her desk in those leggy heels. Billy felt like he was being stalked by an apex predator as that busty redhead rounded her desk, walking him down and reading more of the messages aloud. His heart was racing with… Fuck, was it FEAR?

“‘I hope getting all those big feelings out in therapy is helping you, wimp’. Oh, that’s nice of her. I certainly do think this is helping,” Kiara continued with a smile. “And you DO have a lot of big feelings.”

Billy squirmed. Kiara didn’t relent.

“‘I stunned you so hard you literally had a mental break, oh my god, laugh out loud’.”

Finishing her walk just in front of him, Kiara knelt down between Billy’s legs, as if to pull down his pants and give him a blowjob, but kept her pretty eyes on that phone screen. Billy was even more nervous now, and it was getting difficult to sit still. Inside his pants, his cock was rising very quickly.

“You’re worse than a girl. Fake-undefeated fraud. Laughing my ass off’. Mm, well you’re worse that SEVERAL girls… Including your little sister, and Julia just a moment ago… But the rest looks right to me.”

Billy gasped as Kiara gently placed a hand on his bulge, feeling it under her palm. It twitched from the sudden attention, and from the way Kiara smirked, he knew she could feel it. Her hand tightened slightly, giving his cock a gentle squeeze, feeling his full size and hardness. Even then, her eyes didn’t move from the screen.

“That’s when you replied. ‘Carly please. Don’t talk to me that way’. Mmm, not very manly, but given your history I can understand why you might resort to begging,” Kiara mused thoughtfully. “To which SHE says, ‘laughing my ass off, you got so humbled. Did I do that?’ with a little laughing face. Ooh, I like this girl. She’s fun!”

Finally, Kiara’s smoky eyes flicked away from the screen and made direct eye contact with Billy’s. Her gaze made him stiffen and squirm, feeling pinned down. His dick twitched twice more under her hand.

“…And she really knows what she’s talking about,” Kiara said, her voice low and sultry. Billy barely held back a moan.

“Please…” he said, faintly. Kiara’s eyes were back on the screen.

“You didn’t reply again, but she sure sent you a lot more messages, didn’t she? And I don’t see a lie in any one of them,” Kiara said, scrolling through the app. “‘I had you on the fucking ropes’, ‘you got saved by the bell’, ‘everyone knows I’m better than you’… Hmm, well it’s hard to say whether that’s true or not. We’d need to ask around at your club. But it’s definitely plausible.”

Fuck. Billy’s cock PULSED, and Kiara smiled, knowingly. The hand on his bulge began unbuttoning his pants, and pulled his hard, leaking dick out into the open air.

“‘Your chin is mine, it’s all fucking mine’… ‘If you ever come back here I’m going to fuck you up’… ‘Your belt is easy pickings, you’re so fucking weak’… ‘I thought you were supposed to be fast, but you’re just so slow’… It goes on from there, but I think we get the picture, don’t we?” Kiara smiled. “She owns you, and she knows it. The only part she got wrong is that it’s joint custody. She’s sharing you with… Oh, let’s see… Your mom… Your little sister… Your coach… Karen… Julia, as of today… Oh, and me, I suppose. I did knock you out as well, didn’t I?”

Kiara leaned forward into his lap. Her hot breath was tickling his rock-hard dick, just an inch away.

“Why don’t you tell me how that felt…~? When I put you to sleep…” she purred, leaning in close, and then - to Billy’s shock - she pressed her soft lips to the tip of his penis, and gave him a delicate kiss.

Billy gasped. Kiara’s pretty lips smirked as she gave him some more cock kisses. Gentle, intentional, loving. His mind was falling apart. His body began vibrating in his seat.

But she had asked him a question. And he didn’t want to disappoint her.

“It… It was awful…” he moaned, feeling those wet smooches on the head of his cock. “I was so embarrassed… I wanted to impress you so badly, and… And you took me out in one hit…”

His usual fire and rage was nowhere to be found. These gentle little kisses were taming the raging beast, turning him into her docile little lamb. If he had been standing, he would have been weak in the knees - with so little effort, the redheaded milf broke his little brain, and all it took was a bit of affection. A bit of adoring worship.

“Oh, Billy… Sweetie… That must have been so embarrassing for you,” she smiled, in a comforting tone. “Tell me more…~”

She returned her plump, smug lips to their work, kissing his cock and melting all of his big feelings. Melting his mind, his toughness. Making him soft and needy.

His weakening mind was struggling to keep up. His brain was still rattled from the recent knockout, and now THIS…

“I… I wanted to cry…” Billy said, unsure if it was true, but feeling as though he could burst into tears at any moment right now. “I was so upset, I just wanted to cry…”

His hips were starting to thrust upwards to meet Kiara’s lips. He could tell he was getting addicted to his therapist’s loving manipulations, but it felt too good for him to even care. Kiara leaned back away, and his cock lurched, his hips shifting forward, begging her to come back. She purred coolly, totally in control.

“I can imagine,” she said. “I know how… Sensitive~ you are…~”

Kiara produced a small cylinder from her pocket, pouted, and began applying lip gloss to her plump, kissable lips, leaving them glossy and shiny.

Billy’s dick was twitching like mad. The time he now spent yearning for more seemed almost more stimulating than her touch had been. And Kiara definitely noticed. With the half-lidded confidence in her eyes, it seemed she had entirely anticipated this.

Once the lip gloss was thoroughly applied, she rolled her lips together, making a small “mwah” sound. Then she leaned forward, and once more, pressed those pouty lips to his frenulum.

It was all too much. The feeling of that smooch - soft, pillowy, leaving shiny gloss marks on his dick - it was just too much. With a pathetic “hnngh”, Billy’s hips thrust forward, and he came. Shooting hot semen out as her lips touched against his bare cock.

Kiara laughed as she pulled back, to get a better view of his embarrassing, body-shaking orgasm.

“Oh… Really, Billy?” the redheaded milf gloated, voice dripping with condescension, though her eyes betrayed just how much she had been expecting this.

Billy’s face burnt red with shame. He couldn’t look at her. He just looked down into his lap, staring at his own bare dick, shivering and leaking.

“Look at you,” Kiara tutted. “Shooting your cum… From a kiss? Oh, sweetie…”

“I… I…” the bashful young man stammered, feeling the need to defend himself.

“Shhh shhh shhhhh… It’s alright, honey… A little bit sad, but alright… I wasn’t expecting much from you anyway,” Kiara smiled, rubbing a smooth hand over his thigh to soothe his worries.

He was so embarrassed. He felt like such a boy. Such a loser. She had calculated his limits perfectly, and they had been shamefully easy to pass. The young athlete had just been dommed by his own therapist’s kissjob.

Kiara didn’t let it show, but inside, she was ecstatic. She was living out her old high school fantasy right now. Putting the jocks in their place. That look of shame on his face could have kept her fed for a year. The former-nerdy-girl-turned-hot-milf may have been keeping it cool on the outside, but she absolutely adored how much she was shaming him. Making him squirm under her gaze. Under her lips….

Kiara held Billy’s softening, twitching, half-hard cock by the base, smiling down at it. Oh god… He could see the glint in her eye as she noted what his dick was doing. Very interesting, her eyes seemed to say.

He wasn’t so sure she had his best interests in mind after all.