Teaching Chloe Ch. 01

Teaching Chloe: Chapter 1

By: Dashdoll

All characters are over 18.

The house was quiet, and for a moment, Alex had his solitude. No more work, no more stress, at least for tonight. It was late, but his mom worked nights in the ICU, and Chloe's car wasn't in the driveway, probably meaning she was spending the night at a friend's house. Alex was finally alone.

He was sprawled out on his bed, earbuds in, his laptop precariously balanced on his bare knees. His focus was on the screen where a repeating sex animation played out on a loop, from multiple angles. The featured girl displayed impossible proportions only a 3d anime-style model could possess, and Alex couldn't get enough.

Her breasts bounced with surrealistic buoyancy, prompting an immediate surge in his groin. Alex's breath quickened as he watched, one hand already tugging at his hardening penis, jeans around his ankles. He'd always had a thing for large breasts and a small waist. The way her huge tits bounced rapidly filled his balls with semen, and he could feel his impending orgasm building.*Those huge tits!*

"Alex-?"

Alex's head snapped up. Panic! His heart was pounding, head snapping towards the intruder, eyes wide. He'd left his door open, of course, because he was home alone. Except he wasn't.

His stepsister, Chloe, was standing in the doorway, her mouth open in shock.

Alex's face was beet red, and he scrambled to pull up his pants, trying to cover himself. "Chloe, fuck, I... I was just going over some... uh..." The frantic effort to get his jeans on had flipped his laptop onto the floor facing Chloe, giving her full view of the huge-breasted girl on his screen.

Chloe's gaze darted from the screen to Alex, her cheeks burning hot, unable to look away.

"Uh... um...," Alex continued, finally managing to get his jeans zipped. He stepped in front of his laptop on the floor, a poor attempt to cover the screen. "You... weren't supposed to see that! I... I'm sorry."

Chloe's eyes returned to the busty woman onscreen, she's putting his... thing... in her... that's a... I'm seeing a blowjob. She knew the basics about this stuff, of course, but she'd never really gotten into it. It usually made her feel uncomfortable. But this felt different somehow...

Her cheeks still ablaze, her eyes went from the hard dick on the screen to the hard dick in Alex's jeans. Alex attempted to close the laptop with his foot, but the effort only accentuated the huge bulge in his crotch.

Embarrassment warred with a strange thrill in Chloe's belly as she stared at his hard-on. She'd never seen a guy get hard before. She'd stumbled into stuff online enough to know what it looked like, but this was... this was real... and this was her stepbrother.

"Fuck, Chloe, say something," Alex pleaded, his voice a hoarse whisper.

"I... I'm sorry... Alex," she mumbled, then she was gone.

Alex sat back on the bed, still in shock. Fuck! How much did she see? How was she even home!?

Not really relevant at the moment, Alex! What do we do?

Think. Just think.

As far as Alex knew, his stepsister, Chloe, wasn't just a virgin, she'd never even mentioned sex. He'd always seen her as innocent, and a stab of guilt hit him, knowing he may have spoiled that.

Okay... damage control. I mean... fuck! I really hope she's okay! I should go talk to her.

***

Chloe sat on her bed, staring at the wall, eyes wide. She couldn't stop picturing it.

She'd just woken up from a nap, and was on her way to the bathroom, when she saw... Alex. Her stepbrother. Naked from the waist down, his pants around his ankles, and his hand around his... thing. She couldn't believe it. She'd never seen one in real life before, and definitely not her brother's. Well, her stepbrother's.

She knew she should be freaking out, but somehow, the fact that it was Alex made this whole thing feel... safe. Usually, in moments like this, like an explicit pop-up ad after clicking on the wrong link (Okay this isn't quite the same, but still), her curiosity about sex stuff was overridden by discomfort, and seeing a dick usually felt aggressive, threatening even.

But this was Alex, and he'd been looking out for her for years. Even now, just remembering the times he'd been there for her put her at ease. She started to relax, and let herself think.

She pictured the incident again.

Mom's car was in the shop, so she had taken Chloe's car to work. Chloe crashed out early, and woke up to pee. She didn't think much of seeing Alex on his laptop as she passed his room. The huge boobs on his screen didn't even register at first.

It was his penis. His hard penis.

At first, the whole scene didn't quite come together, and she stood watching, unseen and confused. After a few seconds, she recognized what was on his screen, and what was happening. But by then, before the discomfort could set in, she had felt something else. Something new. Something that was still itching her. That's the only way she could describe it. An itch.

She thought of Alex's hard penis again, the way he was looking at that girl on the screen, and the feeling grew stronger. She stood and looked at herself in the mirror. She tried mimicking a few sexy poses she'd seen on the screen. Not bad.

Curious, she pulled off her shirt, leaving just her sports bra. She cupped her breasts and smiled as she noted that her petite hands couldn't come close to containing them. She'd never even told her friends this, because most of them were wearing bras they hoped would make their breasts look bigger, but Chloe wore a special compression bra to keep her breasts concealed. Attracting that kind of sexual attention from boys just felt, again, aggressive, threatening.

She pulled the sports bra over her head, her heavy breasts falling free with a perky bounce. She looked at herself from a few angles, and wondered if Alex had ever looked at her boobs the way he looked at the girl on that screen. Would her boobs make him hard like that? The thought of that look directed at her brought the itch back... and the curiosity. In that moment, Chloe made a decision.

In the next moment, she saw Alex, slack-jawed and eyes wide, standing at her half-open door.

***

Alex approached Chloe's room, having no idea what he was going to say, just wanting to make sure that she was alright.

Alex recalled the scene. Chloe's short brown hair flopped down to one side, covering one green eye. She wore a midriff t-shirt and pajama bottoms, and she wore them well. She was short and petite, and Alex had always thought she was very cute.

Not that he'd ever looked that hard (okay maybe a few times), but Chloe truly had an incredible body. She was fit, but not too toned, a cute ass (okay yes, he's looked), slim rounded hips and an even narrower waist. It was hard to quantify her breasts for some reason, she never wore anything too revealing, but regardless, they looked great on her small frame.

Alex stopped at Chloe's half-open door. He couldn't see her, well, not directly, but there was a full-length mirror. There he could see everything.

Chloe had removed her top, now just in her sports bra. Alex had never gotten this good of a look before. The bra held her breasts down, but there was only so much it could do. There was some definite mass being supported there. Alex felt his cock give an involuntary twitch.

Then, as if hearing his unspoken prayer, Chloe began to pull her bra off. Alex saw it all in slow-motion. The under-boob reveal, her breasts being lifted up by the sports bra, then spilling out, one at a time, each firm round tit bouncing with its own momentum. Had he thought they might be big? Compared to her tiny little waist, they were HUGE. Her light-colored areolas were a perfect proportion, small but a bit puffy, pointing slightly up. She was perfection.

She was also staring at him.

"Oh, shit! Chloe, I..."

"Alex! What the fuck!?"

Chloe's hands instinctively flew to cover her breasts, and the quick motion made them bounce fetchingly. Alex turned away, half covering his eyes as if blinded.

"I'm sorry Chloe, I didn't expect... what are you doing?"

"I... I'm in my room, I can do what I want!"

"No, I know, I... I didn't mean..."

Alex turned back to see Chloe had managed to find her top. He got an eyeful of side-boob as she pulled it over her head. She turned to face him, putting her hands on her hips. Even that small motion made her unrestrained tits sway gently for a moment. Jesus! What's wrong with me? And how did I not notice those before!?

"I just meant... why is your door open if..."

"YOU of all people are asking me that!?"

Chloe gestured expectantly, brow furrowed, and again, her tits demonstrated their buoyancy. Alex couldn't help dropping his gaze. Without a bra, not only were they free to bounce, but her short white t-shirt did little to hide the contours of her large, shapely breasts, and he thought he could even see the outline of her-

"Earth to Alex!!"

His gaze snapped back up to Chloe's face, her cheeks flushed, green eyes flashing, demanding. Her arms were crossed protectively, but without her sports bra her arms practically displayed her large breasts on a shelf, pulling the material tight. He felt a jolt of guilt, but his body was still buzzing with arousal, betraying him.

"I'm sorry, Chloe. I didn't mean to stare. I know it's inappropriate... but... I mean, you... you're fucking beautiful," Alex admitted plainly.

Chloe's breath hitched at his words, her anger melting away, replaced by a mix of confusion and arousal. She could see the truth in his eyes, and it sent a shiver down her spine.

No one had ever looked at her like that before. At least not without making her wildly uncomfortable. She swallowed hard, her heart pounding in her chest. It was then that she noticed something about Alex, and remembered the decision she had made a few moments earlier, just before she saw him in the doorway.

What Chloe had noticed was Alex's penis. It's hard!

She could see the shape through his jeans, it was pointing down, straining against the denim. She could see where the head bulged out a bit. Chloe's head filled with questions as the itch returned in full force.

He got hard again! From watching me! This revelation thrilled her. It also gave her a feeling of control. Her body relaxed a bit, and she tore her gaze away from Alex's hard-on, looking him in the eye. This took a second, because he had been staring at her chest.

She bit her lip, her eyes flicking between his and the bulge in his jeans. She knew she should stop this, that this was wrong. But for the first time, she was being confronted with sexuality, and she felt safe and in control. She wasn't going to waste this chance.

"Alex... you're... why are you..." She gestured lightly at his groin, and Alex looked down, suddenly aware of his arousal.

"Oh, shit! Chloe, I... I didn't mean to..." His hands moved to cover his straining cock.

"It's okay, Alex." Chloe felt almost high, and she giggled. Alex's head snapped up, seeing her adorable face sporting a smile, and he couldn't help but return it. He relaxed a bit, as Chloe took a step closer, biting her lip as she focused on her target.

She tore her eyes away from his crotch and looked at him. "I didn't know you... I mean, I've never seen a guy... you know," Chloe stammered, her eyes drifting down to his bulge again.

Alex breathed heavily, audibly through his nose. "Oh," was all he could think to say, his voice barely above a whisper. He was paralyzed, his body aching with a mix of embarrassment and arousal. He knew he should cover himself up, but he also wanted her to keep looking, to understand what she was seeing.

Chloe took a step closer, her eyes locked onto the bulge in his jeans. "Can I... can I touch it?" she asked, her voice barely audible.

Alex froze. The room seemed to spin around him. He couldn't believe what he was hearing. His own sister, asking to touch his cock? His mind was a whirlwind of confusion, but his body reacted instantly. His dick throbbed in his jeans, begging for release. Chloe's eyes widened when she saw his cock actually twitch in response to what she said.

"Chloe, what the fuck are you talking about?" he managed to choke out. He wasn't sure if he was trying to talk her out of it or encourage her.

Chloe took another step closer, her eyes never leaving the bulge in his pants.

She could see the outline of his cock, thick and long, pushing against the denim. "I... I wanna see it," she said, fascinated. "I mean... you got to see me."

Alex's heart was pounding in his chest, his body on fire. He was torn between shock and arousal. He should stop this, he knew. This was his fucking sister, for Christ's sake. But she was also a beautiful, petite girl standing in front of him, looking at his cock like it was the most fascinating thing she'd ever seen. And it was hard.

So fucking hard. His cock was throbbing, begging for her touch. Damn! If only he had been able to finish earlier, he'd have a clear head... so to speak. Alex took a deep breath, and the scent of her hair filled his nostrils, doing nothing to quell his arousal.

Chloe reached out, her small hand trembling as she placed it against his bulge. Alex inhaled sharply through his nose, his body stiffening at her touch. She could feel the heat of him through his jeans, and the thought that she was causing this reaction in him sent a surge of power straight to her core.

"Fuck, Chloe," Alex breathed, his hips jerking slightly at her touch. "You shouldn't... we shouldn't..." He didn't finish the sentence, because he wasn't sure if he was trying to convince her or himself.

Chloe's hand was still on his bulge, her fingers tracing the outline of his cock through the denim. "But I want to," she whispered. "I want to see it."

Alex's mind was a battlefield of emotions. Guilt, arousal, shock, and curiosity all warred within him. His cock was making the decision for him, throbbing against her touch, begging for release. He took a deep breath, his resolve crumbling like a house of cards.

"Okay," he said, trembling. Alex unbuttoned his jeans, the zipper sliding down with a slow, torturous sound. Chloe's heart pounded in her chest as he pushed his jeans down, his hard cock springing forward inside his boxers. Chloe's eyes widened both excited and terrified. Alex's hard penis was pointing right at her, just a few inches away. Chloe didn't have much basis for comparison, but it seemed huge, like a banana, maybe.

With less material between her and the cock, she seemed a bit more hesitant. "It's so stiff... does it hurt?"

Alex, trying to sound clinical and detached, replied, "Well... only when they get really full."

"They?"

"My... my balls, Chloe. They get... full sometimes..."

Chloe was taken aback, she hadn't even thought about his balls, she was so focused on his cock. She looked down at his boxers, the way they were tented by his hard-on, and dropped to her knees, looking up.

"Hey! What are you--"

Chloe's mouth slowly opened in awe, staring up through the opening in Alex's boxers at two smooth plump testicles. They did seem heavy as they hung down, one a bit bigger and lower, she noticed.

"They get... full?" She asked, inching closer. "Why?"

"Well... you know, girls that look... hot... make it feel good, and it starts to get hard."

Chloe's face was inches from his crotch now. He could feel her breath on the hairs of his upper thigh. Alex managed to continue, "after a while my... they start to get full."

Chloe straightened out suddenly, still on her knees, and now her shoulder was rubbing up against Alex's dick. She didn't seem to notice. "Full of what?"

"Chloe!" She was looking up at him, practically batting her eyes at him, her face could not have been more innocent. Suspiciously innocent. "They get full of... you know... cum."

Chloe giggled, and raised her hand slowly, sliding up Alex's thigh. A shock went through his body.

"So... it needs to come out?" Her hand had entered his boxers through the leg hole, and her fingers lightly grazed his throbbing balls. Alex tried to speak but just shuddered, rapidly inhaled through clenched teeth, and reached down, grabbing onto Chloe's shoulder to steady himself.

Chloe's mind was filled with the thrill of touching a boy for the first time, but also delighted at the power she seemed to hold over Alex. His vulnerability in this moment was something new to her. He continued to shudder, and make little whimpering noises.

"Chloe... please..." was all he could manage, and to this day he honestly didn't know if he was asking her to stop, or go on.

Chloe's eyes were gigantic, fascinated, as her nimble fingers began to gently tug, roll, caress... so many choices! It all seemed to make Alex disintegrate in front of her, his occasional shudder turned into a constant tremor, his breathing rapid and shallow. Alex's grip on her shoulder increased, gentle but firm.

Chloe wasn't sure what to do, in fact, didn't have a clue, but she didn't care, her curiosity was being bypassed by a brand new feeling. This interaction with Alex was stimulating her in a new way, like it was scratching that throbbing itch, and she loved it.

Soon, she was breathing hard in time with Alex. He began a low guttural noise as her lithe fingers caressed his swollen balls. Chloe noticed the front of his boxer's were getting wet... slick actually.

Curious, with left hand still gently massaging his full scrotum, her right hand came up to investigate, and she lightly grasped the head of Alex's penis between thumb and forefinger.

That was all it took.

With a throat-burning grunt, Alex suppressed his urge to cry out, as cum began squirting out of his pulsating cock into the fabric of his boxers. Chloe gasped in delight, as her left hand gently gripped his spasming balls.

Alex guided her other hand so the head of his cock pressed firmly into her palm. Chloe felt mesmerized as more and more hot cum spread onto her right hand. Each spurt of cum was accompanied by a full-body spasm from Alex, and a suppressed moan.

Before long, his boxers and her hand were a slick mess. Alex relaxed his grip on her hand and shoulder, and Chloe felt like whatever was happening was coming to an end. Her heart was racing. She stared at her open hand, sticky and tacky, then at his slowly drooping cock. So much CUM! And she made that happen! It was just so... satisfying!

Alex slowly regained his composure. He had never cum so much in his life! He was pretty sure it was still leaking out. The haze of lust had begun to lift, and the reality of the situation hit him at once. Chloe! Jesus Christ, she's practically my sister! She just made me cum! Sisters don't do that, dumbass! And she was... staring at his cum in her hand. He couldn't get a read on her expression. Damn! I just came all over my innocent, virgin sister's hand! He needed to think.

What the fuck am I going to do?

To be continued...