Big Sister Is Watching You/Chapter One

Chapter One

It was around 12 AM on a summer night. Iris was lying on her side in her bed, scrolling through whatever apps sixteen-year-old girls find entertaining. Her long dark hair was tied back in a ponytail and she wasn’t wearing anything but panties and a T-shirt. She didn’t have any school in the coming months because it was summer, so she stayed up as late as she wanted every night. No summer job either. She didn’t want one yet. Her parents didn’t mind because she got good grades.

After scrolling for a while, Iris needed to pee. She got up and quietly left the room, being slow because her parents and brother, Jacob, were asleep and she didn't want to wake them. To make it to the bathroom, she had to pass by Jacob’s door, which she noticed was slightly open and when she heard a noise, she decided she would take a peek inside. She felt safe enough because it was dark in the hallway, so he couldn’t see her even if he was awake.

She was shocked to see that her cute and innocent nine-year-old brother was on his back watching something on his phone and from the way his other hand was moving under the sheet, he was masturbating. Her eyes widened in surprise, and she almost gasped, but she knew she had to stay silent. Well, he was a boy, after all, and boys do this type of thing. She shouldn’t be so quick to judge. He’s only exploring himself like she did when she was his age.

She kept watching and felt more immersed. It was cute how her little brother made funny faces and how his hand moved under his sheet. Her mind drifted, and she tried to imagine what his cock looked like now and what he was watching on that phone. She’d seen him naked of course, but when they were younger and it was only the size of her finger. She got so caught up in her thought that she got aroused and temporarily forgot why she'd left her room. Suddenly, she snapped out of it, scolded herself for thinking like that, and rushed to the bathroom still trying to make as little noise as possible.

She closed the bathroom door behind her quietly and clicked the light on. She slid her panties off and noticed a wet spot on them. Did she get horny from seeing her brother masturbating? She sat on the toilet seat and thought about what had happened while she peed. It wasn’t right. She shouldn’t be aroused by her brother, much less with that age gap. But she also thought that it wouldn’t hurt to have another peep.

Iris finished peeing and quickly wiped herself. She turned the light off before she opened the door and quietly tiptoed down the hallway and peeked into Jacob’s room. He was still masturbating. She felt her face get hot as she watched him stroking his cock at a moderate pace. By observing his hand movement it seemed his cock wasn’t all that big yet. Sadly, it was obscured by the sheets.

Her heart rate was through the roof. Adrenaline was coursing through her body, and she loved it. The thrill of watching her brother masturbate was unlike anything she’d ever felt before. She was so caught up in the moment that she reached her hand into her panties and began to feel around her pussy. It was incredibly moist and she could slide two fingers inside with no effort at all. Her clit was hard, and touching it sent electricity through her entire body. She was so captivated by what she was watching that she had to masturbate, and she wanted to do it in time with her little brother.

She slid her middle finger deep into her slit and moved it at the same pace he stroked. She imagined that her finger was his cock and he was fucking her because that was all she could think about. She could barely control herself and her moans were nearly slipping out. She managed to hold them in, but it felt amazing. Watching her little brother jerk off was better than the porn she normally watched. She knew it was wrong, but it felt so right.

She began approaching her orgasm and stuffed her offhand into her mouth to keep herself silent. She noticed he started stroking faster and knew he was close too. She was going to time her orgasm with his. She watched closely as he slowly raised his hips. His eyes closed tight and his teeth clenched, obviously about to cum. She was there with him, right on the very edge of cumming. She quickened the pace and closed her eyes with him. They got closer and closer, and the sweet release of their orgasms filled their entire bodies with pleasure. They came together, except only one of them knew. Iris’s orgasm was so mindblowing she could barely process it. She managed to keep quiet because of her offhand. It would have been loud if she didn’t.

Iris opened her eyes again and looked back inside Jacob’s room. She could see him breathing hard, just as she was. So cute. A little boy recovering from a nice cum. The adrenaline was beginning to wear off, so she was able to steady herself a little. She looked down at her panties. What a mess. It’s probably the wettest they've ever been. She’ll have to change them. She took one last good look into Jacob’s room. His phone was off and he looked as if he was already asleep. She couldn’t see anything anymore so decided to retreat into her room and slowly closed the door.

What an experience. She threw herself onto her bed and stared at the ceiling, thinking about what just occurred. Her head was so hazy from that orgasm that she couldn’t think straight. She felt more sleepy by the minute. Eventually, she was fast asleep.

The next night Iris was lying in bed thinking about Jacob masturbating. She never thought she’d say a little boy turned her on, but it was true. Throughout the day, it was the only thing that occupied her mind and she wanted to see it again.

She decided she might as well take another little peek. It couldn’t hurt. She snuck out of her room and approached Jacob’s door, which was further open this time. She looked inside, and he was masturbating again, but this time on top of the sheets. Her adrenaline spiked as soon as she saw him. It seems like this kid has a libido already. How long has he been doing it? Has he been doing it every night? She thought about questions as she watched him stroke his little cock.

She loved the thrill of doing this. Watching her brother in secret was risky but rewarding. He was adorable and inexperienced. She wished she could teach him what sex was all about. She especially wanted to feel his hard cock in her mouth and make him learn about real pleasure. She wanted to slowly lower her hips onto his cock and ride it; or have her ass up while he thrusts into her. She was so excited fantasizing about her little brother she couldn’t contain herself.

She slipped her hand into her panties and began masturbating again. Her clit was hard again, and it was electrifying to touch. Her left hand ran up under her T-shirt and she began rubbing her nipples, which sent shooting pleasure down to her pussy. She didn’t have a spare hand to keep herself silent this time, a risky move.

She slipped her middle finger into her pussy like before and let out heavy yet quiet breaths. She began pinching her right nipple with her offhand while she masturbated. It made her wince but brought immense pleasure. Her pussy kept leaking pleasure juices. Her panties were soaked and couldn’t contain it, so it leaked onto the floor.

Iris was so caught up in what she was doing that she couldn't help making a noise. She paused, hoping he didn’t hear, but he paused as well, with his stiff cock in his hand. Her adrenaline went through the roof, and her heartbeat pounded in her chest.

”Fuck, fuck! Don’t let it end like this!” she thought to herself.

”Iris?” Jacob questioned sheepishly. He turned off his phone and put both hands over his crotch trying to hide that he'd been masturbating.

”S-Sorry, I was just going to the bathroom,” Iris said in an excuse. He’s only nine. He should fall for it, right?

”What was that noise?” he asked.

”Shit! He really caught me?” she thought.

”Nothing, I just hit my toe.”

”I didn’t hear a stub.”

She was running out of excuses. She couldn’t do anything. She could either run or confront him. She decided she would go the latter path.

She slowly opened the door and entered the room, locking the door behind her. She sat on the edge of the bed and faced Jacob, who looked pretty scared. He was still bottomless under that blanket, after all. She stroked his brown, messy hair in an attempt to soothe him.

”Listen, I know what you’re doing,” she said.

”Y-You do?” he said fearfully.

”Yeah, and I like it too. Were you watching a video?”

”Uh, m-maybe.”

”Don’t be scared. Show it to me,” Iris said with a smile. Jacob was still a little nervous, but it was clear that she wasn’t trying to snitch on him.

He nervously complied and unlocked his phone. He was watching porn; a girl sucking on a big cock. She chuckled and looked up at him.

”If you promise not to tell anyone, we can do it just like those videos.”

”H-Huh?” he was very surprised by this.

”Don’t be scared, Jacob. Let’s do it.”

End Chapter One

Chapter One → Chapter Two

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