Short Story 3 Isabella Obeys

Isabella always listened. First it was her mom when she was little, telling her to bring a jacket or to finish her vegetables. Then it was her teachers, telling her to turn her assignments in on time. Then her volleyball coaches, telling her to condition at home. Whoever it was, she did what they asked. She was a goody two shoes and just felt a sense of... wrongness if she didn't do what was told. She never even jaywalked or made a peep in the library.

Her brother Shaw was a year older than her at 21, studying at the same university. They were both home for the summer, Isabella just relaxing while Shaw had a summer internship at a local company. He was laying on the couch after dinner when he saw Isabella in the kitchen, grabbing a glass of water. It was fairly hot so she was in a tank top and shorts, no hints of a bra or nipple unfortunately.

"Hey Bella, grab me a beer would ya?"

She dutifully grabbed a bottle and handed it over. Their parents were on a business trip so he felt comfortable drinking a beer without them around.

"New internship stressing you out?"

"Yep, I'm on my feet all day and they're already a little sore today. Why don't you give me a foot rub," he said jokingly.

She went to sit on the other end of the couch and put his feet on her lap.

"I was just joking," he said laughing. "But I mean if you insist."

"It's alright," she said smiling. "You sound like you've been working really hard."

"Thanks," he responded, closing his eyes and enjoying her hands.

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The next day at work, Shaw was bored out of his mind, wishing he could be at home. His internship had cut into his usual routine. He would often jerk off after breakfast but instead he had to go to work. A pity he couldn't just do his regular routine there. He decided to text his sister, asking what she was doing.

"At the beach," she wrote back.

Of course she was, able to relax and just goof off while he was stuck here, nothing to do.

"By yourself?"

"No Anna's here with me."

Anna was Isabella's best friend since elementary. Shaw had always had a little crush on her, but nothing ever came of it.

"Send a pic," he texted, hoping to see which beach they went to.

A couple seconds later a selfie popped up. His sister on the left, blonde hair framing her cute face, just a hint of cleavage. Anna on the right, her dark hair stopping at her shoulders, giving him a good view of her bikini top. Shaw could see that the top was a little too small for her. He hadn't been expecting a picture of the two girls, but did not complain.

"Fully body," he texted back as a joke, but a minute later he got a much better picture.

Isabella was wearing a yellow two piece, showing off ample cleavage and her long legs. Anna was wearing a similar suit in black, showing off even more. Shaw saved the picture, thinking it would come in handy that night.

"Nice," he said to himself.

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Back at home Shaw found himself on the couch again, watching an action movie. His sister walked in and plopped on the recliner next to him, this time in a crop top and cotton shorts.

"That was a nice suit you had on today."

"Thanks," she said skeptically.

"It's so hot, you could probably still wear it now."

"You think so? This shirt is pretty thin."

"Oh yeah, it's not like I haven't seen you in it before. It's just a bikini top. Go put it on."

Hearing his command, she shrugged and went upstairs to change. Shaw's cock stirred, thinking about seeing it in person up close. Earlier while looking at the full body picture she sent him, he'd realized that he found Isabella a lot more attractive than Anna now. And they even lived together, how fortunate he thought. She came back down and plopped in the recliner again. Shaw had realigned himself while she was gone so that he had a good view of her, watching her boobs jiggle as she sat down. Seeing it in person and up close was so much better than the picture he had. The curve of her boobs were so sexy as well as her tanned skin. Once the movie ended, he had to calm down a little bit before he stood up.

"Well I'm headed to bed. Give me a hug," he said, feigning a yawn.

Hugs were common in their household so Isabella thought nothing of it as she pressed her tits against him, not noticing the bulge in his shorts. Shaw quickly scurried off to take care of his issue and fell asleep that night, content and thinking about his sister.

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The next day before his work, Shaw grabbed a couple bills from his drawer before heading out. He handed them to Isabella who was eating breakfast in a sports bra and biker shorts having finished working out.

"Hey, since I'm working and you're not, I figure you could use some of this. I've noticed some of your clothes look a little old so you should go buy some new workout stuff."

Isabella's eyes lit up.

"Thank youuuu," she said, giving him a hug.

"And buy a bra and underwear too. I heard you mentioning you needed new ones."

"Okay," she said smiling, already thinking about what to get.

Shaw could not wait to get home that day, racing back going 95. He casually walked in the door, looking for Isabella. He found her in her room, reading a book.

"Hey! Welcome home," she said seeing Shaw.

He eyed the bags of clothing on the side excitedly. Playing it cool, he asked, "So what'd you end up getting?"

"Oh some workout stuff, and a bra," she said blushing at the word bra.

"Well let's see it!"

"Oh, uh okay," Isabella responded nervously. She hadn't expected to model her new clothes for Shaw.

She waited for Shaw to leave before she started changing, but he just turned around and simply told her, "you can just change here, I promise I won't look."

She grabbed the bags, a little skeptical, but obeyed his commands. She lifted her shirt and put on the first sports bra and then dropped her shorts, revealing a purple cotton thong. Isabella kept glancing at Shaw nervously, putting on the yoga pants quickly.

"You can turn now."

Shaw inspected her head to toe, taking his time when his eyes landed on her sports bra.

"Let's see the back too," he said. His eyes almost bore a hole in her ass the way he was staring at it. It was so nice, shapely, he wanted to reach out and grab it.

The next two sets went the same way, the third showing off a lot more cleavage. He'd even made her do some squats.

"How about the bra now?"

"The bra?" She responded shyly. "I guess. I also got matching panties though."

"I mean what's the difference with that and your bikini?"

She nodded, waiting for him to turn before changing. Shaw had been respectfully not looking, but this time he angled his phone so he could watch her change. He was just in time to watch her tits drop out of the sports bra, her pink nipples protruding out for him to see. His cock started to grow harder, his first time laying eyes on his sister's tits. The money he gave her to buy these clothes were oh so worth it. He quickly put his phone down, not getting the change to take a picture because he was afraid of her spotting it.

"Okay," she said, Shaw turning around.

It was a nice white lace bra, her tits sitting nicely in them. The matching white panties completing the look.

"Bend over a little, I want to make sure no pervs are gonna see anything."

He said this flimsy excuse straight faced. Still a little shy, she went to follow his commands and bent at the waist, giving him a good eyeful.

"Wow it looks like quite the quality bra, good choice," he complimented.

"Thanks," she said blushing harder.

"Now turn."

She did so, Shaw now seeing that the underwear was a thong.

"Bend over again."

She obeyed, the thong stretching tight over her pussy. He couldn't see any hair showing, her lips visible through the fabric though. She stood up straight after a good 20 seconds of Shaw ogling her, reaching for her clothes.

"Want to watch a movie now?"

"Sure," she responded.

"Keep that on though, it looks cute," he instructed her.

"Oh okay," she said hesitantly.

"It's really hot tonight, I just don't want you to get overheated."

He got up and turned around quickly to hide his erection.

"I'll go put it on."

Shaw did not remember any of the movie. He spent his time sneaking glances at his sister, looking so unbelievably sexy in her underwear. He had her grab a couple things from the kitchen, watching her hips sway and the thong getting lost in her nice ass. After the movie was over, he laid on the couch face down.

"Hey my back's a little sore from work today, do you mind massaging it for just five minutes?"

"Sure," she said, going over to him.

"You can just sit on me."

He felt her weight on her, legs on either side of him. Her massage was decent, but he could only focus on the feeling of her panties on his back and the heat coming from it. He moved around a little bit, trying to rub his back against her. Once done, she quickly said goodnight, but he stopped her for a hug, purposely pressing his erection against her. Red in the face, she raced upstairs. He reached around to feel his back, his fingers coming away a little wet. He went upstairs as well, planning to have a nice session, thinking about the white lace set.

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"Are you at home?" Shaw texted his sister.

He was in the break room eating a snack having figured out a way to pass his time.

"Yep," she promptly texted back.

"Can you take a picture of yourself wearing your bra and panty set? My coworker is thinking about getting it for her husband but is worried about the size."

He sent a previously taken picture of his coworker Danielle who had about the same proportions as her.

"One second," she texted back. His plan was working.

The photo popped up, his eyes bulging. Perfect.

"Thanks," he sent. "I know it's a big favor but can you take a picture of you naked? She still can't really tell the sizing based off the picture. A full body one would work. I will give my phone to Danielle and I won't even look. She'll delete it right after I promise."

A couple of nerve wracking minutes later, she texted back.

"Danielle?"

"Yes," he sent back, sending a selfie of Danielle.

"Please delete right after."

Two photos popped up. His sister, completely nude, front and back. He almost came right there. He saved the photo and texted back a thanks.

"It's Shaw again. Danielle said thanks for the help, she said it'll make her husband very happy."

"No problem," was all he got back.

He spent the rest of the workday distracted, busy staring at his sister, zooming in on her tits, cock rock hard.

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When he got home that night, he set up a towel on the couch with some massage oil he picked up on the way back home. He went up to Isabella's room and poked his head in.

"Can you please please give me another massage? I can do you too. But wear your bikini so the oil doesn't stain your other clothes."

She nodded, shooing him out of the room to change, not bringing up the picture she'd sent to him earlier. She came down minutes later in a purple bikini. It wasn't revealing enough for his tastes but he couldn't complain. He laid face down and allowed her to go to work. After five minutes, he stopped her.

"Can you do my front now? For some reason my chest is a little sore."

She got off him and let him turn around.

"It's okay, you can just sit here," gesturing at his boxers.

She shyly sat down on his stomach area, but he pushed her down so their crotches were aligned. He could see a little bit of wetness already on her bikini bottoms. He was only half hard, but her movements of rubbing up and down on his chest made him fully stiff. She had to have felt it now but didn't say anything about it. He subtly started grinding more against her. The sexual tension in the air palpable. Right before he was about to cum, he stopped her.

"Your turn," he said excitedly.

She dutifully got up and laid face down, handing him the massage oil. He took his time, rubbing it between his hands to warm it up and started at the top. Without saying anything, he untied her top to get it out of the way. He started fully rubbing her back, making sure to get the sides and graze her tits. He went down slowly, spending time on her ass, pretending the muscles were really tight there. He couldn't believe it, he was feeling his sister's tight ass. He did her legs, in the process scraping his hand by her pussy a couple times, a wet spot fully visible now.

"Flip over," he instructed.

He started at the bottom, slowly making his way up until finally he got to her tits. He managed to "accidentally" move her top so he got a good view of her nipple. He spent more time here than anywhere else, making sure they were nice a properly massaged, only getting the edges.

"Bella. I'm sorry but I've kind of got a problem."

She opened her eyes, the tent in his boxers hovering right over her face.

"I usually take care of this, but I'm so tired today and massaging you made me like this. Can you take responsibility for it?"

She looked up at him, speechless.

"Uh... uh..."

"Just a quick blowjob, it won't take long."

"Shaw I don't kn-"

"Please give me a blowjob Isabella."

She nodded, steeling herself. She grabbed his boxers, pulling it down, gasping when she finally saw his rock hard cock. He leaned over, aiming his cock towards her mouth. It felt like heaven, so warm. Isabella was really blowing him! He pushed it deeper, seeing one hand go to his shaft and the other disappeared in her bikini bottoms. With the massage, he didn't last long.

"I'm cumming. Swallow it so we don't make a mess!"

With that, he unloaded into his sister's mouth, pleasure filling his body.

"Make sure to wipe it clean," he said.

He crashed down on the couch after she licked him up.

"Thank you sis."

"No problem, I know you're stressed about work so I hope this helped."

He continued to lay there in a euphoric state. She eventually went upstairs to go and take care of her own problem.

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It was the weekend, the hottest day of the summer so far. He was sitting down at the table when Isabella came in wearing a classic tank top and shorts. He told her to sit down and went to make breakfast for her, a hot oatmeal and some eggs. They finished eating quickly, sweat starting to build up with the hot meal.

"Isabella," he said turning to her. "It's way too hot. I think we should just go naked for our health. It's not a big deal."

"Are you sure? I'm feeling okay."

"Isabella," he said more firmly. "Strip."

She heard the command and obeyed, taking off her tank top first. Then lowering the shorts revealing a pair of purple briefs.

"That too," Shaw said, stepping out of his boxers. "You need to let your pussy breath sometimes."

She shyly stripped the rest of the way, trying to avoid looking at Shaw's hard dick.

"Now that we've eaten, I think something's wrong with the sink too, we should take a look at it or it will cost a lot more to repair."

She nodded, going along with what he was saying. He walked over and opened up the cabinets. He laid down to get under it, his hard cock facing up, making sure Isabella had a good view of it. He pretended to fiddle around with the pipes in the back. He could see her hand move to her pussy more than once while he was under there, clearly turned on by their situation.

"Come here, I need another hand."

She awkwardly tried to get down next to him to look in.

"It's better for you to be here," he said, guiding her to sit on top of him.

"Face me."

She sat down on his stomach, a little red in the face. She bent over, tits grazing his chest and leaned in.

"Go back," he commanded.

She scooted herself back.

"More."

She went down until her butt reached his cock.

"It's too uncomfortable. Just sit on it like this."

He reached down to lay his cock flat on his stomach and then got Isabella to sit on it so her pussy was right on his cock, the wetness lubricating it. He had her grab a tool to try to turn one of the pipes, causing her to slide forward and back, her pussy rubbing against his cock. Both siblings, sweaty to the touch and breathing hard, enjoying the contact.

"Isabella, this is making you move too much and I think you're getting too distracted. Just hurry up and put it in already."

"Put.. it in?" She said, still panting.

"Yes. Put my cock in your pussy."

She nodded, a combination of the situation and her instincts leading her to obey. She reached down to guide his cock in, the head slipping right in. She sank all the way down before focusing back on the pipes. Shaw could not focus. Her pussy was clamping down on his cock, feeling so much better than her mouth. He pretended to struggle with a tool, thrusting in and out slowly, each thrust bringing him pleasure. Her pussy was so tight, so wet, and her boobs pressing down on his chest only heightened his experience. Eventually he dropped all pretense of fixing the pipes and grabbed her hips, thrusting harder and harder. She moaned with every thrust.

"Harder, harder," she yelled, the first time in her life finally commanding someone else.

He listened to her, doing his best to pound her harder and harder. The kitchen filled with the sounds of their bodies slapping against each other and Isabella's moans. The ground became too uncomfortable so he got up and led her over to the kitchen table. She laid face down, bent over, her pussy exposed for the taking. He slid in again, savoring the feeling. It allowed him to plow her much harder, ramming his cock in her causing her to yell. Their sweat mixing with each other, slick to the touch.

"Oh fuckfuck I'm cumming," she exclaimed, moaning more and more.

Shaw could feel her legs shake, her pussy contract. He was getting close.

"Fuck me too. Let me cum inside."

"But Shaw."

"I'm cumming inside," he said more forcefully.

He lasted only a few more strokes before he rammed himself in as far as he could, still grabbing onto her hips.

"Fuckkkk," he groaned, releasing inside of her. Spurt after spurt of cum shot into Isabella. He slid out of her, cock flopping out, slick with their juices. His cum started to drip out of her pussy as she stood, smiling at her big brother.

"That was great," she said.

He grabbed her hand, pulling her towards the stairs.

"It'll be more comfortable on the bed," he said smiling. "We're doing it again."

She nodded, obeying him once more. She couldn't wait. It was going to be a fun weekend.