The Sibling Diaries Pt. 06

Story Info
Emily finally takes Alex's virginity.
5.6k words
4.69
17.9k
26

Part 6 of the 7 part series

Updated 06/11/2023
Created 10/24/2021
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

Author's Note: This chapter is all about Alex and Emily. It features the most sexual content so far. Like previous, I hope you enjoy and let me know how you feel about it. I'm taking more time to submit because the rereading and editing takes a lot more time than I'd like it do.

Alex bit into an apple that he'd grabbed from the fruit bowl. He sat himself on a stool outlooking the window from the kitchen. In just a few hours, Emily would return home from her week at college. He'd had a long seven days to think about what had happened and how he felt about the possibility of sex with his sister.

He figured that there would be no other person that he'd rather lose his virginity to. He'd be most confident with her, the least anxious and the most calm. It wouldn't be so scary. It would be something to look forward to. He thought of the possibility of perhaps continuing their secret. How great it would be to have someone around all the time to blow him and fuck him whenever he needed it.

The thing was, Emily was incredibly hot. Like the typical hot chick that was always a few years older. The one you'd look at and think wow. Alex had her all to himself, behind the secrecy of a family home and a closed door.

He thought of Rose that morning. Emily seemed to like Rose, which he supposed was a good thing. They hadn't spoken since he'd walked her home in the rain. The weekend had been long and boring and Alex was oddly glad to be going back to school. At least he could see Rose and hang out with Brian and Mandy.

Like usual, Alex sat down in Mrs Williams class ahead of Rose. He'd smiled at her when he'd walk in and she smiled back at him. They had to report back to Mrs Williams about how their assignment was going and she was please to hear that it was progressing well.

Rose took her seat as Mrs Williams read over their report summary to Alex as he stood next to her desk.

"I'm glad it's going well, I need your grades up Alex. It's not every year that we are one of the favourites for the state championships."

Alex couldn't help but let his eyes fall to the open top button of her shirt. She wore a tight black skirt that fit down to her knees and a cardigan to cover her thin white shirt. Many of the students at Greendale High fantasised about Mrs Williams. Alex wasn't one for fantasy's, although he did wonder what she looked like underneath her tight skirts and cardigans.

There was something about the Hierarchy of a teacher or the strict professionalism. The forbidden factor was what set his match alight. He didn't have to look very far inside of himself to see what exactly excited him.

His eyes trailed down to her open button were the beginning of small line that he figured was her cleavage, could be seen between the silk of her shirt. He reckoned that she would be at least in her mid-forties. She was thin, yet curvy. She was strict, yet she had an element of fun about her.

Mrs Williams quickly noticed that Alex was no longer looking up at her eyeglasses. "Is that all?" She asked.

Alex snapped out of his trance. He noted that she had adjusted her top button as he went to sit down.

At lunch Alex hung out with Brian which meant he'd no doubt hear more about his life inside the bedroom.

"She's a freak in the sheets! I'm telling you man! I've never seen anything like it and I've watch a lot of porn." He said.

Brian attempted a start at his apple crumble when Chad hogan beat a fist against his back.

"How's it going Brain."

Chad liked to call Brian, Brain. All because he was smarter than he was.

"Not bad, Chad." Brian knew this meant trouble.

Alex spotted Rose and Mandy sitting not too far away. Some of the other seniors had even moved tables when he arrived. Chad was the bully of the school. The guy you didn't want to mess with. Alex once had a run in with him a few years back. Chad had gotten the better of him in a wrestling match inside of the boys bathroom.

"How about you Alexis?" He asked.

"What do you want Chad?" Alex narrowed his eyes at him.

"What's with the cold welcome? I thought we were friends?" Chad, mocked.

"We're not friends." He said, bitterly.

"Well if that's the case, I suppose that bro-code doesn't apply." Chad glanced over at Rose who was oblivious to what was going on.

She was surrounded by other girls at a circular table and had no idea that the tensions were rising elsewhere.

Alex didn't like where this was going. Chad strolled over to her table where she and Mandy were seated with many others.

"How's it going Rose?" He asked.

Rose barely looked at him.

"How come you go for geeks, like Alex? Huh? What about jocks like me? You ever thought about what I'd be like in bed?"

"Ew, Chad. Leave me alone."

Alex's fists were balled as tight as they could possibly be. He watched his every move. He felt oddly protective over her, she wasn't his to protect but he did feel he had to protect her some way or another. Whether that was from the dark of night or guys like Chad.

Chad ignored her rejection. "I'd sure like to see what's under this tight little sweater of yours."

"Get lost! Creep!" Mandy stood up abruptly.

Things were really getting heated.

"Sit down spectacles. Nobody wants you."

Brian was over in a second. Alex couldn't tell you where exactly he'd found the bravery. Chad was much bigger than Brian. He outweighed him by a long way.

"Stay away from her." He warned.

By now there were plenty of onlookers and without any teachers around to stop it, Chad saw his chance. Brian didn't see Chads swing and by the time he noticed it was too late. He took a fist to the face and Brian hit the floor hard.

It was now Alex's turn. He'd fought Chad once before, he could do it again.

"Pick on someone your own size." He said as he rushed over towards him.

Rose had gone to help Brian to his feet. She whirled around to see that it was Alex now who had confronted him.

"Or what Riley? You gonna get your ass kicked like last time?" Chad said.

"Try me."

Chad swung at him quickly with his fist. Alex took the hit to the face but managed to regain his footing. He'd never been hit that hard in his life. He felt the world spin around him, like he'd become as light as a feather. He shook off the disorientation and he returned a punch of his own. Alex threw his fist in an upward arc that caught Chad underneath his chin. He stumbled backwards before lunging at him again. The two of them wrestled for dominance on the floor as other students quickly came over to split it up. Many of the guys from the basketball team had Alex's back, while many of the football guys stood behind Chad.

"Like I said..." Alex breathed heavy, "try me."

He stood with all his teammates around him.. He felt his eye throb where Chad had hit him. The pain only made him more angry. He wanted him all to himself, to let out his frustration on him.

Chad didn't look all that great either. His mouth was dribbling with blood and his eyes were watery. The crowd that gathered around them were chanting "FIGHT! FIGHT! FIGHT!"

For a moment it looked as though the group were about to let them at it for round two. Chad thought better than to drag this out. Him and the rest of his cronies shuttled away behind the chanting crowd.

Mr Bennett arrived late to the scene. He quickly gathered what had happened by what he saw and ordered Alex to his office. Rose and Mandy had tried to plead his case but Mr Bennett had caught him fighting. There was nothing that they could do.

Mr Bennett took Alex by the scruff of his neck and nudged him into his office. Alex was still in Fight mode as he shrugged him off of his collar.

"I have you now Alex. This will be a two week suspension." He said as he slammed the door behind them.

"You're going to suspend me for a fight I didn't start?!"

"A fight is a fight! I once said to you that being a senior meant you have to set an example. What kind of example is that setting? You're Mother will be phoned and she will be made aware of your despicable behaviour."

Alex had to sit in detention for an hour by himself. He supposed that wasn't the worst part. His Mother had taken the suspension very seriously and decided to deprive him of basketball practice. It felt like the world was against him. All because he stuck up for a couple of his friends.

Emily returned home in the afternoon. He heard her voice coming from downstairs as she was catching up with their Dad. He lay in wait of the sound of her footsteps on the stairs. He'd hoped she would come and speak to him. Though he couldn't help thinking that she would rather sit alone in her room and avoid the conflict.

Alex listened to every sound that could possibly be heard inside of his house. Eventually, he heard her excuse herself and begin her ascent of the stairs. As she got to the top there was a long pause of silence. It was as if she was indecisive of what she should do. Emily stood in the hallway contemplating whether she should speak to him or not.

Alex felt his stomach drop with disappointment. Her footsteps creaked away towards her own room. Alex figured that maybe she'd thought better of fucking her own Brother. That maybe it was disgusting to her after all. That everything they'd been through had been for nothing.

At dinner Nancy was still furious with her son. Alex ate quietly. Himself and Emily didn't make eye contact at all. The room was filled with uncomfortable silence. What should have a been a good night with them all back together again, instead was one of anger and frustration. Their Mother had argued with their Father as he'd taken His side about the school fight.

"He stuck up for what he believed in and he stuck up for a his friends." He'd said.

"Fighting doesn't get you into college though Derrick, does it?" His Mom made the point.

They'd been at it all evening and even Emily seemed to be effected by the atmosphere. Alex didn't feel hungry. His Mother had been harsh on him. What made it worse was that now his parents were fighting over it. Emily wasn't talking to him either and he wouldn't be able to see Rose for at least two weeks. He'd had enough. He set down his plate and left the room.

"Where are you going?" His Mother asked.

"To be alone." He replied.

"What about your meatloaf?" His father called.

Alex didn't respond. Instead he thundered up the stairs and forcefully shut his door. He felt like he had been so focused on trying keep everyone happy and in despite, everyone was bailing on him. He balled up his fists as he felt the urge to put a large whole through his wall.

Alex let the time pass in his room as if he was a prisoner in a cell. He'd been alone for a good few hours when he heard a knock on his door.

Emily slowly entered the room. She wore a long pink housecoat that she wrapped herself in. Her hair was scraped back into a ponytail and she looked as though she'd been sleeping. He glanced over at his alarm clock which read 11:42pm.

"I heard about your fight." Emily glanced at the bruising that was beginning to form around his eye.

"What do you want?" He asked.

"I want to talk." She said.

"Oh, now you want to talk to me."

"It wasn't like that." She sat down on the bed next to him.

"You ignored me all week. I had no clue where I stood with you, I still don't know."

"I'm sorry." She said.

"Why is everyone angry with me?"

Emily could tell that Alex was upset and that he was trying his best to hold it together.

"I'm not angry. Not at all. When you'd told me that you needed time to think about sex, it made me feel like I wasn't wanted."

"Are you kidding me?" He asked.

"No! Here me out... I was expecting you to be all over that. I thought you'd whip your pants off there and then when I told you. But you didn't. Instead you did the sensible thing and took your time to think about it. I know that I shouldn't have but it made me feel rejected. Like I'd put myself out there like that and you just shot me down."

Alex hadn't thought of it that way. That perhaps this whole time Emily had been feeling unwanted and rejected just like he did.

"When you called me, I didn't know what to say. Melissa was with me and it was a conversation that I wasn't ready to have."

"I felt rejected too." He'd started to say. "When you didn't answer my calls or speak with me before you left for college. It made me think that you were having second thoughts about not just the sex but everything else too. I didn't want to have to go through that with you."

"Neither did I. I like how we are now. It's something special and I wouldn't change it for the world."

Emily reached forward to pull her Brother in for a hug. Alex pulled her close to him and her head nestled neatly into his shoulder. He could smell the conditioner in her hair and it felt soft in his hands. He rubbed at her back and he noticed that's she wasn't wearing bra. He begun to wonder what was actually underneath her dressing gown.

"I think I'm ready." He said.

"Ready?" She didn't catch on.

"Ready to have sex."

Emily stared into her brothers big brown eyes. He was so handsome. He'd grown into a very attractive young man over the past year. Yet he was still a geek. He loved comics and books, weird tv shows and the Avengers film series. She supposed it made him more attractive that way.

Emily couldn't help it. Her feminine instincts were taking over. She pulled him close and she placed her lips softly against his. Alex welcomed the kiss. They kissed softly for a few more seconds. Each peck as delicate as the last. He felt his cock stiffen each time she placed her lips on him.

Emily felt the throbbing begin to spark inside of her panties. The same familiar twinge she felt between her lips whenever she was aroused. She kissed him harder and he returned with force. They were passionately making out now. His hands explored her body as though he was blind and were to only see with his hands. The lay down together in the bed and kissed.

Alex caressed her shoulders and slithered them down to her hips and ass. He'd never really felt her there, but in that moment he wanted to touch her everywhere. To kiss her and caress her. To need at her breasts and ass.

"Where's Mom and Dad?" He asked.

"Downstairs, they're drunk. I think they made up."

Usually their parents slept together on the couch whenever they got drunk. They'd end up getting snacks to sit down and watch a movie with. Very rarely did they get to the end of a film. Many times had Alex come down late at night for water to see his parents sprawled out on the couch.

"What if they wake up?" He asked.

"They won't."

As she'd said it, Emily pulled at the rope of her gown. She tugged it loose and let it slip off of her shoulders. Alex watched the house coat slide off of her naked body. Her tits were staring him right in the face. He'd never seen her completely nude before. She'd stood at the end of his bed with just her panties on one time but never fully naked.

He let his eyes take in as much as he could. Her milk-white skin curved around her hips to form her ass. She spun around to let him have a look at her from behind. Her slim back arced into her bum. Each cheek curved slightly outwards and jiggled as she spun.

"Wow. You're amazing." He said.

Emily approached him. She crawled along the bed towards where he lay and Alex loved the way her breasts hung below her chest, with her nipples pointing downward.

Alex had grown in confidence since they first started their sexual endeavour. Yet right there in that moment he was as scared as ever. He'd never shared a room or even bed with a naked woman before and it caught him in his throat. He swallowed hard as he tried to compose himself.

Emily had only one thing in mind. She wanted his cock in her hands, in her mouth and even inside of her. Alex hoisted up his waist so that Emily could slide down his shorts. His cock leant to the left as his erection slowly grew and grew before her very eyes.

She set her eyes on his balls. She'd never paid much attention to them. It was always his cock that had taken her attraction. She'd never thought of her brother to have a large cock either. It wasn't monstrous but it was deceptively large.

With her hand she cupped his two sensitive spheres. Alex let out a soft moan as he watched his sister lower her mouth to his testicals. She flicked her tongue out to curve around the outside of his balls. He watched on from above as she took one into her mouth. The sensation was mind blowing. The thought of his balls being sucked into Emily's mouth made the feeling way better than what it was.

There was a nip of pain about it, but it wasn't a bad pain. It was one he enjoyed, one that he could withstand. She sucked gently on each one. Emily enjoyed pleasing him. A few times they'd both mistaken the wind for a door opening or someone speaking. Despite this, Emily didn't stop what she was doing to him.

She trialed her tongue from his base to his tip before she took him in her mouth. Alex was in dreamland. He didn't want to close his eyes, he enjoyed watching what she would do to him. She made her best attempt to take it all inside for him. This only resulted in a lot of coughing and tears in he eyes.

"Your turn." He grabbed her by the waist and spun her around to reverse the roles.

He enjoyed the way her boobs swung as she fell back into the bed. He didn't waste time in applying his mouth to her slit. She tasted sweet and strong like the last time. He remembered how she'd guided him and now he knew where to go. He let his tongue roll over her sensitive button a few times. He didn't apply much pressure, he figured that he didn't need to.

The slightest touch with his tongue sent her overboard. Emily gripped the sheets as she let her little brother eat her out. He held her thighs as he spread her legs wider. He was hornier than ever and he wanted to make this good for her.

Alex smudged his face against her sex. He gotten the idea to rotate his tongue in circles from Brian at lunch. He'd said that Mandy had loved it so he thought why not try it. He applied more pressure as his tongue rotated around her clit. Emily couldn't help but grip his hair. Her moans were loud and Alex was hoping she'd shut up. Emily made the effort to mute her cries with a nearby pillow.

Within seconds her legs were shaking once again. She felt her orgasm grip her like it was taking her away in a sail boat. The ocean rocked her from side to side until she fell into the blissful water. When she removed the pillow the real world came back into view with Alex was between her legs and her juices smeared across both cheeks.

"Where did you learn that!?" She gasped.

"Brian gave me a tip." He tapped at his nose.

"I don't think I've ever had one that good before."

"All thanks to me." He smiled.

Emily decided that was it. She needed him. Right there and then, she needed him. She pulled him close so that he was on top of her. Alex felt his chest rub against her hard nipples as she kissed his neck. His cock never lost its hardness. It stuck out towards her pussy and he felt it rub against her outer lips. He knew what was coming next.

"It's okay, Alex. I'm ready when you are."

Alex stared into the eyes of the beautiful woman before him. He loved her more than he ever thought a brother could love his sister. He couldn't break their intense stare as he slowly entered her. Her cum had lubricated her channel so much that Alex was surprised how easy he fit inside of her. He felt her folds succumb to his girth as he pressed his hips down into hers. They moaned in unison as they broke the final barrier. The line that shouldn't have been crossed.

"Fuck me, Alex." She whispered into his ear.

Alex did what came natural to him. He pulled himself out slowly, the suction of her inner walls surprised him. However the pleasure he felt as he pushed back into her was something unreal. Yet It was all real, his sisters face, her naked body and his cock buried inside of her.

12