Conflicted - Cover

Conflicted

Copyright© 2010 by Eldridge

Chapter 2

Erotica Sex Story: Chapter 2 - Damon, an 18 year old high school athlete, learns some startling, yet very interesting things about his cheerleader younger sister, and the things she does with her best friends. As he slowly gets involved with the group of girls, however, he begins to realize that there may be more to his newfound happiness than he first realized. Slow building story with lots of plot and subplots, as well as lots of sex in the later chapters.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Fa/Fa   Fa/ft   Mult   Consensual   Romantic   Lesbian   BiSexual   Heterosexual   Incest   Brother   Sister   Spanking   Group Sex   Orgy   First   Oral Sex   Anal Sex   Masturbation   Fisting   Squirting   Voyeurism   Slow   School  

The week rolled on, as weeks usually did. I'd sneakily listened at the door to my sister's bathroom every night, hoping to hear her going at it again, but either she was being a lot more quiet, or—much to my disappointment—she just wasn't playing with herself in the shower anymore.

I wondered what it had been that had gotten her so excited that day. I'd quickly made the connection between her exuberance during her cheer competition and her unbelievably hot masturbating session in the shower at home. From that, I had made a fairly tenuous leap of logic that her wild fingerfucking session had caused her to be hungry enough to eat a third slice of pizza; a feat normally unheard of for my gorgeous sister, who watched her weight and figure like a hawk. I had based that conclusion on my own experience; if I jerked myself off particularly vigorously, I was always starving afterwards. It didn't seem too far-fetched to imagine the same thing held true for my sister.

Since I was still curious to find out why Kelsey had been so happy during her competition, I decided to go see her cheer again so I could investigate further. Fortunately I didn't have to wait long as that Friday night our football team had a home game against a huge rival, and the cheerleaders would of course be present at the game.

I smiled at the size of the crowd as I arrived at our school's excuse for a stadium, the stands on both sides of the field filling up rapidly with people. Most of them were from our school, parents and fellow students, though the visiting team had brought a sizable contingent of supporters along as well.

As I surveyed the stands, I debated where to sit. At most games that I attended I'd sit near our team bench, along with some of my buddies. Several of my friends were on the football team, but one of them was Jeff, and he'd been ignoring me all week.

I was still mad at him for ditching me at the mall, even though I knew that if he hadn't done so I most likely never would have gotten to see my sister cheer, then fingerfuck herself senseless later. The images of her shower masturbating session had been a recurring part of my dreams every night since. A small voice in the back of my mind wondered why Jeff had been avoiding me just as hard as I'd been avoiding him, but I quickly told it to shut up. If Jeff wanted to be an asshole, I wasn't going to waste any time worrying about it. He'd been acting weird to me for almost a month, and I was no closer to figuring out the reason behind that either.

Jeff's behavior—as well as the real reason why I was at the game anyways—settled the issue of where to sit, and I quickly moved over to where the cheerleaders were assembled in front of the stands. I smiled at a few female students who were sitting in the front row, and they all quickly scooted in to make some room as soon as they recognized me. I thanked them with a nod, grinning to myself; there were definitely benefits to being one of the school's most recognizable athletes. Even though the swim team wasn't anywhere near as popular as our baseball and football teams were, I was still considered one of the school's athletic heroes—with all the perks that came with it—because of my utter dominance in high school swimming.

As I sat down, I shifted my attention to the cheerleaders and looked around for my sister. I quickly found her standing beside Amanda amidst a group of girls.

Being fairly late in the fall it'd gotten pretty chilly, and as such the cheerleaders were all wearing their cold weather uniforms: navy-colored Nike sweatpants, white sneakers, and a stylish, burnt-orange sweater over which they had put on a black body warmer. As was their custom at every home game, each cheerleader had two small tiger paw prints drawn on her cheekbones, which I had to admit made them all look very, very cute. Of course, every single one of them also held their ubiquitous pom pons.

It took a few minutes for Kelsey to notice me, but as soon as she did she came running over. "Heya!" she said brightly, giving me a big hug while grinning smugly at the girls who were sitting beside me.

"Hey sis," I said, being deliberately loud so that the girls beside me could hear. I didn't want them to think Kelsey was my girlfriend or anything, since the blonde who was sitting right beside me was actually pretty damn hot. I was single again, after all.

"How come you're not sitting over there with your friends?" my sister asked, pointing over at a spot nearer our team bench.

"No particular reason." I shrugged.

"Is everything okay?"

"Yeah, don't worry. Jeff's been an asshole to me for a few days, so I don't feel like bumping in to him."

Kelsey's face scrunched up in a way that I imagined it would if she saw a bug crawling over her plate. "What did that jerk do this time?"

I grinned at her. Kelsey hadn't liked Jeff for the longest time, even going so far as to pretend to vomit when he had asked her out on a date one time. A request, I remembered, that he had never bothered to clear with me first; I'd been pissed at him about that for weeks. "It's nothing," I said. "I figured I'd come sit over here and make sure you stay out of trouble."

Kelsey giggled charmingly. "Oh, whatever! You're here because you can't resist watching your cute little sister, admit it!"

"Damn, you got me!" I laughed, taking care to put a mocking tone in my voice; I didn't want her to realize that she was actually right. "Are you girls doing a lot of those fancy stunts tonight?"

"Nah, we don't do that kind of stuff out on the field. It's way too dangerous. Besides, sweatpants may be comfortable and warm to wear, but they were definitely not made to tumble in."

"I'll take your word for it," I said, shrugging.

"Good. You should do that more often!"

I grinned at her impudent smirk, then quickly pinched her side, causing her to squeal with laughter while she desperately tried to return the favor. As I was fending off her little hands, I noticed Stacey running over towards us.

"Hey Kelsey's brother," the gorgeous blonde said teasingly as she watched Kel and I mock fight.

"Hey Kelsey's captain," I grinned, happily playing along.

Stacey gave me a beautiful smile and a small wink, then turned her attention to Kelsey. "Kel, we're gonna line up in two."

"Alright," my sister said, smiling at her friend. She bent over and gave me a big smooch and a hug, then the two of them quickly jogged back to their spots near the twenty yard line. My eyes were glued to Stacey's ass the whole way, though I couldn't help but frequently glance at my sister's amazing ass as well. It looked absolutely fantastic in her fashionable sweats, just a perfectly tight curve. A shiver ran through me, and I felt myself get a little warm.

"Do you know the two of them?" one of the girls beside me asked, interrupting my daydream.

I turned towards her with a smile. "Yeah. The brunette's my sister, Kelsey. The blonde's her friend, Stacey, but I only know her by name."

"Your sister is so beautiful," said one of the other girls, a redhead who couldn't have even been a sophomore.

"Thanks." I smiled appreciatively at her. "I'll tell her you think so."

The girl blushed a pretty red which matched her hair quite nicely, and I turned my attention back to the field. The referee whistled, and with a great kick-off the game got underway, to thunderous cheers from the crowd.

Though the game was supposed to be a good one, matching up two very good teams who were fierce rivals to boot, I only had eyes for the cheerleaders. They did a great job at keeping the crowd entertained with several cheers, dances and yells, every now and then shaking their curvy asses in what I assumed was an effort to drive every teenage boy insane with lust. Even though I was mostly looking at my sister, I wasn't immune to the effect of watching sexy asses being shaken in my face either. I surprised myself by actually groaning as Kelsey shook her butt, and she grinned as she saw me stare at her.

I thought I heard one of the girls beside me sigh with longing as the cheerleaders did their ass-shaking, but I didn't want be too blatant and look over at them to see if I was right. Besides, I was far too busy with ogling my sister's amazing ass myself.

At half-time, the cheerleaders did a few pyramids and simple basket tosses at the center of the field while the school band marched around them, then they led the crowd in the 'Go Tigers' chant. Once the second half was about to start, the girls returned to their spots along the side of the field. Unfortunately, Kelsey wound up quite a ways away from me, much to my chagrin.

Right as I began to ponder if I should just be obvious about it and change seats to go sit closer to my sister, Amanda came to stand practically right in front of me.

"Hi Damon!" the gorgeous blonde said with a beautiful, dimpled smile.

"Hi Amanda!" I replied, giving her a big smile in return.

She and I didn't know each other very well, but she was my sister's best friend, and she was over at our house often enough that she was more than just another pretty face. We had talked to each other from time to time, but usually she and Kelsey were pretty busy, so the opportunities for me to actually chat with her were pretty limited. We hung out in different crowds in school, of course, so we didn't exactly mingle either. Still, what little I did know of her was all wonderful. If possible, she was even more of a sweetheart than my sister.

Since Kelsey was too far away for me to be able to study her, I shifted my focus to Amanda, trying to discover if there was any sign of that same exuberance in her. It quickly became clear that she, like my sister, was just not in as happy and peppy a mood as she had been last Tuesday. She was still cheerful and happy, to be sure, but it lacked that extra spark that it'd seemed to have at Westmore.

So much for my whole brilliant theory that Kelsey got so excited because I was there, I thought sourly. I kept throwing up possible scenarios in my mind in an effort to figure it out, but every single one fizzled without much traction.

It wasn't until a few minutes later that I noticed Amanda was blushing cutely; I suddenly realized that I had been staring at her the whole time. "Sorry!" I mouthed, holding up my hand in apology.

Amanda just gave me an absolutely gorgeous smile, and she inclined her head slightly as if to acknowledge my apology.

"Who is that?" I heard one of the girls beside me whisper to her friends.

"Amanda O'Sullivan. She's one of the seniors," one of the other girls whispered back.

"God, she's beautiful," the first voice said, quivering with longing. I found it hard to keep a straight face, actually getting quite a bit turned on by the thought that one of the girls beside me might be more interested in other girls than in boys. There was nothing that got me turned on more than watching a couple of hot girls going at it.

Amanda was hot, there was absolutely no doubt in anyone's mind about that. In fact, she transcended hotness and went straight into the realm of the absolutely ridiculously stunning. Many a guy could—and probably did—happily entertain himself by staring at her for hours on end. Her beautiful blonde hair; her perfect, gorgeously cute face; and her amazing, athletic body that was curvy in all the right places, cemented her place as one of, if not the most beautiful girl in school. I imagined that being stared at was par for the course for her.

The second half of the game was pretty boring, our team blowing out the opposition to such an extent that our coach pulled the starters halfway through the third quarter. As it got late, the temperature started falling rapidly, and with the game having been decided a long time ago, the crowd thinned quite a bit. The girls beside me decided they'd had enough of ogling either the cheerleaders or the football players—my money was on the former—and left too, which left me sitting by myself since all other fans near me had already left as well.

Even though they found themselves with fewer people to cheer for, the cheerleaders tried to rally the crowd with some cheers and dances, though eventually the lackluster responses seemed to take the wind out of them. The girls all huddled up around their coach and sponsor, then broke up into little groups. Most of them wandered off, leading me to assume they had been dismissed for the remainder of the game.

After talking to her friends for a few minutes, Kelsey came running up to me and plopped down right beside me on the bench. She immediately cuddled up against me, and I could feel her slender body shivering.

"Are you cold?" I asked with concern.

"Yeah. We weren't really active tonight so it's been kinda hard to stay warm," she admitted.

I shrugged my arm out of my sleeve and draped the left side of my coat across her shoulders.

"Awww, thank you! You didn't have to do that!" she said appreciatively.

"Don't mention it," I said, wrapping my arm around her the small of her back. She felt great sitting against me like that.

"The other girls are gonna say you're spoiling me rotten."

"Did they just figure that out? You've been spoiled for years!" I laughed.

"Who, me?" she grinned smugly, then gave me her patented 'innocent little girl' look.

I chuckled as I shook my head. "That look stopped working on me like three years ago, Kel."

"Oh really?" she retorted, rustling my coat a little as she snuggled in its warmth. "I'd say it's still working pretty well!"

I laughed and squeezed her against me while tickling her side. She squirmed with peels of laughter and returned the favor; both of us squealed as we behaved like little kids.

"What happened to those three freshmen sitting next to you?" Kelsey asked after we'd finally stopped acting like goofballs.

"I guess they got too cold; they left a little bit ago," I said, shrugging slightly.

"Awww, poor brother! Left alone by the cute girls. Did you at least get some phone numbers?"

"They were like fifteen years old, if that!" I protested, giving her a disbelieving look.

Kelsey grinned at me with a satisfied little smile. "So you prefer your girls a little older, huh?"

I nodded. "Yeah, eighteen or over, please."

"I'm eighteen!" Kelsey giggled.

"You're also my sister," I said wryly. "In case you had forgotten."

"I'll never forget that," Kelsey said happily, even as she rested her head against my chest. "I love being your sister."

I felt a surge of warmth flush through me, and I bent down to give her a soft kiss on the top of her head. "I love that you're my sister too, Kel," I whispered. I swore I could hear her purring.

We sat like that for a little while until my sister waved at a few of her friends who were still standing near the field. Amanda smiled, and I couldn't help but gawk at how unbelievably ravishing she was as she quickly walked over. If cheerleaders at every school are as hot as Kelsey and Amanda, I thought to myself, it's no wonder they're so popular!

"Hey hon," my sister greeted her friend as soon as she approached us.

"Hi Amanda," I said warmly.

"Hey guys," the blonde cheerleader said, another dimpled smile brightening up her face. She was eyeing my coat a little enviously. "It sure got cold, huh?"

"Yeah. You want to sit with us?" Kelsey asked.

Amanda gave me a questioning look. "Is that okay with you, Damon?"

Before I could reply, Kelsey snorted. "Oh please, like he's going to say no to a knockout like you sitting with him! Come on, his coat is nice and warm."

Amanda bit her lower lip as she blushed fiercely, but she still looked at me with questioning eyes.

"Yeah, of course, Amanda," I said quickly as I felt my sister elbow me in the ribs.

"Thank you!" Amanda said gratefully as she took a step towards the spot next to my sister.

Kelsey shook her head and nodded towards the bench to my right. Amanda froze for a second, then quickly sat down beside me. Before my sister could even suggest it, I was already getting my arm out of my right sleeve, then tried to drape my coat around the beautiful blonde's shoulders.

"Hey!" Kelsey squeaked as the coat was pulled away from her.

"Sorry, but that coat's only big enough to cover one of you at a time!" I smirked at her.

"Oh great! And of course you pick the gorgeous blonde over your own sister!"

"Stop it!" Amanda complained with a smile, her cheeks turning red again.

Kelsey gave her friend an innocent look that wouldn't have fooled anybody. "Stop what?"

"You're embarrassing me!" Amanda giggled.

"Well, what do you want me to do? Lie? It's not my fault you're so ridiculously hot," Kelsey grinned cheekily.

"Kelsey!" Amanda whined plaintively.

"What do you think, Damon?" Kelsey hammered on, mercilessly.

"I eh ... think I, eh..." I said, quite eloquently.

"Judging by the way you were ogling her a little while ago, I assume you completely agree!" my sister said, flashing me a teasing grin.

Amanda and I glanced at each other simultaneously, staring into each other's eyes. As if on cue, we both began to blush, and Amanda shyly diverted her gaze. I tried to say something to ease her mind but completely choked on the words. I wondered what the hell was happening to me; I was far from the smoothest guy around the ladies, as was evident by the fact that, at age eighteen, I'd had exactly one girlfriend, but I'd never frozen up like that before either. I took a deep breath in an effort to gather my wits about me.

"I'm sorry for staring at you like that, Amanda. I wasn't trying to embarrass you or anything, but I guess I just couldn't help it," I said after a few moments of summoning up every ounce of courage I possessed.

"It's okay," Amanda said with a sweet smile.

"Why couldn't you help stare at her?" Kelsey prodded me, and I flashed her an irritated look. All she did in reply was smile impishly.

I turned my gaze back towards Amanda to see her staring at me expectantly, with her bottom lip caught between her teeth. When she saw that I wasn't about to answer Kelsey's question, she whispered, "You don't have to tell if you don't want to, but I'd kind of like to know?"

I swallowed the massive lump that had formed in my throat and looked deep into her alluring eyes, which seemed to shimmer between green and blue if you watched them long enough. Amanda blinked several times as her smile grew bigger; her thick eyelashes completely mesmerized me.

Kelsey elbowed me in my side again, and I finally blurted out, "Because you're so beautiful."

Amanda's smile was like the flash of an atomic bomb, and it warmed every single neuron in my mind. She put her hand on my arm and whispered, "Thank you."

As I was trying to come up with something to say, Amanda glanced past me, and I saw her eyes flicker even as a small grin appeared on her face. I quickly turned towards Kelsey to see what the two of them were grinning at, but my sister just gave me a curious look.

"What?" she asked, her voice dripping honey.

"Eh, nothing, I—" I said when my phone rang in my pocket. I got up, shrugging out of my coat while muttering something about poor timing, though secretly I was relieved to get a break from being embarrassed.

As soon as I vacated my spot, Kelsey scooted over, pulling my coat snugly across her shoulders and cuddling up close with her best friend. I smiled at her, and she gave me a satisfied little grin. Bringing the phone up, I glanced at the screen and saw that it was Mom calling.

"Hey Mom," I said, putting the phone against my ear as I walked a few steps away from the girls.

"Hi honey. I'm sorry, but I won't be able to come get you two until around ten, or maybe even a little later. We have an emergency surgery on a little kitty, and it's taking a lot longer than we thought it would."

"No problem, we'll just be here on the field," I said reassuringly. "Give me a call when you get here."

"I will. You make sure to watch your sister, okay?"

"Don't I always?" I grinned.

"Yes you do, and you're sweet. Thank you, honey. I'll see you in awhile."

"Alright Mom. Drive safe," I said, then she disconnected the call.

I got an idea before closing my phone so I kept talking, pretending to still be on the phone with Mom. I paced here and there, trying to keep my fake conversation going logically while slowly making my way back over towards Amanda and my sister.

I shivered slightly as it was getting downright cold. Glancing back at the girls, I saw they were cuddling close together, almost buried up to their noses in the big, warm coat. My big, warm coat, I corrected myself, wishing I was sitting right there between them. I took another two steps towards them while fake discussing my swim training I'd had yesterday. When I was less than a foot away, I strained to hear what the girls were saying.

"He likes you," Kelsey said, so quiet that I'd never have been able to hear if I actually had someone on the phone.

"How do you know?" Amanda asked, just as quietly, though I could detect the hint of curiosity in her voice.

"I don't know, I just do. I've always known when he really likes a girl, all the way back to Rebecca Micnitz in eight grade."

"Who's Rebecca Micnitz?" Amanda giggled. "Competition?"

Kelsey snorted softly. "No way. She moved away several years ago with her parents. Besides, she was a little geek with braces and big librarian glasses, she'd never compare to you."

"Will you stop that already?" Amanda pouted. "You know you're just as beautiful as I am, if not more so!"

"Whatever, Miss Teen USA!" Kelsey giggled. "Besides, you're the one that has to impress him, not me."

"Yeah, and how do you help? You go and embarrass me right in front of him!"

"I didn't embarrass you, you loved it."

"I did not!"

"You were smiling that cute little smile of yours at him the whole time! You love compliments and you know it."

"Oh, I am so going to get you for this!" Amanda whispered fiercely.

"Yeah? Promise?" Kelsey grinned sultrily, a devious little smile on her face.

Amanda nodded, trying to pull off an angry scowl but bursting into giggles halfway through.

"Mmmm, I can't wait," my sister purred, then I heard something that very much sounded like a kiss.

"Yeah, okay Mom, we'll see you in a little while," I said, closing my phone and turning around quickly, hoping to see any evidence of kissing. Both girls just looked up at me with big smiles.

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