Dating my Sister
It didn't start out intentional, hell it didn't even start out as sexual; but then it never does. I was in my senior year of high school and I needed a date for prom. No I'm not a nerd, or fat and ugly. While I get decent grades, I also play soccer and basketball; I guess that makes me your normal average guy; except for one thing; I'm not wild about girls. No I'm not gay; not that I have anything against guys who are; I am just not into girls...at least ones my own age.
I'm not into the drama and the giggling; I'm not into the hair and the shoes; and God help me I HATE the gossip; which basically takes ninety percent of the girls my age out of the picture. I like porn, let's be honest I jerk off practically every day. And while there are some really hot girls in my class, I've tried dating and with all the giggling and fawning sometimes it make me want to puke.
I hadn't even planned on going to prom; but the "this isn't an option Dawson" from my dad cut that idea off. He still thinks I'm gay and I can't convince him otherwise; which meant I had to find a date or he was going to flip out.
It was Saturday morning and I was in the driveway shooting hoops with Raylene my sister; when it hit me like a load of bricks. Oh my God, Raylene is a girl. Now, you have to understand my sister is a bit different; which is why we've always gotten along great. She got to college on a basketball scholarship and she ran track in high school. She's fit, trim; and will beat the shit out of a guy in a heartbeat.
"What's with the shit eating grin?" Raylene looked at me.
"You're a girl" I said dumbly.
"No shit Dawson, what gave you the first clue; the tits?" Raylene barked out a laugh.
"No, I mean you're a GIRL" I smiled.
"Whoa, whoa, whoa" Raylene held up her hands. "You can skip that idea" she gave a scowl.
First of all Raylene knew about my rounds with Dad over the prom, hell she had heard them enough around the house. Second, my sister is both very smart, and not bad looking.
At twenty Raylene has that natural look that honestly a lot of women would kill for. She stands five nine and weighs in at maybe a hundred and twenty pounds. She's got that lithe athletes body with toned legs and muscular arms; that taut belly and a natural tan from spending years outside. Add to it a not so bad set of 34C's she keeps bound up in sports bras; even for a sister she's kind of cute.
"Come on, I'll throw in fifty bucks" I said quickly.
"First...fifty isn't near enough to date my sicko brother" she snatched the basketball from my hands. "Second, we live in the same house; I can see dad's face when I march down the stairs as your fucking date" she snorted.
"What if I make it a hundred" I added back quickly. "And I actually have an idea about how to get around the house thing" I told her.
"Look Ray" I said quickly before she could open her mouth. "You know what this about...you've been there" I threw in my biggest shot.
Raylene did know; two years ago when she was a senior she had gone through the same thing with dad. I was about the only one who knew that her prom "date" was actually a member of her basketball team she had paid a hundred dollars to fake being her date. She had pulled the same thing I was suggesting.
"Bite it" she growled. "Look Dawson he won't buy it, he'll know it was me." She sighed.
"I figure you spend how many nights over at Mel's" I shot back.
Melanie was Raylene's long time friend; and I actually suspected she might be a lover for Ray; but it was none of my business. I just knew that at least once a month Raylene spent an overnight at her friends.
"Let me get this straight, you want me to go spend the night at Mel's; and be your prom date?" She stared at me.
"It could work" I insisted. "We go to the prom, word gets back to dad I actually had a girl for a date, and he gets off my back" I argued.
"While I admit I pulled it off" Raylene shook her head. "It won't work for you" she said.
"Why not, you said it worked for you" I was desperate.
"Because girls get asked out all the time by guys." She tossed me the ball. "Guys date first Dawson; they don't just show up with a random girl." She pointed out.
"Fuck" I tried to think of an answer.
While I generally disagreed with her; in a lot of ways she was right. Dad would want to know who the girl was, how I had found her. He might not buy I was actually dating if I just went to the prom and then didn't date again.
"How about..." I was thinking fast. "I take you out for pizza, then we go for a movie; and then prom." I suggested.
Raylene looked at me for a moment, and then slowly walked up closer. She stood almost nose to nose with me; so close I could smell her sweat.
"You do know you're asking your sister out on a date" she stared at me with fire in her eyes.
"No" I said calmly. "I'm asking my best friend out on a date" I said.
The fire in her eyes dimmed and she stared at me. "Dawson..." she said slowly, and then sighed.
"I'll need to talk to Mel, if I'm staying there she is in on this; got it" she said quietly.
"Understood" I said quickly as I realized she was agreeing. "Just tell her she gets a couple extra carpet classes" I said smartly.
A bit too smartly as Raylene's slender hand came straight up and wrapped around my throat. The fire flared in her eyes as she looked at me.
"You ever say that again, I'll rip your nuts off" she hissed. "Besides" she smirked as she let go of my throat. "She tastes fucking awesome."
I just shuddered at her remark as she dropped the ball on the driveway and headed for the house. Halfway across the lawn she turned at looked at me.
"We do this the right way Dawson" she told me. "You ask proper, I'll decide; and YOU pay got it."
I just nodded happily. Once again problem solved, I figured. As I picked up the discarded basketball I wanted to hop around the driveway with joy, I had solved my prom problem. What I didn't know was I was about to create an even bigger problem I had no idea how to get out of.
A week later, after checking my finances from my part-time job; I knocked softly on Raylene's bedroom door.
"Come in" I heard from the other side.
I stepped in and looked around. I was actually shocked when for the first time I saw her room with fresh eyes. There was teddy bear sitting on her properly made bed; the smell of perfume in the room; and just a hint of pink that showed a hidden female lived here.
"Hey" I asked softly.
"Yeah" Raylene looked up from her text book she was studying from.
"I was wondering..." shuffled my feet. "Uhhh, if you are free Saturday...maybe we could go grab a pizza at Delmonico's" I looked up at her.
Raylene sat on her bed and looked at me for a moment. "I'd like that" she said softly.
"Cool" I started to turn and leave. "How is say six?" I asked quickly.
"I can't at six" Raylene shook her head. For some strange reason I felt my heart sink at her words. "How about eight?" she said back.
God help me I actually felt a surge of happiness at her sudden agreement.
"Eight works great" I said quickly. "I'll pick you up then." I told her.
I can't explain why, but I was actually thrilled I was having a date; and having it with Raylene for some reason made it even better. It wasn't some girl I had to pretend with; she knew who I was. For once I could be myself. But, I thought I was thrilled, Dad was on cloud nine. He actually spent time going through date etiquette with me; and when he was done handed me a condom. I wanted to groan with frustration.
The day before our date, I actually went out and got a haircut. For some reason it was important to me to be presentable. I showered that evening, and carefully picked out a pair of jeans and a button shirt.
I pulled up in front of Mel's place at ten before eight. I was nervous as hell; I'd never been on a real date; and my hand shook as I rang the bell.
"Hey Dawson" Mel smiled when she opened the door. "Come on in." I stepped inside the doorway and waited.
"Raylene your date is here" Mel called out. "Remember this is my girl you're taking out" she turned and looked at me. "Hands to yourself big boy" she smiled.
"Uhhh, I promise" I said softly.
"Relax Dawson" she smiled. "You look pretty good dude"
I opened my mouth to thank her; when footsteps came from the hall, and then Raylene rounded the corner. I froze in my movement and could only stare at her. I mean I knew she was a female; shit she was my sister; but holy shit. Long dark hair flowed out around her shoulders, highlighting her face and those big brown eyes. She seemed to move with a fluid grace as she walked towards us. She was wearing an angora sweater that hugged her body; those 34C's jutting straight out at me. She had on a pair of form fitting jeans that hugged her hips and muscular thighs like a second skin.
"Jesus" I whispered.
"Pretty nice package eh" Melanie chuckled at my soft outburst.
"No shit" I whispered softly as I stared at Raylene.
"You can put your tongue back in" Raylene looked at me as she picked up her purse.
I shook myself, trying to regain control. I opened the front door and held it for her.
"Have her back by eleven" Mel called out as we walked down the driveway.
I own a fairly beat up ten year old Ford truck. Most people hate trucks; that night I found another reason to love mine. I held open the passenger door and helped Raylene climb into the passenger seat. The view of that tight ass encased in those jeans; sent a surge south of the belt line like I had never felt before.
Down boy, I screamed silently to myself as I rounded the truck and climbed in. The drive to Delmonico's was quiet; but when we started to both laugh at dad giving me the condom; things finally started to open up. I have to admit; for someone who didn't date; the next two and a half hours were some of the best I could ever recall.
For the first time I could open up to someone who actually cared; and she listened. I heard her talk about her school studies and basketball; listening to her frustrations and victories; and for once I was actually interested.
