by Jamie Klaire
Spying On My Sister
By Jamie Klaire
Smashwords Edition
Copyright 2013 by Jamie Klaire
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Warning- this story contains adult situations meant only for the enjoyment of those over the age of 18. By downloading and opening this work of fiction, you are stating that you are at least 18. All characters in this work of fiction are 18 or older, whether they are explicitly described as such or not. This erotic story is a work of fiction, all characters appearing in this work are fictitious, and in this fictitious world bad ramifications for various sexual situations do not exist. In the real world-always practice safe, sane and consensual sex.
This erotic short story contains pseudo-incestuous virginal voyeurism, first time masturbation, a Halloween threesome (MFF) with a sexy black cat, a handsome pirate (who happens to be their teacher), and a cheerleader, a first time orgasm, and a bareback cream pie. Enjoy!
Approx. word count 5,200 (Not including supplementary material)
Note- Portions of this short story were originally part of a longer, tamer novel under my other, more romantic pen name. I sexed it up quite a bit though, taking out all the boring bits and making for a raunchier ride.
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Bonus excerpt of Shared On My Husband's Birthday at the end of this short story.
Spying On My Sister
I sobbed quietly as I drove through the dark of the night. It was getting dark earlier and earlier now, and the temperatures had dropped a lot the past few weeks.
It was Halloween weekend and I was heading to visit my big sister three hours away at her college, but I was going to arrive hours early. The plan had been for me to head out Friday right after work, about nine, and arrive at my sister's dorm at about midnight. That way we had all day Saturday and most of Sunday to hang out together before I drove back Sunday afternoon.
But I had just been fired from my mall job. I worked in a retail store that sold school uniforms, and one of my assistant managers had a bad habit of dipping into my cash drawer whenever he wanted. Then on the days my drawer was short money, he would write me up. I had tried to protest, saying that I couldn't be held accountable for the amount of cash in my drawer if I wasn't the only person that had access to the drawer, but my boss just blew me off, swearing he never took anything.
Last time it happened, I went above his head to the store manager, and today when I reported for work, I was told that company policy is that when an employee had been written up three times, they were fired. I left the store in tears, knowing that reporting my assistant manager was the real reason I had gotten fired. I had never stolen anything in my life. My dad is the local preacher, I spend six hours a week volunteering at the local hospital, and I was known to be the 'good' daughter, unlike my wilder sister.
When I had gotten to my car, I thought about heading home instead of to my sister, but I wasn't quite ready to deal with telling dad I had gotten fired just yet. No, a trip to see Katie was just what I needed. So what if I arrived a few hours early? I'd call on my way.
When I pulled into the parking lot of my sister's dorm, I parked the car and then tried my sister's phone yet again. Straight to voice-mail. I was about to give up and just go knock when I saw a couple walking through the dark parking lot. Something about the way they were walking made me not get out, but watch the couple instead.
They looked to be drunk. And wearing Halloween costumes. The male figure was dressed up as a pirate and the female looked like she was supposed to be a black cat. Short black skirt, so short you could tell she was wearing a garter belt and fishnet stockings underneath. The tops of the stockings and the clasp of the garter belt were clearly seen as the short skirt swished with every step the girl took. She was wearing little cat ears in her hair and had a tail hanging down behind her.
'Dad would have a fit if he saw this.' I thought to myself as I watched them weave through the cars, the streetlights in the parking lot making them easy to follow. Growing up as preacher's kids, Katie and I were only allowed to dress like Biblical figures, and were never allowed to Trick-or-Treat. Nope, just the carnival the church threw every year as an 'alternative to Halloween shenanigans.'
I watched as they walked arm in arm, seeming to hold each other up. They made their wobbly way through the parking lot, away from the dorms and toward the building I knew was the indoor swimming pool. Katie was on the swim team, so we had seen the building when we toured the campus all together as a family.
As I watched, half judging with my dad's values drummed into my head, and half jealous that I'd never been able to wear such an outrageous costume, I saw the pirate lean in and kiss the black cat on the neck.
The kiss threw the cat's unsteady gait off, and she almost tripped, giggling. She recovers her balance, and they keep going. They cut through the parking lot, and presumably head toward one of their cars. As they walk, he kisses her neck again. That kiss must have been a good one because they stop between two cars.
The cat says something I can't quite make out, in a high, laughing voice. I lowered my window to hear better, just in time to hear him mumble something back in deep, rumbly tones, muffled by her hair as he is still nuzzling her neck. He may have gotten to her ear, because she lets out a squeal.
The cat turned more fully toward him, and threw her arms around his neck. She said something else, a bit quieter, and then lets her head hang back, giving him full access to her neck.
I stared in shock. With her head tilted back that way, I could clearly see the cat's face. A red nose and black whiskers are perfectly drawn, right on my sister Katie's face.
'Oh my. That's Katie. No wonder she isn't answering her phone. Dad is going to kill her for sure.' I kept watching, shocked at my sister's behavior. And outfit.
After a bit of nuzzling, Katie turns her mouth to the pirate's and as they kiss, his hands slide up into her hair and he holds her head as he kisses her more fully.
She takes a step backward, pulling him with her, and they lean against the side of an old red pick-up truck. His grip on her hair changes, and he pulls her head back so he once again has open access to her neck. And her breasts. His one hand stays buried, fisted in her hair, as his other one roams over her shirt. As he presses her against the truck, I watch in stunned silence as his hand dips down to her waist, slides under her shirt, and pulls her shirt up over her breasts.
His other hand releases her hair and finds its way to her other breast. Kissing and kneading, kneading and kissing. His right hand slides down into the cup of her bra and pops out a breast. He cups her full, naked breast, his thumb rubbing circles over her bared nipple. His mouth soon follows, and I watch as the pirate sucks on my sister's nipple, right out in the open.
'Oh my,' I thought again. "Oh my, oh my.'
I thought about jumping out of the car and calling my sister's name, putting a stop to this, but something stops me. Some curious feeling starts to grow deep in my stomach. Something I've only felt before when I have been at a friend's house when inappropriate content comes on the TV. The stuff I wasn't allowed to watch at home.
The pirate soon has both of my sister's breasts out, and is holding one in each hand, his mouth giving equal time to both. He breaks just long enough to look up at her, an
d I hear him say, clear as day, "Damn you have nice tits," and he goes right back to work.
He pulls a tad bit away from her, looks again at her tits, and I watch as his tongue then draws circles around her hard nipple. My sister leans farther back on the truck, arching her back. As his mouth is still tasting and sucking, his hands slide down over her ass. He gives her ass a squeeze or two, and his hands travel lower down her thighs. As his hands come back up to grab her ass again, I gasp when I notice that he has dragged her very short skirt the rest of the way up her thighs, and her skirt is soon around her waist. He presses between her legs and I think, 'Oh no, they are going to do it right here, standing up between the truck and a car.'
But no, he backs up from her again. I can see space between them for just a second. His mouth leaves her tits, and his hands slide up from her ass to sit around her waist. The pirate and the black cat look at each other for a breath, and in one quick movement she kicks off her shoes as he grabs her tighter around her waist and boosts her up so that she is sitting on the hood of the truck, skirt still jacked up and twisted around her, breasts still bared to the world, bouncing a bit from the abrupt landing.
All I can think at this moment is, "God I hope that pirate owns that truck."
Before I can form another thought, he has pressed close to Katie again, Katie now sitting on the hood with her legs wrapped around his waist and his mouth is again sucking and pulling on her nipples. As I watch, Katie leans back onto her elbows on the hood of the truck, brings her feet up, one on each side of him, and plants her feet on the car behind him. He accommodates her obvious invitation, and his head dips down between her legs and his hands slide under her hips. I watch in shock, warmth starting to spread between my thighs as I watch a pirate kiss my sister, his face buried deep between her legs.
At this point I actually laugh out loud, saying to myself, "Are they really..?"
Before I can find out, another small group exits the nearby dorms and heads toward the parking lot. I guess Katie hears them because he quickly helps my sister down from the truck. She adjusts her clothing, slides back into her shoes, and once again, arm in arm, they make their way farther back into the parking lot toward the indoor pool building.
Before I can second guess myself and change my mind, I am out of my car, following my sister toward the pool house. I catch the door the second before it clangs shut and slide inside the building, following the now echoing sounds of my drunk sister's giggles.
The building smells strongly of chlorine, and seems to be empty. Office doors are closed and dark behind the glass, and I make my way slowly toward the sound of my sister and the rumbling voice of the pirate.
I spot them, out in the open, standing beside a table surrounded by chairs, a few feet away from the pool. I think about announcing myself, before I gets caught spying, but when the pirate reaches again for my sister, pulling her close, kissing her hard as his hands wander behind her, under her skirt, I jump back, startled.
I stand, peeking around the corner at them instead. I swallow hard, watching the pirate's hands slide around under my sister's skirt. With Katie facing away from me, and the pirate's hands moving urgently, I catch a glimpse of what my sister is wearing under that skirt. A small, black thong, the string nestled between Katie's bare buttocks, flashes with every squeeze of the pirate's hand.
A computer noise beep-beeps somewhere behind me, making me jump. Someone is coming. The door I snuck through earlier opened and closed down the hall with a soft thud.
'Crap, we are all going to get caught. Them for being in here, and me for spying.'
Panicked, I grabbed the door knob of the nearest dark office. It turned in my hand. Grateful, I slid inside, closing the door just in time to watch through the office's dark window facing the swimming pool as my sister and the pirate jump apart, and another costumed female turned the corner where I had just been standing.
"Ha! You two are soooo busted." The newcomer, dressed as cheerleader, sang out.
As my heart pounded in my throat, all I could hope was that no one would come into this office. Once the other three left I could slip out, get back to my car, and sit in it until midnight, when I was supposed to actually be here.
The cheerleader's laughter pulled my thoughts back toward the window.
"Just kidding. Sorry I'm late. Got here as soon as I could but I had to loose someone who followed me out from the dorm party first."
The pirate opened his arms wide toward the newcomer, saying, "Ah, there is my other favorite student. We were starting to wonder if you were coming this time."
As the cheerleader walked toward the pirate's embrace she said, "Sorry Coach Mathers. Is there a penalty for being tardy to this naughty little meeting?"
My heart jumped in my chest. "Coach?" "My other favorite student?" This guy is a teacher? I looked closer at the pirate's face, I had been so busy watching my sister that I hadn't looked real close.
'Oh wow. That is Coach Mathers.' I thought. I remembered meeting him on the tour, he was one of my sister's swim coaches.
"Holy Shit." I cussed out loud to myself for the first time in my life. I looked back to my sister to see how she was taking the cheerleader's sudden arrival.
She was smiling. What the hell? I heard Coach say, "Yes, there is always a tardy penalty, Gina. You know that. I'd say do a few laps, but I'd hate to see your costume ruined. How about a few licks instead? Katie was just saying how much she's missed you all week."
"Gladly." Gina grinned slightly, leaving Coach's arms and turning to face Katie.
"Hi there, Katie." Gina said, stepping very close in front of my sister.
"Hi, Gina."
At that greeting, Gina placed her hands on the sides of Katie's face, pausing to look at her for a second before closing the small gap between them, kissing Katie firmly on the lips.
My shocked gasp was loud in the quiet office. I watched wide-eyed as Gina and Katie kissed each other, eyes closed, mouths open and seeking. I hadn't had my first kiss yet, Daddy didn't allow dating until the age of 18. I was 18, and Katie a year older, but no one in town would date either one of us. Everyone knew better, no one wanted to deal with the preacher.
I didn't think that Katie had been kissed before, either, but I'd found out how wrong I was watching my sister make out with the coach in the parking lot.
And now I watched as my sister made out with another girl, too. My world was totally shattered now. This blew getting fired right out of the water.
I moved closer to the window without realizing it. I wasn't sure if I was disgusted or fascinated. I felt my nipples tighten a bit under my shirt, and a warmth started building between my legs. I felt a wetness gathering there and shifted, enjoying the feeling. I stared at the threesome, grateful that in the dark office no one in the bright pool area could see me behind the glass.
The cheerleader and Katie were still kissing, their tongues entwined, Katie's face still held softly in the cheerleader's hands.
"Oh yes, now that is a great hello. You really did miss Gina, didn't you Katie?"
The girls stopped kissing and turned their faces toward the coach as he approached them.
Katie just nodded as Coach stood with them now, all three in a small triangle. Coach leaned in toward Katie, putting one hand behind her head, pulling her mouth to his for another kiss. I watched as Coach kissed my sister hard, fisting her hair in his hand. Katie gave as good as she got, her mouth moving enthusiastically against the coach's. Gina watched them, smiling. She bit her lip watching up close as their mouths explored each other.
While he was still kissing Katie, Coach's other hand buried itself in Gina's hair, holding her face at the ready. He switched right then, pulling his mouth from Katie's and pressing Gina's lips to his in turn. He kissed Gina like he kissed Katie, rough, wanting and needy.
He let go of both ladies, saying, "Since you two missed each other so badly, how about I give you a few minutes to get reacquainted, while I sit quietly in this chai
r and watch?"
He backed up, pulling a chair from the nearby table, turning it to face the ladies, and settled himself down into it. Gina and Katie turned their attention, and their mouths, back to each other with smiles on their faces.
Coach, from his up close and personal vantage point, and I, from the dark office window both watched with fascination as the black cat and the cheerleader kissed each other, sometimes sucking and nibbling on each other's lower lips.
Katie's hands were the first to travel. She slid both hands around, lifting Gina's skirt and caressing Gina's ass as they kissed. I watched enthralled as my sweet, church-going sister squeezed the almost naked ass of a girl who looked like she was enjoying every handful. Gina's hands found their way under Katie's shirt, she pulled the shirt up, exposing Katie's full, round breasts nestled into the cups of her bra. Katie stopped squeezing Gina's ass just long enough to pull her own shirt off over her head, dislodging her kitty ears.
Gina took her shirt off too, and both woman faced each other in their bras and tiny little costume skirts. Katie's bra was black, and Gina's was bright red. Gina reached behind Katie, smoothly unhooking Katie's bra, and Katie's breasts spilled out, her large, dark aureoles surrounding nipples standing at full attention.
Gina's hand slid over Katie's breasts, lifting one slightly, and teasing the nipple with a thumb. Gina bent down, running her tongue up and down over Katie's pebble-hard nipple, flicking it, and sucking softly. Katie moaned, enjoying the pull of Gina's mouth. Gina undid her own bra, and Katie started exploring and squeezing Gina's tits as Gina slowly sucked on Katie's.
Gina's tits were smaller than Katie's. Where Katie's were full and heavy, Gina's were smaller, perkier, with light pink, tight little nipples surrounded by a small areola.
Gina pressed forward against Katie, pressing her backward until Katie's legs bumped into the table. Katie got up on her tiptoes, hiking her ass up and sat on the table, and at Gina's direction she lay back on the table, propping her feet up on two chairs.
