My Summer Boss
Copyright© 2009 by VonArmand
Chapter 6: Sleepover
Fantasy Sex Story: Chapter 6: Sleepover - Tom aka 'Thomas Morrison' an 18 year old normal guy....alone and with a bitchy sister as only company and other than his part time summer job in his fathers company he has nothing else to do this summer. Find out about Him, His Boss and some other friends as you read on.........
Caution: This Fantasy Sex Story contains strong sexual content, including Ma/Fa mt/ft Romantic Fiction Incest Sister Light Bond First Safe Sex Oral Sex Petting Sex Toys Voyeurism School
"My, my, this is quite the bind you've put me in ladies." I couldn't believe my mind was functioning as well as it was. Two stunning ... naked ... horny ... women, worming their bodies on top of me in an effort to be the closest to me.
They didn't seem to get it right away, their minds clouded with one singular objective. After a few moments of jostling each other, catching a few elbows and knees myself, Eve managed to shoulder Brook off of me.
"What do you mean, bind?" She asked, grunting and catching Brook's hands as she tried to grab her and throw her off.
"Well, just stop for a second and look at what you're doing." They both paused and looked at each other.
"I don't see a problem here." Brook said, her arms flexing as she kept pushing on Eve. I couldn't win here, if I chose one over the other the guilt would totally ruin the moment.
Eve sighed, "Just choose Tom." Brook looked between us, noting just how this could affect the situation, and leaned down close to my face.
"I tell you what Tommy. I get what I want when I want, within reason, during the next few days and I'll take the hit today and let Eve have her fun. Sound good?"
"What you want, when you want. What does that mean?" I asked warily.
She kissed me again, harder though and touched my face, "Just what it sounds like baby." My eyes wandered to Eve who was still miraculously perched atop my stomach. There was no help there, she was in no mood to think over the ramifications of this little deal, or anything else aside from getting what she wanted as soon as possible.
"O-ok Brook." I stammered. She grinned evilly and gave me a peck on the cheek, before standing up and picking up her clothes.
"Finally!" Eve grinned wolfishly and grabbed my head, kissing me fiercely.
"Easy, easy, Eve calm down!" I cried as she started grabbing me and kissing all over my face.
Brook giggled maniacally as she tossed herself on the couch and turned on the TV, "Have fun Tommy boy. If you survive I'll tell you what I want first."
"Shh Brook. And keep it down." Eve smirked, getting her feet under her and grabbing my arm. "C'mon you lump, we're going to my room." Before I could even get up she was practically dragging me towards her room by the arm. She actually managed to pull me to her door before I stood up.
"OK, Jesus, you're gonna rip my arm off!" I cried as she jerked my arm one final time, making me stumble a few feet into her room.
"If it gets you into my bed faster, so be it. Sit down." She giggled. She stopped at the door to close it behind her, watching me walk naked, to her bed. I blushed and sat on the edge of her bed, looking back at her.
She strutted up to me and took my cheeks in her hands, "Mmm that's a good boy, now you're all mine." I put my hands on her waist and rocked her hips back and forth.
"Jealous much, Eveline?" I smirked.
She narrowed her eyes but smiled impishly at me, "Is it that obvious?" I chuckled and nodded, pulling her into my lap.
"Well can you blame me for wanting you all to myself?" she asked innocently.
"Never." I smiled, kissing her neck and cheek, "Now, what can I do for the boss lady?"
She closed her eyes and smiled with a sigh, "I love it when you call me that." She kissed me hard and shifted herself so she was straddling my waist, my stiff, upturned cock, pinned between us. I put my arms around her waist and fell back pulling her up my body a little so her small breasts were in my face. I cupped them in my hands and gently rolled my thumbs over her hard little nipples. I looked back to her face and found her eyes closed once more, a pleased smile dominating her visage.
I gripped her right breast closer to the base and squeezed, swelling it out. I sucked her nipple into my mouth and swirled my tongue over the sensitive piece of flesh. She sighed and moved her hips over my cock, rolling it between our bodies. Her skin was so soft against me, that I couldn't understand how I survived a day without touching her. I released the breast I was holding and grazed my fingers along her back, following her spine to her tight bottom. I squeezed the cheek that 'belonged' to Brook and failed to restrain the smile that spread my lips as she moaned. Four of my fingers held the bottom of her cheek and I pushed my thumb down and towards them.
"Too bad you've been a good girl." I whispered in her ear.
"Ohh, t-too bad..." she stammered as I switched my attention to her other nipple. The hand I had on her ass roamed down her crack to tease the very bottom of her slit. She bit her lip hard and gave me a desperate, pleading look. Maintaining eye contact with me, she lifted her hips off me and reached under her, grabbing my shaft and guiding it towards her blazing opening.
I cringed as the head of my cock slowly sank into her hot, wet, cunt. As she let her hips down, more and more of my cock disappeared into her, moans escaping from both our throats.
"Oh god Eve, you feel so good." I groaned with a sigh as she settled her hips, my cock completely buried in her boiling confines.
She giggled quietly, "Mm so do you Tommy, you always ... f-fiuuhhh!" she cried out as I put both hands on her ass and pushed myself up into her. From there, coherent words and sentences became very difficult to make. She pushed her hips back, cramming my dick as far as it could go inside of her, sitting still for a moment, reveling in the feeling of the throbbing bar of flesh and blood inside her.
Her breasts were now just out of reach, a tantalizing prize if I could only bend my body in an impossible way. But I was far from lacking in something to play with. She had propped herself up on her elbows and was looking away from me with her lips parted in an inadvertently seductive look. Instead of holding her firm ass with both hands, I put one arm over the curve of her lower back and held her down like that while I pushed up into her. With my other hand I gently took her chin in my hand and turned her head so I could kiss her. She smiled and giggled into my mouth, swirling her hips in a ridiculously sensual movement.
I pumped my hips against her a few more times, to her unintelligible encouragement. And after a few moments she wrapped her arms around my head and held it tightly to her sternum.
"Tom! Aaahhh don't ... uhn ... please ... I'm!" she moaned loudly, her body stiffening as her cunt contracted around my cock. She squeezed my head hard against her and cried out as she had what must have been a powerful orgasm. I could feel her juices trickling down my shaft onto my crotch and legs. I grinned and pumped my dick into her harder and faster, prolonging her orgasm. The tone of the noises coming out of her changed in pitch, from low to high, until she was almost screaming. I was so into it I didn't even notice that familiar welling up sensation and barely registered the immense release. Eve squeaked in the middle of a dying scream as she was suddenly and unexpectedly filled with a large amount on hot cum.
I deflated under her as her head dropped down onto my chest with a thud, my cock still pumping inside of her gently twitching pussy. After a minute or two she patted my shoulder and picked her head up, a massive grin on her face.
"How ... jeez ... how did you know how to do that? I didn't tell you did I?" she gasped. A wave of warm self-satisfaction washed over me and I put on my best nonchalant look.
"Oh, you know, it just sorta ... came, to me." I winked at her and she burst out laughing.
After calming down she gave me a long hard kiss on the lips and rolled off of me. "You're so cute."
"You know you guys keep saying that, and I'm starting to wonder whether it's actually a good thing, or a bad thing." I said suspiciously, turning my head to look at her as she lay next to me.
"Haha, I ... we, we're just proud of what we turned you into. From tall, awkward, and suppressed to ... to, my tall awkward stud."
"Hey!" I lightly backhanded her in the stomach and rolled on top of her, getting on my hands and knees. She bit her lips and gazed up at me with an excited look in her brilliant blue eyes.
"I ... am ... not ... awkward." I stated softly, punctuating each word with a tender kiss on the lips.
She giggled girlishly and pulled me down on top of her, "Yes you are." I gaped at her in mock shock, "And I wouldn't have you any other way." My face burned which just made her laugh harder. "And you still can't take a compliment from me without doing that."
"I cant help it." I said sheepishly.
"Awwww." That did not help the color of my face one bit. I sat up and looked away, trying to will the red from my cheeks. I could tell she wanted to say it again but thankfully restrained herself. I composed myself after a few moments and looked back down at her. She was still lying back on the bed, her arms folded just under her breasts, looking back at me with a little smirk on her lips.
"Oh! I have an idea." I said, grinning down at her. She raised a delicate eyebrow in question and propped herself up on her elbows eagerly. I reached out my hand for her to take and pulled her up into a sitting position, leaning in close. "What do you say to giving the beast one last hurrah?" I whispered in a conspiratorial tone, my eyes alight.
Now it was her turn to change colors, she blushed hard and averted her eyes. "O-okay."
I smiled and turned her head again so I could kiss her, "You don't have to if you don't want to."
She kissed me back harder and grinned, "No, I want to. Lemme go get it." She hopped off the bed and scampered into the bathroom. She reappeared a moment later, throwing the little white vibrator at me. I snatched it out of the air without even realizing it, my old baseball reflexes kicking in. But it was merely a distraction, because the next thing I knew she tossed her naked body at me, driving me back onto the bed.
"Mmm, so what are you gonna do with me Tommy?" She purred, clambering atop my waist once more. I looked at the small device in my hands and turned it on, smiling as it buzzed to life between my fingers. For a moment my mind filled with where it had been, my heart rate picking up a notch.
"Well, I was wondering what this might do to you." I palmed the buzzing machine and held it to the center of her right breast.
"O-ohh." She looked down at my hand, concealing the vibrator between my hand and the supple flesh of her breast. "Ohh that feels good."
"Not weird?" I asked curiously.
"We-whell, kinda. But it still feels good." She looked me in the eye and smiled, amused by my curiosity. I switched to her other breast, this time running it directly around her nipple. She squeaked and giggled when I did that, pushing my hand in adjustment.
"Better?"
"Mmhmm." She closed her eyes with a little sigh. I kept that up for a couple minutes before taking it away from her skin. I had to hold back a chuckle as her hand jerked, inadvertently trying to stop my hand's retreat.
"Aww, now who's cute?" I teased. She blushed again and then gasped as she felt the vibrator's touch on the sensitive area just above her clit. I slowly touched the tip to her skin and moved it in long slow circles around the little nub.
"No explanation needed here I see." I quipped happily. She looked down at me with eyes that could barely focus; before she squeezed them shut again as I drew the tip slowly over her clit. She was straddling my waist on her knees and they began squeezing me spasmodically, the rest of her body tensing along with them.
After a few long minutes she scrunched up her face and gritted her teeth, a strained noise filtering through her clenched jaw. A little more moisture seeped onto my skin from her glistening slit.
"Do all girls react like this to one of these things?" I asked, turning it off and lightly running my fingertips over her outer area. They came away wet and I rubbed my fingers together.
She sat there for a moment, looking up at the ceiling and panting, before responding, "I don't know, probably." She let herself fall to the side and lay on her back with a sigh.
"Tired?"
"God yes! I'm not a teenager anymore."
"Eve, I swear to god if you keep calling yourself old..."
She picked her head up and smirked at me, "You'll what?" I grinned evilly and raised my hand, spreading my fingers wide apart.
"Oh I see. Well maybe I want to save that for another time." She giggled before yawning unexpectedly.
"Aww, want to close your eyes for a bit?" She nodded and yawned again as I leaned over and kissed her tenderly on the lips. I rolled off the bed and shut off the lights before stepping out into the main room, closing the door behind me. The TV was on and I could see the back of Brook's head over the back of the couch. I tiptoed into the room and quietly pulled on my clothes.
"Took your sweet time Tommy." Her voice made me look back up at the couch. She was resting her chin on her folded arms and looking at me over the back of the couch.
Smiling I said, "So what would you know about how long this stuff takes?" She blushed and gave me a dirty look. I came around the side of the couch and sat down next to her.
"So." I started, kissing her cheek, "You mentioned telling me about wanting something if I survived? Well, I survived."
She giggled sadistically and tented her fingers, eyeing me with her beautiful grey eyes, "Keep your pants on Thomas, you'll find out what I want eventually."
"Evil! Evil girl you are!" I gasped in mock horror.
She lifted her chin and smirked, "Maybe, but at least I know what I want and I know you're gonna give it to me."
"Oh you think so?" I replied, jabbing her in the ribs with a finger. Though, one thing she said nagged at my mind. I know she wasn't being serious and she was talking about something completely unrelated, but did I ... did I actually know what I wanted? In any case, that was a question to be answered another time...
"I know so, baby." She purred, pushing me over and positioning herself on top of me. She kissed me passionately, barely able to restrain the huge smile pulling at her lips.
She pulled away for a second, allowing me to suck in a much needed lungful of air; "This is your idea of eventually?"
"Mmm, no, this isn't what I meant." She sat up and waved her hand in the air thoughtfully, "Merely a ... side dish."
"Oh, now you're comparing me to food?"
"Maybe." She squeaked in an incredibly girly tone.
"Adorable." I smiled, sitting back up and kissing her again. "Whatcha watching?" There were just commercials on right now.
"Scrubs." She looked at me sidelong, another smirk on her lips.
I grinned broadly, putting my arm around her and pulling her close, "I knew I loved you for a reason." She turned bright red and her lips parted in something akin to surprise. I didn't realize why. After a second or two, I could have sworn tears began to well up in her eyes.
"Are you all right?" Concern prevalent in my voice.
She sniffed, wiping her eyes on the back of her hand. "Yeah, yeah, I'm fine." She sighed contentedly and wiggled as close to me as possible. I smiled to myself, totally pleased with this situation. We stayed like that for a long time it seemed, until I heard Eve's bedroom door open and close.
"Make me jealous why don't you?" Eve said, sounding like she was yawning again.
"Says the one who fucked him." Brook snickered. Eve sagged into her chair and shrugged. She had put on a light blue halter top and a pair of small shorts.
"Your idea."
"Ladies, be nice." I said, before anything else could happen. I winced as Brook pinched my thigh, hard.
"Ow, what?" I asked. She gave me a hard look, but said nothing.
"She wants to leave, I think." Eve said, smiling tightly.
"Do you?" I asked, looking down at her. Brook nodded almost imperceptibly. I sighed, "I guess so." I stood up, Brook doing the same. "So I'll see you bright and early tomorrow morning boss lady?" I knew that would get a real smile out of Eve.
She chuckled and gave me what I wanted, a heartfelt smile. "Right you are boy toy, right you are." She stood up as well, giving me a tight hug and a kiss. I grinned and followed Brook to the door. She seemed to be in a rush to leave. She hurried out into the hall while I threw a pained smile back at Eve as I closed the door. I was confused to see a knowing smirk on her face.
I caught up to Brook at the stairs and took her elbow, turning her so I could see her face.
"Are you gonna tell me what's wrong?"
I was actually startled to get a full fledged, toothy white smile right in the face. She laughed and took my arm, pulling me close. "All part of my little scheme Tomsky."
"Couldn't you have been ... I dunno, more polite about it?" I asked weakly. I really didn't want to throw off her mood but I wanted to make sure there wasn't any bad blood between the two.
She giggled, walking me arm in arm to my car. "I told her about wanting to do this, don't worry about it."
"You did?"
"Mhm." We got into my car and I turned to look at her.
"So you just want to go home?"
"For now." She cooed. As I drove her home I couldn't help but notice the furtive glances she cast my way. When I pulled up in front of her house, I put it in park but kept the engine running, expecting her to just get out, (yeah I hadn't gotten the whole romantic kiss goodnight thing down yet).
Instead, she grinned and reached over, turning off the car and taking the key. I made a halfhearted grab for it, which she easily avoided, tucking it into her jeans pocket. Even if I wanted to, I couldn't have gotten it out of there.
"So, I'm going in with you then?" I'd been into her house, oh maybe two times, and seen her family all of never.
"Yes ... you are." She said smugly, she loved when I didn't have a choice in things like this. We got out of the car and made our way to the front door. I hesitated as she held the door open for me.
"Aww come on big boy, you're not scared are you?"
"N-no." Fuck! Her grin threatened to split her face in twain. She took my hand and pulled me inside. I could hear her family throughout the house. Her parents in the kitchen and her brother blasting music upstairs. Still leading me by the hand, we passed the kitchen not stopping, and heading for the stairs.
"Brook? Sweetie, is that you?" Her mother called, poking her head around the kitchen entrance frame.
"Yeah mom! Hi mom! This is Tom! Bye mom!" Brook responded at light speed, not stopping for a second as she dragged me upstairs. I only got in a partial wave before we were out of sight. Up in the hall we didn't slow down either, her brother's music was much louder up here, maybe why she didn't like hanging around at home a lot. We busted through her door and she nearly threw me across her room and onto her bed.
I lay on her bed panting, confused, and more than a little startled as she carefully closed the door and leaned back against it, composing herself. She ran her fingers through her hair, pulling it back behind her head, a band thing magically appearing in her hand as she deftly did it up into a ponytail. Brook took a deep breath and closed her eyes. She had cut her dark brown hair recently, shortening it by a few good inches.
"Sorry about that Tom. I ... I um, got a little carried away."
"No problem. So uh what are we doing here again?"
She looked at me sitting on her bed and bit her lip hard, bending her knees and squeezing her legs together. I couldn't understand what was wrong with her, what was going on with her today.
"This isn't fair." She growled to herself, bringing her eyes back to me, "I uh, I'll be right back." With that she opened the door, scooting out and down the hall. I heard another door open and close; I assumed it was the bathroom door. Nothing had changed in her room since that last time I was here. Big walk in closet filled with trendy clothes and the like, desk with computer, big bed, and bookshelves loaded with romance novels, a big mirror on her bureau that had all her make-up and other beauty products on it, posters on the walls featuring her favorite movies and half naked, Abercrombie-esque guys.
I got up off her bed and walked over to her closet, a maroon and silver something had caught my attention. Walking into it I plucked her old cheerleader's uniform from between some other random outfits. Not for the first time I realized just what a lucky son of a bitch I was, how many guys had fantasies about getting the cheerleader, and I got the captain! I put it back and walked back into her room proper.
"Who are you?" I would be lying if I said her little brother didn't scare the shit out of me. He was a full blown Goth, a dying breed to be sure, but still. Pale skin, eye liner, all black clothing, chains, black hair, the works. He was a freshman at my old high school, or more accurately he would be when school started up again.
"I'm Tom. You're Ben right?" I asked, standing up straight, I towered over the kid.
"Oh yeah, she talks about you a lot." He rasped. His voice was similar to somebody who's been smoking for years. And I guessed 'she', was Brook.
"Only good things I hope." I joked. He just rolled is eyes and grunted, turning and walking back to his room.
"Creepy little bastard." I muttered under my breath.
"What were you doing in my room freak?" I heard from the hallway. There wasn't any answer so I assumed he just ignored Brook. She walked back in and nearly ran into me as she wasn't paying close attention, looking very distracted.
"And where did you go?" I asked curiously. To my surprise she turned bright red and scurried into her closet.
I leaned against the frame as she pulled out a backpack and started stuffing another set of clothes into it. "Oh, what did you do then? You don't blush like that for any old thing."
"None of your business Thomas." She replied uncomfortably. It was then that it finally sank in that she was packing clothes.
"What are you doing?" She slid past me and pulled out some undergarments from her bureau.
"Did you think this was the last stop?" she asked, a sneaky little smile making me nervous.
"Where then?"
She was grinning now, "Why, your house of course."
"M-my house?" I stammered.
"Yes, it's what I want."
Inside I was thrilled, but I forced that expression from my face, "We have work in the morning remember?"
"Don't worry, I wont keep you up too late." She purred, shouldering her backpack and taking my hand again. She led me back down the hall and downstairs.
Both her parents were near the bottom of the stairs as she pulled me towards the door.
"Staying at Tom's." Brook stated in a voice that one would be hard pressed to challenge. That didn't stop Mrs. Landry from trying though.
"You have work in the morning."
"We work at the same place and he drives me anyways mom."
"Just don't break his arm sweetheart." Mr. Landry chuckled as Brook yanked me through the door and across the lawn to my car. We stopped next to my car and she turned me so my back was up against it.
"Are my parents watching?" I scanned the windows but couldn't see anybody and I assumed that they had moved back into the kitchen, further into the house.
"No." I said, looking back into her eyes. Even in the weak light from the street lamps they sparkled with mischief.
"In that case," she leaned in to kiss me lightly on the lips, "you should get your keys."
It went over my head for a moment, "But they're..." I trailed off, letting my finger point at her pocket.
Her teeth flashed in the dark, "Yes. Come on and get 'em, I want you to take me home with you."
I couldn't help but laugh, "Fine, come here." I put my arm around her and pulled her close to me. She was wearing those typical tight jeans and I had to flatten my hand against her hip, and I still had to force it into her pocket.
She was giggling hysterically as she watched me try to get my keys out of her pants. I managed to get most of my hand into her pocket and I could barely feel the hard edge of a key with the tips of my fingers, but just couldn't get any farther.
"C'mon Tom, get in there, you can do it." She breathed, kissing my face and moving her hips.
"Ehr, you're not ... mmff, not helping Brook." I grunted.
"I know." She managed to squeak in between fits of giggles and bouts of kissing my face. I almost managed to pin a key against the side of her pocket but it got away.
"Alright that's it!" I pulled my hand out and spun her around, pulling her back against me. I wrapped my other arm around her middle and shoved my hand back into her pocket. She loved this, and just to make it more difficult she started pushing her ass back against my crotch, rubbing against me. The close contact combined with what she was doing to me, was starting to affect me in a way I was hoping to avoid. However, due to this new position I was able to get my hand deeper into her pocket and managed to pull my keys out with little more effort.
"HA!" I declared triumphantly, brandishing them in the air. Brook sagged back against me and made a loud disappointed noise. I chuckled, the thrill of victory making my blood pump faster, however minor it may be. I put both arms around her middle and gently squeezed her, leaning in and kissing her cheek.
"Aw, smile. So what do we do when we get to my house?" That cheered her up right quick.
"You'll see." She said with a sly smile, getting into the passenger seat. I shook my head and got behind the wheel. We spent the short ride in comfortable silence. Walking inside was interesting but not too bad, my parents had the same concern as Brook's. I gave them the same excuse she did and moved on, leading Brook upstairs to my room. There was an open room at the top of the landing that we used as something like a reading area, and my younger brother Dan was curled up in an overstuffed chair, tapping away on his PSP.
"Hey dude. Kel in her room?" My brother and I had a good relationship, treating each other like best friends rather than siblings.
"Yeah, but she's being a bitch; I think you pissed her off again. Mentioned something about seeing you at the mall with some whore." He said all this without looking up, his entire attention focused on the little screen. I looked at Brook with a shocked and appalled expression. She looked pissed for a second before she smiled broadly.
"I hope those are her words." She said smoothly. Dan actually jumped at the sound of her voice, looking up so fast I was surprised he didn't break his neck.
He looked from Brook to me, then back to Brook before responding, "Y-yeah, that's um, that's what she said ... whoa." Brook was struggling to hold back an even bigger smile as she watched my brother turn red at her attention.
"Do all men in this family react like that in the presence of attractive women?" She giggled girlishly, making my brother turn a darker shade of red. I could feel my own cheeks burning at this. She looked between the two of us and broke into higher pitched giggles.
"Alright that's it! That's it, let's go!" I said, smacking at her supple rear to get her moving.
"Hey!" she squealed, taking off down the hall towards my room, trying to escape my reach. Of course, never having been in my house before she didn't know where to go. All the doors were closed so there was no indication of which was mine. She stopped at the end and looked at all three doors, doing a little dance of frustration as I sauntered down the hall, cornering her. I looked at my hand, moving my fingers around.
"You know, I haven't used this yet. It's actually starting to ache." I said, giving her an evil smile. Her eyes went wide and she made a decision on which door to choose. Unfortunately, it was the wrong one. She turned and pushed into Kelly's room. I quickly followed after her; I probably shouldn't have taken my little act that far, now my sister would never leave us alone.
"What the fuck!" I heard Kelly yell. As I came into the room behind Brook, I could just see Kelly in her bed, pulling her sheets higher up her body. To my surprise and horror, there was way too much skin displayed and as she brought her hand up to give me the finger, I could see it was slick with something. My mind immediately envisioned the worst scenario.
"Are you gonna just stand there or are you getting the fuck out?" she growled. I grabbed Brook's hand and tugged her back, she seemed rooted to where she stood, a shocked expression on her face. I gave her a little push out the door and turned back to my sister.
"Tsk, tsk, Kelly what have you been up to?"
"None of your fucking business!"
"Well in that case I won't give you your present early then."
That changed her expression completely, "Present?"
"Yes. Something you might actually enjoy," I couldn't hold back a chuckle, "and it looks like you might have wanted it before we busted in on you."
She frowned, anger flaring up again, "Just give it to me, and I'll leave you two alone tonight."
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