Shopping With “Auntie” Liv

Shopping With "Auntie Liv"

Story by: B.C. Kingston
Artwork by: B.C. Kingston

All characters are at least 18 years of age.


I love my Aunt Liv but still fussed when she dragged me clothes shopping. Heck, Liv wasn't technically even family but has been close friends with our mom for so long, that we all called her "Auntie" anyway. But really, what high school senior wants to wander around the mall with an older woman holding her purse while she picks out boring outfits and asks for opinions on every little detail? Of course, I should've known better. Aunt Liv is never boring, even when shopping for clothes.

First we grabbed a bite to eat at the food court and caught up on our lives. She was still perpetually single because she couldn’t find the right man. I was still perpetually a loner who should "get out more."

After she was done teasing me about my social life, she dragged me over to Macy's. "I've lost five pounds and think I might finally be able to pull off this number I've been eyeing for summer at the beach. What do you think?" She held up a flimsy green piece of fabric that looked like it had been clawed by some wild animal.

"That's a swimsuit?" I asked, incredulous.

"Yes silly! What? You don't think it'll look good on me?"

"Uh, well I didn't say that..."

"Good! Let's go try it on."

"You want me to go with you?" I gulped.

"Well I'm certainly not prancing around all of Macy's half naked," she frowned. "Just come sit in the changing area. I'll put this on and then open the door so you can tell me if my ass looks fat in it." She laughed. Aunt Liv was a voluptuous woman with curves everywhere. Her ample bosom and her 'fat ass' where assets she was keenly aware of and used regularly to get her way.

"Ok fine," I grumbled.

A few minutes later I heard her call my name over the partition. "Maybe you should come in here instead..."

The door opened with her standing behind it so I couldn't see her. A bit wary, I loped over to the doorway pondering some wisecrack to have at the ready when she asked me how she looked. Of course, when she shut the door, my mind went blank. It wasn't a swimsuit, but more like careful bits of dark green ribbon stretched over her tits and down her crotch. Though technically a one-piece, it exposed all of her creamy belly. It rode high on her waist, showing all of her thighs. As she turned, I could see the entirety of her round butt cheeks with only a dark green strip going down between. The fabric was so taut and thin on top that I could fully make out the shape of her areolas and nipples underneath.

"Well? What do you think?" She asked, pointing for me to sit on the bench as she closed the door. My mouth was still agape.

"That's uh... pretty sexy," I started, "but don't you think it's..." I trailed a bit, pondering the right words to use so as not to upset her. "That it's a bit inappropriate for a woman your age?"

"Inappropriate?" she laughed, her bemused eyes settling on my crotch. "Is that because seeing me in this is making you hard?"

Of course I was hard. There was a beautiful, shapely woman strutting around before me. If she were any closer, it would've been a lap dance. Still, I sat up a bit and tried to play coy."

"I don't know what you're talking about."

"What I'm talking about is the giant tent that was suddenly pitched in your shorts the moment you saw me in this," she said, arching her back and jiggling her breasts in a playful fashion.

I resigned. "Well… That's what you were going for wasn't it?"

She smiled, quite satisfied with herself. Aunt Liv knew more about teasing and seduction than I could ever hope to learn. Her entire life was a trail littered with the broken hearts of men. I found myself suddenly quite jealous of whichever gentleman she was going to wear it for.

"It's okay hun. You're right though. I love it when I have that effect on a man," she paused in contemplation. "You know, you're quite the grownup yourself nowadays aren't you? Heading off to college soon... It's high time I stopped treating you like the little boy from years ago, wouldn't you say?"

"What do you mean?" I think I knew what she meant. I hoped so anyway, but had to ask to be sure.

She smiled at me. "What I mean is..." Her voice trailed as she moved in close, her thighs brushing up against mine. She squatted down in front of me, pressing her breasts up against my leg as she ran her hand over my pants.

"...that you should let me show you how indecent your Aunt Liv can be!"

I was very turned on by Liv's ministrations but also in a full panic nearly crawling up the wall looking for a way to back out of this situation gracefully. I felt so conflicted and confused.

She moved her hand up my pants until she was rubbing my crotch. With her other hand she brought a single finger to her lips and looked me in the eye.

"Shhhh....It’s ok hun. Just a little rub and tug from your dear Aunt Liv,” she said with a wink. “Now let's see what we have here.”

It felt so wrong, but I knew I wasn’t going to do anything to stop her. She didn’t seem the least bit apprehensive or even nervous, like she’d been planning this moment all along. I watched as she unbuttoned my pants and unzipped my fly.

“My my… I do believe we have a winner!” was Liv’s commentary as she fished out my manhood. Without any additional pretense, she immediately began stroking me.

“Very nice mister,” she whispered with a grin as she methodically jerked me. “With this monster and a few tricks from your dear Aunt Liv, I don’t see why you couldn’t make any young lass very happy…”

I started to moan. It was embarrassing, but I knew I wouldn’t last long.

“Shhh!” she admonished me, taking her hand away.

“Here,” she said while standing up. “Let’s do this so we don’t make too much of a mess.”

I watched as she pulled down the left strap of the swimsuit and then the right. She carefully fed her arms out of the loops and pulled the whole thing down allowing her breasts to billow forward.

“Take your shirt off” she whispered as she leaned over, breasts dangling in my face, and tugged my pants the rest of the way down.

I did as she asked and she quickly resumed her position kneeling beside me, stroking me.

“It’s okay hun if you want to cum right away,” she said as she rubbed my dick against her breasts. “Would you like to cum on Auntie Liv’s tits?”

I did my best to stifle another moan.

“Oh you would wouldn’t you?” she continued in an excited whisper. “Cum on my tits. Shoot your seed all over my chest!”

My grip on the chair became vice-like. I bit down trying to hold my tongue as my cock began throbbing in Aunt Liv’s hand. Semen spat all over her chest in two airborne volleys while the rest eventually dribbled down her hand. She continued stroking as I squirmed.

“There’s a good boy. Look at all your hot messy cum!” she said as she smeared my ejaculate over her breasts with my dick. She continued pulling on me until the last bits of my seed were spent.

Consumed by my orgasm, I flopped back against the chair. Liv held onto me with her cum-covered hand as she looked around, presumably for something to wipe up with. With her free hand, she dragged over her purse and reached in to fetch a packet of tissues. A few moments later she had made a cursory effort to wipe her hands and her breasts.

“And one little taste for me,” she said, sticking a wet finger in her mouth. I was still in shock. It all felt surreal.

“Mmmm… I might have to come back for seconds,” she said with a wink before she resumed cleaning me up. I watched as she methodically wiped me down. Soiled tissues were piling up in the tiny waste basket in the corner. When she was done, I was damp but otherwise clean. She tossed my shirt at me.

“Come on,” she urged in a hushed tone, “Quickly now.”

I complied and got dressed as quickly as I could in the cramped space while eyeing Liv as she peeled off the rest of the bathing suit. She had a neatly trimmed patch of dark hair above her pussy. She must’ve caught me staring as she ran her fingers through it playfully.

“Maybe some other time sugar. Now hurry up!”

I watched as Liv donned her panties and the rest of her more modest outfit. She then carefully inspected the swimsuit before hanging back on the hanger.

“You’re not going to buy it?”

“Are you kidding?” she snorted in an exaggerated tone. “It’s WAAaaay too inappropriate for a woman my age to wear in public.”

She winked at me again as she opened the door and shooed me out. “Besides, it’s already served its purpose.”

Liv quickly hung the swimsuit on the rejects rack and we snuck out of the dressing rooms like a couple teenagers playing hooky. As we walked back out to the mall, I struggled trying to find a way to talk about what had just happened.

“Liv…?” I started.

She shushed me. “I bet you’ve got a thousand questions, but don’t worry honey. Some things just are what they are. But remember, a gentleman never tells on his lady-friends, especially if he wants to see them again… in that way. Understand?”

I nodded my head, somewhat meekly.

“Good. Now I bet you’re famished. Let’s get you an Orange Julius, mmm?”

From that point forward, we resumed our normal conversation as best as I could manage it. For her part Liv seemed utterly unfazed by the new dimension to our relationship. In fact, she seemed rather pleased to have me more tightly wrapped around her finger. She had always been flirtatious with her body language, but now I knew she was aiming it at me.

As the years went by, I had a number of other special visits from “Auntie” Liv. I never knew if there would be any opportunity for physical contact when she was around, but she always flirted with me mercilessly. When we did get some private time together, she taught me a lot. She took my virginity. She showed me what expert blowjobs feel like. She showed me the do’s and don’ts of good anal sex. She stirred a passion for exhibitionism and risk-taking. Most importantly, she gave me the confidence I needed to break out of my shell and meet other women on my own. For that I’ll alway be grateful. Still, my fondest memory of it all was the hand-job in the Macy’s dressing room. When I exited that little box, I stepped into a new world brimming with new possibilities. That’s a feeling I’ll always cherish.

In The Tutelage Of Ms. Kline

In The Tutelage Of Ms. Kline

Story by: B.C. Kingston
Artwork by: B.C. Kingston

Part 1

The first time Kevin saw Ms. Kline was when she walked up to his parents after church and introduced herself. She was dressed more appropriately for a cocktail party than a Sunday sermon. All legs and black nylons, Ms. Kline wore a matching black skirt that went just barely past her knees. Her black flats seemed conservative enough, but the dark bustier visible through her sheer blouse brought the whole ensemble into question again. The giant wide brimmed hat was very churchy. The tight hair bun and deep red lipstick was more ‘Addicted to Love’ than ‘Praise Jesus’.

Kevin guessed she was in her late forties, maybe even early fifties. She was so lean and well put together, it was hard to tell. Whatever the contradictions of her dress, she easily projected an air of importance.

Kevin’s parents ate it up, almost bowing when she introduced herself. The pleasantries she exchanged were mild enough. She was matronly, knowledgeable and commanding. Eventually, the conversation turned to him. He groaned when his mother brought up the 'dilemma' of his unemployment. Certainly, Ms. Kline would have a cornucopia of opportunities perched at the tip of her lips.

“Why don’t you have him come work for me?”

“Oh no, we couldn’t. We don’t want to put you out,” his mother protested.

“Oh think nothing of it! I recently had to let some help go and I’m in need of a strong man to help out with some physical labor around the house. I’ll warn you though, I have very exacting standards for anyone who works for me. Your son would be treated no differently.”

His mother’s eyes lit up. He was doomed. “Oh that sounds just like what our Kevin needs!”

Monday morning came and his mother was sure to get him out of bed early. He protested of course, but she would not be denied. After all, Ms. Kline was a lady of importance and it would reflect poorly if he didn’t meet his obligations on time. He was ushered impatiently out the door to make his odyssey up towards the hillside estate of Ms. Kline.

He arrived at the gate and pressed the button.

“Kevin?” came the sharp, business-like voice of Ms. Kline.

“Yes ma’am,” he replied promptly.

“You’re on time. Come up to the house, let yourself in, climb the stairs, and enter the doorway directly across to your left. Understand?

“Yes ma’am,” he replied again.

“Good.” [click]

The gate clanked and rolled laboriously aside. Kevin huffed an exasperated breath and began his journey up to the house. He did as instructed; entered the mansion, ascended the stairs, and made his way to the doorway on the left.

Inside, Kevin found Ms. Kline, sitting on the bed dressed like she was preparing to go out for the night rather than oversee garden labor. She wore high heels and a mini skirt with a laced up bodice that accentuated her long, taut curves.

"Kevin. Thank you for coming. Please," she gestured to the couch across from the bed. "Sit."

She sounded polite enough, but he dared not disobey. He quickly made his way over, slipping past her crossed legs to sit upright on the couch.

"It's okay," she smiled, crossing her legs in front of him again. "You can relax."

Kevin tried his best, leaning back on the couch. It was deeper than he anticipated. He felt rather prone before her.

"I know your parents sent you here so I could work you on the property and perhaps... teach you some manners," she chuckled, leaning back a bit while slowly sliding her legs together. "...but I must admit I have my own reasons for summoning you." She arched her back, stretching the laces of the bodice that was attempting to contain her ample bosom.

She paused, her eyes appraising him and gauging his reaction. Consciously, he felt violated but physically his body was responding to her subtle, sensual movements. She smiled as they both witnessed the growing bulge in his pants. He was mortified, wanting to cover himself with his hands but knowing he would look even more foolish in doing so.

She addressed it directly. “Don’t be ashamed about that,” she said, eyeing his crotch. “That’s exactly the reaction I was hoping for.”

Kevin watched her intently as her eyes strayed up from his crotch slowly to make contact with his. “Take your shirt off.”

“Whhaaa…?” he stuttered.

“Take it off,” she commanded. “Now please.”

Kevin wasn’t sure what the hell he was getting into, but he immediately complied. He sat there, shirtless with a bulging crotch and watched as Ms. Kline leaned up onto her left arm and began pulling the laces free of her bodice.

“I see that I arouse you. That’s good. I have fabulous tits. You’d love to see them, yes?”

Kevin nodded, dumbly.

“Mmmm, good,” she murmured as she pulled a flap free, exposing her firm, shapely right breast. She switched arms and similarly freed her left breast. Ms. Kline then leaned forward and cupped them both before rubbing each nipple between her thumb and forefinger.

“Fabulous indeed, yes?”

Kevin in total awe and consternation at the scene unfolding before him, again nodded dumbly.

“Yes, ma’am.” she corrected.

“Y… yes, uh… Yes ma’am!”

“Good.” She made a show of rubbing her long legs together before kicking off each of her high heels. She then slid off the bed and onto her knees before him. Her hands quickly ran up his legs, sending a shiver up his spine and reverberating goose pimples along his flesh.

"You see, I was hoping to use you for quite a different purpose." Her hand moved abruptly to rubbing his crotch. “I think you have some… assets, and some potential that I could shape into a very lucrative summer job for you.”

Her touch was electric. Kevin felt himself immediately go from mostly erect to the hardest he’s ever been.

“You’re interested in learning how you can easily earn lots of money this summer, yes? Say, enough to pay for college?”

Kevin stuttered again. He was excited and petrified at the same time. He knew he wanted to say yes to her but was deathly afraid of what she had in mind.

“Yes ma’am,” he replied.

"Mmmm... I see we have an understanding. Good. First things first. Let’s get these pants off."

She leaned back and waited for him to comply. She offered no assistance. Kevin stood up and quickly fumbled his jeans and boxers down before returning to his prone position on the couch. His manhood flopped around like an enraged, frothy bull.

Ms. Kline smiled as she looked it over before quickly taking it up in her right hand. “Ah, this will do nicely.”

Kevin tried to contain his squirming as she listed off a litany analytical terms regarding his phallus.

“Good length. Nice and thick. Very hard - always good. Ample lubrication. Not monstrous, which is good. That leaves anal as an option.” She squeezed it rather hard before loosening her grip and jerking it forcefully several times.

“You have a lovely cock Kevin. I’m impressed. So, let's give you a little audition so I know how much work I'll have to do to prepare you for my clients."

“Clients, ma’am?” Kevin asked, momentarily pulling himself from his blissful stupor.

Ms. Kline continued to manhandle him, applying various pressures and tugging him in all directions. “Indeed. A person of your talents, if properly trained, can be a very valuable asset in certain… important negotiations. If things went well, I would reward you handsomely for assisting me.”

Kevin tried to imagine what scenarios she could be talking about. It was exciting and terrifying at the same time. She began jerking him furiously almost daring him to cum. He wanted to resist, but his body was entirely enthralled by her possessive touch. His hips bucked as his penis convulsed, spitting his seed lazily over her still pumping fist.

“Mmmm….” he murmured quiety, trying to stifle an outright moan.

She smiled knowingly, as if the outcome had been inevitable. "Aww baby... Did I excite you too much? I wasn’t certain, but this really is your first time isn't it?”

Kevin nodded meekly before remembering to add a faint, “Yes ma’am.”

Ms. Kline reached behind a couch pillow and produced a towel which was apparently staged for just such an occasion. She made a hasty effort of wiping him down; just enough to sop up the biggest globules before tossing it aside. The last little bit on her fingers went nonchalantly into her mouth as if it was a rivulet of chocolate. Once she had licked them clean, her wet fingers quickly wrapped around his girth again and began stroking.

“Don't worry. We can work on that, but first I need you to stay hard for me for a little bit longer, okay?"

Kevin didn’t think he’d have much trouble complying with this request. He was still as physically excited as he’d ever been.

“Yes, ma’am.”

“Good. Now here,” she said wagging his own cock at him. “Stroke this for me while I finish getting undressed.”

She let go of him, rocked back up off her knees and stood. As she began pulling down the rest of her bodice, she eyed him intently. It was only when her stare turned slightly disapproving that Kevin realized his slip-up and quickly grabbed his penis.

“Good. Show me how you stroke it when you really want to cum.”

Kevin obeyed, gripping himself firmly and quickly pumping the full length of it. He rocked it at the base slightly on each downstroke waving his slick head like a flag; spittles of precum flitting through the air.

Ms. Kline watched him as she reached around her waist and unzipped her skirt.

“Good. Now look me in the eye. Pretend the slick wet embrace of my pussy is the only thing that will release your seed. You need my pussy. You want to cum in it so badly, yes?”

“Yes ma’am” Kevin replied immediately through labored breath.

“Show me. Look at me. Stroke it harder!” she instructed, a hint of anger in her voice.

Kevin did his best to comply as he watched Ms. Kline tug her dress over her hips and drop it to the floor. She stood before him with nothing on but her jewelry and a sheer white thong. Kevin could feel himself getting a little raw as he continued to beat himself under her watchful eye. For her part, Ms. Kline seemed to very much enjoy the sight of him. She swiveled her hips and ran her hands up and down her thighs, across her gusset and tracing up the taut lines of her stomach.

“Good. Keep going,” she said as she began peeling down her thong. “Don’t take your eyes off me.”

As her panties hit the floor, she stepped out of them and stood there, legs slightly apart. She was completely shorn with not a wisp of hair evident anywhere on her lower torso. The mound of her sex was engorged and slightly red. Kevin could just barely make out the sheen of residue seeping from the lips of her crevice.

Ms. Kline bent forward, breasts dangling over him and slowly leaned in by his ear as he continued to abuse himself at a furious pace.

“You’re not going to cum yet, are you?” she whispered.

“No…” Kevin stuttered breathlessly “No, ma’am.”

She continued to loom over him watching him go at it. He could feel her hair brush his chest as she turned to admire his effort.

“Does it hurt?”

“Ah… a little. Yes.”

“Good,” she replied with a bemused chuckle. “Pleasure isn’t as good without the offset of a little pain.”

Kevin felt Ms. Kline’s hands settle onto each of his shoulders. She stepped her legs further apart and moved them in until they were straddling his knees. He felt her hair brushing his shoulders, neck, and back as she moved her head around and wiggled her hips. Her thighs occasionally touched him as she danced, sending jolts of electricity up his legs and to his spine.

“You may stop now.”

Kevin was actually relieved to obey. She reached down and took his hand away.

“How are we doing there?” she inquired, playfully slapping his dick. “Feeling a little sore?”

“A little…” Kevin moaned, half in pain, half in pleasure.

“Good. Maybe you’ll last.” She stood up and moved forward lifting her knees onto the couch and straddling him. With no further fanfare, she grabbed him and fed him inside her. She quickly sat all the way down on him with a contented “Omph.”

She began gently grinding him in a fashion that bent him the wrong way inside her. He moaned again, this time entirely out of discomfort.

“Not what you expected for your first time?” she laughed. “Don’t worry. I’ll take good care of you.”

Ms. Kline went quiet, suddenly focused on her task. The painful grinding continued but she seemed more purposeful in administering it. Kevin felt almost as if she was tuning him like some complex instrument. She would sit for a while, grind one way, and then start riding up and down quickly before going still again. Once he got past the awe of such a lovely woman taking his virginity, he started to realize what she was doing. Ms. Kline was flirting with the limit of his next climax. He didn’t know how but it seemed she knew his body better than he did. There was no way he could have delayed gratification as well on his own. Once he understood the situation, he gave himself over to it and began to relax.

“Good. Now you’re getting it. Eyes on me. Grab my butt.”

Kevin complied, tenderly reaching behind Ms. Kline and placing his hands on her backside.

“I said grab,” she commanded while adjusting his hand to grab more forcefully on her cheek. “Like this.”

Satisfied, Ms. Kline started riding up and down on him again.

“Mmmm…” Kevin moaned. He was getting into it.

More painful grinding pulled him out of his bliss.

“Focus!” Ms. Kline admonished him, “Eyes on me. Remember: it’s always about her pleasure, not yours.”

“O, okay…” Kevin stuttered.

“Yes ma’am!” Ms. Kline commanded.

“Yes ma’am.”

She murmured contentedly at his response and continued to work him. For his part Kevin tried to stay quiet, focused on attending to her with touches and eye contact, while maintaining a detached interest in the skill she was demonstrating by holding him at the precipice of cumming.

As he continued his role, he could sense that Ms. Kline was getting closer to orgasm herself. She became more vocal with sighs, grunts, and suppressed moans. Her riding him became palpably more urgent. There was less grinding and more humping. His suspicions were soon confirmed.

“Mmmm… you’re doing very good,” she moaned pulling up so that only the tip of his manhood was still inside her. She paused there, adjusting her knees slightly to more comfortably maintain her position above him.

“There’s a good boy…” she sighed, “Now fuck me!”

She was relinquishing some of her control back to Kevin. It excited him greatly. She reached back with her right hand and spread herself wide open as Kevin began to buck his hips, jackhammering himself in and out of her swollen wet sex.

“Fuck me!” she screamed! “Fill me with your hot cum!”

She knew it wouldn’t take him long but it didn’t matter. She was already going over the edge, whining with pleasure, pushing back hungrily against his thrusting.

“Oh God baby! Your cock feels so good!”

“Yes ma’am!” Kevin erupted, pegging his thrusts as his seed pumped deep inside her. He felt simultaneously exhilarated and sheepish. The euphoria of his first sexual encounter and the strength of his orgasm mixed with the confused feelings about being dominated by an older, strange woman.

She sat down on him as he continued to throb, enjoying the sensation of his thick cock pulsing deep inside her. She smiled.

“Oh baby boy… You and I are going to have so much fun together. There’s so much you need to learn,” she said in a friendly tone, patting him on the chest. “But I think I’m going to really enjoy teaching you.”

She sat there quietly, slowly milking him with her hips and smiling at him. Kevin remembered his eye contact, despite wanting to roll his eyes up and moan. When his throbbing finally subsided, Ms. Kline gently braced against his chest and lifted herself off him. His manhood, slick with his cum and her juices plopped free and continued to dribble on his stomach.

Ms. Kline carefully slid from the couch and stood before him. She looked him over and licked her lips as if she was pondering some additional fun. Apparently deciding against it, she turned and stepped away.

“Get dressed. Your payment for today is on the table in the hallway. There is also a list of chores. Please complete them before leaving. Be back here again tomorrow at 9am sharp.”

Kevin was slightly confused. He was still expected to do manual labor?

“Ma’am?”

As if reading his thoughts, she replied. “Yes. I still expect you to do some work around the house. You could use some more sun and some more… definition. Don’t worry honey. So long as you do what I ask, I’ll make sure it’s worth your while.”

She smiled and disappeared into the master bath. Kevin sat alone in the sudden quiet, staring at his recently abused penis as it slowly resumed its normal shape and size. He couldn’t quite believe what had happened to him but was more than eager to experience it again. He decided rather quickly that anything she asked of him would indeed be worth his while.

He dressed quickly and slipped from the bedroom. On the table by the door were two crisp one-hundred dollar bills and a handwritten note on fancy stationary. It contained detailed instructions on where to find her hedge of oleanders, how she wanted them pruned, and where to haul the trimmings. Manual labor indeed. At least he had been paid upfront... in more ways than one.

Kevin didn’t see Ms. Kline, or anyone else that day as he went about the property and carried out her instructions. The oleanders were huge, reaching over 15 feet tall. There were twenty of them walling off the main garden on the property. Kevin was no professional gardener, but it was easy to tell how overgrown they were and how much trimback Ms. Kline would deem sufficient. It took him the entire rest of the day of hard labor to get them cut back and all the rubbage cleared. Normally Kevin would’ve found some way to slack off or cut corners, but he sincerely feared the displeasure of his benefactor. It would be one thing to get fired and sent moping back to his parents, but the thought of never again being invited to her bedroom worried him more. Besides, Kevin would be hard-pressed to find any other job that paid $200 a day, so he made an earnest go of it.

When he was done, Kevin was filthy and drenched in sweat from head to toe. He bore red marks on his face and arms from where the branches had scratched and irritated his skin. He smiled to himself. So this is all it took to get him to lift a finger and do something useful. His parents would be proud. Little did they know how motivated he was to return. He decided not to tell them how much he was getting paid. They would be aghast and demand he return most of it. It dawned on him that he would be keeping a lot of secrets for Ms. Kline. The prospect excited him as he briskly made his way from her property in the fading daylight.

Cassandra’s Story

Cassandra' Taboo Pool Parties

Story by: Cassandra
Edited by: B.C. Kingston
Artwork by: B.C. Kingston

Editor’s Note:

WARNING: This story involves the taboo topic of incestual sex. If you are offended by such things, please turn away now.

What follows is a “true” story as relayed to me by Cassandra in numerous email exchanges. Her original description of events is presented below with minor edits for readability. Afterwards, there is a QA style exchange between Cassandra and I clarifying additional details about what happened.

The events took place in the early 2000’s. The memes are inspired by the story, but based on more recent pictures that Cassandra provided. I have no proof to any of these claims beyond the details Cassandra has given me. Do I believe her? Yes I do...


Cassandra’s Story

I had a very boring and plain sex life until my first marriage ended. My first husband was my first for everything; including kissing, the first man I saw naked, the first person who saw me naked, etc. I grew up very conservatively, my dad is a pastor so we were basically taught sex is very private for man and wife. So we grew up thinking sex was as an act for man and wife, almost like it was just something you did when you were married to have kids. We grew up in a different time totally different from now where everything on tv and the internet is about sex. The internet didn’t even exist!

So when that marriage ended my close friends and my sister always tried to convince me to "let my hair down" and go party, to meet and sleep with random men, to have some fun and see what I was missing out on. Well the idea always turned me on, but I was very hesitant to do anything, since I never had before.

This is when things got a little strange. Thinking about being with random men, and letting loose sexually really turned me on. I mean, I wasn’t out having sex with strangers 24-7 but I was always horny! Mostly, I just had a toy that was very heavily used, but my sexual nature was starting to slowly come out.

Well one night my middle son and a bunch of his teammates/friends were over at the house, they were probably all 16-18, and I overheard them talking about me. Commenting on my appearance, mostly my boobs, and that they noticed I wasn't wearing a bra. And they started asking my son about if he had seen my boobs, or seen me naked, then went into what they wanted to do to me.

Keep in mind that this was all before my breast reduction. I’m a DDD now, but they were even bigger back then (FF).

cassandra14

Well I slunk back into my room thinking I was a bad person for letting them think that or that I was being inappropriate by not wearing a bra. But I never wore a bra at home and most of those boys were around as small kids, so I didn't change the way I dressed around them figuring they were used to it and it wasn't weird without thinking about the fact that they were hormonal teenagers now.

But at the same time part of it really excited me and it brought the exhibitionist out in me over time. Like I would purposely walk around them without a bra on and on nights I was feeling daring at the time would bend over in front of them and show some cleavage, or move in a way they bounced. Then would try to see if I could catch them talking about me. The more I heard the more I liked it. Which lead me to start wearing more revealing tops around the house, or even a few times wearing one of my son's wife-beater/tank tops without a bra, which was almost see-thru with my chest. It just drove me crazy knowing they were looking and admiring. I never had that kind of attention before so it was very, very flattering and a new exciting feeling.

So I took it a little further and when they were around I would wear my basically non-existent tiny bikini's around the pool. Really they barely had enough cloth to cover my nipples, and if I didn't shave my downstairs area, you could see it. I normally only wore that if I was alone, just had family around, or in a tanning bed. Well I started wearing them around the boys, pretty blatantly showing off. Which backfired a few times when they got in the pool with me, or pushed me in. I had so much boob crammed into the small top that any movement would jar one loose. But seeing their faces when that happened, and hearing them talk about it excited me even more.

pool-party

This was mainly my fault, but eventually I caught my son and a couple of his friends trying to spy on me. Like watching me through windows or cracked open doors trying to catch me changing or something. After catching them a couple of times. I sat my son down and talked about it. He told me that I was "the hot mom" all of his teammates and friends talked about, and once I started wearing the little bikinis and skimpier clothes around the house, he started to notice what they were all talking about and he was curious.

It didn't make me mad or anything, it just creeped me out some not knowing who it was watching me. And since I was basically asking for it by the way I dressed and teased them, it was totally my fault. But again, knowing they wanted to see more badly enough to try and peep on me also excited me.

So I teased them a little. I never really knew when/if they were looking until they told me later, but I would start changing in my room where they could see through the windows, but I would never let them see anything but my underwear, or a few times I would take my top off with my back to the window where they could only see my back, then I would go in the bathroom and close the doors where they couldn't see anything.

cassandra06

It was really exciting teasing them and wondering if they were watching. When it started getting out of hand was when I told my best friend and sister about it. They loved that I was doing that. They were both very, very promiscuous and well slutty for lack of a better word, so they convinced me to keep it going. Which excited me more knowing other women approved of it.

So I took it a little further, and would just wear a robe around the house and let it "slip" open on accident, or walk out in a towel wrapped around me barely above my nipples showing a lot of cleavage. Well the first time it really started pushing boundaries, my sister and friend were over at the pool (they wanted to see what was happening), with my son and a few of his close friends over.

So I came out in my tiny bikini. After we hung out for a while, my sister blurts out, Cassandra you might as well just take your top off, you aren't hiding anything anyways. Well I got embarrassed and tried to play it off. Then she asked the boys if it would bother them, which of course they weren't opposed. Well I'm bright red embarrassed and kind of in shock. My sister comes swims over to me and unties my top. I wanted to stop her but just sat there.

When she pulled it off I kind of snapped out of it and went underwater to my neck to cover myself. Well eventually her and my friend cheering me on got me stand up and just show them. I went inside not long after, but it was one of the most exciting things I had ever done, especially after my sister and friend told me about all of the boys being erect from it. But that lead to anytime I was around the pool one of the boys would tell me it was okay if I went topless or something, so after a while I would just go topless or even naked in the pool with them around (I eventually made my sister and friend do it too if they were there). that's when my comfort level with nudity really started to grow, where I wouldn't hesitate to walk through a house full of people topless or naked.

Eventually after listening to my crazy-ass sister and friend it got more physical. Over time we started doing things sexually with them in the pool and with each other to tease them. Which more or less lead to naked or sex parties at my house with middle aged women and high school boys.

In most people's opinions, we probably crossed every line. I mean women being naked in front of their sons, or having sex in front of them, isn't a good thing to most people. But it was great for all of us. I know the boys weren't complaining…

cassandra04

Eventually more women got involved. We didn't add many boys since we didn't want what was going on getting around. So the family/taboo lines started to come up when more moms came with their sons there. We had all been comfortable being naked together and doing sexual things in front of each other. I was actually the first one who really did anything with their sons once we got more comfortable and sex was more open. But it wasn't by choice...

My sister suggested playing what was basically sex roulette. All the women in one room, all the guys in another. One at a time we would go out with a blindfold on and whoever was in the room we met in (living room), we had fun with, where no one knew who they were with and the other people didn't know either since they stayed in the other rooms waiting.

Well I was “volun-told” to go first. So one of my friends lead me to the living room blindfolded, until I bumped into a guy, she said have fun and sounded like she walked off. Well we went straight to making out, touching/feeling, then I got down on my knees to give him head. I was really into it not knowing who it was and just blocked out everything else but the physical parts, well then all of the sudden he pulls out of my mouth and cums all over my face, chest, and tits. As soon as he did I hear cheers, whistles and yelling.

We were supposed to be alone, so I pull off my blindfold, and everyone is in there watching, I look up and my son is standing there (he was blindfolded too until the yelling). They had set it up to watch me and him do something. Turns out he knew it was me once it started (because of my tits) and played along. My sister, and one of the other women had the idea to do it.

cassandra12

I wasn't happy about it at the time, but after thinking about it, it really, really turned me on due to the forbidden aspect of it. But that also opened the door for others to do similar things. As you can tell we weren't very well behaved at all. I regret part of it, since it really snowballed and got out of hand, but at the same time I don't regret it. It was very fun, eye opening, exciting, and mutually wanted (other than the blindfold night).

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Q&A

Barry conducts a question and answer session with Cassandra to get more details about her taboo pool parties and some of the other things that happened afterwards.

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Q&A

Edited by: B.C. Kingston
Artwork by: B.C. Kingston

Editor’s Note:

WARNING: This story involves the taboo topic of incestual sex. If you are offended by such things, please turn away now.

What follows is a “true” story as relayed to me by Cassandra in numerous email exchanges. Her original description of events is presented below with minor edits for readability. Afterwards, there is a QA style exchange between Cassandra and I clarifying additional details about what happened.

The events took place in the early 2000’s. The memes are inspired by the story, but based on more recent pictures that Cassandra provided. I have no proof to any of these claims beyond the details Cassandra has given me. Do I believe her? Yes I do...


Q&A

How many people were there for the blowjob? What happened immediately after that?
I believe there were 10 that night, I may be off by 1 or 2 but I'm pretty sure it was 10. Right after I went in my room, locked the door and hid for a little while lol. I was embarrassed. Then my sister and one of our friends started knocking on the door and teasing me about it. But the more I thought about what happened, and the fact I was sitting there naked with his cum all over me, it really turned me on. So I went and showered to clean up and “relieve” myself, if you know what I mean...

 

That's quite an audience. I wonder how they stayed quiet...
Well I don't really hear a lot when I'm giving a "good" blow job lol. I'm not 100% sure how quiet they were since I was concentrating, but the cheering/laughing at the end was hard not to miss.

 

Did you go back to the party that night or hide or until it was over? Was there a weird mood at the subsequent party?
I went back after maybe an hour or two. No it really wasn't weird or awkward. Everyone was supportive of it, or it turned them on, so there was nothing weird about it. Other than people wanting us to do more, which we eventually did on our own.

 

So basically, "That was so hot! I want to see you two fuck!"
Yeah pretty much!

cassandra11

It sounds like a lot happened leading up to the blowjob. Was there sex already going on in the house?
Things were already happening before the blow job. Well not with me and him, but in general. Once we got comfortable enough being naked around everyone, it didn't take long for people to start fooling around and having sex. By the time we played the sex roulette/blindfold game where the blow job happened, a lot of sex had gone on at the parties to that point already.

 

Did you get intimate with other boys before your son? What all did you do and how much of it did he witness and know about? Also, did your son get intimate with other women there before you? Did you see any of it?
We were both with other people before that night. Quite a bit of it was in front of each other, or at least in view of each other, along with some in private. It was maybe a week after the nakedness started that sexual activities started. So for a few weeks we were hooking up with other people before our night.

cassandra02

 

So you were having sex with other boys and he was having sex with other moms before the blowjob? And you sometimes did it out in the open where the other one could see?
Yes we did. I watched him a lot, he was pretty in demand!

 

Did watching your son have sex with another woman turn you on? Did you think about yourself being in her place?
It did turn me on honestly. I didn't think it would, but once I started teasing them, and noticed he was enjoying it, I developed a little bit of a crush. Even more so when they started swimming around naked too, like I said he was a little more "developed" than some of the other boys.

cassandra03

Was it usually sex or more often making out with a bit of oral & hand play?
Initially it was mostly just making out, touching and fooling around, then going somewhere semi private for actual sex. But once sex was common it was in the open for everyone to see. Which once that started I did look a little more often when he was playing with someone.

 

Did you catch your son watching you while you were with another boy? Did he notice you watching him while he was fucking another mom? Did the attention seem casual or more fixated?
He did watch, usually it was quick glances that I noticed, but later he told me he always tried to watch me and enjoyed watching me with other people.

cassandra08

 

Did you like watching him? Did he seem manly? Good at sex?
I did like watching him, he was one of 3-4 boy that really knew what to do sexually, so when one of those guys were around, they were the most arousing to watch since they didn't need instructions, and they could keep up or outlast the women. He was very manly, quite a bit bigger than most of the other guys, a lot more mature, stronger. He was one of a couple who could pick up a woman easily man-handle her.

 

Did you imagine it was you he was with instead of some other girl? Did you ever masturbate while watching him or masturbate privately after watching him?
A couple of times I remember thinking about being with him while he was with another woman. I remember one night specifically, he was in the pool with a very very small woman, she was tiny, maybe 5' tall and might have weighed 100 lbs. I was in my bedroom with one of the other boys, I remember looking out of the windows and watching those two go at it. They were in the shallow end which didn't go up to his waist, when I started watching them he had her bent over one of the steps, very aggressively, and intensely fucking her from behind. From the looks on her face you could tell she was really enjoying it! Then I saw him pick her up , sit her on the edge of the pool and put her feet on his shoulders. He picked her up by her ass and was swinging her back and forth really hard onto his cock. I was definitely thinking about him then since I had never seen that much less experienced it, but I knew I really wanted it. The guy I was with finished quite a while before they did, so I made him kneel on the floor and lick me so I could sit on the edge of the bed and keep watching. He wasn't very good at it. Luckily the show I was getting made it seem a whole lot better!

cassandra01

What happened afterwards between you and your son? Did things progress beyond blow jobs?
I did go beyond blowjobs with him. We talked about it a few days after it happened. That's when he told me he knew it was me, and I knew my friend and sister set us up. He didn't know it was going to be me, he just knew it once once we started since well there were only 2 women around that had really big boobs, the other was barely 5' tall so he knew who it was.

But when I asked why he kept going and didn't stop or say anything, he told me he actually had a crush on me. Kind of along the lines of when they were spying on me, he had seen me naked so many times now and had seen me with his friends and got jealous and wanted to know what it was like for himself. Which honestly I felt the same way about him, he was very attractive, and more developed than a lot of the others.

 

You like tall strong athletic types? What sports did your son play?
When he was 18 he was already 6'3'' and a solid 240 lbs (now he's 6'5). He was very athletic and well built so that helped. He definitely looked like a man. He is a big boy, he's heavier now.
It was mostly baseball. My son was a very good pitcher, and first-baseman. He played football too. Both him and the youngest played defensive end and tight end.

 

It seemed like both you and your son were both primed for what eventually happened. You had both watched each other have sex. You even got off once while watching your boy fuck. Did he admit later to masturbating after having watched you?
He didn't say he masturbated after watching me, he did say it turned him on when I was teasing everyone and started swimming naked around him. And that he would think about me while having sex, but didn't mention masturbating.

cassandra07

So what happened after the first blow job leading up to the first time you had sex?
After the blowjob we talked about it the next day. That's when I found out he knew it was me after feeling me up. However nothing happened then. We just kind of agreed to leave it for what it was and admitted that we both enjoyed it. The first time we actually had sex was kind of a set up too, but not quite as theatrical. It was me, him, a girlfriend of mine, and another of my son’s friends hanging out in the pool naked. After a while my girlfriend and the other boy left and went inside to 'play'. So we were both naked and horny, and secretly both wanted each other, so it didn't really take long before pool wrestling turned into fucking.

So it did go beyond blowjobs. We started having sex with each other and doing all sorts of things together (like showering, taking baths, going on romantic getaways). However for a long time we only did things in private or when we thought we were alone. Once we got caught a few times we stopped hiding it from the people we hung out with and weren't shy about doing things together in front of people anymore. I really think it made our relationship stronger, not just because of sex, but we just built a very very strong connection over the years that gets stronger and stronger.

 

How did wrestling turn into fucking? I'm sure it wasn't an accident…
Well we were wrestling around, mostly him throwing me around while I was trying to tickle him since I wasn't strong enough to do anything else. But he was tickling my sides at one point, during my squirming, I ended up with my back to him, out of nowhere he started kissing my neck and ears (my weak spots), and rubbing my tits, well that pretty much instantly made me horny, so I reached back and started stroking him and rubbing his balls. Then he turned me around, lifted me up a little and lowered me down on to him. He held me around my knees, and I basically rode him in the middle of the pool. He didn't really man-handle me that night, but he has a few times since. We were pretty aggressive sexually.

 

Did you ever have sex out in the open where others could watch you?
We did start doing things in front of people. The other 2 people that were there the first time we fucked, told everyone about it, so it really wasn't a secret anymore, so we didn't hide it.

 

Did other people make a big deal about it when you and your son were going at it or just treat it like normal?
They somewhat made a big deal out of it, but in a fun way. They would cheer us on and whistle and stuff like that. It was more supportive cheering than anything. A couple of times someone would walk by and slap my ass, or jiggle my tits and comment about us then leave.

The first time we had sex in front of the group, another mom and son played too, but they had already been together in private before, they just didn't tell anyone until they noticed no one cared.

cassandra10

What are some examples of freaky/kinky things you did or saw done once "we got going"?
Well we would fool around at family/social get togethers, he was the first to lick my ass (first time was accidental but amazing), we would sneak around and "shower" together, we pretended to be a couple many times when we were out of town or traveling, once he was 21 we pretended to be friends and would help each other hook up at bars or clubs, and a lot of man-handling me/throwing me around.

 

How is your relationship with your son and your sister now?
Our relationship is great. Honestly better than it ever was. My son basically turned into my best friend. We act more like extremely close friends than mother/son. He actually covers for me if I go outside of my marriage. And we still have "parties" they're just at his/his wife's house now. I'm still very close to my sister and friends. My sister is crazier than she used to be but I still love her.

cassanda09

 

Cool. I'm glad you're willing to share all this with me.
No problem. Thanks for letting me tell you! Very, very few people know about most of those things. Usually bringing up the family stuff scares people away so I'm pretty hesitant to share that with people. But it does turn me on quite a bit to be able to talk about it without being judged. I think in some situations that taboo could be bad if it's not mutual or one party is too young to understand. But mine was all very mutual and everyone was plenty old enough to know if/what they wanted and what they were doing. Plus it really did make all of us closer.

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Cassandra’s Story

Cassandra tells the story of taboo pool parties she used to host for her son and his friends. They were VERY naughty...

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You’re A Fine Girl – Part 1

You're A Fine Girl

Story by: B.C. Kingston
Artwork by: B.C. Kingston

Part 1

It was finally Friday, thank the forces of creation! I would once again charge forth bravely into the night searching for love or at least a good time.; to embark with the boldest intentions and the most optimistic outlook. I wouldn't be so shy this time and I'd get out and meet people and have fun. I'd find love, or at least a lover right? Sure... Well at least I’d have a few beers and watch other more confident guys do just that.

My plan was the same flawless failure I’ve always employed: hanging out at the local dive bar! Okay, well "dive" was kind of up for debate. It LOOKED like a country bar on the outside (and the inside did too, kind of), but it was really more of a rockabilly, blues, jazz, hard rock, and very occasional hip hop kind of joint. It was small: one pool table, one Golden Tee game, and a medium sized dance floor. The bar was pretty long though and there was plenty of seating. Anyway, it got pretty busy on Friday nights and pretty fun sometimes too. I guess that was why I kept going back. I knew if I was there often enough, something cool would happen.

I liked to show up early, around 8:30 I guess. Many of the regulars were there early and you could cruise around and exchange greetings before the out-of-towners and once-in-a-whilers showed up and packed the place. Some people might think it was weird that I would go there alone, but I wasn’t alone if I knew 10-15 people in the bar (which I usually did). I wasn’t like a “Hey NORM!” kind of guy, but I did get “hey,” and “yo” (which came with the obligatory 3-part handshake/finger-clasp/fist-punch ‘homey’ greeting), so that was cool...

I strolled in at my usual time, scanned the bar, and there she was. Whoah. There were times when for whatever inexplicable reason, stunningly beautiful women would bless the bar with their presence. She was a fine example. I could immediately sense the tension around her. At this point, the clientele in the bar was comprised of people in a relationship or hapless dorks like me. For now, her beauty helped radiate an aura of intimidation that kept everyone at a safe distance.

She looked to be about twenty-five. Her skin was porcelain which contrasted the dark waves of raven hair falling down to the middle of her back. She sat neatly cross-legged on the barstool wearing a silky brown number that was low cut in the front, even lower cut in the back, and only went down just a little ways past her hips. She wore sparkling high heels with straps that wrapped halfway up her well-toned calves. She had several large metal bracelets on each arm and her ears were adorned ornate feathered earrings. Freckles covered the tops of her arms, back, and presumably chest and face (I couldn’t see that yet). I drank in the sight of her in the spare second I had while I was casually scanning the room. The next second, my eyes fell on her friend.

Ah yes, the ultimate armor: the heavier-set, shorter, but still kind-of-cute best friend. Now I’m no ladies man, but I know the setup. I’ve seen it plenty of times in this place. It was like watching National Geographic. The antelope must band together to fend off attacks from the pouncing solitary tigers. Now I immediately knew that gorgeous woman was way out of my league, but I relished the opportunity to watch her as well as the drama that was likely to unfold around her.

I bellied up to the bar down the way from her so I could see her face. Yep, she had freckles. She was very pretty though - big eyes. They looked green to me; maybe hazel. Then she smiled at her friend. Wow, nice white teeth - very pretty smile. The edges of her lips formed a cute little crease that betrayed the slightest aging of her skin. She then turned her head my way. Her eyes settled on mine for just a second, and her smile lingered for just a second, before moving on. She saw me. She thought I was worth a look. She did right? Okay, I wasn’t really sure.

I mean, who was I kidding? Here I was, a thirty-four year old guy of average height. I still had my dusty blonde straw-like hair, wild as always. I’ve drunk plenty of beer in my time and had a bit of a gut to show for it. It wasn’t too bad though. I hid it well by wearing hemmed button-up shirts and a decent pair of slacks. I dusted myself in Obsession (for men), and I’m sure that helped too. While I’ve always thought my face was kind of doofy looking I’ve had girls tell me I was cute in a Simon Pegg kind of way.

It didn’t matter though; I wasn’t going to try to talk to her. Not now anyway. Maybe, after I’ve slurped a couple more pints of liquid courage. Maybe, if I could get her attention again. Maybe… But for the time being, I just ordered a beer and made the rounds saying “hi” to my friends and acquaintances.

I ended up sitting with Linda and Gary, an older married couple. They were pretty cool. I just chilled with my beer, listened to the music (which was of the slower tempo, not-ready-to-light-the-dance floor variety), and occasionally stole glances at the pale beauty sitting at the bar across from me, back turned. I hadn’t even finished my first beer when her friend suddenly got up, calmly grabbed her purse, and left the bar. I was a little surprised. Surely she was just going to the car to grab something, right? She’d be right back.

I downed the rest of my beer and headed back up to the bar. Maybe I could make eye contact again. Maybe I’d even figure out if her friend was coming back. I stood at the end of the bar and casually stared in her direction, watching her out of the corner of my eye. She seemed very composed, but a little nervous too. The expression on her face was very… business-like. Wow, I maybe she WAS alone. Just then she glanced up and caught my eye again. She lingered this time, for a half second, maybe even a whole second. It was just long enough for me to start getting scared wondering who would break contact first. Her lip starts to curl. She was going to smile at me! And then HE slid in and cut off her view from me.

Cock block! Well, I didn’t have any claim, but still… she was going to smile at me! Grrr... Instead she turned her head up and fired off the half-cocked smile at him. Great. I didn’t even see him come in. I took a quick look around and realized that the bar was starting to fill up. He must’ve been a recent arrival. What a classic douche: over 6 foot tall, pink shirt with a popped collar, and a white baseball cap cocked to the side in that schmucky I’m-too-cool-to-wear-clothes-normally fashion. He propped himself up on the bar, scooted right into her personal space, leaned in, and started talking into her ear. I hated him already.

I tried to watch her reaction to him. She seemed mildly (or was it politely?) interested in him. He bought her a drink. It looked like a cranberry and vodka. She daintily sipped it through the two coffee straws parked in the ice. Alas… another fine specimen lost to douchebaggery. I ordered another beer and headed back to my table. By this time, the lights had been turned a little lower, the disco ball was lit up, and the dance music began cranking through the speakers. I really did think that Kanye West Gold Digger song was pretty cool – the first twenty times I heard it.

Linda and Gary got up a couple times to dance. It was always hilarious to see an older couple shaking it to hip hop and modern pop songs. Meanwhile, I kept tracking back to my prized eye-candy for the evening. She was still sitting at the bar. Her friend never came back. The douche was still hanging around too. Clearly, he was trying to monopolize her attention. She seemed polite, but I couldn’t really tell if she was enjoying herself or not. It looked like she was still nursing the first drink he bought her.

As was usually the case, the more beer I drank, the faster I drank it. Needing another refill, I sauntered up to the bar. This time I boldly decided to park myself right next to her. As I looked around, I realized that the bar was getting pretty full. The bartender was literally running back and forth behind the bar to fill orders. Okay, it was more like a half-assed jog, but you get my point. Her back was still turned to me because the douche was demanding her attention, carrying on about something – probably the size of the stereo in his rice burner. So I just patiently waited for my turn to order, trying to look cool.

The bartender caught my eye and I raised my empty glass to indicate I wanted another beer. He starts walking over towards the tap when the douche flags him down with some other order. Damn! I got bartender-blocked too! Before I could mope to myself, I realized my luck had just turned. With the frat-boy’s attention set on the bartender, the pale beauty I’d been admiring all night finally turned around and noticed me standing there. Those big bright green eyes sized me up and in a heartbeat she fired off that smile again. She’d been saving it!

“Hi,” she said sweetly.

“Um, hi,” I responded in my best oh-yeah-I’m-cool manner. With her eyes on me, I looked over her shoulder at Pepto-Biff-Tannen and did my best impression of him trying to lean-swagger so hard against the bar while pantomiming the turn of an imaginary cap on my head.. She let out a little giggle and I smiled back, genuinely this time. Taking it further, I hammed it up pretending to flip up a non-existent collar while giving her the wankster “what’s up” shrug of my head. She got her hand up to her face just in time to snort as sudden convulsions of silent laughter bounced her body up and down.

She locked eyes with me and then turned her head to take a knowing stare at Yacht-club-dropout who was still oblivious to our impromptu mockery. Her eyes flashed and that smile came firing out again. It was clear a mischievous thought had come to her mind. She pulled the straws out of her drink, gulped the rest of it, and set the glass down on the counter.

“Do you want to dance?” she asked me, looking me straight in the eye almost as if it were a command instead of an entreaty.

I was shocked. Really? She wanted to dance with me? What I really couldn’t believe was that the next thought to enter my mind was, ‘but I haven’t gotten my beer yet.’ Like waiting even another second for Preppy-Billy-Zabka to turn back around was advisable. Fortunately, I come to my senses quickly.

“Sure,” I replied with an air of faux nonchalance, setting my empty mug down.

I took her hand and lead her out onto the dance floor. Lost Without U by Robin Thicke was playing. Perfect. As we get onto the dance floor, I realized how tall she was. I’m 5’10, and with those heels, she was just a bit taller than me. She smiled and wrapped her arms around my neck, content to dance close to me. I put my hands on the small of her back and leaned in to smell her hair. Mmm… very floral, perhaps a hint of vanilla. I breathed it in deeply, feeling it stir jittery butterflies in my core. One of her hands slid down my back as she stepped in a bit closer. A trail of goose bumps burrowed its way down my arm.

After about a minute of this pure bliss, she leaned back a bit and smiled, "Sorry about dragging you out here like that. I really needed to get away from that guy."

Yeah, it was a REAL inconvenience to have to dance closely with such an attractive woman. "Sure, no problem," I replied casually.

Reminded of the alpha-jock-archetype, I glanced back over at the bar to see him leaning back watching us, clearly fuming. “Yeah, your man-friend back there doesn’t look too happy.”

She tilted her head back a bit and rolled her eyes, “Ughh,” before stepping back in to dance close again.

We dance for a few moments more. As I watch her expressions, it was clear was scheming about something. Then, as if an epiphany struck, her eyes lit up and she smiled that big, deadly smile at me, “Hey, can I ask you a favor?”

Anything. ANYTHING! I’ll do anything for you.

“What?” I ask.

“Would you be my boyfriend?”

Other posts in this story

You’re A Fine Girl – Part 2

The night with Brandy seems to be going exceedingly well until...

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You’re A Fine Girl – Part 3

The night is heading for a very unsatisfying ending... or is it?

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