Four Aunts in Autumn Pt. 01

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A man & his four gorgeous aunts; part 1, Bess.
3.1k words
4.33
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Part 1 of the 2 part series

Updated 10/22/2022
Created 09/27/2008
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Part 1: Bess

(Author's note: Please comment with your thoughts and criticism. This is my first erotic story.)

*

I was born under the oppressive Floridian sun, a place where your thoughts get muddied by the heat in dangerous ways. When I was fairly young, my dad's job took him up north to Michigan, where I learned to think clearly. Real seasonal weather, nearly six months of it being cold, forces your mind and body into fervent, calculated action. I thought the move had marked the end of those muddied, irrational thoughts.

In the Fall of my nineteenth birthday, my family decided to take a trip back down to the sunshine state, to visit some family.

Here, some background is needed:

I have four aunts, three on my dad's side and one on my mom's. Since our family had been pretty close, physically and socially, I spent a lot of time with them when I was very young. I figure that's probably why, as I went through puberty, I began to have increasingly sexual thoughts about each of them. They're all extremely beautiful women, none of them much older than forty, and they've been the subject of my masturbatory fantasies for as long a I've *had* masturbatory fantasies.

Bess, Suz, Raini, and Viv--those are their names.

Anyway, the real story began when I sat in my room in Michigan, packing for the flight later that afternoon. As I thought about the trip, my thoughts had obviously wandered across my four aunts, and as I sat there, cross-legged and contemplative, the strangest thought entered my mind. What if... I asked myself. What if I actually formulated some sort of plan that would allow me to have sex with one or more of my aunts? I'm a reasonably smart person, and I've always been pretty good at manipulating people through careful suggestion...

That was the first recurrence of the muddied thoughts of my youth, and though I recognized it as such, I couldn't help but think: what would such a plan be?

In a flash of irrational inspiration, I had it! I would write up a cleverly-worded sex questionnaire and present it to each of my aunts under the guise of a school project! I was a Classics major, but for all they knew I could've majored in Psychology or Social Studies, which would make the story all the more plausible.

So, with this somewhat ridiculous plan in hand, I actually set about writing up the questionnaire. I won't get into the guts of it here, but suffice it to say that it contained some rather incisive questions about personal sexual preferences and technique. When the thing was finished, I had a good laugh and masturbated, fantasizing about what it would be like if my plan actually worked. Afterward, I finished packing my things. I even stuffed the questionnaire in there, albeit with no intention of actually *using* it...

The following is an account of exactly how that simple flight of fancy took over my mind and body, and forced me into one of the greatest Autumn vacations of my life.

__________________________________________________

FOUR AUNTS IN AUTUMN, PART 1: BESS __________________________________________________

The flight from Detroit to Orlando takes a good two or three hours, so I had plenty of time to sit and run little simulations in my head. I mostly did this to reassure and convince myself of just how stupid my little plan really was. There were so many things that could--no, *would*--go wrong. Any woman in her right mind, presented with such an inappropriate set of questions from her own nephew would surely reject him and scorn him, maybe even tell his parents...

And yet, as you have surely deduced, astute reader, I could not let the idea go.

After our plane landed, the first order of business was to rent a car and get to my grandmother's condominium, which was about an hour's drive further south. Without incident, we arrived at about midnight, pulled into the underground parking garage, and took the elevator up to the nearly two-million dollar condo.

Now, my grandparents were currently on a cruise halfway around the world, so it wasn't them who greeted us and let us into the place. Instead, it was my aunt Bess.

Once again, a little background is in order:

My aunt Bess is my mom's older sister, and her only sister. There had been some bad blood between them at one time because aunt Bess had married an ex-boyfriend of my mom's. As a result, mom didn't let her come around much during my adolescence, which probably just served to intensify my sexual passion and desire for her. However, that guy had recently kicked the can, so things were strangely cooling off between the two sisters.

Lucky for me, because aunt Bess' presence at the condo turned out to be the catalyst for some of the most irrational yet inspired decisions I have ever made.

My immediate family, as you can imagine, were pretty tired at this point, and decided to hit the hay. I myself, however, being a nineteen-year-old powerhouse of energy, wasn't anywhere near ready to go to sleep. Instead, I grabbed some grub from the kitchen and laid myself up comfortably in the spacious living room, watching some late-night anime.

As it happens, aunt Bess was apparently not tired either, and after changing out of her formal work-jacket and attachments, entered the living room clad in a rather revealing set of borderline-lingerie pajamas.

To further set the scene, I should describe her appearance at the time in detail:

Her hair was straight and cut up to her chin, a slightly darker brown color than my mom's, and framed a set of gorgeous grey eyes. Her facial features, while also similar to my mother's, had a certain fullness and amiable sexuality about them that is difficult to describe. Her body was reasonably fit, though not without a healthy amount of weight to it that a comfortable life afforded her. Her breasts, clearly defined underneath her black-and-purple pajama bra, were full and without even the slightest sign that gravity was taking its toll. Probably her most defining sexual feature in my mind however, was her large, round, firm ass. Her sleek, curving back somehow melted perfectly into one of the sexiest hind-ends I have ever laid eyes on.

Anyway, back to the story.

As I sat there in my plain t-shirt and cargo pants, laid-back in a recliner in front of the big-screen TV, I saw her come in the room. My heart skipped a beat at the sight of her outfit, and I'm amazed that I didn't haul off and cream my pants right then and there. I did my best to keep cool and focus on the show.

(To make matters humorously uncomfortable, the show playing was the episode of Cowboy Bebop entitled "Jupiter Jazz, Part 2." If you're at all familiar with the show, you'll recall a scene in which Faye confronts Gren in the shower, only to find out a little secret of his. Sexual tension abounds.)

Then, the strangest thing happened that took me completely off guard. From behind me, I heard aunt Bess say, "Hey, you."

As the show went to a commercial, I turned around to face her. "Oh! Hey, aunt Bess," I said, acting as if I hadn't seen her enter. She was sitting on a large sofa behind me, legs crossed sensually. She sipped at what looked like a martini, smiling amiably at me.

"It's been a long time since we've chatted," she went on, not making even the slightest indication that she'd noticed my discomfort. "Y'know, just the two of us. How're ya doin' kiddo?"

I gulped dryly in an idiotic betrayal of my inner turmoil. "Oh, you know," I began, unsure of what to say. "This and that."

"This and that, hmm?" She took another sip and kept on grinning. "Hey, why don't you come over here," she said, patting the couch.

Like a man possessed, I got up wordlessly and sat where she indicated. As I did so, she draped an arm round my shoulder, sending bolts of lightning down my spine. When I worked up the courage to look her in the face, I was met by that same maddeningly sexy smile. I turned my gaze back to the TV as smoothly as I could manage.

"How's Michigan treating you?" she said, once again breaking the ice.

"Not too bad," I said.

"Made any good friends?"

"Not really."

"Really? Not even a girlfriend?"

My back stiffened at that sentence. Aunt Bess laughed and said, "You don't have to get so embarrassed!" When I didn't respond, she went on, "Well, I'm sorry to hear you haven't found anyone you can connect with yet."

As she said this, I turned to look at her again. Her expression had turned very maternal and empathetic. Somehow, in that instant, I was able to relax.

Noticing my sudden change in composure, she smiled again and said, "How's college going?"

That was it. Something deep inside my ego snapped as she spoke those words, and any doubts I may have had were dashed away. I was going to do it.

"Actually," I said, rising to walk over to my bag, "I've got a little project I'm supposed to do for Psych class that you might be able to help me with."

Intrigued, she cocked an eyebrow and asked, "What, like a survey?"

"Something like that," I replied, retrieving the questionnaire and a pencil from my bag. I walked back across the room and sat next to her again, handing her the paper and pencil.

She laid her martini down on the glass coffee table in front of us and began to read the thing. My heart beat at a thousand miles per hour and I spoke to alleviate the sudden rush of adrenaline: "I thought it was kind of inappropriate, but I'm supposed to have women fill it out, and you're one of the few--"

She raised a hand to let me know it was alright, though her expression grew increasingly amused as she read on. I sat in silence after that, waiting as she checked off various things. I couldn't believe it. She was actually doing it! She was actually filling the ridiculous thing out! She hadn't even shouted at me or scolded me for being so forward.

She bit her lip as she reached the last question, apparently deep in thought. Then, she lowered the paper and looked at me.

I gulped and said, "W-what is it? If you think it's too raunchy you can tear it up and we'll just forget I--"

"No, it's not anything like that," she said, a little hint of a smirk on her face. "It's just that, well..." For the first time that night, she was the one struggling with her inhibitions. I could see the wheels turning behind her eyes. Finally, she started back, "It's just..."

"What?" I said, perhaps a little too eagerly.

She looked me straight in the eye now, biting the bullet, and said: "This last question, 'what is your favorite position?' is sort of hard to answer."

Hearing her read that question instantly solidified my erection.

"See," she went on, "Even when Daniel was alive, we didn't really *do it* that much. He didn't really have any passion for that sort of thing, y'know?"

I tried to appear as understanding as possible, what with my raging hard-on and all.

"So I really don't remember if I even *had* a favorite position. But..."

"But what?"

"Well," she said, blushing deeply. "Your parents are way off on the other side of the condo, and I sort of...locked them in for the night."

My eyes widened. She smiled that same sexy smile and gave me a little wink.

"So instead of answering this last question on paper," she started, leaning a little closer to me with each word, "I think I should just show you."

In that instant, our lips collided. All of my fears had been whisked away, and I was completely taken into the moment. We kissed each other deeply. I rested my hands first on the back of her head and neck, then worked my way down to her bra straps. She pressed her breasts against my chest, as if to tell me to go ahead.

I did. I had never unfastened a bra in my life, but this one came off before I even knew what I was doing. Our tongues continued to dance around each other, only pausing so she could pull my shirt off over my head. I continued to remove what little clothing she had on by slipping her panties off while continuing our kiss. She removed my pants and underwear in kind, and before I knew it he was giving me the sexiest, wettest, deepest blowjob I had ever imagined.

She was unperturbed by the untrimmed hair around the base of my cock, and proceeded to work her tongue around the head in circles as she took me into her mouth, over and over again. Eventually, once she had sufficiently lubricated things, she ran my dick between her breasts, pressing them together around my aching manhood.

As she did this, she spoke in the most sultry voice I had ever imagined she could produce: "Yes, baby, aunt Bess is sucking your cock! Can you believe it?"

I shook my head, not daring to speak.

"Well, you'd better believe it," she said, laughing ecstatically, stroking my dick in one hand while running her other hand across my abs. I wasn't particularly muscular, but she seemed to be enjoying herself immensely.

After what seemed an impossibly long bout of slobbery cock sucking, she rose to kiss me again. This time I took charge and laid her down on the huge sofa, sliding the underside of my cock along her unshaven pussy. I kissed her face and her neck and worked my way down to her tits, fondling and suckling at them like a child. She giggled and wrapped her legs around my shoulders and I kissed every inch of her, all the way down to her pussy, where I began licking and sucking at her clit.

As I wet down on her, she instructed me in that sexy voice of hers as to just what she liked. Following her guide, I licked and fingered her into oblivion. I would have been concerned about the sound of her moaning and screaming if the condo wasn't quite as big as it was.

Since the place *was* as big as it was, she could scream and curse and laugh and grunt to her heart's content.

"Lick my clit, baby! Fucking make me cum! Oh my God!" she was saying, among a thousand other things that drove my cock insane.

I obliged her in the end, and as I brought her to a climax her pussy gushed fluid all over my face and hands. I rose back up to her eye level as she convulsed with ecstasy and wrapped her arms and legs around me once again.

Once she regained her composure to a certain degree, she leaned her forehead against mine, and whispered: "Baby?"

"Yeah?" I said, panting.

"I want to ride your cock until you cum."

I kissed her deeply, and without another word, she flipped me over on my back and slid my dick into her pussy, burying me to the hilt.

I was balls-deep in her soaking-wet pussy juices, and fucked upward as she came down on me. She slid up to the head and all the way back down to the base with every stroke. I felt her orgasm several more times as we went at it like animals. Sweat dripped off of her bouncing boobs as she pumped her hips back and forth, squealing and moaning with pure ecstasy.

I was thoroughly amazed at just how long I'd lasted. It must have been the nerves, or my intense desire to pace myself and perform like a champ that had kept me going for over an hour.

Finally, as she writhed through another orgasm, pressing her tits against my chest and kissing me all over while her pussy continued to bounce up and down on my cock, she said, "I want your jizz inside me, darling!"

I hesitated for an instant. She went on, "Don't worry; I won't get pregnant. I want you to feel your fucking essence plow its way through me! I want you to feel like I've felt a hundred times tonight!"

That was all the encouragement I needed. As I felt my load swelling up inside me, I wrapped my hands around that perfect, tight ass of hers and fucked her pussy like there was no tomorrow, like she was the sexiest woman in the world. And she was, that night.

As I pounded her pussy like never before, stroking her sexy, bouncing, jiggling ass, we both came together. My cum shot out out of me and into her pussy like a fucking blowdart. It was the single best orgasm I had ever had up until that point in my life, and I was amazed that it didn't split her in two.

Her pussy juices flooded down over my cock as she salivated and kissed me as deeply as ever.

"I love you, baby. I fucking *love* you for this," she muttered, breathing heavily.

We lay there together for the rest of the night. Keeping each other warm with our combined body heat, we lay there watching TV until we both fell asleep.

I felt her kiss me the next morning as she woke, but wasn't quite fully awake myself. A little while later, she kissed me again, and this time it stirred me completely.

"Hey, you," she said, winking at me. She had her normal everyday jacket and skirt on now, and I could smell cinnamon coming from the kitchen. "You hungry?"

As I rose to eat breakfast, I noticed that she had put my shirt and pants back on.

"Oh," she said, noticing that I'd noticed. "Yeah, I didn't feel right waking you, you were sleeping so soundly. Your parents got up to go to some waterpark or something, so I just slipped those back on you and told them they'd better let you sleep."

She smiled and winked at me again, presenting me with a plate full of cinnamon rolls. I thanked her profusely, for everything. She just smiled and blew me a kiss from across the table.

We made conversation for the rest of the morning, but my thoughts were elsewhere. The plan had been a success, moreso than I had ever fantasized. That meant, in a week, when we headed off to visit aunt Suz and her family...

I could barely contain my excitement.

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7 Comments
AlwaystabooAlwaystabooabout 4 years ago
Beautiful story of love

All aunts and nephews should experience such uninhabited sex.

AnonymousAnonymousabout 12 years ago
Nice

i see someones an old-school Anime Fan as i am...anyway..i enjoyed the build up & kinda hoped they'd done something when he woke up but thats part of development i guess..nice work

AnonymousAnonymousover 15 years ago
>>

Loved the first part of your story

I'd love to see how the story unfolds.

Don't leave us hanging..

AnonymousAnonymousover 15 years ago
keep it up

had first real fantasiues about my two aunts; works well for me

AnonymousAnonymousover 15 years ago
Is this a repost?

This reads like a GeorgeIV story. I've read it before.

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