BIG SIS; Second Mom, First Crush, Best Pussy

JackassTales…Tale # 67…Often a boy’s big sister plays many roles in his life. Here is a tale of one such sis and the part she plays in her brother’s youthful nurturing.


BIG SIS: Second Mom, First Crush, Best Pussy


[Part 1] “Well, you’re not my mother now!”

I pushed open the sliding glass doors, sprinted across our redwood summer house deck, and came to a stop against the railing. Knowing that everyone had gone out but me, I dropped my pants and drawers and then whipped my dick out into space. Hot piss spurted from my sixteen-year-old penis with the force of a firehouse hose. Our cookout had been a huge success, I guess, but I know one thing for certain; I had drunk too much iced tea and lemonade!

As my piss gushed, I looked out into a wooded glade perhaps twenty feet below the deck elevation. About a half dozen deer fed there. Most-likely they would run off lickety-split out of site into the dense woods behind them if I made any sound. This was not my plan. I just had to pee.

There was just a bit of a breeze blowing my way and I felt it wafting against my pubic hair and tickling my penile flesh. I wasn’t a bit surprised when I began to stiffen. Now, I had not come out here with the intention of jerking my meat, but as my erection hardened, I changed my mind. Heck, I saw no good reason for wasting a perfectly-good, high-quality hardon!

So, I flipped off my last few drops of piss and grabbed me a full handful of swollen dick. I’m not one to brag, yet there is not a guy in my junior year gym class who can strut naked through the school’s showers with a bigger cock than me! Thinking of nudity, I stepped out of my clothing and yanked my pullover shirt over my head. They dropped on the floor beneath me.

Without further ado, I began a vigorous session of masturbation. The grip I had on my erection was tenacious and since I had a one-minded goal, it was not long until my urethra was spitting a different liquid than piss. Cum, cream, baby-juice, or whatever moniker you might choose, flowed out from inside me in orgasmic spurts. Damn, this was nice!

One of the gentle deer snorted. No it didn’t! The deer were still peaceful and sedate in the field below. The snorting sound was an exhalation of breath from somewhere behind me. I spun on a dime. There in a patio lounge chair sat my big sis. Good god all damned mighty, the woman was wearing the same one-piece bathing suit she had put on for the hot tub earlier!

I froze in place, cock in hand. I called my big sister Elisabeth a ‘woman’ because she is an old maid spinster of thirty years in age. Actually, it’s Dad who calls her the old maid because he says that his daughter would not know what a good fuck was if it accidently rammed into her cunt. Heck, by bits of that definition, I too was and old maid! I had never been fucked nor had I fucked a girl!

Now what? I had thought everyone was gone; but Elisabeth was still here. She had a front row seat as I pissed, as I jerked myself, and as I shot my wad. What more harm could be done? I reached down to collect my clothing and then headed back across the wide decking towards the sliding door. Of necessity, I had to pass near my sis. Unexpectedly, a soft, feminine hand closed around my wrist. So startled was I that I dropped my armload of garments.

“Johnny, may we talk?” a soft, sincere voice begged.

Talk? “Talk, Sis, you want to talk to me?” I quizzed.

“Yes, Johnny,” she answered in the same, hesitant voice. “Will you sit here beside me and tell me some things?”

What could I do? I was actually trembling. My wobbly legs finally made a decision for me and I dropped down on the double-wide lounge chair beside Elisabeth. Why I thought of this, I don’t know, but I realized that this lounge could be laid flat and become a bed. I suppose it was my half-stiff dick making me have some kind of dirty thoughts.

“Johnny, oh my dear, Johnny,” Elisabeth sighed. “Young man that was the most amazing display of masculine virility I have ever witnessed! Not that I’ve seen others to compare yours to, but you seem to be very well-endowed. It was astounding how your fluids shot from you with such incredible force.”

The next words I heard were spoken so softly as to be nearly inaudible. “And just think it hasn’t been all that long ago that I was washing your ‘little’ pee-pee in the bathtub on Saturday nights.” Elisabeth murmured. “Mom had me convinced that I had to be your second mother because she was away so much.”

All I could think of to say was a snippy, “Well, you’re not my mother now!”

Elisabeth laid a hand upon my upper thigh and replied soothingly, “Yes, I realize that now. Johnny, will you talk to me? I mean seriously talk.”

I shrugged my shoulders and answered as best as any nude, half-staff brother would do, “Sure, Sis, what do you want to talk about?”

This woman beside me blurted out a most unexpected word. “Sex,” she said. “Johnny, will you talk about sex with me?”

Startled, I raised my head and actually ‘looked’ at the female beside me. A mop of uncombed blonde hair sat atop a pretty business woman’s face. Her bathing suit may have been a demure one-piece, yet its hot pink color emphasized a myriad of nice shapes and curves. Suntanned, long, slim legs ran all the way down to extraordinarily petite barefooted feet.

“But Sis, I’m naked,” I uttered in reply. I guess I was hoping to avoid the whole conversation with Elisabeth.

I’ll give my sister credit for shyness. She blushed like a schoolgirl on her first date. Seconds flew by as neither of us spoke more. Inevitably someone had to speak. The most unbelievable words came out of my spinster sister’s mouth, “I’ll fix that; I’ll get naked, too!”

No way! Shit, no way on god’s green earth would she do it! Yet, even as my mesmerized eyes watched, one shoulder strap dropped and then the other followed. A matched pair of flawless, perfect-sized tits spilled out of the swimsuit’s bosom. What the hell happened to the credit for shyness I had given my sis earlier?

Gazing up into my eyes, Elisabeth hesitated. There was the blush. Yet, on this day, this woman ignored her inhibitions. By raising her ass off the lounge cushion, she slipped the bathing suit down her legs and over her feet. My sis sat back with her hands in her lap.

Now what; where are the questions and the ‘talk’?

“Johnny, have you ever seen a naked woman?” my goddess sis said.

“Only in pictures and videos,” I answered.

“Same with me with naked men,” Elisabeth said. “Johnny, you are truly the first ‘real’ naked man I’ve ever seen. Oh god, you’re gorgeous! You probably don’t realize how beautiful your body is. What a shame that no girl is ‘getting that’!”

Whaaaat? “Hell Sis, isn’t that like the kettle calling the frying pan black?” I berated. “Goddamn, what a waste it is that some man hasn’t been getting pieces of pussy from you since you were young!”

“Touche,” Elisabeth said seemingly impressed. “Johnny, do you always talk dirty like that? No man has ever said ‘pussy’ to me. I like it. I hope you speak nasty words like that again.”

I wasn’t sure how I should take this older sister of mine. Was she being deliberately seductive or was she just naively curious? Giving the benefit of doubt to the latter, I decided I had better proceed cautiously.

“Johnny honey,” my sis asked. “Is there any way that you would allow me to hold your…your penis? I would hold it just for a minute or two, I promise.”

Oh lord! “You want to hold my shrinking cock?” I quizzed.

“There you go again, Johnny,” Elisabeth cried.