A literotic sexstories: Tiffany and the First Jack and Jill by MysteryMan611 ,
“Yeah, what is it?”
“Can I come in?”
“Just a sec…” I tucked my semi-hard cock down the leg of
my shorts. “C’mon in Jill.”
My twin sister opened the door a small way and stood there.
“What d’you want?”
“Jack, I got a question.”
“No.”
“You don’t even know what the question is you jerk.”
“If you start with ‘I got a question,’ I know it’s not gonna
be something I wanna do so the answer is no.”
“What if I was gonna ask if you wanted to see Tiffany
naked?”
“Then you would have said so. And I would’ve asked how you
were going to arrange that miracle.”
“So you’d want to?”
“Hell yeah! I suppose you’re gonna say April fool’s now.”
“It’s June, Jack. But I should tell you, she’s willing to
show you hers if you’re willing to show us yours.”
“What? You wanna see my junk?”
“Actually, I can already see your junk,” she said staring at
my shorts. My teenage cock had hardened with the talk of
naked girls and made an appearance at the bottom of my
shorts. Hastily I threw a pillow over my lap.
“Get outta here!”
“Really, Jack, she wants to see you. Actually, she wants to
watch you, well, jack off. She’s never seen one before. And
she’s afraid she never will.”
“All she’s gotta do is offer to give any guy a hand job and
she’ll see all the cocks she wants and then some.”
“Yeah, and then ev’ryone’ll call her a slut. And I’ll still
not have seen one either. Ya want ev’ryone to call your sis
a slut?”
“Why me?”
“Cuz I told her you wouldn’t tell anyone.”
“Exactly what are we talkin’ about here?”
“Tiffany comes over here tonight. Mom and Dad are going out
so we’ll be here alone. She’ll show you her, you know, and
then you jerk off while we watch.”
“You wanna watch me jerk off? That’s kinda weird Jill.”
“I’ve never seen it before. I don’t wanna be all stupid the
first time I give some guy a hand job.”
“I don’t wanna hear about you givin’ hand jobs.”
“Will you do it?”
“She’s gonna get naked?”
“She said she would.”
“She’s gotta sit there naked while I do it.”
“I think she’ll agree to that.”
“And I want to have the opportunity to do it again later.”
“I dunno about that.”
“See what you can do. Now, get outta here so I can do
something.”
“You gonna jerk off now?”
“If I don’t I’m gonna be in some serious pain.”
“Can I see it real quick?”
I stood up throwing my pillow away and dropped my shorts. My
hard cock stood straight out from my body, “Now get outta
here,” I said dismissing her. “Go rub your pussy til you cum
you little tramp.”
Her eyes locked on my cock as she slowly shut the door. I
could see her other hand rubbing between her legs. My sister
was going to go masturbate while thinking about my hard
cock. Weird, right?
It took me all of thirty seconds before I shot my load. I’d
have to work on that before Tiffany came over. Girls don’t
want a guy to cum too quick, especially during sex. Not that
I thought we’d be having sex that night or anything. I
figure I’d be lucky if she really got naked and let me see.
Maybe I could get her to finger herself while I watched, or
she’d let me and maybe I could squeeze those little tits,
lick her nipples, maybe I’d ask her for a blow job. I was
hard again. I spent the next ten minutes edging before
shooting another load as I thought about Tiffany’s lips
around my cock.
I spent the rest of the afternoon doing yard work. The lawn
needed to be mowed, then the clippings raked up and thrown
on the compost. The bushes out front needed trimming. My
sister spent her afternoon moving her sunbed around the yard
avoiding me while I worked. Of course, I got a nice $40 from
dad for the work so I didn’t mind.
Finally finished, I grabbed the sprinkler and snuck it near
Jill’s sunbed. She was snoozing in the sun, her bathing suit
untied to prevent tan lines. Her ass was already golden
bronze. I turned on the water and got a quick view of my
sister’s B-cup tits as she sat up screaming in the cold
water. I made a beeline for the bathroom and locked the door
so I could shower away the sweat and grime in peace.
Drying off I looked in the mirror. Not bad, I thought. The
beginnings of a six pack, no fat anywhere. I didn’t need to
lay out for a tan, my yard work in the neighborhood took
care of that. My cock was of decent size, not porn sized
anyway, but nothing to be embarrassed about. I did decide a
little grooming would be in order before his debut. Not
shaved, but trimmed anyway. I hoped Tiffany kept herself
trimmed. Watching old time porn was such a turn off, all
that hair. I wasn’t a big fan of bald pussy, but it was
better than a huge bush. Short trimmed hair, that was what I
liked.
My cock began to swell as I trimmed aroud it. I wondered if
Tiffany’ll want to touch it. Would she think about it the
next time she touched herself? Maybe she’d like something to
remember it by. I could give her a picture to take home.
Maybe she’s let me take a picture of her as well. My
grooming done, my cock had swollen to about it’s full
length, though still too heavy to stand before getting fully
hard.
I put one foot on the countertop and grabbed my cell phone.
I took a picture in the mirror from my six pack down. I took
my cock in hand and stroked it a couple of times getting it
to full mast. I snapped another shot showing its full
hardness. Next, I pointed it straight at the mirror and took
a shot that would be great for a POV for a girl giving a
blow job. Finally, I stroked myself until I shot a load at
the mirror. I stood there and took a picture of the cum
sliding down the glass before cleaning up.
Back in my room, I put on some loose fitting shorts before
transferring the pictures to my computer. I printed them out
on one glossy page and then deleted the evidence. These were
for Tiffany. No need to save them for anyone else to find.
The rest of the day seemed to drag on forever. When it
seemed like the day would never end there was a knock on my
door. “Yeah?”
“Hey champ,” my dad said as he opened the door. “Your mom
and I are about to head out. Pizza is on the way. Money is
on the counter. We should be back by one. Don’t forget, Jill
has her friend Tiffany coming over tonight. Don’t give’m too
hard a time. I don’t wanna hear about it tomorrow.”
I nearly started laughing. In fact I don’t know how I kept
from exploding. “Promise, Dad, I won’t bother’em.”
“Do me a favor, put on a shirt before you go down to eat.
You’re sister’ll yell and scream about how you’re
embarrassing her in front of her friends. She’s already
complained to your mom about the sprinkler incident.”
“You realize you and mom let her get away with murder?”
“Yeah, well you may be the same age, but you’re her big
brother. Be nice.”
“Honey, c’mon, we’ll be late,” my mom said poking her head
in. “Good night Jack. Be good. Have fun tonight.”
“You, too, mom. See you tomorrow.” She continued down the
hallway.
The doorbell rang. “That’s probably the pizza. Put on a
shirt and come downstairs.”
I grabbed a polo shirt and pulled it on, leaving it
unbuttoned. “Jill!” my mother yelled. “Pizza’s here! And so
is Tiffany! Your father ad I are leaving!”
I heard the front door close twice. We were alone. It
wouldn’t be long now. I’d be seeing my first live pussy and
jerking off in front of Tiffany and my sister. I could feel
my member slowly swelling in my shorts. I loved wearing
these shorts and I hate wearing underwear. I guess I’m sort
of an exhibitionist at heart. Whenever I get hard he puts on
a show for anyone looking his direction. Pizza in the den
was going to be a fun start to the evening.
When I got downstairs I was alone. Tiffany had evidently
joined my sister in her room. I grabbed the pizza boxes and
a two liter bottle of coke before heading to the den. I made
a second trip grabbing cups, ice, and a surprise, a bottle
of Crown Royal I had stashed. Before I yelled for the girls
I made some weak Crown and cokes and situated myself on the
couch such that they would probably sit on the floor across
from me while we ate on the coffee table.
“Come and get it girls, before it gets cold!” I yelled.
Shortly later I could hear them tramping down the stairs.
“What’d we get?”
“Half veggie, half cheese and half supreme, half pepperoni
and jalapeno.”
“You know which one’s yours then.”
“Yep, already started,” I said stretching out on the couch.
Like I figured they sat across from me on the floor.
Tiffany looked hot. Not too much makeup. Tank top, No
visible bra. Loose leg shorts. Her tan was as dark as my
sister’s. Her blonde hair shone bright in the den lights.
Her nipples, my god her nipples, were visibly poking the
thin material of her shirt. Guess she likes showing off too.
My cock appreciated the preview and began to fill ready to
make his appearance.
Jill took a drink and spluttered, “What did you put in
this?”
“Just a little Crown.”
“Where did you get Crown? If you raided Dad’s liquor cabinet
he’ll know.”
“Don’t worry,” I said producing the bottle. “I’ve had this
for a while. You don’t mind, do you Tiff?”
“No,” she said taking a big gulp of liquid courage. “I like
it. I don’t get to have any at home but we had some at
Shannon’s last time.”
“Anytime you want some, you know I’ve got what you want.”
I sat up to pour another drink for myself. I spread my legs
and felt fresh air touch the head of my cock as it lay there
along my leg. If the girls looked up they’d see it.
“Really Jack? I thought we’d eat dinner before the show.”
“What’s wrong now Jill?” I asked.
“Oh my,” responded Tiffany seeing what Jill was pointing at.
“Oh, sorry.” I put a pillow on my lap which did nothing to
hide the snake poking his head out the leg of my shorts. the
girls still had a full view.
“It’s still there Jack.”
“What do you want me to do about it? Tiffany’s sitting there
with her nipples pointing like erasers. I might as well take
these shorts off now!”
“No Jack, that’s fine. Just try and keep him under control
until we’re done eating.”
I watched Tiffany squirm as she sat. I caught her looking up
my shorts several times. Her free hand kept reaching for the
napkin in her lap that wasn’t there. Jill too seemed
affected. Her nipples were now poking against the material
of her shirt.
Before we finished eating I poured a second drink for each
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