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You are here: Home / Adult sex stories / Tiffany and the First Jack and Jill by MysteryMan611

Tiffany and the First Jack and Jill by MysteryMan611

by MysteryMan611 June 27, 2023 Leave a Comment

of the girls, a little stronger this time and a third for

myself, a little weaker.

“What d’you think girls? Want to do this down here? Or would

you rather go to one of our rooms?”

“I don’t know if I can do it down here. what if your parents

came home early?”

“Ok, we can use Jill’s room or mine.”

“Let’s use yours. I don’t think I could explain the musky

smell to mom and dad.”

“What?”

“You must be used to it. Your room has a scent. When you’ve

been busy.”

“And nobody ever told me?!?”

“I always thought you knew.”

“Is it bad?”

“No, it just smells like, well, manly.” I was not amused.

“Go on up. Tiff and I’ll clean this up. We’ll be up there in

ten minutes.”

I climbed the stairs to my room. I opened the door and

sniffed. Nothing. Maybe I was used to it. I turned my desk

chair around facing the bed. I only had one chair so I guess

I’d let them have the bed to watch from. I’d jerked off in

this chair quite a few times watching porn on my computer.

Now I’d have porn on my bed to jerk off to.

What an opportunity, I grabbed my SLR camera and pointed it

at my bed it was always sitting on my desk so it shouldn’t

arouse any suspicion. I set it for video and hit the start

button. Seconds later there was a knock on my door. I sat

back on my captain’s chair and draped a leg over one arm.

“Come in.”

Jill came in first and shut the door behind her. “Ok, she’s

agreed to get naked and stay naked until you finish. You

can’t touch her while she’s naked.” she leaned close and

whispered, “She just told me she’s so horny right now she

wants to jump your bones.” She climbed on my bed and

stretched out like a cat. “You can come in now Tiff.”

Music came from the hallway and the door opened. Tiffany

strutted in, in time with the music. She was better than any

stripper I’d seen online. She was wearing a colorful short

silk robe which clung to her body. She came over to me and

undulated her body erotically before leaning in and kissing

me lightly on the lips. I nearly reached out and pulled her

into my arms but held back.

She moved away and turned her back towards me. She opened

the robe slightly and it slipped from her shoulders. She

turned back to me and her hands held the robe to her

breasts. She turned away and bent forwards lifting her robe,

exposing her ass and just a hint of the space between her

legs. As the music climaxed she turned to me again and held

the robe open, her body there for me to drink in. Her pert

breasts topped with those delicious nipples I’d seen the

hints of earlier. Her short, downy hair covered pussy, just

like I’d imagined.

My cock was harder than I could ever remember. It was longer

than I’d ever seen. It strained as I groaned. It pushed the

leg of my shorts aside and stood proud in front of Tiffany

and my sister.

Tiffany sat on my bed. She raised one foot and set it to her

side. This opened her legs and I could see the warm moist

hole that craved my hard cock. The same place my hard cock

craved to be. She was wet and horny. She slid a finger

between the folds of her wet pussy, her head leaned back and

she moaned. finally she stretched her body out on my bed,

turned on her side, her leg propped up keeping her fully

open to my gaze.

I wheeled my chair close to my bed. I slid my shorts over my

erection and down my legs, never taking my eyes off Tiffany.

I propped both feet on the edge of my bed and spread my legs

wide. giving the girls a great view of my cock and balls.

Precum oozed from the tip. Normally I would grab a little

baby oil to facilitate my fun but not today. My copious

precum fluids gave me plety of lubrication. I spread it all

up and down my shaft and over the head. I moaned at the

sensations I was feeling. I wanted to close my eyes and

fantasize as I often did but my fantasy was in front of me.

Tiffany slid her fingers over her fur covered mound and

through her silky folds. Another hand, my sister’s hand

cupped her breast as she watched from over Tiffany’s

shoulder. Tiffany moaned. I moaned. Jill moaned.

My hand feverishly worked up and down my steel hard shaft. I

wouldn’t last long. I couldn’t last long. Even though I’d

jerked off several times earlier my body’s senses were in

overload. I could think only of the naked girl in front of

me and how I wanted her to be part of what was happening to

me.

“Cum for me Tiff,” I pleaded. “Let me see you cum.”

“Yes, Tiff, let’s show my brother how you cum. Then he’ll

splash his man cum all over your naked body.” My sister

reached down between Tiffany’s legs and rubbed her mound

while Tiffany’s own fingers lightly probed her virgin pussy.

Her hips rocked back and forth and she moaned loudly.

“I’m cumming. Oh god, I’m cumming. cum for my Jack, shoot

your man cum all over me. Oh god, oh g-g-god! Cum Jack, cum

for me!”

I stood up and started furiously sliding my hand up and down

my steel rod. The purple head topping my cock looked like it

was going to explode. My body felt like it couldn’t take

anymore. Finally my balls contracted ad I began to shoot

long streams of cum across Tiffany’s chest, then her belly,

then between her legs, coating her and my sister’s fevered

fingers.

Finally I sat back in my chair, exhausted.

“Oh god Jack, that was the best ever.”

“I hear it gets better.”

“How, how can it possibly get better than that?”

“For me? For someone to do it to me. For you? For me to do

it to you. For us? To do it together.”

“And then what?”

“And then we try something new. I can hardly wait to taste

your hot wet pussy.”

“What if I’m not ready for that?”

“Then maybe we just do this again.”

“You would be ok with just this?”

“More would be nice, but if I’m doing anything I’m happy.”

“What about a party?”

“What? with more people?”

“Yeah, you bring a couple of your guy friends and we bring

another girl. Guys jack off, girls jill off. It’s called a

jack and jill party.. Not quite as intimate as this but

kinda crazy.”

“You have some people in mind?”

“Your sister likes Robert. My sister likes James. You think

they’d like to join us?”

“I think they’d go crazy for the idea if the ‘no touching’

rule wasn’t there.”

“That’s the thing, it’s not sex if there’s no touching.”

“But my sister was touching you.”

“That’s different.”

“How?”

“Cuz we’re both girls. It’s still just jillin’. A guy

touches me and he’s gonna want to do more.”

“I was just watching and believe me I wanna do more. I want

to feel your tits, suck on your beautiful nipples, run my

fingers between the folds of your pussy. I want you to touch

my cock, carress my balls, stroke me til I cum. I bet you

couldn’t even tell if it was me or Jill doing it to you.

Anyway, if there are limits to touching it would be easier

than no touching at all.”

“I bet I could tell,” said Jill.

“Tell what?”

“If you both sucked my nipples I could tell which was

which.”

“And if you can’t?”

“If I can’t we do one thing for you today and we come up

with a list of touching rules.”

“Ok, we need a blindfold. Jill sit in the chair and take

your shirt off.”

I grabbed a muffler from my closet and covered my sisters

eyes. “We’re gonna spin you around for a second. then we’ll

take turns sucking your nipples. When you think you know who

it is, say it. Three out of five guesses wins.”

This was so cool. Jill was sitting topless in my desk chair.

Tiffany was across from me still naked. I was standing

around with my junk hanging out as well. How could I fool my

sister into thinking I was Tiffany. How does Tiffany do it?

I pointed to her and mimed for her to go first.

“Okay you two, tongues and lips, no hands. I’m sure I’d

recognize a guys hands.”

We spun the chair around clockwise a few times and then

counterclockwise. We stopped the chair and Tiffany leaned in

as I watched. My sister’s breasts rose and fell with her

breath. I just realized I was gonna lick my sister’s

nipples, suck on her breast, make her feel good. And she

wanted me to do it.

Tiffany was gentle with Jill. she flicked the nipple with

her tongue then carressed the areola as well. She took the

whole breast in her mouth and sucked.

“Tiffany, definitely Tiffany.”

I held my finger to my mouth in the universal “shhh” sign. I

started the chair spinning again and stopped it shortly. I

directed Tiffany to go again. she did the same to the other

breast.

“Jack, you’re good at this too. I’m sure that was Jack.”

We spun the chair. This time I leaned in. Jill’s breast was

still wet with Tiffany’s saliva. I blew softly and watched

as the papillae stood up. I touched the nipple with the tip

of my tongue. My first time touching a girl’s breast. I

flicked the nipple with my tongue. I opned my mouth in a

small “O” shape and took the breast into my mouth. I played

with the nipple with my tongue while applying suction.

“Keep that up Tiff and I’m gonna cum!”

We spun the chair again. I pointed at Tiffany.

She was gentle once more. I could tell she’d done this

enough to know what my sister liked.

“Jack, quit trying to be a woman.”

“That’s three out of five I said taking the blindfold off.”

“What I got three out of the first four?”

“No, you missed three out of four.”

“Which one did I get right?”

“The first.”

“That means Jack was only the third time? That time was

amazing. You know how to use your tongue Jack. you need to

let him show you Tiff.”

“Later. Okay Jack, what do you want?”

“Two things, first, I’ll take the blindfold and see if I can

tell which of you is touching me until I shoot. And then I

want to watch the two of you. Or rather I want to watch you,

Tiffany, give my sister something she hasn’t had yet today.”

I sat back on the bed and tied the blindfold on. “Feel free

to use your hands however you want. You’re the same size so

I doubt I could tell which is which.”

I felt four hands sliding up and down my body as I lay

there. I was still hard from earlier. A pair of lips kissed

my nipple while a soft hand cupped my balls. My hips lifted

from the bed anticipating, no, begging them to touch my

shaft. Another kiss, this time to my other nipple. Lips

brushed across my lips, a tongue touched my lips. Too late I

opened my mouth, whoever it had been had moved on.

Baby oil drizzled on my chest, my abdomen, and my elongated

cock. Hands smeared my body. Locked fingers finally found my

hardness. Together, I could tell they were working together,

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