Driving Siter Jenny Part 5 End - Two Virgins (F/F, F/MM, First
Time)

Both Jenny and I got up around 8 am on Sunday to pack and head
back home. After two eventful days that satisfied both our sexual
desires, not mention the realization of wild fantasy that my
sister had entertained for a while, I was actually ready to
leave. Jenny hop in the shower with me, but neither one of us
were keen on having sex, except to tenderly caress each other.

We packed and then decided to check out the free breakfast that
motel serves its guests. After serving plates with eggs and
breakfast meats, we sat hoping for a quiet time, but it was not
to be.
“Isn’t that one of the brothers that you fucked last night” I
asked jenny when I noticed older of two brothers that she fucked
having breakfast with bunch of others.

“Sure is” Jenny said blushing. “I didn’t expect to see them here
this morning” she hissed turning the other way.

“Neither did I. Do you want to go someplace else for breakfast?”
I asked fearing unwanted attention.

“No, I am fine. Let’s just eat and leave. I don’t think he is
going to make a scene. Jenny said sipping her coffee. But we were
careful not to look in their direction as we quietly ate. Then,
just as we were finishing our meal, the guy who joined in a
foursome with Jenny approached our table with a huge grin on his
face, pulled up a chair and sat with us without being asked to.

“Hope I am not intruding” he said looking at each of us and
smiling. “We wanted to visit you again this morning so badly, but
couldn’t get enough money, but the last night was so memorable.
Thank you” he said looking at Jenny and I thought she was going
to turn crimson, but she smiled with a straight face.

“I enjoyed it too. Maybe next time” she smiled.

“Listen, we have a little bet going. One of the guys and a girl
who are having breakfast with us belong to a weird religious cult
and they are from the same town. The guy even didn’t touch
alcohol till recently and we all know that both are still
virgins. We asked if he would lose his virginity to anyone in the
dining room and he said he would lose it to you. Imagine that?”
he paused and I wondered after so much fucking over the weekend,
Jenny would even consider such an offer, especially to be
prostituted.

“Go on” Jenny said with a smile

“Well, the bet is $300 Canadian, which we will have him give to
you. Now, since he accepted the bet and if you don’t do it, we
have to pay him $300” He chuckled, but he seemed serious and
perhaps even worried having to pay potion of $300.00 to this
virgin.

“Now, the girl also accepted the bet. Her job is to stay in the
room, watch and report back to us” he laughed again.

“Hmmm…. A virgin ha? How old is he?” she questioned, even
surprising me.

“He is nineteen I think. He just started his sophomore year. The
girl is same age as him” he answered.

“Well. It is almost nine now and we want to leave no later than
10.30. If you guys are serious, have both of them come to our
room within next 15 – 20 minutes, otherwise we are leaving.”
Jenny said accepting the offer without even seeing the guy. I
began to wonder who the girl was. When I casually looked at the
table where they sat, I saw three girls and four boys and except
for one, other two girls looked good and one was exceptionally
good looking. The guy left, thanking both of us and we decided to
head back to the room, without checking out as we had first
planned.

“Are you sure about this Jenny?” I asked my sister on our way
back to the room.

“It should be a piece of cake fucking a virgin. Especially for
$300.00, don’t you think? With that money, we can cover all
expenses and still have about $700 left” she chuckled.

After reentering the room, we didn’t have to wait long before a
soft knock on the door came. Jenny giggled, and then smiled
wrinkling side of her mouth as she walked to the door. As the
door opened, I took a peek to see who she was going to fuck next
and noticed a nerdy looking guy, average height, but skinny
standing by the door. There was a girl with brown hair behind
him, but I couldn't quite see her.

“C’mon in! If you take off your shoes, you’ll be more
comfortable” She invited them and led them into the room after
closing the door. “Sit down and be comfortable” Jenny said
pointing towards the unmade bed. Both hesitated for a moment, but
sat at the edge of the bed, looking uncomfortable.

“I don’t have to tell you, but everybody has to start somewhere.
Maybe, it is uncomfortable to be with a stranger to do one of the
most memorable things in person’s life, but you know, sometimes
it is best to do it with a stranger. Tell you the truth, I did it
with a stranger” Jenny chuckled “Now, I am honored that you
picked me and that’s why I decided to do it with you” she said
whisperingly.

“Now I understand both of you go to college. What is your major”
My sister asked looking at the guy.

“Premed” he answered timidly

“What about you” she then turned to the girl, who was quite
beautiful with shoulder length brown hair, dark brown eyes and an
angelic face. She seemed to have firm, but small breasts, big
hips and equally round thighs. She perhaps stood about 5’4’’, but
height weight proportionate.

“Nursing” she hissed.

“I know what’s in this for him, but what’s in this for you?”
Jenny asked her next.

“Well…. We had a bet…If I stay and give everything in detail to
six others; I don’t have to pay anything. But if I don’t, I will
lose the bet and have to pay them $300.00” she said breaking
sentences, but smiled after she let out her story.

“That’s great. So, you have an incentive to keep $300.00, when I
have to do the work” Jenny giggled. “Maybe, you should help me a
little then” she laughed.

Jenny then slowly walked to the guy and gestured him to come to
her. When he nervously stood up and got closer to Jenny, she
leaned forward and kissed his lips instantly and asked “Would you
like to undress me first?”

“Sure. Can I” he said as his eyes shined as stars.

“Of course you can. I am all yours right now” she smooth talked.
He swiftly stepped up to the plate, looking hungry and anxious.
His shacking hands first went to Jenny’s denims. He unbuttoned,
unzipped and pulled them down and Jenny raised each leg allowing
him to completely remove her denims. Her blouse was attacked
next. As Jenny raised her hands above her head, it was completely
pulled of her body, leaving her with her bra and silk underwear.
He gasped, marveled her with his eyes and then struggled to get
Jenny’s bra off when Jenny called the girl to help the poor guy.
She did, turning red as an apple. Soon as the bra was removed, he
again stood drooling at my sister’s breasts. Her nipples were
quite erect, exhibiting her own arousal. The last piece of
garment was pulled and my sister stepped out of it showing her
gorgeous naked body, as the guy looked on as he was mesmerized.

“Do you like what you see?” Jenny whispered, brought him to her
by wrapping her hands around his neck and kissed him, licking his
lips in an erotic fashion.

“Yes” he stuttered

“Let’s get you undressed” Jenny said and gestured to the girl to
come near her. “Since you are going into nursing, you’ll be
undressing many people in the future. Maybe you can help me with
him now” she said

“Me? Undress him? No….” it was her turn to stutter

“Don’t be shy. Then, let’s do it together” Jenny reached her hand
out to her and she reluctantly held it as Jenny pulled her. Her
hands were guided to guy’s pants, where girl’s hands stood for a
moment and she unbuttoned it, turning red and looking away and
smiling.

“We’ll get back to his pants later. Go ahead and take his shirt
off then” Jenny directed and this time, girl unbutton guy’s shirt
and removed it completely with his help. The attention was once
again on pants. Jenny assisted the girl to unzip and once his
pants were at his ankles, she panted and then giggled closing her
mouth with her hand, seeing his bulge inside his underwear. I was
glad that his tool didn’t appear to be large and it was only
about the average size for my sister’s sake.

“One more piece to go. Kneel by his feet and pull down on his
underwear” Order was given by Jenny, kneeling on the floor
herself and pulling the girl to be on her knees. She hesitated,
but giggled, looked around and slowly placed her hands on his
underpants and began to pull down ever so slowly. Just as it was
lowered below his tool, it sprang, leaped and rebounded, hitting
her chin on its way ups. She jumped and then giggled again
realizing it was guy’s tool that had hit her.

The way she jumped was comical and we all had a good laugh.
Perhaps that was the breaking point she laughed along with us and
said “I thought it was going to bite me” laughing some more.

“Ohh… no, dicks don’t bite. They are loveable pets” Jenny said
reaching for the outstretched tool of the guy, wrapping her
fingers around it and moving his foreskin, back and forth ever so
slowly.  And he began to groan immediately.

“This is cool. This is the first time I am seeing an
uncircumcised cock. Have you seen one before?” She asked the girl
and she nodded her head no. “Come closer and look. Inside is so
smooth and polished and looks really cute” she played more with
his foreskin, pointing it to the girl, who looked on from few
steps away, but she appeared to be interested.

“Why does she get to see all this? That’s not fair. Can we go to
the bathroom or somewhere? She is going to make fun of me later,
you know?” the guy grunted in displeasure of having the girl
nearby and groaned in pleasure at the same time.

“You know, you have a good point there. Why only both of us are
the only once naked? You two should strip down, if you want to
watch” she approved the guys complain.

“I am here to watch. Otherwise I am going to lose $300.00” the
girl balked and gave her reasons for not wanting to be nude.

“At least, you two should be in your undies, if you don’t want to
strip completely” Jenny said looking around the room. Perhaps,
she liked the girl and wanted her or saw an opportunity to treat
me, which was correct, I didn’t know.

“Get down to undies?” girl stumbled

“Isn’t that kind of like being at the beach in your bikini? Why
not? Go ahead. If you want him to help like the way you helped
him, I am sure he is more than willing” Jenny said chuckling
looking at the guys face as she held his member in hand.

“Yes, Tammy, go ahead and strip” he gave away her name, Tammy. I
immediately began to undress. Not wanting to scare away Tammy, I
kept my boxes on.

“Sure Brandon, I guess you want to see me naked. Dream on buddy?”
she smirked, blushing.

“C’mon, be a good sport. Help your friend here, would you?” Jenny
said jokingly, pointing to her friend.

“That’s right. You just want to watch and go tell everyone what
you saw and make fun at me. Not fair” he complained.

“Just one piece then” She hesitated holding the hem of her
blouse.

“Only if that piece is your pants” He yelled back grinning at
her. Seemingly, they had been close friends for a while, having
grown up in the same town and belonged to the same religious
sect.

She looked around, reached down and tangled with her pants,
looking around shyly. And then in one quick minute, she hurriedly
removed her pants and stood up, pulling her blouse down from its
hem to cover-up anything that she could possibly cover.  I
drooled looking at her ivory thighs that were both fleshy and
round.

 “That wasn’t hard” Jenny said. “Now just enjoy the show until I
need help” she smiled and quickly gulped the guys cock, down to
his balls at once. His loud cry followed immediately and his body
tightened, hips pushed forward and hands reached his waist as
Jenny sucked him expertly. Tammy looked on with wide eyes.

Jenny had it easy. She sucked him fast, swallowing all of his
meat, while fondling his balls for only short period of time,
before he yelled turning his head up, grunted and swayed  his
hips as they seemingly tightened and release a huge load into her
mouth. My sister kept sucking while his cum dripped off corners
of her mouth and only stopped when the last drop was milked and
she swallowed his warm cum, smiling at him as she swallowed.

“Oh my GOD” he sighed and yelled. Then he quickly questioned, “I
am not done right? You are going to let me do you right?” looking
panicked that he turn to lose the virginity may had ended without
ever sticking his cock in my sister’s pussy.

“Don’t worry, you are not done. It is best to get that first shot
out of the way, so you can take your time doing it later” she
said calmly smiling. “But, now you have to do some work. You can
start by licking and sucking my pussy. Have you ever done that?”
she asked lying down on bed and parting her legs and lips to give
him a good view of her parted lips.

“No” he mumbled

“Do you want me to demonstrate or tell you? What will work best
for you?” she asked next and he didn’t answer, yet kept staring
between my sister’s legs.

“Maybe I can mimic with Tammy, so you can learn” she said
giggling and I first thought she was kidding, but her eyes looked
determined. Knowing my sister, I knew she was going to somehow
have her way.

“Tammy, lay here and help me demonstrate this to your friend”
Jenny said sitting and pulling Tammy to her and as she moved
forward blushing seriously, then Jenny pushed her to bed.

"Now let's get started," said Jenny holding Tammy and trying to
pin her down as Tammy struggled to get free, giggling and
blushing.

At first, all Jenny could do was rock back and forth holding her.
Tammy closed her eyes and continued to twist her body, laughing
as she shook her head.

“I am only going to imitate, not going to do anything to you.
C’mon now” Jenny kept wrestling with Tammy, while they both
giggled as it was some sort of a play. But, bare naked body of
Jenny, trying to gain control over Tammy, moving on the bed look
wild, and equally eye pleasing.

“No even that is bad” Tammy yelled out, still giggling.

“Don’t lie to me girl. I can see your excitement in your eyes”
Jenny responded, pushed Tammy to bed and came up on top of her.

“Oh… That’s enough, please” Tammy mumbled, but then Jenny had
Tammy’s hand trapped to the bed and scooting down on her towards
her pussy. When Jenny pressed her face just below tammy’s pubic
bone, she gasped, stirred and bent her knees and chuckled as she
was being tickled. Jenny cunningly stole the moment to sneak her
face right between Tammy’s thighs. This unexpected contact caused
Tammy to swiftly lower her knees, but she had no other place to
land her feet but on Jenny’s back or on the sides. By then, Jenny
was already at work and she yelled between Tammy’s thighs saying
“I see wet spots on pantie. Did she pee or got little excited”,
causing Tammy to show her blushful face to us, who were
spectators of what went on between them.

Jenny started by running her tongue over Tammy’s inner thighs, up
and down, switching between them. Tammy, twisted and turned, but
didn’t put up a real fight to get free, but pretended as she
wanted no part of it. When Jenny’s thumb touched where Tammy’s
clit might have been over her underwear, she instantly lurched
forward, and fell back to the bed yelling “No”, but then again,
no real resistance was seen other than rocking her hips, that may
have only given the advantage to Jenny in rubbing Tammy’s clit.

When Tammy finally settled, she sighed and said “No please,
that’s enough”, Jenny wrenched open her legs and lapped at her
panty covered pussy, while still massaging her clit with her
thumb.

Meanwhile, I stood there with the guy who was a virgin waiting to
get his first fuck, rubbing our cocks, looking at my sister
trying to seduce a girl who was also a virgin.

“Nothing to it, you see? You have to go nice and slow. Rub my
clit like this and tongue my pussy, lick it and suck it” Jenny
said keeping Tammy pinned down and turning to us.

“I can only see her underwear” Carl (I later found his name) said
holding his cock that was already stiff after blowing a load in
my sister’s mouth.

Jenny didn’t respond in words, instead she kept poking her tongue
Tammy’s pussy, while pulling her panties down with her hands,
gently, not making her sense that her undies being pulled. Then
she reached down, pulled Tammy’s panties to one side and held it
for a moment, before she whacked her tongue at it. It was long
enough to us to see Tammy’s sweet virgin pussy with engorged wet
lips. Without a doubt, Tammy was excited and it was evident by
how saturated her pussy appeared.

“Stop fighting and cum in my mouth” Jenny hissed licking the
length of Tammy’s pussy, pulling down tammy’s undies to her knees
and jumping back on her again. I swiftly assisted by removing
them completely to give Jenny freedom to part Tammy’s legs wide
apart.

With that, my sister began to gorge herself hungrily. Her wet
tongue swept up and down; in and out; and across the sweet wet
pussy lips of Tammy. Forcing them open and pushing her tongue as
deep as it would go, fucking Tammy with it. Making her squirm as
Jenny continued to gently work on the beautiful ripe clit,
tasting her, drinking her and loving her. Then Tammy climaxed.

"Oh hell!! Yes!!" screamed the young girl.

Tammy’s body twisted in total pleasure as we looked on in amaze.
Her legs became rigid, raised up and clasped on Jenny’s back,
eventually sliding down on the bed pushing her harder against the
mouth of sweet tormenter.

Without taking her face away from Tammy’s pussy, Jenny raised her
hand and signal one of us to replace her and I very well knew
that she wanted me, not Carl. I rushed and waited for my sister
to move away, adoring Tammy who was still fighting her orgasm.

When Tammy came to full terms with herself, she was on her back
and I was lying between her legs, propped on one elbow. My other
hand was softly traveling over her body. Her clit and the inner
lips of her pussy were very puffy and were sticking out from
between her outer labia. They were also extremely wet. In fact,
she had to be having brought to a climax by my sister.

To my left, laid my sister, with her legs wide opened allowing
Carl to have his first pussy right in front of his eyes to lick,
tongue and entertain. Carl was in a hurry to get the most out in
a short time and licked my sister’s pussy soundly as a puppy
drinking water.

“No, that’s enough” Tammy cried finally taking to grip that I had
replaced Jenny between her legs, but how can I move, when my
tongue was as deepest it could go in her pussy and swirling it
between her virgin walls, drinking her sweet juice? I pulled her
legs, moved them over my back and held them tightly as I started
to lick her forcefully, yelling results almost immediately. She
bucked, tightened and yelled, leaking more and more of her juice,
which I drank hungrily.

“Ohh… you are getting me wet and excited” Jenny hummed, lying
next to me.

As Jenny’s lover was getting her excited, I was having the thrill
of my life bringing a virgin to her orgasm with my tongue. As her
body tightened and began to spasm, I reached up and held her bra
covered breasts and squeezing them in my hands to aid her orgasm,
while extending my tongue work down to her buttocks.

“Ugh…Oh…Oh NO, NO” she twisted and shouted while shivering and
filling my mouth with her nectar.

“Come and stick it in me now, I am ready” Jenny purred to her
lover, lustfully. She had her legs parted and up. As soon as Carl
stood between her legs and rammed it at once, she made a sound,
and then brought her legs to his back to pull him closer as he
went to fuck her hard straightaway.

I was just tonguing Tammy gently while her orgasm subsided. But
seeing the couple next to me going at each other like animals
aroused my own need to stick my aching hard-on inside a wet
pussy.

Placing my hands either side of Tammy, I moved up and kissed her
swiftly, pressing my chest on to her. She didn’t kiss me back
right away, but as I kept kissing her, she relaxed enough to open
her mouth and let me do kissing.

Next I pulled up her bra over her twin mounds. They looked
absolutely marvelous and as firm as I had guessed them to be. I
lewdly sucked her sensational pulps, taking one at a time into my
mouth, all while raising my abdomen up enough to pull down my
boxes.

When I brought my hips down, my steel hard rod was resting
between Tammy’s legs, pointed at her pussy opening while we
kissed and I sucked her wonderful breasts. She moaned, twisted
and cuddled, while she kept her mouth opened to moan and kiss and
her eyes closed.

Looking at her angelic face, I felt almost guilty even to think
about fucking her, but it was too late for remorse as the head of
my cock was now pounding her valley, each time I made a slight
move.

“I want your cherry” I whispered to her. But she didn’t respond.
I took my glitzy tool in one hand, reaching between our thighs,
pushed in, leaving it right at her pussy-hole and asked once
more. She said noting with her words, but she opened her very
glistening eyes that read, yes.

I began to push forward, little at a time, enjoying the tightness
and hot liquidly wetness of her amazing hole.

“Slow down or you’ll cum faster than you want to. Lay here and
let me ride you” I heard jenny tell her lover and rolling him
over on his back. She weighed down on him, placing her hands on
his chest and his hands on her breasts as she moved her butt up
and down, fucking him deeply, but slowly.

By then, my head was few inside Tammy warm pussy, who shuck,
turned and twisted, yet moan in a way only a girl can. Just after
the head was in, I seemed to run into some kind of barrier that I
guessed was her hymen. I looked up at Tammy’s face, shrouded in
her brown hair. She was biting her lower lip in concentration as
she let herself down my tool. I felt the barrier give way as she
shrieked briefly from the pain and then I felt her slid the rest
of the way down to where her pubic mound pressed against my own.

Neither one of us spoke. It felt like an eternity, but vivid
experiences have a way of passing by in slow motion. The only
sounds were our moans and the wet sounds of our feverish kissing
as our crotches pounded together. That includes Jenny and Carl,
who were racing towards the finish line. But to my satisfaction,
Tammy seemed to be entirely happy with the new experience and she
showed it by moaning and twisting her body in a very erotic way.

Carl yelled lying next to us, and Jenny went on to pound his
pubic bone bouncing her ass up and down energetically. Even after
Carl stopped groaning, Jenny kept fucking him and when she moved
off the bed, Carl was still gasping for air holding his cock in
hand.

“You are something girl. I hope every fuck is going to be this
good” he complemented her.

Within next few minutes, Tammy crumpled under me several times,
reaching orgasms, but I kept fucking without slowing down even
for a split second. Having rolls being reversed, Carl and Jenny
were watching me and Tammy fuck.

“If she is as good as this girl, I like to stick my cock in her
too one day” Carl joked

“Do you want to? I don’t think Tammy would mind if you do” Jenny
commented. “Tom, let him have a tryout, would ya” she yelled
pushing Carl and reluctantly, I took my cock out of her and let
Carl jump right in.

During next five minutes or so, Carl fucked Tammy and he came
over face and breasts. Tammy probably knew that I hadn’t cum yet,
although I kept my cock lounged in my sister’s pussy to maintain
its firmness, without actually fucking her. She looked on and
smiled at me, while trying to clean her face off of Carl’s cum
when I rushed to push my cock right back inside of her slick
pussy. I fucked her long and slow, watching Carl fondling my
sister, but I doubt he had any juice left in his balls for
another round.

When I became close to ejaculate, I kneeled placing my knees
either side of her chest, took my cock in hand and pressed it in
between her pink lips. It took several tries before her teeth
were pulled apart to squeeze the head of my cock in her mouth,
but when I did, I shoot long stream after stream of cum right
into her throat.

Ultimately, two lost their virginity to us and I was especially
thrilled having taken a cherry for the first time in my life.
Cherry of a good looking babe! Jenny and I left Canada richer
than we expected not to mention the dream that Jenny was able to
fulfill.

Eventually, I dumped my girlfriend and started hanging out more
with Jenny. I had one of the pussies that I previously fucked or
a new one every week as a consequence, which delighted me. Dee
also took a special liking to me. After I graduated, I remain in
the area to study for my GRE, ultimately renting a place together
with Jenny and Dee, adopting their carefree lifestyle.
I learned that fucking your own sister has many rewards,
including the chance to fuck her friends.