Holly’s Island: The Complete Collection (9 page)

BOOK: Holly’s Island: The Complete Collection
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Holly and Sara were curled up in each other’s arms in front
of the fire listening to the sudden down pour hammer on the roof. They had just
said goodbye to Ben, Katie, and Sasha for the night. Poor Ben had been sucked
so dry that he was walking funny after having to take care of all four girls by
himself after Jacob left. But he had done a wonderful job as both Sara and
Holly were basking in the sweet sensual afterglow of the wonderful night of pleasure
he had brought them.

 

“Ben was great tonight wasn't he?” Holly said lazily.

 

“Yeah,” Sara said sounding a bit troubled.

 

“What's wrong?” Holly asked, easily able to pick up on her
girlfriend's anxious tone.

 

“There is something I've gotta tell you, but I really don't
want to because I know you're gonna be mad and I don't think I could take it if
you ended up hating me and never wanting to see me anymore.”

 

“Oh come on, I could never hate you and you know never seeing
me again is just not an option! You can tell me. Even if it's bad, I'm sure we
can work through it.”

 

“Well, I have to tell, I just can't keep this … I just can't
keep it from you, it's just not right, I love you too much.” Sara said sitting
up and taking a deep breath. “You know the time before you got here when my mom
and Caleb were having sex?”

 

Holly nodded.

 

“Well, I use to join them. Caleb and I have had sex, he was
the first guy that I ever had sex with.” 

 

Holly's face turned red, whether it was from anger or
jealously or just plain confusion or all of them combined Sara couldn't tell.

 

Holly seethed inside, both unable to rationally understand
her extreme emotional reaction and unable to think clearly she simply stood up
and walked out into the heavy tropical rain. She vaguely remembered Sara
pleading with her all the way back to her house, crying and begging her to say
something, anything. She remembered Sara falling to her knees in front of her,
strands of wet hair plastered against her face as she kept yelling 'Please! Please!
I'm so sorry!’ over and over as Holly, in a daze of emotions, walked around
her, went up the steps to Caleb's house and quietly shut the door behind
her. 

 

At first it felt like a betrayal. Sara was her best friend,
not to mention her girlfriend; she loved her more than anything in the whole
world, and not telling her about having sex with Caleb until months into their
relationship hurt Holly deeply.

 

But by the next morning Holly had quickly come to terms with
it and knew that she had to go and apologize to Sara. What had happened between
Sara and Caleb had shocked her, but it happened way before she and Sara had met
and Holly couldn't blame her for that. She came to understand why Sara didn't
want to tell her and was now impressed that Sara had gone ahead and told her
anyway.

 

But Holly now had a problem. Ever since finding out that
Caleb and Sara had sex, Holly couldn't get her own sexual feelings regarding
Caleb out of her head. In trying to figure out why she reacted so strongly to
Sara's revelation, Holly had come to understand that she too had some pretty
strong desires for Caleb.

 

She wasn't even mad at Sara for not telling her sooner, at
least not anymore. And after Holly burst into Sara's room, crawled under her
covers and hugged her tight telling her how sorry she was for reacting the way
she did, they forgave each other and swore never to be mad at each other ever
again. The next few hours were taken up with the story of how Sara ended up
losing her virginity to Caleb.  As Sara explained it, it was just an
innocent, fun thing for her, she loved sex and that's all she was looking for
at the time. There was no emotional attachment, like there was between Caleb
and Ashley or between her and Holly; she just wanted to feel the way that only
Caleb was able to make her feel.

 

According to Sara, Ashley had long been much more than just
her legal guardian. It all had begun quite innocently when their already close
and extremely open kinship was brought to bear on Sara's increasing interest in
her body and the new feelings she had started to experience as she got closer
to her Blossoming Day. Sara had already mentioned to Holly that Ashley had
showed her a few things about sex, but she didn't know how deep their sexual
relationship actually went.

 

When Sara was nineteen she asked Ashley about sex and orgasms
and all the subjects that those conversations led to. It was a few months after
her nineteenth birthday, right on the cusp of Sara's blossoming, when a
sexually frustrated Sara eventually asked Ashley how to have an orgasm and
after a brief pause to consult her moral compass, Ashley agreed.  After
all they weren't related and being only separated in age by ten years their
relationship had always been closer to that of best friends than guardian and
ward.

 

At first Ashley just demonstrated how to masturbate, but
after some disappointment, Sara asked her for a more hands on lesson. 
Before long they were sleeping together several times a week with Ashley
quickly expanding their lessons to include oral sex and the proper use of sex
toys. Soon Sara was stealing Ashley's dildo so often that Ashley finally just
bought her one of her own.

 

Like Ashley, and thanks to the mysterious nature of the
island, Sara had a massive appreciation for all things sex related and when the
full force of the island's power unleashed itself on her she quickly turned
into a raw bundle of sexual energy. So when Ashley's relationship with Caleb
quickly grew into something more than just fuck-buddy status, Sara was more than
interested in what a man could bring to the table. She hid in Ashley's closet
and watched intently as Caleb pounded Ashley's pussy from every possible angle.
Sara asked multitudes of questions about what it was like and why she couldn't
join them. Ashley did her best to explain that even if they weren't blood
relatives Ashley was her legal guardian and most people would have a problem
with their sexual relationship, including Caleb.

 

Ashley actually secretly yearned for Caleb to teach Sara all
the wonders of male-female sex, to have a caring and gentle man take her for
her first time and show her the proper way to enjoy intercourse instead of some
pimply faced boy flailing around in the dark with the singular thought of
getting his dick wet.  But she also desperately wanted to keep seeing
Caleb and thought such a request would scare him away. So she resigned herself
to the fact that it wouldn't happen.  She would still try and answer all
of Sara's questions as well as continue their sexual lessons whenever possible,
but Sara would just have to wait to find out firsthand about what a man feels
like in bed. However, as it turned out, Ashley didn't have to worry about
Caleb's reaction and Sara would understand the bliss of having a hard cock
penetrating her nubile body soon enough.

 

It happened on a Wednesday night, one of Ashley and Caleb's
usual 'date' nights. Sara had quickly grown accustomed to the Monday,
Wednesday, Sunday routine. Those were the days that Ashley had off from work
and ever since things started getting serious with Caleb, he would spend most
of those days over at their house working on remodeling projects during the day
and then staying the night with Ashley.  But on this Wednesday, Caleb had
an important conference call from a major publishing house that had expressed
some interest in his newest series of novels and he had to unhappily postpone
spending the night with Ashley. He told her that he would give her a call if
the meeting ended early, but having been in on several of these sorts of group
calls they tended to last for hours and she shouldn't wait up, he'd give her a
call tomorrow and tell her how it went.

 

Making the best out of the disappointing turn of events,
Ashley and Sara decided to have a special intimate night all their own. Recently
their sexual play had been relegated to a couple of times a week, usually on
Tuesdays after Ashley's daytime shift and Saturdays before Ashley went to work
the night shift. They rarely got to spend the night together anymore so having
a Wednesday night all to themselves was a special treat.

 

As it turned out, Caleb's call had gone exceptionally well.
The editor had loved his first draft and signed him to a contract with a hefty
bonus and an option for the next three books in the series. It was all over a
little before ten and with Caleb bursting with the desire to share his good
news with Ashley he decided he would forgo calling her and pay his lover a
surprise visit.

 

He grabbed a bottle of champagne out of the fridge and walked
over to her house. He knocked lightly but got no answer, so thinking that they
might be in the living room watching a movie he opened the front door and
walked in. Walking toward the living room he heard a moan coming from Ashley's
bedroom and thinking that she, missing their lovemaking session, was simply
taking matters into her own hands, Caleb strode confidently into her room
without a knock.

 

The sight that confronted him was jaw-dropping. The nineteen
year old Sara sat naked facing him while Ashley, lying on her back crosswise on
the bed, was underneath Sara busily sucking on her pussy.  Sara, her
fingers buried inside Ashley's wet cunt, looked up at him shocked, but as her
shock wore off and Caleb still had not said anything to alert Ashley to his
presence, a smile grew across her face. She started finger-fucking Ashley
harder and faster, the whole time never taking her eyes off the still stunned,
but increasingly turned on Caleb. With Ashley still preoccupied with her sweet
teenage pussy, Sara removed one pussy drenched hand and put a finger to her
lips to tell Caleb to be quiet.  Then she proceed to lick the juices off
each one of her fingers, again never taking her eyes off Caleb.

 

By this point Caleb was beyond help. His cock was so hard it
was getting painful to keep it enclosed in his pants and when Sara pointed to
his bulge and then to her eye Caleb didn't need to be told twice. Quietly he
unbuttoned his jeans and let them fall silently to the floor, his huge hard
cock springing to attention. Sara stifled a gasp and watched in awe as he
grasped his penis and slowly began to masturbate in front of her. The sight of
her first real cock excited her to no end, and with Ashley's tongue doing it
usual bang up job on her clit, Sara was about ready to explode. But a thought
suddenly sprang up fully formed in her mind, so with all of her will power she
held back her orgasm and grabbed Ashley's legs and pulled them towards her.

 

Ashley knew what Sara wanted and pulled her knees up to her
sides letting Sara put her arms over her inner thighs bringing her pussy within
easy reach of Sara's eager mouth. In a matter of seconds Sara was licking and
sucking on Ashley's close to orgasmic pussy. But, Sara had ulterior motives,
this position also exposed Ashley's dripping cunt to Caleb. With Ashley's ass
near the edge of the bed Caleb could get on his knees and plunge his rock hard
cock deep into her waiting pussy and she'd never know what hit her. Sara ate
out Ashley's cunt until she could feel that she was getting close to orgasm and
then motioned Caleb to get into position. With his hard penis only inches away
from her face it was too hard to resist, so Sara briefly replaced her tongue
with her fingers and gave Caleb's dick a quick lick. It was smooth and hot and
jumped at her touch. Encouraged by the response she went a step farther and put
the tip of his cock into her mouth and gave it a little suck. Caleb sighed with
delight.

 

“You getting close baby, cause I'm about to burst!” Ashley
said thinking that it was Sara who had sighed.

 

Sara quickly took Caleb's dick out of her mouth and replied.

 

“Oh, yes, keep going!” she moaned as she rapidly rubbed
Ashley's engorged clitoris.

 

“Cum with me baby, oh, god … ahhh!” Ashley nearly yelled as
her orgasm started to take hold of her.

 

Without missing a beat Sara grabbed Caleb's throbbing cock
and shoved it into Ashley's orgasmic pussy. Caleb took over, slamming into her
as the shocked Ashley could do nothing but ride out her orgasm. The up close
and personal view of Ashley's pussy getting fucked by Caleb's large hard cock
was too much for Sara to take and she let her own orgasm shutter through her
body as she humped Ashley's face. After several minutes, Sara finally collapsed
on top of her mother, her head resting only inches away from Caleb's thrusting
cock as he continued to fuck Ashley's still convulsing body. Then with a
massive groan Caleb pulled out of Ashley's quivering cunt and spewed his hot
seed all over Sara's face, ropes of the white baby juice splattering on her
cheek and nose and lips, while more shot out and splashed on Ashley's tight
flat stomach until he was completely drained. 

 

“What happened?” Ashley sighed quietly as she came to her
senses.

 

“Don't be mad, Ash.” Sara said wiping the last bit of sticky
cum from her cheek.

 

Ashley finally looked up over Sara's tight teenage ass and
caught a glimpse of Caleb smiling sheepishly.

 

“Yes, please don't be mad,” Caleb said bracing for Ashley's
reaction. “I know I shouldn't have … but when I walked in on you two I just
couldn't turn away. And then Sara ...”

 

“Ash, I totally … I was my fault … I egged him on.” Sara said
jumping in.

 

“I … I am truly sorry and I understand if you never want to
see me again ...” Caleb said starting to get to his feet.

 

“You,” Ashley said looking at Caleb, “stay right where you
are, as for you, Sara, get off me.”

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