Neighborhood Sex and Torture Club 2
CHAPTER 12
The flight had been a good one and the club members arrived at Beef Island in
the British Virgin Islands on time and with all their luggage. The bus was waiting to
take them to Tortola where they would meet with their Captain and load their gear
onto the boat. Excitement was running high as they all anticipated ten glorious days of
sun, fun, and sex in the Islands.
They were not disappointed when they arrived at the dock and saw the yacht
that would be theirs for the next two weeks. It was sixty feet from stem to stern and
was rigged as a three-masted schooner. Below, there were three staterooms and a
forepeak with four bunk beds. This did not include the accommodations for the
Captain and his wife. It was quickly decided that Bill and Connie would occupy one
cabin, Mike and Tracy another, while Charles and Rosie took the third. This left
Natalie and the teenagers to choose among the bunk beds forward.
The group stowed their gear then went off to explore the town while Tracy and
Michael finished preparing the yacht for the cruise. The group was told to be back at
the dock by 4:00 P.M. They would sail to their first anchorage in time to have cocktails
and watch the sunset. Dinner would be around 8:00 P.M. with a group meeting
afterward to set the ground rules for the cruise and discuss the agenda.
Although the town was interesting, the group was back at the dock early,
anxious to set off on their adventure. They sat around on deck, trying to stay out of
the way as Michael and Tracy scurried around, carrying provisions, loading snorkeling
equipment, and making last minute checks to see that all electronic equipment was
functioning properly.
Promptly at 4:00, Tracy cast off the lines and Michael eased the large craft from
the dock. In less than thirty minutes they had cleared the breakwater and set the sails,
bound for Norman Island.
The guys in the group admired Tracy while she worked. She wore a tiny red
bikini that showed off all her assets, which were considerable. Small triangles of the
bra barely covered the nipples of her large breasts, which were darkly tanned, making
them all sure that she had spent a lot of time in the sun while completely topless. Her
ass was firm, hardly jiggling while she moved about her various chores.
Tracy's thighs captured Bill's attention. They were perfect, full but firm, and just
parting slightly at the juncture of her crotch. Even her mound was visible as it
protruded from the front of the thin material of her bathing suit. Muscular calves and a
hard, flat stomach completed the picture. Tracy was tanned a deep cinnamon color
which accented her flowing blond hair beautifully. She was a beautiful woman who
carried herself well and seemed totally comfortable with all the leering and ogling that
the guys were doing. She talked and joked with them when she had time.
The ladies were not being left out. Michael was also getting the once over by all
the female club members. He and Tracy were a matched set. Both were blond , richly
tanned, and had bodies that looked as though they were chiseled out of granite. The
bulge at the front of Michael's bathing suit held great promise for the girls whose
mouths were beginning to water at the sight of him.
It had never been made completely clear if Michael and Tracy would participate
in the fun and games with the group or would just be spectators. After seeing the
couple, everyone hoped they would want to join them.
The cocktail hour introduced the group to an exotic Island drink called a
"Painkiller." It was a drink that appeared, Michael explained, to appease the tourists in
the early days before most of the islands had electricity. Visitors came to the Islands
expecting Pina Coladas and Daiquiris which required blenders. The "Painkiller" was a
mixture of coconut milk, orange juice and dark rum with nutmeg and cinnamon floating
on the top. Served over ice, it was a suitable substitute and, being extremely potent,
satisfied most customers.
Tracy's dinner consisted of grilled lobster tails, rice pilaf, and a green salad.
Local fresh fruit served as dessert. Stuffed and a little woozy from the drinks, the
group settled in the cockpit for the meeting. Captain Michael soon dispelled the doubts
anyone may have had about how the cruise was going to progress.
"I run a tight ship" he began. "There is only one Captain and what I say is to be
considered law, especially when we are moving. All matters pertaining to the boat fall
under my jurisdiction will not be open to discussion. Once the anchor is down or the
mooring is picked up that will relax a bit. Tonight, we will try to arrive at how that part
of the cruise should be handled to make it as enjoyable as possible for all of you. I
should tell you that we charter captains have a flag we run up when anchored if we
don't want to be disturbed. It warns all the other boats to give us plenty of room and
that we are not open for drop-in visitors. I know many secluded anchorages where we
can be assured that we will be alone. You tell me if you want to stay in the more
secluded places for maximum privacy or if you prefer to visit the more popular places
where we will almost certainly share the anchorage with several other boats."
"Captain" Bill interjected. "As the leader of this group, I can speak for them. We
have discussed this and have decided that it will be most exciting if we just put
ourselves totally in your hands and under your control from now until the end of the
cruise. I have given you a run down on all of us and what we prefer. How you put this
information to use is entirely up to you. From this moment on we are yours to command."
Michael smiled. This was the way these cruises worked best. It allowed him the
freedom to structure things as he wished and usually provided the guests with the
excitement and uncertainty to make the vacation a memorable one. Having been
given the green light, he was ready to proceed.
"Well then," he said, "let's turn this boat into a pirate ship. I will be the Captain
and Bill will serve as my First Mate. Jimmy and Charles will be the crew. All pirate
ships had a cabin boy to do all the dirty work and serve as a whipping boy for the
others. I think Mike will fill this role beautifully. The ladies are all captives who will be
sold into slavery when we reach port. Our job will be to make sure they are all
properly trained to fetch the highest price when they are finally put on the trading block."
Everyone murmured their approval of Michael's plan. It sounded very exciting to
them and made plenty of allowances for variety and creativity. The women were
especially pleased with the idea of being captured slaves for the remainder of the
cruise. They each formed mental images of what the pirates would make them do and
how they might be punished if they failed to please the Captain or crew.
Michael produced lined wrist cuffs and handed them to the men. "I think the
first thing we should do is examine our prizes thoroughly" he said. Reaching for the
nearest lady, which happened to be Natalie, he pulled her to her feet and fastened a
cuff around one wrist. Raising her arms above her head, he tossed the other cuff over
the boom before securing it to her free wrist. When he was done, Natalie stood on the
cockpit floor with her arms stretched above her head.
Once Michael had demonstrated what he wanted, the other men followed his
lead. Natalie, Jean, Connie, Angela, Rosie, Kim, and Tracy were lined up from one
end the cockpit to the other. Kim, being the shortest, was standing on her tiptoes,
barely touching the cockpit floor. Explaining that a sailboat offered some unusual and
unique opportunities for bondage, Michael moved to the mast and cranked on a winch.
The ladies found themselves being slowly lifted upward. In just a few turns of the
winch handle the boom had been raised enough so that all the ladies were gently
swinging, suspended by their manacles and unable to touch the cockpit sole.
Moving down the line, Michael removed the bathing suit tops from each lady.
He took the opportunity to massage their tits and tweak their nipples so that by the
time he reached the end of the line there were seven sets of firm breasts and stiff
nipples. Their suspended position accentuated the curve of their breasts and took out
most of the sag, although all the women were in good shape and had very little sag to
contend with anyway.
Making his choice, Michael returned to Rosie. Her huge boobs with their
obvious sensitivity fascinated him. With a sweep of his arm he indicated that the other
men should also choose a "captive."
Bill went immediately to Tracy and filled his hands with her ample bosom. He
dug his fingertips into the base of her tits, loving the way her flesh oozed out between
his fingers. Tracy threw her head back and sighed noisily. She loved having her tits
manhandled. The rougher it was done the better she liked it, and Bill was doing a
masterful job. She moaned when he rolled her hard nipples between his thumb and
forefinger, the moan rising in volume and pitch as he gradually applied more pressure.
"Yesssss!" She hissed when he crushed both her nubbins, making sure he dug his
fingernails into the tortured flesh. "Hurt them! I love to have my nipples punished!"
Tracy panted ecstatically.
Jimmy had chosen Natalie, drawn to her by her dark brown skin and large,
purple areolae. Being suspended and on display had already turned Natalie on and
the boy's attention to her tits and nipples was driving her mad. She could feel her
pussy juice already collecting in her velvet well ready to spill out and run down her
thighs, much to her shame and embarrassment.
Mike and Charles selected the two youngest girls, leaving Connie and Jean
hanging alone and frustrated that they were being left out. Their disappointment was
short lived, however, because Bill and Michael soon finished with Tracy and Rosie and
moved over to fill the void.
Connie knew she was going to enjoy this cruise the moment her feet had left
the cockpit sole. She loved being suspended. It made her entire body so aware and
alive. When Michael started working on her tits any doubts she might have harbored
were dispelled. His hands were strong and he was not afraid to use that strength. He
kneaded her tits like they were stiff bread dough and twirled her nipples all the way
around, making them stand out even farther with arousal. Grasping both nipples
between his thumbs and fingertips, he gently pulled her toward him. When she was as
far forward as she could go he relaxed his arms keeping a tight grip on her turgid
nipples. Connie swung in a backward arc, only realizing what was going to happen at
the last second. When she reached the end of his outstretched arms she continued
her backward swing but he still had her nipples trapped between his fingers. Her tits
were pulled out, elongated like rubber bands, with the pressure centered on
her sensitive tips. She glanced down and saw her nipples stretching grotesquely. Sharp
pain darted from her tits and shot all the way up her arms then raced down her body
right into her soaking cunt. "Yes" she thought to herself as she moaned in pain, "this
is going to be a wonderful vacation."
Bill chose a different style with Jean. He had moved beside her and was gently
patting her tits, moving from one to the other. The pats escalated to mild slaps and
Jean's tits took on a pink glow. Soon he was spanking her tits in earnest; the loud
crack of his hand meeting her flesh bringing cries of anguish from the abused woman.
His last two slaps, flush into the middle of her tits, brought Jean to the edge of orgasm
and would have pushed her over if he hadn't immediately gripped both her nipples
tightly and crushed them between his fingers. The sharp stabbing pain took her mind
off her impending cum and left her seething. Her tits burned from the spanking and
her pussy echoed the heat, as thick juice spilled out and ran down the smooth inside
part of her thighs.
Michael tossed another pair of manacles to Bill and told him to fix Mike's hands
behind his back. While Bill complied, Michael explained the next diversion. Without the
use of his hands, Mike would satisfy each lady orally. His job would be to make each
woman cum as quickly as possible. Jimmy was given a stopwatch and instructed to
time Mike when he began. After one minute, if the lady hadn't yet cum, Mike would
receive one stroke of the whip every fifteen seconds until he forced an orgasm from
the girl. After orgasm, the ladies' time would be recorded and the girl with the shortest
time to orgasm would be punished severely. This gave everyone a goal. Mike would
have to try his hardest to make them cum, while each lady would do her best to hold
off as long as possible.
Jimmy went down the line first, removing their bikini bottoms. Mike followed,
making each girl cum. By the time he was finished he had suffered several cuts of the
whip. His back and ass were streaked with red welts although his stiff cock was proof
that he was not disappointed with the outcome.
It terrified Jean when she heard about the game. She knew that she was still
hovering on the brink of cumming and if Mike had started with her she was sure she
would lose. She felt relieved when he began at the other end of the line. What she
hadn't counted on was how exciting it was to hear all the others shriek in ecstasy
while her husband skillfully sucked and licked their wet cunts. Jean had taught him
well over the years and she knew he could make a woman cum almost at will. Jean
guessed, correctly, that he was purposely holding back with some girls just so he
would be whipped. She also knew that he had probably already chosen which girl he
would try to push into cumming quickly so that she would become the next victim.
Mike moved in front of her and flashed her a wicked grin. Jean knew that he
had chosen her. Her worst fears were realized. Natalie, being the newest member and
the most unused to this kind of stimulation, had cum quickly. She shivered through her
orgasm in just thirty-five seconds. Connie had made Mike suffer several agonizing
cuts of the whip as she lasted a little over two minutes. The other ladies had fallen
somewhere between. Only Angela and Kim had cum under the proscribed time
limit, saving Mike's ass from the whip. Rosie and Tracy had both managed to
survive well into the second minute of cunt lapping.
Mike eased forward, trapping his wife's clit between his teeth. He bit softly, right
at the base and lashed at the tip with his tongue. Jean felt her stomach knot when he
started milking her clit with his lips and swirling his tongue all around the exposed
length of her sensitive organ. She was unable to control herself as wave after wave of
intense pleasure washed over her. She came loudly, jerking and shuddering, as she
swung from the boom. Mike had forced an orgasm from her in twenty-five seconds!
All the ladies except Jean were released from the boom but were quickly
manacled again, this time with their arms behind them and their ankles fastened
together. Michael stood before Jean, embarrassing her by studying every inch of her
nude body. Finally he spoke. "I believe you are the Dominatrix recently converted to
the other side of the arena. If my information is correct, you enjoyed using a riding
crop on your poor husband's cock and balls, whipping him while forcing him to lick
your pussy until you came. He learned his lessons well and now has placed you in a
serious predicament. Since the crop is your instrument of choice, it will also be the
means to your total submission. Women know how to hurt other women so much
better than men do. I am going to turn you over to the other female members of your
club. They will each give you two strokes with this crop."
With that he produced a vicious looking whip that was over three feet long. It
tapered to a thin tip capped with a leather loop. Michael snapped the whip against the
sail that was flaked over the boom. Jean jumped at the cracking sound the whip made
and shuddered as she imagined it exploding against her bare skin.
Michael explained his plan to the club members. "Each girl will take two cuts,
trying to land on an unblemished portion of her body. If I feel that one of you is taking
it easy on Jean, I will immediately make you exchange places and double the
punishment. After they are finished, Jean will come to each man and beg him to use
her like a slut. One, she will jack off, taking the jism all over her face. A second, she
will tit-fuck, making sure the cum coats her tits. A third will fuck her face. Any cum that
she doesn't swallow will have to be lapped up from the floor like a dog Number four
will screw her pussy but will pull out in time to shoot his load all over her pubic hair.
The fifth person will ream her ass and spew his load all over her gorgeous ass
cheeks. If Jean hesitates or fails to please one of you, we will start all over from the
beginning, this time with each lady taking three cuts with the whip."
Later, Jean would be hard pressed to recount her experience. Each girl had
betrayed their own special affinity for certain parts of the body. Rosie had lashed
savagely at Jean's tits, striping them vividly. Kim concentrated her two cuts on Jean's
alabaster ass, leaving it ribbed with two red welts. Tracy used her turn to burn the
older girl's nipples, leaving them sore and throbbing. Angela and Natalie focused on
her thighs. Angela cut them on the backs, right below the crease of her ass, and
Natalie stroked her inner thighs, one blow to each side, leaving her unable to close
her legs. This set up Connie who finished the whipping by bringing the crop
up right between her legs, searing Jean's delicate cunt lips and clit.
Jean came several times during her whipping but was driven almost insane by
Connie's blows. The pain was greater than anything she had ever experienced but
that was far surpassed by the intense pleasure she was feeling. Hot tears blinded
Jean's eyes. Her ears filled with her screams of agony. But her muscles contracted
and locked into place as every nerve in her body exploded with a white-hot release of
energy as she came. As she relaxed from one spasm the pain took over and forced
her into another orgasm even more intense than the preceding one. The other girls
told her later that she spiraled from one cum to another for almost a full five minutes
before her body finally gave up and she passed out from the strain.
Jean was dimly aware of the events that happened next. She only knew that
several hours later, when she came out the fog that had enveloped her, she found
herself covered with cum, most of it dried. Her asshole and pussy gaped open, a sure
clue that she had been thoroughly used. Her jaws ached and her tits still bore finger
marks where someone had squeezed them tightly around his cock. She never did find
out who did what to her, but she did know that she was more satisfied than she had
ever been.
Michael watched most of the proceedings without comment and without joining.
He was impressed by this club. It was easily the most intense group that had ever
taken one of his bondage cruises. The groups who usually chartered his boat
consisted of two or three couples who only played at bondage and flirted with S and
M. They were usually much older, couples who had become jaded and were looking
for something to spice up their flagging sex lives. This group had youth and energy
and were all clearly committed and well schooled in the pleasure/pain facets of sex.
By the end of that first evening he had already decided to offer them a free annual
cruise. They would have to pay their own air fare but he would foot the bill for
everything else. He would consider it his own vacation and he could tell by the
brightness in Tracy's eyes that she would readily agree.
That first day was the last time any of them wore clothes for the remainder of
the excursion. From then on they sailed in the nude, swam naked, and
lounged
around the deck in the buff. Happy-hour each night signaled the beginning of a new
session that usually lasted far into the night and left them all completely satiated. It
was to their credit and more than a little amazing that, although they went to bed
totally spent and exhausted each night, by the next evening they were all ready to go
again even harder than before.
After the first couple of days Michael's plan became clear. All of them joined in
each night's activities but there was always one lady who became the focal point for
the evening. Kim drew the honors the second evening and would recall it as the best
night of her life.
Michael led the way with Bill assisting. She was slowly and skillfully tortured for
over two hours before they let her explode with her first orgasm. After that she came
almost continuously as she was fucked at least twice by all the men while she was
being licked and sucked by the women. Her mouth, tits, pussy, and asshole were so
used and abused by the end of the evening that she had to stay in bed most of the
next day because she was so sore she couldn't move. Even with all of her experience
she could never remember being so thoroughly satiated by a sex session. When
happy-hour signaled the start of the next day's round, she had to force herself to get
involved, although once the games began she forgot how disinterested she was in
having another orgasm!
Angela's night was easily the highest point of the young teenager's life and
would remain indelibly etched in her mind forever. Michael didn't tell the girls how the
selection would be made that evening. He ordered them to be suspended
upside-down from the boom. Clamps were attached to each side of their pussy
lips. He then ran a short light cord from the clamps to their wrists, which were left hanging
free. Two more clamps were snapped onto their nipples, crossed on either side of her
neck, and similarly attached to their wrists.
His plan soon became diabolically clear. If they relaxed their arms to take the
pressure off their nipples, the cords pulled their pussy lips wide open, exposing them
shamelessly. Holding their arms up allowed them to keep their modesty and afforded
their pussy some protection, but pulled cruelly at their nipples!
The girls were left to hang there for several minutes. Meanwhile, Michael fixed
drinks for the guys and explained the object he would be using. He called it a tawse. It
was a leather strap about six inches long and two inches wide that was feathered at
the end into hundreds of tiny, inch-long fingers. He provided dual sensations, he
explained. In one way it was just like a flexible leather paddle, slapping the target area
and producing a band of mild pain. But the feathered end made it similar to a multi
stranded whip that bit sharply into the skin and produced an intense stinging effect
that seemed to cling to the target area. Tracy had told him that it felt like she was
being stung by hundreds of bees at once and left a maddening itch when the
pain went away.
Depending on his aim he could lay the strap along the crease of his victim's
ass and let the feathered end dig into her pussy, or he could go the other way, with
the strap slapping her clit and pussy and the fingers clawing into her asshole. Used on
her tits, he had his choice of strapping her nipples and letting the strands eat into the
surrounding area, or reversing the process and laying the strap on the creamy
underside of her upside-down tit and allowing the feathered end to work its magic on
her nipples. The clamps served to maximize the effect, either laying her pussy wide
open to the strap or its fingers, or stretching her tits down toward her face, exposing
the tender underneath portion to the strap or leather feathers. Whatever she chose,
the victim was in for a stimulating experience.
Hanging there, each tiny arm movement alternately tugging at their nipples or
spreading their pussies, had already gotten all of the women hot but it seemed to
affect Angela even more than the others. She had always been extremely turned on
with suspension but with the added excitement of pulling her pussy wide open and
exposing herself so totally, she was already close to cumming even before Michael
started using his tawse.
The first blow landed squarely on her splayed slit. Angela heard the wet sound
and felt droplets of her own juice spray her stomach and thighs before her brain even
registered the pain. As the super intense feeling began to wash over her, the young
cheerleader froze. There was a choking gurgling sound that caught in her throat and
every muscle in her body contracted, turning her already firm figure into taut bands of steel.
Angela's pussy was the center of her universe and right now it was providing
her with a myriad of contrasting sensations. It tingled, vibrating as the blood rushed to
the area that was bruised by the tawse. The sensation was similar to the feeling that
ran down your arm when you accidentally hit the "funny bone" in your elbow.
It pulsated, throbbing in time with her heartbeat, alternately contracting and relaxing as if
trying to draw an invisible cock deep inside itself. The heat Angela felt emanating from
the region was overpowering. She would not have been surprised to have seen flames
flickering up, licking the insides of her damp thighs. And, through it all, it radiated
pleasure so intense she knew she would faint if it continued. The indescribable feeling
fanned out in ever-expanding concentric circles, like pebbles dropped in glassy lake
waters send out tiny ripples, each wavelet pushing the previous one until it finally laps
gently at the opposite shore.
Angela was unaware of everyone and everything about her. She only knew
about the tawse, that terrible leather strap that bruised her so cruelly yet unleashed
such wonderful sensations throughout her body. It didn't seem to matter where
Michael aimed or how long it took him to move down the line to the other women and
return to her. Angela came with the first blow and continued in the throes of ecstasy
until the next bite of the tawse sent her spiraling to greater heights of passion and lust.
Michael had intended to continue strapping the girls until all of them came, but,
after ten strokes apiece, only Angela and Natalie had been forced into an orgasm.
Angela was declared the "winner" and the ladies were released to prepare the
teenager for the rest of the evening.
