The Gambler

Mary Philips was living on the edge for quite some time, but unfortunately for her family, she didn't seem to care about the dangers that such a lifestyle might present to them. Mary was a drinker, a slut, and a gambler. Her drunkenness and sexual appetite led to her having three little girls of different fathers. The girls were each one year apart from one another. The youngest child was six and the oldest eight. Her seven year old girl was dark skinned and Mary never knew if the father was Black, Spanish, Indian, or any one of a number of dark skinned man she slept with. The little girls never knew who their fathers were, nor for that matter did Mary.

Seems as though even though she was drunk she had an eye for the good looking men she slept with. Mary herself was a knockout to look at, she had the face and body of a model. The result in pregnancies brought forth three extremely pretty little girls.

Mary never had a husband to support her so she had to find some way of supporting herself and her girls. With her good looks it came easy for her to become a hooker. Many nights Mary would have to rely upon a women neighbor or one of the girls she met in the bars to babysit for her when she went out for the evening.

It was Mary's gambling habit that put her and her little girls at risk. Each time she incurred another debt, she had to work that much harder to earn enough to pay it off. Some nights her little girls were left alone in the apartment when Mary couldn't find a babysitter for them. The one good thing about where she lived was that many of her neighbors were living similar lives and therefore there was never a fear of being turned into the child welfare people.

It was inevitable, and as with most gamblers Mary incurred enough debt to force her to seek a loan shark. This was a risky and extremely dangerous thing for her to do. She knew from others that she might be dealing with the criminal underworld and that their illegally high interest rates might easily lead to them enforcing repayment by blackmail or threats of violence. But Mary needed money to pay her rent and most certainly she needed to start repaying her gambling debt.

To the loan sharks collateral was always a must. They had to have some guarantee that the money offered would be profitably repaid. Was there a new car that they could sell? or perhaps jewelry, or even a house or property they could have signed over to them if the loan wasn't repaid in a timely fashion. Without any of those assets the loan sharks would have to rely on violence to secure repayment.

But when the loan sharks met with Mary on a Monday evening they soon determined that Mary had collateral she never thought of in that way. The moment they entered her little apartment they saw that collateral. There on the floor were Mary's three little sexy looking pre-teen girls playing on the floor doing somersaults. Her youngest Tina the little six year old child was wearing her little nightie and each time she did one of t hose somersaults her nightie fell to her head and shoulders revealing a cute little white poker dot pair of cotton bikini type panties. The next in line to somersault was the little seven year old dark skinned girl Melanie, she too was dressed in her bedtime clothes which like her younger sister consisted of a short nightie covering a cute little pair of panties. In her case those panties were white cotton and had little teddy bears pictured all over them. When Melanie did her tumbling act she was able to stand on her hands for a few seconds causing her little nightie to remain over her head long enough for a much longer view of her cute little panties. Last to somersault was the eldest child blond blue eyed little eight year old Vanessa who had just begun to sprout a cute little pair of budding titties. When she tumbled she did a split in the air and when her nightie fell back the viewer was able to get a very clear view of her panty covered little pussy which was made even more accessible by her wide spread legs. Her panties had little hearts, stars and x's printed on them.

The two loan sharks Big Tony and little Louie were treated to a preteen sex show they never anticipated, but once seen was enough to convince them they needn't look any further for assurances the loan would be repaid. Without her knowing it Mary's little girls were all the collateral that was needed for the loan to be extended. It really wasn't a very large loan to the loan sharks who were used to handing out great sums of money to desperate people. But to Mary who had gotten herself into debt with her gambling, five thousand dollars was substantial and it meant she would have to spend more time prostituting herself then she normally would, but it was doable and the two loan sharks gave her four weeks to pay them back.

All she needed to do was pay her rent then pay back the gamblers she owed the money too and then do a little shopping. With plenty of time left to earn enough from her working the bars and streets to pay the loan sharks back. But Mary allowed her gambling habit to put her and her children into harms way. Four weeks to the day on a Monday evening both Big Tony and little Louie returned and immediately were told by Mary she needed another couple of weeks more time. While they were there little six year old Tina came running out of the bathroom wearing only her little white cotton panties and sobbing,

"Boo hoo! Boo hoo! Boo hoo! Mommy Mommy Melanie and Vanessa splashed soap in my eyes Boo hoo! Boo hoo!"

Mary turned to her youngest daughter and shouted,

" TINA I HAVENT TIME FOR THIS NOW I'M BUSY GO BACK INSIDE AND TAKE YOUR BATH."

Little Tina continued to cry rubbing her green eyes,

""Boo hoo! Boo hoo! Boo hoo! Mommy Mommy it hurts it hurts "Boo hoo! Boo hoo! Boo hoo!"

little Louie said,

"Hey lady want me to take the soap out of her eyes for you while you and Big Tony work out the details of what you owe us?"

Mary nodded her head and said,

"Yeah sure anything to shut her up."

Little Louie scooped the cute little black haired green eyed six year old girl into his arms and carried her back into the bathroom where he saw both her sisters sitting completely naked in the water filled bathtub. They immediately turned their attention to the strange man carrying their crying sister. Then immediately placed their hands over their naked chests trying to cover what little tits they had. Both of them had budding tiny titties with the eight year old child Vanessa having a bit more breast to hide and the dark skinned little girl Melanie hiding what little she had as well.

Little Louie set the sobbing six year old Tina on the bathroom floor then told the eight year old Vanessa to pass the washcloth to him so he could wipe the soap from her sisters eyes. But Vanessa hesitated knowing that if she reached for the washcloth she would have to uncover her hidden titties. Little Louie knew her dilemma and secretly enjoyed every minute of the little child's impending embarrassment. finally he said to her,

"Come now child better hand me that washcloth so I can wipe the soap from your sisters eyes or else I'll have to reach across your body and grope around until I find it for myself."

But it was the dark skinned seven year old Melanie who reached into the water leaving her chest bare to the view and grabbed the washcloth and extended her arm outward towards him. Little Louie kept his eyes focused on the child's bare little tits and said.

"Ahhhhh that's a nice little girl, I should give you a kiss, but your sister should get a spanking for not cooperating"

Now both Melanie and Vanessa looked frightened at this strange man and especially when he talked about spanking. Mary's little girls never got spanked she was hardly around to discipline them and besides they were some what well behaved.

Little Louie began to wipe the sobbing little Tina's eyes and soon she stopped crying.

But when he finished he poked his head out of the bathroom and shouted out at Mary,

"Hey I got the soap out of her eyes, want me to put her in the bath with her sisters?"

Mary who's concern was in getting an extension to the deadline of the repayment and certainly not with the bath her little girls were supposed to take before bedtime, simply shouted back,

"Yeah Yeah that would be nice sure put her in the bath with her sisters sure go ahead."

Little Louie needed to hear nothing more. He licked his lips and got his fingers under the elastic waistband of the child's panties and slowly dropped them inch by inch down to her ankles while his eyes focused on her puffy naked little cunt lips. Then he simply took them off her feet. Next he lifted her naked body in his arms and very slowly lowered her into the bathwater with her two sisters. Then said to her,

"Now isn't that better? see I got the soap out of your eyes now give me a nice kiss."

Tina was confused and had never kissed a strange man before, she looked at her sisters who like her had no experience with strange men. She looked into Little Louie's face and said,

"Ok"

Then she reached both her arms up and put them around his neck as he leaned over and waited for him to make contact first. Little Louie licked his lips and then placed them directly over the child's own lips and pressed his to hers tightly, when it was over he patted her on her head and looked at the other girls then said,

"See isn't getting kissed better than getting spanked?"

Once again both dark skinned seven year old Melanie and blond blue eyed eight year old Vanessa looked scared. Little Louie smiled then turned and left the bathroom to join his friend Big Tony and the girls mother Mary.

Big Tony said to him,

We're given her two more weeks but not a day more after two weeks if she don't have our money we're taking her collateral.

Mary looked at both of them but it was the first time she heard the word collateral mentioned and she immediately asked what collateral they were talking about.

As they headed out of the apartment Big Tony said,

"Oh you got collateral Mary yeah you got collateral all right, and if you don't have our money in two weeks your going to find out just what that collateral is. If I were you Mary I'd concentrate on repaying us every cent you own us. The collateral if we're forced on taking it wont be painful to you directly, but it will certainly be painful nonetheless."

They both left the apartment and left Mary with a feeling of relief on the one hand but concern on the other hand. It was that concern that led Mary to make an effort to use her newly acquired loan money to tend to those needs she felt most important. She paid her rent and even repaid some of her gambling debt. If she could have only managed to stay on the right path for the entire two weeks her immediate troubles could have easily been eradicated. However that was not to be the case. She soon fell victim to her old haunts, drinking and gambling took hold of her. Once again she found at the end of the two week extension granted her by the loan sharks, that she didn't have the money she owed them.

That evening it was her eight year old daughter, little blond blue eyed Vanessa that answered the door bell. Mary was to drunk to do it herself, she just sat in her chair eyes closed, a half empty bottle of booze stood on the floor near her dangling right hand. Big Tony and Little Louie entered the apartment and smiled at the pretty preteen girl who let them in.

"Hello Vanessa how are you sweetie" Said big Tony,

Vanessa replied with her head bowed down barely looking at the two men,

"Hello Mister my mommy is sleeping over there" she said pointing to the chair.

Soon she was joined by her two sisters who came out from their bedroom wearing their little nighties. Within minutes Mary began to stir in her chair and opened her eyes. Once they focused on the two loan sharks she made a feeble attempt to stand up but failed and sank back into the chair. Finally she said to them,

"I need more time, just a few more weeks I promise to have all your money then, I swear just a few more weeks"

Both Big Tony and little Louie had come prepared and knew the chances of her having their money was slim. So they took three small bars of candy from their pockets and said to the little girls,

"How would you children like some delicious candy huh?"

They didn't have to ask twice the little girls took the candy unwrapped it and ate it.

For the next twenty minutes while Mary pleaded for more time, her three little girls began to get sleepier and sleepier and finally fell asleep on the couch. While Big Tony continued talking to Mary, Little Louie went to the couch and hiked the children's nighties up exposing their panties. All the girls wore white cotton bikini type panties, little six year old Tina's panties had pictures of teddy bears printed all over them. Seven year old dark skinned Melanie had poker dots on hers, and finally blond blue eyed eight year old Vanessa had hers covered with little red and blue stars, hearts and crosses.

The drug they gave them was effective and would insure that they slept the whole time they would be taken from the apartment and driven to the mobsters cabin. Mary heard the two loan sharks say to her as they carried her children from the apartment,

"We got the collateral we told you about Mary now do you understand? and by the way you now have seven full days to pay us our money"

Mary said " that's all your going to give me? a whole week?"

Big Tony smiled sadistically and replied,

"Yeah that's right Mary seven days makes a hole weak, Oh and Mary we're going to send you a little video each and every day, watch it carefully and remember what I said, seven days makes a hole weak, very weak Mary very weak indeed"

With that said both mobsters left her apartment carrying the three unconscious little preteen girls over to their van. Once the little girls were secured, they proceeded to drive to their cabin.

Day One Mondays Measurements

It was the dark skinned seven year old Melanie who opened her eyes first. She blinked them several times trying to understand where she was and what she was feeling and seeing. It didn't take very long to find out. Now fully awake she found the answers and she was horrified. She and her two sisters were hanging by their wrists which were shackled to thick ropes that dangled down from the ceiling rafters. They were in a windowless room by themselves. They still wore their short nighties but had no slippers on their feet. Both her older sister Vanessa the eight year old and her younger sister Tina the six year old were still unconscious and hung from their ropes with their heads down and their feet just barely touching the floor. Melanie turned her head from side to side and twisted her body so that she could see as much of the room as she could. It was a room unlike any she had ever been in or seen, and it frightened her.

There was a long narrow table with things laid on top of it, things she remembered seeing in that naughty magazine she and her sisters found in her mommies room. They used to look at those pictures when they were left alone and mommy was out working. She remembered her older sister Vanessa saying they were naughty sex things and they had better not let Mommy know they looked at them. Then there was that awful wall were the table was set against. Mounted on the wall were more objects she knew of from that naughty magazine, but these things frightened her even more, there was a spanking paddle and a few funny looking whips and some more spanking canes.

By now her two sisters began waking up and once they did and began to focus on their surroundings then they too became frightened. Little six year old Tina with her black hair and green eyes began crying.

"Boo hoo! Boo hoo! Boo hoo where are we? why are we hanging from the ceiling? where's Mommy? Boo hoo! Boo hoo! take me down from here I wanna go home Mommy! Mommy! mommy!"

Within minutes of her sisters waking up, the two loan sharks came into the room. One of them the man who was called little Louie was carrying a case and a camera. The other man who they called Big Tony was with him. Now it was eight year old Vanessa who cried out,

"Mister please let us down please, why are we tied up like this? please mister please untie us and let us go home to our mommy."

Big Tony walked over to the little girls and stroked their cheeks and patted their heads then ran his hand across their necks and down their backs stopping at the small of their backs for just a moment before continuing down across their cute little covered asses and then squeezing each little girls behind. As he fondled each little girls body they squirmed and twisted while dangling from the ropes that held them.

He then stepped back and watched as Little Louie began arranging a video camera aimed purposely at the area that held Mary's three preteen daughters.

He said to little Louie,

"Might as well take some footage of her kids wearing their nighties, it will be a good contrast to the rest of the film we take of them when they are completely naked. He then stood before the children while the video camera was turned on and running and faced the camera while he spoke,

"Hello Mary as you can see we have your pretty daughters with us. Don't they look cute dangling from those ropes? pretty soon I'm going to walk over to each of them and check their measurements that means I'll be looking at their little holes to see just how tight and strong their little twats and butts holes are. I'm positive their little virgin holes will need lots and lots of work to make them loose and weak enough for our big fat cocks to enter. Now remember Mary you have one full week to repay us, and knowing you the way we do, I'm sure it will take the whole week to do that. Oh and guess what Mary? me and little Louie will use that whole week also, remember what we said, Seven days makes a hole weak, very weak Mary very weak indeed."

Little six year old Tina was breathing hard when Big Tony stepped up to her and ran his fingers over her shiny black hair. He tugged at her pony tail forcing her head back and smiled his sadistic evil smile and said,

"Now child this may hurt just a bit but I need your mommy to see what happens on day number one."

He then stood to the side so that Little Louie's video camera had clear vision, he reached for the hem of little Tina's short nightie and hiked it up so that the camera could focus on the child's panties that were covered with poker dots. Big Tony ran his finger under the elastic waist band of those panties and yanked them down to her knees. Tina cried out,

"Mister! Mister! stop! stop! please don't do that my mommy said it was naughty for men to pull our panties down please mister stop."

But when Big Tony began touching her pussy lips and trying to spread them open she had lots more to complain about and she screamed.

"EEEeeAAAaahhhhwwww! Eeeuhhh, eeeeiihhh, ieeeehhh, Stop! stop! stop! don't do that to me Nooo!! no! noooooo! Ohhhhhh Ohhhhh!"

Tears ran from her green eyes as her little black pony tail shook from side to side as she struggled. But Big Tony was just beginning and he continued trying to spread her pussy lips while the video camera continued aiming at the action before its lens. Big Tony said aloud facing the Camera,

Hey Mary this tiny little girl has a very tight little cunt hole its going to take a lot of effort to weaken its grip so we can fuck it, I wonder how her asshole is, and with that said he spun her around on the ropes so that now her back was facing the camera.

Then tried forcing a finger passed the little six year olds sphincter muscle and into her very tiny rosebud of an asshole.

"She shrieked, "OOOOwwwwiieeeeee! Owwiieee! Eeeuhhh, eeeeiihhh, ieeeehhh," and cried even harder when he exerted greater force trying to push a dry finger into the poor child's dry ass hole Aaaahhwww Ahhwww Ahhhhwwww!!"

The eldest girl blond blue eyed eight year old Vanessa shouted out.

"LEAVE MY LITTLE SISTER ALONE YOU BIG APE MAN."

Little Louie immediately turned the video camera towards Vanessa and laughed out loud saying,

"Hey Big Tony guess your new name is Big ape man" and he laughed even harder.

But Big Tony wasn't laughing and he turned to Vanessa and then took both his hands from screaming and crying little Tina. Her nightie fell back down covering her panties which were still gathered around her knees. Then deliberately walked slowly over to Vanessa. When she realized what she had called the man she knew he was going to be angry with her and mean to her and she began to tremble even more than she already was.

He grabbed two ropes from the wall and then reached down and put one end of one of the ropes around her right ankle and tied it tightly, he did the same to her left ankle with the other rope. Now with both her ankles bound by the two ropes he took the other ends of those ropes and looped them over two hooks on the ends of two adjustable chains. Next he began to adjust the chains with the hooks so that they began to rise up higher and higher taking with them both Vanessa's ankles.

Both her ankles were now raised above the eight year olds head. Her nightie naturally fell back and her panties with the stars, hearts, and X's was quite visible. Big Tony said to her,

Ok Vanessa I'll let your little sister alone for today but now its your turn. But before I measure your openings I think I'm going to have to punish you for calling me an ape man.

With that he yanked her panties down her legs, leaving her ass and pussy naked to the video camera. Then he said facing the camera, well Mary I guess I'm just going to have to whip this child's cunt a little maybe the whipping will help weaken her hole.

Then he grabbed a cat-o-nine tail flogger from the wall of whips and began whipping her naked cunt.

"Swoooooosh! Swoooooooosh! Swooooooooosh! Swoooooooosh! Swooooooooosh! EEEEEEEEEEEEEEEEEEEE! EEEEEEEEEEEEEEEEEEE! EEEEEEEEEEEEEEEEEEEE!

When he finished whipping her pussy he lowered her both ankles to the floor and then he tried pushing his finger into the whipped pussy, passed her now abused pussy lips. Although Vanessa was the oldest of the three little girls, she too had an unpenetrated pussy hole and therefore big Tony had to push harder and harder in order to get his finger passed her cunt lips.

"OOOOwwwwiieeeeee! Owwiieee! OOOOwwwwiieeeeee! Owwiieee!" she cried.

Once again Big Tony swung her around so that now her back and exposed ass faced the video camera. Like her younger sister, Big Tony tried forcing his dry finger into the poor girls dry butt hole, and just like her sister Tina the sphincter muscle was so strong it prevented entry and Big Tony said to the camera facing the girl,

"Hey Mary your oldest daughter seems to also have a strong ass hole muscle, guess she too will need lots and lots of weakening before we can shove our cocks up that ass of hers, guess its going to take some more days."

Finally he got to the last little girl, the dark skinned black haired brown eyed seven year old Melanie he grabbed the hem of her nightie and hiked it up then yanked her pretty panties down to her knees, the panties with the teddy bears printed on them.

" Boo hoo! Boo hoo! Boo hoo! Boo hoo! Boo hoo! Boo hoo! please mister please don't hurt me Boo hoo! Boo hoo!"

Big Tony looked over at little Louie and at the video camera facing him and the child. Then said,

"Ok Mary now lets see how this daughters measurements are."

He immediately began rubbing her cunt and her cunt lips then tried just like her sisters, to force one of his fingers inside, but was met with the same resistance.

""OOOOwwwwiieeeeee! Owwiieee! eeehhss! eehhss! owwwwie!"

He then spun her around and just like her sisters he tried forcing his long middle finger past the child's little ass hole and passed her sphincter muscle, and was met with the same resistance.

He knew with enough force he would certainly be able to enter all the little girls cunts and ass holes with his fingers. But it was his cock and little Louie's cock that he wanted to force inside the sexy little girls holes. That was going to take time and effort and he had six more days to accomplish that and convince their mother that she needed to repay the loan she owned them.

He stood to the side allowing the camera lens to focus on the assault taking place on the little girls body. He looked directly at the camera and said,

"Well Mary looks like day one only proves that me and little Louie are going to need more days, you know what I mean don't you? remember seven days makes a hole weak....

Part 2 To Follow