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               K R I S T E N' S    C O L L E C T I O N
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This work is copyrighted to the author © 2004.  Please
don't remove the author information or make any changes
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Cassandra's Problem
by Pop-O (pop-o@myway.com)

***

A teenage girl finds herself tied up in someone's 
basement. She is used by an adult male and female, then 
by a young male and female. (Mf, Ff, ff, mf, bi, inc, 
ped, nc, rp, bd, spank, anal)

***

The setting sun caused shadows on the pathway that 
Cassandra was taking to her babysitting job. She didn’t 
like to walk this path even in full daylight. From the 
newspaper stories she’s read a lot of nasty things that 
have happened to people, and the police still don’t 
have any suspect’s yet. 

Just a quarter mile more and she’ll be at the 
Pennington residence where she’s suppose to baby sit 
their eleven-year-old daughter, Mira and twelve-year-
old son, Phillip. This was her first time with this 
family and she didn’t want to show up late. 

As she walked she saw two figures approaching from the 
area she was walking toward. As they got closer she 
began to get frightened. She made the two figures out 
to be male and this scared her more. She would of felt 
better, if it was a man and a woman. 

The two dark figures became clearer as they walked 
closer. Cassandra was able to make out who they were. 
It was Jim and Andrew Watkins, brothers that lived a 
few houses down from her. 

"Hey Cassie! What are you doing on this path at this 
time of night," Jim asked when he noticed who she was. 

"Just going to a babysitting job, and this was the 
quickest way," Cassie said. 

"Well you be careful, there’s a lot of no good 
happening around here at times," Jim said. 

"I will, thanks," she replied and continued to walk on. 

Arriving at the Pennington’s right on time, she rang 
the bell and was let in the house by Randall 
Pennington. 

"Drew is upstairs doing whatever it is you ladies do to 
keep us waiting," he said jokingly, but come in the 
living room and I’ll introduce you to the kids. 

As Cassandra walk behind him, she noticed how well his 
suit looked on him. Although he was in his early 
thirties, he still looked somewhat rugged, even in a 
suit. 

She figured him to be about six-foot tall, 210 pounds. 
His light brown hair was complimented by his sky blue 
eyes, and his chiseled like facial features. 

At sixteen, Cassandra had a habit of quickly 
categorizing the "men" in her life and she placed Mr. 
Pennington, under her "hunk" listing. 

Walking into the living room, the kids were on the 
floor watching TV. 

"Phillip! Mira! This is Cassandra White, she’s your 
sitter for tonight, come say hello to her," he said. 

Phillip, at twelve was the spitting image of his 
father. Except for the Sponge Bob T-shirt and 
dungarees. "Hi, I’m Phillip," he said. 

Mira was right behind him and when Cassie saw how 
pretty the little girl was, she smiled at her. 

"I’m Mira," she said shyly. 

Cassandra stared at the young girl and finally said, 
"Hello!" 

Looking at Mr. Pennington she said, "They look like 
nice kids, we’ll get along just fine." 

Right about this time, Drew Pennington entered the 
living room. She was looking in her small purse for 
something and when she saw Cassandra, she smiled and 
held out her hand and said, "I’m Drew! Mrs. Hadley 
spoke very nice of your babysitting abilities and I was 
impressed. Hope you make yourself at home while you’re 
here." 

Cassie was amazed at how beautifully slim and gorgeous 
this woman was. She was the same height as Cassie, 5' 
5". Her long blond hair was flowing straight down her 
back to her waist. 

Her emerald green eyes seem to take hold of you and 
grab your attention. Drew had a heart-shaped face with 
a pert little nose that suited her face to a tee. Her 
lips were covered with a light beige lip coloring. 

The dress Mrs. Pennington wore had to be no larger than 
a size 6. It was also beige in color to match her lips 
and fit her body like a second skin. It was strapless 
with the top cut straight across the tips of her lovely 
breasts and the bottom was cut at a steep angle from 
her left ankle to her right thigh. 

The material was a sheer lace with an under-gown of 
silk. 

Cassie said, "You look absolutely beautiful." 

Mr. Pennington utter the same words as he eyed his wife 
and her new dress. 

"Well thank you to both of you," Drew said. "The 
numbers you’ll need in case of a problem are next to 
the phone, but we doubt there will be any reason to use 
them. Honey, we’re going to be late if we don’t hurry." 

For whatever reason, Cassie watched Drew as she walked 
toward the door. Her eyes were glued to a perfectly 
shaped ass, and Cassie said to herself; Now that’s what 
I want to look like when I’m her age. Turning back to 
the kids, she sat on the couch. 

About 8PM, Phillip turned toward Mira and said, "We’d 
better get our bath and change so we won’t miss any of 
the movie later." 

Mira said, "Okay, I’ll go run the water." 

Cassie overheard the two and said, "Aren’t you two a 
little old to be bathing together?" 

Phillip looked at her and said, "No! We’ve always took 
a bath together, we like it." 

Cassie didn’t want to change any of the normal ways of 
doing things in the house so she allowed them to go 
upstairs to bathe. 

Thirty minutes later Cassie was wondering where they 
were and she walked up the stairs and tried to figure 
out which door was the bathroom. She walked down the 
hall and opened the first one she came to, it was a 
girl’s bedroom. 

The door across the hall from the first one was a 
bathroom, but it appeared to be the master bath. The 
next door on her left was the kids bathroom and upon 
opening the door she was surprised at what she saw. 
Philip was standing in the tub, naked and Mira was 
sucking on his erection. Cassie watched as this eleven 
year old as she moved her head up and down his five 
inch shaft, taking it all in her mouth. 

Phillip held her head and was smiling as Cassie heard 
him say, "Mira, get ready here it comes," as his hips 
pushed his cock deep in her mouth. 

Mira’s hands were gripped to her brother’s ass cheeks 
as she sucked down her brother’s cum. Mira saw him look 
toward the door and she turned to see what he was 
looking at. 

Seeing Cassie; Mira said, "Oh Phillip, now you won’t be 
able to do me." 

Cassie said, "You two dry off and get dressed, we’ll 
talk downstairs in the living room." Cassie watched 
them get out of the tub, as Mira pulled the plug to let 
the water out, then she toweled herself dry like her 
brother. 

Cassie watched as they left the bathroom and went to 
their bedrooms to dress. She then went down the stairs 
and sat on the couch. 

Mira was the first one to come down, she wore a small 
gown and cotton panties. She sat on the right side of 
Cassie and didn’t say anything. When Phillip came in he 
wore a summer pajama set of a short sleeve shirt and 
matching shorts and he sat on Cassie’s left side. 
Cassie was trying to figure out what to say to these 
children, or should she say nothing to them and just 
tell their parents. The thought of Mira’s mouth, 
sucking her brother’s dick kind of excited her and her 
pussy was a little damp. 

Looking up at Cassie, Mira said, "Is there something 
wrong?" 

"Well, its not everyday I baby sit kids and find them 
having sex with one another," Cassie said. 

"We didn’t mean for you to catch us, but Phillip and I 
haven’t been with each other all day and we didn’t want 
to wait until we went to bed. I got all excited and wet 
when I saw his penis, I just had to taste it," Mira 
said 

As Cassie sat there listening to this eleven-year-old, 
Phillip had put his hand on her thigh and was making 
little circles with his fingers. 

"Mom and Dad told us not to be ashamed of our bodies 
and sex is just something we do for fun," said Phillip. 

"Well! As long as I’m here sitting for you, you two 
will not do that anymore. I won’t stand for it, and 
right now you to can go to your rooms and go to bed," 
Cassie said. 

Not long after the kids were in bed, Cassie heard 
someone sliding a key into the front door and then the 
door opened and saw Drew Pennington coming in. 

"Your back early Mrs. Pennington, aren't you?" 

"Yes Cassie, it was boring and I talked Randall into 
leaving. He's out parking the car in the garage." 

As Cassie grabbed her things, she informed Mrs. 
Pennington that the kids were asleep and they had been 
no problem at all. Walking out the door, Cassie eyed 
the trail once again. 

It was really dark there at this time of night, but it 
is also the quickest way to get home too. May as well 
use it. The deeper onto the path, the darker it was, as 
she took each step tentively. Each shadow from the glow 
of the moon, appeared as something it wasn't. 
Nervously, she continued down the path. 

Cassie was so busy watching what was in front of her, 
she failed to notice a man quickly approaching her from 
behind. The man made no noise with his steps. As he 
moved closer, he watched her ass cheeks as they moved 
back and forth with each step she took. Licking his 
lips, he moved very quickly. 

She didn't have a clue that anyone was behind her until 
the hand came up to her face and placed a cloth against 
her mouth and nose. Another arm was quickly around her 
waist. Within seconds she was out and being carried. 
The man held her in both arms in front of him. She was 
light to him, nothing at all to handle. Her breasts 
pressed against the front of her blouse. 

He stopped right on the path, knelt to one knee and 
placed her ass on his thigh. Reaching up he unbuttoned 
her blouse. Reaching into his pocket, he brought out a 
folding knife and cut the bra straps and then sliced 
the front of the bra in the center. Now he removed the 
bra cups covering her young breasts so he could look at 
them while he carried her. 

Standing once again, he watched as her breasts moved 
with each step he made. Licking his lips, he lifted her 
higher and took one breast into his mouth, as he 
continued to walk. His tongue enjoyed the hardening 
nipple as he sucked it harder and harder, not caring if 
he left a bruise or not. 

Getting closer to the houses, he placed Cassie over his 
shoulder and watched to make sure there wasn't anyone 
around. Making sure of his forward path, he found the 
entrance to the house he wanted to use. He had to 
unlock the door in order to get in. 

Placing Cassie on a small cot-like bed, he returned to 
the door, checked to make sure no house lights were on 
in the area, he closed it and locked it. Flipping the 
light switch on, he looked again at Cassie ad rubbed 
his hands together. Pulling out a cell phone, he dialed 
and said just three words, "I got her." 

When Cassie started to waken, she wasn't sure what was 
going on. She was on her feet, but her arms were pulled 
up over her head and tied together. Her feet being flat 
on the floor, left her thinking that she was in a lot 
of trouble. There was a blindfold on her, and she could 
see just two very small spots. 

Using what she could see with, she quickly realized 
that she had been stripped of all her clothing. Not 
knowing who her abductor was, or what exactly was going 
to be expected of her, she waited. 

The wait wasn't long, when she heard movement behind 
her. Then there was a hand on her ass. 

"Who are you? What are you doing this for?" The tears 
starting to flow down her face. 

A burning sting crossed her ass, as the hand that was 
caressing, now smashed into her flesh. Again and again 
Cassie was spanked until her ass was a bright red and 
the tears ran like a raging river from her eyes. 

A voice then reached her ear, one she couldn't place, 
"You will not speak until you are told to. You will be 
used as we see fit. If you do as we say, you'll be let 
go. If you don't, well you can guess just what might 
happen, can't you?" 

We, he said we. how many is there? If I do what they 
say, I’ll be alive, at least. I can't fight them. I 
don't even know how many of "them", there is. How bad 
can it get if I do what they say? Not like I’m a 
virgin, but God help them if I ever find out who they 
are. OK, so I’ll make believe I’m enjoying all of it 
and hopefully I’ll live to figure out who these 
motherfuckers are. 

Now, are you going to be cooperative young lady?", the 
voice said. 

"Yes, yes I will." 

Cassie felt the hard slap on her ass and then, "That's 
yes sir, understand?" 

"Yes, sir." 

Just then a door opened and Cassie heard another person 
enter the room, closing the door once they were inside. 
Nobody was talking, but she could hear movement. 

The voice then said, "I'm going to loosen the rope to 
your hands, I want you to get on your knees and stay 
there." 

"Yes sir." 

As the rope loosened, she brought herself to her knees. 
The ache in her shoulders was relieved, but soon her 
arms were again stretched over her head. Hands quickly 
mauled her breasts, from behind her. These hands were 
different, not as rough as before. 

The hands were moving all over her breasts, her nipples 
were getting hard from the fondling they were 
receiving. It actually felt nice. The hands tugged on 
the nipples and rolled them. 

This isn't a man, the hands are to smooth and gentle 
and know how to handle my tits. Oh God, it feels so 
good. I like what she's doing. It has been to long 
since I’ve even masturbated and now she's got my pussy 
getting all wet. 

While the soft hands molded and fondled her nipples and 
breasts, Cassie felt the head of a penis slide along 
her left cheek, across her lips and onto the right 
cheek. The cock head made it's way back to her lips and 
stopped. It wasn't pushed into her mouth, just placed 
on her bottom lip. 

Cassie opened her mouth slightly and let her tongue 
slither out. It swiped across the cock head and she 
tasted his pre-cum. It was somewhat salty, but it 
wasn't bad. Opening her mouth further, she took in that 
cock and bathed it with her saliva and her tongue. 

Cassie circled the cochlea’s rim and then took in more. 
Sliding her mouth further down the shaft, slowly. Her 
mouth was full of hard cock and she had more to go. It 
always gagged her to have a man's dick hit her throat, 
but she was determined not to let these people get the 
best of her. 

One of the soft hands had trailed down her stomach, and 
onto her soft tiny patch of blonde hair. The fingers 
were playfully enjoying her pubic hairs. Then it moved 
down and covered her mound. Cassie felt her juices 
leaking from her, as the hand spread her own liquid on 
her mound. 

The cock in her mouth was feeling like it was getting 
larger. Her cheeks were bulging from the amount of man 
meat she had in there. Moving still further down the 
shaft, until it reached the entrance of her throat. 
Opening her mouth wider, she swallowed and let the cock 
slide in. Breathing through her nose, allowed her to 
maintain the hard dick in her throat. 

The soft hands were now sliding into her pussy. First 
one finger, it went in with ease as Cassie was flowing 
with juice. The a second finger, spreading her wider. A 
third finger also made it's way in and Cassie was about 
to have a climax from the sheer thrill in her cunt. 

Cassie backed off the shaft and then climaxed. When she 
did, she shoved the hard cock back into her throat and 
moved back and forth on it. She wanted his cream. 
Wanted it to spray her throat, her mouth and her face 
with that salty cum. Cassie rode the cock as she rode 
her climax. Being fulfilled and wanting to fulfill. She 
loved sex and she'll not fight off her boyfriend as 
hard anymore. 

As her climax subsided, another finger of that soft 
hand entered her pussy, then the pinky finger. All five 
of that ladies fingers were stretching Cassie's pussy. 
The fingers then rolled into a small fist as it moved 
like a pump, going in and out of her widened tunnel. 

Cassie's eye's grew wide as that fist was plummeting in 
and out of her. Deeper and deeper it went until the 
fist made contact with her cervix. Her pussy felt like 
it had the cock of a giant in her, wanting to push 
through her body and exit, who knows where. 

The sound of her mouth sucking on the cock again 
reached her ears and she was going to get it off. 
Faster and faster she worked that shaft. Each thrust 
pushing his cock into her throat until she felt it 
start to grow even more. He was going to cum, she knew 
it. 


The cock in her mouth inflated and she felt the rising 
cum in the vein on the bottom of the shaft, and then it 
shot into her throat. Drawing back a little the next 
shot was in her mouth, then she backed off all together 
and left the cock just in front of her face as the 
third, fourth and fifth load landed on her face. 

Cassie's tongue extended out and lashed over the cock 
head again, tasting more of his cum as it dribbled from 
the pee hole. The wads of cum on her face cascaded down 
her cheeks, as her tongue attempted to lap it up. The 
rough hands were on her face, spreading the cum all 
over her cheeks and the rest of her face. 

The fist in her pussy continued it's assault on her, 
but it was bringing her closer to another massive 
orgasm. Cassie did explode in a marvelous fashion. She 
saw fireworks filling the sky with so many different 
colors blasting through her mind. Orgasm after orgasm 
racked Cassie's body. Each bringing her closer and 
closer to passing out. Finally, she did. 

When Cassie woke, she was lying prone on the cot-like 
bed, her arms still outstretched over her head and 
blindfolded. She heard no noise in the room, no sounds 
at all. She concentrated on hearing anything at all. 
Shortly she heard what she thought was footsteps, 
coming from over her head and muffled somewhat. 

I must be in the basement of someone’s home. Those 
footsteps sound as if somebody is walking on a carpet, 
no boards were creaking. Wait someone is coming down 
the stairs. I guess they're not finished with me, why 
don't they let me go? I did what they wanted, and hell, 
I think I came harder than I ever had before. 

Cassie then heard a door open, and turned her head in 
that direction, hoping to get a glimpse of who these 
people were. She then felt her feet being pulled in 
opposite direction, then straps of some sort being 
attached to her ankles. Tilting her head back a little, 
she caught a flash of a white shirt, maybe a T-shirt, 
to the left. Looking right, she wasn't able to see 
anything that made sense to her. 

Then next thing she felt, was a movement on the bed, 
between her legs, as a tongue lapped at her pussy. It 
startled her at first, but as it continued, she began 
to like it. 

The tongue, it isn't an adult, to small for an adult. 
God it feels good though. 

The tongue worked it's way into her tunnel and was 
sucking her juices from her insides, getting her wetter 
and wetter. It worked Cassie into a frenzy and then a 
mouth attached itself to her clit. Small teeth nibbled 
at the hard nub, making Cassie raise her ass off the 
bed and shove it into the mouth that was making her 
feel so good. 

Cassie felt another movement on the bed, as a small 
body straddled her, just above her chest. The mouth 
still worked her clit as a little pussy was placed over 
Cassie's mouth. 

A young girl, no hair to speak of, but she's definitely 
wet from excitement, may as well go for it, I can't get 
away. 

Her tongue darted from her mouth and tasted of the 
small pussy there. It tasted good to her, so she dove 
in further and spread those pussy lips with her tongue 
and licked at the young pussy being offered to her. 

Oh God this taste good! 

Cassie did her best to get this child to cum real hard 
into her mouth. To taste the sweet juices that would 
flow from this tiny persons pussy. She worked her 
tongue in and out of the tight little hole. Each 
outward motion gave her a little more so suck down her 
throat. The mouth on her cunt was doing good too. She 
was almost ready to explode once again. 

She thrashed her hips harder against the mouth and 
moaned loudly, as her mouth continued sucking on the 
small dripping pussy. It was moving up and down her 
face and she was loving every second of it. 

Within seconds, Cassie was shaking and quivering in 
another fantastic orgasm. The tight little pussy on her 
face flooded her mouth with its release. The young girl 
had grabbed her head and shoved it hard into her pussy 
as she climaxed and then she moved off the bed. 

The mouth on her pussy them moved away and the straps 
on her ankles were removed, then she felt four small 
hands rolling her onto her stomach. Cassie rolled on 
her own figuring she’d do anything to get this all over 
with. Her ankles were re-tied and with her spread out 
like she was, someone got on the bed between her legs. 

She felt a finger go between her butt cheeks and some 
sort of lotion was inserted into her anal passage. 

"Oh my God, they’re going to fuck me in the ass. Jesus, 
I hope it doesn’t hurt. 

Cassie felt the small hands on her ass and also could 
feel him wiggling his way closer to her ass. The she 
felt a small cock as it was pushed into her dark 
tunnel. The boy was not moving to fast, and that was 
good, but even though his cock wasn’t all that big, it 
still hurt her some. 

Once all the way in, the boy started moving in and out 
of her ass. It didn’t feel bad at all. As a matter of 
fact she kind of liked it. The cock had stirred 
feelings in her she didn’t realize she had and she want 
to feel his cum shooting into her ass. Cassie tried to 
push her ass up to help the boy as he fucked her dark 
tunnel. 

She got her wish, when the boys cock fired rope after 
rope of boy cum into ass. The thrill of this almost 
made her have another orgasm. 

The boy got off the bed and she felt someone else take 
his place. This person was larger, as the bed had 
sunken further than before. A larger cock head was 
placed at the entrance to her ass and then it was 
shoved into her. Not lightly, but hard and swift. The 
cock traveled its entire length into Cassis ass as she 
felt the pubic hairs of the man on her butt cheeks. 

She felt like a telephone pole had been inserted in 
her, but her ass muscles expanded and there was some 
relief from the pressure she felt. The cock was then 
pulled back and then shoved in again and again. In and 
out, hard with out any care for her. 

While her ass was being speared, She felt a hand slide 
between the bed and her pussy. The fingers tweaked her 
clit and a finger entered her pussy. Now both her holes 
were being used and she started to reach an orgasmic 
relief like she never felt before. 

Shuddering with the delightful feeling of having her 
pussy being attended to, and the different feeling of 
having such a large cock in her ass, really set off her 
orgasm. 

Gulping down air, Cassie’s brain was receiving images 
of a huge fireworks display and feeling the chills of 
release coursing through her body . 

The large hunk of man meat plugging her ass, expanded 
even more and then shot its load of cum into her dark 
tunnel. The hard rough hands had gripped her hips and 
held her close to him until he finished cuming. 

A popping noise was heard as he emerged from her ass 
and she felt his release dribbling out of her. Lying 
there on the bed, she just sighed with relief that he 
was finally done. The female’s hand stopped and was 
also taken away. 

Are they done, will they really let me go? God I hope 
so. 

Cassie heard the door open and thought someone else was 
coming into the room, but it closed quickly. She heard 
minute sounds of a conversation and then footsteps 
going up the stairs. 

She had no idea as to how long she laid there, or even 
what was going to happen next. She knew she wanted to 
go home, to be in the safety of her own room, with her 
parents just down the hall to protect her. In the 
silence of the night or day, she didn’t know which, she 
heard the trill of a telephone. A few minutes later 
there was footsteps on the stairs once again, and the 
door was opened. 

A small towel was placed over her face once again and 
in no time, she was out like a light….. 

…..It was slightly chilly, a cool breeze was flowing 
over her body and she curled up into a fetal position 
to try to get warm. All of a sudden her eyes flew open. 

Leaves and branches surrounded her, she was naked, but 
she was lying on her clothes. She was sore and tired. 
It looked as if the sun was just coming up, so she took 
her time getting to her feet and trying to figure where 
she was. Bending down to pick up her clothes, she 
searched for her panties and bra, but they weren’t 
there, so she pulled her shirt over her head and then 
put her shorts on. 

Trying hard to get her bearings, she was sure she was 
somewhere near the path, but didn’t know which way it 
was. Standing there dumbfounded, she heard her name. 
She listened to see what direction it was coming from. 

CASSIE! CASSIE! 

It was her father, he was looking for her, so she 
yelled out, "DADDY, OVER HERE, HELP ME!! 

Branches snapped, leaves crushed under his feet as he 
ran towards his daughter’s voice. Then he saw her and 
he ran harder and crushed her against him and said, 
"Sweetheart, have you been out here all night?" 

It was as he moved her back waiting for an answer, that 
he saw the red marks around her wrist. His eyes widened 
and he hugged her saying, "Your going to be alright, 
let me take you home." 

She just nodded her head, feeling filthy because she 
saw the look in her father’s eyes and knew that he knew 
what happened to her. They walked to the path and he 
held her close to him all the way home and took her 
right to her room. 

"I’ll be right back sweetheart, right back." He left 
her sitting on her bed and when he returned, her mother 
was there behind him just looking at her. 

Cassie jumped up from the bed and ran into her arms and 
started to cry and cry. Her mom cried with her and just 
held her close. 

Cassie’s dad said, "I’ll let you two alone. Let me know 
what to do when you come out," as he closed the door 
behind him. 

When Cassie finally stopped crying, her mom said, "Do 
you want me to call the police?" 

"NO! NO! Its bad enough as it is now, I couldn’t tell 
some stranger what happened. Please promise me you 
won’t call the police." 

"Okay Cassie, I won’t. Go ahead and take a shower and 
put some clean clothes on and we’ll talk later, okay?" 

"Ok mom, thanks for understanding." 

After her shower, she changed into some pajamas and 
slid under the covers of her bed and cried herself to 
sleep. It was late in the evening when she woke and she 
was hungry. Slipping into a robe and slippers, she made 
her way downstairs to get some food. 

She heard her mom and dad talking, and then she heard 
some voices she couldn’t place, so she stuck her head 
into the living room. 

Her mother, seeing her stood up and walked over to her 
and said, "Honey, these kids are your cousins and 
they’ll be here for the summer. They arrived last night 
just after you left to go baby sit. Say hello to Andy 
and Mandy." 

END

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The author does not condone child abuse, this story is
meant as an erotic fantasy not real life. Anyone acting
out such scenarios in "real life" can look forward to
many unproductive years getting it up the butt by a 
fellow convict in their local prison system.
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Kristen's collection - Directory 31