****** The Wicked Landlady by Rick Perry ******
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The Wicked Landlady


***Need House to Share:***
***Woman and teenage son.***
***Please call 555-1234***

Tommy and his mother Pat had moved in with Mrs. Carol three months ago. Mrs.
Carol quickly called Pat after seeing her ad in the paper. When they came over
she told Pat the rent was half what she had originally intended to ask. The
reason was Tommy. The teenage boy was simply adorable and she wanted him under
her roof. Pat jumped at the chance to rent space in her lovely Victorian home,
and Mrs. Molly Carol seemed like such a nice, benign older woman.

After they moved in, Molly enjoyed watching Tommy around the house. Once she
walked into the bathroom while Tommy was inside. She heard him turn the shower
off and waited a moment, then she walked in.

"Hey!" the boy yelped.

"Oh, excuse me Tommy." She had been able to see a glimpse of the boy before he
covered himself with the shower curtain. But the glance of a teenage boy in the
nude was etched in her memory. She wanted to see more.

Tommy on the other hand, was uncomfortable around her. He didn't like the way
she was always watching him. And that day she walked in on him getting out of
the shower was really embarrassing. He remembered how the old lady stood there,
staring at him as he wrapped the shower curtain around him. She had a funny
look on her face, and it wasn't until he yelled that she left him alone. He
wished his mother didn't move here, but she didn't care what his opinion was.
If she paid any attention to him, it was only to whip him for getting bad
grades at school. One Thursday afternoon Molly was watching one of her talk
shows when the doorbell rang. She went to answer it and there was Tommy with a
female Police Officer.

"Good afternoon Ma'am, I'm Officer Peggy Malone. Does this boy live here?"

"Why yes, is there something wrong?"

"Yes Ma'am. He was caught shoplifting candy at the supermarket. May we come
in?"

Molly agreed and Peggy led the boy in. "The store has agreed to drop the
charges if he doesn't come back."

"Thank goodness, I hate to think of him having a record". Peggy smiled and
asked Molly if Tommy was her grandson. She explained the situation, that she
was the boy's landlady and his mother was at work. "I see" Peggy said. "One
problem we have is the store manager thinks he still has some candy on him.
Would you be willing to allow me to strip search him?"

Tommy looked up for the first time with a stunned look on his face. He looked
towards Molly for help but was disappointed. Molly now saw that this was her
chance to really get to know the boy. She smiled at the Tommy and said, "Why
yes officer, if he has any stolen candy it has to be returned!"

"Of course! Should we just take his clothes off right here?" Molly thought for
a second and said, "No lets search him in my bedroom."

Molly and Peggy each grabbed one of the boys arms and led them him to the
bedroom. Peggy pushed Tommy towards the bed.

"OK Tommy, I'm going to search you now!" Tommy looked up at her and saw that he
had no choice. The fact that she was a young policewoman, and nice looking,
didn't help. Nor did the fact that Mrs. Carol stood next to her, with a
mysterious smile. The boy lifted up his arms as she ordered and she quickly
slipped his t-shirt off. She threw it to the corner of the room and got down on
her knees in front of Tommy and slipped off his shoes and socks, then she
unbuckled his belt. Molly sat down to watch.

"Are you going to take all of his clothes off, officer Malone?" Peggy unsnapped
his pants and said, "Every stitch!"

"But I don't have any more candy! They took it back at the store!" Tommy
protested.

"You just be a good boy and hold still!" the officer replied.

Tommy tried to hold still but he was trembling. The female police officer
unzipped his pants and pulled them down. Now she reached inside the elastic
band of his underwear and pulled those down too. Of course, the store manager
had said nothing about him having stolen candy. She frequently did strip
searches on boys for her own sexual pleasure. He lifted his legs when she told
him to and she slipped his pants and shorts all the way off. Now Peggy sat back
on her heels to look at the naked boy. He had covered his private area as soon
as she pulled down his underpants and he stood there shaking and red faced.

"Put your hands at your side Tommy!" Peggy said. The boy hesitated and Molly
said "Now Tommy! Do as your told!" She was already turned on by watched him
stripped and had to see more. Tommy sobbed and slowly moved his hands to his
side revealing his penis to them. Both ladies smiled at the sight. The boy had
a beautiful plump penis, with just a few light hairs around it. That youthful
aspect to the allure for both of them. His balls hung in a wrinkled, pink sac
and Molly was dying to fondle them.

Tommy could feel their eyes on his privates and covered them again. "See! I
don't have any candy!" Peggy stood up and said, "I see you need to learn how to
follow orders!" She slipped her handcuffs out of her belt and spun Tommy
around. She grabbed his arms and handcuffed them behind his back. Now he was
completely helpless. "Mrs. Carol, I'd like to give him a good spanking. That
should remedy his thievery." Molly had been looking so closely at the naked boy
that she had to think for a second. "Oh, oh yes! Excellent idea Officer!"

Peggy led the boy to the edge of the bed where she sat down. She grabbed
Tommy's right arm and draped him over her lap. Molly moved her chair and took
up a position close by to watch. Peggy looked down at the young boy's cheeks
and began to caress them. So smooth, she thought to herself. She had long red
fingernails and slowly dragged the sharp tips along his buns. Tommy was
trembling now. Suddenly she gave his buns a hard slap. It caught Tommy off
guard and he let out a yelp. Peggy smiled and said "That's only the first one
you bad boy!" Peggy spanked him again then waited. She wanted the boy to suffer
the anticipation of the next slap of her hand. SLAP! It came suddenly and once
again Tommy cried out. Then she laid into him with full force spanking the
helpless boy as hard as she could.

Tommy could not believe the predicament he found himself in. He had suffered
spanking by his mother before, but this was much worse. First of all these
ladies took of all his clothes, and now the cop was spanking the hell out of
him. She spanked much harder than his mother did too, he thought. She slapped
his buns so hard that his ears rung, and he let out an involuntary yelp each
time. His bare skin was being chaffed by her rough uniform too. She stopped for
a moment and Tommy breathed a sigh of relief, thinking she was done. Then all
of a sudden he felt her move, and SLAP came another one. And if the spanking
wasn't enough, he was in handcuffs too. It was bad enough to be exposed, but
handcuffed and laid across her lap, totally helpless while she spanked him was
too much. She had put the cuffs on very tight and they hurt his wrists. He had
complained about how tight they were at first but she just said "I have to make
sure they're on tight! A scrawny boy like you could get away, and we don't want
that do we?"

At first Molly was turned on by the punishment but now she began to feel sorry
for the boy. She could tell the officer was enjoying her torture of the boy
immensely. Suddenly Peggy's police radio went off. She had to report to a
holdup right away. "Damn!" she said he pushed the boy off her lap and stood up.
"Here's the key Mrs. Carol, you can unlock the cuffs when you're done with him"
she said with a wink. Peggy ran out the door and Molly looked down at the boy.
He was sobbing now, sitting on the floor. Molly's eyes went immediately to his
prick, which had been hidden from her during the spanking. She felt sorry for
him and at the same time wanted to carry out her lust on him somehow before his
mother came home from work.

Suddenly an idea came to her. "Tommy, stand up. I'm going to put something on
your bottom to take the sting out."

He managed to stand up and Molly led him into the bathroom. "Will you take the
handcuffs off, Mrs. Carol?"

"No, not yet dear" is all she said. She wanted to keep him under control. Molly
opened the medicine cabinet and took out a jar of cold cream. "Yes, this should
do it!" She closed the lid on the toilet and sat down. "Now get over my lap
boy!"

He hesitated and Molly assured him she was not going to spank him. "I'm going
to rub this cream on and make it all better dear boy!" He slowly got into
position with her help. She coated her hands with the cream and began to
massage it into his buns. She loved the way they felt and soon the boy's cheeks
were very slippery with the stuff. Tommy liked the way it felt too. It cooled
the burn the cop had slapped into them. Now Molly became a little bolder and
began to run her fingers down the crack separating his cheeks, down towards his
rectum. She put an extra dollop of cream on her middle finger and held the tip
of it against the puckered hole.

"No! Mrs. Carol! Please don't!" Tommy cried. "Now you just settle down Tommy,
or I'll get Officer Malone back here! After all, this is all your fault for
shoplifting!" Tommy sobbed and knew she was right. He felt her slowly begin to
push her finger inside of him. She twisted it back and forth at the same time
as pushing it in. He let out a whimpering sound that surprised him too and she
said "Just relax and it will go in easier."

Molly marveled at how good it felt to finger fuck the boy. He was very tight
inside. She felt so dominant and in control. Finally her finger was all the way
up his butt. Then she began to slowly drag it back out. As she brought her
finger back out Tommy asked, "Are you done now?"

Molly once again held the tip of her finger right up against the hole. "Oh no,
my sweet boy, not yet!" If he could look around, he would see the wicked grin
on her face as she pushed her finger back inside. He was pretty well lubed down
so she began to finger fuck him quickly.

The poor boy squirmed around on her lap the entire time, every once in a while
pleading with her to stop. But she didn't stop until her arm got tired.
Afterward she let the boy get up and took the handcuffs off him. As he rubbed
his sore wrists, she explained her plans for him. "We can keep your Mother out
of this if you will do as I say Tommy! Or I'm going to tell her about your
arrest and then evict both you and your Mother! I'm not through punishing you
yet. I want you to report to me after school and before you mother comes home
from work". The naked boy sobbed in agreement. He didn't want to be responsible
for getting them evicted, so he would obey the landlady.

All day at school he wondered what kind of punishment Mrs. Carol would give
him. He thought it might be cleaning the house or doing dishes. Deep down
inside he hoped it would be something nastier. Yesterday while she was soothing
his cheeks with the cold cream he had felt something he had not known for a
long time. She actually cared for him. His own mother was always too busy
working and going out with her boyfriends to care about him. Even when Mrs.
Carol fingered his butt, at least she was gentle about it. He wanted to show
her he could take his punishment like a good boy.

After school he walked into the house and saw Mrs. Carol sitting in the living
room watching Oprah. His mom wouldn't be home from work for another two hours.
She smiled and walked over to him. "Well I'm glad you weren't escorted home by
the Police today!" "Y-yes Ma'am, I came right home after school!" Mrs. Carol
smiled at his submission, he was going to be her lamb. She reached out and
cupped his chin with her right hand. "That shows that you can be a good boy
Tommy. Now show me how quickly you can take all of your clothes off!" Tommy's
heart leaped. She was going to do some nasty things to him! He didn't want her
to know that he liked it though, she might think he's a pervert. "Everything?
What if my mom comes home?" he asked trembling. "You know it's Friday and she
will go out drinking after work. Now strip for me or I'll use these!" She
pulled the handcuffs out of her purse and held them in front of him. Tommy
began to undress right there in the living room. He slipped off his tennis
shoes and then pulled off his tee shirt. She told him to just drop his clothes
right there. The Landlady stood in front of him with her hands on her hips. Her
heart began to beat faster when she saw him unsnap his jeans and pull them down
to his ankles. He bent over and slipped them off all the way. Now he stood up
again and faced her. He was only wearing his cotton underwear and a pair of
socks. "You can keep your socks on dear, but I want your underpants off!" He
was blushing now and whisked his shorts down to his ankles. He stepped on them
to get them off all the way. She smiled at him, which gave him a warm feeling,
despite his nudity. Mrs. Carol once again raked his body with her eye's.

"You are a good boy! Now come with me for your punishment!" She grabbed his
right earlobe and led him quickly into her bedroom. She sat down on the bed and
positioned the boy in front of her. "What are you going to do to me Mrs.
Carol?"

"I want to get to know this little friend of yours Tommy!" She gave his pecker
a flick with her left index finger. He flinched in response. Then she laid his
penis in the palm of her hand and slowly caressed it. It quickly sprang to
life. Tommy watched her as she took a measuring cup off the nightstand. He
wondered what that was doing there. He didn't know of her plans. Mrs. Carol
looked at him. He was willing to take his punishment, so far. If he knew what
she was going to do in a few minutes he would have cried. "I want you to
masturbate while I watch you Tommy!" Tommy couldn't believe it. Jerk off in
front of her? "You've got a nice little stiffy, boy. Now just do the same thing
you do every night in bed!" Tommy cringed. How did she know? Was she watching
him at night? He began to stroke his erection. She sat right in front of him
and watched.

Mrs. Carol smiled at the naked boy jerking off in front of her. She held the
measuring cup near the head of his penis. Tommy began to moan and she knew he
would cum in a moment. Tommy stood in front of her, bent at the waist. Then he
obeyed her orders and surrendered his cum to her. Mrs. Carol giggled and
watched his cream shoot out into the cup. Tommy stood up and exhaled. His penis
began to slowly wilt. "My goodness Tommy! That was quite a load. I hope you're
hungry, because this is your dinner tonight!"

"Oh no Mrs. Carol! Please don't make me drink it! Please!" She stood up and
cupped the boy's chin. "Now stick out your tongue boy!" He was forced to obey
her. She slowly poured half of the cum in the cup onto his tongue. "OK, swallow
it!" She watched his tongue retreat into his mouth. The boy closed his eyes and
she saw his adams apple move as he swallowed his own cum. He looked just like a
boy taking a nasty tasting medicine. "Open up!" The scene was repeated. "Now
lick the cup clean Tommy!" The helpless boy took the cup from her and licked
the cum from the edges.

Afterward, she sat the boy on her lap and hugged him. Tommy felt warm and
secure in her embrace. If drinking his own cum made her happy, then he would do
it. She couldn't help reaching down to hold his privates. The tip of his penis
was still sticky with cum. She touched it with her fingertip and pulled a thin
strand of cum up. She touched it to her lips and smiled. She felt him twitch a
little, then she looked at his pecker. Just her light touch had coaxed another
orgasm from him. First the white cum dribbled slowly out of his penis and down
the shaft. Then it came out in two more forceful squirts. She quickly pointed
his pecker down, causing him to yelp, and caught the semen in her hand. "Is
that all now?" She demanded. "If there's more, I want it!" Just the way she
showed him attention made him so happy that he involuntarily gave up another
squirt of cum into her hand. "Ok, I think that's all." he said. She held him
close to her and brought her palm to his mouth and smiled. "You must like the
taste of your cum boy, you give it up so easily! Now lick it up!" He stuck his
tongue out and ate his own product. He was beginning to like living here.

This story is part of White_Shadow's_Nasty_Stories.
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