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Jason - 2
by Emanon Pen (hgoldone@hotmail.com)

***

A young man's decline into cuckoldum and sissification. 
(MFf, M-bi, mast, oral, anal, cuck)

**

Author notes: The stories on this website are works of 
fiction. Any characters resemblance to persons living 
or dead is purely and entirely coincidental. Any 
actions taken by the characters or the portrait of such 
actions never occurred and if they mimic any form of 
reality, it is purely and entirely coincidental.

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activity and may be perceived by some as being 
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Chapter 2 - Alexander

New York City held many a new experience for Jason. He 
learned how to use the subway and bus system to travel 
around the city. He just loved to sit and watch the 
people of New York. There were all types. Rich, poor, 
educated, stupider than a rock, prim and proper, sluts, 
and on and on. He would sit for hours just watching 
people. Sometimes he even forgot he had classes to 
attend. Fortunately, he always got good grades and his 
father made sure he had enough money is his checking 
account. The generosity of his father made it easy for 
Jason, as he did not have to work. 

His roommate Alexander was not so lucky. He had to work 
just to have enough money to eat. Sometimes Jason lent 
him money to get through the month. Alexander was 
always grateful and always repaid him only to have to 
ask again for money at the end of the month. Where 
Alexander was lucky was with women. He had more girls 
calling him than Jason cared to think about. The one 
thing Alexander did not have to worry about was pussy.

Alexander Grandov, Russian Jew by birth, stood 5'10", 
had black hair, gray eyes, a naturally chiseled body, 
and an only child. He did work at keeping in shape by 
running and using the weight room at the university. 
His parents were not wealthy and worked very hard to 
pay for his tuition. They immigrated to the United 
States right before the fall of Communism in Russia. 
His father had a PhD in Applied Physics from St. 
Petersburg University. 

In Russia, he had a pretty good job considering he was 
Jewish. When he landed in the United States, finding 
work in his chosen field was impossible. He worked as a 
salesman in a jewelry store on 47th Street, better 
known as the Diamond District. His take home pay on a 
good week was seven hundred and fifty dollars before 
taxes. His mother was not so lucky. All she could do 
was work as a maid cleaning apartments for little 
money. This was the great life they had left Mother 
Russia for in the United States.

Alexander made a promise to himself that he would do 
everything in his power to make enough money to buy 
whatever his parents wanted or needed. He was not going 
to let them just survive. It was his aim to graduate 
college, go onto banking on Wall Street, and make a 
million dollars in the stock market.

There were several occasions when Jason came back to 
the apartment he could hear Alexander and his latest 
conquest fucking. Although he had never seen his 
roommate naked, by the sounds the women moaned or 
screamed, Jason figured he was, either quite big or 
really knew how to use his cock while fucking.

"Oh, Alex... Give it to me... Fuck me harder... Stuff 
your cock deep into my pussy..." was what he heard when 
he entered the apartment after a day sitting in 
Washington Square Park. He stopped and leaned his ear 
against the door. He could feel his cock start to stir. 

He quietly turned from the door and went into his room. 
The sound of his roommate fucking this girl had made 
him horny. Jason had not masturbated for several weeks. 
Actually, he was afraid Alexander might catch him while 
he was masturbating. The doors to their rooms did not 
have any locks on them. Alexander did not masturbate. 
Shit, he did not have to. He had all the pussy in the 
world to stroke his cock to orgasm.

Jason went into his room and started to study to get 
his mind and lengthening cock off what was happening in 
the room across the hall. He would wait patiently until 
Alexander was done before he left the room. Actually, 
he hoped Alexander would sit with him and tell him 
about the girl he just fucked. He did not have to wait 
long. He heard the door to Alexander's room open and 
the door to the apartment open, close, and the locks 
being secured.

"Jason, you home?" Alexander called.

"Yes. I'm in my room studying." Jason replied.

"How long have you been here?"

"Oh, no more than five to ten minutes. I heard you in 
your room and just came into mine to study."

"Ah, I see. You hungry?" Alexander queried.

"I could eat something." Jason replied.

"Good, lets go out and get something. My treat. I'll 
tell you all about it while we eat." Alexander said 
with the biggest shit-eating grin on his face.

With that, both of them left the apartment for a local 
eatery. It always amazed Jason that all Alexander had 
to do was walk down the street and women would stop and 
stare. One day he would have to figure out what these 
women were staring at. It was not just the college age 
women. Older women in their 30's, 40's, 50's, and 60's 
would just stare. Some did it openly. Others were more 
clandestine. Husbands and/or boyfriends would not 
understand. Or maybe they would for that matter.

"Where to Alexander?" Jason asked.

"How about the French Bistro on McDougal Street?" 
Alexander replied.

"How can you afford to eat at that restaurant? If I am 
correct, the prices are pretty steep." Jason responded 
with a look of absolute wonder on his face.

"Do not worry my roommate. For Alexander will tell all 
while we eat." Alexander answered as he placed his arm 
over his roommates shoulder and guided him down the 
street.

This was the first time Jason had any sort of contact 
with Alexander other than shaking hands. He did not 
know what to do, so he let his roommate guide him to 
the French Bistro without question.

The French Bistro was a small intimate restaurant. When 
you entered the restaurant, you were assaulted by the 
smell of good French cooking. The building was narrow 
and the bar took up the front of the restaurant. The 
tables were in the back. Not many of them. 

Each of the ten tables sat four people. They were 
covered in white and red checkerboard tablecloths with 
a candle burning in the middle of each. The place was 
dimly lit and you could hardly see where to walk. The 
French Bistro was a very intimate restaurant and seemed 
more like a place lovers would go than two guys looking 
for someplace to eat.

"Excuse me, gentlemen. But do you have a reservation 
for dinner?" The tall maitre'd had asked.

"No sir we don't." Alexander replied. With that, he 
shook the maitre'd's hand slipping him what appeared to 
be at least a fifty-dollar bill.

"Ah, a reservation was just cancelled my good men" the 
restaurateur replied. He showed them to a table in the 
back. They sat and awaited the waiter with the menus 
and wine list.

"So, tell me, tell me everything" Jason said silently 
hoping Alexander would not leave out any details.

"Ah, where should I begin?" Alexander replied.

"At the beginning, where else?" Jason said with a smile 
on his face.

It seems that Alexander cut his one o'clock class and 
went uptown to Madison Avenue to stroll around the 
boutiques and shops to see all the things he could not 
afford. While he was in a small clothing boutique, he 
met Lacey quite by accident. He was admiring a sweater 
and she approached him and asked if she could see it. 
Alexander handed her the sweater and noticed the huge 
diamond engagement ring and wedding band on her left 
hand. She made no attempt to hide the fact that she was 
married.

"You going to buy the sweater?" she asked.

"No, I was just looking" he responded.

"I see. I was thinking about it for my husband. He is 
about your size. This is the last one in extra large. 
Would you care to try it on for me?"

"OK, but I don't want to get into trouble." He 
responded knowing that all he needed was to get into 
some sort of trouble and have no way out of it.

Alexander slipped the sweater over his head. It was 
during this time, Lacey saw what she wanted to see. The 
bulge in his pants could not be real. She felt herself 
start to moisten.

"Yes, it is a beautiful sweater. I think I'll get it 
but not today" she stated as her left hand rested on 
his right shoulder. Her eyes kept on moving down the 
front of his body. They would pause at his crotch and 
move back to his eyes.

Alexander quickly took the sweater off and replaced it 
on the sweater table. He knew that she was available by 
the way she kept on looking at his crotch. She was not 
very subtle about looking. He smiled to himself and 
knew that if he played his cards right he could get 
into her pants. 

He was enamored with her. She stood 5'8", weighed about 
125lbs, her raven black hair fell just below her chin, 
her breast size had to be at least a natural 36C, and 
her legs... Oh, what beautiful legs she had. They were 
perfectly shaped. The skirt and heels she was wearing 
accentuated all the positive things about her legs. 
They seemed to go on forever.

"Are you busy the rest of the afternoon?" she asked 
with a twinkle in her eye.
Before today, an older married woman had never 
propositioned Alexander. He figured her to be about 27 
or 28 years old. He was always the one making the 
moves. For the first time in his life, he was at a loss 
for words.

Lacey leaned close to his right ear and whispered, "I 
want to see what is behind that zipper. Do you have 
someplace we could go?"

Alexander snapped out of his reverie and said, "Yes, I 
have an apartment downtown near Washington Square."

"Good. I'll hail a cab and we can go there" she 
replied. All the time they were in the cab together, 
she kept on opening and closing her legs. Every time 
she opened them, he could feel her leg press against 
his. It seemed she moved closer to him with each 
repetition.

It was as if the God of Sex was watching over them 
because it did not take long for them to get downtown 
and into the apartment. Alexander was relieved that 
Jason was not home. It would have been embarrassing to 
have him there when they arrived.

Lacey was not even thinking about anything but what was 
inside his pants. Alexander turned around from locking 
the door only to find Lacey standing directly in front 
of him. She leaned into him and placed a long hot kiss 
on his lips. He opened his mouth and probed with his 
tongue. She responded by opening her mouth and letting 
his tongue enter. 

Their tongues played between their mouths. She gently 
sucked on his. He responded by gently biting on hers. 
She pressed her body into his. Her arms were around his 
shoulders, her breasts pressed against his chest, her 
pelvis pushing against his growing hardness. His hands 
slipped down her back and cupped her beautiful 
buttocks.

"Yes..." she sighed.

She pulled her hips back as her right hand moved from 
his back to the front of his pants. She placed the palm 
of her hand against the bulge showing behind his 
zipper. Slowly she started to move it up and down 
feeling the outline of his manhood. He responded by 
getting harder. He pushed her away.

"Let's go into my room. We'll be more comfortable 
there," Alexander said with a practiced statement of 
fact.

They walked into his room. The time it took for them to 
get from the front door to his room was just seconds, 
but Lacey never let her hand move away from his crotch. 
She actually continued to rub his hardness. Alexander 
knew that this was going to be a good time.

Alexander turned and placed another kiss on her lips. 
She leaned against him and pushed him towards his bed. 
He felt the mattress against his legs and sat down. 
Lacey fell to her knees. Her eyes looked longingly at 
his crotch. She pushed him back and placed her lips on 
his manhood through his pants.

"Do not do a thing. Just let me have my way," she said.

Ever so slowly, she undid his belt. She opened the 
button at the waist of his pants. She pulled the zipper 
down and parted the front of his pants. Outlined 
against the briefs he was wearing was the largest cock 
Lacey had ever seen. She put her hands on either side 
of his manhood and just held it. She leaned forward and 
placed a kiss on the tip. She started to push his pants 
down and Alexander lifted his buttocks to help ease 
them down.

Lacey cupped his balls through his briefs. She again 
placed her hand on his raging erection. Slid it to her 
other hand by his balls and leaned forward and kissed 
his cock. She moved her hands to his waist and while 
her lips were against his briefs slowly pulled them 
down. 

Alexander repeated his upward motion to help her. As 
his briefs slid down and his cock became free, Lacey 
placed her lips against his manhood and kept it pressed 
against his stomach. Alexander gently kicked his legs 
to get the pants and brief off his legs so he could 
open them for her.

Lacey took his cock and held it in her hands. She 
picked it up so it stood tall from his crotch. Her eyes 
widened in amazement and a smile shaped itself on her 
lips.

"Oh, what a lovely cock you have. It is so big. I have 
never had one so large and so thick. I've seen them in 
movies, but never touched one" she moaned. Her eyes 
were wide with amazement and lust. She was holding what 
appeared to be at least a 10-inch cock.

Lacey looked Alexander in the eyes and without missing 
a motion placed her lips around the circumcised tip of 
his cock. She slowly took the head into her mouth and 
let her tongue swirl around it. Her right hand began to 
gently stroke from its base to where her lips were. 

With each stroke of her hand, she bounced his balls 
with the other. Her lips started to move lower on his 
cock. As her mouth was engulfing his cock, Alexander 
could feel her saliva coat his cock. He soon felt the 
top of her mouth and the back of her throat. She was 
trying to take it all into her mouth and succeeding.

"God, yes! What a lovely mouth you have," escaped his 
lips. He was amazed that she could fit that much of his 
manhood into her mouth. Most women were lucky they 
could get the head into their mouths, as most never got 
more than an inch past the head because of its 
circumference.

"What a magnificent cock you have" she replied and 
immediately placed it back into her mouth stopping just 
as her lips passed the head of his cock. She kept it 
there. She let her tongue caress the head and his slit. 
She could feel the ridge around the head as her lips 
moved up and down just in that spot. She was making 
Alexander moan with every pass of her lips over the 
head of his cock.
Lacey continued to suck his cock very slowly. 

She was enjoying the heat, the smoothness of the skin, 
and feel of his huge erection in her mouth. Her fingers 
were just long enough to get around its girth. His 
balls were heavy in her hand. She removed her mouth 
from his cock and slid lower between his legs. She 
kissed each of his testicles, placed each one in her 
mouth, and gently sucked on them. She lifted his ball 
sack and gently licked him underneath his ball sack to 
his anus. Alexander thought his head would explode as 
well as his cock.

"Enough" he demanded of her.

Alexander sat up, leaned forward, and pulled Lacey on 
top of him. He kissed her lips and rolled her onto her 
back. With his cock pressing against her crotch, he 
raised his shoulders enough so he could get his hand on 
her blouse and began to unbutton. Lacey helped by 
removing her arms from the sleeves and unlatching her 
bra. Just as he thought, her breasts were magnificent. 

Her nipples were large and standing at attention. He 
lowered his mouth to her right breast and placed a kiss 
on her nipple. He opened his lips and gently sucked it 
in and rolled it with his tongue. Lacey's hand moved to 
the back of his head and held it there while he 
caressed her breast. Then she pushed so he would do the 
same to the other one.

"Yes, press your hardness into me and make love to my 
tits," she moaned.

Alexander slowly slid down her body placing kisses as 
he went. Her abdomen was taut, her skin was silky 
smooth, and had a golden color from sitting in the sun. 
Without asking, Lacey lifted her body and pulled her 
skirt over her head revealing the silk and lace panties 
she was wearing. Alexander could see the wet spot that 
had formed on them. He bent and kissed it. He tasted 
her for the first time.

"Oh, yes. Kiss me. Make out with my pussy. Let me feel 
your tongue on my clit" Lacey cried as she pressed her 
crotch to his mouth.

He slowly licked the crease between her thigh and the 
small patch of material that covered her most secret of 
spots. His tongue sent shivers up and down Lacey's 
spine. With a small movement of his left hand, 
Alexander moved the small patch of material to the left 
revealing her pussy to him. It was the prettiest pussy 
he had ever seen. The labia were perfectly formed and 
covered her labia minor and clitoris like a pea pod 
covered its peas. What also amazed him is she was 
shaved. Her pussy was bare of pubic hair. She did not 
have a small patch above her pussy. She was completely 
bare.

"Oh, my sweet... What a lovely pussy you have. I need 
to kiss it. Lick it. Taste it," he said. With the deft 
movement of a professional, he removed Lacey's panties. 
She was on her back with her legs spread thus 
completely open to him. He took in her beauty. His cock 
throbbed with expectation. He pushed her legs further 
apart and then raised her knees placing her feet on the 
edge of his bed. Her pussy glistened with her wetness. 

Alexander leaned forward and licked her slit gently 
probing between her labia. Using just his tongue, 
Alexander gently spread open her pussy, pushed up the 
hood covering her clit, and placed his lips around her 
clit. He sucked gently on her clit and savored her 
sweetness. His cock told him it needed to feel the 
interior of her pussy.

"Yes! Yes! You eat pussy so great. Yes! I love what you 
are doing to my clitoris. Henry never eats me like 
this. Alexander I am coming. Yes! Eat my cunt. Make me 
cum. Yes!!" Lacey screamed as Alexander administered to 
her clitoris and the entrance to her most private part. 
She pressed her cunt to his face, grabbed his head, and 
screamed in orgasmic delight.
"Fuck me, now! I want that cock in me. Fill me!" she 
implored him.

Alexander did not need to be asked a second time. He 
slid back up on the bed placing his body between her 
legs. His cock stuck straight out and Lacey eyed it 
with desire. He took it in his right hand and rubbed it 
between her cunt lips. He felt her heat and wetness 
though the head of his cock. He pulled away from her 
cunt and slowly stroked his huge manhood. He could see 
that Lacey was in awe of his member and wanted it in 
her without hesitation.

"Have you ever had a cock this large in you?" he 
queried.

"No," she answered.

"Then I should take it easy. Let you get used to it."

"No. Please just fuck me. Rape me. I want to feel it 
all at once" she begged. He eyes pleaded with him to 
just ram his huge manhood into her.

Alexander moved forward again with one swift motion 
parted her pussy lips and shoved his cock deep into 
Lacey. She was tight considering the amount of fluid 
she had produced. Lacey's head flew back, her eyes 
rolled to the back of head, and her mouth let out a low 
groan as she felt the head of his cock pass through her 
opening. She felt the lips of her cunt grab just behind 
the head of Alexander's cock. 

She could feel it spreading the interior of her cunt 
opening her to his manhood. It did not take long for 
her to feel his pelvis against hers. She was impaled on 
the largest cock she had ever seen, touched, or tasted. 
He pressed against her before he started to pull he 
cock back out but not all the way. He left just the 
head of his cock in her pussy. He could feel the 
wetness of her all over the shaft of his cock.

"So, you want me to fuck you! Fuck you I will" 
Alexander growled.

For the next twenty minutes, Alexander shoved his cock 
in and out of Lacey's cunt. He kissed her mouth, neck, 
ears, and tits. He bit her nipples. He felt her legs 
around his body knowing she wanted him to fuck her 
hard. He did just that. Fucked her hard is what 
Alexander did and Lacey had three orgasms from the 
pounding he gave her. 

His cock, balls, and pubic hair were covered with her 
wetness. He never felt a pussy as tight as hers and she 
knew how to use it. His cock was starting to grow. He 
could feel his balls tighten and he knew that he was 
going to cum. He could see in Lacey's eyes that she 
knew it too.

"Ah... Here it comes... I'm going to cum..." Alexander 
cried.

"Yes! Fill me with your scum!" she moaned and cried at 
the same time.
Lacey could feel the head of Alexander's cock at the 
back of her cunt against her cervix. She felt it 
expand. In fact, she felt his entire cock grow in her 
pussy. He pressed it hard into her, which is something 
her husband never did when he came. The first shot 
roared up from his balls, through his cock, and out the 
tip. Lacey felt it all. Her cunt was so tight around 
his huge cock there was no way she would not feel it. 
It astounded her. 

Alexander pulled outward and immediately pushed back 
into her as the second and third shots of cum left his 
cock and filled her pussy. She knew he was giving her a 
rather large load because she could feel his cum 
starting to drip from her pussy and coat the insides of 
her buttocks. He pulled out again and without any 
easing of the return pressure drove is cock deep into 
her pussy expending another two shots of cum. Alexander 
stayed impaled in her as his cock finished its job of 
fucking her and shooting its load.

He collapsed on top of Lacey. Sweat poured off him and 
his breathing was slowly returning to normal. She held 
him close to her with her arms and legs. She wanted to 
feel him go soft inside her. Lacey kissed his ear and 
whispered to him, "I want your cock. I will do anything 
for you. I want your cock." 

She continued to kiss his face and neck until she felt 
his soft cock slip from her cunt. She pushed him up to 
see what he looked like soft. Lacey looked dismayed as 
she realized that soft Alexander was still at least 
four inches bigger than her husband. It was then she 
knew that she would have to have Alexander's cock as 
much as he was willing to give it to her.

"Oh, Alex. I am just in orgasmic heaven. I am not 
kidding with you when I say I'll do anything for you." 
Lacey pulled him close to give him another deep tongue 
kiss. She pressed her body into his.

"You are the prettiest woman I have been with. Your 
pussy it the most beautiful I have ever made love to. 
Considering you are married, it is the tightest one I 
have ever felt. But, if you are serious about doing 
anything for me; then you are to be my source of women 
and money. You will make me happy with your body, but 
when I need to feel a different woman underneath me; 
you will be the one who supplies her. You will pay me 
for the privilege of having my cock in your hand, 
mouth, cunt, and ass. You will make me want to fuck you 
and pay me with enormous sums of money for doing so."

Lacey grabbed him and said, "I am yours." She kissed 
him again. He did not respond in kind.

Alexander got off her and told her to get dressed. "I 
expect you to be gone when I return from the bathroom," 
he stated with a voice that dismissed her. She knew he 
was very serious.

Lacey got dressed. His cum started flowing out of her 
cunt and down her legs. Her panties would not stop the 
flow. She would have to do something before she got 
home. Henry would not like the idea of her fucking 
someone else. After she finished getting dressed, she 
opened her purse, removed five one hundred dollar 
bills, and placed them on top of the dresser near the 
bed. She knew in all her heart that she would take care 
of this stud because his cock made her feel exactly as 
she knew she could. Very fucked and very satisfied. She 
quietly unlocked the door and left the apartment.

Jason sat across from Alexander with his mouth hanging 
open. It was good that Alexander could not see the 
erection that was making a tent in his pants. He could 
not believe the story. "Come on Alexander," he 
exclaimed, "You're making this whole story up. You're 
bullshitting me."

"No my good buddy. I would not do that to you. How do 
you think I am able to pay for dinner?" Alexander 
reached into his pocket and produced the money Lacey 
had left on the dresser.

"Then who were you with when I came home this 
afternoon?" Jason asked with some trepidation in his 
voice.

"Oh, that was some girl that I met after Lacey left. 
She had the one good fuck of her life and then I threw 
her out. I am figuring that I can make enough money 
fucking Lacey and her friends that I will not need to 
bother with teenage college students. And my good 
friend, I will not have to borrow any money from you 
ever again." Alexander was sitting across from Jason 
with his chest out, a gleam in his eye, and a look that 
said, "I have arrived."

Jason was stunned as well as speechless.

Continued in part 3...

~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~
This story was written as an adult fantasy. The author
does not condone the described behavior in real life.

~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~
Kristen's collection - Directory 45