Training Week
By A.J. Brown
Ben learns his new job from a mature woman


**Note to my readers: I write Custom Stories for those who enjoy my work that
would like a personal story written for them. Please email me at
ajbrown2005@yahoo.com if you would like more information on my Custom
Stories**

MONDAY 8:37 AM:

"Hey."

The voice behind Ben startled him. He had first day jitters as it was, and the
sometimes easily irritated guy wasn't in the mood for this kind of surprise
right now. But when he turned to see who it was he couldn't be angry. He had
never seen this woman before but she looked sweet and harmless. She had to be
30 years older than he was but he could tell that she was pretty when she was
younger. The friendly chuckle she let out put him more at ease.

"I'm Polly," she said with a friendly, almost loving, older woman smile. "Ben,
right? Do you prefer Ben or Benjamin?"

"Ben's fine. It's nice to meet you." He offered his hand to shake. When she
stuck out her arm to shake back he noticed that her breasts looked quite firm
underneath that sweater especially for a woman in her early fifties.

"You able to figure out everything OK?" she said. "I know some of the
onboarding here can be a pain."

"Eh, I think I can figure it out," he said and he looked back at his screen.
He did want to get to the onboarding. He didn't want to have Shirley walk in
and see him chatting away already. He wanted to do well at this job. Since he
had no siblings he was the first and only one going into the workforce and he
wanted to do well.

"OK," she said sweetly. "If you need anything I'm right over there." She
pointed to her cubicle right across the way. This was a small office and there
weren't many.

MONDAY 9:58 AM:

Ben stood at the door of Shirley's office. Her side was to him as she worked
on whatever she was doing on her computer, clearly making that her priority
despite the fact that she had left him hanging for over an hour on his first
day without much to do. He checked her out as she looked at her computer
screen. He also bet that she was quite the attractive woman 30 years ago but
she was even a few years older than Polly was. He couldn't help but be a bit
disappointed that his first job out of college ended up being a tiny company
that just had a couple of old women working there. As a single 22-year-old
guy, that was almost worrisome for him. So this was where he would spend 40
hours a week? Shirley had told him during the virtual interview the company
was small but he hadn't had this picture in his head of what it would be like.

"Alright, sorry about that," she said as she turned towards him in her chair.
She wore jeans even though she told him the dress code was business casual.
This was his first time seeing her below the chest area. She wasn't a large
woman by any means but she had thick thighs. "Mondays are crazy around here.
You getting settled well over there?" He nodded. "I'm going to have Marilyn
help you with most of your training. She's not in today. Why don't you just go
through some of the programs on your computer and get used to the system
today. When Marilyn comes in tomorrow you'll really get going."

MONDAY 11:46 AM:

There wasn't a whole lot in the systems to go through. The fourteen minutes
until lunch seemed like an eternity. At least when he had jobs like this in
college he could do his homework to make the time go by. He was getting
familiar with the systems and he actually figured out how to see every
employee's date of birth. He knew it was a long shot but since it seemed like
he'd be spending most of his time with Marilyn he hoped that she'd be closer
to his age. Now it was confirmed that she was 46. He was not going to love
this job.

TUESDAY 8:32 AM:

"Hello there."

When he looked behind him at the wall of his cubicle and saw her sitting there
he didn't think it was Marilyn just because it wasn't how he pictured her. If
he had been thinking about this woman's age he probably would have guessed
mid-forties but she was so cute, that wasn't on his mind. Her hair was
naturally dark and she had tan skin. She wore a cute black outfit and a black
pair of boots. He noticed she was tapping her left foot against the wall of
his cubicle and he found that quite cute.

"Looks like you're my new neighbor and the one I'm going to be training," she
said. She tapped her foot against the cubicle wall a few more times. "Ben,
right? 'm Marilyn. I was off yesterday so I have a lot to catch up on today.
Will you be OK just going through some of the systems today while I get myself
organized over here? Then we can start your training tomorrow."

She put her foot down then wheeled herself back over to the cube right next to
him. She even looked cute doing that. It wasn't more than two weeks ago that
he was on campus checking out hot 20 and 21 year old chicks wearing skimpy
clothes. Life sure could change in a hurry.

TUESDAY 1:21 PM:

"Hey stranger," he heard that cute voice of Marilyn's say behind him.

She had wheeled her chair back over. She had the heels of her boots on the
floor and was pointing the toes of them straight up, swaying them back and
forth. He found it relaxing and sexy. He found himself wondering what her feet
looked like underneath those boots. Why was he wondering that? He was supposed
to be checking out the tits and ass of chicks his age, not the feet of women
in their forties.

"Day going good so far?" she said as she shook her feet back and forth.

She was in her forties, he knew that anyway from seeing it in the system, but
it wasn't like she didn't look it too. Still, she sure put on a cute little
act. She was still wiggling her feet and he was having a hard time looking
away from them. Her voice was really cute too and he enjoyed listening to her
speak, regardless of what she was talking about.

"I appreciate you keeping yourself busy while I catch up on things," she said.
"I know that stuff can be boring. Tomorrow we'll get started for real, I
promise."

He watched her wave at him with her foot before she turned around in her chair
and wheeled herself back over to her desk. He wasn't sure if his mind was
playing tricks on him or not. Did she actually just wave to him with her foot
or did he just wrongly interpret it that way. It was probably the latter. She
had been moving her feet around a lot. Still, it had left enough of an
impression on him where he found himself thinking about her feet as he stared
at his computer screen for the rest of the day. It didn't make the afternoon
go faster or anything but it made it more enjoyable.

WEDNESDAY 8:36 AM:

"Alright, you ready to get started on some real work today?" Marilyn said. She
wore a white long-sleeved shirt with tassels on the end of the sleeves. She
wore brown, tight khaki pants and the boots that she wore looked identical in
style to the ones she wore yesterday, only these were brown and not black. On
top of being cute, she was stylish as well.

"Ready, Benjamin?" she said. "I know you go by Ben. But I think I'm going to
call you Benjamin. Benjamin - let's get going." She winked at him before
wheeling over to sit next to him and start his training.

WEDNESDAY 1:20 PM:

"Benjamin," she called to him after he had been sitting at his computer for 20
minutes since returning from lunch. He didn't mind the break. She had worked
him hard in the morning, overloading him with information. She had also made
it a point to call him 'Benjamin' multiple times. "Benjamin, I want you to do
this", "Benjamin, I believe we went over that already." Her tone and sounded a
combination of bossy and flirty. Either way, Ben didn't mind. Even if that was
her way of trying to show her control over him, doing it in a way that
wouldn't get her in trouble, he kind of liked the feeling of being under her
control. The highlight of the morning had been when she stretched out her legs
right next to him with those tan, tight pants on and then pointed her toes up
in the air and wiggled her feet around so close to him.

"Come on Benjamin, lunch is over, we need to get back to work," she said.

THURSDAY 2:44 PM:

Marilyn had been keeping him busy the last day or so, constantly calling
'Benjamin' whenever he thought he might be about to get a minute to relax. For
whatever reason, she had been quiet since they got back from lunch and if he
hadn't seen her come back he wouldn't have known she was there. He had been
keeping himself busy for over an hour but now he needed help.

He scooted over towards her in his chair. She had another cute black outfit on
today and when he looked down where he normally saw a pair of boots, now he
just saw a pair of black socks covering her feet, that were kind of scrunched
up. He could see a little bit of her tan skin between the socks and the black
pants she was wearing. He was thankful her socks weren't straightened out or
he wouldn't have been able to see that skin.

"My shoes are off," she said.

She pointed her toes up and then wiggled them around a bit. He would have
preferred her to be barefoot right then but seeing her in her socks just
further teased him, covering up those feet that he wanted to see more and more
each day. Still, having the boots off got him closer to that goal and seeing
her in those socks really excited him. She was wiggling her feet around and he
thought for sure she was putting on a show just for him.

"Sorry about that," she said and as he watched her grab her boots he felt like
an idiot for thinking what he did. "I didn't think you'd just be popping
over."

He watched her stretch her foot out before she took her left boot and started
to put it back on. 'No!' he found himself wanting to scream out loud and say.
'Leave them off, we can't go backwards here!"

As he watched her putting her boots back on, looking like she felt foolish for
being seen with them off in the office, he was the one that really felt
foolish. She wasn't putting on any kind of show for him with her feet, it was
all in his head, probably because he went from being surrounded by hot women
his age to now having the best one to look at, a woman that was just good
looking for being in her forties.

FRIDAY 10:03 AM:

The first male that Ben saw in the office that week looked like he was going
to retire any day. He approached Marilyn at her desk with Ben sitting next to
her watching what she was doing. The old guy had a smile on his face and Ben
assumed that if he was happy to see Marilyn in the office then this guy really
must like it.

"Hey handsome," Marilyn said to the old guy. Ben never thought that he'd feel
jealousy for an old man like this but here he was.

"Hello my dear," the old guy said. "I see we have someone new."

"Yes, this is our newest employee, Ben," Marilyn said. "Ben, this is Glenn.
Hey, your names rhyme, how cool. Glenn only blesses us with his presence here
on Fridays."

"I'm semi-retired," Glenn said to Ben. "But I like to come in once a week and
see the lovely ladies of the office. And now you as well, Ben. Welcome.
Marilyn, how is the Lawrence account coming along."

"Lawrence account is moving along," she said to him. Ben thought he detected a
tad bit of impatience in her voice. "It will be complete by the end of the day
on Monday."

"Didn't I tell you to have it complete by the end of the day?" Glenn said with
a tone where Ben couldn't tell if he was joking or not.

"Oh don't even," Marilyn said, also with a tone where Ben couldn't tell if she
was joking or not. "I'm gonna kick your butt."

Glenn made a face like he was playing along with her but to Ben he looked a
bit humbled. Ben thought about it and he actually wondered if she could beat
Glenn up. She was a small woman but she seemed energetic and Glenn just looked
too old to be fighting. Whatever he was thinking, Marilyn had shut him up.

FRIDAY 4:12 PM:

"There are donuts in the kitchen," Shirley said as she walked by the cubes
towards the exit. "I'm out of here for the weekend. See you all on Monday."

She walked out the door. Marilyn and Polly looked like they were both ready
for the weekend as they were sitting at their own desks but with their chairs
facing each other and they were sitting back in them. Polly was dressed like
an older woman, wearing a long-sleeved green shirt, a tight pair of blue
pants, and a brown pair of shoes. Marilyn, meanwhile, looked quite sexy. She
had on a black stylish shirt with skin-tight grey pants with black designs on
them. She wore her black boots. Ben had never noticed how thick Marilyn's
thighs were until he had seen her in such tight pants. She was a small woman
but she did have some thickness to her.

"No way I'm having any donuts," Polly said with a smile and her sweet voice.
"I'm trying to lose thirty pounds." Ben looked at Polly. She had to weigh
maybe 140 at the most and he definitely didn't think she needed to lose
anywhere near thirty pounds.

"Yeah same here," Marilyn said. "I need to lose forty." Ben couldn't believe
this. He definitely weighed more than Marilyn and he felt like if he lost
forty pounds he would shrivel up into nothing. He also felt like he'd have to
not eat, ever, if he wanted to lose that much weight. "How do you stay so
skinny, Benjamin?" Marilyn said.

"I mean, I'm not that skinny," he said. He looked down at the muscles in his
arms, the black polo that he had on tightly hugging his biceps as he liked to
try and show them off. He was on the thinner side but he worked out and had
some muscle. He wasn't a huge fan of being called skinny. He looked at his
arms hoping Marilyn would notice.

"Ha-ha, yeah you are," she teased.

"I mean, I do work out."

"Those little muscles of yours don't mean you're not skinny," she said with a
laugh. "I could still kick your butt."

"Yup, whatever you say."

"You don't think so?" she said playfully as she sat up in her chair. "I'll
kick your butt right now if you want to give it a try. Just us three in the
office this late on a Friday."

"I think you could take her, Ben," Polly said with a sweet smile.

"What do you say?" Marilyn said as she started to get up. "See if you can take
an old lady like me. We'll just wrestle, nothing too rough or anything. Think
you can take me, Benjamin?"

Marilyn was now standing and she looked ready to wrestle right on the carpet
of their office. If a sweet old lady like Polly was smiling about this, there
couldn't be anything wrong with it.

"I guess I wouldn't mind putting you in your place for calling me skinny," he
said jokingly as he started to stand up and Marilyn smiled like she
appreciated his banter.

"Oh you didn't like that, Benjamin?" she laughed. "Alright, come on over and
kick my butt then, skinny boy."

He stood at close to six feet tall and had a good nine inches on her. He moved
towards her thinking that if he wanted to he could just pick her up and throw
her on the carpet. Just when he got close enough to her where he thought he
would do just that she took him off guard by jumping right off of the floor,
an energy burst that he did not expect from a woman in her forties.

She wrapped her arms around his neck to hold onto him then wrapped her legs
around his ribs to keep herself up. He felt like he wasn't going to have a
hard time pulling her arms off of him but as she tightened her legs they
continued to feel a lot stronger than he anticipated. His ribs were also
starting to hurt.

He figured he'd start easy as he worked on pulling her arms from his neck. But
as he pulled, they felt stronger than he had expected too, and she was also
trying a lot harder than he would have thought. It was weird feeling her
feminine arms tighten up on his neck which was also now starting to hurt. He
actually seethed a bit as he was pulling harder on her arms to no avail and
this match was becoming more intense than he had expected. All the while he
could feel how feminine her curvy body felt as he legs squeezed him tighter
and her firm breasts were pushing into his chest.

As he pulled on her arms more he could feel them starting to loosen but he
couldn't separate them all of the way and this woman was definitely giving
this her all. He felt closer to getting her arms off but every time that he
thought he was just about to pull them off she'd tighten just enough to
prevent it. He managed to loosen her arms again and separated his head enough
from hers where he could see her smiling from how much fun she was having.

She then twisted her body which took them both down but he landed on his back
and she landed on top of him. She was a small woman but she had some thickness
to her so he felt the impact of especially her big butt and thick legs when
she fell on him. He tried to wiggle out from underneath her but she tightened
her legs around his sides while sitting on him and it made it tough for him to
move.

"Come on Benjamin you can do better than this, can't you?" she said, laughing
a little bit as she did.

He couldn't help but laugh too. She was not the kind of woman you could be mad
at. But he still wanted to come out of this the winner and he wiggled harder
underneath her. Her ass and legs had him immobilized, though. He tried moving
his body side-to-side and tried to lift himself up but her lower body wasn't
allowing it.

He raised his hands and tried to push her off of him that way but she had a
hold of his wrists before he could come close. Her hands felt soft and
feminine, not particularly strong, but she had positioning on him and all she
had to do was lean forward. He couldn't stop her as she pushed his arms down
and pinned them down. He now lay pinned underneath her while looking up at her
pretty smile looking down at him.

"Come on Benjamin, you're not gonna let me do this to you, are you?" she
teased. "I know you're stronger than this."

He laughed back. That was all he could do because fighting harder wasn't doing
any good. She had a tight grip on his wrists and had his arms stretched out so
straight that he couldn't move them at all. He could feel the power of her
butt and legs holding him down and he had to admit, it was a pretty cool
feeling. He fought a bit more, mainly at that point just so he could feel her
strength.

"I think I'm gonna call it a day," Polly said with her sweet voice. Ben looked
up to see she had packed her stuff up and was looking down at them smiling.
"You two have fun."

He kept his eyes on Polly and for whatever reason he watched her until she
walked out the door. Once she was gone, Marilyn was still holding him down
with the same amount of strength. He looked up at her, she was looking down at
him smiling, and the look on her face suggested she had no intention of
letting him up.

"Polly's gone," she said to him with a teasing tone. "Shirley's gone. No way
that Glenn is here this late on a Friday. Just me and you here all alone,
Benjamin."

He looked up at her face, almost unbelievably pretty for a woman her age, and
it really hit him how sexy she was. He felt his body still trapped by hers. He
felt a combination of excitement, with a little bit of worry that he was now
completely at her mercy with no on around to help if necessary, but that also
lead to him feeling more excitement.

"Ready Benjamin? I'm going to give you what I know you want."

She let go of his wrists and sat up, her butt putting even more pressure on
his stomach. He felt how his arms were now free to try and fight back at the
moment then thought about how pointless that would be. As she sat on his
stomach with more pressure, she began taking off her boots. As she threw her
boots aside he could feel her strong ass pushing into his ribs. It hurt a
little bit and he made a face of pain that she ignored.

He knew there shouldn't be anything sexy about a woman her age pulling off her
black socks but when he saw her fingers pull on the top of one and start to
pull it down he felt like he was watching some exciting strip-tease and he
felt his cock instantly getting hard in his pants. He got more excited as he
watched the somewhat tan skin of her lower leg become exposed and then her
ankle. He saw the back of her heel pop out when she pulled her sock off more
and he became even more excited having her foot reveled.

He watched her slowly pulling the tight sock off of her foot, revealing more
of it as she did, and he could tell her foot was at least a bit sweaty by the
way it was coming off. But that was fine with him, the more surface area of
foot that he saw the more he could not look away from it. He found it amazing
how sexy this woman could make the task of just taking off her sock, now as
the ball of her foot became revealed as she took off more.

She then pulled the rest of it all off in one big swoop. This woman sure liked
black as her toenails were painted that color as well. When she moved her
hands to pull her other sock off he was actually torn whether to look at her
foot that was already all of the way bare or watch the revealing of the other
one. At first he kept his eye on the already bare foot but when he looked at
the other one and saw she had that sock halfway off, he didn't want to miss
any more of the baring of that one, and he watched as she pulled her sock off
the rest of the way. Once both feet were bare, she threw her socks aside, held
her feet above his face, and her wonderful soles looked down at him as she
wiggled her toes.

"I've seen you peeking at my feet throughout the week, Benjamin. Nothing wrong
with that at all. It's still so cold out now but in the summer I'll be able to
wear shoes where you can see more of them. In the meantime, I'm going to keep
you happy. We all want you to stick around here."

He didn't have anything to say at that point but if he had he wouldn't have
been able to get a word out because her bare feet were pushing into his face
and covering it just like that. Having her pin him down was exciting enough as
it was. But there was something about having her soles keeping his face down,
pushing into it so he could feel them, making it so he couldn't see anything
other than her feet, and having him smell and even feel like he could taste
them with every breath that he took, that made him feel a level of enjoyment
that he never could have imagined. Her feet felt soft and well taken care of
yet he still could feel a bit of ruggedness and age to them, though he
couldn't pinpoint how he could feel that.

When he felt her start to undo his pants it felt completely natural. There was
nothing that struck him as odd about the feeling of his pants being pulled
down right on the floor of his workplace while her feet were planted on his
face. He could feel how hard his cock was as it stood straight up and then he
felt her feminine hand tightly wrap around it.

Up and down her hand went and she slowly rubbed her feet up and down on his
face as she jerked him off, her feet rubbing on him in a slow way that made
him feel completely relaxed. As her hands stroked him harder and more rapidly,
the pace of her feet rubbing on his face remained slow and it felt gentle. She
seemed to show a patience as her hand stroked his cock that he had never felt
from girls his age. She was squeezing in all of the right spots, building up
his excitement. He could feel his dick getting thick with cum, yet he didn't
feel close to releasing, which he found unusual and amazing.

She continued to work his cock while her feet covered his face from the room
around them. It felt as if she knew exactly what was going on inside his dick
as right when he thought he might release anyway, she stroked extremely
rapidly and he felt himself shoot his load all over on the floor. Her hand was
working it hard getting out every last drop and it felt like she was some kind
of professional or something, knowing exactly where to squeeze and how fast to
go, as he uncontrollably moaned into her feet. He had never cum this long
before and he felt completely at her mercy. When she was finally done, she
pulled his feet down his face until they were all of the way off and he looked
up at her pretty face, smiling down at him.

"You enjoy that, Benjamin?" She looked down at him looking so dominant over
him at that moment and he just nodded letting out a bit of a moan. "You're so
cute."

MONDAY 8:09 AM:

Ben had no contact with Marilyn for the rest of that Friday or the entire
weekend as she had just kind of gotten up and walked away after, him being too
blown away by what had happened to ask for her phone number or even talk about
it. But he felt great all weekend and woke up Monday morning excited to be at
work and excited to see Marilyn again.

He was the first one in the office and he sat at his desk getting going on his
work, so happy to work for a company where he had gotten the benefit he had
gotten on Friday, even if he never got it again. He heard someone coming
behind him and now that it was real that he could be seeing Marilyn again he
couldn't help but feel nervous. What would it be like when he saw her and what
would he say? But it was Polly that was coming towards him.

"Good morning Ben," she said with a smile, acting like everything was normal,
as she sat down at her desk. That was probably a good thing.

"Morning."

"How was your weekend?"

"Great!"

She turned in her chair and looked at him like she wasn't expecting that. He
figured he better turn his excitement down. She must have known something had
happened after she left but he wasn't sure what she knew or what she could
have guessed. If she took a guess it couldn't be too close to what happened.

"Really?" she said curiously. "How come? Do anything really fun?"

He felt himself blush. "Just got a lot of housework done." He said it with
much less excitement. "That's always a good feeling."

"Sounds like mine." She let out a hearty, older woman laugh. "Husband washed
both of our cars. I did a little bit of cooking. Two of us cleaned out the
garage. Guess that's a fulfilling weekend at my age!" She let out the older
woman laugh again. He smiled and was about to turn to face his computer screen
when she grabbed his arm.

"You and Marilyn had some fun here after I left on Friday, I bet." She said it
quietly even though no one else was in the office yet.

He shrugged then smiled. "Yeah. I guess we did."

"Don't worry at all. I won't tell anyone. Marilyn and I like having you
working here. So she just wanted to make sure you're happy. That's a good
thing, trust me."

He smiled a bit and had a small, awkward laugh. She smiled back at him,
giggled a bit, then moved back over to her desk.

**Email ajbrown2005@yahoo.com if you would like more information on my Custom
Stories**