Male Babysitter

Younglord

Literotica Guru
Joined
Apr 21, 2007
Posts
605
Characters
Tom Braysen Babysitter : Younglord
Mrs Hughes Mother Tom babysits for : SierraHughes
Janice Hughes babysittee 18 year old daughter of Mrs Hughes :fallenupright

Open characters

Several female characters of your own design all of whom are friends of Mrs Hughes or Janice Hughes (Janice friends are all cheerleaders) will need these characters soon. If you would like to post a profile now that would be great or PM me with interest.

OOC

My character is an 18 year old school boy who babysits for his next door neighbour, he's quiet and shy but equally very reliable,


We are looking at having at least a fmf but building to a ffmff (and beyond) (optimist that I am) :)

Looking for more than a line a reply yes there will be sex , a lot of sex, but also looking to see if we can develop a story that shows a young innocent boy becoming more worldly very quickly and how that effects him and his view of himself and others , yeap looking for some depth and as a result how it effects all the women in his life.

My character

Thomas (Tom) Braysen
Age 18 just
High school student in the math club the chess club and the school choir
Shy but good looking under his someone clumsy clothes he's a genuiniely nice guy but very naive.

He likes females and at 18 he wants to get laid but also knows its not going to happen any time soon.


IC


Thomas double checked his work and then closed the textbook satisfied that he had gotten everything right, he looked at his watch it was five minutes before the hour , she'd be home soon so he took a hold of the empty glass of juice and standing up he rinsed it before placing it in the empty dishwasher.

Returning he began to put his text books into his bag as a car drove up.
 
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OOC:

Name: Sierra Hughes
Age: 32
Height: 5' 2"
Appearance: Curly black hair, sharp features and warm tan that revealed a Lebanese-Mexican descent.
Measurements: 36C - 25 - 37
 
Mrs Hughes

I pulled up in the driveway, relieved that I was finally home. It was my safe haven, away from all the complexities of the corporate world. A meeting had gone wrong again today - the second in as many days. I could live with it, but it meant that amends had to be made. With that thought, I turned and glanced at the gift box that lay on the passenger seat. I wondered what it was going to be for tonight.

Shaking those thoughts from my head, I killed the engine, and stepped out of the car.

"Tom, could you give me a hand with these bags," I shouted over towards the kitchen, as I opened the door to the backseat. Tom was a nice kid, and I haven't changed my baby-sitter ever since he arrived six months ago. He was responsible, had a way with Janice (my 18-year-old daughter ;) ), and was smart. It meant that he could tutor Janice without me having to worry about her grades. And most importantly, he looked decent enough, so that I didn't have to fret about Janice fooling around with the baby-sitter.
 
"Yes Mrs Hughes "Tom said earnestly as he rushed out the door and walked to the car.

Tom noticed Mrs Hughes , every teenage guy in the neighbourhood did some had even called her a MILF , Tom had no idea what that meant all he knew was that Mrs Hughes was equally beautiful and unavailable mainly because she was married but also because never in a billion years would any women be interested in him.

Arriving at the back of the car Mrs Hughes began to load him up with bags, she was a very busy women and while she was always pleasent to him , she rarely spoke to him beyond giving instruction if there was any variance in his baby sitting duties.
 
Mrs Hughes

As Tom started to pick up bag after bag of work that I had brought home, I saw him start to reach for the gift box on the passenger seat. Instinctively, I reached out, wanting to tell him that I would get that for myself. But it was too late.

He had barely had a good grip on the box, along with the other items he was balancing, when my outreached hand tipped the box out of his hand. It fell open to the ground, revealing the contents inside, along with a picture.
http://www.fantasiawear.com/ImagesCostumes/d3763-zorro.jpg

Embarrassed, I quickly gathered up the contents, unsure of what Tom would make of it. Even though he had been my babysitter for half a year, I hadn't spoken to him much.

Both of us then carried our respective loads back to the kitchen without further incident.
 
Wow the photo was different maybe Mrs Hughes was going to a fancy dress party , the outfit looked a little short in the photo but that was just the photo they always showed an idealised version of things in photos. Still his mind started thinking about the lady wearing the outfit in the photo.

Maybe one day I'll met a woman like that, a little voice said yeah right no change your a dork a geek no female at school looks at you why would anyone who could look that hot notice him.

"Well Mrs Hughes I guess I should ah well get going unless you'd like me to take these to the study" a strange image hit his mind of Mrs Hughes wearing the outfit for him ,but it left him quickly he tended to disgard the impossible easier than his peers.
 
Mrs Hughes

"Yes please," I said, as I watched Tom move out of sight into the study, along with the gift box that had spilled open. I figured that now both of us had seen what was inside, there was really no point in hiding it anyway.

I sighed. Mr Steppes was getting bolder as weeks went by. Tonight he wanted me to show at the office, and dressed in that! But I knew how important this job was. I have been fending for myself ever since Jake left Janice and I when she was just six years old. And now that I was drawing a decent salary holding an executive position, I would do whatever I could to hang on to it.

My thoughts returned to Janice. She didn't seem like she was home.

"Tom, is Janice out again?" I asked.
 
Tom winched at that, it was odd enough babysitter a girl that was infact a few weeks older than himself , but Tom had a maturity that belied his young age, of course that was balanced by a naiveity that would rival much younger boys.

"Ah yes Mrs Hughes she went with a couple of girlfriends to the mall she said she would be back by seven, she did complete her homework I made sure of that"

Tom liked Janice she was amongst the prettiest girls at school and they had an agreement Janice would do her homework and Tom would never ever let people know she was being babysat by a nerd who was younger than her.

Tom put the bags on a spare space on the desk in the study. He looked at the box with the photo then back at Mrs Hughes ,lovely Mrs Hughes ,so far beyond him it wasn't funny Mrs Hughes.
 
Mrs Hughes

I glanced at my wrist-watch. Seven. That meant I would be out by the time she got home. It was difficult enough that I was a single mother. I began to wonder exactly how long Janice's adolescence would last. Mine ended pretty quickly, when I got banged up.

I watched as Tom emerged from my study. He seemed to have taken a little longer than usual. Perhaps, the contents in that gift box had him curious for a few lingering moments.

"Tom," I said, gesturing towards the couch. "Tell me what you know about Janice." I said as I took my seat on the two-seater.

I crossed my legs, and leaned back, feeling the softness envelop my aching back.
 
Tom sat on the two-seater beside Mrs Hughes his eyes flicked to her crossed legs before quickly returning to her face.

He knew a lot and yet so little , beyond conversations over school work and their little agreement he had barely spoken more than a handful of times to Janice.

"Well she's very popular at school, she has a lot of friends and she really is quite good at some of the subjects, she'd be good enough for the math club if she wanted to... " his eyes flicked to those crossed legs" ...I mean she's better at math than she thinks and um well you know she's nice, a nice person" he looked at Mrs Hughes unsure what else to say

In truth Janice was all those things but her friends were the alpha group cheerleaders, jocks people who mattered and knew they did.
 
Mrs Hughes

"That is really sweet of you, Tom." I said, smiling at him. Tom either didn't know much about Janice, or there was more that he wasn't letting on. But it wasn't entirely unexpected. They were both teenagers, and adolescence meant a certain withholding of information from your parents. Or parent, in Janice's case.

I closed my eyes now, leaning further back into the couch. "How about her friends in school? You know any of them?" I asked, as I absent-mindedly uncrossed my legs, and crossed them over the other way round.
 
Her smile made him feel funny and he was sweet , Tom blushed slightly.

Tom eyes couldn't stop going to those legs now they were crossed the other way, he could see more of her leg then before.

His eyes moved to Mrs Hughes face her eyes were closed, was she asleep?

Tom decided that the question had been asked it should be answered thou he had no idea why she would think he would actually know any of Janice's friends. In the school ladder of popularity Janice was near the top and he was almost at the bottom.

"Well I don't really *know* her friends but everyone knows them if you get my meaning I think her best friend is Sarah Walding she's head cheerleader , her and Denise Anderson who's also a cheerleader they hang out at school a lot, but I mean she's got a lot of friends all the cheerleaders and you know the really good looking ...ah people" Tom said suddenly self-aware he was ignored at school because of his looks.
 
Mrs Hughes

I sensed some awkwardness from the young man's voice, and it caused me to sit up and open my eyes. Looking down, I also realised that my skirt had ridden up a little.

"Sarah Walding, Denise Anderson..." I said as I pulled the hem of my skirt, adjusting my weight a little. "Well that's the first time I'm hearing their names, so you definitely know her better than I do," I said smiling back at Tom.

For some reason though, it almost felt as if his mind was elsewhere.

"Tom, do you have a girlfriend?" I asked, as if to jolt him.
 
Well she wasn't asleep , in the corner of his eye Tom saw Mrs Hughes adjust her dress , he wasn't entirely sure why , but he wished she hadn't.

What he really wished she hadn't done was ask THAT question.

He was blushing now "Me a girlfriend...ah no I ah well I mean I would like one but I'm not sure thats going to happen for a while " he looked away from her and down at his knees.

He failed miserably in hiding the sadness in his voice "I don't have any friends much less a girlfriend" sighing he looked up at Mrs Hughes "Why do you ask Mrs Hughes?'
 
Mrs Hughes

Oh no.

"I'm sorry Tom. I didn't mean to..." I trailed off. I didn't know what I could offer in response, but I had a feeling that whatever else I said would not have made things better.

We sat in silence for a few moments. Awkward moments, as if his entire life had just came crashing down.

"How about you and Janice? I'm sure the two of you get along well?" I enquired once more, though not entirely sure if it was the best thing to ask now.

I could feel his sadness though, and I turned my body so that I could face him instead of sitting side by side. It was the least I could do.
 
Tom couldn't believe he'd admitted his failure to have friends so easily, it wasn't that kids at school hated him, no it was much worse , they ignored him.

Oh teachers knew who he was and his peers in the clubs he belonged to knew who he was but they were part of the 'ignored' as well.

Then she said something that would have made him laugh if he wasn't already feeling sorry for himself.

'how about me and Janice' he'd asked that some question a lot time ago the answer had been self evident after just a few minutes at school.

He turned to Mrs Hughes " I , I well I like her and I would like it if ..., well in truth Janice is far beyond me its not funny I don't think I'm her type at all"

What if she wasn't ?, what messed up reality would present a dork like himself with a serious chance at Janice Hughes ,one of the early favourites for homecoming queen and queen of the prom he was never going to go to.

Tom looked down at his knees again , all he wanted to do was escape and yet being so close to Mrs Hughes had its own intoxication to it , she was beautiful and paying attention to him....weird

Looking up again Tom faced he once again a forced smile on his face "I wish it wasn't like this but you know I've accepted it , me and Janice is a nice thought but I don't think you could ever convince her to go for it"
 
Mrs Hughes

I took time to think this through. Even though I was a pretty popular girl myself during my college days, I wasn't aware that things could go so horribly wrong. And it wasn't like Tom was a freak, he was actually quite a nice young man if you talked to him. Just like I was doing now.

"Wait, is this the first time you are telling anybody this?" I queried. All I got in reply was a look away from my eyes, and down to his knees. I knew the answer even before he spoke.

Somewhere deep inside my heart pained. Somehow, there was something similar that was happening to me at work. Precisely because I was a knock-out, noone in the office took me seriously. To the point that, I had to resort to other means to get to where I was today. I glanced up momentarily at the doorway to my study, and the boxes of work documents I had brought home. Noone seemed to care that I was actually capable of putting in quality work. Perhaps, Tom will realise later in life that superficial beauty is sometimes only, skin-deep.

I reached over and instinctively gave him a hug, throwing both my arms over his shoulder as I pulled him in.

When I finally moved away from him, I just placed my hand over his, and told him it was ok.

"Well for starters, Tom, I am going to speak to Janice about this. About what she really thinks of you. That's the least I could do after everything that you've told me. Of course I'm going to be tactful about it, don't worry." I offered now. Clearly, I was unaware of the effects I was having on this young man - and that it would bring about a plethora of emotions that would leave him even more confused than ever.
 
Tom was reeling from the hug, no one hugged him , even his own parents had stopped doing that years agonot because they didn't love him , he knew they did but simply because for some reason he guessed they forgot to do it.

A hug from parents is a lot different to a hug from a woman who wasn't his mum, a beautiful woman even if she was Mrs Hughes .

He wanted to experience her hug again as much as he dreaded the next one he wanted her to do more and at the same time he never anted to have this type of conversation again. His mind was simply unable to cope with a single hug, a simple hug how was he going to deal with anything else.

Then in the middle of that turmoil her words registered , looking at her , the warmth of her hand on his a distant feeling. "Ah talk to Janice about me um well I think I'll know what she'll say I mean you really don't have to" fear hit his voice he wanted to stay he wanted to leave he wanted to be hugged again.

"Maybe I should leave I've taken up a lot of your time and well you have that fancy dress party , is it tonight?" thinking of the Zorro outfit.
 
Mrs Hughes

I glanced at my wrist-watch again. I still had some time, and I dreaded these moments before I returned to my office. It was almost like a sense of impending... Doom was not quite the right word, but it was close.

Then, as if it was quietly contagious, I found myself looking down and at my own knees. I chuckled. Perhaps there was something more in common than I thought.

"Tom it has been nice talking to you. And I am thankful for the fact that you are telling me these things." I said, standing up, and walked towards the door.

As we both stood at the door, I could still see the sadness in his eyes. And once again, I leaned over to give him yet another hug. "I promise I will talk to Janice about this."

Holding the door open now, I watched as his young figure trudged away from our front porch. I sighed.
 
Janice

OOC: If you want to post an interim reply, for the time between the last post with Mrs Hughes and this post with Janice, please do so! It will help the character development. :D

~~ Some time after 8pm that evening ~~
I was flipping through my files again when I realised that I had left a piece of work undone. Matrices, again! Tom's face immediately popped into my head; it was so sudden that it caught me by surprise.

Well he is my sitter after all. I scowled at that thought - I had no idea why Mom insisted that I have a sitter at my age. At least Tom was, nice.

Picking up the phone, I dialled Tom's number.
 
OOC: Sure no problem

Tom got home and walked into the kitchen "Hi mom" he said trying to keep any hit of the mass confusion going on inside him out of his voice.

"Dinner will be ready in 30 minutes Tom so no snacking" his mother said without looking up.

Tom stood stil ofr a long moment wondering if he should say anything to her, ask for advise, but the thought of baring even a part of his soul to his mother like he had just done to Mrs Hughes was too difficult for him.

With that he left the kitchen and walked up the stairs to his roomputtingbhis bag of shoolwork on the fall he lay down on his bed and remembered Mrs Hughes hugs her body touched his for moments he didn't understand why those two acts of ...kindness? had affected him and yt he knew that his peers would have progressed beyond confusion over a hug.

Then there was Janice Hughes , he really did like her and in the way Mrs Hughes seemed to be talking about but there was no way Janice would even acknowledge him at school , it would be social suicide to do so, let alone have anything near a real friendship with her.


Dinner came and went the conversation around the table was centered on his fathers day.

A couple of hours later Tom lay on his bed again a Batman comic discarded beside him when something strange happened something that had never happened before , his personal phone rang.

It had been installed pre-broadband days and his parents had never taken it away?

Who would ring him? Who had his number? Only ...no it couldn't be , it had to be a wrong number.

He got up and walked to the phone picked it up and nervously said "Ah um hello?"
 
Janice

"Ah um hello?"

"Tom? I need some help with my math. Could you come over soon?" I asked. There was an unfamiliar, if small, nervousness that crept into me. I replaced the phone on the receiver before it started to show. As always, the reliable Tom would be over at my place in a few moments.
 
Tom stared at the phone in his hand , she was gone hung up "Yes" he said to the phone and put it down.


Walking out his room and poked his head into the living room "I'm still going to Mrs Hughes place to help Janice with some math" His father was watching the Tv intently while his mother was reading , she looked up and smiled

"Okay Tom but don't be too late coming home" with that she returned to her book.

A few moments later Tom knocked on the oh so familar front door and waited. After a few moments another thought entered his head, what if Mrs Hughes had spoken to Janice about him, had he told Mrs Hughes anything too bad , too near the truth, panic started to hit him and he was just about to walk home when the noise of someone reaching the door stopped him leaving.
 
Janice

"Tom?"

I said, opening door, and when I didn't see anyone standing there, I peered and called out.

"Come on in Tom, I so need your help for this." I said, turning back into the house as I left the door open.
 
Tom looked at the empty doorway and walked in , closing the door quietly he looked around for Janice but she hadn't waited for him, shugging he walked into the living room but no one was there that meant, yeah her bedroom he'd been allowed in only once before and that was to help upgrade her computer.

Walking towards the room he decided to make sure that Janice knew it was him "Ah yeah its me" he winced as soon as the words came out it was so lame.

Standing at the doorway to the bedroom he stopped and gentle tapped the door, he supposed he was going to be invited in but wasn't sure if he should just walk in or not.

It felt safer waiting...it would feel safer being home, he wondered where Mrs Hughes was , was she at that fancy dress party with her Zorro outfit and what had she told her daughter?
 
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