Jimmys parents were going on a business trip for the weekend and although he
was 15yrs old they did'nt trust him indoors on his own as he was always getting
into mischief. So his dads secretary Rachel offered to look after him while
they were gone saying she would take him to her little cottage she had just
bought and he could help her do some decorating. He never really liked her that
much as she was always moaning at him whenever he was at his parents business
premises. But he was looking forward to spending the weekend with her because
although she was in her forties he liked ogling her legs as she always wore
tights, he knew this because he had on occasions looked up her skirt when she
walked up the stairs at his parents office and once he had accidentally caught
her changing her tights although she never saw him as he was in the store cupboard
which the door adjoined her office.
He had the friday off school and they set off in her car, he was pleased it
was a 3 hour journey as she had a skirt on that came above her knee and when
she was sitting in the car it showed quite a lot of thigh. He had a constant
hard-on all the time they were traveling while he took furtive glances at her
legs. When they arrived they were in the middle of nowhere right out in the
country with only a small village just a mile up the road. The little cottage
was in need of repair and the 2 builders were just leaving for the weekend and
said they would be back on monday.
They took their bags in and Rachel said Jimmy was to have the back room but
when they opened the door the builders had'nt finished and they still had'nt
put the floorboards back so she suggested that they would have to share the
front bedroom and she was sure she still had her camp bed here somewhere. Jimmys
cock sprang to life again when he heard her say that and he was already imagining
he might get a glimpse of something he should'nt. They spent the rest of the
day tidying up a bit and having dinner and Jimmy was thankful that at least
the lounge was finished and she had a television. When it was bedtime Rachel
looked for the camp bed but could not find it anywhere so she said as it was
late and they had had a tiring day they would have to share the double bed but
warned Jimmy to behave himself and no funny business. He promised but was really
worried he would get a hard-on anyway as he had never shared a bed with a woman
before especially seeing he had wanked sometimes while thinking of Rachel. As
they went up the stairs Jimmy was behind Rachel and was ogling her legs encased
in the sheer tights that had given him a hard-on throughout the journey. She
told him she would change first and then he could come in the room. When she
was ready Rachel came out and went to the bathroom and Jimmy went in and stripped
to his boxers and noticed her tights were on the chair and he could'nt resist
picking them up and rubbing them on his hardening cock, he could'nt believe
how nice they felt but put them down quickly and jumped into bed when he heard
Rachel coming back. He was worried now because his cock was rock hard. Rachel
walked in and took her dressing gown off and she had a nightie on which was
knee length, she switched the main light off but the bedside lamp was on and
as she leaned forward to pull back the bed covers he saw the outline of her
tits as the light shone through her nightie which immediately made his cock
throb even more!!!!
She reminded him to behave and said night night as she turned the lamp off,
he tried to think
of something else to try and make his erection go away and eventually it subsided
and he
started to drift off to sleep when he felt Rachels leg touch his as she rolled
over, he looked
at her and knew she was asleep and he took a peek under the covers and in the
dim light he
could see her nightie and ridden up past her thighs and was practically on her
waist which started
his cock throbbing again. He laid still daring not to move when about 10 minutes
later he felt Rachels hand on his waist and she carefully moved it inside his
boxers and her fingertips were touching his pubic hair, again his cock started
to grow and he was frozen in fear. And he was shocked when she wrapped her hand
around his stiffness and gently started to rub him.
He looked at her and she appeared to be in a deep sleep with her eyes firmly
shut. He did'nt
want to move or respond as he knew she would blame him and accuse him of allsorts
of things.
He decided to lie still and just close his eyes if he did that then he could
just enjoy it while it
lasted and if she did wake up she would then think he was asleep. It was the
first time a woman
had ever touched him there as he was still a virgin although he had seen plenty
of porn films
to know what was happening.
After a few minutes she stopped and slowly pulled her hand out of his boxers.
Jimmy
laughed silently to himself as he thought she probably did'nt even know she
had done it as she
seemed to still be asleep. He settled himself down to go sleep and closed his
eyes but after a
while he felt her hand again creeping inside his shorts and she started to rub
his cock again.
He kept very still and glanced at Rachel but again her eyes were closed but
this time he could
not control himself as he started to cum and spurt after spurt shot out of his
cock and filled his
boxer shorts. Rachel gently removed her hand and with a sigh rolled over in
bed.
Jimmy was left with a smile on his face but with a wet sticky mess which he
needed to clean up
but dare'nt get out of bed to quick in case Rachel woke up, he did'nt want her
accusing him
of wanking while in bed with her. He knew she would not believe him if he told
her it was her
that did it.
In the morning Rachel woke up and said 'c'mon Jimmy time to get up' Jimmy opened
his eyes
and asked what the time was '7.30am and its a nice sunny morning' she replied.
She got up and walked to the window and opened the curtains. Jimmy's eyes nearly
popped out of his head as
the sunlight shone through Rachel's nightie, she stretched her arms out and
he could see the perfect outline of her body. His cock sprang up and he immediately
realised the sticky mess had
now dried as he must have fell to sleep and forgot to clean himself up.
Rachel chose herself some clothes for the day and Jimmy watched while she
picked up a white lacy bra and matching panties, a skirt and a top and then
she went off to the bathroom. He decided to lay in bed rather than get up and
wait for her to finish in the shower. When she returned she told him to hurry
up and they could go to the village for bread and milk. He got his things together
and rushed to clean himself up from the night before, once he was showered and
had his jeans on he returned to the bedroom but as he approached he realised
Rachel was still in there and the door was ajar he quietly crept the last few
feet, he could see she was sitting on the bed and putting her tights on. He
intently watched her smooth them up her legs and when she pulled her skirt high
above her waist to pull her tights up he also realised that her panties were
see-through!!! His cock was again straining against the zip of his jeans and
he suddenly thought to himself that it seemed as though he'd had a constant
hard-on since the previous morning. He waited till she was decent and then walked
into the room. 'Oh Jimmy your back, that was quick you nearly caught me putting
my tights on' Rachel laughed. Oh shit really i'd love to see the top of your
tights' he laughed back. 'I bet you would' she said. Rachel then asked if he
had slept well 'yes fine thanks' he said. 'I forgot to mention don't worry if
i do some strange things when i'm asleep i have been known to sleepwalk' Rachel
said. 'Really' Jimmy replied as he thought to himself he did'nt mind one bit.
'Yes but if i do, you mus'nt touch me or wake me up, they say its not good to
wake people if they sleepwalk and i never remember in the mornings' she said.
'OK no problem' he replied. After breakfast they went to the village, came back
and did some jobs in the cottage. After having lunch Jimmy was sitting in the
garden when Rachel appeared with a towel and said she was going to do a spot
of sunbathing! As she spread the towel out on the grass he could not believe
the size of her bikini it only barely covered her and as she laid down his eyes
were glued to her bikini thong which was tied at both sides and he had a wicked
thought that if she fell asleep he could untie one side and hope it would fall
when she eventually stood up. His cock by now was throbbing again as he watched
her rubbing suntan lotion on her sexy body, he even offered to do it for her
but she declined saying 'thanks but it would not be right as you are only 15yrs
old and we don't want you getting any ideas now do we' she replied as she laughed
at the same time. 'Why don't you get some sun too' she said. 'Oh i've got no
swim trunks with me' Jimmy replied. 'Well just wear your boxer shorts, no one
will see you out here anyway' Rachel said. Jimmy wanted too but was worried
because he knew he would no doubt get an erection which would make his boxers
stick out in front of him. But Jimmy just settled for taking his shirt off and
went inside to get them both a cold drink.
That evening they both got dressed again as Rachel treated Jimmy to dinner
in the village pub, by the time they got home Jimmy had an idea, he told Rachel
he was tired and he was going up to bed. 'Ok night then' said Rachel. The real
reason he went to bed was that he was hoping Rachel might think he was asleep
and get changed into her nightie in the bedroom rather than the bathroom!! When
she did come up later he stayed quite still and sure enough he was right!! As
through his half open eyes he spied her stepping out of her skirt, then off
came the top, his cock was now rock hard as he saw her standing in her bra,
panties and tights. She then went to the bathroom and came back with her nightie
on and he cursed himself because he wanted to see her naked. She then gently
slipped between the sheets and turned the lamp off. A little while later just
as she had done the night before he felt her hand going inside his boxers and
start to rub his cock again, he could'nt believe 2 nights on the trot he was
going to get wanked off by Rachel.
He remembered what she said about doing strange things but he was well pleased
and decided to lie there and enjoy it. But this was different he felt the covers
being pulled back and he then felt her mouth go over his cock as she started
to suck him. 'Wow he thought to himself he was getting his first ever blow job
and from Rachel of all people. He never lasted long and was soon cumming but
she carried on and took it all in her mouth. Afterwards she laid back down as
though nothing had happened and he realised she must have been asleep all the
time.
In the morning the bed beside him was empty he got up and went down stairs but
he stopped
halfway as he heard Rachel on the phone, whoever it was she was speaking to,
she was telling
them about this stupid boy called Jimmy and laughing about teasing him all weekend
to the
point that he has had a permanent erection and how she has played with his cock
and she has
managed to convince him she was asleep saying she had never had so much fun!!
As luck
would have it Jimmy had his mobile phone in his jeans pocket it was an expensive
one that
did everything and he managed to record some of her conversation.
He went back upstairs and started getting his stuff ready for the drive home
and Rachel entered and said 'c'mon Jimmy you slept late this morning we have
a long drive ahead of us, hurry up and get your shirt on'. 'Why' he said. 'What
do you mean why its sunday we have to get home' answered Rachel. He switched
his phone on and she heard herself talking on the phone, 'why' he repeated.
'Oh Jimmy that, that was just a bit of fun, no harm done you enjoyed it did'nt
you?' she answered. 'Yes, but you could have just asked me if you could do it'
he replied. 'What, its not as if i fancy you Jimmy if i wanted sex i'd get a
proper man not a schoolboy!! I was just having a bit of fun' she told him. 'But
if i'd known you were awake i could have touched you too' he said. 'Don't be
ridiculous, i did'nt want you touching me thats why i told you i did strange
things in my sleep, i still can't believe you fell for it' she laughed. 'Well
i don't think my parents will think it was fun, do you? Jimmy asked her. 'What
you can't tell them, you said you enjoyed it anyway' remarked Rachel. 'I did
enjoy it and i want more' he said. 'More, what do you mean by that' she said.
'Lift your skirt i want to see your tights and panties' demanded Jimmy. 'Now
look Jimmy i was only having fun, i know i did tease you on purpose and i'm
sorry ok' pleaded Rachel.
Jimmy walked towards her smiling 'c'mon Rachel, raise that skirt' he laughed.
She started to back away until her legs hit the bed. 'Ok ok Jimmy i'll let you
see up my skirt' said Rachel as she hesitantly raised the hem until it was high
up on her waist. He told her to lie on the bed with her legs spread. 'WHAT Oh
no if you think, no way!! I'll give you another blow job hows that' Rachel asked.
'No i want to have sex, i've never had sex before' giggled Jimmy as he waved
his mobile phone in her face. Seeing the phone reminded Rachel that he had her
on tape and she did'nt want his parents to know or come to that even the police
as he was also under-age. If she lost her job she would lose her brand new car,
her nice flat in the city and her country cottage. She knew she would have to
let him have sex with her so did as he said. She was now spread-eagled on her
bed, skirt on her waist displaying her little thong under her tights with Jimmy
leering at her. He told her he wanted her to keep perfectly still and make out
she was asleep just like he had too! She then saw Jimmy strip totally naked
and get on the bed. She closed her eyes as she felt his hands groping her all
over her body and her clothes being removed and then she felt her tights and
thong being pulled down. Although she knew it was going to happen it was still
a shock as she felt his young cock enter her pussy as he excitedly pounded in
and out of her.
But surprisingly it felt good as she started to feel the beginnings of an orgasm
and thought to
herself 'oh god why the hell did'nt i let him fuck me the first night, i could
have had even more fun' Just then Jimmy shouted 'Oh god Rachel i'm cumming i'm
cumming' Rachel said 'its ok Jimmy keep going just let it cum'
As he rolled off of her he said 'i'm sorry Rachel i'd never had proper sex
i just saw the chance to lose my virginity'
'Don't worry Jimmy i deserved it the way i behaved but next time will be even
better' she said. 'Next time' he asked.
'Yes of course, there is lots of jobs to do here at my cottage i'm sure your
parents will let you come with me other weekends' she laughed.