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From: Ivor Smallone <ismallone@yahoo.co.uk>
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Subject: {ASSM} The deflowering of Jessica   Part 6 (MgF Mm slow)    by Ivor Smallone
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Date: Wed, 22 Apr 2009 17:10:04 -0400
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Adult fiction story, don't try this at home or read if you are easily 
offended.

The deflowering of Jessica   Part 6 (MgF Mm slow)    by Ivor Smallone

Sue got home from work as she went into, the lounge she thought there 
was a unusual smell in the air again, a bit like a few days earlier. She 
called out to Jessica who did not respond, oh dear no change there then. 
Sue and Jessica hardly said anything to each other again that evening or 
the next, Sue was getting worried, she'd tried to get Jessica talking a 
few times but without any success. Then the weekend was a long boring 
one for both of them. Sue ended up getting a bottle of wine on Saturday 
and drinking the whole thing on her own while Jessica just stayed in her 
room.

Miles popped into the school Saturday to sort something out. He'd got a 
key for the unused classroom at the end of the block on the top floor. 
They'd had a roof leak 6 months earlier that had done some damage to the 
room, the leak was fixed but they hadn't fixed up the class room yet as 
they hadn't needed it.

The caretaker Sid was quite suspicious, he wondered why the Head had 
suddenly taken an interest in the room especially when he wanted his own 
key for it. He'd decided to pop in there occasionally to see if he could 
find out what the Head was up to.

Miles has arranged to see Carl at the school, as he pulled into the 
school car park he saw him  over by the school workshops kicking a ball 
against the wall. Miles unlocked the school side entrance and Carl, 
followed him in. "I want you to help me move one of the big gym mats 
maybe two up to a classroom on the top floor" Carl shrugged his 
shoulders and followed him. Miles and Carl were both sweating by the 
time they got just one of the mats up to the classroom. They then 
dragged it to the front of the class and up onto, the old big teachers 
desk at the front. Perfect it was the same size as the top of the old 
solid desk.

"Get your jeans off and lay down on top of that" ordered Miles as he 
walked back to the class door to close and lock it from the inside just 
to be safe. He got back and looked at Carl lying on the mat, Just right 
he thought, I just need to add a cushion. "Better get that tee shirt off 
as well lad" he said looking a Carl's already half hard dick and started 
to remove his own trousers. Carl had quickly removed his tee shirt and 
was already lying down again.

Miles gently coaxed him up the mat so he was facing up and his head was 
just over the edge of the table. Just the right height thought Miles as 
he took hold of his hardening dick and slid it into the boy's mouth. 
Miles held the boys head steady as he pumped his dick up to full 
hardness in his mouth. Now pushing deeper into the boy's throat on each 
stroke he could see him gagging and struggling to breathe with each 
thrust. "You're doing well Carl" Miles encouraged as he leant over the 
boy and took hold of his now rock hard 5 inch dick. As Carl gasped from 
the touch Miles pushed his dick even further down the boy's throat. 
Miles didn't play with the boy's dick too much, he had plans on where he 
wanted the boy to empty his load.

Still steadily driving his dick into the boys mouth Miles put his hand 
around the side of the desk and slid open the draw a little. He pulled 
out a tube of KY and handed it to Carl. Grease me up boy I want to feel 
that hard pole of your up my arse." Carl dutifully stretched his arms up 
and around Miles' butt and managed to lube his arse without loosing the 
rhythm of Miles cock plunging into his face. "I've trained you well boy" 
remarked Miles, as he felt a well lubed finger slide slowly in.

Miles took his dick from Carl's mouth then hopped onto the desk 
straddling Carl's body. He took Carls dick in his hand and guided it to 
his entrance. He told Carl to keep still as he slowly lowered himself 
onto Carl's member. He tried to feel how Jessica would feel when he got 
her to do this to him on Monday. Miles slowly slid up and down the full 
length of Carls cock. Carl couldn't take much of this, it was only the 
third time hed had something around his cock this firm. As Miles felt 
and heard the boy start to cum. Miles put his hand behind him and gently 
played with the boys balls until he was sure he'd got every last drop of 
cum from him.

At the end of register call Monday, Jessica was told by her teacher that 
she was to go to the headmaster's office at lunchtime. Jessica wondered 
what it was about, she hadn't seen the Head since he'd taken her cherry 
last Wednesday. She thought that had been a disaster, she worried about 
what he wanted her for now, but was in some way pleased he wanted to see 
her.

She knocked nervously on his door listening for his call to come in, 
suddenly the door opened. Out stepped the head nearly knocking Jessica 
over. "Follow me girl" he ordered without stopping and walked briskly 
away. Jessica walked as fast as she could trying to catch up with him. 
He went to the far staircase and quickly up two flights of stairs to the 
top floor, he slowed a little as he got to the end of the corridor and 
turned back towards her. "In here" he ordered.

Jessica felt even more nervous as he turned the key in the door lock 
behind them. They were in an old classroom that looked like it hadn't 
been used for ages. Hope your feeling better now" said Miles in a 
gentler voice placing a hand on the top of each of her arms he looked 
down into her eyes for a moment, she looked up at him. He pulled her to 
him and hugged her, after a moments hesitation she put her arms around 
him and hugged him back.

She felt his hand slide down onto her bottom and him gently feeling her 
there, then she felt her skirt start to slide up, soon she could feel 
his hands on the tops of her legs under her skirt. She felt a big hot 
tingly feeling between her legs again. She pulled her face away from his 
chest a little and looked towards him, he bent a little lower and they 
started to kiss. She felt her nipples harden then his bulge pushing into 
her belly as they continued to kiss. She hoped he wasn't going to hurt 
her again.

Miles lifted the girl off the ground, she automatically put her legs 
around him and squeezed a little to help hold her up. Jessica thought 
squeezing Miles body between her legs felt great but she was nervous 
very nervous. He started walking towards the front of the old classroom, 
as he did a hand went up her front and started to gently play with her 
breast. At least he'd been gentle so far she thought as little flash of 
pleasure came from her breast.

He put her back down on her feet by the teachers table at the front. 
Jessica noticed it had a big soft gym matt on it, she was very nervous 
and very excited, she looked at all the empty student places in front of 
her, she imagined she whole class sitting there watching  as Mr Miles 
slowly pulled down her knickers and left them around her feet. She 
stepped out of her knickers and Miles said "No undo my trousers Jessica 
and carefully take them off."

Oh god Jessica nervously thought, he's gong to put his thingy in me 
again. She nervously undid his belt and trousers as he played with her 
nipples through her school blouse and bra. She was conscious of her bare 
fanny beneath her skirt she could feel it was very wet and hot there.

As she pulled down his trousers he hopped up onto the table. "Take my 
shoes and socks off as well and put them over there on that table" Miles 
said quietly. She took his shoes and clothes and carefully laid them on 
the table he'd indicated  as she turned back to the teachers desk sir 
was now laid on it with his shirt pulled up and a huge bulge in his 
underpants. As she stared at the bulge he said "You know what comes 
next" Miles lifted his butt from the table as Jessica nervously removed 
his pants and his dick sprang straight up.

"You'd better hide that" Miles said, "put a leg each side of me and 
cover it with your skirt." Jessica climbed up onto the table and knelt 
across him. She could feel the heat from his big cock only inches away 
from her fanny, she looked at him nervously to see what was to come 
next. "It's up to you now Jess, what you going to do with that big hard 
cock beneath you?"  Jessica wasn't expecting this, what was she going to 
do. Sir was just laying there looking relaxed waiting.

She slid her hand under her skirt and took hold of his cock, she lifted 
it up a little, it felt big and powerful. She moved her body forward a 
little and touched the cock against the top of her thigh making herself 
jump. She touched it against her other thigh and managed not to jump 
this time. She tucked her skirt out of the way and they both watched as 
she slowly touched his cock head to her fanny lips. Jessica gasped, god 
it felt so exciting, she tried it a few more times. After a few minutes 
she was managing to slide the head along her crack. Jessica was feeling 
so hot and excited.

"Put it in you" Miles said quietly, they were going to run out of time 
at the rate. Jessica gasped as she lowered herself a little and the head 
popped though her outer lips. Panting she moved it by her fanny entrance 
and sank a little lower. She clit was much too sensitive to let it go 
anywhere near that. She sunk a little lower and felt the head pushing at 
her entrance. she desperately wanted to have it in her, she wondered if 
it would hurt like before, at least she had control this time, 
instinctively she thought it would be okay. She pushed down suddenly 
wondering what would happen, she screeched out as she felt about half 
the dick length slide right up into her. Miles covered her mouth with 
his hand as she tried to screech with pleasure it felt fantastic. She 
lowered hweself even further on to his dick, an orgasm shook her whole 
body. Miles pulled her to his chest to muffle her cries and as he 
started to cum myself, just from watching her and because ofthe 
incredible feeling he got as her fanny started to try and milk his cock. 
He tried to keep as still as he could as her pulsing fanny lowered 
further onto his dick as it seemed to suck the  hot fertile semen from 
him. They both lay there gasping for air after a few minutes with big 
smiles on their faces as they recovered. Jessica's tight fanny full of 
his seed.

"Wow that was amazing" Jessica gasped "I never knew it would ever be as 
good as that" After a few more minutes of recovery Miles asked "Have you 
started you periods yet Jessica?" "Oh yeah" she replied, "I had my first 
about 10 days ago." "Oh good." Miles replied with a sly grin, I'll see 
you back in this room tomorrow lunchtime. The door will be unlocked.

Miles was going through his paperwork in the afternoon, the local 
council were asking him to consider taking on a girl that had been 
expelled from another school. Normally he would automatically return 
these requests down, they just meant trouble and problems for the 
school. This time he had a mind to differ. The council were having 
trouble educating a black girl called Dee she had been expelled from a 
school 10 miles away for sexually interfering with two other girls in 
the school and a boy. After many warnings about her behaviour she still 
trapped a small boy in a classroom and made him play with himself while 
she watched. She was 15 years old, Miles thought he'd get her to attend 
an interview to see what she was like. He picked up the phone...

Sid the caretaker slipped up to the unused classroom near the end of the 
afternoon to have a quick nose around. He unlocked the door and slipped 
in, immediately he could smell the sex in the air. That dirty bastard he 
thought as he made his way to the front of the room. He looked around 
the room, things looked much as before, he then notice the waste basket, 
he lifted out some big squares of tissue paper then quickly dropped them 
back in as he realised what they contained. Dirty bastard he thought 
again as his dick got big thinking about what the Head must have being 
doing in there earlier. If only he could setup a 'security' camera he 
thought.

Jessica was much happier when she got home from school, when her mum got 
in from work she was friendly and made her mum a cup of tea. Thank god, 
Sue thought, she had wondered if they would ever have a good 
relationship again. Jessica seemed really happy but Sue didn't want to 
risk upsetting the situation by asking her why.

The next morning at 10.00 the school secretary showed Dee in to the 
Headmasters (Principal's) office. "Take a seat Miss" Miles formally said 
as the secretary left the office. He looked the girl over, she was very 
big for her 15 1/2 years with a nicely developed big chest, a good round 
arse and big juicy looking lips "I see you've had some problems in your 
last school Miss" Miles said walking around to the girls side of his 
desk, "Okay I can understand why you would want to grope your fellow 
pupils." continued Miles surprising the girl. "But why did you get 
yourself caught so many times?" This was not the sort of questions Dee 
was expecting, or the sort of actions she'd been expecting from a 
Headmaster. He was now standing over her openly looking down her top. 
Dee found this quite exciting, perhaps there was a school she would like 
to go to after all. She tried to think on a good answer to the question.

"Uhh it's hard to concentrate with you looking at me like sir" she said. 
Miles hand slowly reached out and he lightly rubbed his fingers on her 
bare cleavage. Dee managed to take control and not react. She then 
answered his question "I got caught a lot because I.. I like to touch a 
lot of boys and girls sir. Most of the time I got away wit it." "That's 
what I thought" interrupted Miles sliding a few fingers down into the 
girl's cleavage.

"What if I let you come to this school, you interested? he asked, his 
fingers still stroking her flesh. "Yes sir" she replied, really excited 
that the actual head of a school was actually feeling her up. "Well if I 
do let you come here," Miles continued sliding his hand in over her bra 
and cupping her large firm tit, "you will have to obey my special rules. 
And be a bit more selective on who you choose to play with. Do you 
understand?" Miles gave her tit a god squeeze as he finished his 
sentence. "Yes sir, I'll try my best to keep you happy sir" she said 
looking into his eyes. "Good then I think we have a deal" he said 
sliding her hand from her top.

Miles returned to his side of the desk and sat down "Well I think you 
should start on Monday, looking at this you haven't had any schooling 
for nearly two months. I will personally get involved in getting you 
settled into the school." He used the intercom to summon his secretary. 
"Could you show Miss Dee Rigour out thanks, the interview is over" "Yes 
Sir" the secretary replied.

Dee met her mother outside the office, she didn't hold out much hope of 
her daughter getting a place in this school after the things she'd been 
up to in the last onel. She was surprised to see such a positive look on 
her daughters face as she emerged from the office. "How'd it go?" she 
asked. Dee's face broke into a smile as she answered "I start on Monday, 
the Head will take a special interest in getting me settled in." "Good 
girl" her mother replied standing up and giving her daughter a big hug. 
If only she knew how, thought Dee with a smile.

Miles went up to his lunchtime rendezvous with a bounce in his step, 
soon he would have two girls to take advantage of and with Dee's help 
probably more as well. Jessica had already slipped into the room before 
he got there. Miles soon had her laying on the desk and was steadily 
pushing deeper into her with each thrust. god she was a tight girl. He 
was keen to fill he with his cum every day this week, it was her most 
fertile part of the month and Miles wondered if he could get the girl 
pregnant this week. He also had a new plan to fuck the girl's sexy 
mother as well. The sexual pressure was building rapidly for both of 
them, Jessica was moaning with each thrust and even though Miles had 
slowed his pumping a little he knew he couldn't last too much longer. 
Miles thought he heard a noise from near the door...

Sid had come up to the room at lunchtime, he thought that would be the 
most likely time to catch the Head in the act. He'd put his ear to the 
door and was rewarded wit the sound of moaning coming from a girl 
inside. Sid's dick was rock hard as he listened to the sounds for a 
short while. No doubt about what was going on in there he thought, but 
what to do about it. He decided to go in and confront the head, catch 
him red handed, he might get the chance to see a naked schoolgirl at the 
same time.

He quietly unlocked the door slowly opened it and slipped in quickly 
closing the door behind him. Wow, the Head was steadily thrusting into a 
girl laid out on the desk at the other end of the room. As he watched 
the Head looked over to him, god what now thought Sid as he slowly 
started to make his was to that end of the room. He'd expected the Head 
to jump off the girl as soon as he'd been seen but he just continued to 
slowly fuck the girl as Sid got closer. God the sounds the girl were 
making were so sexy, he also had a view of the girls small firm bare 
chest as he got closer. He stopped about 10 feet back as the Head 
glanced at his again as he just watched the action in front of him. 
Sid's dick was ready to explode he'd never seem such a sight, he wished 
he cold get his dick out and pump it as he watched. God it looked so sexy.

Miles made him jump as he spoke for the first time, "Nearly there baby" 
he gasped, the girl cried out louder as Miles thrust deeper and faster 
into her. She was now very loud like she was about to cum as well. Miles 
roughly covered her mouth with his hand as he let out his own loud 
groan. God he's cuming in her right in front of me Sid realised taking a 
step back. He wasn't sure what he was doing there anymore. It seemed the 
girl had not even noticed him so far. Miles has slowed his pumping right 
down and moved his hand from the girls mouth. they were both gasping for 
air. "That was great sir" Jessica gasped bringing her arms up around him 
and hugging him as they began to slowly recover from their passion. as 
Jessica lowered herself back down from the hug she suddenly caught site 
of Sid in the corner of her eye. She gave a little jump them a sharp 
intake of breath as her head turned to look at him. Miles had realised 
she'd just seen Sid.

Miles slowly turned towards Sid, his softening dick still buried in 
Jessica. "What is it you want Sid? Can't you see I'm busy, this is not a 
free sex show you know!" Sid was speechless he didn't know what to say 
This was nothing like the reaction he'd expected, he thought the Head 
woukld hae been very embarrassed  and worried giving Sid the upper 
hand.. "I uh.... I uh..." Sid's voice petered out as Miles slowly 
withdrew from Jessica. Sid was amazed at seeing all the cum running from 
the young girl. He hadn't even used a condom, the bastard, thought Sid. 
Sid suddenly found his voice "Sir this... this  is most irregular, I.. I 
have just witnessed you having sex with an underage girl on school 
premises. This is aga..." Miles interrupted him. "Come here Sid, come 
right here." Miles said pointing right next to the desk the pair was 
still on. As Sid moved to the spot he took a breath to speak again but 
Miles beat him to it. "You have just watched me fuck and cum in this 
girl. You could have easily stopped me, but with your purvey little mind 
just stood there and watched."

Miles took hold of Sid's hand, placed it over Jessicas small tit and 
forced him to squeeze it. Jessica jumped at the sudden action but did 
not pull back. Sid's hand was quite a bit bigger than the Heads and the 
skin of it a lot rougher. Miles pulled his hand back, Sid couldn't help 
himself, he gave the small firm breast under his hand another squeeze, 
God he'd not felt a tit that felt as good as this one for years if ever. 
He couldn't bring himself to let go of the small breast. Look at that 
bulge in his pants Jessica, you'd better undo his zip and see what's 
causing it. Sid could not believe it as the small girls hand pulled down 
the zip of his trousers. Jessica looked up at Miles and he gave a small 
nod of his head. Jessica understood he wanted her to get Sid's dick out. 
Jessica put her hand in and Sid gave a little gasp and squeezed 
Jessica's tit harder. The overstretched worn out old underpants just 
fell way from Sid's dick and Jessica pulled it out as Sid gave a loud 
gasp. Jessica looked up to Miles for further instructions, he mouthed 
'suck it' Oh my god thought Jessica, she'd only ever sucked Miles' dick 
before, the head of this one looked bigger to her she felt very 
uncomfortable.


His dick didn't smell too sweet, but Jessica quickly took the head of it 
into her mouth and slowly run her tongue around its big head just once. 
Jessica now knew the signs of when a dick is about to blow and she 
didn't want this one pushed into her throat. She pulled back away from 
it quickly, just as sid thrust forward. She got back just in time, cum 
was flying everywhere from Sid's dick. It was landing on her face, her 
hair over her chest  and even all over the gym mat and floor. Sid 
grabbed his dick and pumped the last few squirts out while he moaned and 
squeezed her tit roughly with his other hand. Wow he couldn't believe 
the sight he had of that young face taking his dick into her mouth, it 
was unbelievable. Miles quickly took a couple of pictures of the scene 
with his phone. Sid began to calm down, Miles handed Jessica some big 
paper tissues to clean the mess from her. She'd never seen a dick cum 
before, it sure produced more mess than she'd imagined. Better when they 
cum in a mouth of fanny she thought. Well unless it was Sid's smelly one 
she thought.

"So Sid, I'll be expecting you to leave us alone in future, unless you 
want these pictures I've just taken turning up somewhere inappropriate. 
If I need help with anything I'll let you know." "Yeah... I'd better be 
going" said Sid tucking his shirt back in and having a last good ogle at 
Jessica's tits.

Miles had a couple of things to say to Jessica before he too had to rush 
off, as he got dressed he said. "Jessica I'll be calling to see you and 
your mum this evening. There are some papers I want her to sign to 
release you for extra school activities."


End of Part 6

Please email  comments etc what did you like/hate what could I have done 
to make it better? email:  ismallone@yahoo.co.uk


Ivor Smallone

-- 
Pursuant to the Berne Convention, this work is copyright with all rights
reserved by its author unless explicitly indicated.
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