Guided Masturbation Stories

Homework Handjob

Mandy had been in Andrew's bedroom for almost twenty minutes, and he
hadn't even tried to cop a feel of her titties yet - did this guy really
ask her over his place to study? Most of the other guys hadn't even
tried to pretend that was what they were interested in. They knew she
was easy, and they fucked her. But not Andrew, he just wanted to study
for a stupid fucking Maths test. Well, she supposed he couldn't just
fuck his teachers, so he'd have to study. She looked up at him over the
desk they were sharing and smiled. He smiled back, then went back to
whatever he was looking at. Trigonometery or something. She could
see some triangles in the book he was looking at. Mandy sighed and
leaned back in her chair. She undid another button on her school
blouse, giving Andrew a good look at her huge cleavage as she leant
forwards and pretended to show some interst in the work he was doing.
Andrew looked up. "Mandy, can you remember what..." his voice tailed
off as he saw her leaning over the desk towards him, breasts almost
completely exposed. Mandy smiled. A reaction at last!
"Wha... I... why...." Andrew spluttered. Mandy kicked off one of her
shoes and slid her foot up to his groin, giving his dick a quick rub.
She could feel it stiffening nicely in his trousers. As she stroked his
cock with her foot, she unbuttoned the rest of her blouse, shoving her
tits out towards him.
"I'm bored with studying," she said, "shall we do something more
exciting instead?"
"Okay..." he mumbled. She could feel he was rock hard now. She
slowed down her rubbing. She didn't want him to cum in his pants - that
would be a waste of good spunk when it could be all over her.
"What do you want to do? I don't mind, really. I'll do anything -
and everything..."
Andrew muttered something under his breath.
"What was that? You'll have to speak up..." she slid one hand under
the table and up her skirt, rubbing her cunt through her panties,
getting her self warmed up for him.
"I'm a virgin!" he splurted, red faced.
"Ahhh. Well, you're in for a treat then. I bet you wank off, don't
you? In the bathroom, in here... Just grab your cock and wank, right?"
"Yes..."
"I bet you've got some wank mags. Let's see..." Mandy stood, and
walked over to Andrew's bed. She slid a hand under the mattress and
pulled out three or four well used looking mags. She sat on the bed and
started flicking through the mags, smiling as she came across some pages
that were stuck together.
"These ones must have been good, Andrew. Come over here and sit down
with me. Let's see if I can do something about that stiffy you've
got..."
He stood up and obediently walked over to the bed. She could see his
tool sticking out through his pants. He was quite a big boy, she
thought. She reached out and pulled him down onto the bed with her,
starting to stroke his cock with her hands while he sat next to
her.
"How do you get yourself off?" she asked. "How do you like it? Fast?
Slow? Rough? Gentle? Like this?" she played with him as she talked,
using her free hand to unbuckle his belt and open his trousers, pulling
out his dick to play with it better. She moved off the bed to kneel in
front of him, taking off her bra as she did so. Her nipples were hard.
She liked virgins - they were so much fun to play with. She had to be
careful though, or they came straight away. Usually she played with
them for a while before making them cum, then fuck them - they'd last a
bit longer the second time.
"Slow..." he muttered. Mandy felt him twitch in her hand.
"You're ready to cum, aren't you? Shoot your load all over a girls
face and tits. Most of them don't like that, but I love it. I love the
feeling when a guy spurts hot cum all over me..." He twitched again,
and Mandy pinched the tip of his cock between her thumb and first
finger. "Not yet, though. Let's see what we can do..." She picked up
one of his wank mags, and started flicking through the pages that
weren't stuck together. Most of the people in the pictures were tied up
while they were being fucked. A couple were gagged.
Two of the pages had been stuck together with Andrew's cum and then torn
open again, she saw. A guy had a stocking tied around the base of his
prick while a blonde woman wanked him off.
"You like this one, don't you?" she asked. "It made you cum all over
her. I bet it'll make you cum all over me, too." He twitched again and
grunted. Mandy pulled his belt out of his trousers and slipped it
around the base of his cock, sliding the end of the belt through
the loop after the buckle. She slowly pulled it tight, watching the
black leather encircle his hard prick. He moaned again as the cool
leather touched his skin.
"Do you want it tight? That feels good, guys have told me that.
Squashing something round the base like a stocking or this belt, then
pulling it good and tight. It makes your dick swell up, and it'll feel
really good when I toss you off..."
"Yes!" he managed. "Do it..."
She pulled the belt tighter, watching it squash the base of his dick
so that the rest stuck out over the belt. His dick trembled a little
and started to swell up. It was slow but sure, and Mandy just knelt in
front of him and watched it grow. She didn't even need to touch him, he
swelled and twitched all on his own. Andrew groaned and slumped back
against the wall - his dick felt so fucking hard it hurt. He moaned
again as he felt Mandy's hand start wanking him off again. He'd
fantasized about this for months - his dick tied while some bitch wanked
him off until he came. He felt his dick jerk again, and knew he would
come soon.
Mandy felt it too, but she didn't want him to cum yet. She was
enjoying this, playing with the virgin. He'll do anything I want, she
thought. Abso-fucking-lutely anything. Mmmm. His dick jerked in her
hand again, and she saw dribbles of clear liquid coming from the hole in
the tip of his dick. She pulled the belt tighter, feeling his cock grow
a little more in her hand as Andrew groaned again. His dick was
twitching all the time now, and she didn't know if she could stop him
cumming. She could try though, and stopped stroking his shaft to pinch
his head agin. Another moan and the twitching subsided. She
resumed her stroking, feeling the heat of his cock as he got nearer to
his orgasm, moaning constantly. His dick was an angry red colour now,
probably because she'd pulled the belt so tight around it. He started
twitching again, more violently this time.
"Andrew!" she snapped. "Look at me. You want to see this..." he
raised his head up, sweat pouring off his brow and looked down at her
kneeling between his legs, his prick in her hand. "I want you to see
yourself cum! I want you to see your cum go all over me, just like the
slag in your wank mag!" Her hand was moving faster now, and he was
twitching more violently.
"Cum all over me! Shoot your sunk in my face! Come on! Come on, you
wanker!" she urged.
His cock gave another twitch, then jerked violently in her hand. A
huge jet of white cum shot out of it, splattering onto her big tits, and
almost immediately another load shot straight into her face, splashing
across her cheek and into her hair. A couple more spurts splattered her
neck and chin, and final thick glob dripped off his tip to splat onto
the front of her school skirt. Mandy opened her mouth wide and took his
engorged cock in her mouth, licking and sucking the last of his cum off.
She slid her mouth off his softening cock, and loosened the belt around
it.
"Mmmm - that was delicious, Andrew..." she murmured. He moaned in
agreement. "Now then-"
"Andrew! Is everything alright up there?"
The shout came from downstairs - his mother. His fucking mother.
Mandy grabbed her bra and pulled it on, slipping it over the cum on her
titties and fastening it up. She reached for her blouse and struggled
into it, hurriedly scooping Andrew's cum off her chest and sucking it
off her fingers. Satisfied, she sat back down at the desk, just a
schoolgirl intent on her studies. Andrew sat back down opposite her,
fumbling with his belt and stuffing his wank mags into his schoolbag.
Mandy watched horrified as a glob of spunk dripped from her cheek onto
her schoolwork. She grabbed her schoolbag and pulled out her short,
black gym skirt, rubbing it over her face to clean off the cum. She
looked up at Andrew.
"How's that?" she hissed as his mother's footsteps approached up the
stairs.
"Hair!" he whispered, pointing to the streak of cum tangled in her
dark hair by her ear.
She rubbed frantically, towelling the spunk out of her hair.
"Now?" He nodded, and she stuffed the white-streaked skirt into her
bag and sat back up as the door opened. Andrew's mother looked in on
the two of them hard at work.
"Is everything alright up here? I thought I heard a noise."
"We're fine, mum." he said.
"I'm just getting ready to leave," Mandy muttered, stuffing her books
into her bag and making for the door. That cumstain on her maths
homework was going to be a bitch to explain...