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Wendy
by Dim (dimitri69@fastmail.fm)

***

My fantasy girl proves the old adage, "Be careful what 
you wish for." (MF, v, oral, tor, bd)

***

Her name is Wendy, and if you knew her you’d never 
suspect she was into the sort of "game" she was about 
to play with me.

Mid-twenties but with a petite youthfulness that causes 
most to mistake her for 18 at most. About 5’6", 
shoulder length brown hair, brown eyes and a smile that 
lights up her whole face. She’s always friendly and 
sweet to everyone, very happy and approachable, but 
also just a touch shy. "Innocent" is how most people 
would think of her.

Only I was about to find out, not so much.

Sweet, innocent little Wendy had me tied naked to her 
bed. How I’d gotten this way isn’t important really, 
but it involved months of escalating flirting and 
teasing and was, to this point at least, entirely 
consensual. I was stretched out spread-eagle on her bed 
with my wrists and ankles securely bound to the four 
corners. She’s placed several pillows beneath my hips 
to lift them up, thrusting my cock into the air and 
exposing my ass and my balls. 

"There are so many things I want to do to you tonight, 
baby," she says, standing beside the bed, looking down 
at me with a mischievous smile as she begins to 
undress. With all the flirting we’ve done lately I’ve 
never seen her naked, so I strain to lift my head and 
get a good look as she steps out of her skirt and 
removes her black lacy bra. I don’t understand the 
intricacies of cup sizes but her small, pert breasts 
are the perfect "handfuls", firm little teacups with 
hard, pink little button nipples.

"So many things to do. So many games to play." She 
pulls off her panties, black and lacy to match the bra, 
but the room is dimly lit and I can’t see much past the 
pull of light I’m laying exposed in, so I drop my head 
back to the pillow and wait. "I’ve thought about this 
for a long time, and believe me you’re in for a long 
night. But we’ll start off simply."

She lays beside me on the bed and kisses me as she 
reaches down and takes my cock in her hand for the 
first time. I’ve fantasized about this for a long 
while, and here it is, the first touch of her dainty, 
delicate fingers wrapping around the shaft of my cock, 
squeezing as she pumps her fist up and down it’s 
length. The thrill of fantasy fulfilled is almost 
enough to send me over the edge already, and nothing 
has even happened yet.

"Tonight is a game, as I’ve said. But it’s MY game. I’M 
playing with YOU, and you will not be having much fun 
sweetie. To start I’m going to jack you off. Does that 
feel good? Do you like that?" It does and I do. 

She strokes me a little faster. "Well, the number one, 
golden rule of my game is this: no matter what happens, 
no matter what I do or how good I make you feel, you 
are absolutely FORBIDDEN to cum. Ever. That’s the first 
thing I need to let sink in. I’m going to play with you 
a lot, in many different ways tonight, but at no time 
whatsoever will you cum. Understand?"

I’m stunned, but the "naughtiness" of sweet little 
Wendy talking to me that way is a tremendous turn on. 
So I just moan and nod.

She pumps my cock in her hand faster and faster. I can 
feel her body, small and warm, pressed against me. 
She’s kissing my face, my neck, breathing huskily into 
my ear. Her perfect little nipples poke into my side 
and my chest like little stones. Eventually I can feel 
the early warning signs of climax building in my 
stomach, and apparently she can too because she stops 
kissing me and whispers into my ear, looking down the 
length of my body to watch her own hand work.

"Don’t cum, baby. I know this feels good, but remember 
the rule. You are absolutely forbidden to cum at all, 
no matter what." She squeezes me harder, strokes me 
faster. "Would it help if I counted down for you," she 
asks playfully, and for the first time I hear the hint 
of "evil" in her voice that will become so familiar 
before the night is through. "I’ll tell you what, I’ll 
count down from ten and then I’ll stop. You only have 
to hold out for ten more seconds, okay? You can do 
that, can’t you?" She smiles, and strokes me even 
faster.

"Ten."

"Nine."

It takes a moment for me to recognize through the haze 
of pleasure that each count is MUCH more than a second. 
She is deliberately stretching it out, waiting maybe 
five or even ten whole seconds between each count. 
Obviously I’m meant to suffer more than she said I 
would.

"Eight. That’s good, baby. Only seven more seconds to 
go. That’s not too bad, right? You should be able to 
keep from cumming for seven more seconds, I think." She 
moves down the bed, kneeling between my spread legs, 
looking up at me as she strokes my cock only inches 
from her face.

"Seven," she says, and leans her face even closer, her 
lips just barely brushing against the head of my cock. 
Still jacking me off with one hand she reaches down and 
fondles my balls. "Six," with another smile as she 
glosses her lips with the precum she’s squeezing out of 
me.

At the sight of her pink tongue just peeking out of her 
mouth, and the first ever feel of it’s wonderful blend 
of smooth roughness flicking across my cock, that sight 
and feel I’ve died for months, I know that I’m going to 
lose. There’s no way I can hold back. She’s going to 
make me cum, right here and right now. And while that’s 
awesome, it’s also slightly disappointing. I’d wanted 
this experience to last. (It will, and it does… but you 
should always be careful what you wish for.)

"Five." She wraps her lips around the head of my cock 
and begins to suck, still stroking the shaft with her 
hand, and still rolling her tongue around. My eyes roll 
back in my head and I moan loudly as she pushes her 
mouth all the way to the base of my shaft, and then 
back to the tip. She’s fucking me with her mouth, and 
doing it well. I’d never imagined that sweet little 
Wendy would be this talented, this experienced.

Suddenly she moves her mouth away and lays back beside 
me again, talking into my ear as she continues to pump 
her fist faster and faster. "Only four seconds to go, 
but you’re SOOO close. I can tell. I can feel it… I can 
TASTE it. You want to cum, don’t you baby? You’ve made 
it this far, it would be a shame to lose this close to 
the end. With only four seconds to go?" She grabs my 
hair and turns my face to look at her, looking directly 
into my eyes.

"Well maybe I can help. If you cum now baby, you’ll be 
punished. I don’t care how good this feels, or how long 
you’ve dreamt of this, if you can’t even hold out for 
just a measley four more seconds, than I’m going to 
punish you. Is that what you want? Do you WANT me to 
punish you?" 

I can’t possibly stand any more of this. I’ve lusted 
after her for so long that just hearing her talk like 
this could make me cum, let alone the reality of having 
her beautiful naked body pressed against mine, or her 
surprisingly firm hand jacking me off. 

"Three." She’s still looking directly into my eyes, but 
her voice has changed. Just slightly, but it’s 
noticeable. It’s still playful, but there’s much more 
of that "evil" undertone now.

"Two. Don’t cum, baby. Don’t you DARE cum. I’m warning 
you, you’ll be punished."

Her right hand is a blur, pistoning up and down the 
length of my cock, slicking on the precum-covered head 
over and over.

"One. It won’t be fun, I promise. If you cum I’ll 
punish you and you won’t like it."

With literally half-a-second to spare before the point 
of no return she pulls her hand away. Even with her 
threats of punishment I can only imagine (at that point 
at least) that the worst punishment of all is to get 
THAT CLOSE to cumming and then be denied. I moan out 
loudly and try to thrust my hips, but of course I’m too 
securely tied to move even an inch. I’m tortured by the 
near-orgasm that almost-but-not-quite explodes from my 
body. 

Wendy is clearly good at this to be able to push it so 
very close to the edge. Even a fraction of a second 
longer and I would have cum anyways, even after she 
stopped. It’s an amazing gift, but one which I’m 
understandably unimpressed by at that particular 
moment.

As my body eases back from the precipice Wendy moves 
back down and kisses and licks the head of my cock.

"Mmm. That tastes good. But," she licks again, 
teasingly. "That almost tastes like cum. Not PRE-cum, 
no this tastes kind of like the real thing. You didn’t… 
did you?" She glances up at me over her shoulder and 
gives me a mock-disappointed look. Another flick of her 
tongue and, "I think you did. So close and you tried so 
hard, but you broke my rule."

She gets off the bed and walks into the shadows for a 
moment. When she returns she’s carrying something. I 
marvel at her gorgeous, lithe naked body as she walks, 
but my attention is drawn quickly to the item she’s 
carrying. 

A crop. A short leather riding crop. Also what appears 
to be a shoelace from one of her shoes. She kneels on 
the bed beside me and starts tying the lace around the 
base of my cock, cinching it tight before looping the 
excess around the base of my scrotum and stretching my 
balls up into view.

"I told you I would punish you, but you just couldn’t 
resist, could you? I only gave you one rule. And I even 
tried to make it easier on you by counting, letting you 
know how long you had to go. But you had to defy me, 
and so now I get to punish you."

She takes up the crop and lightly strokes up my inner 
thigh, across my balls and up the length of my cock to 
the head. There she very lightly taps the leather loop 
on the end of the crop, just hard enough to let me know 
it’s there. The first look of genuine worry crosses my 
face, and she smiles.

"Oh sweetie, I told you that you’d be punished and that 
it wouldn’t be fun. Well, not fun for YOU anyway. But 
this is what I’VE been fantasizing about." Another, 
slightly harder, tap of the crop. 

"But, because we’ve both wanted each other for so long, 
I’ll give you one more chance. Not to avoid 
punishment," and another even harder slap on the 
sensitive head of my cock. "Because you ARE about to be 
punished. But I’ll give you a chance to keep it from 
being as bad as it COULD be," she says as she traces 
the end of the crop down the length of my hard cock and 
across my painfully bound balls. I gasp in 
understanding.

She moves up to the head of the bed, kneeling above me 
between my tied wrists so I can’t see her. She leans 
down and gives me a passionate upside-down kiss, then 
looks into my eyes with that maliciously playful grin 
again.

"I want to be very clear with you now. I’m about to 
whip your cock. I’m not just playing now, baby. This 
will be the real thing. I’m going to use this whip to 
punish your cock, and it’s going to hurt. Do you 
understand? I’m going to be brutal and merciless and 
I’m going to enjoy doing it. And it WILL hurt, baby. A 
lot."

She kisses me again. "But, while I’m whipping you I’m 
going to be using your mouth. And here’s the deal… if 
you can satisfy me with your mouth, no matter what I’m 
doing to you, then you MIGHT convince me to go easy on 
you. Well, not EASY really, but a little easier than I 
had planned to go," and she lightly taps the crop on 
one of my balls. I flinch.

"Now two things you MUST get absolutely clear. One, 
that you WILL be whipped. I am positively about to 
mercilessly whip your cock, and I’ll hurt you more than 
you can imagine. That is going to happen." She grabs my 
hair and looks deep, directly into my eyes again, this 
time with no hint of playfulness, and punctuates every 
word. "You. Will. Be. Whipped. There’s nothing you can 
do to stop that. Don’t beg, don’t plead. And don’t hope 
to pleasure me enough to change my mind, because I’ll 
be whipping you WHILE you use your mouth.

And that’s the second thing you have to be clear on. 
I’ll be hurting you, and having fun doing it, but you 
absolutely MUST satisfy me. And by satisfy I mean one 
hundred and FIFTY percent. You had better make me cum 
harder than I have EVER cum in my life. I don’t care 
how much pain you’re in, if you want to avoid," another 
tap on my balls, "the REAL punishment, you’d better be 
the best mouth I’ve ever, ever felt. Understand?"

Without waiting for a reply, Wendy moves to straddle 
me, facing the foot of the bed (and my unprotected 
cock) and I get my first look at her pussy. Neatly 
trimmed, almost but not quite shaved bare. It’s pink 
and wet, the lips swollen and puffy, her clit just 
peeking out between the folds, glistening. She’s 
obviously turned on. And then she’s pressing it to my 
mouth and I take my first taste of her. 

She’s sweet, liked I’d always imagined. Fresh. I push 
out my tongue and brush it against her clit and smile 
as I hear the slight catch in her breath. I flick and 
circle her clit with my tongue for a few seconds and 
then move down to her pussy, sucking her lips into my 
mouth, working my tongue back and forth over the whole 
length of her pussy before pushing it deep into her. 

I fuck her with my tongue as fast and as deep as I can, 
occasionally stopping to concentrate on her clit, which 
has grown huge and swollen. I can feel her moving 
against me, bucking her hips, grinding down against my 
face. I can hear small moans and even a little whimper. 
I allow myself to imagine that she’s going to cum, and 
foolishly forget her very explicit speech just moments 
before.

I’m quickly brought back to reality by the first REAL 
blow from the crop against the head of my cock. Pain 
explodes in my body and I cry out into Wendy’s pussy. 
Another blow, seemingly harder than the first, and I 
struggle with all my strength to move, to shift 
position, to get my hands free to cover myself or to 
twist my hips away and avoid the next stroke. But it’s 
no good. 

Wendy has tied me so securely that I can’t moved even 
the slightest. In fact I’d helped her do it. She’d 
actually made me tie my own ankles, all supposedly part 
of the "game". She’d also had me tie a rope around my 
waste, which she then wrapped under and around the bed, 
holding my hips in place. And finally she’d even run 
another rope under the bed and up around each side 
which I dutifully tied to each knee, very effectively 
hold my legs spread wide apart.

The results? I’d willingly made MYSELF completely 
helpless and unable to protect myself from the savage 
whipping I was now receiving from beautiful, petite, 
"innocent" Wendy.

I try to focus on using my mouth, doing my best to 
ignore the punishment she is giving me. But every few 
seconds Wendy redoubles her efforts, whipping harder 
and faster. She continues to grind her pussy into my 
mouth, and in fact gets even wetter, moaning louder, 
clearly getting off on what she’s doing. She reaches 
down and hold the base of my cock with her left hand, 
using it to position me exactly where she wants so she 
can bring the whip down on every single inch of my 
cock. 

She whips the shaft, laying blow after blow up and down 
the entire length, turning it this way and that, making 
sure that she turns every possible bit of it bright 
red. She pushes my cock down towards the foot of the 
bed and whips the top of the shaft, then pushes it to 
first one side and then the other so she can get both 
sides of the shaft before pulling it back towards her 
to punish the underside of the shaft.

The whole time she’s moaning louder, moving her pussy 
against my mouth. By this time I’m sure she’s actually 
cum a couple of times, though I realize it has almost 
nothing to do with any oral skill of mine but rather 
the turn on she’s getting from punishing me.

After she’s turned the full length of the cock bright, 
painful red, she focuses again on the head. I 
understand now that the lace she tied around my cock is 
meant to keep me hard and erect, even through all the 
pain. It would have been a mercy to go soft at this 
point, and she told me herself she was going to be 
merciless to me. And so she grips the shaft in her left 
hand, again holding it steady, and uses her talented 
right hand to bring her whip down again and again on 
the tender head of my cock. She whips harder and harder 
with every blow, and the pain is unbearable. It’s too 
much, I can’t take anymore.

But, of course, I have no choice. I HAVE to take it, 
too much or not.

Finally, through the blinding haze of pain and the 
aching exhaustion of my mouth, I realize that she’s 
cumming. Hard. She’s crying out and shaking, her entire 
body convulsing, my mouth filling with her wetness. She 
releases my cock from her left hand as she squeezes her 
breasts, pinches her nipples, but keeps whipping me. 
Her blows are less aimed now, striking the head, the 
shaft, coming dangerously close to my unprotected 
balls, and my cock is bouncing back and forth with the 
force of her blows.

When she’s finished at last, she collapses across me, 
gasping and vibrating. She’s covered in a fine sheen of 
sweat. We’re both exhausted and out of breath, her from 
her multiple orgasms and the exertion of her "game", me 
from the pain of the whipping. She regains her breath 
first.

"That was amazing, baby," she says, her voice husky 
with passion and, I hope, satisfaction. As I try to 
figure out what to say now, she reaches down beside the 
bed and grabs a ball-gag, which she casually begins 
fitting into my mouth. She continues talking to me, 
still seemingly glowing from pleasure. Again, she’s 
being almost casual. "You were very, very good. I have 
to say I didn’t expect you to be that good. Especially 
since I was "distracting" you. That was very, very 
good." She finishes securing the gag in place, leaving 
me completely unable to speak. Or beg.

"But," she says, and her voice suddenly regains that 
"evil" mischief I’ve heard several times tonight. "I’m 
afraid it wasn’t good enough." She reaches down and 
grabs the crop, brandishing it in front of my now 
terrified eyes.

"I was more than fair to you, sweetheart. I gave you 
every opportunity to satisfy me. But you just couldn’t 
do it. Now comes the REAL punishment." She moves back 
down between my legs again.

"Now I’m going to whip your balls. It’s not a game 
anymore, baby. I’ve been playing with you all night, 
but now all bets are off. No more chances. No more 
mercy. I’m going to whip your balls savagely. I’m going 
to watch your face, your expressions while I do it. I’m 
going to watch you struggle to move or cover yourself. 
I’m going to watch you strain to close your legs. 

"Oh, if only you hadn’t tied your own legs open for me, 
huh? I’m going to listen to your muffled begging and 
pleading. But it won’t help. Nothing is going to help 
now. I’ll whip you, and I’ll hurt you, and it will be 
far, FAR more than you can possibly stand. But you’ve 
go no choice. There’s nothing you can do but lie there 
and take it."

She takes my bound balls in one hand and hefts the whip 
in the other.

"Oh yeah, one more thing. After I’ve finished with you, 
I’ve invited a couple of my friends over to take THEIR 
turns. Brace yourself, baby, for a very long, painful 
night."

And with that, she brings the first blow down on my 
balls.


END (for now)

~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~
This story was written as an adult fantasy. The author
does not condone the described behavior in real life.

~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~
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