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A Lost Bet 1
I was afraid. I knew I'd lost a bet with some guys I didn't really know
and I had no idea what they had planned. It was stupid of me to have made
the bet, but I just knew I'd win. We'd been sitting around playing
poker and I was almost out of chips. I was biding my time though,
watching my stack dwindle as I waited for my hand. Then it came, a
straight flush, Jacks high. I went all in, confident that this would be
where I got back in the game.
Frank said "are you sure that's what you want to do? If you lose,
you're out."
"Oh, I'm sure. Shoot, if I had more chips, I'd still go all in." I
knew I shouldn't have been talking all that trash, but I couldn't
resist. I wasn't trying to bluff, but I was trying to draw them in, just
to see what I had.
Tom folded. I wasn't surprised though. He'd been playing smart and, as
the chip leader, he didn't have to make foolish bets or risk his chips.
"It's on you Frank. What you gonna do?"
Frank pondered his cards. Even though my bet wasn't substantial, it was
enough that if he lost, he'd be at a serious disadvantage against Tom,
and he'd be in danger from me too. "I'll take the bet Jo...but my
question to you is, how confident are you that you're going to win this
pot?"
"Pretty confident. I'm about to take your money and I'll be very happy
to do it."
"Alright then. How about we up the stakes a little?" Frank asked.
"With what? You already know that I'm all in." I responded.
"True dat. But I'm willing to go all in against you because I don't
think you've got the cards to beat me." He was cocky and I started to
get a little worried, but I had confidence in my almost unstoppable hand.
I pondered his proposition for a minute, before answering "What are your
stakes?"
"If you win, obviously, you're in the game and it's down to you and
Tom. But if I win, then you have to do whatever I say for the rest of the
night. Bet?"
Hastily and anxiously I answered "Done."
"Alright. Show us what you've got!"
And I laid out my straight flush feeling excited and happy to be back in
the game. I just knew that I was in and I had a chance to make a run at
Tom. But the glee on my face quickly turned to dismay as Franklin slowly
grinned and turned over 1 card after the other:
10-hearts...J-hearts...Q-hearts...K-hearts...A-hearts. And there it was. A
royal flush sending me away from the table a broken man.
"That's alright Jo. I won't make the rest of the night too hard on
you." Frank had to stop himself from cackling with glee. Even Tom
couldn't resist a smile. "Jo, are you man enough to stick with the
bet?"
"Yeah, yeah. Whatever you say for the rest of the night. What's
first?"
"Well, since you've been talking trash, why don't you start by taking
out the trash. But try not to slip out there. It's wet and dirty and
I'm not letting you mess up my house if you get dirty."
"Fine. I'll be back in a few minutes." And I got up to gather the cans
and pizza remains into the trash, empty the kitchen receptacle and head
out to the cans in the yard.
Frank hadn't been kidding when he said it was slippery though. I had to
cross the lawn in the rain, and no sooner had I made it halfway down the
lawn when I slipped in a puddle and fell flat on my ass. "Great, there
goes a pair of pants." But the grass was so wet that I soon felt the
rain and water from the lawn soaking through the rest of my clothes.
"Why in the hell does Frank have to live in a house so far back from the
road?" I grumbled. After finally dumping the trash in the cans at the
street, I huffed my way back up the gravel driveway to the house.
"Hey Frank, you got something I can change into? I got soaked out there
and need to run my clothes through the wash."
"Yeah," he yelled. "Throw your stuff in the washer in the garage and
I'll leave you a robe by the door."
I stripped in the garage and stood there shivering and naked. "Hurry up,
would you? I'm freezing out here!"
"Here you go," Frank said with a smile.
"What's this?" I asked with a dumbfounded look on my face. What he'd
handed me was like a silk kimono that would only come down to mid-thigh.
"That's the only robe I've got that will fit you. I'm sure you'll
look cute in it." And with that smile on his face, I heard Tom start
laughing in the background.
"Ya'll aren't funny. Get me some real clothes."
"Dude, the only stuff I've got that will fit you is some leftover stuff
from the last girl I was dating. Can I help it that you're short?"
Tom decided to add his two cents saying, "Hey Frank, why don't you just
order Jo to wear that stuff? After all, he lost the bet and has to do
what you say for the rest of the night."
"That's right," Frank said as he looked at me with a glint of mischief
in his eye. "For tonight, you're mine." I felt a sense of dread at
what was coming next. "Put this on, the go take a shower. There's a
bottle of nice smelling soap that my girl used to use. Wash with that,
because tonight, you get to be the girl. How much of a girl you are
depends on you. I'll leave some stuff for you to wear in the bedroom."
And just like that, an innocent bet took me towards a night I would never
forget.
After I showered, I went to the bedroom and found 3 different outfits
numbered and laid out for me to wear. The first included a baby blue
teddy, matching thigh-hi stockings, a darker blue minidress, and some
matching 3" heels. The second was the classic schoolgirl outfit with a
red pleated skirt, white thigh-hi stockings, mary-jane heels, and pink
cotton panties and a pink camisole to wear under the white blouse. The
third outfit had sex written all over it. It was a black corset with a
black g-string, black thigh-hi stockings, and black 5" pumps with an
ankle strap. I assumed by the numbers that I was supposed to put them on
in the assigned order for Frank and Tom's amusement. As I slid into the
first outfit, the teddy fit snug and the stockings felt smooth. The dress
hugged my figure and the shoes made my legs look toned and touchable. It
took me a minute to adjust to walking in them because it felt like they
forced me to tilt forward a little bit.
"You coming out Jo?" Frank yelled. "I figure this is a show we've got
to see."
"I'm coming, I'm coming." I said as I stepped out the room. Then a
flash, and another and another. "For our memoirs" Tom laughed. "Oh
yeah. I'm loving this." Frank added. "Hey Jo, why don't you get us
some drinks and make us some sandwiches while we finish off this game?
I'm feeling so good that if I win, I just might have Tom join you...then
I'll have 2 girls for the night!"
"That's what you think Frank," Tom said. "If that's how you want to
play it, then I guess I'll just have to whup that ass, take all your
money, then figure out how to take my own revenge." Tom laughed, and so
did Frank. I grumbled and groused as I went through the kitchen, fetching
beers and making sandwiches.
Finally done, I took the sandwiches out to the guys who were going back
and forth with the game. I pulled up a stool and sat down.
"Cross your legs Jo. I don't want Tom getting any ideas."
"You wouldn't go there anyway. I mean this is all fine, but there's
got to be a line somewhere." I said.
"Oh really?" Frank got that gleam in his eye. "Come here."
"No."
"Come here."
"No."
"Tom, I think Jo needs a little lesson in obedience. Care to lend a
hand?"
"Oh absolutely. We can finish up this hand later."
Then they rushed me from the table.
"Get your hands off me! You guys are taking this way too far. Let me
go!" I yelled as I squirmed and tried to fight them off. They threw me
across the table and held my hands behind my back.
"Tom, get me the duct tape."
"Right here playa. First, let me have a piece to quit her down."
"Wait. Stop. I'll be good." I tried to plead with them. But to no
avail. Tom placed the duct tape over my mouth, and for the first time, I
got a real appreciation of how effective a gag it could be. Then Frank
took the tape and tied my wrists together behind my back.
"There we go...almost. I've got another idea. Tom, go into the top
drawer on the left, fill the hot water bottle with warm water, then bring
the `special' attachment." Franklin continued to hold me down as I
squirmed, but I couldn't get any leverage. My muffled moans and cries
went unanswered as Tom prepared the bottle. Frank began to massage my
ass, then unexpectedly, he spanked me. Hard.
"That's for being so hard-headed. I imagine there will be more of that
tonight." Then forcing my legs apart, Franklin found my asshole and
began to force the nozzle up my rear.
"MMMPPHH!!!"
"Stop squirming and relax otherwise this will hurt more." Frank said.
Once he got the nozzle firmly secured up my rear and in my teddy, he
brought my legs back together and duct taped them together. Then, he made
me sit down on the other chair at the table while he hung the bottle on a
hook on the wall.
"Comfy Jo?" he asked with a smile. Tom sat there smirking then said
"we've got to get her into some other positions later on."
"Oh, there will be plenty of time for that...plus a few other things."
Franklin added. Then they sat down and continued playing there game.
As the water bottle empty into my rear, I began to squirm from
discomfort. My insides started feeling full and I really needed to go to
the bathroom. I began to mew soft pleas that caused them to look up.
"Jo, I didn't know the bottle was almost empty. Here let us refill it
for you." And I looked up in horror as they replace the first bottle
with a second. The tears started to fall from my eyes as I scooted
around. My mews became cries and grunts, begging for relief. Finally, the
second bottle was empty and I felt like I was going to burst. The guys
looked at me, at my distended stomach and began to laugh.
"Come on Frank. Let's give our little lady a break and take her to the
bathroom." No sweeter words had ever been spoken. But as Tom hoisted me
on his shoulder, all the liquid inside shifted and I began to cry again
from the discomfort. Finally, they laid me across the sink.
"Jo. You better hold all the water in while we remove the nozzle. If you
don't, there will be a serious price to pay." Tom said.
And I tried. I really tried. But as they removed the nozzle, I felt it
begin to leak. I tightened my sphincter and could hear them laughing as
they watched me try to keep it in. It probably helped that my legs were
bound together, but I got to the point where I couldn't hold it any
longer and the water started to run down my legs. "Dammit Jo." Frank
exclaimed as he roughly moved me over to the toilet. "Go ahead. Let it
out. Feel better now?" he said with disgust in his voice.
The relief that I felt as I was able to let my insides empty was apparent
all over my face. "Tom, since she made such a mess, would you be so kind
as to go and get the schoolgirl outfit so we can change her?"
"My pleasure Frank."
A few minutes later, I found myself tied to the shower curtain pole with
my legs spread by a bar. I was naked as the guys had seen fit to strip me
in preparation for the next part of the night. One by one, then slid the
next garments on me. First the white thigh-hi stockings. Then the black
mary-jane shoes. Then they took my arms down to get the camisole and
blouse on. Finally they slid the skirt up my legs.
"Leave the panties off Tom. We're going to have a little fun here."
Then Frank started to fondle my dick. Caressing it till it grew hard in
his hand.
"Guys, really, what are you doing?" I asked.
"Taking advantage of the bet Jo. You know that. Now be quiet." And with
that, Tom grabbed a ball gag from out of nowhere, forced in my mouth and
silenced me yet again.
As Frank held onto my hardening dick, he produced some kind of ribbed
butt plug that was attached to some kind of cage for my dick. Quickly, he
put the cage on my dick and explained, "this will keep you hard, but it
won't let you come." Then he lubed the plug and forced it into my ass.
I grimaced with pain then my eyes grew wide as he turned it on. I didn't
know it was a vibrator until that moment when I felt the sensations from
the back to the front.
"There, that ought to be fun for awhile." My body started to twist to
get away from the sensations that were running through it, but there was
nowhere to go.
"Tom, untie her feet from the bar, then tie them back together. Knees
too." After Tom did that, he undid my hands from the shower rod and tied
them together behind my back. As they carried me back to the living room,
they laid me down on my stomach on the couch. My dick was stuck beneath
me, hard and caught between my skirt, my stomach, and the couch. Tom took
my ankles and brought them towards my hands as he hogtied me. I grunted
and moaned as the sensations from my ass made me shift and struggle.
Only, it didn't make things any better because the rubbing was
stimulating my dick.
"Watch her Tom. I think she's enjoying this."
"Oh I'm sure she is. But she's just not getting any relief is she."
"Not right now she's not. I bet she wishes she could come though."
Frank laughed.
And I did. I was so uncomfortable and feeling victimized, yet I was still
stimulated. I didn't have any control and couldn't get any release.
Finally, after about 20 minutes, Frank came over and released the cage on
my dick and I spurted come all over my stomach, skirt and his couch. I
grunted with relief as my dick softened, even as the sensations continued
in my ass. I panted with exhaustion at the surprising exertion I'd
experienced when Tom came and freed me from the hogtie position. I
remained bound though as they flipped me over onto my stomach, then sat
me up.
"She really is kind of cute, isn't she Frank?"
"Yeah, we should show her how to really appreciate men though. I mean,
now that she's gotten hers, we should get ours."
"True, true. I always hate how girls say we never worry about whether or
not they come. Here's one that ought to be satisfied."
I was nervous about what was to happen next because I knew it could
really only be two things...either they were going to make me give them
blow jobs or they were going to fuck me. How little did I know.
"Flip her over the couch."
And with that, they had me standing behind the couch, bent over with my
hands tied behind me and my legs tied together. Then Frank removed the
ball gag from my mouth and said "a little something for you to gather
your strength." Next thing I knew, he had inserted his penis into my
mouth and I felt it growing until it filled up my entire mouth and I
thought I would gag. Slowly, he began to move back and forth, fucking my
face slowly.
"Go ahead Tom. Have at it."
Then Tom, standing behind me, began to force his dick into my ass. It was
bigger than the vibrator and longer and because my legs were together, he
had to force himself harder. My groans were lost in Frank's pubes as Tom
got himself situated into my ass.
"Shit Frank. You oughta be riding back here. It's nice and tight and it
feels just right." Tom laughed as he continued his ride. Frank smiled
back at him as he said "Don't worry. I'll get my turn riding soon.
Right now, I'm just enjoying her nice, warm mouth. I guarantee, you
won't be disappointed when it's your turn up front." And with that,
they continued their respective pumping, getting their push-pull rhythm
in sync until I started to get lost in the overwhelming sensations.
"Tom, I'm about to cum...you almost there?"
"Yeah Frank. Ready when you are."
"Okay then...1...2...3...awww, shit that feels good." And Frank spurted
down my throat. Stream after stream, jet after jet. It started to
overwhelm me, and as I struggled not to choke, it started to seep out the
corners of my mouth. At the same time, I felt Tom cumming in my ass. I
felt the warmth deep inside, filling me, making my insides wet and
seeping down my legs. Then, by surprise, I felt my own orgasm spewing as
my cock rubbed against the top of the sofa, caught between my skirt and
the cushions. "MMMPPPHHHH!!!" was all that they heard.
"Frank, I think Jo came too. Was that what that was? Did you like your
ride Jo?"
As Frank pulled out of my mouth, I begged them "no more, please no more.
You guys can't keep doing this to me."
"Oh, but I think we can Jo," said Frank. "After all, the night's not
over, and I've still got big plans for you." Tom smiled at Frank's
insinuation, and I couldn't help but wonder what else they had in store
for me.
"Quick Tom. Grab the vibrator and shove it up her ass. We don't want
her to lose all her lubrication. She's going to need it."
"What's the plan?"
"First, change her into outfit number 3. Then take her to the playroom
in the basement."
"What playroom?" I asked. "I didn't even know you had anything down
there besides storage."
"My bad Frank. Here's the vibrator and the gag. I don't want to hear
her mouth, but I do want to hear her moans and squeals once we get her
into your playroom." Tom was just a bit too excited about the room, and
I started to get scared.
They dragged me back into the bedroom and stripped off the blouse and
skirt. They gripped each arm in a wrestler's hold while they removed the
camisole. They switched the mary-jane shoes with the heels with the ankle
straps, and the panties, they simply tore off. "Let her keep on the
white stockings. It will be a nice contrast to the black outfit. A little
trashy, you think?"
"Oh yeah," said Tom. "That will work just fine. As a matter of fact, I
think I remember seeing a black and white corset that might tie the whole
look together. What do you say Frank?"
"Find it and let's do it."
A moment later, Tom came back in the room with the corset he had found.
As Frank held my arms behind me, and my legs stayed bound, Tom slipped
the corset around me, then began lacing it up. "Do it tight Tom. I want
to see her sexy little hourglass figure." Finally, tight enough that I
felt I could barely breathe, I stood wobbly and bound, but Frank wasn't
finished.
"For this next part, I've got a couple more surprises Jo." And with
that, he taped my wrists together, then wrapped them in a sheath that
covered my hands and my arms up to my elbows, pulling my arms back and
forcing my chest out.
"There we go. Tom, if you'll be so kind as to get the door, I'd be
happy to carry Jo down to the playroom." And with a smile, he tossed me
over his shoulder, moving the vibrator in my ass as he followed Tom down
the stairs.
"Are you ready Jo?" Frank asked.
I tried to squeal out a "No" and begged for them to stop, but the only
thing that came out were squeals and grunts.
Frank set me down in a special kind of chair. I knew it was special
because my sheathed arms, while under me, were not uncomfortable. I
wondered what he was going to do when he suddenly pulled a strap around
my waist, effectively fastening me to the chair. After securing my torso
to the chair, Frank began to untie my legs. As he did, Tom came over and
moved one leg into a stirrup, while Frank did the other. Then they
fastened my legs to the stirrups, immobilizing me. Frank took out the
gag...
"Frank, Tom, what are you guys doing to me? I mean, you've already had
plenty of fun. Please just let me go. I think this is taking the bet a
little far." I pleaded with them.
"Shh. Jo, it's okay. Actually, you can make all the noise you want down
here. The room is soundproof. As for now, now we trade. One more round of
`fun in Jo', then we'll let you rest for the night. Tom, you take the
front, and I'll take the back." All of a sudden, the bed tilted flat,
and the part supporting my head disappeared and I found myself looking at
Tom, upside down. I felt Frank spreading the stirrups and pushing them
back so that my asshole was pointed just right before he plunged in.
"AHHHH" I managed to get out as Frank plunged in before Tom forced his
cock into my open mouth. And they started again, fucking me from both
sides. I could have sworn I heard them hi-five each other, but I
couldn't see anything but Tom's legs. Harder and harder they pushed.
Faster and faster they went. Time was immeasurable and I knew they'd
take longer this time around since they'd already come once. Still, I
could feel them tightening up as they started to cum. On and on, until
finally they both let out large grunts, repeated again and again as they
pounded harder and harder, eking out every drop into my throat and ass.
Finally they were through. I gulped in air and felt woozy.
"Please, just let me up. I promise I won't say anything to anybody."
"You're damn right you won't. If you do, you have no idea what will
happen to you. We tried to make this enjoyable for you, but you just
won't stop begging like a bitch." Frank was obviously getting tired of
my pleas for help. "You know, I was going to let you up, but instead, I
think I'll just leave you here with my special friend...the machine."
"Frank, I didn't even know you had one of those. I always wanted to see
one."
"Well, gag Jo while I set it up." And the ball gag came back. Then, I
felt some pressure on my ass...again. I looked up and Tom snapped the head
rest back into place. He said "since you're going to be here for
awhile, you might as well be comfortable." Then Frank shoved the dildo
attached to what looked like a large drill into my ass.
"Jo, this is `the machine.' I'm going to turn it on and set it for 30
minute increments. That means, it will fuck you for 30 minutes, then shut
off for a random period of time. At least for the first 3 cycles. After
that, it's all random. Oh, and one other thing. Actually two. First,
over the course of the night, you'll find that the dildo changes size at
random. It's inflatable. It won't get much smaller than it is now. Stop
shaking your head. Right now it's my size and I KNOW how much you
enjoyed riding me. But it will get larger. The second thing is that it's
hooked up to an ejaculation mechanism. That is, the machine will cum.
It's kind of a mix of cream and water. That will help keep you clean and
lubricated. I imagine that by the time we come down in the morning,
you'll really have to go to the bathroom, but there shouldn't be too
much of a mess. Are you ready?"
I was furiously shaking my head no as tears ran down my eyes which were
pleading for them not to do this to me. Then they switched the machine on
and I squealed like a girl. I grunted as the machine pumped into me. They
watched for a few minutes, until I passed out. I remember waking up
periodically through the night to the pumping, but also to periods of
calm before the whole process began again. I couldn't understand what
had happened but I knew I wanted things to end. But when would it?
To be continued...?
I was afraid. I knew I'd lost a bet with some guys I didn't really know
and I had no idea what they had planned. It was stupid of me to have made
the bet, but I just knew I'd win. We'd been sitting around playing
poker and I was almost out of chips. I was biding my time though,
watching my stack dwindle as I waited for my hand. Then it came, a
straight flush, Jacks high. I went all in, confident that this would be
where I got back in the game.
Frank said "are you sure that's what you want to do? If you lose,
you're out."
"Oh, I'm sure. Shoot, if I had more chips, I'd still go all in." I
knew I shouldn't have been talking all that trash, but I couldn't
resist. I wasn't trying to bluff, but I was trying to draw them in, just
to see what I had.
Tom folded. I wasn't surprised though. He'd been playing smart and, as
the chip leader, he didn't have to make foolish bets or risk his chips.
"It's on you Frank. What you gonna do?"
Frank pondered his cards. Even though my bet wasn't substantial, it was
enough that if he lost, he'd be at a serious disadvantage against Tom,
and he'd be in danger from me too. "I'll take the bet Jo...but my
question to you is, how confident are you that you're going to win this
pot?"
"Pretty confident. I'm about to take your money and I'll be very happy
to do it."
"Alright then. How about we up the stakes a little?" Frank asked.
"With what? You already know that I'm all in." I responded.
"True dat. But I'm willing to go all in against you because I don't
think you've got the cards to beat me." He was cocky and I started to
get a little worried, but I had confidence in my almost unstoppable hand.
I pondered his proposition for a minute, before answering "What are your
stakes?"
"If you win, obviously, you're in the game and it's down to you and
Tom. But if I win, then you have to do whatever I say for the rest of the
night. Bet?"
Hastily and anxiously I answered "Done."
"Alright. Show us what you've got!"
And I laid out my straight flush feeling excited and happy to be back in
the game. I just knew that I was in and I had a chance to make a run at
Tom. But the glee on my face quickly turned to dismay as Franklin slowly
grinned and turned over 1 card after the other:
10-hearts...J-hearts...Q-hearts...K-hearts...A-hearts. And there it was. A
royal flush sending me away from the table a broken man.
"That's alright Jo. I won't make the rest of the night too hard on
you." Frank had to stop himself from cackling with glee. Even Tom
couldn't resist a smile. "Jo, are you man enough to stick with the
bet?"
"Yeah, yeah. Whatever you say for the rest of the night. What's
first?"
"Well, since you've been talking trash, why don't you start by taking
out the trash. But try not to slip out there. It's wet and dirty and
I'm not letting you mess up my house if you get dirty."
"Fine. I'll be back in a few minutes." And I got up to gather the cans
and pizza remains into the trash, empty the kitchen receptacle and head
out to the cans in the yard.
Frank hadn't been kidding when he said it was slippery though. I had to
cross the lawn in the rain, and no sooner had I made it halfway down the
lawn when I slipped in a puddle and fell flat on my ass. "Great, there
goes a pair of pants." But the grass was so wet that I soon felt the
rain and water from the lawn soaking through the rest of my clothes.
"Why in the hell does Frank have to live in a house so far back from the
road?" I grumbled. After finally dumping the trash in the cans at the
street, I huffed my way back up the gravel driveway to the house.
"Hey Frank, you got something I can change into? I got soaked out there
and need to run my clothes through the wash."
"Yeah," he yelled. "Throw your stuff in the washer in the garage and
I'll leave you a robe by the door."
I stripped in the garage and stood there shivering and naked. "Hurry up,
would you? I'm freezing out here!"
"Here you go," Frank said with a smile.
"What's this?" I asked with a dumbfounded look on my face. What he'd
handed me was like a silk kimono that would only come down to mid-thigh.
"That's the only robe I've got that will fit you. I'm sure you'll
look cute in it." And with that smile on his face, I heard Tom start
laughing in the background.
"Ya'll aren't funny. Get me some real clothes."
"Dude, the only stuff I've got that will fit you is some leftover stuff
from the last girl I was dating. Can I help it that you're short?"
Tom decided to add his two cents saying, "Hey Frank, why don't you just
order Jo to wear that stuff? After all, he lost the bet and has to do
what you say for the rest of the night."
"That's right," Frank said as he looked at me with a glint of mischief
in his eye. "For tonight, you're mine." I felt a sense of dread at
what was coming next. "Put this on, the go take a shower. There's a
bottle of nice smelling soap that my girl used to use. Wash with that,
because tonight, you get to be the girl. How much of a girl you are
depends on you. I'll leave some stuff for you to wear in the bedroom."
And just like that, an innocent bet took me towards a night I would never
forget.
After I showered, I went to the bedroom and found 3 different outfits
numbered and laid out for me to wear. The first included a baby blue
teddy, matching thigh-hi stockings, a darker blue minidress, and some
matching 3" heels. The second was the classic schoolgirl outfit with a
red pleated skirt, white thigh-hi stockings, mary-jane heels, and pink
cotton panties and a pink camisole to wear under the white blouse. The
third outfit had sex written all over it. It was a black corset with a
black g-string, black thigh-hi stockings, and black 5" pumps with an
ankle strap. I assumed by the numbers that I was supposed to put them on
in the assigned order for Frank and Tom's amusement. As I slid into the
first outfit, the teddy fit snug and the stockings felt smooth. The dress
hugged my figure and the shoes made my legs look toned and touchable. It
took me a minute to adjust to walking in them because it felt like they
forced me to tilt forward a little bit.
"You coming out Jo?" Frank yelled. "I figure this is a show we've got
to see."
"I'm coming, I'm coming." I said as I stepped out the room. Then a
flash, and another and another. "For our memoirs" Tom laughed. "Oh
yeah. I'm loving this." Frank added. "Hey Jo, why don't you get us
some drinks and make us some sandwiches while we finish off this game?
I'm feeling so good that if I win, I just might have Tom join you...then
I'll have 2 girls for the night!"
"That's what you think Frank," Tom said. "If that's how you want to
play it, then I guess I'll just have to whup that ass, take all your
money, then figure out how to take my own revenge." Tom laughed, and so
did Frank. I grumbled and groused as I went through the kitchen, fetching
beers and making sandwiches.
Finally done, I took the sandwiches out to the guys who were going back
and forth with the game. I pulled up a stool and sat down.
"Cross your legs Jo. I don't want Tom getting any ideas."
"You wouldn't go there anyway. I mean this is all fine, but there's
got to be a line somewhere." I said.
"Oh really?" Frank got that gleam in his eye. "Come here."
"No."
"Come here."
"No."
"Tom, I think Jo needs a little lesson in obedience. Care to lend a
hand?"
"Oh absolutely. We can finish up this hand later."
Then they rushed me from the table.
"Get your hands off me! You guys are taking this way too far. Let me
go!" I yelled as I squirmed and tried to fight them off. They threw me
across the table and held my hands behind my back.
"Tom, get me the duct tape."
"Right here playa. First, let me have a piece to quit her down."
"Wait. Stop. I'll be good." I tried to plead with them. But to no
avail. Tom placed the duct tape over my mouth, and for the first time, I
got a real appreciation of how effective a gag it could be. Then Frank
took the tape and tied my wrists together behind my back.
"There we go...almost. I've got another idea. Tom, go into the top
drawer on the left, fill the hot water bottle with warm water, then bring
the `special' attachment." Franklin continued to hold me down as I
squirmed, but I couldn't get any leverage. My muffled moans and cries
went unanswered as Tom prepared the bottle. Frank began to massage my
ass, then unexpectedly, he spanked me. Hard.
"That's for being so hard-headed. I imagine there will be more of that
tonight." Then forcing my legs apart, Franklin found my asshole and
began to force the nozzle up my rear.
"MMMPPHH!!!"
"Stop squirming and relax otherwise this will hurt more." Frank said.
Once he got the nozzle firmly secured up my rear and in my teddy, he
brought my legs back together and duct taped them together. Then, he made
me sit down on the other chair at the table while he hung the bottle on a
hook on the wall.
"Comfy Jo?" he asked with a smile. Tom sat there smirking then said
"we've got to get her into some other positions later on."
"Oh, there will be plenty of time for that...plus a few other things."
Franklin added. Then they sat down and continued playing there game.
As the water bottle empty into my rear, I began to squirm from
discomfort. My insides started feeling full and I really needed to go to
the bathroom. I began to mew soft pleas that caused them to look up.
"Jo, I didn't know the bottle was almost empty. Here let us refill it
for you." And I looked up in horror as they replace the first bottle
with a second. The tears started to fall from my eyes as I scooted
around. My mews became cries and grunts, begging for relief. Finally, the
second bottle was empty and I felt like I was going to burst. The guys
looked at me, at my distended stomach and began to laugh.
"Come on Frank. Let's give our little lady a break and take her to the
bathroom." No sweeter words had ever been spoken. But as Tom hoisted me
on his shoulder, all the liquid inside shifted and I began to cry again
from the discomfort. Finally, they laid me across the sink.
"Jo. You better hold all the water in while we remove the nozzle. If you
don't, there will be a serious price to pay." Tom said.
And I tried. I really tried. But as they removed the nozzle, I felt it
begin to leak. I tightened my sphincter and could hear them laughing as
they watched me try to keep it in. It probably helped that my legs were
bound together, but I got to the point where I couldn't hold it any
longer and the water started to run down my legs. "Dammit Jo." Frank
exclaimed as he roughly moved me over to the toilet. "Go ahead. Let it
out. Feel better now?" he said with disgust in his voice.
The relief that I felt as I was able to let my insides empty was apparent
all over my face. "Tom, since she made such a mess, would you be so kind
as to go and get the schoolgirl outfit so we can change her?"
"My pleasure Frank."
A few minutes later, I found myself tied to the shower curtain pole with
my legs spread by a bar. I was naked as the guys had seen fit to strip me
in preparation for the next part of the night. One by one, then slid the
next garments on me. First the white thigh-hi stockings. Then the black
mary-jane shoes. Then they took my arms down to get the camisole and
blouse on. Finally they slid the skirt up my legs.
"Leave the panties off Tom. We're going to have a little fun here."
Then Frank started to fondle my dick. Caressing it till it grew hard in
his hand.
"Guys, really, what are you doing?" I asked.
"Taking advantage of the bet Jo. You know that. Now be quiet." And with
that, Tom grabbed a ball gag from out of nowhere, forced in my mouth and
silenced me yet again.
As Frank held onto my hardening dick, he produced some kind of ribbed
butt plug that was attached to some kind of cage for my dick. Quickly, he
put the cage on my dick and explained, "this will keep you hard, but it
won't let you come." Then he lubed the plug and forced it into my ass.
I grimaced with pain then my eyes grew wide as he turned it on. I didn't
know it was a vibrator until that moment when I felt the sensations from
the back to the front.
"There, that ought to be fun for awhile." My body started to twist to
get away from the sensations that were running through it, but there was
nowhere to go.
"Tom, untie her feet from the bar, then tie them back together. Knees
too." After Tom did that, he undid my hands from the shower rod and tied
them together behind my back. As they carried me back to the living room,
they laid me down on my stomach on the couch. My dick was stuck beneath
me, hard and caught between my skirt, my stomach, and the couch. Tom took
my ankles and brought them towards my hands as he hogtied me. I grunted
and moaned as the sensations from my ass made me shift and struggle.
Only, it didn't make things any better because the rubbing was
stimulating my dick.
"Watch her Tom. I think she's enjoying this."
"Oh I'm sure she is. But she's just not getting any relief is she."
"Not right now she's not. I bet she wishes she could come though."
Frank laughed.
And I did. I was so uncomfortable and feeling victimized, yet I was still
stimulated. I didn't have any control and couldn't get any release.
Finally, after about 20 minutes, Frank came over and released the cage on
my dick and I spurted come all over my stomach, skirt and his couch. I
grunted with relief as my dick softened, even as the sensations continued
in my ass. I panted with exhaustion at the surprising exertion I'd
experienced when Tom came and freed me from the hogtie position. I
remained bound though as they flipped me over onto my stomach, then sat
me up.
"She really is kind of cute, isn't she Frank?"
"Yeah, we should show her how to really appreciate men though. I mean,
now that she's gotten hers, we should get ours."
"True, true. I always hate how girls say we never worry about whether or
not they come. Here's one that ought to be satisfied."
I was nervous about what was to happen next because I knew it could
really only be two things...either they were going to make me give them
blow jobs or they were going to fuck me. How little did I know.
"Flip her over the couch."
And with that, they had me standing behind the couch, bent over with my
hands tied behind me and my legs tied together. Then Frank removed the
ball gag from my mouth and said "a little something for you to gather
your strength." Next thing I knew, he had inserted his penis into my
mouth and I felt it growing until it filled up my entire mouth and I
thought I would gag. Slowly, he began to move back and forth, fucking my
face slowly.
"Go ahead Tom. Have at it."
Then Tom, standing behind me, began to force his dick into my ass. It was
bigger than the vibrator and longer and because my legs were together, he
had to force himself harder. My groans were lost in Frank's pubes as Tom
got himself situated into my ass.
"Shit Frank. You oughta be riding back here. It's nice and tight and it
feels just right." Tom laughed as he continued his ride. Frank smiled
back at him as he said "Don't worry. I'll get my turn riding soon.
Right now, I'm just enjoying her nice, warm mouth. I guarantee, you
won't be disappointed when it's your turn up front." And with that,
they continued their respective pumping, getting their push-pull rhythm
in sync until I started to get lost in the overwhelming sensations.
"Tom, I'm about to cum...you almost there?"
"Yeah Frank. Ready when you are."
"Okay then...1...2...3...awww, shit that feels good." And Frank spurted
down my throat. Stream after stream, jet after jet. It started to
overwhelm me, and as I struggled not to choke, it started to seep out the
corners of my mouth. At the same time, I felt Tom cumming in my ass. I
felt the warmth deep inside, filling me, making my insides wet and
seeping down my legs. Then, by surprise, I felt my own orgasm spewing as
my cock rubbed against the top of the sofa, caught between my skirt and
the cushions. "MMMPPPHHHH!!!" was all that they heard.
"Frank, I think Jo came too. Was that what that was? Did you like your
ride Jo?"
As Frank pulled out of my mouth, I begged them "no more, please no more.
You guys can't keep doing this to me."
"Oh, but I think we can Jo," said Frank. "After all, the night's not
over, and I've still got big plans for you." Tom smiled at Frank's
insinuation, and I couldn't help but wonder what else they had in store
for me.
"Quick Tom. Grab the vibrator and shove it up her ass. We don't want
her to lose all her lubrication. She's going to need it."
"What's the plan?"
"First, change her into outfit number 3. Then take her to the playroom
in the basement."
"What playroom?" I asked. "I didn't even know you had anything down
there besides storage."
"My bad Frank. Here's the vibrator and the gag. I don't want to hear
her mouth, but I do want to hear her moans and squeals once we get her
into your playroom." Tom was just a bit too excited about the room, and
I started to get scared.
They dragged me back into the bedroom and stripped off the blouse and
skirt. They gripped each arm in a wrestler's hold while they removed the
camisole. They switched the mary-jane shoes with the heels with the ankle
straps, and the panties, they simply tore off. "Let her keep on the
white stockings. It will be a nice contrast to the black outfit. A little
trashy, you think?"
"Oh yeah," said Tom. "That will work just fine. As a matter of fact, I
think I remember seeing a black and white corset that might tie the whole
look together. What do you say Frank?"
"Find it and let's do it."
A moment later, Tom came back in the room with the corset he had found.
As Frank held my arms behind me, and my legs stayed bound, Tom slipped
the corset around me, then began lacing it up. "Do it tight Tom. I want
to see her sexy little hourglass figure." Finally, tight enough that I
felt I could barely breathe, I stood wobbly and bound, but Frank wasn't
finished.
"For this next part, I've got a couple more surprises Jo." And with
that, he taped my wrists together, then wrapped them in a sheath that
covered my hands and my arms up to my elbows, pulling my arms back and
forcing my chest out.
"There we go. Tom, if you'll be so kind as to get the door, I'd be
happy to carry Jo down to the playroom." And with a smile, he tossed me
over his shoulder, moving the vibrator in my ass as he followed Tom down
the stairs.
"Are you ready Jo?" Frank asked.
I tried to squeal out a "No" and begged for them to stop, but the only
thing that came out were squeals and grunts.
Frank set me down in a special kind of chair. I knew it was special
because my sheathed arms, while under me, were not uncomfortable. I
wondered what he was going to do when he suddenly pulled a strap around
my waist, effectively fastening me to the chair. After securing my torso
to the chair, Frank began to untie my legs. As he did, Tom came over and
moved one leg into a stirrup, while Frank did the other. Then they
fastened my legs to the stirrups, immobilizing me. Frank took out the
gag...
"Frank, Tom, what are you guys doing to me? I mean, you've already had
plenty of fun. Please just let me go. I think this is taking the bet a
little far." I pleaded with them.
"Shh. Jo, it's okay. Actually, you can make all the noise you want down
here. The room is soundproof. As for now, now we trade. One more round of
`fun in Jo', then we'll let you rest for the night. Tom, you take the
front, and I'll take the back." All of a sudden, the bed tilted flat,
and the part supporting my head disappeared and I found myself looking at
Tom, upside down. I felt Frank spreading the stirrups and pushing them
back so that my asshole was pointed just right before he plunged in.
"AHHHH" I managed to get out as Frank plunged in before Tom forced his
cock into my open mouth. And they started again, fucking me from both
sides. I could have sworn I heard them hi-five each other, but I
couldn't see anything but Tom's legs. Harder and harder they pushed.
Faster and faster they went. Time was immeasurable and I knew they'd
take longer this time around since they'd already come once. Still, I
could feel them tightening up as they started to cum. On and on, until
finally they both let out large grunts, repeated again and again as they
pounded harder and harder, eking out every drop into my throat and ass.
Finally they were through. I gulped in air and felt woozy.
"Please, just let me up. I promise I won't say anything to anybody."
"You're damn right you won't. If you do, you have no idea what will
happen to you. We tried to make this enjoyable for you, but you just
won't stop begging like a bitch." Frank was obviously getting tired of
my pleas for help. "You know, I was going to let you up, but instead, I
think I'll just leave you here with my special friend...the machine."
"Frank, I didn't even know you had one of those. I always wanted to see
one."
"Well, gag Jo while I set it up." And the ball gag came back. Then, I
felt some pressure on my ass...again. I looked up and Tom snapped the head
rest back into place. He said "since you're going to be here for
awhile, you might as well be comfortable." Then Frank shoved the dildo
attached to what looked like a large drill into my ass.
"Jo, this is `the machine.' I'm going to turn it on and set it for 30
minute increments. That means, it will fuck you for 30 minutes, then shut
off for a random period of time. At least for the first 3 cycles. After
that, it's all random. Oh, and one other thing. Actually two. First,
over the course of the night, you'll find that the dildo changes size at
random. It's inflatable. It won't get much smaller than it is now. Stop
shaking your head. Right now it's my size and I KNOW how much you
enjoyed riding me. But it will get larger. The second thing is that it's
hooked up to an ejaculation mechanism. That is, the machine will cum.
It's kind of a mix of cream and water. That will help keep you clean and
lubricated. I imagine that by the time we come down in the morning,
you'll really have to go to the bathroom, but there shouldn't be too
much of a mess. Are you ready?"
I was furiously shaking my head no as tears ran down my eyes which were
pleading for them not to do this to me. Then they switched the machine on
and I squealed like a girl. I grunted as the machine pumped into me. They
watched for a few minutes, until I passed out. I remember waking up
periodically through the night to the pumping, but also to periods of
calm before the whole process began again. I couldn't understand what
had happened but I knew I wanted things to end. But when would it?
To be continued...?
