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Subject: {ASSM} The Gambling Debt 16/21 {Thinking Horndog} (MF M+F MM M+M Mm Mf oral anal ir 1st noncon reluc blackmail cuck)
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Chapter 16 of 21.
<1st attachment, "Gambling_Debt_16.txt" begin>

Author: T. H. Barker (Thinking Horndog)
Title: The Gambling Debt
Part: 16 of 21
Universe: The Gambling Debt
Summary: Tony Tomaselli owes his bookie a large amount of money -- and Crazy
Joe Scalese isn't one to sit on his hands and wait for his debtors to show up
with cash!  Leg-breaking tends to be counter-productive, so Crazy Joe
implements an experimental plan that involves not only Tony, but his wife
Gina and their two children!

Keywords: MF M+F MM M+M Mm Mf oral anal ir 1st noncon reluc blackmail cuck

The Gambling Debt

Chapter 16

	Regina DID collar Joe at about six o'clock.  "I'm worried about what
Momma will say."

	"Not much, I bet," Crazy Joe predicted.

	"No?  Why not?"

	"Come here, Honey."  Joe parked his butt in a chair and waved her
onto his lap.  When she'd settled herself, Joe explained, "This is a matter
of legalities.  You know there are laws for this stuff, right?"

	"Uh huh."

	"Well, the laws all assume that if you're doing this kind of thing,
you're a victim.  The law doesn't care whether you start it or you enjoy it
or whether you're mad about it or what -- it's just wrong.  Now, that's kind
of stupid, but the assumption is that you're too young to know what you want.
Are you with me so far?" Joe asked.

	"Uh huh."

	"Well, that law applies to boys your age, too -- or Robert's age, in
this case.  Do you see where I'm headed here?  If the law messed into this,
everybody would feel sorry for you because you've been exploited or some such
bullshit -- and I'm calling it that only because you know and I know you
climbed onto Frank's cock all by your lonesome and nobody was twisting your
arm.  But if the law was to look at Robert and your momma, guess who would
get thrown under the jail?"

	"Oooh!" Regina exclaimed.

	"Exactly.  I'm gonna remind your momma of that at some point this
evening -- it should pull her fangs.  Now, OBVIOUSLY we don't want the law to
bother ANY of us about these things -- you don't want to hurt Frank, do you?"

	"Oh, no!"

	"Then we do what you've always done -- just don't talk about the
whole thing with strangers.  But you and your momma ought to be straight with
one another, I think -- it just makes life a lot less complicated, you know?"

	"Yeah.  Okay.  Thanks, Uncle Joe!"  Regina slid off his lap.

	"You're welcome, Honey."


	Doris decided upon one of those currently fashionable outfits where a
top that lets it all hang out is worn over a second, more staid blouse, a
jean skirt that wasn't TOO short, and a pair of dressy wedgie sandals.  When
the limo pulled up, Doris grabbed her purse and locked the front door and
headed down the walk, expecting Joe.  Hammer just rolled down the front
passenger window and beckoned her with a finger.  Doris got in and said, "I
was hoping to see you again..."

	Hammer said, "Uh huh," then grabbed her by the back of the neck and
pulled her head into his lap.  "Get my tool out and start sucking."

	"B--but..."  Doris was taken totally by surprise.

	"What did you want to see me for?" Hammer asked, eyeing her.  The
pair of them eyed each other for about five seconds and then Doris went to
work on his zipper.  "Thought so," Hammer grunted, putting the car in motion.

	The Tomasellis got the back seat.  Hammer had Doris wave them into
the car and then go back to slurping on his pole.  The partition was opaqued
-- Gina and Tony never knew the difference.

	Driving distracted Hammer enough that he didn't get a nut en route,
so he made up for it by fucking Doris' face on arrival.  Gina and Tony had
already disappeared inside when Doris, a bit disheveled, climbed out of the
car, wiping drool off her face.  "Don't call us -- we'll call you," Hammer
told her, and drove off to park.

	That left Doris somewhat distracted.  She asked someone wandering by
where the powder room was and managed to put herself mostly back together
physically, but her head was a mess -- and that wouldn't be the end of it.

	Meanwhile, Joe was briefing the Tomasellis.  "Okay, it's like this.
You're here -- among other things -- to meet Robert's fuck buddies, male and
female.  Robert wants them to meet each other.  I don't know what he's
expecting, but I expect fireworks."

	Joe sat back in his chair, flicking his eyes from Gina to Tony and
back.  "I don't want any shit from either of you.  Robert appears to like
both of these people -- and he seems to expect them to be friends!  Well,
he's young...  The man is a business associate -- if you piss him off, I'll
just let him take it out on you.  You need to remember that he could have
made Robert's evening as unpleasant as yours was last Friday, Tony -- but
instead, he treated the kid like he was a jewel beyond price."  He focused on
Gina, "Jerome has a problem with women -- especially noisy, uppity, bossy, or
stupid ones.  In my experience, you can be guilty of the first three, so I'm
going to rely on you not to be stupid.  Jerome runs whores -- low-down
twenty-bucks-a-blowjob streetwalkers.  If you piss him off, I might lend you
to him for a week and see how you do on a corner in a miniskirt not much
wider than a belt and fishnets, knowing that he'll knock you around a few
times to put sense in your head.  Am I clear, here?"

	"Yes, Joe.  Very clear!" Gina affirmed.

	"You can think what you like -- but you stay polite, and you don't
interfere.  If one of them decides to suck the other's dick in plain sight,
you find a way to look elsewhere -- or at least pretend it doesn't bother
you.  From where I sit, young Robert is looking at swinging both ways --
which isn't the worst thing in the world..."  He turned his attention to
Tony, "Is it?"

	"I, uh, guess not..." Tony said hollowly.

	"Give it some thought," Joe advised.  "The female side of the
triangle is little Regina's momma, Doris.  She turned Robert every which way
but loose Tuesday evening, I think it was, for which Robert is duly grateful.
Doris probably isn't in love, but she'll be embarrassed -- which brings us to
Regina.  Regina has been fucking older guys since she was ten or so -- and
Doris doesn't know.  Apparently, one of Doris' boyfriends took her cherry.
Regina doesn't blame anyone for that -- apparently, she was very cooperative.
God knows she loves dick now -- you should have seen her at our little poker
party last Friday!  Anyway, her current male friend is here tonight and I'm
encouraging Regina to come clean with her momma so they can deal with their
various urges in an open fashion.  This might lead to a lively demonstration
of just how willingly a girl her age will take a dick.  Expect it -- but
realize that Maria and I haven't even approached that yet."

	Joe pursed his lips.  "That would bring us to Maria.  I may get a
little familiar tonight -- and I'll be watching for YOUR reaction!" he
declared, eyeing Gina.  "You remember the rules -- you can't do a fucking
thing about it.  We won't be looking for Maria's cherry tonight, anyway.  See
what happens if you break the rules!" he dared her.  Gina looked away.

	"That's it," Joe finished.  "Meet the in-laws, or whatever.  Eat,
drink, and be merry.  Stay out of trouble.  Frankly, I don't think Robert has
been damaged in any way -- and I don't think he does, either, at this point.
Maria has made her position clear.  But you're family, sort of, since I'm the
son-in-law, so I get to put up with you." He grinned.  "Sucks to be you..."
He got up.  "I'm gonna look at the food -- care to join me?"

	Doris found them at that point.  "Oh, there you are!" Joe greeted
her, "I was beginning to wonder."

	"I, uh, stopped to freshen up," Doris said uncertainly.

	"No problem.  This is Gina and Tony Tomaselli, Maria and Robert's
parents," Crazy Joe waved.

	"We met, briefly," Gina said smoothly, thinking, 'Just after you had
sex with my son...'  Doris even looked guilty.  Tony extended a hand and
Doris shook it in silence.

	"I was just going to check on the food," Crazy Joe said.  "Want to
come along?"  Doris nodded, and Joe led them to his formal dining room.
Several items were laid out buffet-style on a sideboard; places were set with
silverware, but plates were stacked with the food.  "Looks like we're doing
okay," Joe mused.  The doorbell rang at that point.  "More guests!  Excuse
me..."

	Doris followed him.  "Can we talk?" she asked him in the hallway.

	Joe stopped.  "Sure."

	"Hammer had me suck him," Doris said diffidently.

	"Are you bragging or complaining?" Joe allowed himself a sneer.

	"Did you tell him he could do that?"

	"No, did you?"

	"No, he just..."

	"Figures he owns you?" Joe finished for her.  "I heard you wanted to
see him again.  Maybe he did, too."  His eyes bored into hers for a bit.
"Want me to call him off?"  Doris visibly went back and forth.  "No, you
don't.  Suck it up."  He turned away, grinning at his joke, and headed toward
the entry.  Doris followed him uncertainly.

	The guest was Frankowski.  Joe greeted him warmly, then made the
introductions, "This is Doris Hicks, Regina's mother."

	"Hullo."  Frankowski was instantly suspicious and on his guard, which
further addled Doris.  He stuck out a hand, but acted like he expected her to
bite it.

	"There's food in the dining room, but I figured we'd play a little
pool and get to know one another," Joe explained.  Frankowski nodded.  Since
he was clearly bothered, Joe turned to Doris and barked, "Excuse us."  He led
Frankowski off a bit to talk in private while Doris stood looking uncertain.
"She don't know shit," Joe told Frankowski, "but I've been trying to get
Regina to come out tonight.  She's got nothing to say, anyway -- she's been
riding Maria's brother Robert's dick.  But she's a mouse, anyway; she likes
dick as much as Regina does and she likes being manhandled.  Play it right
and you can kneel 'em up side-by-side and jump from one to the other..."

	"That's a picture!" Frankowski chuckled.  More at ease, he followed
Joe back to Doris and said, "So you're Regina's momma, huh?  I can see the
resemblance..."

	Doris was a confused by Frankowski's sudden friendliness as she had
been by his suspicion.  "You know Regina?"

	"We only met once, but I enjoyed it," Frankowski grinned, thinking,
'Yeah, this could turn out to be fun...'  He put a hand in the middle of
Doris' back to bring her along and said, "Come on, I'll show you the game
room."  Doris, surprised at the sudden familiarity, allowed herself to be
chivvied along.

	'Did Joe tell him I was easy or something?' she wondered.

	Joe followed, grinning.  As they passed the dining room, where Tony
and Gina were standing around fidgeting, he stuck his head in the door.
"We're going to the game room while we wait for Jerome."  The Tomasellis took
the hint and followed.

	The younger generation was in the game room playing video games on a
Wii attached to a fifty-two inch flat screen TV; Joe had sent Michelle out to
upgrade his game gear earlier in the day.  Maria and Regina were playing one
of those dance games where you have to match the fancy footwork on the screen
and laughing and having a fine time while Robert looked on.  Regina detected
Frankowski and yipped, "Mr. Frank!" -- and ran over and leaped onto him,
planting a buss on his cheek.

	"Hi, Baby!" Frankowski grinned from ear to ear, both hands under
Regina's ass, holding her up while she wrapped her legs around his waist.  "I
missed you!"

	Regina leaned in to hug him again, but she ended up looking over his
shoulder at her mother.  "You met Momma?"

	"Yah, just for a sec," Frankowski agreed.

	"She looks a little weirded out," Regina mused.

	"Well, this is probably kinda odd," Frankowski guessed.  "Nobody has
said anything," he added quietly.

	"It will get worse, then," Regina sighed, giving him a squeeze and
stepping down.  "Are you okay with things?"

	"Joe says they're in hand."

	Regina took him by the hand and led him to the game console.  "Did
you see me?  I was winning!"  Doris gravitated to the pair, massively
confused.

	Meanwhile, Maria and Joe were hugging and patting each other.  "Thank
you for the games," Maria said quietly.

	"You're welcome, Sweetheart.  Don't expect me to keep up with that!"

	"I don't -- it's kid stuff," Maria dismissed it.  "What are you going
to do?"

	"Play a little pool, probably.  Does either of your folks play?"

	"I think they both have, sometime.  I don't think they're good at
it."  Maria paused.  "Joe?  What's going to happen tonight?"

	"Between us?"

	"Them."

	"Dunno," Joe muttered.  "There could be an orgy.  Your brother plans
to get laid, one way or another.  Regina and Frank are going to want to get
together.  Doris, well..."  He eyed her.  "Doris is what we call fuck-meat,
Sweetie.  She's just ripe.  Robert will do her or Frank will do her or Hammer
will do her -- or somebody will come out of the woodwork."

	"What about my parents?" Maria asked.

	"If somebody wants to do one of them, I told them I would take it off
their tab," Joe replied.  "If it's one of my people, though, it's free --
kind of an interest payment.  Can you stand to watch?"

	"From your lap -- with your hand in my panties.  Is that okay?"

	"Yeah, that's okay."

	"Good.  We're gonna do what we did before at bedtime -- at least!"
Maria insisted.  "If I have to watch a lot of sex..."

	"I get it," Joe chuckled.  "I might not be on my best behavior,
either.  We're going to break down the barriers some before dinner, then eat,
and then I may stir the pot a few times until it's boiling.  I hope you don't
mind."

	"No, you have your fun, Sweetie."  Maria pecked him on the cheek.

	The doorbell rang, and Joe went to the door to collect Jerome.
"Everybody is here.  I'll introduce you to Robert's folks and leave Doris to
Robert.  I don't think Doris is a threat -- and I already have the
Tomasellis' fangs in my pocket.  I'm looking forward to watching them suck it
up while you swap spit with Robert -- or worse..."  Joe grinned.

	"You're a sorry motherfucker," Jerome grinned back.

	"So everyone but Maria tells me."  Joe waved Jerome up the hall.
"We're gonna play a little pool in the game room."

	"Bobby!" Jerome approached Robert with open arms.  Robert had no
problem stepping into the embrace and hugging back.  The pair didn't kiss --
quite.  "I missed you, Baby.  How's it goin'?"

	"Fine," Robert replied, discovering that his interlude with Doris
didn't leave him uncomfortable with the big black gay pimp.  "Just fine."

	"Oh.  My.  God..." Gina whispered.  "THAT is the man who Robert had
sex with?"  Her imagination went wild -- and she was embarrassed to discover
that she was mildly aroused by it.

	"Yeah, that's a surprise," Tony muttered.  Somehow, he hadn't gotten
quite that far in his imagination of the encounter.

	Doris, standing off to the side, was equally surprised.  Jerome
towered over Robert -- and would do so even more with her!  Yet rumor had it
the man had been very gentle with Robert...

	"These are my parents..." Robert led Jerome to a couple standing off
to the side, watching.  Jerome sized them up as Robert went through the
introductions.  Robert's mama was a tall, dark Italian hammer with nice jugs
-- very smooth.  Jerome figured that she could get shrill when threatened,
but was generally smart enough to understand simple instructions and do what
the fuck she was told.  She was turned out in a pinkish-orange blouse that
displayed her tits and ran just a little bit short without being really
midriff, under an open jacket -- bolero, maybe -- over a wraparound skirt and
flat sandals to help kill the height thing.

	"We hear good things about you," she offered neutrally, while making
it clear that they were surprised.

	"Yeah, I'm into Bobby -- he's a great guy," Jerome said.

	A flicker of irritation slid across Gina's face and she opened her
mouth to correct Jerome over Robert's name -- but she shut it and recovered
with, "We think so," which said a lot about Joe's control over her.

	'Yeah, she isn't stupid,' Jerome mused.  'I'd have her watching the
flightier stuff for me, once she was clear on who was boss...'  That probably
wouldn't take much, either...  "I think Robert is just too formal -- so I
call him Bobby -- sort of a pet name, I guess."  He grinned.

	Bobby's old man was nervous; he shook hands without saying anything
and looked uncomfortable -- and Jerome wasn't certain why.  He was just about
the same height as his wife, with Robert's dark curls and slight build,
wearing Dockers and a golf shirt.  But Robert was dragging him off again...

	"This is Doris," Robert announced.  "She's Regina's mother."

	Jerome sized her up.  Short, nice tits, redhead -- and nervous.  Joe
was right -- she wasn't a threat.  She was just pussy.  "So, you like Bobby?"

	The name change confused her, but she caught up.  "Yes."

	Jerome flicked a glance back and forth.  "I hear you got a little
taste..."

	That flustered her.  She flicked her eyes back and forth between
Jerome and Bobby.  "Yes."

	"Sweet, ain't it?"

	"Uh huh."  Doris was freaking out.

	"Maybe we can talk later."  Jerome smiled at her and smiled at Robert
-- but they were two different expressions.  "So what are we doing?" he asked
the room in general, holding Bobby's hand as he stepped away from Doris.

	"I thought we'd play pool and get to know one another," Joe replied.
"Partners -- we can choose up teams.  There are two tables...  We can kind of
rotate things -- the team that wins plays each other at the second table."
He glanced around.  "I'll play whoever at the second table to start.  Frank?"

	"Uh, Doris, I guess."  Frankowski beckoned her to the cue rack.

	"Jerome?" Crazy Joe pressed.

	"Can Bobby play?"

	"After dinner, when things have settled out some."

	"Awright, uh, Gina."

	"Tony, you're with me," Crazy Joe directed.  "We'll let them get off
the ground before we start."


	Doris didn't know a thing and Gina only had some vague ideas of how
to do things and what the rules were, so getting under way took a couple of
minutes.  It was decided that Doris would break -- and since she didn't have
any idea how to hold a cue, it was an opportunity for hilarity.  Frankowski
hung all over her under the guise of offering assistance and she finally at
least got the cue ball to hit the racked balls, but nothing much happened.
"Bitch break," Frankowski announced.  "All bust and no balls."  Both of the
women blinked and Tony flinched, but Crazy Joe laughed.

	Jerome was a lot less grabby with Gina, offering more in the way of
direction and less in the way of physical assistance -- but she did need a
certain amount of help.  Gina deliberately worked at staying relaxed and not
rebuffing the big black pimp, figuring that if Crazy Joe took it into his
head to drop her on Jerome, she wanted some goodwill in the bank.  She didn't
vamp him or make any demonstrations, either -- she just worked with him to do
things smoothly, ignoring invasions into her personal space.  Frankowski, who
had gotten a little aroused pawing Doris, stood with Crazy Joe in a position
where he could get a good look at Gina's cleavage.  "Nice rack."

	"She's quality," Joe murmured back, flicking a glance at where Tony
was selecting a cue from the cue rack.  "You can have a piece if you want it
-- I own her ass.  You can do it right under her old man's nose, if that kind
of thing tickles you."

	"So, basically all the pussy in sight is fuckable?" Frankowski
confirmed.

	"Well, not Maria.  Doris isn't OWNED, technically -- not like Gina,
who is working off Tony's debts on her back -- but if you twist her arm,
she'll spread her legs."

	"Nice."

	"Don't bite off more than you can chew.  On the other hand, the
purpose of this is to rattle their cages some, so feel free to feel them up
and shit," Joe murmured.  "You can fuck with Tony, too -- literally.  Maybe
Jerome will want a piece."  Joe chuckled.

	"Sounds like a party."  Gina moved some balls around, at least, so
Frankowski picked up his cue and moved to the table.  "Come here, Doris, and
watch."

	Jerome wandered over to Crazy Joe, grinning.  "Frank's all over
that."

	Joe grinned.  "We'll switch up at some point."

	"It's a bitch," Jerome shrugged.  "Bobby's mama is bein' good."

	"She ain't stupid.  She's also bought and paid for -- if you take it
into your head to bend her over the pool table and fuck her, feel free," Joe
replied.

	"What about her old man?"

	"Tony?  Tony's a big pussy.  There isn't shit he can do about it and
he knows it.  You can fuck him, too, if you want -- he's had a big black dick
or two, recently," Joe informed him.

	"So THAT'S why he's so fucking nervous!" Jerome chuckled.

	"Yeah.  Last Friday night, the pair of them went to a gang-bang with
some bikers.  Gina took a dozen dicks or so, and Tony got used to fluff --
among other things.  He's a bitch -- and he knows it."  Joe paused.  "That
reminds me -- you remember Martin's experimental treatment?  We used it on a
couple of your girls..."

	"Yeah.  They be total sluts," Jerome grunted.  "Been thinking about
gettin' Martin to do another couple of 'em."

	"Gina's had the treatment.  Once she gets going, the more the
merrier," Joe advised.

	"Huh." Jerome grunted.  "The couple of girls I got that took the
treatment would fuck a snake once they got going -- think she'd fuck Bobby?"

	"If Bobby stood for it, yeah, probably.  She wouldn't be happy when
she came down, but she'd probably do it.  She'd probably ask him for dick, if
she was fired up," Joe opined.

	"Something to think about..." Jerome mused.  "I don't want to fuck up
shit with Bobby, though."

	"If she's up begging..." Joe spread his hands.

	"Yeah."  Frankowski had sunk the ten ball, but had been unable to
follow up, so Jerome headed for the table.

	Tony came over to Joe and asked, "What were you guys talking about?"

	"I told Jerome you had a pussy," Crazy Joe replied blandly.

	"Oh."  Tony hung his head.

	"Break, Bitch," Joe muttered, and Tony slunk over to where the cue
ball was set up and punched it off, sinking the seven ball on the break.

	Jerome sank the six and the four, then missed -- it was Doris' turn.
Frankowski, spotting, picked a long shot for her to do.  "You can put your
leg up on the table," he advised, offering that assistance due to her short
stature.  Of course, she could have been making at least three other shots...

	"Thank you..." Doris said faintly.  Frankowski actually helped her
get her leg up and sprawl along the edge of the table.  She missed, of
course, but was close.  Frankowski burst her bubble by saying, just loud
enough to be heard all around the table, "Nice thong."

	Gina eyed both males -- and Crazy Joe.  Doris was a target -- and
undoubtedly, she would be, too.  Crazy Joe was enjoying embarrassing them.
She hadn't missed the fact that he'd said something to Tony that left him
thoroughly deflated.  "Suggestions?" she asked brightly.

	"Shoot the five."  Jerome came up and advised on angles and such, but
again wasn't invasive and they worked as a team.  Gina caught Frankowski
positioning himself to look down her blouse and looked back but deliberately
said nothing and kept her expression from reflecting any disapproval.  She
might have to fuck him -- Hell, she might have to fuck BOTH of them!  She
missed, but it was a matter of the ball running out of momentum at the edge
of the pocket.  "Nice try," Jerome approved.

	The game went on for a good ten minutes before Jerome sank the eight
ball, after which, they had to wait for Crazy Joe to trounce Tony before
taking the second table.  In the interim, Doris announced that she had to go
to the bathroom.  Jerome offered to lead her to it...

<1st attachment end>


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