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Subject: {ASSM} The Gambling Debt 18/21 {Thinking Horndog} (MF M+F MM M+M Mm Mf oral anal ir 1st noncon reluc blackmail cuck)
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Chapter 18 of 21.
<1st attachment, "Gambling_Debt_18.txt" begin>

Author: T. H. Barker (Thinking Horndog)
Title: The Gambling Debt
Part: 18 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 18

	Crazy Joe's question was a little premature -- most of those at the
table hadn't made inroads into their main course.  There was more discussion
and more offered in the way of explanation here and there.  Regina finished
her meal on Frankowski's lap, which bothered Doris some, but she was too
bewildered to really get up in arms.  She'd come looking for an adventure and
bit off more than she could chew.

	They did get to dessert, however, and drinks -- and returned to the
game room.  "You kids can play, too.  Pick partners." Crazy Joe told Maria
and Regina and Robert.  Predictably, Maria picked Crazy Joe and Regina picked
Frankowski and Robert picked Jerome.  That left Doris and Gina and Tony;
after a look from Crazy Joe, Tony announced, "I'll sit out," and Gina and
Doris were teamed.

	Predictably, Regina led the way to the next level -- she WANTED
Frankowski's hands on her.  Doris absorbed her daughter's unmistakable
happiness and tried to make sense of it.

	The women were terrible.  Gina was so-so for a beginner, but Doris
just couldn't get the hang of it.  "I'm HOPELESS!" she wailed after their
second loss to Regina and Frankowski.

	"Get lessons, Momma!" Regina advised.  "Ask somebody!"  Then she
grinned impishly.  "You should pay for them, though."  Everyone at both
tables froze.

	"I think I heard an idea being put forward," Crazy Joe commented.
"You can get lessons, but you have to pay..."  He turned to Regina.  "Who is
teaching you?"

	"Why, Mr. Frank, Silly!" Regina erupted.  "I'm paying, too!"
Frankowski's hand was moving under her top.  "You should see what I'll have
to do if Momma and Miz Gina don't get better and we win again!"

	"So, paid training..." Crazy Joe mused.

	"You train me," Maria said softly.

	"Of course!" Crazy Joe agreed.  "But I may have to take on one of the
ladies, too.  We're short on actual players..."  He flicked a glance at Tony.

	Maria nodded, but murmured, "About Mama..."

	"Sweetheart?"  Suddenly, this was a VERY private conversation.

	"Doesn't she have that thing going?  Won't she want more than one
guy?"

	Joe pursed his lips.  "That could happen."

	"I don't think she would want Poppa to join in -- and you probably
don't, either.  I don't mind if you have sex with Mama..." her voice firmed,
"But WE'RE gonna do something, too!"

	"Well, I..."

	"Joe..."

	"If I do that..."

	"There's my butt, then.  You can make that good, right?"

	"Yeah.  It's a little work, but yeah," Crazy Joe agreed unwillingly.

	"Regina seems to like it," Maria noted.

	"Maybe I'll just stay away from Mama..."

	"That leaves Jerome and Mr. Frank -- and Jerome doesn't like women
and Mr. Frank has Regina.  And THAT leaves Robert..."

	"Robert wouldn't, though," Crazy Joe theorized.

	"Well, how bad is this thing with Mama?  Would she beg?" Maria asked.

	"Shit.  Maybe..." Joe bit his lip.  "I can call in Martin and
Scott..."

	"This is a private party!" Maria insisted.  "They have played with
Mama enough, I bet!"  Joe realized that he couldn't argue with THAT.
"Besides, Mama owes YOU!  Poppa owes YOU!  Why don't you, well, get what's
coming to you?"

	Crazy Joe took on a hangdog look.  "Sweetheart, I don't want to..."

	"Oh, you're so sweet!"  Maria pulled Joe into a hug and insisted upon
kissing him on the lips!  Joe, surprised, acquiesced.  This wasn't a little
girl kiss -- but then Maria didn't ACT like a little girl...  "You haven't
had sex with anybody since..."  Maria asked breathlessly as she pulled back.

	"No."

	"That's so sweet!"  She leaned in close to his ear and whispered.
"You do Mama -- but you save me some, Joe!  Promise!"

	"I promise!"

	"Can we turn Mama off?" Maria asked.

	"Well, I think she'll shut down if there just isn't anybody around,"
Joe mused.  "She might be unhappy until she settles down, but that ought to
be the extent of it."

	"How bad will it get?"

	"She's perfectly willing to let it all hang out in front of your
Poppa -- I know that..."

	"We'll just deal with it," Maria declared.

	Crazy Joe looked up and realized that they were the center of
attention.  "What?"

	"Looked like a serious conversation," Jerome ventured.  "You were
gonna put out some rules or something, I guess."

	Joe shrugged.  "Regina started it.  What are you doing?"

	"Well, Mr. Frank is teaching me," Regina replied, "and he's doing a
real good job, so if I win again, I have to pay up."

	"Do I dare ask?" Joe chuckled.

	"I'm gonna suck him!"  Regina looked inordinately pleased with
herself.  "Of course, you can do what you want..."  Doris, standing nearby,
grimaced but said nothing.

	"Gina," Joe beckoned her.  "Why don't you two girls go off and talk
about it.  I would recommend that maybe you pull off the jacket and Doris
pulls off the less revealing blouse -- and maybe your bras -- in order to
entice an instructor," he murmured to her.

	Gina eyed him, "You're not telling me..."

	"No, I'm not," Joe agreed.  "I'm suggesting.  See what Doris thinks."

	"Joe," Gina said quietly, "There are only a couple of guys around..."

	"Yeah, I know.  We'll deal with it."

	Gina pursed her lips.  "Okay.  I'll talk to Doris and we'll see how
we want to do things."

	"Time out," Joe announced, "while the girls decide if they want to
play.  Let's all get a drink or something."  He waved toward the bar.


	"So what's up?" Doris asked Gina, out in the hallway.

	"Well, I think the guys want us to play Regina's little game," Gina
mused.  "The surprising thing is that Joe isn't pressing.  He wants a sex
party, but I think he knows that we're going to get laid anyway, one way or
another.  On the other hand, I think they would ALL like to see us get wild
and crazy..."

	"So what did Joe say?" Doris asked.

	"Well, he suggested that we loosen things up some -- get sexier.
Pull our bras.  I'm going to take the jacket off, and you might pull off the
top you have on under the loose one.  Like I said, I'm surprised that it's
merely a suggestion, because he could just order me to get naked and spread
on the pool table if he wanted to."

	"How far is this going to go?" Doris asked.

	"Well, it's a fantasy, I guess," Gina mused.  "It could get pretty
wild, I think.  That, um, brings me to something..."

	"Yeah?"

	"Well, it's Tony.  Look, I can't fuck him right now.  It's not about
Crazy Joe telling me not to -- it's about some other things.  I blame him for
getting us all into this, and he hasn't been, well, as stoic and masculine
about things as he could have been.  There are a bunch of other things I
really haven't been able to take out of my head and play with.  You see how
Joe is handling him, too, right?  No respect.  Anyway, if push comes to shove
and he wants some -- or somebody tells him to want some -- don't worry about
me, okay?  He's... considerate.  You won't lose by it."

	"Oh.  Well, okay..."  Doris was already seeing two or three of the
available males lining up to gang-bang her in her imagination; who was going
to do Gina?  "Well, I can loosen up.  I don't know how far..."

	"Let's duck into a bedroom and make adjustments," Gina suggested.
They found an empty room nearby, and Gina pulled off her jacket and went
after the bra, working it out from under her tank top.  Doris threw both her
tops over her head and undid her bra, then re-donned the looser top.

	"How far do you want to go?" Doris asked.

	"I think that's for you to decide -- but you need a lot of help,"
Gina replied.  "Your daughter is driving there -- one thing you might ask is
where she plans to give that blowjob."

	"Uh oh..."

	"Uh huh.  Want to bet?"

	"No."

	"That's going to put some pressure on."

	"It sure is!" Doris yelped.

	"Well, Joe made sure we had no secrets..." Gina shrugged.

	"Yeah.  Everybody knows..."  Doris gathered herself.  "Let's go."
She wadded her bra up in the discarded top.  Gina did similar with hers and
the pair returned to the game room.

	Doris asked the question, "What are the rules for the negotiation?"

	Crazy Joe shrugged.  "What the traffic will bear."

	Doris turned to her daughter.  "Regina, Honey, just where did you
plan on paying off if you win?"

	"Right here!" Regina grinned from ear to ear.  "I know it's nasty --
but that kind of adds to the spice..."

	Doris looked at her daughter, sighing philosophically.  Yes, it was
nasty -- and yes, it was spicy.  Regina was displaying her wild, fearless
teenage innocence -- and more guts than Doris had ever managed.  In some
ways, it was embarrassing to have your daughter show you how to jump out
there and have fun, but in other ways it was easier to have Regina set the
mark -- then she only had to hold up her end...  "Okay, I'm hopeless," she
announced.  "I'll do what Regina offered after only ONE win!"

	"Frank, you can't bid -- it's a conflict of interest," Joe
interjected.  "What do you think, guys?"

	"Ain't no down-side," Jerome declared.  "They lose, they gotta take
something off."

	"Hmmm..." Joe muttered.  "To be fair, Jerome, I already asked them to
take off a couple of things -- and they did it."

	"Okay, two free passes," Jerome grunted.  "No, one, come to think of
it."

	"That fair?" Joe asked Doris.

	"Um, yeah, okay."  Doris nodded, thinking, 'Four games and I'm down
to a thong!'

	"Gina?" Joe asked.

	"That's fine..."

	Jerome wasn't done, however.  "Gina's one thing, but you're fuckin'
hopeless, so when we're coaching, you need to sit with me and Bobby and show
the proper attitude if he wants to suck face or something."

	"I wanna get naked, too!" Regina burst out.

	Joe looked at Doris, but this wasn't the time and place to get silly
about it -- especially in the face of Regina's attitude.  "Fine."

	"Joseph?"  Maria gazed up at Joe.

	"You keep your panties on," Crazy Joe croaked.

	"I guess we'd better win, huh?" Maria smiled a Mona Lisa smile.

	"I'll be going all out," Joe muttered.  "Jerome, does that mean
you're tutoring Doris?"

	"Yeah."

	"What about Gina?"

	"I won't get no time to shoot."

	"Okay, I'll take on Gina, then," Crazy Joe announced.  "Shall we?"

	The games resumed.  Joe taught Gina how to manage a decent break --
with some scatter to the balls, at least, if none managed to fall -- then
helped Maria break for their game with Jerome and Robert.  That let him watch
Jerome take Doris in hand for her first shot -- which missed, but at least
hit the intended target ball.  Jerome wasn't unduly familiar, but he had no
problem laying hands on Doris to get her positioned the way he wanted her.
Joe took his shot; Doris spent that period of time and the follow-on while
Jerome took his shot backed against Robert, who had his hands under her top,
but not visibly on her breasts.  That more or less set the pattern for
things.

	Doris and Gina lost to Frank and Regina -- but it wasn't a total rout
at least.  Maria and Joe lost to Jerome and Robert, which wasn't a surprise
as Jerome was probably the premiere player on-site and Robert could hold his
own.  Regina put Frank in a straight chair with his pants around his ankles
and proved that she was an accomplished fellatrix.  Doris had to watch -- she
felt compelled.

	"God, Baby!  How many times have you done that?" she gasped, watching
Regina work Frankowski's cock with her mouth and one hand.

	"Well, lots..."  Regina popped up and jacked Frankowski while she
replied.  "Fred liked it -- and I liked being licked.  I like the taste,
too."  She rolled her lips over the frankfurter, taking it deep, her cheeks
hollowing as she came back up.  "I love it when they get all excited..." she
popped off to mutter.

	"Who else...?" Doris asked.

	Regina popped up and eyed her mother.  "I don't think I should say --
you might get REAL mad -- and I, well, I kind of tricked him into it.  What's
the word?  You did it with Robert..."

	"Seduced?" Doris offered.

	"Uh huh.  That's it."  Regina resumed sucking.

	"Someone I know?"

	Regina just kept sucking.  There was an interlude of a couple of
minutes while just about everybody watched Regina drive Frank totally up the
wall and then suck down his juice.  At the end, he was shaking like a leaf
and had her head in his hands but wasn't QUITE trying to impale her on his
cock.  The flip side of this was the fact that Frankowski wasn't incredibly
gifted in the cock department, anyway -- Doris was pretty sure Fred had been
bigger.  If Regina was going to have sex with Frankowski, it wouldn't be a
case of her trying to fit something generally mounted on a small pony, at
least...  Doris and Maria had the front-row seats -- and Maria watched Regina
with glowing eyes, a fact virtually no one missed.  When it was over, and
Regina was sitting on Frankowski's lap, straddling his flagging penis while
he cuddled her against him from behind, Doris ventured, "You can tell me.  I
won't get mad."

	"Well, not at ME, maybe..." Regina retorted, but she pursed her lips
in thought.  "Promise?  I don't want you to blame him.  I needed a new man-
friend and..."

	"Okay, I promise," Doris swore.

	"If you're sure..." Regina eyed her mother sidelong.  Getting another
nod in confirmation, Regina revealed, "It's Uncle Mark."  At Doris' gasp, she
added, "After he caught me and Fred, he had worries -- he wanted to make sure
I wasn't hurt or upset or needed to go to a counselor or something.  I got
real deep into show-and-tell, you know?  Before he knew it, he was hooked."

	"But that's incest!" Doris blurted.

	"Oh, Momma!" Regina waved it off.  "So what?  I started it!"  She
pointed a finger at Doris, "You promised!  All these people heard you!  You
leave Uncle Mark alone!"

	"Well, he can't do it AGAIN!"

	"He can if I say he can!  You PROMISED, Momma!"  Regina waved the
finger.

	"But, Baby..."

	"No buts, Momma!  You promised!  Don't you love Uncle Mark?"

	"Well, yes, but..."

	"Well, I do, too!  And he loves both of us!  He was so mad at Fred!
It took me a long time to get him to settle down -- and even LONGER to
understand!  But it's fixed -- and it's gonna STAY fixed -- or else!"

	Doris blinked.  "Or else what?"

	"A lot of people know about Robert," Regina threatened, waving her
hand around the room.  "I have that, but I don't wanna use it.  But I'll find
something else...  And I'll have help!"

	Doris looked around -- and saw a lot of poker faces surrounding her.
Regina WOULD get help...  "All right -- but at this point I don't think I
want to admit that I know."

	"That's fine, Momma -- just don't stop us."  Regina glanced around,
indicating that the subject was closed.  "So, next game?"


	"That incest shit is crap, anyway," Jerome rumbled, apparently to
Robert, but in everyone's hearing.  "I got a friend who breeds pit bulls --
and it's the same for people.  If your momma and poppa were brother and
sister and she had you and THEN she wanted to fuck you, THEN there might be
some shit -- but it needs to be that close and it needs to be a couple of
times.  If your grandma fucked your poppa and had your momma and then your
momma and your poppa had you and THEN your momma had kids by you, I'd be
looking for trouble.  Regina and her uncle?  Pffft!"  Jerome waved.
"Besides, you got to have kids before it's a problem -- fuckin' on birth
control don't break anything!"


	Maria and Crazy Joe were to play the women -- so Joe handed off
Gina's instruction to Frankowski, who did a lot more groping than
instructing.  Gina didn't mind; what she was beginning to think of as 'the
mood' was settling over her, leaving her free to enjoy Frankowski's roaming
hands and even flirt a little.  And as usual when she was in 'the mood' the
fact that Tony was sitting nearby with nothing much to do but watch (Crazy
Joe had him freshening drinks and such, but he was otherwise unemployed)
didn't matter; if anything, it added a little spice.  So Gina ended up
allowing Frankowski to do things like 'stabilize her boobs' with his hands
under her blouse while she shot...

	That put pressure on Doris -- but then, Jerome was giving no quarter,
anyway.  "You give Bobby anything he reaches for, get me?" he directed, then
turned to Robert.  "You own it, Bobby -- play with it like you own it."  That
put hands on Doris' breasts pretty quickly.

	On the other hand, Jerome was serious about working with her.  Doris
got better -- and while the girls lost again, it was VERY close -- eight-ball
chasing only for both teams, ended by a shot from Crazy Joe.  The women lost
their shoes at that point.

	The distractions cut into both Jerome's and Frankowski's play -- but
Robert carried himself and Jerome to victory over Regina and Frankowski.
Regina stepped out of her shoes and put them aside, then swayed to Frankowski
and murmured, "Barefoot.  Pregnant comes next..."  Frankowski spewed his
drink all over the place -- and Tony got to play janitor and then replace it.

	Jerome objected, though.  "One freebie first -- that's the deal!"

	"Oh, all right!" Regina was totally graceless about it, making it
clear that she wanted to be frog naked, but she toed back into her shoes.

	Maria and Joe again had the 'upper' table, playing against Jerome and
Robert.  Joe took over Gina's instruction and allowed his hands to roam, as
Gina obviously enjoyed it.  Jerome continued to handle Doris, offering
serious instruction, but an occasional grope.  "You're bein' good," he
observed at one point, quietly, in her ear.  "Maybe Bobby was right bringin'
us all together.  I like pussy -- it's the jabberin' end of women that pisses
me off -- but you ain't been noisy.  You think maybe you might like to have
two dicks?"

	Doris stopped trying to line up her shot -- she was too distracted.
"That... might be nice..."

	"Even if one of 'em is big and black?"

	"Bobby seems to like it."

	Jerome thought THAT was an interesting answer...  "You do booty,
Honey?"

	Several answers flickered through Doris' brain, but she kept it
simple.  "Yes."

	"Bobby hasn't had any -- yours OR mine."  Jerome shifted modes.
"Okay, we're holdin' up shit.  You wanna hit that five ball off at about
sixty degrees.  Kinda draw a line through the center of the cue ball and the
center of it and figure out where the surfaces have to touch.  Remember to
follow through."  Doris concentrated -- and the five ball dropped into the
corner pocket.  "Good!" Jerome approved.  "Now line up on the three -- you
want to cut it so it follows the rail..."  Doris didn't make the three -- but
Gina did, under Crazy Joe's instruction, two shots later.  In the meantime,
for the first time, Jerome's big hand stole under her top and rubbed Doris'
nipple while he complimented her, "The five was good shootin' and the three
was a good try..."

	In the end, Joe couldn't decide whether Regina had bribed Frankowski
to lose or he'd just been too distracted by repositioning himself to look
down Gina and Doris' blouses -- but the girls squeaked by to win.  Regina
again removed her shoes, then turned to her mother, "Time to pay up, Momma!"

	"Do Bobby," Jerome directed.

	"You're the instructor," Frankowski pointed out.

	"Do 'em both!" Regina caroled.

	"Regina!" Doris yelped.

	"Jerome can do as he likes," Crazy Joe arbitrated.

	Jerome nodded toward Robert and Doris went over and settled to her
knees before him and began releasing his member.  Regina whispered to
Frankowski, "Does your phone have a camera?"  Frankowski nodded and fished it
out and the pair of them started puzzling out how to use it, since Frankowski
never had.

	Gina found herself watching fixedly; Robert had been just her boy
until this moment, despite the discussion of his sexual experience -- but
this made him an adult male in her eyes...

	Everyone knew this wouldn't last long -- and it didn't.  But a couple
of things happened...  Regina pattered over, barefoot, to a position on
Doris' right and got three pictures of Doris' lips riding up and down
Robert's cock -- and his expressions at orgasm.  And Gina, already in 'the
mood' and watching Robert orgasm, had a seed planted in her brain.  Robert
was a man, and he owned a working cock...  The incest discussion came back to
her, too -- several people in the room thought THAT was all right...  The
only issue there was the fact that when Gina was in 'the mood,' she wanted to
make babies -- but she'd taken the shot, so she was good for a while...

	Tony noticed Gina's fixed attention on the act -- and worried.

<1st attachment end>


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