Flapper Dick

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Men, women, the mob, a caper.
23.9k words
4.74
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Part 1 of the 17 part series

Updated 06/08/2023
Created 05/07/2016
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Just cause you lot probably don't remember the roaring twenties terms I will use, I will list some to all again. Course I had to look them up too so there will be new slang to be found within. Without further ado, and since you probably want me to actually get on with it, I will.

Nookie-Honestly if you don't know you probably should stop reading everything on this website, but it is sex.

Bimbo-Usually a guy who is security, as in usually big strong guys who will toss you out on your ear.

Bum's rush-Getting tossed out on your ear

Bull-In this case that is a cop, sometimes it is other things but I'm keeping it simple.

Gigolo-This means a guy dancing with a woman, not the woman the man is called a gigolo.

Skirt-This is a woman, not sure I needed to explain this

Fella-This is a guy, 1920's speak for dude, and gentlemen, as in Skirts and Fellas

Hooch-Liquor that is illegal to be selling so they got creative on names

Brown plaid-Irish whiskey, or scotch if you want to be precise

Glad rags-Nominally a dress you wear out to dance and so forth, though honestly closer to a nice dress for most

Daddy-This one is a little tough, not what you think it means, though that too, in 1920's terms a daddy is the boyfriend, usually when he is wealthy but not always

Typewriter-Nominally it is supposed to be a Chicago typewriter, but this is based in Chicago, so just typewriter and it means a Thompson Submachine Gun

Word-Honestly I'm feeling silly doing this one, but in this case word stands for word on the street, perhaps not readily available when three sheets to the wind

Jake-Good, OK even, Sitting Jake is basically yeah let's do that

Joint-Place you go for most anything that is not your home, diners, speakeasies, so on so forth

Jalopy-A car basically, and I hope I didn't need to have this in here, but then again you lot are dense

Caper-More or less anything illegal, though generally used more for theft, fairly sure it is still used, but that may just be movies

Quiff-Nominally a slut or hooker, though mostly just a hooker since slut is basically any woman giving out more sex than the woman calling her a slut, even then

Dough-Money you goof

Sawbuck-Ten bucks, so three sawbucks is thirty dollars

Ace/aces-A dollar to many dollars, doesn't always get said on how much just a lot of aces

C note-This is a hundred dollar bill, though not always the one bill since you can call being handed five twenties a C-note

Colt-Nominally this is a gun company, but in this case I am talking about a M1911 Colt pistol

On the nut-I giggled on this one when I found it, means broke

Ankle-Same thing as walk, so we went for a walk is instead we ankled

Drugstore cowboy-Forget the movie, then again don't since more or less same thing, fella who dresses nice and goes around trying to score

Copacetic-This is an odd one, basically it means in agreement, so say a guy is all over you for sex, and you want the same, you are copacetic to his desires

Speakeasy-Come on seriously, really you don't know, oh sad, it is a bar, when it was illegal to sell alcohol, yeah mind boggling

Bee's knees-Same thing as awesome, perfect, best thing ever, I just like this one the best so I keep using it though it was more or less any animal, or insect, and a body part, seriously look it up

Dick-Really doesn't mean what you think, unless you are thinking of a private investigator, private dick, see what I did there

The war-That is WW1, that officially ended in 1918 so a whole 7 years before this

Probably more, almost positive there are even, but I'm stopping here. If you run across a word you don't know, google it. This is set in summer of 1925 Chicago, and one part I am iffy on, there is no record of when the first speakeasy opened. I have it referenced as some point in December 1920, which seems about right since Prohibition started January 1st, 1920, they didn't bootleg immediately.

Speakeasies opened after bootlegging started, and I would assume there was a little gap between no booze and there is illegal booze everywhere. Also being a little giving on the nice qualities of the mob in 1925 Chicago.

*****

The lot of us are standing there after the banging on the door. Some sucked in breaths when the cover is slid aside and a pair of eyes are looking us all over. Then the fella is asking for the password and some exhaled breaths since that means we are getting in. I was one of those on account of this is a smaller joint.

Not always does one get in, even when you are a skirt alone wanting to get in. Course last time I had come here on my lonesome I got in after giving out a little affection even though it was full. Fred seems to be a rather lonely bimbo, though he is muscle bound and fearing the weight above is a factor. Doesn't help he is a rather brusque fella, and a bimbo.

Legend has it he was a bull that went away for the war and lost his spot with the police. I half believe that one, seen him sitting with bulls in a diner on more than one occasion. Then we are going inside excepting I don't quite make it, arm was grabbed and I am pressed in to a smiling Fred. Poke at him on account of he is keeping me away from the dance floor, I could use a gigolo and table fun.

"Hey lay off on the poking." Poke harder on account of he hasn't let go and I am looking for a little attention from a fella.

"You got yelled at the last time I gave you attention and I am wanting nookie. I am not going back upstairs then out to find a new joint."

"Go see Simon first, he is wanting to have you waitress." Sigh and stop poking, waitress does mean dough for me, not that I need any in this joint.

"Why does he want me to waitress?" Fred rolls his eyes so resume poking getting him to snort and grab my hand.

"Word is you are jobless and while you never need to buy a belt you do need to pay rent."

"I've been giving nookie to the landlord."

"I thought you weren't one for the ball and chain." Toss my hand on account of only got one not held.

"I'm not for the ball and chain route, but it's not like I'm not enjoying fellas left and right." Fred blinks a time or three.

"So you are going to end up being a ball and chain on account of child?" Shake my head.

"The teachings are to be married and have child. Father allows as having child is close enough."

"Probably should work on having a Daddy then."

"I'm undecided on that, I know I can simply move in with Father, he's got a big house behind the cathedral." Fred sighs and shakes his head.

"Sort of taking advantage of him." Shake my head and wink.

"I give him a turn so if I do end up in a family way he has a shot at causing it too."

"I'm not sure I wanted to know that, go on and talk to Simon. If you don't get any you can go home with me." Smile since that sounds rather good.

"Deal, and I perhaps will do that anyway, you were good for a fast turn, I wouldn't mind trying slower."

Leave Fred there grinning, I am smiling since I know I will enjoy his place. Into the place proper with me and the joint is jiving. The band is giving a lively tune and many are cutting a rug. I am wiggling a little as I go for the bar, I don't know where the office is so best be asking. Have to hand over a check twice on the way, makes me feel like a wet blanket.

At least it is only twice then I am at the bar and he comes over fast. Did wave my hands and bounced, got all of the fellas there to watch and grin. I am grinning when the bartender gets to me finally, smile when he points out the office, Simon is next to the bar. Not that he is sitting at the bar, I just go to the end of the bar and there is a door.

Inside I find Simon sitting behind a desk going over papers. I'd say he is reading the newspaper except he is instead looking at other papers, I would believe he is doing the accounting. Then he looks up and smiles at me. Smile back on account of he is a looker, with lovely blond hair that he leaves a little long on top.

"Ah Betty good, suppose this means you are not against working as a waitress."

"Am a little, want to get me some nookie, though Fred has invited me home with him after so suppose I can be patient. It being a virtue and all." Simon snorts and shakes his head.

"I can provide if you are of the mind, doing the papers is drool worthy." Smile since that would definitely be the bee's knees, except there is one thing I better ask about.

"Before anything else, like if I should bend over or perch, what am I wearing?"

"Get on out of your glad rags, got a dress for you and an apron."

Sitting Jake with me so squirm out of my glad rags then fold them up on the desk. Simon raises an eyebrow but does chuckle so I guess my rags will stay there. Look around and while the sofa looks good for nookie I don't think this will be anything but a fast turn so sit on the desk. Simon comes around so I work on getting him in the open then rub away.

"What about the dough?" Simon looks down then at me to frown.

"You mean for the nookie?" Groan and pinch at his chest a time or three.

"I am not a quiff. I'm talking the dough for being a waitress."

"I'd talk about a sawbuck for the month, but then I do want the nookie and you probably will provide more." Roll my eyes then pull him closer and guide to the right spot.

"I'm not on the nut but darned close so I am going to demand more. I'm thinking three sawbucks for the month."

Simon shoves in and we both moan, me more because it wasn't all that nice of him. Still he is enjoying on account of he is moving already. Takes me a little longer to get into the action but I am moaning in pleasure after not all that long. I must say he has a wonderful cock, it's not precisely thick, but so not thin neither.

Best part is simply he has a good length and then he is bucking away at my eager depths. I am working my way up to hitting the high notes after not all that long. I wasn't all that wanting of him but then he is a looker and inside so naught to hate here. Then I am wrapping him up in my arms and hitting those high notes cause my toes are curling and that feels so good.

Giggle a little once I am not in the high notes any longer. He is making wet noises while he moves about in me and that is rather giggle worthy. Also getting shoved for those high notes again, Simon is rather courteous as far as fellas go. Then his hands are on my bubs and pinching, not to mention pulling.

My bubs are moving freely and those high notes are going to just fall on me any moment now. Legs go around Simon so I am moving a little better, I want those high notes. So now I am moving almost as much as my bubs, Simon is bucking away at me, and those high notes are right there. Not precisely falling on me but I know they are right there, just a little more.

Even say this and gets Simon to chuckle, and then a groan followed by shoving at me. Warmth surging within and I do find my high notes, while he hit his own. Good in a way, do need to get a move on since there doesn't seem to be a waitress. Also not moving, I am enjoying feeling what he put within staying there.

Don't just mean the warmth he seems to be still emptying into me neither. He is still inside and that feels rather good. Simon just stands there for a moment, emptying, then he is moving so I do the same, to help him empty. This part is rather nice and then perhaps does help with getting the child within.

Not that I want Simon to knock me up. Second time he has gotten attention into me, while it is great to give him attention, I'd rather not give him that. Simon isn't precisely the sort I enjoy being around, he is more interested in his papers. Not just the accounting neither, he attends the races on the regular, horse and the new one, cars.

"Three sawbuck is sitting Jake for me, leaves me enough to get two other skirts."

"Four days a week." Simon just stares at me before he falls free so works on fixing his trousers.

"I was thinking five, I mean three sawbuck a month is good pay." Shake my head and wink.

"Four days so I can go around town and catch the good bands and talkies. Last time I was over at the Sunset Cafe Louis Armstrong played." Simon nods and grins.

"He has come back from New York, word is he is going to record his own albums. Here get in that get up and go on out there."

Give Simon a dirty look when I get the so called dress on, this is really spare even for a flapper. I mean the apron covers more of my legs than the dress. He simply shrugs and waves out so I do get a move on. Hard to earn the dough without going out there and being a waitress. Do have a pad and pencil to use, not to mention a platter, it's a good platter even, round and mostly flat.

Have a raised edge so drinks are hard to lose, just what a waitress needs. At least I think so, I've never done this before but have seen others waitress. Mostly I am just hoping it as easy as it looks. Step out the door and stop to look around and got a number sitting at the tables, even spot a fella heading for the bar.

Intercept him and he is indeed heading for a round so I collect the order and head for the bar. At least there is a spot to stand as a waitress, right next to the door to the office. Bartender spots me easy, there is a bell to tap after all, so he comes over and takes the order to fill out. Puts it all on my platter and grabs my hand, so I am not taking that over to the fella yet.

"Best to collect pay with order. Regular hooch is a dime, high end is quarter. Also running low on the brown plaid so see to the other tables and go through the door by the band, want the bottles out of the Canada Leaf boxes, two."

"Will get to that soon as possible and will collect pay. Oh and am Betty, don't recall sharing." He snorts and shakes his head,

"Not had the pleasure, Alfred is the name. Before you ask Fred is short for Frederick, if you are not goofy on him I'd like a turn at some point."

"Sitting Jake with me, be rather rude to not toss a little your way now and then and you are a looker."

Alfred sees to the fellas at the bar with a grin, so I head for the fella and his skirt. Get a dime tip out of the two so that is definitely a bee's knees. See to the others sitting at the tables and only find one table wanting drinks, that is the band. Course as far as bands go this is not a proper one, only half colored.

"Here now you lot are supposed to be playing, and three are the wrong color." All of them are grinning since I am poking at the closest white fella.

"We are taking a break, get time to take a seat and catch our breath. So I'd like a martini." Nod and take notes as the rest ask for a martini besides one, he wants a brown plaid so look at him.

"You are not a mick."

"According to Dad I am about an eighth mick." Poke him since I have given him attention before.

"Sure didn't feel like it." He turns red and the rest of the guys are laughing.

"You seemed to enjoy it." I am nodding since he was enjoyable.

"Yes I did, but I mean if you had an eighth of a mick between your legs it would be bigger. Not that you were not big enough anyway but you make it sound like you should be bigger."

His head drops to his hands so I leave him alone and head for the bar. Alfred comes over quick and does allow as the band is not paying. Also stands right there to do the martinis so I share the conversation and he is laughing. Most of the bar is laughing even, probably mean to the one fella but he had a good size that he put to me anyway.

Back over to the band and give out the drinks, and a nice long kiss to the one fella. Make up for making that big a joke on him. Got us clapped at and he is grinning when I go in the back to find the boxes. The brown plaid boxes are easy to find, and not opened yet so need to use the supplied pry bar. Getting the box open I look in and this is wrong.

The bottles are in the box, but there is a bottle missing, have an empty spot where a bottle would go. Check the lid to find two sets of holes, as in the box was opened and then sealed up again. I'm unsure on if that was from the outfit or someone else, so I better ask Simon. Get the bottles to Alfred then right on into Simon's office to find him looking over the papers again.

"Perhaps got a beef." Simon puts the paper down and looks at me.

"What is the fella saying?" Shake my head.

"I just went to get a couple bottles of brown plaid, box wasn't opened and shy a bottle. Checked and see two holes for nails so are we supposed to be shy a bottle a box?" Simon shakes his head and frowns.

"That isn't good, if the outfit did that then no beef but they are supposed to mention if they are shorting or got shorted. Go on back out there and if nobody is wanting a waitress go talk to Fred, he will go speak to them tomorrow."

"No call?" Simon shakes his head.

"Where we are there is no reason to need to call for assist and that is the only reason to call. Something like this they prefer we go and talk to them in person. Keeps the lines free for emergency, though I think it's more along the lines of not having anybody calling up on a line that is tapped. If it is tapped." Snort and shake my head.

"I don't think the bulls will tap the lines, Capone is good at paying his way clear and rather frightful according to the word." Simon nods and shrugs.

"Far as I know he is actually rather nice, but then he does see that people are bumped off. Go on back out there and don't forget to tell Fred."

Nod and go back out to the joint proper, go through the tables and do have to collect glasses. A number of glasses even so I guess the fellas noticed that there is a waitress. Alfred simply collects the dirty to drop in the sink so head for Fred. Course when I get to Fred there is knocking on the door so I get a finger and he is checking.

Door opens after a moment to let in a small crowd again. Get looked over so that is sort of a darn, but then it's not hard to do this. Probably need a chair in another hour or two though. See them on by with Fred then he is turning to me.

"Better not be here to beef at me." Shake my head and grin.

"Alfred wants a turn with me, and Simon got one. I am still going home with you and we have a caper perhaps." Fred is frowning now.

"What sort of perhaps caper?"

"I went and opened up a box of brown plaid and found it shy a bottle. Box shows as having been nailed shut twice so you get to go talk to them tomorrow. I suppose I will go with, less likely they will get upset with a skirt along." Fred is nodding to that so I guess I will go with him, then his hand comes up.

"Yes you will come, that is a good notion and then you seem to know everybody anyway. There is one thing, need to open all of the boxes and check, if it is already open then Alfred got it. If it is not we need to have a list of everything we got shorted. If this is from the outfit they will want to have a listing, to make sure it is a proper short. If it is not they will want to know since the different bottles of hooch are collected by different drivers."

"I'm not sure I know everybody, I am a looker and free with the attention, it's great fun."

"Honestly I'm shocked you don't have a child already." Roll my eyes then get poked by Fred. "Go see to the new people and then check on the boxes, make a list and take it to Simon so he can do a proper list."

Go back into the joint proper and get waylaid by a skirt right off. She didn't even go out dancing or head for the bar so this is a little off.

"They still hiring here and what does it take to get the position?"

"I gave some affection to Simon, mostly on account of I came here for that very thing anyway. Also going home with Fred so he is mine, for this little while. Alfred is lonely if you are after nookie and Simon did say he has the monies for two more. Four days a week in and three sawbucks a month." She nods and makes a face, not precisely a happy face.

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