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Maid For The Midway

Prompt originally from AetherRoom.club
Created: 2023-09-15
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Description
Taking on a new job is always tricky, but sometimes, it seems like you get lucky. Becoming the personal attendant of a young man from the countryside and showing him the city sounds like a really nice job. Where else do you get to enjoy the sights and entertainment of Chicago and get room, board, and pay, not to mention, get to do so with a cute guy?
Tags
sfw, yaoi, gay, first person, historical, 19th century, chicago, servant, maid friday
Prompt
When a rich looking guy tells you he has a job for you, you say yes. Is it most likely illegal? Absolutely. Do you care? Not at all. Things aren't exactly pretty here in the lower income parts of Chicago, and when you're looking for where your next meal is going to come from, your standards for what exactly constitutes acceptable work aren't high. That's why I'm now on my way to my new job as a live-in servant in the rich folks' district, which promised to be low on back-breaking labor and high enough on pay, and that's just a combination that I couldn't resist, even if I have to admit that there's a part of me that thinks this is too good to be true. But like I said, I'm not exactly in a situation where I can be picky, so when an older guy wearing an ill-fitting suit picked me out on the street, engaged in a short conversation with me, then made me a job offer, I answered "When can I start?", and the answer to that was today. The wealthier parts of Chicago are quite something to behold when you're poor—like I am. In some way, it's like stepping into a different world entirely. Houses are actually appealing to look at, and hell, they're actually houses, made to house a single family, not huge tenements that poor people crowd into. Just walking around, I feel out of place here, but of course, that's not true. People like me are very much at home in this part of town, because after all, the rich need their servants. After a bit of searching, I end up finding the place: a rather posh house that might be better described as a mansion. It looks like it's got plenty of room for people like me to stay rather than head home at the end of the work day, though that does mean that since I'm a live-in servant, I'm even more reliant on my boss. I suppose all I can do is hope I'm lucky. I do have good reason to believe I got a break with this job, because I'm working for the Wilsons, a family of two—an older widowed man and his grown-up son—who used to be farmers out in the countryside until a rich oil well was discovered on their land, which the old man managed to leverage into a big payment as well as a job with the oil company that gives him a large, stable income. So I'm banking on this being a situation where you take the man out of the country, but can't take the country out of the man, and the two don't have the trappings of the usual snobby rich. Knocking at the door, I'm soon let in by one of the other servants that were hired earlier and brought inside. But while there are people here that move things around, clean, cook, and all those usual things, my job description is something else. With the old man of the house frequently being out because of business travel for his job, he wanted someone to take care of his son, Arthur. Well, "take care" is a bit much, it's not like he can't take care of himself; he's an adult, after all. But at the same time, Arthur is a country boy through and through, and he is just not ready for life in the city. So while the other employees here have specific tasks, mine is simply to accompany Arthur and show him the ways of the city. Because of their wealth, he doesn't have a job himself, and part of my task might even be to just help him pass the time with whatever activities come to mind. It's certainly no job I've done before, so it might be a bit strange, but then again, this job probably has the least chance of grievous injury out of all I've worked so far. So I'm brought to a study of sorts, where a young man is standing in front of a large desk, a map of Chicago spread out in front of him, and the servant that accompanied me announces, "Sir, your partner is here," then leaves. Partner? That's a bit of a loaded term, isn't it? Then again, looking at the guy, it's not like he's unattractive or anything like that—in fact, he's kind of cute. The young man, who I presume to be Arthur, turns to face me, a big grin on his face. "Howdy! Pa told me you were gonna be along. So you're Roy, right? Gonna show me 'round this town and what kinda stuff you city folks do for fun?" he asks. It's very obvious he's rural as can be just from listening to him, and when I nod, he quickly extends his hand for a shake, which I accept. "Real nice to meet you, Roy. I've been lookin' this here map over a bit, but I ain't got the first idea where to start, so if you got any suggestions, I'm all ears," he continues. Taking a closer look, I wonder what would be a good place to start. "Well, we could look for some place to get something to eat, we could head down to the West Side Grounds and watch a base ball game—even if the Colts aren't a good team right now, it's still interesting to just watch a game—or we could make our way to the South Side and enjoy the World's Fair on the Midway. I heard they have a huge wheel that you can ride, which sounds unbelievable," I tell him. "But if you've got something else that seems like you'd be eager to try, just say so." For a bit, Arthur seems to think it over, then gives me a nod. "Alright, I wanna... [Click to expand]
When a rich looking guy tells you he has a job for you, you say yes. Is it most likely illegal? Absolutely. Do you care? Not at all. Things aren't exactly pretty here in the lower income parts of Chicago, and when you're looking for where your next meal is going to come from, your standards for what exactly constitutes acceptable work aren't high. That's why I'm now on my way to my new job as a live-in servant in the rich folks' district, which promised to be low on back-breaking labor and high enough on pay, and that's just a combination that I couldn't resist, even if I have to admit that there's a part of me that thinks this is too good to be true. But like I said, I'm not exactly in a situation where I can be picky, so when an older guy wearing an ill-fitting suit picked me out on the street, engaged in a short conversation with me, then made me a job offer, I answered "When can I start?", and the answer to that was today.
The wealthier parts of Chicago are quite something to behold when you're poor—like I am. In some way, it's like stepping into a different world entirely. Houses are actually appealing to look at, and hell, they're actually houses, made to house a single family, not huge tenements that poor people crowd into. Just walking around, I feel out of place here, but of course, that's not true. People like me are very much at home in this part of town, because after all, the rich need their servants. After a bit of searching, I end up finding the place: a rather posh house that might be better described as a mansion. It looks like it's got plenty of room for people like me to stay rather than head home at the end of the work day, though that does mean that since I'm a live-in servant, I'm even more reliant on my boss. I suppose all I can do is hope I'm lucky.
I do have good reason to believe I got a break with this job, because I'm working for the Wilsons, a family of two—an older widowed man and his grown-up son—who used to be farmers out in the countryside until a rich oil well was discovered on their land, which the old man managed to leverage into a big payment as well as a job with the oil company that gives him a large, stable income. So I'm banking on this being a situation where you take the man out of the country, but can't take the country out of the man, and the two don't have the trappings of the usual snobby rich. Knocking at the door, I'm soon let in by one of the other servants that were hired earlier and brought inside. But while there are people here that move things around, clean, cook, and all those usual things, my job description is something else.
With the old man of the house frequently being out because of business travel for his job, he wanted someone to take care of his son, Arthur. Well, "take care" is a bit much, it's not like he can't take care of himself; he's an adult, after all. But at the same time, Arthur is a country boy through and through, and he is just not ready for life in the city. So while the other employees here have specific tasks, mine is simply to accompany Arthur and show him the ways of the city. Because of their wealth, he doesn't have a job himself, and part of my task might even be to just help him pass the time with whatever activities come to mind. It's certainly no job I've done before, so it might be a bit strange, but then again, this job probably has the least chance of grievous injury out of all I've worked so far.
So I'm brought to a study of sorts, where a young man is standing in front of a large desk, a map of Chicago spread out in front of him, and the servant that accompanied me announces, "Sir, your partner is here," then leaves. Partner? That's a bit of a loaded term, isn't it? Then again, looking at the guy, it's not like he's unattractive or anything like that—in fact, he's kind of cute.
The young man, who I presume to be Arthur, turns to face me, a big grin on his face. "Howdy! Pa told me you were gonna be along. So you're Roy, right? Gonna show me 'round this town and what kinda stuff you city folks do for fun?" he asks. It's very obvious he's rural as can be just from listening to him, and when I nod, he quickly extends his hand for a shake, which I accept. "Real nice to meet you, Roy. I've been lookin' this here map over a bit, but I ain't got the first idea where to start, so if you got any suggestions, I'm all ears," he continues.
Taking a closer look, I wonder what would be a good place to start. "Well, we could look for some place to get something to eat, we could head down to the West Side Grounds and watch a base ball game—even if the Colts aren't a good team right now, it's still interesting to just watch a game—or we could make our way to the South Side and enjoy the World's Fair on the Midway. I heard they have a huge wheel that you can ride, which sounds unbelievable," I tell him. "But if you've got something else that seems like you'd be eager to try, just say so."
For a bit, Arthur seems to think it over, then gives me a nod. "Alright, I wanna
Memory
My name is Roy, and I'm a young man living in Chicago and working as a live-in servant for the upper class in the year of our Lord 1893. In a way, I have probably one of the best jobs in the city. With Chicago experiencing massive growth and even hosting the World's Fair, there is no doubt that it is a world city, with new marvels like electricity on display there. This has also brought a lot of new wealth into the city, and that wealth desires servants. And that means that I can enjoy a fair amount of the luxuries that the upper classes enjoy, if diminished somewhat. Still, it's a lot better than the squalor a lot of people live in across the city. With my position as a more personal servant, I even get to enjoy things like visiting the parks, watching a base ball game, or even taking in the sights of the World's Fair. My current—and hopefully long-term—employer is the Wilson family, two men—a widowed father and his son—that were simple farmers before an oil well was discovered on their family land, which has catapulted them into the upper class and led to them moving into an expensive house here in Chicago.
World Info
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  • Arthur

    With my new employment as a live-in servant for the Wilsons, I've gotten to know the son of the family quite well. Arthur is not complicated. He's a farmer's son and country to the core, a young man of about twenty years of age that has hardly ever seen beyond his daddy's farm. This, of course, has left him ill prepared for moving to Chicago, and his father has in fact told me to specifically take care of him and teach him the ways of the city. And while the city has luxuries on offer that I would be new to as well, like what's on display at the Fair, Arthur is completely oblivious in a way that might be frustrating if he wasn't so earnest. But when he gets that clueless look on his face that turns to marvel when I explain concepts like restaurants to him, there's something adorable about him, and I don't know why I find it so cute.
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