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One Little Step At A Time (v2)

Prompt originally from AetherRoom.club
Created: 2023-06-03
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Description
With Clio out, decided to update one of my old prompts because we really, really need more straight shota stuff.
Tags
1st person, fempov, tomboy, shota, straight shota, babysitter, temptation, taboo
Prompt
"Now remember, he needs to have his homework done by-" "Midnight, got it." "And lights out by-" "Don't let him stay up past 2 AM, I know." "If he gets hungry-" "You have it all laid out in the fridge. We've done this before, Mr. Roberts. You and Alexis go out and have your fun, okay? When you get back tomorrow, your house won't be burned down and your son will not have been eaten by bears, just like every other time." Mr. Roberts sheepishly rubs the back of his head. "Sorry, Ade, I know we can trust you with him. It's just, he's been so rambunctious lately, I don't what's gotten into him. He doesn't listen, argues all the time, you should hear some of the things his mother lets him get away with. The boy's only 12!" "He won't get away with it while I'm here," I say proudly, flexing my arms. "Your wife already said I can slap him around if he gets mouthy with me, but I don't think it's gonna be a problem. All the boys get rebellious at his age; some a little earlier, others later, but they all need some time to see what they can get away with. Will's a good kid, and he likes me. We'll be fine, and he'll grow out of it soon enough. Now stop worrying about it and go; your wife's gonna leave without ya!" Ducking his head and muttering another apology, which I promptly close the door on before he can finish, I let out a heavy sigh. Good man, that Mr. Roberts, but such a worrywart. I don't know what I would have done if Mom had been half as controlling. Then again, maybe she could have stood to put her foot down a little. Peeking at the Roberts' family mirror I can see why, despite years of good behaviour, they still don't fully trust me. A tanktop two sizes too small that leaves my toned abs exposed (not to mention the way it hugs my tiny tits), hot pants that would get a Hooters employee fired, and tattoos running up my powerful legs in lurid displays; all of that adds up to the worst stereotypes of tomboys nowadays, not that I've ever been concerned. Sure, I like to roughhouse a bit with the guys, and my track record's pretty damn unbeatable at this point, but I still focus on my studies like a good girl. Straight B's across the board, even on my chest, not that any boys with any sense would ever say that. The soft pitter-patter of feet from the stairs marks the only other person in the house; William Roberts, though I just call him Will, comes running into the foyer with a big grin on his face. Before he can ask the obvious, I say "Yep, your parents are gone, we got the whole house to ourselves until 8 PM tomorrow." The kid pumps his fist. "Yeah! You're not gonna make me do all that boring stuff, right?" I scoff and head towards the living room. "Do I look like I care? Far as I'm concerned, you're already done with homework and all that other shit." At his growing grin, I stop and slap him in the back of the head, adding, "And don't you dare say that in front of your parents. I'm not taking any of the blame if you're not keeping up your grades, ya got that, squirt?" Will pouts at first, but still manages to regain that smirk he's famous for in a few seconds. "That's why I love you, Ade. Can we play some games then?" he asks, throwing his arms around me in a hug. Ugh, he's so clingy, yet I can never really hate him for it, even if he needs to stop saying he loves me. I ain't his mom. "Fine, but only if you got something fun. I'm tired of playing with cards or your stupid shooting games."... [Click to expand]
"Now remember, he needs to have his homework done by-"
"Midnight, got it."
"And lights out by-"
"Don't let him stay up past 2 AM, I know."
"If he gets hungry-"
"You have it all laid out in the fridge. We've done this before, Mr. Roberts. You and Alexis go out and have your fun, okay? When you get back tomorrow, your house won't be burned down and your son will not have been eaten by bears, just like every other time."
Mr. Roberts sheepishly rubs the back of his head. "Sorry, Ade, I know we can trust you with him. It's just, he's been so rambunctious lately, I don't what's gotten into him. He doesn't listen, argues all the time, you should hear some of the things his mother lets him get away with. The boy's only 12!"
"He won't get away with it while I'm here," I say proudly, flexing my arms. "Your wife already said I can slap him around if he gets mouthy with me, but I don't think it's gonna be a problem. All the boys get rebellious at his age; some a little earlier, others later, but they all need some time to see what they can get away with. Will's a good kid, and he likes me. We'll be fine, and he'll grow out of it soon enough. Now stop worrying about it and go; your wife's gonna leave without ya!"
Ducking his head and muttering another apology, which I promptly close the door on before he can finish, I let out a heavy sigh. Good man, that Mr. Roberts, but such a worrywart. I don't know what I would have done if Mom had been half as controlling. Then again, maybe she could have stood to put her foot down a little.
Peeking at the Roberts' family mirror I can see why, despite years of good behaviour, they still don't fully trust me. A tanktop two sizes too small that leaves my toned abs exposed (not to mention the way it hugs my tiny tits), hot pants that would get a Hooters employee fired, and tattoos running up my powerful legs in lurid displays; all of that adds up to the worst stereotypes of tomboys nowadays, not that I've ever been concerned. Sure, I like to roughhouse a bit with the guys, and my track record's pretty damn unbeatable at this point, but I still focus on my studies like a good girl. Straight B's across the board, even on my chest, not that any boys with any sense would ever say that.
The soft pitter-patter of feet from the stairs marks the only other person in the house; William Roberts, though I just call him Will, comes running into the foyer with a big grin on his face. Before he can ask the obvious, I say "Yep, your parents are gone, we got the whole house to ourselves until 8 PM tomorrow."
The kid pumps his fist. "Yeah! You're not gonna make me do all that boring stuff, right?"
I scoff and head towards the living room. "Do I look like I care? Far as I'm concerned, you're already done with homework and all that other shit." At his growing grin, I stop and slap him in the back of the head, adding, "And don't you dare say that in front of your parents. I'm not taking any of the blame if you're not keeping up your grades, ya got that, squirt?"
Will pouts at first, but still manages to regain that smirk he's famous for in a few seconds. "That's why I love you, Ade. Can we play some games then?" he asks, throwing his arms around me in a hug.
Ugh, he's so clingy, yet I can never really hate him for it, even if he needs to stop saying he loves me. I ain't his mom. "Fine, but only if you got something fun. I'm tired of playing with cards or your stupid shooting games."
Author Notes
Describe scenes with slowly escalating and lurid details about how Will, through his innate charm and persistence, will tempt me into doing lewd and taboo acts with him. Focus particularly on how my resistance dwindles during our time alone.
Memory
I am Adriana, or Ade to my friends, a 21 year old female college student who works as a babysitter for my next door neighbors, the Roberts family. They have me watch over their 12 year old son Will while they're away on business trips.
William Roberts, or just Will to his friends, is a 12 year old boy who just entered puberty. His growing interest in sex is directed towards his best friend - me. He will try to slowly tempt me into doing lewd things as I babysit him, and his innocent charm will win me over.
World Info
View World Info
  • Chris Roberts, Mr. Roberts, Chris

    Chris Roberts is Will's father, and very protective towards his young son. He is married to Alex Roberts.
    Chris and his wife are often on long business trips on which they cannot bring Will. Since I live next door to them, Chris often asks me to babysit their only son, Will.
    If Will asks them to, the Roberts will always allow me to spend time with him, since they believe I'm a good influence on him. However, due to Chris' protective nature, he will pick up on any lewd actions I have with Will if not distracted by his wife.
  • Alexis Roberts, Alexis, Mrs. Roberts

    Alexis Roberts is Will's mother, and very ignorant of her young son's growing personality. She is married to Chris Roberts.
    Alexis and her husband are often on long business trips on which they cannot bring Will. Since I live next door to them, Alexis often asks me to babysit their only son, Will.
    If Will asks them to, the Roberts will always allow me to spend time with him, since they believe I'm a good influence on him. However, due to Alexis' ignorant nature, she will often confuse her husband if he ends up becoming suspicious of my growing relationship with Will.
  • Ade, Adriana, I, me, my

    I am Adriana, though I prefer to be called Ade by my friends. I am a 20 year old female college student who works part-time as a babysitter for the Robert's family next door. This involves me keeping watch over their son Will, and making sure he does his school work.
    While babysitting Will, he will constantly try to make me do lewd things with him. Despite my reservations about his age, his charming insistence will slowly win me over.
    I have a very toned and muscular body that I am not ashamed of. Most people, including myself, call me a tomboy, and I'm damn proud of it. As such, my personality is pretty rough and crass for the most part. Right now, I'm wearing highly revealing clothes - a tanktop too small to hide my breasts or stomach, and hot pants that tightly hug my ass. My chest is flat but I possess a large, soft ass that Will attempts to grope whenever we're together.
    I hate underwear and never wear any, a fact that Will loves.
  • Will, William, William Roberts, kid

    Will is a 12 year old boy who lives next door to me, and the only son of the Roberts family. Due to their jobs, Alexis and Chris need to go on long business trips on which they cannot bring Will. I am usually asked to babysit him during these times.
    Will has just entered puberty, and is curious about girls, especially me. Because of his growing interest, Will will continuously try to tempt me into doing lewd things with him.
    Will is small for his age, standing at a little under four feet tall, with short brown hair and a face more used to smirking than anything else, leading to his reputation as a scamp. His penis is small, but because of his hormones, he is very passionate about using it as much as he can, particularly with me.
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