Chapter Text
You step out of your house, grumbling under your breath. Lea owes you big time for this. Babysitting wasn't exactly how you envisioned spending your Friday night. As you walk down the street to Emma's house, you mentally curse the concert that pulled your sister away and left you with babysitting duties.
The warm glow from the porch light guides you to Emma's front door. You take a deep breath, steeling yourself for what you expect to be a tedious evening. You ring the doorbell and within moments, the door swings open. Emma's parents, Mr. and Mrs. Garrison, greet you with hurried smiles.
"Oh, Peter! Thank you so much for stepping in at the last minute," Mrs. Garrison gushes, practically pulling you inside. "We’ve left a list of instructions on the kitchen counter. Emma's bedtime is in an hour."
Mr. Garrison pats you on the back. "You’re a lifesaver, Peter. We’ll be back by midnight."
You barely have time to nod before they rush out the door, leaving you standing in the foyer. You take a moment to absorb the sudden quiet and then turn to see Emma peeking out from behind the living room doorframe. Her wide eyes and shy demeanor remind you of a deer caught in headlights.
"Hey, Emma," you say, offering what you hope is a reassuring smile. "I'm Peter. Lea's brother."
She steps out slowly, clutching a stuffed bunny to her chest. "Hi," she whispers, her voice barely audible.
You walk over to the kitchen and glance at the list of instructions. It's the usual babysitting fare—dinner, a bit of TV, and then bedtime. You look back at Emma, who is watching you with a mix of curiosity and hesitation.
Dinner is ready in a big pot on the stove, so you grab some plates and serve both yourself and Emma some spaghetti and meatballs. It smells good, and you only had half a protein bar before leaving home, so this is a welcome bonus of babysitting tonight. You sit down at the table and call Emma over.
"So, what do you usually do with Lea, after dinner and before bedtime?" you ask, trying to break the ice.
Emma shrugs, her eyes darting to the floor. "We play games or read stories."
You nod, feeling a bit out of your depth. "Okay, well, we’ll have some time before bed. Do you want to play a game?"
Emma brightens just a little at the suggestion. "Do you know how to play Candyland?"
You chuckle. "I think I can manage that."
You see her start to eat just a little bit faster, as if she wants to spend more time playing games than eating. She's a very cute little girl. Strawberry blonde hair, green eyes, button nose, freckles all over her cheeks and shoulders, and down her neck... You catch yourself, your eyes shouldn't be trailing down the frilly straps of her top, she's only nine years old! But then again, she wouldn't even understand the way you were looking at her, right? So it can't hurt.
The rest of dinner, however quickly it finishes, is eaten in silence. You feel a bit awkward, but she seems oblivious to it. Good, because that way you can keep stealing glances at the places her freckles disappear under her clothes. How far do they go? Are they really all over her body?
As you set up the Candyland game, you notice Emma stealing glances at you. She's clearly shy but there's something else there too. Has she ever been around a guy your age before? Maybe it's because she thinks you're cool, probably because you're older and different from the usual babysitter she's accustomed to.
The first few minutes of the game are filled with awkward silence, but as you both get into it, Emma starts to relax. She begins to smile and laugh, her shyness slowly melting away. She tells you where to move your piece, and what to do when you land on the "task" squares. You find yourself enjoying the game, her infectious laughter lifting your spirits.
"You're really good at this," you say, watching as she deftly moves her piece ahead.
Emma giggles. "Lea always says the same thing."
As the game progresses, you notice Emma becoming more animated, her initial reticence replaced by an earnest desire to know more about you. She asks questions about school, your favorite hobbies, and what it's like having Lea as a sister. You answer with a mix of honesty and humor, finding it surprisingly easy to talk to her.
She has now moved herself closer to you to get to the other side of the game board more easily, and she has to reach over you for every move. When she does that, you get the chance to look at her thin little body again, from really close up this time. Yes, you see, the freckles you can see on her clavicles go lower down as well.
When she reaches over to grab a card, her shirt falls away from her chest and you can see down the front of her top. Her ribs are showing through the skin, and you can see one of her nipples. It's small, and pink, and actually... hard?
You feel your dick stir in your pants. Fuck, why is this nine year old so attractive to you right now? And more importantly, is she also attracted to you? Or is she just cold, or generally excited?
By the time the game ends, it's almost time for her to go to bed. She places her piece on the winning square and jumps up with joy. You smile at her while she does a little victory dance in front of you, and reach out your hand to shake hers, to congratulate her on a game we'll played.
She holds you hand gently, and all of a sudden gets very shy again. Her eyes flit downwards, her cheeks go red, and she stutters while she thanks you. What's that all about?
Together, you pack up the game. You glance at the clock and then back at Emma, who looks a little disappointed that the night is drawing to a close.
"Can we read a story before bed?" she asks, her eyes hopeful.
You nod. "Sure. Which one do you want to read?"
She leads you to her room and picks out a book, handing it to you with a shy smile. As you read to her, sitting on the edge of her bed, she inches her body closer and closer to yours. Crap, there goes your easily excited cock again. You curse your teenage hormones under your breath and make sure the book is obscuring her view of your crotch. Emma's a sweet kid, and you don't want to scare her.
When you finish the story, Emma looks up at you, her eyes drowsy but content. "Thanks for babysitting me, Peter."
As she says this, her hand lands on your thigh and she squeezes you a little bit, while she smiles at you with her half-lidded emerald eyes. Fuck fuck fuck, your dick is really trying to stand at attention now.
You force a smile, ruffling her hair gently. "Anytime, Emma. Sleep well."
As you close her door and head back to the living room, your cock throbbing in your pants, you think about how and where you can get yourself off.
You didn't close the curtains downstairs, so you decide to walk straight to the bathroom. In the hallway you pass a photo of Emma on the wall. In it, she's is just a year or two younger, and splashing around in a backyard pool. Her little frilly bikini clinging to her pale freckled skin.
Not thinking clearly, you grab the frame off the wall and keep walking to the bathroom. You lock the door behind you, sit down on the edge of the bathtub, and open your fly with one hand, while you look at the photo in your other.
How is it that this little thing turns you on so much? Your cock strains against the hem of your boxers, and you put your hand on it. Your mind wanders back to a few minutes ago, when Emma's little hand was on your thigh, squeezing you just that little bit. Did she really have no idea what she was doing?
You shrug your pants and boxers down to your knees, and you take your dick in your hand. After not but two pumps of your member, you hear a soft voice in the hallway. Shit shit shit, she's awake and calling for you!
"Peter? Peter, I can't sleep," says Emma in the hallway.
It sounds like she's walking toward the bathroom, so you quickly pull up your pants, zip back up, drop your shirt over the front and wet your hands a little bit, pretending you've just used the toilet.
"Hey what's up, princess?" you ask Emma while you're opening the door, hoping to god she doesn't accidentally look at the obvious bulge in your pants.
Calling her princess was a home run. Her face lights up from her initial frown and she beams up at you. God her eyes are so beautiful... Where does a nine year old get a face like this?
To your surprise, she reaches out her arms to you, as if she was a much smaller child, indicating she wants to be picked up.
Because you're not sure it's what she wants, and because of your still painfully bulging crotch, you first grab her hands with yours, holding her at arms length. Her smile falters a little, and she looks down at the floor.
"Will you carry me to bed and tuck me in?" she asks in a timid voice. "Lea always does it!" she quickly adds, after you hesitate.
"How could I say no to you?" you say, only half-joking. To yourself you think 'I would commit murder if it meant I could stare at this child forever.'
She squeals a high pitched giggle when you step forward and grab her waist, hoisting her up into a fireman's carry. You still don't want to risk her noticing your hard on.
So with her head and arms dangling over your back, and her perky little ass only inches away from your cheek, you start walking to her room.
"Peter, did a photo fall off the wall?" Emma asks, with a start.
Shit. You stop walking and scramble for an answer.
Trying to look over your shoulder, but only getting more of a view of her tiny peach, seperated from your face by only two thin layers of cotton, you say: "Oh, yeah, I didn't turn the light on and walked into the wall. Your house is a little bit different from mine! But don't worry, nothing broke."
She seems satisfied with the answer and drapes her body down your back again. You fold your arm around her legs, and hold her hip on the other side with your other hand, forcing yourself not to touch her pert ass.
"Alright, princess, your noble steed will now bring you back to your castle tower!" And you take off galloping down the hallway and up the stairs.
Emma giggles and squeals, and even says "Giddy-up, horsy!" spanking your lower back. Did she aim for your ass, but was she unable to reach? Hard to tell, but your fantasy runs wild.
Or is it your reality? When you arrive at her bedroom door, and start pulling her down off of your shoulder, you notice your hand is now actually resting on one of her little butt cheeks. Your cock twitches again and you feel a little light headed, swaying in your feet. You put her down on the ground awkwardly.
"Horsy, are you okay?" Emma asks, genuine worry in her voice.
"Yes princess, I'm sorry, I just got a little bit tired from galloping up the castle staircase."
"Aww, poor horsy. Come rest with me for a while!"
She leads the way into her bedroom and looking back at you, crawls into her bed.
"My mom says I'm not allowed to be in my bed with outside clothes, so you also can't. But you can be on top of the blanket, horsy!" And she pats the bedding next to her.
FUCK. The little minx is actually inviting you into her bed? Okay, *onto* her bed. But still. She is in it and you will be right next to her. Does she know what she's doing? Your cock is pulsating in time with your heartbeat, which is definitely quickening now. You draw in a breath.
"Princess, I don't think horses are supposed to be in human beds." you try to reason with her, and with your cock.
"But I am the PRINCESS!" She raises her voice to emphasise the words.
Wow. Okay. She definitely seems to be sure about this. You take the few steps to her bed and sit on the edge, not daring to touch her. You make sure with a quick glance that your bulging package isn't too obvious in this position.
"My mom always cuddles with me before I go to sleep." Emma looks at you with big, innocent eyes.
You hesitate still. What if she tells her parents that you did that with her too? They might call the cops on you...
"And Lea does it too! It really helps me to get sleepy." Emma tries again.
She can't *not* know what she's doing... Can she? She's nine years old and girls are always a little more mature than boys at that age. You remember the girls in your class always talking about their crushes on singers and actors and even teachers... Maybe Emma has a crush on you? Maybe you could use this to your advantage?
No, what are you thinking?!! Fucking hell bro, she's NINE. Your are SEVENTEEN. This is all in your head and in no way does a nine year old know how much she is driving you insane right now. If you give her what she wants maybe she'll fall asleep quicker and you'll be able to get yourself off soon, too.
So you give in. "Okay okay, here, move over."
Emma flashes you a smile that... No, it's not devilish. She is innocent. Right?
Before you have too much time to think about it, she has scooted over and you lay down beside her. She even grabs your arm and pulls it over herself, holding on tight to your bicep.
You want to glance down to check your bulge again, but it's not really possible in this position. You feel it throb, and you just hope that you're safe.
Emma sighs a content sigh, and nestles her head back into you, ending up with the top of her head right under your chin, the back of hear head resting against your throat. You swallow, and feel like your dick is about to explode out of your pants. What the fuck do you do now? She doesn't seem like she's going to let you go any time soon.
"Hey, Peter," Emma starts, and then hesitates. Her breaths seems to be coming in a bit quicker.
"Yeah, Emma?" you try to coax what she was going to say out of her.
She is still holding on to your arm with both of hers. Her hands are not even big enough together to close around your bicep. You see her orange nail polish is a little chipped. Emma is still silent, but she hasn't moved away from you.
"You can tell and ask me anything, princess. I promise I won't tell anyone, or think it's weird." Maybe she wants to ask you something about being older? That she doesn't dare to ask her parents? Lea did say she gets asked a lot of questions like that by Emma.
"Okay, uh.. Peter, uh, do you think I'm pretty?" She holds her breath a little, and so do you.
Fuck. Fuck fuck fucking fuck. What do you say? She's clearly insecure about this, and asking you, for reassurance, right? You wouldn't even have to lie to her to say she is absolutely gorgeous and just about the sexiest thing you've ever laid eyes on. But you can't tell her that, that's weird!! How do you tell her this in a normal way? What even is a normal way for a seventeen year old guy to tell a nine year old girl she is pretty, while he is in her bed, holding her in his arms?!
"Peter... Why... Is the answer no?" She sounds like she is about to cry.
Shit, you hesitated too long! And now you can't help yourself, you cannot bear to see her sad. "No no no, baby, the answer is yes! Don't you worry at all! You are SO pretty. I have never seen a prettier girl than you."
Uh oh. Was that too much? Did you cross the line now?
Emma turns around, looking at your face. She searches for something... Is she unsure if you're being honest? You force yourself to not look at her body, to just keep looking at her face, for the love of God.
She moves a little bit closer to your face, but she is still lower down in the bed than you are. You can see her eyes and nose, but your chin would reach her forehead if you only move an inch forward. She's not looking at you now.
"Emma, I promise I am not lying to you. But... I don't think you should tell anyone what I just told you. People might think it's a little bit weird if a guy my age tells a girl your age she's the most beautiful girl he's ever seen."
She looks up at you, you tilt your head down so you're facing her. Fuck, those eyes. Such deep pools of emerald. They twinkle in the soft orange light of the bedroom.
"I think you are really pretty too." Emma says. No one has ever told you that before, and normally no one should even try, but with her... You can't help but smile and feel your cheeks get hotter.
Your heart has been beating so loudly for the past few minutes, adrenaline coursing through your body, that you had completely forgotten about your erect cock. But you feel it straining again now.
"Thanks, Em."
She giggles. "Nobody calls me that! My parents say my whole name is more beautiful."
"Oh, I'm sorry.."
"No! I like it when you do it. But..."
"But what?"
She looks away, blushing. "I... I like princess even better."
God, she is adorable. And so beautiful. And you feel like your heart is about to explode. So you put your hand under her chin, lifting her face up to yours, and whisper: "Then you will be my princess, Em."
Before you go to far, you catch yourself. Why did you lean into her? Were you going to kiss her?! No!
But it's too late. She has already bridged the rest of the small gap between your faces and puts her lips on yours. Small, soft, warm little girl lips...
You kiss her back, losing yourself. Your arm glides down her back, cupping her ass through the duvet. She is so small in your arms. So warm. So fragile. Your dick is straining painfully against your fly.
Peter! What the fuck! Stop!! Your rational brain finally catches up, you pull back from her face and let her go. This was not supposed to happen!
She looks at you, all angelic and so peaceful. It's like she didn't think this was weird at all. Like this was exactly what she wanted to happen.
Closing her eyes again, she sighs and leans into your chest. You put your arm back around her, her back this time, and gently squeeze her to you. God, what has been happening this past hour?!
After a few minutes of laying in bed with her, her breathing gets deeper and more even. Her face is relaxed and her hand twitches against your chest a couple of times. You slightly pull away from her to check if she's really asleep.
Nothing happens, so it seems like she was right after all; cuddles would help her fall asleep faster. You smile at the thought.
Once you've slowly and silently extricated yourself from her bed, you can't help but stare at her for a while. Her gorgeous angel face, the freckles all over her shoulders where one strap of her pyjama top has come off...
Your dick, definitely still half hard, twitches back to full mast. Man, this has been an edging experience like never before... You want to cum, but you also want to just watch her sleep.
And, since she is asleep... She won't notice if you combine those activities, right? Before you have fully thought it through, your cock is already in your hand. Finally, fuck!
Slowly tugging on your meat, you let your eyes wander all over her lovely face, her thin arms, her elegant fingers, all covered in freckles too. Oh how you wish you could kiss all of those beige splotches on her porcelain skin.
You think back to her small hands on your chest, her lips meeting yours. Fuck. And earlier, her clutching your bicep, holding on to you as if her life depended on it... Ahh, you imagine feeling her entire body to yours, you think about what you would have felt when you would've been under the covers with her.
Getting closer to orgasm, you know you need to leave this room. You can't even imagine what would happen if you'd cum all over her bedroom floor. It's hard to do, but you do stop jerking yourself and leave quietly. In the hallway, after you've closed her door, you feel your shoulders relax. It's only nine o clock and yet you feel like this evening has taken 24 hours.
Now you can finally get back to your original plan: jack yourself off to her swimsuit picture in the bathroom and clean up any mess, then cool off by watching a movie downstairs until her parents come home, get the cash, and leave this whole crazy situation behind.
"Any problems?" Emma's dad asks you, while handing you the fifty.
"No sir, she was really chill actually. A bit shy in the beginning maybe, but she ate all her food and went to bed on time!"
"Oh, that sounds just like Emma!" her mother grins. "She was shy with Lea at first too, so she might just have to warm up to you a little!"
You try to keep a straight face while thinking of how quickly Em did in fact warm up to you, and how incredibly hot that was.
"Well, it might not even be necessary because I'm sure you have better things to do than babysit. But thanks again for filling in for your sister."
"Well, Emma is a sweet kid, and I had some time to catch up on a TV show my friends have been watching, so if Lea ever needs a replacement again, it wouldn't be a huge inconvenience," you say, with as much nonchalance as you can muster.
"That's great news. Now, Peter, you go home and get some rest. See you around!"
"Will do Mr. Garrison. Bye Mrs. Garrison. Goodnight to you both."
You walk out the door, and start wondering if you are going to wake up from this dream any time soon. How did any of this happen? And how did you get away with it? And... What if Lea indeed needs a replacement again, would you do it? And what would Emma do, then?
Questions like these don't stop pestering you until you land your head on your pillow, and you can't help but feel your dick swell again at the thought of getting to have this experience again in the future. What if Emma wants to do more than just a peck on the lips?
You start to imagine her lips parting while she kisses you, straddled on your lap on the couch. Your cock pulses in your hand and you imagine it's her pussy pressing down on your dick. You think of how you would gently start to explore her mouth with your tongue, caressing hers.
She would mirror your movements and respond in kind, her arms around your neck, hands running through your hair. Your hands would be feeling her body up and down, along her sides, back, legs, you'd give a quick squeeze to her perky little peach, eliciting a little moan from her mouth into yours.
Just the thought of her body responding to your touch like that pushes you over the edge for a second time tonight. You cum hard and long, and it takes a while before you catch your breath afterwards. And damn, what a blessing to fall asleep after that.