Context: Your invited to a Christmas party by an old Co-Worker of yours, despite not wanting to go you obliged him because you owe him. After arriving you run into your old babysitter who you use to have a crush on.

Tags: [F4M] [Tomboy] [Wholesome] [Kissing] [Hugging] [Christmas] [Confession]

Usage: You may tweak or record this script.

Monetization: All forms of monetization are OK with me! YouTube, Patreon, etc. I would appreciate being able to listen to the recording, if possible. Let me know if you have any questions. Thank you!

Note: this is another one of those scripts that if you want to go different tag (F4M to F4A, etc.), you can. Similar to the previous Script that I made F4M, I'm just using this to work on any issues I have with specific script writing (Too corny, drags on too long, etc.).

[Scene opens up with a party in full swing]

***

[SFX: Party crowd]

[You walk in for a bit trying to find the host, and after a while you just stand in the middle of the party room, until someone sneaks up behind you and covers your eyes with their hands]

"Guess who?"

[You pause for a second and wonder as she releases her hands and stands in front of you]

"How's it going? Didn't expect to see you here."

[You pause for a second trying to figure out who she is]

"Seriously? You don't know who I am? It's me, your old Babysitter."

[It takes you a while but you recognize her]

"Yeah, some thing's change I imagined. Stopped dying my hair blonde for starters, just wasn't worth it. The damaged hair, the constant touching ups, I just figure go back to my natural brown hair. What do you think?"

[You blush a little and tell her she looks great]

"I figure you like it. Man though, you really grew up quickly. Hard to believe you use to be shorter than me."

[You mention how long ago it was]

"Yeah, well...I kind of figure you would shoot right up. I mean your dad was pretty tall, It was only natural you get his genes."

[Pause]

"So, have you been good?"

[You nod]

"Good, good."

[She grabs you a drink and you two decide to find someplace to continue talking]

"Don't worry, It's just a Shirley Temple. Nothing too fancy. So tell me, since it's been a while...What have you been up to?"

[You say mostly working and studying]

"The old work and study routine eh? Yeah, been there done that. I have to admit though, I'm surprised you showed up to this party alone. I figure you at least have a girl with you."

[Your face turns bright red as your former babysitter laughs playfully]

"I'm just messing with you, no need to be so serious. I remember you use to be so shy around other girls, how they came across as menacing or intimidating. It didn't help most of them were like what, five? Six?"

[You look down and say under your breath seven]

"Seven that's right. Can't believe it's been that long. I remember babysitting you when I was 12 and you were 6. Man you use to be a handful the first few nights."

[You apologize for any inconvenience you caused her]

"Hey, don't sweat it. The pay was good and after the first few nights, you were the sweetest kid that I ever looked after."

[She says pinching your cheeks]

"Although if you did have to apologize for something, it's not recognizing me at first. I mean, I get it. People change, you certainly did."

[She says this under her breath]

"I'm surprised you turned out to be a rather handsome adult."

[She takes a sip of her Shirley Temple and looks back at you]

"If memory serves me correctly, you used to have a crush on me back in the day didn't ya?"

[You nearly snort out the Shirley temple you were drinking]

"Woah dude. Didn't realize that I brought up something from your past."

[You asked that she knew?!]

"Well duh? You were far from the subtle type. Anyways, it's nothing to be embarrassed about, we all had those crushes back in the day."

[She gets closer to you]

"Just between us, I kind of used that to my advantage."

[You look as pale as a ghost]

"Remember all those times you were suppose to do your homework, and I would just lean in and say; "Could you please do your homework for me buddy? It would mean a lot to me."

[You mention that was playing dirty]

"I'll admit, that was pretty low of me back then. It couldn't be helped though, you would procrastinate so many projects soo badly that you would wait till the last minute. I remember one assignment you waited the night before. All I had to do was give you a little puppy dog eyes and the lip whimper . . . and just like that,"

[SFX: Snap fingers]

"You were working on your homework. If I remember correctly, thanks to me you manage to pass many of your classes."

[You couldn't argue with her and state that it was good motivation]

"Well I like to think schoolwork is good motivation, don't you"

[Amounts your talking with your babysitter you look up and blush again then look immediately back down]

"What's up? Haven't seen you this embarrassed since you had that "accident" in the kitchen with the-"

[You point up]

"*Gasp* Oh...my....I'm so sorry, I had no idea honest."

[You say it's fine but she decides to continue]

"Not to change the mood too much, but this might be a good chance don't you think?"

[You look up in confusion]

"Oh come on, No one would judge us if we kiss under the mistletoe. If anything we can use the excuse of keeping tradition. Although that being said, why is there a mistletoe here?"

[She has a massive grin on her face]

"Or perhaps you don't want to kiss your babysitter anymore."

[You look at her in confusion]

"You seriously don't remember huh?"

[Pause]

"*Sigh* Ok guess I have to spell it out. When you were little, your parents told me that you had some separation issues. something about being forgotten at a Sears once, anyways ever since then you were worried that they would leave you behind. So after like 3 visits with you, I was kind of fed up."

[She pulls out a Hershey kisses candy]

"I said to you, if you are good; I'll give you a kiss, and I handed you the candy at the end of the night. Although I think you wanted another type of kiss. So, in the heat of the moment right as your parent's were pulling up you asked for your kiss. Completely forgetting that I promised the candy, I gave you a quick peck on the lips."

[After hearing that story, you almost die of embarrassment]

"Anyways, it's not like that it was a huge issue, but it did become a tradition for about a few more visits. So just think like it's something that innocent. Nothing too weird, unless if you really don't want one."

[You shake your head and state that you do want one]

"Good."

[She leans in and kisses you]

"See? Nothing too bad."

[Still blushing you ask if she's seeing anyone]

"*chuckles* Woah, didn't think you had the guts to ask that kind of question."

[You apologize]

"No need to apologize, I'm not offended. Just surprised is all."

[Pause]

"Well currently, I'm not seeing anyone."

[She wraps her arm around your shoulder]

"Why, thinking of asking me out. *chuckles* Yeah right. I bet your already seeing someone right now. Maybe having to as my grandpa use to say "Chase woman away with a stick"

[You mention that your still single]

"Huh? Seriously?! Ok, not gonna lie but..do girls your age just have no taste? I mean, I would probably jump at the chance to go on a date with you. Although you probably wouldn't want to go on a date with someone like me."

[You ask why]

"Why? Seriously, who would be interested in an old Tomboy like me? Well old by some standards, *under her breath* like by 5 year old's"

[You raise an eyebrow]

"Long story short, some kid asked how old I was thinking that I was probably still in my teens. When I mentioned my age, the little brat said "Woah, that old? That's pretty ancient. Your almost as old as my mom." That I have to admit hit pretty hard."

[You say that she is still as charming as the first time they met]

"Thanks, I kind of needed that. Anyways what's your plan after this. Please don't tell me that you will be just studying."

[You hand her a Jewelry case with a piece of Jewelry in it.]

"Wait, is that for me? Let me guess, you knew I was going to be here so you wanted to get me something."

[You admit that it was the plan and ask her to open the Jewelry box, to witch she does]

"Ok, ok. Knowing you it's probably something extremely girly. Maybe something too frilly, or even-"

[She opens the case with a Brooch in the shape of a Dragonfly, and a note attached]

"Woah, this is...I assume you want me to read the note right?"

[You nod]

"Let's see;"

[She begins to read the note]

"To the girl who is just as cool as a babysitter as she is a woman. I figure you wouldn't be into any fancy Jewelry but when I saw this Dragonfly one, it made me remember the time we went into that field and found a bunch of them just sitting on top of the tall grass. Chillin'. It was also the first time that I fell for you. I figure these feelings would go away over time, but your still the girl that I love...even now, I cant find the best way to tell you. So, I figure I show you with this...if you pardon, cool but amazing insect brooch. Just like you, I am mesmerized by both."

[She starts to blush immensely trying to clear her throat]

"Is this what I think it is? A love confession?"

[You nod]

"Well alright then. So your ok with me being your girlfriend then?"

[Your shocked by her response she chuckles]

"What were you expecting, me to be offended by this and say "How dare you, I was your babysitter.", because that isn't going to happen. You want to know why?"

[You ask why]

"It's because I love you too."

[She kisses you and wraps her arms around you in a warm hug]

"Tell you what? Since these holiday season can be hectic, afterwards want to go on a date with me?"

[You nod in excitement]

"Good. See you later than cutie~"

[Fade to black]

[The end]