How I Learned to Babysit, Part 1

by Tina

This is my first attempt at writing and I had such a good time doing it. It wouldn't have been possible without help from my good friend Jeneee. Please let me know what you think about it.

Hi, my name is Tina and I thought it'd be fun to tell some of my stories about babysitting. It's definitely one of my three favourite things to do ever. I love to ski and swim and get super tan but I definitely love to babysit the best. Oh, okay I guess that makes it one of my four favourite things!

I'm sixteen and in the eleventh grade. Juniors rock! I loved babysitting from the first time I ever did it. I had to take a class to get certified to sit and to teach me how to do it properly, but I think I already knew how to sit better than what the classes taught me. I probably learned best from Ashley. Ash was the older girl that used to watch me after school because my parents worked and they didn't want to leave me by myself. Maybe it's best to start my story by telling you all about Ash, since I'm pretty sure that the whole reason I love babysitting so much is because of her anyways.

Ash started watching me after school when I was eight years old and in the third grade. She's five years older than me so I guess she was in the eighth grade when she first moved here and I met her. I still am totally in love with her today but she's in college now so I don't get to see her very much anymore except when she's home visiting her family.

Anyway, when I first met her she was so nice to me. She was awfully cute (oh, and still is by the way) and her boobs had just barely started to grow. I was so totally jealous because when I was a little girl I definitely couldn't wait for my boobs to grow. I thought they would make me a sexy big girl and I was really anxious to be a big girl. Little did I realize that I'd come to think that little flat girls are really the super sexy ones.

Ash had long blonde hair and the bluest eyes ever. I totally loved to look into her eyes. She was short (like I am today) so maybe that's why I liked her so much because she was a big girl but wasn't really that big, you know what I mean? She was super cool to me. She helped me with my homework and fixed me snacks. She used to talk about boyfriends and girlfriends and what it was like to grow up to be a big girl. We became really close really quick and I used to love my after-school time with her.

After she'd been watching me for a few weeks, my mom and dad were going out to a late party and asked if Ash could babysit me that night. I was so excited when she asked her parents and they said yes she could. But then even better, my mom told her mom that they were going to be out really late and asked if it was okay if Ashley spent the night and came home the next morning. I was even more super excited when her mom said of course that would be fine. A whole night of Ashley! I was excited but didn't even imagine how great it would actually turn out to be.

Ashley got to my house just after my mom had paid for a yummy pepperoni pizza for us. My mom and dad were all dressed up and running late as usual so they gave me a quick kiss, thanked Ashley a lot, made sure she had their cell numbers and ran out the door. Ash was wearing a way cute denim skirt and a light, knit, short sleeve top. I definitely noticed her cute little bumps under her sweater and secretly hoped that I'd get to see her change into her jammys since she was going to stay the whole night. It was funny because I remember getting a funny tingle in my body when I saw her that night and she hugged me as soon as she arrived. I had on some white shorts that probably fit me a little better the summer before so they were a little bit tight, and a robin's egg blue tank top that would fit me better the next summer because it was a little loose. And it's not like my top had to cover anything up though because remember I was only eight, so I was totally flat and my boobs hadn't even thought about growing yet.

So after my parents left Ash and I had the yummy pizza and then cleaned up the dishes. After that she said it was time for baths. I whined a lot because bath time usually meant it was bedtime right after but Ash laughed and said since my parents were gonna be out so late I could definitely stay up later. I gave her a big hug and went up to get my jammys while she went in the bathroom to run the tub. When I brought my jammys into the bathroom Ash was still running the tub. But, oh my god, I almost dropped my jammys in the water because she had taken off all of her clothes and looked so pretty.

She turned around and I was totally staring at her boobs and pussy. She laughed at me and said "Tina, what's the matter? You don't mind if I take a bath with you do you? Since I'm sleeping over tonight I need to be all clean too!" I scooted up next to her and gave her a big hug as she knelt down for me.

"Oh Ashley I totally don't mind if you take a tub with me I think that'll be so fun! It'll be just like we're sisters." Ash stood up and smiled at me. I just couldn't take my eyes off of her and she knew it.

She patted my head and said, "Okay missy, let's get you ready for the tub." Then she reached down and tugged my top off and knelt in front of me and slid my shorts and panties off in one quick motion. Well it wasn't really quick because like I told you my shorts were just a bit tight so she kinda had to scoot closer to me and tug them a little bit to get them to slide down my legs and then over my ankles. But when she did this she ended up with her face right next to my bare pussy as she slipped them over my ankles.

She looked up at me and smiled. "Wow Tina, your pussy is so pretty. I hope you don't mind if I give it a kiss." Then to my surprise and delight she leaned in and gave my smooth pussy a big kiss, right on my slit. I felt that tingly feeling even bigger when she did that and I thought I was gonna burst when all of a sudden I felt the tip of her tongue slide from between her lips and run right up the length of my slit. I was so excited I couldn't believe what was happening. It felt really good and really tickly at the same time and I got all giggly and couldn't stop.

I reached down and held her head tight against my hot little pussy and hoped she'd never stop kissing it. She felt my hands on her head and giggled. Then she gently pulled away and raised herself up a bit and kissed my lips lightly saying, "I'm totally excited too Tina, but we have all night to enjoy each other so let's start out by taking our bath." Lifting me up, she cradled me tightly against her and then stepped into the tub. She stood me up as she sank down at one end of the tub and then held out her arms for me to sit down in her lap. I know I had the biggest smile on my face as I lowered myself into her lap and wriggled my tiny bottom down between her legs and rubbed it up against her pussy. I heard Ash sigh out loud as I did this and she hugged me tightly against her as her hands slid around to the front of my body.

One of them moved along my flat little chest and she ran her beautiful fingernails over my pretty, pale pink little nipples. Oh my god, I totally felt like I was on my way to heaven. I blushed a little bit because I felt my nipples tightening and knew that they were getting all stiff and poking out from my flat chest. But then her other hand slid down my tummy and nestled itself right between my legs and started caressing my puffy pussy.

My legs kinda spread open all by themselves and gave her a little more room to work with. My eyes fluttered shut as I felt one of her fingers sliding up and down my slit just like her tongue did a few minutes before we got into the tub. Just when I felt I couldn't feel any better I knew I'd definitely arrived in heaven as I felt her pinky finger slipping right into my slit and she began poking in and out of my now totally wet, red hot pussy. I was completely relaxed as we sat in the tub together and she gently finger fucked my tight little twat.

She whispered in my ear, "Oh Tina I've been so in love with you from the first time we met. I've wanted to touch and hug and love you since the first time I got to watch you after school that day." I cooed softly and began to rock my hips slowly as she finger fucked me a little faster. I felt so good but just couldn't say anything because I didn't want her to stop. I felt my pussy get more and more squishy on the inside as her finger fucked me faster and faster. Then I couldn't help it anymore and I cried out and raised my hips up and squeezed my little pussy tight to try to trap her finger inside me. She knew exactly what was happening and kept her finger deep inside as her other hand slid down from my incredibly aroused little nipples and circled over my tiny swollen clitty. I pushed tightly back against her and cummed and cummed, my first time ever!

When my orgasm finished my little body felt totally limp. Ashley squeezed me tightly against her and I felt her nipples poking into my back. I still could hardly speak but my whole body felt so good, so red hot! Ash leaned around me and kissed my cheek saying, "Now you're a big girl Tina, and we're going to have so much fun together from now on."

So I think that's why I like babysitting so much. I really love Ashley to this day and want to be as good a sitter as she is. So I hope you all enjoyed my story and I'll write some more about what happened when I started babysitting for cute little girls.