After Work

Perry was a cute, tiny, just turned 18 senior in high school, who also happened to be a coworker of mine. We both worked at a school, looking after the kids when the day had ended, and their parents were on their way to pick them up. It was definitely stressful at times, and brought out some parts of myself as well as the rest of the staff that we were not particularly proud of, but we loved the kids nonetheless.

It was a pretty slow day, and those that chose it were given the opportunity to leave early, so me and Perry were the first ones out the door. I had always found her attractive; she was tiny at 5 '2, had a nicely shaped head with the smallest tits that just barely poked out of her shirt; they were the shape of small apples. While I had always thought she was hot, I never intended to pursue anything with her, mainly due to her age, but mostly because I didn't want to start something in the workplace.

We walked out of the building, talking and joking about the day, and about things outside of work. She was parked a fair distance away from me, and in a different level of the parking garage we were both in, so in the interest of good company I walked her to her car. She told me all about how her boyfriend had just ended things, apparently civilly, but I could tell there was something deeper there. She explained that she was damn near ready to give up on men, and was looking at potential female prospects, to which I happily obliged her search, suggesting a few mutual friends and coworkers.

Just then, she received a text, and I could tell it was nothing good. Her face broke slightly, as she read the message from one of her friends, explaining how apparently her boyfriend as well as two of her other "friends" had been talking about her behind her back, saying some pretty horrific things. I felt awful, because I genuinely enjoyed her company, but could imagine why some might not feel the way I do. I reassured and hugged her, telling her everything was ok and that she wouldn't have to worry about them. She softly cried into my arms, but not for long, as she explained that she didn't want to dwell on this for too long and let it tear her apart. I thought she was very wise and very strong for such a sentiment, and it honestly drew me to her a little more.

She looked into my eyes, thanking me, and holding the gaze a little too long. She looked down at my chest, looked back up at my face, then moved closer to me so she was back in my arms. I am very tall, 6'4 to be exact, so holding her was a bit weird but felt very correct. As I held her silently, she said, "Look, I'm going through a lot, and I could really use something to get my mind off of it. Feel free to deny, but do you want to... hang out... in the back of my car?" In between each pause, she rubbed herself against me, and I understood the implication.

We entered the backseat slowly and calmly; we both knew what was going to happen, and neither of us needed to say anything. As soon as the door was closed, we took one last survey of the area, then locked eyes once more. We leaned in slowly, and our lips met; I remember her tiny inexperienced lips feeling so good against mine.

For a while, it was just that; us pressing our lips against one another, and it felt great, but we both knew there was more. I felt her tiny tongue enter my mouth, and I hungrily accepted it, drawing it in and suckling on it with an ever increasing passion. Our tongues explored each other's mouths for a while, until I decided it was time to turn things up a bit.

I grabbed her tiny body, lifted her up, and placed her on my lap, where we resumed french kissing. I noticed that she began to slightly grind against my cock in my work shorts, so using my hands I assisted her by holding her thighs and pulling them towards me. It instantly felt hotter as I felt the moisture from our combined groins heat up the car, and subsequently our passion. I ran my hands down her knee length shorts and worked my hands up into them, which she happily invited.

Finally, she removed her shirt, and displayed her small but beautiful a-cup bra. I kissed in between her breasts for a while, trying to slow down our pace a bit so we didn't let the moment spoil, but she was one step ahead, removing her bra and letting out a small whine.

"Please, just a little bit, not too hard" she said as she thrust her breast into my face. I knew what she wanted and started lightly sucking on her nipple, focusing on the very tip of her tiny eraser heads. Each time my tongue passed it over, she released a high pitched "mhmm" whimper, which turned me on at an exponential rate.

After a while of switching between both breasts and leaving each coated in a healthy amount of love, she looked me in the eyes, shoved her tongue into my mouth, and told me "Your turn" after releasing.

She tore off my shirt, and I admired how forward she was being. She took one of my nipples into her mouth, which was an odd experience but quite a good one. She played with the other one in her hand, and all the while continued grinding her crotch into mine.

Her kisses began to migrate down my body, and I truly felt like I was being worshiped, she didn't miss a single spot. Despite her aggressiveness towards my shirt earlier, her touch was far more delicate and gentle with my shorts, as she methodically unbuckled them and slowly slid them down to where she needed them. My rock hard cock sprung free, almost hitting her in the face, as she was small enough to fit in front of me on her knees in the car, but only after moving the passengers seat up.

One kiss on the tip, one on the shaft, and one at the base. Slowly, she opened her mouth and let my cock rest on her tongue. Her soft, sweet delicate tongue. She brought her tongue up, allowing my cock to fall off of it, but swiftly caught it between her lips once again. Damn, this girl was either a pro, or just doing what she thought would feel good, (It was that second one, she didn't have much experience).

Up and down her lips went, gently gliding along my shaft with ever increasing velocity, driving me absolutely insane. I stopped her before it got too out of control, I knew I couldn't last like that forever.

Taking my cue, she stood up and removed her shorts and panties, exposing the tiniest, prettiest pussy I'd ever seen.

"Do you want me to get you ready?" I proposed, but she swiftly followed up

"No, I'm so fucking wet right now I just need you in me."

Wow, this girl. Knows exactly what she wants, and takes it. It made me think back to earlier, how I'd found her, crazy how such a strong person could succumb to something as simple as gossip, but then again we all have our vulnerabilities. She seemed to be coming back into her own, however, as a new fiery passion burned in her eyes as she mounted me. Hesitantly at first, but with a buildup of passion there had to come a breaking point. Out of nowhere she shoved herself down onto me, and I felt the full length of her pussy squeezing every square inch of my cock. I almost came right then, but my solution was to hold her in place upon me until it subsided, which shockingly kinda worked.

We got right to business, I could feel every small grove of her vagina as it throbbed and pulsed around me, a clear orgasm occurring within her that once again almost pulled me to my own. I was able to stay resilient, but with her beautiful ass bouncing up and down and seeing my cock slide in and out of her I knew it was only a matter of time.

That time finally came, and feeling my cock throbbing and moaning increasing, she held me down, looked me in the eye, and said "Do it."

I felt a tidal wave of pleasure break through my entire body, dismantling walls I didn't know I had up between my joints, and sending shockwave after shockwave up through my hair and down to my toes. I planted every drop of semen inside of her, and given her small moans with each convulsion from my cock, I can safely assume she loved it. She loved it so much in fact that she did not get off, we simply stayed joined together at the hip for a length of time neither of us can remember.

Finally with a sigh, she dismounted, and sat next to me behind the driver's side seat.

"Thank you," She murmured between heavy breaths, "Sorry if that was weird"

"Not at all," I replied.

"Did you like it?"

"Yeah, I absolutely loved it. I guess I needed that too" And I really did.

"Im glad," she breathed with a sense of relief. "But we should probably get out of here, someone is inevitably gonna be down here soon."

"Right," Time to go I guess.

We thanked each other again and departed to our respective homes, but the texts she sent afterwards and the heavy flirtation in the days that followed made me sure that would not be the last time we had sex. And I was looking forward to it more and more.