1. Kaylin, A Seemingly Innocent Encounter


    Date: 5/29/2024, Categories: True Story First Time Latina, Male/Teen Female Mature Older Male / Female, Oral Sex Teen Virginity Young Author: markerss, Source: sexstories.com

    ... was excited to get home being it was a Friday, but seeing her, I stopped. It looked as though she was waiting for a ride home and seeing her I smiled and said, “Hi,” which made her smile too.
    
    Immediately I asked, “You waiting for a ride?”
    
    There is was, that pretty smile, and when she replied, “Yea,” and then continued by saying, “I think I’m gonna have to walk,” I thought, “Maybe this was my chance.”
    
    It was already getting late, being it was day light savings time, and knowing it was kind of cold, I curiously asked, “Do you need a ride home?”
    
    She again smiled and said, “No, it’s okay, I can walk.”
    
    I could see she was considering it, and after a brief pause I said, “Are you sure, I can give you a ride.”
    
    Glancing out the door, I could see her continuing to think about it, and then as she turned, she smiled cautiously and said, “Sure, okay.”
    
    Smiling at her, she stood up, and as she grabbed her backpack, and we headed toward the parking lot, I asked, “Where do you live?”
    
    Shyly, she told me she didn’t live too far as we got in my car and buckled up. As Kaylin gave me directions, I thought, “This is really nice,” and wanting to strike up a conversation, I simply asked, “How was your day?”
    
    I knew it was stupid, but after telling me it was good, I continued by asking, “What are you gonna do this weekend?”
    
    She was hesitant but then said, “I don’t know,” and then casually she explained that her family had to go out of town.
    
    I didn’t think anything of ...
    ... it at first, I liked being with her and when our brief conversation paused, I questioningly asked, “Do you wanta get something to eat?”
    
    Again, I wanted to be with her as long as possible, thinking the opportunity would somehow present itself to ask her out, and when she simply told me “No, it’s okay,” I glanced over.
    
    Giving her a suggestive smile, and feeling she just might be open to it, I boldly reached over the console, and touching her thigh I said, “I’ll buy.”
    
    She was looking at my hand on her leg and then as she nervously looked up, she smiled and said, “I guess, if you want to.”
    
    We ended up going through the drive thru of a fast food restaurant and after getting our food we continued toward her house. It wasn’t far at all, and as I parked out front of her house, and we looked at each other, I wanted to ask her out, but nervous, I simply told her, “Have a good weekend.”
    
    Continuing to look over at her, there was another slight pause, and I stupidly thought, “Should I ask her out?”
    
    I was nervous to ask however, knowing I shouldn’t, and after reaching over, I grabbed the bag of food off the passenger side floor. She had unbuckled her seat belt, and after handing it to her, we looked at each other. I sensed she wanted to say something, but instead she just said, “Thanks.”
    
    Kaylin now turned her gaze, looking out at her house, which made me look out too, and seeing it looked rather dark, I politely ask, “Do you want me to wait for you to get inside?”
    
    It ...
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