Young Penny’s, First Time With Sex

I was in the third grade(8) when a boy in the seventh grade(12) started coming around me. He was really cute. But, I couldn’t understand why he was all of a sudden, talking to me. He started walking me home from school. He said, “I’m Luke.” I said, “I’m Penny.” He told me where he lived which, was one street over from my house.
Now, this was back when grade school was 1-8, and high school was 9-12. We didn’t have junior high, like they do now.

He said, “You’re the prettiest girl I’ve seen in school, Penny.” I said, “Thank you.” I didn’t know if I believed that. I was kinda small for my age. I have long blonde curly hair, brown eyes but, I have no boobies or any hair on my pussy, like the bigger girls. So, I was wondering why he thought I was so pretty.

He was a taller than I was, I guess because, I was small plus he was older. He put his arm around me as we were walking. I didn’t know why. He told me, “I like that you always wear skirts and blouses to school. He said, “I think that’s what makes you do pretty, you dress like a real girl.” Then, he said, “I like that your skirts are short too.”

We had to walk by a park on our way home and he said, ” Let’s stop her for a bit, I’ll push you on the swing.” I thought, okay so, I got in the swing. When I sat down he pulled my skirt out from under me. He started pushing me and then, he came in front of me. My skirt was flying up and he said, “I can see your pink panties, Penny, they’re so pretty.” “Does your panties always match your dresses?” I said, “I think so.”

After awhile I slowed down and he’s in front of me when the swing stops. I’m holding on to the swing when Luke lifts my skirt. My legs are apart and he puts his hand on my crotch and rubs my pussy. I just look at him, very surprised. He said, “Oh yeah, these panties match your outfit perfectly.” As he said that he slipped his finger inside my panties and touched my pussy lips. I jumped but, it felt exciting to me.

He helped me off the swing and said, “Lets go, or we’ll be late getting home.” I noticed when I was getting off the swing he had a bulge in his pants. I didn’t know what that was. But, as we walked home I kept thinking about how he touched my pussy and how that made me feel. I wondered if he would ever do it again. I thought, I hope he does. Maybe, I’ll show him my panties the next time.

The next day at school I saw Luke at lunch time. He came over and said, “I’ll walk you home after school so, wait for me, walk slow if I’m not out right away.” I said, “Okay.”
Finally, the school day was over. I was anxious to walk with Luke. I kept thinking about that feeling he gave me. He came out right away and we started walking. He said, “How was your day, Penny?”
I said, “It was good.”

He said, “I love your blue matching outfit.” I said, “Do you wanna see my matching panties?” I wanted him to look at me again. He said, “I absolutely want to see them.” So, we went to the park again and we sat on a bench. There wasn’t anybody close by. A few little boys were way over at the basketball court on the other side.

Luke said, “Okay, let me see these panties?” I pulled up my skirt and he put his hand on my pussy again.” He started rubbing me and then he slid his fingers inside my panties. He was rubbing inside my pussy lips. I said, “Oh, that feels good.” He said, “I love this color of blue.” He keeps rubbing. My heart is beating fast and I’m so excited.

Luke said, “Since I’m here, can I see your pussy?” I said, “Will you show me yours!” He said, “Sure.” So, I let him pull my panties down so he could look at it. He said, “Wow, it’s so slick and perfect.” He kept touching it inside. Then, he said, “Does this feel good when I touch you?” I said, “Yes, I like it.” Just then we heard a bunch of other kids coming in the park so, we left.

Luke said, “We need to go somewhere else so I can show you mine, somewhere private.” I said, “Where?”
He said, “I’ll find a place, okay?” I said, “Okay.” It was Friday and Luke ask, “Can you get out tomorrow? I said, “Sure.” He said, “I know somewhere we can go so, can you meet me at the park at 10:00?” I said, “Okay.”
Saturday came and I was excited to meet Luke. When I got there he was already there. He said, “I’m glad you wore your skirt today.” I said, “I usually wear skirts everyday.” We start walking and we go over to this old abandoned building. It was some kind of business or some kind of warehouse. There was an old couch and a couple of chairs in there.

I told Luke, “You need to show me yours now.” He said, “Okay, but can I see your panties first?” He lifted my skirt and said, “Yellow is a pretty color, can you pull them down?” So, I pulled them down to my ankles. He said, “Wow, Penny you are so pretty and your pussy is pretty.” He started undoing his pants and pulled his dick out. It was big and it was so hard, it stuck straight out. I looked at it and said, “Wow Luke, it so different than mine ain’t it.” He said, “Yeah, it is.”

He said, “Do you wanna touch it?” I said, “Sure.” He put my hand on it. I said, “Why is it so hard, Luke?” He said, “It’s a hard-on, it happens when I get excited and think about sex or sexy things.” I looked at him and he said, “Like now, when I’m looking at your pussy, it makes me hard.” “It makes me want to do things to you so I can cum.”

I said, “What’s that?” He said, It’s when I get so excited that cum comes out of my dick, then, it goes down and gets soft again.” I said “Can I see it come out?” He said, “Well, you’ll have to help me make it come out.” I said, “What do I do?” He said, “Well, you can put your hands around it, move it up and down
and let me touch your pussy.” “That should make it cum.”

I started doing what Luke said and he started sliding his fingers inside my pussy. It felt so good when he was rubbing me. He would touch one spot that gave me a zing feeling. I wish he would rub that more. I’m
pushing his dick up and down and it’s getting harder. He hit that spot again, oh, there he’s hitting it a lot and it feels so good. Oh, I don’t want him to stop.

Just then his dick started squirting this stuff out. Some of it got on me. I thought, yuck but, didn’t say anything. He took his fingers off my pussy and he was breathing hard. I said, “Are you okay, Luke?” He said, “Oh yeah, I feel good now.” His dick started getting soft and shrinking. I said, “So, that’s what makes that hardness go away?” He said, “That’s it.” I wondered why girls didn’t do that.

We left and Luke said, “We’ll have to come here more often and do more stuff to each other.” Luke said, “There’s lots of things we can do to each other.” I was wondering what that would be. I ask Luke, “Like what?” He said, “Well, I can put my fingers inside you and I can put my dick inside your pussy.” I said, “Why not do that now?” He said, “Do you want to?” I said, “I think so, I wanna feel good too.”

Luke said, “Lay down on the couch.” He pulled my panties off. He pulled his dick out and it was hard again. He put it between my legs at my pussy opening and started putting it in me.
It hurt, I said, “Luke, it hurts.” He said, “I think it hurts the first time but, then it don’t, that’s what I read.”
He said, “You have a hymen that keeps my dick from going all the way in and I have to break it so that’s why it hurts the first time.”
So, he was putting it in and it was stretching my pussy. He got the head in and I said, “Don’t go any farther, Luke it hurts.” So, he just let the head go in and out of my opening without putting it in deeper.” That felt kinda good. He started getting harder again and said, “I’m gonna cum again.” then he did.

He pulled away when his dick went down again. He said, “We’ll have to try another time maybe, you’re not ready.” I said, “Okay, I guess we better go.”

Luke and I did try again but, it was the same thing. I couldn’t stand the pain and Luke would just put his dick in a little and cum. He said, “We’ll get it all the way in soon.” I thought he was so nice to be patient. He got to cum in my pussy even if it wasn’t all the way in me. He said, “I love what we do.” He told me how to suck his dick and make it cum. I like sucking him, it makes me excited because, he gets so hard and excited. He likes that. He likes to lick my pussy, an I like that.

It’s summer time and we go to the old building everyday. He’s been fingering my pussy and he’s able to put two fingers in me now. When he goes fast I get that feeling that I like. He said, “I can feel your hymen.”
I hope he can break that thing soon.

I’ll let you know when he does.

🔞 Candy.AI 🔥 AI Sex Chat - Roleplay, Erotic Stories, Try for Free 🕹️

Please, Rate This Story:

(average: 4.59 out of 44 votes)