My first time

My neighborhood was full of options for exploration

I grew up in a typical white suburb. It was mostly a lower middle class neighborhood but my street in particular was on the poorer side of it all. There were 4 duplexes in a row, all with kids within 3 years of each other and we had all grown up together and known each other our entire lives.

The first unit had Nicole, who was a ginger girl the same age as me and her sister Crystal, a blonde girl 2 years younger than me.

The second unit had my best friend Jason who was a year older than me.

Third unit had Julie, who was also a year older than me and by far the best looking girl in the neighborhood, and her brother Clinton who was 2 years younger than me. The downstairs unit had DeNita, same grade as me, a little on the thicker side.

The fourth unit had Melissa, same age as me. Not particularly great looking but had developed exceptionally well and had large breasts even as young as 10 or 11. Her brother Joey was also 2 years younger than me. I lived in the downstairs unit below them.

As I said, we all grew up together, and because we were the poor kids in the neighborhood, we all stuck together and we were all close and at one point or another had some kind of relationship with with all the girls and even a couple of the boys in the neighborhood.

It was the summer of ‘93, and I had just turned 13. On Friday nights we’d almost always get together and play a game we thought we made up, Hide and go seek Tag. We’d have to hide and then when we were discovered, you’d have to run back to base before you were caught. With 4 consecutive yards to play in there were a lot of hiding spots and made for some fun in the dark.

We were having a usual Friday night game and I was hiding on the roof of a tool shed in my yard. It was a great hiding spot because it was hard to climb up there. When I got up there, Crystal was already up there.

“Hey! This is my spot!” She whispered

“We’ll it’s my shed so I’m hiding here too!” I whispered back

Twenty minutes had gone by without Joey finding us up there. We had gotten so comfortable that we almost forgot we were playing.

“Hey!” Crystal said while nudging my shoulder. We both laid flat on our stomachs so not to be detected. “Do you wanna go out with me?” She continued as she got my attention.

She caught me so off guard that I didn’t use my whisper when responding.

“What?!” I asked shocked that a girl was interested in me. Especially Crystal who had long blonde hair and the same ginger freckles her older sister had. “You like me? Sure I’ll go out with you!” I responded returning to a whisper.

It felt like Joey had given up. We hadn’t seen or heard him in the yard in well over 10 minutes. Crystal and I started holding hands and just looking at each other and not really paying attention to whether or not anyone was looking for us anyway.

“Do you wanna kiss me?” Crystal asked

I nodded and inched closer to her. We each rolled on our sides and faced each other. I nervously leaned in and kissed her. Her tongue went into my mouth. It caught me off guard once more. It was my first French kiss, but it sure seemed like it wasn’t her’s.

We made out for a few minutes before we heard voices looking for us.

“I’ll jump off and make a run for it, then when they chase me, you run for base.” I told her, already sacrificing myself for the new love of my life.

I kissed her one more time in a dramatic manner and jumped off the shed and ran the opposite direction. Joey and the two he caught, Clinton and Melissa, chased after me and tried cornering me. Crystal jumped off and ran to base and I was the last one in the game. I was caught but my new girlfriend was safe.

The next day it was decided that I would spend the night at Clinton’s house. Crystal was spending the night there as well as her and Julie we’re getting closer friends.

“Guess what?” I asked Clinton. “Crystal is my girlfriend now. We were making out last night when we were hiding together.” I continued

“She’s my girlfriend too. We make out all the time.” Clinton said

I was, again, completely caught off guard. How could she be both out girlfriends? There were plans for the four of us to do something that night, it usually involves playing house, or something stupid that made us feel like adults. Clinton and Crystal pretended to be married and Julie and I did as well. I didn’t mind it because it got me alone with Julie in her bedroom and even though nothing happened, I had the fantasy that someone outside of our click would stop over as Julie was the one in our group that was popular and had friends. If they came over and saw me in her room alone with her, I’d get popular by association. Or it’d ruin her popularity.

We didn’t do anything and just sat on Julie’s bed for 20 minutes before Crystal returned and told me we weren’t playing anymore and I could go back to video games with Clinton.

I went back to his room and we started gaming again. We played for hours and hardly said anything outside of discussing the games we were playing.

“So what did you and my sister do?” Clinton asked me.

“Nothing. We just sat there.” I answered

“You we’re alone in her room with my slutty sister for a half an hour and didn’t even get to first base?” He asked laughing at me

“Julie doesn’t like me. If she did, she would’ve tried something but she didn’t. We just sat there.” I told him

“Crystal let me hump her!” He said

“What?!”

“Yeah, we took our pants off, I got on top of her and we did it!” He explained

“No way!” I responded, not totally believing him.

“She said you can have sex with her too. She wants both of us I guess. Clinton said returning to the game he was playing.

I didn’t know what to think. Sharing Crystal didn’t bother me. Even at 13 I knew this boyfriend/girlfriend thing was only going to last a month tops, maybe two if things went well. She was only 11. It’s not like we make lifelong decisions at 11.

Clinton and I had always been night owls. We would always stay up until 3 or 4 in the morning on our sleepovers. We were still playing Super Nintendo at 4am when his bedroom door quietly opened. It was Crystal.

“What’s up? What do you want?” Clinton asked her

“Remember what we talked about?” She responded

“Right now?!” Clinton said almost sounding annoyed. “Alright but you guys can go first.” He added

Crystal signaled for me to join her in the closet. Clinton’s closet had a crawl space/cubbyhole in it that was big enough for four kids. We’d hang out in there all the time and read comic books and just mess around.

Crystal crawled in first and extended her hand. As I took it she pulled me up and I landed next to her. She smiled a bit and pecked me on the lips. Even as we were climbing into the cubbyhole I wasn’t sure this was happening but when we laid next to each other and she kissed me, my penis instantly got rock hard and I got nervous. What if Julie woke up and wondered where Crystal was? What if their parents heard us? All I knew about sex was from porn and the woman is always moaning and screaming.

There was two blankets that Clinton kept up there just so we didn’t have to sit on the dirty wood floor that had some poorly put in nails. There was just enough light from the nightlight in there to close the closet door which eased my fears a bit.

Crystal started by pulling her pants and underwear down to her ankles. The nightlight was shining directly on her little slit and I couldn’t stop staring at it.

“Well go on, pull yours down too.” Crystal demanded

I did as she asked, pulling my pants down and taking them off. She followed by kicking her pants off her ankles and into a pile with mine. I crawled up next to her and we began kissing. I couldn’t believe what was happening, I was naked, well almost naked with a girl and we were making out. Then I felt her hand reach down and grab my penis.

“Whoa! Yours is bigger than Clinton’s.” She whispered as she pulled away from the kiss and looked down at my erection.

“Well, I am older than him.” Is all I could think to respond with. “You should kiss it.” I boldly blurted out.

“Really?! I don’t want to. That’s where pee comes from.” Crystal explained

“I know. I see them do it in all of the movies Jason’s dad has under his bed. The girl always kisses the penis and puts it in her mouth.” I told her

“I don’t want to. It’s still gross.” She said again

“Ok. Should we take off our shirts too?” I asked

“Why?”

“I wanna see your boobs.” I told her

“They’re too little, I don’t want anyone seeing them.” She said

“We’ll then what do we do?” I asked

“You can lay on top of me and rub your penis against my vagina. It feels good!”

I agreed, and got on top of her. Immediately the tip of my penis touched her lips and it sent a tingle thru my body. I started slowly grinding on her pushing my erection against her. As I continued to softly thrust against her, she let out a loud painful noise. I jumped off her and she sat up.

“Are you ok? Did I do something wrong?” I asked

“No, you just started pushing your penis inside me and it hurt for a second.” She said

“That’s what we’re supposed to do, I put it inside you. Isn’t that what you and Clint did?” I asked

“No, when we do this he just rubs his penis against it until he feels like he has to pee.” She told me “It’s kind of weird having something in there.” She continued

“I thought you and Clint didn’t do that.” I said

“My step dad puts his finger in there sometimes. He does it to Nicole too. She cry’s all the time.”

“We’ll that’s how sex is done. The boy puts his penis inside the girl.” I explained as carefully as I could without making her feel forced. “Maybe we should just get dressed before we get caught.” I added

“No, we can try it, just go slow ok.” She said

Just then Clinton opened the closet door and started climbing up closing the door behind him.

“Aren’t you done yet?” He asked us already having removed his pants before he came in.

“No, we haven’t really started. It’s a long story already.” I answered. “Are you sure you want to do this?” I said turning to Crystal.

“Mmmhmm.” She responded.

Clinton and I laid on each side of her and we were taking turns kissing her. All I could think about was her saying her step dad puts his finger inside her. Not because I was appalled by such an act but because I thought I’d try it myself. Maybe it’s help when I put my penis in there.

I reached down there slowly, not to startle her while her and Clint kissed. I softly spread her tight lips and felt wetness. I gently pushed my middle finger against it and it slid right inside. Crystal moaned and Clint popped up.

“What?! Are you ok?” Clinton asked her

“Mmhmm.” Crystal answered “His finger… is inside me.” She went on unable to focus on the words she was trying to say.

Clinton looked down at my hand and I explained what I was doing and how to put it inside her as if I was some kind of expert already. Clinton reached down and took over the fingering. I started kissing Crystal and I knew it was time to lose my virginity. I pushed Clint’s had out of the way and got on top of her, spreading her legs open as I did. For just a moment the nightlight hit her pussy and I saw it spread which helped with where to stick it. I pressed my tip against her and pushed but it didn’t want to go in. After a few more pushes I pulled away and spit in my hand and rubbed it on my shaft. This time it slid inside her and Crystal yelped out a squeaky cry. Her face looked like she wanted to cry as I began to thrust into her but her hands were on my bare butt holding me in place. I made the conscious decision to stop if she asked me too but she didn’t despite tears now glossing over her eyes.

I started to feel like I was close to finishing. I had been an expert in masturbation by now so I knew what was about to happen. I made one final thrust as deep and as hard as I could. Crystal moaned in pain. The glossy tears now dropped down her face but her hands still in place on my butt squeezing even. I came inside her. I didn’t know it at the time but obviously that’s how babies are made. I just knew that’s what happens when I rub my cock hard enough and when I cum I don’t want to keep rubbing.

As soon as the shock of cumming inside a girl started to go down, I climbed off her and laid back down beside her. Clinton wasted no time in getting on top of her.

“My turn!” He said as he got between her legs.

Crystal looked at me as he started to enter her. Tears now dried on her cheeks. She didn’t say anything or make any moans as he was inside her. I didn’t know if it was because she was sad, mad, scared, or if it was just that, yeah, Clint did have a smaller penis than mine. I saw it as he played with it while I was on top of her.

Seconds later, Clinton pulled out, if he was even inside her, I don’t know and said he had to pee really bad and it felt good! I didn’t know it when Crystal explained it but now I get it. He didn’t have to pee, he just had an orgasm but nothing came out.

Clint climbed down and out of the closet and to the bathroom. Crystal and I began to get dressed.

“Are you mad at me?” I asked “I don’t want you to cry.” I told her

“It’s ok. I’m not mad at you. I’m mad at my stepdad.” She said

“Should we never do that again?”

“We can. I like you. You’re nice to me. Clinton isn’t really nice so I won’t with him anymore but we can do it again tomorrow or sometime.” She said as we exited the closet and she snuck back to Julie’s room.

It was now almost 5am and the sun was coming up and I knew I wasn’t gonna sleep anytime soon. When Clinton came back from the bathroom I told him Crystal went back to Julie’s room and since the sun was starting to come up I was gonna go back home.

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