A Walk Around The Neighborhood

A little about myself. I'm 5 '10 with tan skin. Half Irish half spanish. I have a thin to medium build and have remained around the same since I was young. I have brown eyes and dark brown hair. It appears black. I have a very light beard and mustache also of the same color. I usually shave but keep the mustache neatly trimmed. I have a rough/ruggish exterior as I often got into fights growing up.

I had a bit of a rough upbringing. Rough household. Many hardships have plagued my life but I continue to keep my head high and work hard. Through everything I have not become coarse or lost my sense of humanity. My integrity stays intact.

I have a fantastic memory which brings me to the point of these stories. This is to share my personal stories and memories. Hope you enjoy them. Appreciate your time.

This began shortly after I graduated from my continuation school. It's where all the bad kids from regular high school went. I wasn't necessarily a bad guy but I got into my fair share of fights in school. My fights were usually for a good reason, for example in my freshman year a senior hit my girlfriend at the time so I exacted my vengeance by fighting him and his friends. Needless to say but I won those as I was taught how to box at a young age. After that grew my reputation around school eventually landing me in continuation school. Where some of my friends were already.

There I had a few crushes, but there was one in particular. Maria, she was shorter than me, about 5'3, dark brown skin with big brown eyes that you could feel when they looked at you. Under her eyes she had round cheeks that puffed out a bit. Her hair was a brownish color that was usually pulled back into a tight short ponytail. Her lips were thick and juicy. Her body was thick but curvy in all the right places with tits that definitely showed some nice cleavage. Her ass always looked great in whatever she was wearing, especially the jeans with no pockets in the back.

We had flirted during school but it never amounted to much in class. She lived a few blocks down from me so there were sometimes walked home together. Whenever we would walk with each other I could always feel myself getting hot because I wasn't trying to get caught checking her out. Although sometimes there would be some light touching or rubbing like the time she rubbed my back on the way home because I had gotten into a fight with my older brother the day before. I usually walked past my house and walked her all the way to make sure she got there safely. Not to mention my brother and all his friends were always at my house.

Eventually I graduated early as that is a thing you can do in continuation schools. Right after that I got a car and was working a lot. Unfortunately that meant I wasn't seeing her as much. I couldn't miss my chance with her so I reached out via text and asked if she wanted to hang out on my day off.

Maria replied with a "yes please. I miss you".

Surprised by her response I texted back

"Miss me huh?"

She said "Yes baby. I haven't seen you and no one walks me home now"

This got my heart pumping and immediate erection. Did she just call "baby"? Does she want me like I want her?

So I asked her "what do you want to do when we hang out?"

"Whatever you want" she replied

I got the sense that it was a more inviting type of tone

She quickly sent a follow up text that said "we can walk around the neighborhood and find a spot to hang out."

I agreed and we were going to meet in a couple days when I had it off. Waiting and anticipating really makes work go by so much slower. In layman's terms it really sucks.

On the particular day of meeting it was nice and sunny out. She had walked down the street to meet me after we had discussed and texted that we should hang out. She was wearing a very tight somewhat see through white shirt with a black bra underneath and loose gray sweats but showed her ass off very well.

We had walked around the neighborhood for a bit talking about what we were gonna do now that we had graduated and where she was hoping to go after that. The whole time walking around though I couldn't help but to keep looking at her tits through her shirt. I knew she had caught me checking her out because she had blushed a few times.

Eventually I gained the courage to ask if she wanted to hang out at my house in my room and watch a movie. She happily agreed and I think she got the sense of what I was hoping for. I really think she wanted the same thing.

Once back at my place we immediately went to my room because no one was home which was extremely rare at my house. I put on a scary movie, shut the door and we got close. She was in front of me and I was behind her. My heart was pounding because although this was not my first time it was the first in a long time and never at my house or in my own bed before. I was nervous and as the movie progressed she began to grind up on me, moving her hips to where my dick was between her cheeks making me extremely hard which I knew she could feel the bulge from my jeans.

Finally I decided to make my move and I kissed her neck which sent an immediate sensation down her spine because she let out a moan and grinded on me at the same time. I seized the moment and placed my hand down her sweats in which to my surprise she wasn't wearing any underwear. I felt how wet she was and slowly inserted my fingers feeling her pussy pulsating on the tips of them. I continued to pump my fingers in and out for about a minute until she began to moan and squeeze my fingers with her walls. I knew she was cumming and loving it. After she stopped she turned and kissed me deep, pulling me on top. As we were making out I felt my dick pulsating wanting to be deep inside her. Once we broke our kiss we made eye contact. Feeling those big wanting hungry eyes looking at me. She then scanned me up and down watching her eyes grow when she saw the bulge in my jeans. I got up and removed my pants, turned to my closet and grabbed a condom. When I turned around she had already taken off her sweats and had her legs in the air ready for me to enter her. As I approached her she stopped me from putting on the condom and said it was ok because she was on birth control. I hate condoms anyways so I didn't use them very much. This made me extra hard and excited now.

I positioned myself between her legs gliding my hands on the soft smooth skin of her thighs. I placed my dick on her clit and began to rub up and down teasing myself as much as I was her. Feeling the velvet like feel underneath the head as I continued to rub it until she stopped me. She grabbed my dick with a firm but soft grip and placed it at the entrance of her pussy. She was wet and ready. I placed my hands just above her shoulders and inserted it slowly for her to enjoy every inch of me. Feeling her already tight warm but wet walls grip on my dick as I began to pump in and out of her. She started to lightly kiss/bite and suck on my neck which made me moan so I returned the favor. As I was sucking on her neck her pussy began to grip me harder and harder. I had not yet given her my full length so she had brought me in close and in a very sexy voice just above a whisper she said in my ear "deeper". So I gave her the whole thing. She started running her fingernails on my back, it felt amazing and gave me chills. She stopped sucking and began moaning loud that I'm sure my neighbors could hear. She screamed "I'm cumming, oh fuck I'm cumming" and her pussy gripped even harder than it already was. Feeling the texture, the sensation was perfectly grinding under the tip of my dick that I too began to moan. I continued my pace for a few minutes but I wanted her from the back too. So I turned her over on her stomach and she quickly hopped to her knees putting her ass up so I could enter her pussy again. She turned back and gave me the look from her eyes of how bad she wanted it. I placed my dick inside her again, grabbing her hips and pulling her into me. The skin of her hips was just as soft as her thighs as I squeezed seeing her softness envelope my fingers. It was incredible. Seeing her hands grip the sheets as I was pumping harder and with every stroke I was watching her ass jiggle. I knew I was getting close but I didn't want to stop. It felt so good. I pulled out to stop myself but she rolled over and pulled me back in immediately and without hesitation it was faster than a blink. It was as if she knew I was about to cum and wrapped her legs around and wanted me to cum inside her. I pumped harder and harder, deeper and deeper until I exploded inside of her tight warm pussy. Watching her eyes roll back and moan so loud. Every spurt of cum pulsating from my dick as she also grinded back against me enjoying every moment. Feeling the back of my thighs shake as if they were also being tickled. I pumped and pumped until there was nothing left then collapsing on top of her.

As soon as we had finished, unfortunately her brother called to tell her that her mom was going to be home soon so she had to leave with my cum still deep inside her. It was also a good time because everyone who lived at my house arrived only a minute after she left. We hooked up a few times after that day but she got a boyfriend not long after so we fell out of touch.