My name Tim and I live in a suburban city in the Midwest. I have just turned 17 years old and will be Junior in high school. I am about to tell you the story of how I lost my virginity to my next door neighbor, a 32 year old woman. Our neighbors are a married couple Taylor and Sam. Sam is a big guy and Taylor is really hot.
Taylor likes to sun tan in her back yard on a big towel or chaise lounge chair. She always wears a sting bikini that doesn’t hide much. My bedroom is on the second floor and has a window that is on the side of our house where I can see into Taylor and Sam’s back yard. Last summer I discovered that I had a perfect view of Taylor’s sun tanning spot. I would really enjoy watching her in her bikini and loved when she would rub the lotion on. As summer approached I couldn’t wait for her to start tanning again.
Right on cue as the weather got warmer Taylor would be in her back yard looking hot in her bikini. I had gotten my dad’s binoculars so I could get a close up view of her. They worked great from my bedroom window; I could focus in and see her nipples pushing through her top and that her bottoms barely covered her ass and pussy. I had rearranged my room so that my desk was in a position by the window so it appeared that I was sitting at my desk and not staring out the window into the neighbor’s back yard.
Taylor got to be very regular about her laying out. Every Saturday in the early afternoon she would head out to the back yard to tan. I would watch her with my binoculars and sometimes pull my dick out to rub it while I watched her. I would always keep my room dark so she couldn’t see me watching her. I even went into her back yard once to see if you could see into my room, which I couldn’t.
On the Saturday after Independence Day I was watching Taylor on her big towel, she looked hot as usual. At one point she rose up and looked around as if to see if any one was around. She looked right at my window but I could tell she didn’t see me. She lay back down on her stomach and untied her top. Her hot ass was pointed right at me and I had focused the binoculars on her ass to see if I could get a look at her pussy. Taylor didn’t stay on her stomach long and started to roll over to her back. When she rolled back over she didn’t have her top on. I couldn’t believe it; I had a perfect view of her tits. I focused my binoculars on her and she started rubbing lotion on one tit then the other. Her nipples looked hard and pointy. I pushed my shorts down and rubbed my very hard dick.
I was clear that she wasn’t just rubbing her tits to put suntan lotion on them; she was rubbing her tits and playing with her nipples. Her hand moved down lower toward her crotch. I pumped my dick in my hand as her hand rubbed over her pussy. It was hard to keep the binoculars trained on her pussy area; I was holding the binoculars with one hand and jacking off with the other. I couldn’t believe it when she started rubbing her pussy through her bikini. It was so sexy to watch her; she seemed to really be getting off on it. I stroked my dick harder as she rubbed her pussy. I nearly fell off my chair when she pulled her bikini to the side and slipped 2 fingers in her pussy. Taylor was moving her hips as if she was fucking her fingers. This was too much for me and I shot cum all over my desk. As I sprayed my desk, I fell off my chair making a loud noise. My dad walked in when he heard the noise and saw me on the floor with my dick in my hand and cum on my desk.
He asked if I was watching the neighbor again and jacking off. Dad had caught me watching our neighbor suntan before so I couldn’t lie. He caught me red handed so to speak. Dad told me get cleaned up and don’t let the neighbor catch me, she would be mad that I was spying on me. Dad asked me if she looked hot today and I told him what she had done. Dad said “oh, I can see why you made such a mess.”
The next day I saw Taylor and Sam out in the yard and Taylor came over to say hi. She has always been very friendly but she seemed extra friendly. On Tuesday I was washing my dads car when Taylor came strolling over to me in shorts and her string bikini top. She told me that her husband was going to be out of town starting this weekend and wanted to know if I could mow her lawn. I told her right away yes and kept trying not to stare at her tits. I couldn’t keep my eyes off them especially because she kept bending over giving me a great view. Taylor put her hand on my shoulder and thanked me. I turned somewhat away from her so she would not see that my dick was hard.
I told my dad that I was asked to mow the neighbor’s yard because the husband was going to be out of town. Dad joked that maybe I could get the hot wife to pay me in other ways.
Saturday rolled around and I nervously went up to Taylor’s door and knocked. I almost fell over when she came to the door wearing a very small bikini. She took me to the garage and showed me the mower and where the gas was located. She hovering over me I pulled the mower out. The smell of her perfume and her touching me got my dick hard right away. I knew she had to see it as it made a very noticeable tent in my shorts. Taylor told me that when I was done she would love my help moving some boxes. Of course I agreed and got on to mowing. I mowed as fast as I could so I could get back to looking at Taylor up close. When I finished I put the mower up and knocked on the garage door. She asked me in and told me to take a seat while she got me some lemonade. She also came over with a towel to wipe off my sweat.
Taylor asked me if I had a girlfriend and I told her no I didn’t. She made a comment about me being a good looking guy and should have girls all over me. As she said that, she ran her hand across my neck and shoulders in a very sexy way. She then asked me if I was ready to help her with the boxes. I would have done what ever she asked at that point.
We went upstairs to a hallway where there was an attic stairway that pulled down. There were about 10 big boxes stacked up in the hall way. Taylor pulled down the stairs and then walked up a few steps. She turned my way and asked me to hand her a box and she would put it away. I picked a box up and turn to give it to her, when I turned her way my face was staring right into her bikini covered pussy. I just stared for a moment then Taylor got my attention. “Up here” she said. I recovered and handed up the box, when she turned to put the box in the attic her I was looking straight at her ass.
On third box after she put it away, Taylor stumbled. She fell right into my arms and we fell back to the floor. My right hand was on her breast and my hard dick was poking into her ass. I quickly removed my hand and said I was sorry. Taylor rolled off and said that is was ok. She left her hand on my thigh very near my hard dick. She looked at the tent in my shorts and asked me if I enjoyed her falling on me. Before I can say anything her hand was on my cock giving it a squeeze. I can’t believe that she is grabbing my dick and didn’t know what to say. Taylor then asked me if she can see it. I grunted yes as she pulled my shorts down. I couldn’t believe what was happening my dick was in the hands of this hot woman in a string bikini. She was stroking my dick when she asked if she could taste it. I couldn’t believe she was asking. I again grunted yes as her mouth went to my cock. She kissed the top of my dick causing me to groan. Her mouth engulfed my cock as she sucked me. The feeling of her mouth on my dick was incredible. I was moving my hips up and down as she sucked. It didn’t take long before I knew I was about to cum. I wanted to cum in her mouth but I felt I should warn her that I was about to cum. When I told her I was about to cum, rather than pull off my dick she sucked harder causing me to shoot my load into her mouth. Taylor swallowed my cum and gave me a big kiss. She got up and went to her purse I assumed to pay me; I told her to stop that I had gotten my payment. I then asked her if she had any other jobs I would love to help her. She pulled my shorts up, patting me on the butt and said to come by tomorrow, she would see if she could find something for me to do.
As I was walking back home I began to think about what this woman just said to me. I was hoping that tomorrow she was going to give me another blow job.
The next day, it was all I could do to keep from running over to my neighbor’s house as soon as I woke up. I waited what seemed an eternity. After lunch I walked next door and knocked on the front door. Taylor came to the door wearing a t-shirt and some shorts. I could tell that she didn’t have a bra on, as her nipples were pointing through the shirt. I told her I was ready to get to work.
She took me upstairs and pointed to the boxes in the hall and said we didn’t finish them yesterday. She got up on the stairs and asked me to hand her the boxes. We quickly finished the job and closed up the attic. Taylor pulled me to the door of her bedroom; I was expecting her to have another job for me as we had just finished the boxes. She grabbed my hands and placed them on her chest. Taylor asks if I like touching her tits, I tell her “Oh god yes!” I squeezed and rubbed her tits through her shirt till she asked if I wanted to see them. I didn’t answer; she just pulled her shirt up and off. Two beautiful tits were staring back at me. Taylor guided my hands back to her tits.
“Kiss them”, she said. I leaned in and kissed the outside of her breasts then worked my way to her nipples. “Suck the nipples” she said. I put my mouth over them and sucked on them. Taylor let out a moan that told me she was enjoying it. She reached down and squeezed my hard dick though my shorts and then grabbed my shirt pulling it off. I went back to kissing and sucking on her tits when she pulls back and says “Have you ever seen a pussy?”
I stammer “no.”
Taylor pulled me into the bedroom and stood by her bed. She slipped her shorts and panties off and got on the bed. She spread her legs and told me to come here. I got on the bed and just stared at her pussy, it was beautiful. I had seen them in magazines and on the internet but that did not compare to up close. Taylor grabbed my hand and told me to touch her. I put my fingers up to pussy and started touching and feeling around. She guides my hands to the right places and just as I inserted a finger into a pussy she pulls my hand back. I was scared I did something wrong but she tells me I had to take my shorts off. I quickly pull them off and my minds starts to think she may let me fuck her. Taylor pulls me back down to her pussy and asks me if I want to taste her. I look up at her saying, “can I?”
She grabs the top of my head and gently pulled it to her pussy. Taylor tells me to just kiss it. Her pussy is very soft and juicy. She tells me to use my tongue, so I start probing her pussy with my tongue. Taylor laid her head and told me to please continue, I was doing a good job. The more I licked the wetter her pussy got. She stated to buck hips up to my face. Taylor moaned real loud and grabbed my head holding it tight to her pussy. She told me she was cumming. She shook and ground her pussy into my face. Taylor ;et out a big sigh relaxing her hold on me and laid back. She motioned me up to her mouth and gave me big kiss. She even licked some of her juice off my face. Her hands fell to my hard dick and started to stroke it. She looked at me and asked if I wanted her to suck her again. I said “Oh please” as she moved her head down to my dick. She licked and sucked my dick till she abruptly pulled off. She lay back on the bed and pulled me on top of her. Taylor kissed me and whispered in my ear “fuck me.”
I was shocked and said “really”. I told her that I had never done that, which I’m sure she already knew. Taylor grabbed my dick and pulled it to the lips of her pussy. She guided me in just a little. I couldn’t believe how incredible my dick felt in her pussy even though it was just the tip. She told me to go slow, so I started moving my hips back and forth with just the head of my dick inside her. She moved her hips and my dick slid all the way in. The feeling was more than I could take and I came right then. I couldn’t believe that I had cum so fast. I told her I was so sorry.
She hugged me tight and told me that it was ok; but to just keep my dick in her. I was thinking what a crappy fuck I was on my 1st time having sex, but Taylor started kissing me and telling me how great my dick felt in her pussy. She said she loved the feel of that big load of cum I shot in her. With her kissing and sexy talk I could feel my cock beginning to grow. Taylor could feel it too, she whispered in my ear “fuck me.” I stated pumping my dick into her pussy. I could feel my cum squishing out as I pumped my dick into her. Taylor was telling me to go faster as she stated moving her hips up to meet my pumps. I couldn’t believe how great it felt to be fucking. I looked down to watch my dick go in and out of her pussy and just loved it. She wrapped her legs around me and pulled me tight. Taylor said she was cumming and it felt as if her pussy grabbed my dick inside her. This sent me over again and I shot another load into her pussy. I collapsed on top of her and my dick slipped out as it went soft. She kissed me and told me that I had done good. Taylor said that I should get dressed and head home. As I walked out Taylor just lay there with her legs spread apart and my cum dripping out of her pussy. I was sight I’m sure I will never forget.
Via: https://www.lushstories.com/stories/first-time/my-neighbors-son-gets-caught-spying-part-3