Watching Eva From Next Door

My name is Josh and when I was growing up, I had some health issues and my parents were very protective of me; over protective in my opinion. I didn't have many friends and I became shy and withdrawn. I was never very athletic so I missed out on those bonding opportunities other kids have. As I reached puberty I went through a growth spurt and was taller than the rest of the kids, very skinny and was now wearing glasses. In hindsight, I was the definition of a nerd. I withdrew into a life of computers and video games and didn't socialize much which is probably why I was still a virgin at 19, almost 20.

My parents' house was in a typical suburban development with the houses 15-20 feet apart. Our neighbors on one side were an elderly couple whose kids were all out of the house but on the other side was a couple in their 30's, Jay and Eva, who had a couple of kids under the age of 10. I would babysit for them on occasion when I was growing up and I developed a little crush on Eva. She was an attractive woman who kept herself in shape by running and going to the gym. I think I had a crush on her simply because it was easy to talk to her after all these years of being neighbors.

Eva is a tall woman, maybe 5'9", with long, lean runner's legs, a nice tight ass, smallish tits, but not too small, with light brown hair and blue eyes. She is a truly beautiful woman. I enjoyed seeing her from my second floor bedroom in the yard tending to her garden in shorts and tank top or seeing her sunning herself by the pool. I wouldn't stare at her too long out of fear of being caught and her thinking I was a perv but she became my fantasy woman. I have to confess that there were many times I jerked off dreaming about spending a night with Eva. I could dream all I wanted because there was little chance of it ever really happening.

I think she knew I had a little crush on her because when I babysat the kids, she would always ask me how she looked before they went out and would give me a light peck on the cheek before I went home. My heart melted one time, just before I left for college, when she and Jay were going to a wedding and Eva was wearing a short, little black slip dress. I could tell she wasn't wearing a bra by the way her breasts bounced as she entered the room and her nipples were poking out. I couldn't help but stare. Then I watched as she sat on the sofa to put on her shoes.

She crossed her legs by placing one ankle on the other knee like a man would. This allowed me to look up her dress to see her bare thigh above her stockings and her black panties. I could see a trace of her pussy lips through the sheer satin material. I watched as she put on the other shoe and my dick was getting hard as I looked up her dress. She then leaned over to adjust the straps on her shoes which gave me a peek down her dress at her tits and nipples. As she stood up, Eva winked at me and smiled. Did she know I was looking up her dress? I hid my excitement with my hands in front of me and turned red in embarrassment.

As she stood up, I checked her out from her perfectly manicured toes and painted nails on her stockinged feet, open toed black heels with straps, lace covered nylon legs, short black dress, nipples poking out of the top of her dress, a string of pearls around her neck, red lipstick that matched her finger and toenails and her hair done to perfection.

Eva asked me how she looked and I could barely get the words out of my mouth, "Um, you, uh, you look great."

She thanked me just as Jay entered the room. I was petrified that he would get mad at me for staring at his wife, especially if he knew I was looking up her dress. What would he do if he noticed my erection? They left for the evening as I watched her ass sway back and forth before they closed the door. I was watching a movie after the kids were in bed and when Eva and Jay returned I noticed she was pretty drunk. Eva flopped on the sofa with her legs open giving me another look up her dress but this time I noticed that she had removed her panties. I couldn't help but stare at her bare pussy.

Jay noticed I was looking at his wife and interrupted my trance, "She's a little drunk Josh. Here's your money. We really appreciate you watching the kids tonight."

I looked at Jay and immediately began to blush. I was scared he was going to be mad but he didn't seem to mind at all. I took the money from his hand, said my goodnights and left but not before stealing another couple of glances of my fantasy woman's display. That evening would be burned into my memory forever, especially when I was alone in my room at night. I'll never forget the sight of my first bare pussy of a woman.

I thought going away to college would change me as it would give me a chance to start over where I didn't know anyone. I wanted to force myself to come out of my shell and deal with my shyness. My first year of college didn't go as I had planned. I was still awkward and shy so I still didn't socialize much even though my roommate tried as best he could to help me but I think even he gave up on me after a while. After my freshman year, I came back home more confused than ever. I wasn't sure I could go back to school out of town but I didn't want to stay at home with my parents either. I picked up a part time job at a local computer store which helped fill my days while I figured things out.

I got up early one morning to get ready for work and I opened the blinds in my bedroom to see what the weather was like and as I did, I noticed that our neighbor Eva had just opened her shades too. Our bedroom windows faced each other and I saw her standing there in just her bra and panties. I think I was just as startled as she was but she just smiled and waved. I waved in return and stepped into the back of my room. From there, I hoped Eva wouldn't notice that I could see into her bedroom.

I looked into her room as she unsnapped her bra to expose her bare breasts, her nipples a little hard. She continued to undress, stripping off her panties, standing there completely naked. I was hypnotized by her nudity and felt guilty for being a voyeur but my crush was naked and I could feel my erection building as she walked around the room selecting her outfit for the day.

My gaze went from her long, light brown hair down to her perfect, smallish breasts, over her trim stomach to her neatly trimmed pussy. I watched her lovely ass as she would bend over at times looking for something in her dresser drawers. I could only see about half of her long, bare legs. She then disappeared into the bathroom. My hand instinctively found my erection and I began to stroke it as watched my sexy neighbor. Before too long, Eva came out of the bathroom toweling her hair and I watched as she used a brush and hair dryer, then put on her makeup before a mirror on her dresser; the whole time she was completely naked.

I could see her as she sat on her bed to put on her pantyhose, gathering the nylon fabric before she placed the toes of her left foot into them. She pulled them up to her calf before crumpling the fabric together to place the toes of her right foot into the hose. Eva then stood up and I watched her tits sway as she bent over to pull her hose up her thighs, then leaning over again to pull them tighter, then over her ass. I was stroking myself this whole time and was close to an orgasm. I watched as she put on her bra, covering her breasts with the cups and fastening it in the front. She then slipped on her dress, before checking herself in the mirror. I came as she finished dressing, the whole time fantasizing about my lovely MILF neighbor.

I was startled when Eva looked out her window, seemingly to stare at me. I panicked. Did she see me watching her? Holy shit; did she see me jerking off? If so, would she tell my parents? Would she tell her husband? Would she think I was some kind of pervert? I took a cool shower and got ready for work promising I would never watch her again, if I ever had the chance in the future. Even though I felt guilty and scared, I couldn't get the image of Eva parading around her bedroom stark naked out of my head. During the boring parts of my day at work, my mind would drift to what I witnessed earlier that morning.

Later that evening, Jay called me to ask if I'd watch the kids while they went for a run. I was a little scared but I agreed. When I got to their house the kids were outside playing and Jay was waiting for Eva. He didn't say anything so I guess I was safe. When Eva came out, she was wearing tight running shorts that looked like they were painted on her and a little sports bra. I could feel myself begin to blush when I saw her. I couldn't help but to stare at her half naked body and I immediately started to undress her with my eyes. I could feel my dick beginning to stir. She grinned a little as she greeted me but gave no indication that she was mad so I figured my secret voyeur experience this morning was safe.

I played with the kids on the front lawn but would steal a glance of Eva stretching before her run, bending and twisting in her little shorts before she and her husband went off running through the neighborhood. When they got back, we just made some small talk before we parted our ways. I was relieved that no one mentioned me watching Eva that morning. I was neurotically worried about that all day. It wasn't right to look into someone's bedroom like that and I swore I would never risk being caught again.

Later that evening, I was going to use my laptop in my room briefly before I went to bed. It wasn't too late but I had to get up early for work again the next day. Before I turned on the light in my bedroom, I noticed that the lights were on in my neighbor's bedroom. I know I promised myself not to look again but my curiosity got the better of me, so I left my light off and proceeded to the spot in my room so I could get a better view of theirs.

From the darkness of my room, I saw Jay and Eva enter their bedroom. Jay was only wearing boxers and Eva was wearing a short little powder blue baby doll nightie with sheer matching bikini panties. I told myself I shouldn't be watching but was powerless to stop when I saw them embrace and begin to passionately kiss while their hands fondled each other. Jay's hands firmly grabbed his wife's ass and pulled her close as he began to grind against her. Eva slipped her hand down to stroke Jay's apparent erection. I watched as Eva took a step back and raised her arms allowing her husband to slip off her nightie, exposing her bare breasts. He immediately drew one nipple into his mouth while his hand fondled the other breast. He would alternate sucking on her tits while Eva's head rolled back in pleasure.

Part of me told me it wasn't right to keep watching my neighbors in this personal moment but I didn't have the willpower to stop. Jay's hand slipped between Eva's legs as she parted them and I watched as he finger fucked his wife under her panties. Eva looked over towards the window before she got down on her knees and peeled off her husband's boxers, exposing his hard dick which she quickly gobbled up into her mouth. I couldn't believe I was watching my fantasy woman give her husband a blow job. My own erection was growing and I found myself stroking my dick at the same pace as Eva's head was bobbing on her husband's cock. I wished it were me on the receiving end of her blow job.

After she sucked his dick for a few minutes, Eva stood up and laid down on the bed, raising her hips off the mattress, allowing Jay to slip off her panties. I got a great view of her spread legs before her husband began to lick her pussy. It looked as though she had an orgasm before Jay climbed between her legs and began to fuck his wife. I watched as his dick plunged into Eva while she writhed in pleasure. In my masturbatory fantasy, it would be me fucking her. Jay then withdrew from his wife and laid on his back. Eva glanced out the window once again; leaving me wondering if she suspected I was watching them. She then climbed on top of Jay, riding his cock as her tits bounced freely. I got a great view of her ass and his dick disappearing into her pussy.

They finished by Eva bending over so Jay could fuck her doggie style and I came just before he did but my orgasm was only a result of my voyeurism and my fantasy of me wanting to be the one fucking his wife. Eva got up from the bed and walked over towards the window, still naked, standing there for a moment, looking out towards my window. Did she see me? I froze, afraid to move but she smiled and pulled down her shade, the live sex show was over for tonight.

There were times when I would see her undressing after work in what seemed like a slow strip tease. She would slowly unbutton her blouse as I anxiously watched her gradually display her bra. She would then unzip her pants or skirt, whatever she was wearing that day, peeling them down revealing the panties she was wearing that day. She would then hang up her clothes as I watched her ass cheeks bounce underneath her panties. Some were so sheer I could see the crack of her ass or the hair of her neatly trimmed pussy. Sometimes the tease of watching her in her underwear was even more exciting than seeing her naked but I still looked forward to seeing her nude.

Eva's mornings would continue to start by her raising her shade, undressing, showering and getting ready for work. Sometimes I would watch but I still felt guilty for acting like a pervert but she was so beautiful, I couldn't resist my voyeurism. This was happening every day and I began to wonder if she was doing this so I could watch but I was still too scared to reveal my presence. I was still able to watch her and Jay fucking a few more times too which only fueled my desire for Eva and guaranteed I'd continue to spy on my neighbors. Seeing her naked and watching her suck Jay's dick and fuck him was beginning to be like torture. It was nice to watch her but it was also causing me some grief because I would never have a chance to be with her. I was still a virgin and needed a live woman to help me.

One Friday morning I saw Eva outside and she asked me if I could help her in the garden as she had the day off and Jay was working. My dream girl wanted my help so there was no way I was going to say no. She told me to come by in about an hour and we'd start. When I got there, Eva was dressed in a pair of white cotton shorts and a tank top. She quickly put me to work helping in the yard, garden and cleaning their in ground pool. She really had me working hard that day but I was stealing glances checking out her ass and panties which shown through the thin material of her shorts as she bent over. I quickly realized that I could also see down her tank top to her bare breasts and nipples as she was leaning over planting flowers

Even when we would stop to drink some lemonade, I would undress her with my eyes and picture her fucking and sucking her husband. She must have known I had a crush on her by now but never let on. We had a chance to talk all day and during the course of our conversations I shyly admitted to Eva that I was still a virgin. She gave me some advice on how to approach women and try to be more confident around them. I told her that was difficult because I wasn't confident. She made a comment that we'd have to work on that but didn't elaborate.

We worked in the garden most of the day and when Jay got home he was thrilled most of the yard work was done so he didn't have to do it. They invited me to come back for some burgers and to swim in the pool after they dropped the kids off at a sleepover, an invitation I readily accepted. I didn't have anything else to do on a Friday night which is pretty sad for a young college guy. I went home and showered and was looking forward to spending more time with Eva even if Jay was going to be there.

When I returned to their house, Jay and Eva were on their patio. Eva was wearing a beach cover-up that looked like a short dress. She always looked stunning. We sat around and had a beer before we agreed to go for a swim. Jay was the first one to dive in and I sat and watched as Eva lifted her cover up over her head, almost like I was watching her undress, to reveal a skimpy yellow bikini that just covered her small breasts with bottoms that tied at the sides but was cut high enough to show off an ample amount of her ass cheeks. I was mesmerized. I was getting the impression she liked me ogling her and began to wonder if she was letting me watch her get dressed in the mornings. I ruled that out because a nice woman like Eva would never do something like that.

I was starting to get an erection so I sat there as Eva went over to the deep end of the pool and dove in and stayed under water until she got to the shallow end. Before she reached the end of the pool I saw her bikini top floating in the middle.

She stood up in the shallow end and Jay and I simply stared at her until he said, "Um, honey, I think you forgot something" while motioning his head toward her top.

She let out a little shriek but made no effort to cover her breasts. I watched intently as Jay handed her the top and took her time putting it back on. She said, "I hope I didn't embarrass you Josh. I'm sorry but these strings just don't seem to stay tied. Aren't you going to join us?"

I was afraid they would notice my erection so I did my best to keep my hands in front of me while I ran to the deep end and jumped in. This really was torture. I kept getting excited by seeing Eva in various stages of undress but was helpless to do anything about it except to jerk off later. I was still going to enjoy it as long as I could.

We swam for a little while to cool off then got out of the pool as Jay was finishing up grilling some burgers. We sipped some beers while making small talk over dinner. My eyes kept roving over Eva's bare feet, her long legs, firm stomach and breasts that were barely covered. Sometimes I think Jay noticed me checking out his wife but never said a word but still, I didn't want to be too obvious for fear of getting them both mad.

After dinner we went into the house and sat in the living room with more beers when Eva excused herself. I watched her ass, with her cheeks hanging out of the sides, as she walked down the hall. While Jay and I were alone he told me that Eva mentioned to him that I was still a virgin. I felt betrayed. I revealed a secret to her and she violated my trust. I couldn't help but blush and simply nod my head. I had no idea what to say.

Jay said, "Don't be embarrassed Josh, I was just a little younger than you when I lost my virginity. Some guys just get a late start."

"I know Jay but it's still embarrassing. I'm the only virgin of the guys I know and I don't know what to do about it. I'm really shy around girls and I'm not real confident so I find it hard to even talk to them, let alone try to have sex with them."

Jay said, "Eva is willing to help you out if you want."

I was confused by that statement. "What do you mean Jay?"

He replied, "Josh, Eva is willing to give you some experience if you want. She knows you are shy and need someone to help you with women."

I was still confused. Did he just offer to let me sleep with his wife? This wasn't a normal offer and I was getting a little uncomfortable. I was afraid he would get mad if I misunderstood what he was saying. I sat there with my mouth open, probably looking a little foolish.

"Josh, what I am trying to say is that if you want to lose your virginity, Eva is willing to help you and I'm OK with it. You are a nice young man and we want to help you out."

I just looked at him in disbelief. I was almost shaking when I asked, "She would really do that for me and you don't mind?" I had to hear it a second time. I couldn't believe my ears or my luck.