I love reading about older women seducing young boys, here's what happened to me. Our next door neighbor, and mom's best friend is Judy. She practically lives over at our house, but I'm not complaining. You see, Judy is about 25-27 years old, but still looks like a teenager. She has HUGE tits, flat tummy and a perfect ass. I have heard my mom refer to her as being 'loose'. I think that is because she wears clothes that accentuate her figure. She has been the focal point of almost all of my masturbation. I have only been masturbating for a few months, and Judy kind of got me started. Behind mom's back, Judy would say things to me like, "Bobby, you're going to have to beat the girls off with a stick." Or "So tell me Bobby, have you started playing with your little we-we yet? I'll bet you have." Or "How many girls have you been dipping your little dip-stick in, Bobby?" As I got a little older, and discovered masturbation, I finally understood what she was saying. For her to be asking me questions about my dip-stick was quite a turn on for me. I was always too embarrassed to answer when she would ask those questions, and I think she knew that.

Like I said earlier, Judy lives right next door, and I guess I was always too busy playing to notice that her bedroom and bathroom are right across from mine. I have the only bedroom upstairs, and so I can look right down into Judy's bedroom and bathroom. I don't think Judy knew this because she has a high fence all around her house, and she never pulls the curtains closed. From upstairs, I can see just about everything, especially into her shower. 

I had saved up all my money from last summer, mowing lawns around the neighborhood. With the money I was going to make this summer, I was planning to buy a mini-bike. After finding out that I could see Judy when she takes showers, I decided to take some of that money and buy some binoculars. I already have a telescope, but it is too powerful for viewing an object that close. I bought the kind of binoculars that can be attached to the telescope's tripod (have you ever tried to jack-off with one hand and hold binoculars in the other?). I was extremely careful to ensure my light was off when I watched her because I didn't want to blow the chance of seeing a lot of her. When she was in the shower, she took the longest of any one I know. She spent at least 15 minutes just washing those humongous boobs, but then she spent almost double that amount washing her nookie. She would take the shower nozzle and rinse her pussy for a long time. Usually I would cum while she was still washing her tits! Sometimes my dick would stay hard and I would cum again by the time she was rinsing. One night I was treated to the sight of her shaving her mound, then afterwards she played with herself.

As I grew older, she got a little more risqué with what she would say to me. Then I found out she knew I was watching her. Judy was over having coffee with mom. I came down into the kitchen for a drink and mom asked me to get my sister ready for bed. I said, "Aw mom, you know she won't listen to me, and I've got another hour's worth of homework." (I was lying). So mom went upstairs to get Megan ready for bed. I was getting ready to go back upstairs when Judy said, "Hey Bobby, you dating any one?" I told her no, so she said, "Well, I find that hard to believe, a good looking boy like you." I told her it's true. Judy then floored me by saying, "Well maybe you should spend more time chasing girls instead of star gazing!" I said, "I don't spend that much time looking at the stars." "Well then maybe you should spend less time looking into my bathroom!" I acted like I didn't know what she was talking about. Then she pushed even farther whispering, "How did you like it the other night when I shaved my pussy? I did that just for you!" I was totally speechless, and extremely turned on. "I'll bet you just about blasted a hole in the wall with your cum!" I was wearing jogging shorts at the time and my cock was making a very noticeable tent in the front. She said, "I can see you are very excited just thinking about it. When your mom comes back downstairs, tell her I had to go home, then you rush back up to your room". I asked her why and she said, "You'll see!" She reached over and gave my erection a squeeze, then she left. I didn't want mom to see me this way, so I told her as I was going upstairs that Judy went home. I rushed into my room and quickly took the telescope off the tripod and replaced it with the binoculars. Judy's bedroom light was already on, but the bathroom light was off. I didn't have a clue as to what she was going to do, but I was sure excited. I locked my door so that mom couldn't walk in and catch me looking at Judy and especially so she couldn't catch me jacking-off.

Out of the corner of my eye, I saw movement in the bedroom. From my vantage point, I could see a little over half of the room. I was able to see the vanity, the bed, and a closet. The movement I saw was Judy going into her closet. She brought out what looked like a gown, then she moved out of sight. In a few minutes, she appeared again and sat on her bed facing my direction. There were all kinds of thoughts going through my mind, but I was mostly worried that she would tell my mom that I'm a peeping Tom. Judy bent over and removed her shoes. Then she went into the bathroom. Her shower curtain was closed, so I couldn't see anything. She was in there a few minutes when the light went off and I saw her reappear in her bedroom. She walked by the window and looked in my direction, she was smiling. I could see her nipples protruding through the thin material of the gown and the short teddy she had underneath. This was one time I wish I could use dad's camcorder! She went over to her bed and fiddled with a radio, then started dancing around. After a few minutes, she took off her robe, and I was mesmerized by her breasts bouncing around. Her top soon followed and I was getting to see those boobs, the nipples were sticking out like fingers. They were as big around as dimes and were at least an inch long! She began rubbing her tits and then concentrated on her hard nips. When she pinched them, I started cumming. Incredibly, I didn't go soft, but I couldn't stroke it because it was too sensitive. All she had on now was red panties. When she turned around I saw they were the type that let you see the whole ass. We call those type 'butt floss'. Then she bent over and spread her cheeks, I could see the outline of her pussy lips, and I began to stroke my engorged member again. She stayed in that position to remove her panties and I was afforded a fantastic view of her hairless slit. By the time she turned around and moved her hands to the mound, I was cumming again. It was just in time because only a few minutes later she went over to her bed and turned the light off. I was dumbfounded by the events that just occurred, and considered myself very lucky.

The next day, I didn't get to see Judy at all, which was very disappointing. On Saturday she came over and visited with my mom again. They were having coffee and talking very casually when I walked into the kitchen. Judy tried to carry on a conversation with me about school, but all I could muster for answers were shaking or nodding my head. My mom asked me if I was OK, and I nodded. Megan called for mom, and she went to see what she wanted. Judy looked me in the eyes, and gave me a very sultry look. "So, Bobby, did you like the show the other night?" I nodded and shifted to help relieve the pressure that was building in my shorts. "I thought you would, I kind of enjoyed doing it. In fact, when I turned my light off, I had to play with myself because I got so excited!" I didn't say anything, so she started again. "Would you like to watch me do that, too? I have an idea, tonight I'll let you watch how I play with myself, and maybe sometime you'll let me watch you, whaddya say?" I still didn't know what to say, but nodded and went upstairs. It seemed like it took her forever to go home. All I could do was wait impatiently for her bedroom light to come on. I was already naked when it finally did. She went straight to her bed and took off all her clothes. Judy spread her legs wide and opened her vaginal lips. She then began to dip a finger inside and bring it up and rub the top of her slit. She dipped in two fingers, then three! I was ready to cum already, so I stopped touching myself. I didn't want to miss anything. She rose up and opened a drawer in her night stand, and pulled out something pink. It was a penis shaped dildo, about twice the size of mine. She kissed the head of it then sucked it about halfway into her mouth. Judy slowly lowered it to her breasts and rubbed each nipple with it. Again, it moved slowly downward and was rubbed all around the outside of her mound. Finally she moved it to her opening and popped the head in. She moved the other end around in circles, and then started pushing it in deeper. By this time, I was ready to cum and I wasn't even touching my dick! I decide to help it out and stroked it about three or four times and I exploded. When I was able to concentrate again, I saw that she was plunging that fake penis in and out so quickly, it was just a pink blur! Her head was tossing from side to side and I think she was cumming. Just a few minutes later her light went off.

That was on a Friday night and early the next morning I heard Judy out in her back yard. I looked and couldn't believe my eyes. She was laying out on a chaise lounge, topless! Like I said earlier, she has a high fence around her house and I'm the only one that can see her. Watching her lie there with no top on was such a turn on and I had the solution in hand, so to speak. I woke up with a hard-on, and seeing her did nothing to squelch that. Needless to say, I had an explosive orgasm.

The following Thursday was the last day of school and I had big plans for the summer. I was going to try to get everyone in the neighborhood to let me take care of their yard work for them, especially Judy. Friday morning I woke up and saw Judy in the shower. Since she already knew I was watching her, I made no attempt to hide. I saw her look at me and smile, I think she knew I was jacking-off. After recovering for a while, I went and knocked on her door. She answered the door with a very sheer robe on and as far as I could tell nothing else! She invited me in and asked me if I wanted a Coke or anything. I asked for a Coke and she asked me what I was going to do with myself now that school was out. I said, "Well, Judy, that's the reason I stopped by this morning." 

"OH!"
"Uh, yes, I was wondering if you needed anyone to do your yard work for you this summer?" 
"I see. You are being the little entrepreneur, huh?" 
"I don't know what that means, I'm just trying to make some money to buy a mini-bike."
"OK, so little Mr. Business man, how much would you charge for doing my yard work?"
"I can charge you $10 a week, or $3.00 an hour, and you can pick the day of the week you want it done."
"That doesn't sound like very much money for all the work you will have to do."
"My mom told me I couldn't charge you as much as everyone else, on account of your divorce and all."
Judy laughed, and said, "You tell your mom to stay out of your business deals. I will pay you $15.00 a week, and if you could, I would like it to be done on either Thursdays or Fridays. Does that sound OK to you?"
"Yes ma'am. But please don't tell my mom."
"You want me to keep secrets from your mom? Well I guess we already do, don't we?" I turned about three shades of red, and couldn't answer to save my life.

At this she laughed, and she crossed her legs giving me a short peek at her puss. I shifted in my seat and took another drink from my Coke, stalling for time. I guess I was hoping she would show me more. Then she asked, "Do you think you could get started today?"
"I sure can, but I have to go see Mrs. Thompson, and Mr. Jablonski first, OK?" 
"Sure hon, and when you come back, if I don't answer the doorbell just come on around to the gate in the back, OK"
"I sure will. I'll be back around 10:00 or 10:30. See ya."
Disappointedly, I left not getting to see any more, and also at the thought she may not be there when I came back. I got back to her house around 10:15 and rang the doorbell. I cursed myself when she didn't answer. But I had a job to do, so I wheeled my mower around to the gate. I backed in with the mower and weed eater over my shoulder. When I laid down the weed eater and turned around, she was there wearing the skimpiest bikini I've ever seen. It was white and made her tanned skin look awesome. The top had small little triangles that barely covered her nipples. The bottom was the butt floss type and if she didn't already have a shaved mound, she would have had to shave to wear this. I just stood there starring at her incredible body. She was lying back and had sunglasses on and appeared to be asleep. I thought that all the noise I had made bringing in the lawnmower would have awakened her. I was already sportin' a woody, and the shorts I had on were not hiding it at all. I decided that since she was asleep, I would trim the edges before mowing. I ran the long drop cord from beside her back door and began trimming. Even that seemed very loud, but she didn't move. I was having difficulty doing a good job, because I kept looking at her. When I was behind her at the fence, she finally acknowledged my presence. Judy said, "Bobby, you can take your shirt off if you want to, it's awfully hot out today." She was right, I was sweating like crazy. I stopped the weed eater, and took my shirt off. She asked me, "Would you be a dear and go get me a Coke? You can have one too if you want." I was relieved to be going away from her because I had a raging hard-on. I was hoping that going inside would help it to go down some, but it didn't. My mind was just going over all the possibilities that could happen. I couldn't hide my excitement when I came out, so I just decided to not worry about it. By the time I came out she had rolled over onto her stomach and until I got right up to her, I didn't notice she had untied her top in the back and around her neck. I reached out to hand the Coke to her and she rose up to take it. I was less than two feet away from her and seeing her left tit, nipple and all! She followed my gaze and giggled, saying, "Oops, I forgot I had untied my top." But she didn't lie back down immediately, and I sure wasn't complaining. She told me to sit down and enjoy my Coke, and that I was working too hard. Every time she would take a drink she would raise up to the point that both boobs were hanging loosely, only about a foot away from my waiting lips. When I sat down on the ground, I hadn't noticed that the head of my rock hard cock was poking out the leg of my shorts, but Judy did. "So, Bobby, what do you think of the shows you've been getting at night." Without thinking, I answered, "Judy, you are just too beautiful for words. I can't help it, every time your light is on, I'm glued to my binoculars." Judy smiled and said, "Well, don't you think it's about time you paid me back." I guess the confused look on my face answered her. "I mean, you have gotten to watch me play with myself, when do I get to watch you?" I started to shake my head, I was very nervous at the thought of jacking off with her watching. Then a thought hit me, I could stand the embarrassment of her seeing me do that as long as I would get to see her up close. I said, "OK, but we have to go inside, and I don't think I could do it unless you are uh, you know, unless you do it too!" She said, "Boy, you drive a hard bargain, but I suppose I could accommodate you."

She rose up and then retied her top. I got a good view of those marvelous tits, and I knew this was going to be good. We went into her living room, and she pointed to a high back chair for me to sit in. Then she sat on the ottoman in front. Judy untied her top and just let it fall. I couldn't believe how uninhibited she was. I was very nervous about dropping my shorts, but finally lamented. My hard cock sprung up and bounced. A drop of pre-cum hit Judy (I thought I would die!). She dipped a finger in it and stuck it in her mouth! I asked her if she would take her bikini bottom off and let me see it. She teased me by saying, "See what?" I said, "You know, your thing." "Don't you know what it's called?" I answered, "Yes, I know what it is called, but it's not a nice thing to say around a lady." Judy laughed and said, "Bobby, there is nothing you can say to me that would embarrass me. So say what it is you want to see." I finally blurted out, "I don't think I can do this unless you let me see your pussy." "Now that wasn't so hard to say was it?" she said as she stood up to remove her bottoms. Her hairless mound looked so good, I almost came just by looking at it! Judy then sat down and had her eyes glued to my hard-on. As I was looking back and forth between her pussy and tits, I began to jack-off. She told me to slow down because she wanted to try to cum at the same time I do. I didn't think that would happen, because I was ready to cum right then. I watched as her hands became a blur on her crotch. I asked, "Can I get closer, and see what you are doing?" She thought about that for a minute, then answered, "I guess it will be all right." I got down on my knees and put my face very close. I wanted to see everything, and then I smelled the most intoxicating odor I've ever smelled. I swear it made my cock start to twitch. Judy opened her slit with one hand and pointed out different things with her other hand. I found out what a clit was, where her vaginal opening is, and her urethra. She informed me she was close to cumming and asked me to stand back up and continue jacking off. She told me she wanted me to blow my load on her tits, so she could rub it in. I was eager to oblige her. I felt the cum begin to flow, and the first wad hit her high on her chest. The second landed on her left boob, and that's when she started to cum. Her left hand was going to town on her clit, while her right hand was smearing my cum all over her tits. I didn't realize it until I was back out in the backyard, mowing her grass, that neither one of us touched each other. It was purely a 'don't touch, just look' kind of thing, but it was fantastic.

I hoped that it would go farther as the summer progressed. Every night after that, Judy would give me some kind of a show. It never seemed to be as good for me as it was when we were in her living room. Even her shows were lacking something. There was a forecast of rain for Friday, so I rang her doorbell on Thursday morning to see if she wanted me to do it then. I must have woken her up, because she came to the door with nothing but a robe on and it wasn't fully closed. She invited me in and I told her about the forecast. She seemed very distant, and I asked her if anything was wrong. She said, "No hon, I just have a hangover, I drank too much wine last night." I thought to myself, "Whew!" I was worried she was mad at me for something. She told me she would be OK, to go ahead and do the yard and she would fix me lunch. I went around back and it took me about 20 minutes to mow, and about an hour to trim and cleanup. I spent another 20 minutes on the front yard and went back through the gate to gather my things. I glanced in the sliding glass door as I was unplugging my drop cord. Judy was in the kitchen, stark naked! Watching her walk around like that with those titties bouncing, gave me an instant hard-on. I knocked on her sliding glass door, and she looked up and motioned me to come in. As soon as I got the door closed behind me, she said, "For now on, this house is a nudist colony! Whenever you are over here, we will both be naked, OK?" I said, "Are you sure?" She answered, "I have a high fence all around the house, the only one who can see in here is you." At that, I just dropped my shorts, after last Friday, I was no longer embarrassed to do that. I cannot describe to you the intoxicating effect of watching this vision of beauty walking around naked. At my age, I would have had many fantasies about her, if I was only able to see her in a bikini!

I was still afraid, and very unsure of what to do. All I can remember is that my hand was automatically drawn to my throbbing erection. When Judy saw me beating my meat, She smiled and said, "Whoa, slow down big boy. You don't want to blow that load just yet." Now I'm just standing there starring at her awesome body. A body I would have killed to touch, to lick, suck and fuck. She grabs two plates and hands me two sodas, and I follow her into her dining room. We sat down beside each other to eat lunch. After the workout in her yard, I was pretty hungry, but I still couldn't take my eyes off her breasts. In between taking bites or drinking from her Coke, she would stroke the inside of my thigh. She would come so close to my manhood, but stay just far enough away to tease me. I followed suit and would rub the inside of her thigh, but she would not let my hand touch her nookie. I moved around back and played with her fantastic ass. She explained to me that she would like to teach me how to please a woman. I told her I was willing to learn anything she wanted to show me. She took me by my hard-on and led me into the bedroom!

We started to kiss very gently after finishing our lunch. The first time she pushed her tongue into my mouth, I was surprised, but I didn't pull back. She took both my hands and put them to her neck. She taught me how to hold her head while I kissed her. Then very slowly she brought my hands down to her boobs. We stopped kissing long enough for her to tell me how to play with them and to explain how they are sensitive. She told me to kiss her neck, ears, and tops of her shoulders. Judy showed me how to bring her tits together so that I could alternate between sucking one nipple, then the other. Her nipples were as hard as granite. She told me to nibble on them gently, suck them, then bite them (but not too hard). I thought she was going to have an orgasm just from the attention her breasts were getting. She was breathing hard, her chest was rising and falling very quickly. Judy told me that what she was going to have me do next was not everybody's 'cup of tea.' I told her I would try anything, and that I truly wanted to please her. She gently moved my head down towards her tummy. I licked her navel, and was mysteriously drawn downward. I could smell a very pungent odor, but I liked it. When I got down to her mound, I had to rise up and get another good look at her shaved pussy. She opened her lips and dipped a finger in and rubbed it on her clit. I nervously extended my tongue and came in contact with her clit. I enjoyed the taste, and wanted more. I pushed my tongue up in her and then moved up to tickle her clit again. I really didn't think I would like eating pussy, after hearing about it at the gym in school, but I love the way it tastes, and the effect it has on me. All of a sudden, Judy grabbed my hair and was just about screaming, "I'm cumminnnnnng!" It seemed to last forever, until she finally let go of my hair. I barely heard, "God Bobby, you are a natural born cunt licker! Now it's my turn. I just love the taste of hot boy cum!"

I have heard of blow jobs, but never imagined it would feel as good as this. Judy had suction going on at the same time her tongue was twirling around the head of my dick. I was cumming in a matter of seconds, but I didn't go soft at all. I thought she would be mad at me for cumming so quick and for letting it go in her mouth, but she made smacking noises with her lips and said, "MMMMMM!" 

At the age of 13, my cock was only about five inches long and not very big around. I was worried it wouldn't be big enough for her and she would never let me fuck her, but she quickly chased away all my worries. She explained, "Now that you've already cum, you'll be able to last a long time in me." And with that being said, she laid me back and straddled my hips. She took my engorged member gently in her hand and guided it to her opening. I thought with her being an older woman, I would be too small and she would be loose. I was way wrong, her pussy was even more incredible that her mouth! It was like a furnace, and had a tighter grip on me than I normally have when I jack-off. It was slick, and made slushy sounds. Being inexperienced, I was moving up and down at the wrong times and I popped out a few times. Judy just told me to lie back and relax. She was slowly riding up and down, and then forwards and backwards. As her breathing got heavier, the faster she started to move. Her tits were bouncing all over the place, I would catch one and suck hard on her nipple. Judy said, "That's it baby, suck mommy's tit milk! Suck it hard!" This was a hell of a turn on for me. When Judy shouted that she was cumming, I felt the contractions of her inner pussy muscles. This caused me to explode in her, and it felt like I squirted a gallon in her.

That was the best summer of my life… up until then and since. We had many more sessions, mostly once a week. But then she would find excuses to ask mom if she could 'borrow' her son for a chore or two. Sometimes I would act like it was such a pain so mom wouldn't catch on.
I learned how to please one particular woman, as well as how to please almost every woman since. Judy told me I was a fantastic lover and she would be glad to go to bed with me anytime I wanted. I found out that I was really attracted to older women. The girls in school albeit a nice diversion, never seemed to compare with women of experience. I guess I will always have a special place in my heart for my first lover, and to this day we get together every chance we get.