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Living With the Older Neighbor

By: mikee_43



I was 18 yrs old, it was just me and my Mom, and she decided to take a job in another city. I was wrapping up a summer class, and then I wanted to attend a local college here. I told Mom that I did not want to move. She said "Well, hun, I don't know what to tell you. I am sorry, but this is too good of an opportunity for me to pass up."

A couple of days later, I was mowing the neighbor lady's yard, like I did every week. When I got done, she handed me a glass of tea, and we were sitting on her back porch talking. I told her about my situation that Mom was moving and it looked like I was going to have to move with her. She said "Mike, if you want to, you can live with us. As you know my kids are grown and gone, and it is just me and my husband, and he is gone out of town more than half the time. So, honestly, it would be nice to have some company around here, especially a nice young man." 

I always thought Mrs Duncan was a good looking woman, and she was always nice to me. We would sit down on her porch and drink tea every time I got done mowing the grass. She was in her early 50's, and had a decent figure, as best I could tell. Never thought of her as a MILF, just a nice, good looking neighbor who I enjoyed taking to.

She explained to me that she had a downstairs bedroom that I could use, and there was even a living room down there. I would be welcome to live with them, I just needed to help around the house, and abide by their rules. I was thrilled and agreed to move in as soon as Mom moved out. Mrs. Duncan said she would go over and talk to my Mom about the arrangement.

Anyway, to make a long story short, Mrs. Duncan worked it out with Mom. Mom talked to me afterwards. She was disappointed but, understood. She said "If you change your mind, I will have your room ready. But, you had better come and visit me at least once every couple of weeks, or so."

I said "Mom, you are a little less than 2 hours away. That will not be hard to do."

A few weeks later, I was living with Mrs. Duncan. I helped her with her dishes, mowed her yard, and various other little things. It was a deal that she lost money on, because she provided the meals. But, her comment to me was that it wasn't that much more to feed two people as to feed one. Then, she added "I hate living alone as much as I do. But, Jack's job pays very well, and he loves it. So, here I am by myself most of the time. "

For the first day, I spent a lot of time downstairs, trying not to be a bother to Mrs. Duncan. Mrs. Duncan noticed it, and said "You don't have to try to give me space, unless you just need it yourself. You can watch tv with me after supper if you want to. I have a few programs I like to watch each week but, I will let you know when they come on. The rest of the time, you can watch whatever you want. If I need extra space I will just let you know, okay? You want to try that?"

That was actually fine with me. I like some alone time, but I also like being around others too. 

It was nice being with her. After the 2nd day of our new arrangement, she said to me "Mike, the only thing I miss is being able to dress the way I want to dress in the mornings and evenings. I love having you with me, but I also miss wearing what I want."

I said "Mrs. Duncan, just wear what you normally wear. That is fine."

She said "Well, I can't wear exactly what I normally wear, but I could get very casual if you didn't mind."

"Honestly, whatever you want to wear is fine with me," I quickly said, feeling like she was compromising just for me.

She said "Hun, trust me, I cannot wear what I wear half of the time."

I wasn't following her. I guess I was in "dense mode" because I was thinking she meant panties or something like that. Actually, I was kind of hoping that she meant panties. Then, rather daring, I said "Show me what you like to wear."

She laughed and said "I like to be naked half the time. So, I am not going to show you that. I just enjoy walking around the house naked in the morning and stripping back down in the evening. The other half of the time I wear a t-shirt with no bra and panties. Not sure an 18 year old boy can handle that."

I was stunned. When you are young when you meet a nice older woman, you don't think of her as a person who might dress naked or half naked around the house. So, her comment startled me. I said

"Well, you surprised me."

She said "I can tell."

Then, I said "Honestly, I would love for you to dress either way you wanted to. But, I don't think I will be lucky enough to see you naked. So, Mam, however you want to dress around me, is fine. I will just enjoy the view. I will try not to stare."

Then she said "You really didn't think older women might dress like that, did you? Especially women who dress conservatively in public?"

"Well, actually I didn't. But, now that you told me, I think it is really cool." I said.

"Okay, good," she said, then added "But, you cannot tell anyone, especially your Mom, I mean no one. Okay?"

"Yes, Mam. I won't," I said.

She said "Mike, I mean it. If I find out you have even hinted about it, I will probably boot you out of the house."

I said "You can dress however you want. I will not say a word."

"Good," she said, then continued with "I am going to change right now into a top and just panties."

Then she headed upstairs to change.

When she returned she had a long, loose fitting, t-shirt that went to her mid thighs. It was wide around her neck to the point that it hung off of her right shoulder. Plus, it was somewhat see through. I could tell that she had nicely rounded tits, that looked like the size that would fit in my hand. I could also see what appeared to be red undies underneath, but I could not tell what kind. To say she looked hot for her age would be an understatement. But, then again, I had never been around any woman who dressed this way in front of me.

She said "Does this look okay?"

I had a hard time getting the words out at first but I finally got out "Uh, yea, uh, I love it. Gosh, you are hot. Oops, I... hope I didn't spoil it with that. I am sorry."

My cock was very hard in my jeans. The way her top draped onto one shoulder, I kept wanting it to fall down a little more. It was certainly loose enough that it could have. In addition, if she bends over I am betting I could see everything because it was a loose fitting top.

She then sat down next to me, and said "Good. Now I am more comfortable. If you want to dress with just a pair of boxers or gym shorts and nothing else, that is fine with me, too. I think that would look nice. Then we can both be ourselves."

I said "Well, the only problem is..."

She jumped in at that point to help me, and just said "Mike, it's okay if you get hard. You are not used to this, I'm sure. Once you get used to it, you will be fine. Besides, I don't mind seeing a boy turned on by me. It is flattering to me at my age. It tells me I still got something left." Then she smiled.

She went on by saying "Do you have some gym shorts? Something silky? If not, I will let you borrow a pair of my husbands."

I said "No, I only have underwear, or blue jean shorts."

She said "I will be right back."

I watched her as she went up the stairs to toward the bedroom, and I was very shocked to see that the red panties were thong panties. I could barely make it out through her white long t shirt. She returned a few minutes later with a black, tight pair of boxer shorts. She said "Here, go in the kitchen, strip down, and put these on. Then, both of us will be dressed comfortable." 

I took the shorts and headed toward the kitchen, and she said "Oh, and no shirt, either. I love to see men, and boys, with no shirt on."

I turned to look at her to see if she was serious, and sure enough she was. Then she added "I hate to admit it, but I always thought you looked so cute mowing the grass in just your jean shorts and no shirt. Anyway, tonight we are going to be comfortable with each other, and from this day forward, okay?" 

"It is fine with me," I said.

I got changed in the kitchen and had a hard boner pushing my silky tight shorts outward like a tent. I felt uncomfortable, except for the fact that she had already told me that it was okay if I get hard. I thought "Well, we will see what happens," then I headed into the room.

She had a big smile on her face. She said "I love this. Now we can be ourselves. Sit down by me." She snuggled up by me, then added "Now, I don't feel lonely anymore. I have a cute 18 year old boy, barely dressed, snuggling me on the couch. I feel like I got it made."

She had no idea how I felt. Multiply what she said, about having it made, by 100 times. I was not sure where she was taking this, but I was loving it so far. Even if I only got to see her dressed like she was, and both of us got to walk around comfortable all the time that would be plenty fine. Then if I get to snuggle her some, that would be even better. All of it was a privilege to me.

When she slid over by me and snuggled me, her top slid even further off her shoulder and down her right arm. She laid her head on my shoulder. When she did that, I could see oer her head and down the right side of her top clearly revealing her right tit. I started suspecting at this point that she wanted me to see down it. So, I just enjoyed the view. She then started talking like a sweet teenager on a first date with a guy she liked. Her voice tone kind of changed to where she sounded younger, and cute. She said "Find us something to watch on tv, okay? I am just going to enjoy snuggling you. Hope you don't mind."

I could barely get the words out, when I said "whatever you want is fine with me, Mrs. Duncan."

She chuckled and said "Whatever I want? Like anything I want?" (I didn't even get a chance to turn on the tv, yet)

I said "Yes, Mam. I love this, so whatever you want."

I had no idea, at this point, that Mrs Duncan was a very sexual person. I would not find that out until when we talked later. So, everything that was happening was a complete, wonderful, surprise to me.

She said "You sure it is whatever I want? Because I might surprise you."

I said "Yea. You are in charge." 

Then, once again she surprised me by sliding her right hand onto my silky shorts and rubbing on top of my cock. Then she looked up into my eyes and smiled. Then she said "I will show you what I want." 

Then she grabbed my shorts and started yanking down on them she said "I want you naked. I want you to be with me naked. I want you to walk around this house naked. I want to have a 18 year old boy get naked whenever I tell him to. That is what I want. In other words, however I want to dress you each day, you will wear that for me. That is what I want." Then she slid down my shorts, and off pf my segs to where I was sitting there totally naked. 

I thought "Gosh, this woman moves quick when you tell her she can have whatever she wants."

She then sat back down by me, and said "So, you sure it's whatever I want?"

I said "Oh, yea, I am sure. If you want me naked, I will be naked. Whatever you want."

She said "What if I want you wearing a pair of my panties?"

I said "Whatever you want."

"I love it," she said. Then she continued with "But, you play by my rules always. Understand? I will always be in control. You only respond to me, okay? I will wear whatever I want, and I will tell you what to wear, or not wear, along with anything else I want."

"Yes, Mam. That is fine." I said.

Then she said "Good boy. Now take off my t-shirt."

I moved quickly, but was shaking as I helped slip it over her head and off.

"Now, suck my tits while you play with them with your hands. Molest my tits for me and suck them.

Molest them like a boy get the privilege of playing with the older woman's tits."

I started to lean over to her, and she pushed me back against the couch. Then she moved over and straddled me. She then lifted her chest upward so her tits could easily be fondled and sucked. My cock was rubbing on her panties. I was shaking with excitement. I molested and sucked her tits, and was throbbing with excitement in the process. I finally stopped and said "Mam, I am about to cum. I don't think I can hold off anymore."

She said "Tell you what. I want you to strip me, so you know what I look like naked. That way we can get that over with. I will lay down on my back on the couch, and you rub your cock all over my belly, until you shoot your cum all over my tits. Then, after we have taken a break for an hour or so, we are going to play again, when you are not so excited, okay?"

I slid down and removed her panties and saw that she was shaved like a girl. I couldn't help myself, I spread her legs and just stared at her pussy. She laid there watching me with a smile on her face. Her expression was like she was thinking "Go ahead and enjoy the view. I don't mind." I touched her pussy with my fingers and she was very wet. 

Then she said "I know you are very excited. But, remember, I am in control, okay? Go ahead and lick my pussy a few times, but don't you dare cum yet. When you are done licking me, then squirt your cum all over my tits. I want to watch it squirt out of your boy cock."

I loved licking her. Her pussy was silky wet and sweet. I kept thinking "I wish I wasn't so excited I could eat her for 30 minutes straight. I love doing this."

She then said "Cum on me baby boy. Squirt your sweet cum on my tits."

It was probably a combination of the fact that all of this was new to me, and that it was a privilege for me, plus it was also because of the words she was using like "pussy, cum, squirt, boy," etc, but I immediately exploded cum all over her. Some of it even hit her mouth. I just kept cumming, and cumming. She smiled the whole time. She was loving the show of watching it squirt from me.

She finally said "I am going to teach you something, you would probably never do, but I want you to do it for me. I want you to lick off your cum off my mouth and tits. As you lick it, share it with me by french kissing me with it." 

I obeyed her but it felt awkward. It had a wonderful smell (I always loved the smell of my cum) but I had only tried touching my tongue on it to taste it in the past. I never scooped it up with my tongue and ate it. The taste was not as good as my precum (which I had tasted many times before and loved the taste). It was sticky, but slightly bitter and slightly salty. But, the funnest part was sharing it with her. Eating it together with our tongues swirling around in cum. That was so hot. 

Afterwards, we snuggled naked for a long time. Then finally, she got up, made some popcorn, poured us a couple of sodas, and came back in and snuggled with me on the couch. This time though, she made me stay naked, but she had put her thong back on. She did leave her top off so that was nice.

As we ate popcorn, drank soda, and laughed, we also talked about her love for sex. She told me about her and her husbands' relationship, and that she knew he was playing with other women when he was out of town. She told me she could easily do the same herself while he was gone. She knew she had a nice body, and could get anyone she wanted. 

Next, she admitted she has always had "a thing" for teenage guys. It was one of her fantasies for a long time. Then, she told me she had a vivid imagination when it comes to sex. She said "If this goes well, I am going to call you my little boy toy. I will play with you and keep you excited. But, let's don't let t ruin our relationship. Sometimes, sex can do that. Remember, I am in charge. If I stop it, you are going to have to be prepared for that. Just count each day a privilege, and the very least that will happen is you will become a boy who can turn any woman on, including older ones like myself. You okay with that?"

I said "Yea, I will adjust to whatever you want."

"Good.," she said. Then she continued with "Now get over here, slide off my panties, lay me down on the couch, and slowly lick my pussy like you are teasing me. Smile up at me while you pull my panties down. Then, spread my legs, lift them in the air, and keep licking my pussy until I cum. I will show you what feels good." 

I did exactly what she asked. She looked right into my eyes as I looked into hers. I slid her panties down in as sensual of a way as I knew how. I spread her legs wide. Then, I lifted them in the air. She was laying on her back and I had complete access to her pussy. I then started licking her, then I would stop for a moment and look up at her and smile. Then I went back to licking some more, stopping and smiling again. I did this a few times to tease her, and she finally gave me a look that said "Stop messing around and eat me." Then I dove in. As I licked, she would guide me by holding my head and moving it different directions. She was moaning constantly, and wiggling her legs. She was breathing hard and panting and said "Fuck me with your finger." 

She reached down, grabbed my finger and taught me how to do it liked she liked. She guided me the whole time on everything to do that made her feel good. She ended up cumming 4 times, with 1 minute breaks in between. I loved what I was able to do to her, and how I made her feel. It turned me on to know I was the one turning her on, making her squirm and cum. I kept thinking "I love this. This woman is going to make me love eating pussy." 

After what seemed like 15 minutes or more, she finally said, out of breath, "Enough. That's enough. My boy learns well." Then, as she still is breathing hard, she paused a second, and said "You will learn how to make me feel good like this every time I ask you."

I said "I love it."

She said "Good. Now stick your cock inside my pussy and squirt your mikey cum all inside of me.

I want to feel little mikeys all inside of my pussy."

I about came from just how she said it. I was throbbing. I slid on top of her and she grabbed my cock and helped guide it inside. I fucked her slow at first, but could not do it long. She then whispered "Go ahead, there will be more times to fuck me. Squirt it inside of me."

I pulsated hard as I shook and came in her. When I finished cumming she pulled me on top of her and laid my head on her tits. We just snuggled like that for quite awhile. Then she finally said "Did my little boy enjoy fucking me? Did you enjoy everything we did? Listen, you are going to sleep naked with me tonight. Then we will fuck again in the morning. In a few minutes we will get a shower together and then go snuggle in bed naked til we go to sleep, okay?"

"Fine with me." I said.

This was just the start of a relationship that lasted over 2 years as I lived with her. The only time we were careful was when her husband came home for a few days. During that time I woulld head to Mom's house to see her for a couple of days. Then when he left, we were back doing what we did before. 

To be continued to another chapter soon...