A Summerwith Amy by Dani Nicole
This is a relatively true story, I embellish a little on how well I look, but otherwise, excpet for a few minor things it is all true. Enjoy.
As a kid growing up, I lived next door to a beautiful divorced woman for about 15 years. Amy was gorgeous and did very well for herself, owning/managing a catering business. She had married young and when her husband made a lot of money, he left her. Amy got a good lawyer and took her ex to the cleaners. With the business and the settlement, she led a comfortable life. Over time I got to know Amy well because of her friendship with my parents and because she paid me to do odd jobs around the house for her, like yard work, clean out garage, take her garbage out, get mail when she was gone, etc. I had a key to her house and had access to anything or anywhere I needed. On several occasions, I "surprised" Amy and caught her in various states of undress. This led to many spectacular orgasms as I relived the moments privately.
The other great thing about Amy was her nephew and niece. Mike and Becky were twins and about my age. They visited Amy a lot and we became good friends over the years. For years, I lived next door blissfully going about my life, catching the occasional glimpse of Amy's beautiful body. Then one day things changed. It was a Saturday in early June, Amy and my mom were lying out in the sun by our pool. Amy was wearing a skimpy two-piece suit and I could not resist sneaking peaks of her. Little did I know she caught me looking on more than one occasion.
As I was relaxing in the pool, Amy turned to me and asked, "Could you do me a favor?"
Startled and concerned that she had seen me watching her apply sun tan lotion, I blurted, "What?"
"Can you do me a favor tomorrow?"
Waking out of my daydream of massaging her body, I answered, "Sure."
"Great, Come over tomorrow first thing, and we will get it done quickly."
"OK". I got out of the pool and I ran to my bedroom. I needed to take care of my boner.
The next morning, I headed over to her house and let myself in through the garage. As I came into the kitchen, I found her standing there wearing a short kimono. Her legs were bare and the top of the kimono was open just so, allowing me a glimpse of her perfect breast. I instantly became hard.
"Good morning" Amy said.
As I stared, I mumbled "Morning. So what do you need me to do today?"
"Well, I need to ask a special favor, something a little different from what you normally do."
Amy has been very good to me, never doing me wrong, so I naturally replied, "Sure, anything."
"Well before you commit, let me tell you what I need. I am making a dress for Becky, for a dance she is going to. I need some one to stand in as a model as I pinned it and so forth. Will you do that for me?"
Shocked, I stood there just staring at her. Finally, I said, "I don't know... seems kind of strange. I don't think so. I can't do that."
She pushed a little and said, "Please?!?! No one will know. Just you and me." At this point she turned back to the counter giving me another glimpse of her breast. "I tell you what. I saw you staring at me yesterday" she turned quickly towards me " and now!!"
"No, I..I..I w..w..wasn't staring."
"Yes you were and I don't mind, it's rather flattering. But if you do this for me, you can feel them as well as stare at them." Now at 16 I had touched a few teenage breasts but only on the outside of a bra or shirt and here was a real woman saying I could touch her breast.
"Only, if I get to go first!"
"OK" was all that she said before she dropped her robe on the ground and stood there naked from the waist up. Her breasts were perfect, very perky and firm with little reddish brown nipples and areolas. After taking in the magnificent view, I reached out to place my hand on her left breast. Before I could touch it though, Amy took my hand in hers and guided my hand to her chest. With my hand on her breast, I lightly squeezed it, then moved to tweek her nipple. "Would you like to suck on it?", was all the prompting I needed to lower my lips to suckle. As I softly nibbled her nipple, she began to moan and squirm slightly. Amy step back to lean against the counter and pushed to keep my lips locked on her nipple. As I did this I felt my cock growing in my shorts. After about five minutes of playing in the kitchen, Amy abruptly halted the action and pushed me back.
As she gathering up her robe, she said, "OK, shall we do this?" and headed for the stairs. "Come on big boy, pay time for your fun."
Being 16 and male, I though big boy was referring to my penis and was embarrassed to find it pushing out my shorts. I hesitated before running up the stairs behind her.
When we got up stairs, Amy led me into her spare bedroom/hobby-room. Then, with a hint of command behind her words, she said, "Take off your clothes." When I hesitated, she said, "Come on now, you got to play with my breasts, so it is time for you to hold up your side of the bargain. Now strip."
"But you're here."
"So!! You got to see me half naked. Besides, you will still have your underwear on, what's the big deal. Hell, I've been to your swim meets, that little suit you wear for that leaves little for the imagination. It probably covers less than your underwear."
I thought about and she was right, my boxer briefs would cover more than my swim team suit. I said, "OK, you're right." and I began to remove my clothes. Once down to my boxers, Amy lifted the dress and helped me step into it. She then began doing her thing, pinning it off, measuring and so forth.
"OK, we're done," she announced after 20 minutes.
"Good!"
"Aw it was not that bad."
"I'm wearing a dress, it is bad."
As she lowered the dress down for me to step out, my hard-on sprung free of the dress. I quickly tried to hide it by turning, but I think she still noticed my condition.
As I stepped off the little platform I had been standing on and before I could even get to my clothes, Amy step toward me. She put her hand on my shoulder and turned me around to give me a big hug, "Thanks for doing this for me, it was a great help." My 16-year-old body pressed tightly against her sumptuous 28 year old body. My raging hard-on was compressed between us, yet she said nothing. As the embrace ended, Amy seductively said, "For being such a good sport about all this..." she let the words trail off as she let her kimono slide to the floor. I quickly lowered my head to lick her breasts. With one hand on her right tit and my mouth on her left, my hard-on pulsed with excitement. Again, Amy began to moan. As she pulled my head tighter to her chest, she slowly walked us into a position with her back against the wall. As she approached orgasm, Amy pulled my lips up to hers and we began kissing. My free hand found her available breast and began fondling it. Just before her climax, Amy's hand found my cock and gave it several rubs through my underwear. When she came, it was with a squeal.
Amy stopped rubbing my cock, kissed me gently on the lips and said, "That was wonderful." I stood there a raging hard-on in my underwear ready to explode. Amy picked up her kimono and began straigtening up. After a few seconds I realized I was not going to get to finish, so I headed into the bathroom to finish what she had started. It took only a couple of strokes I exploded with the biggest self induced orgasm in my life. As I recovered, Amy came into the bathroom, I turned but I still think she saw me with my cock in hand and cum all over it. Without a word, I finished cleaning up, got dressed and headed home.