My story is one that started out as a fantasy and wound up being a reality. I am a middle-aged man living in a south suburb of Chicago, actually in Indiana. My fantasy turned reality centers around a beautiful mature schoolteacher in the early fifties age bracket. She happens to be a wonderful woman who knows exactly what she wants.
Her name is Jan and she is without a doubt, the most sexiest, passionate mature woman that I have ever met. When I met Jan for the first time was at the hospital, she was visiting a mutual acquaintance of ours.
Jan introduced herself and I learned later that she was a high school English teacher. In fact as we began talking, she tutored my cousin at one time in English and still remains friends with one of my aunts.
Jan was married, but she was a very lonely woman and filled her leisure hours by helping other people. So as time went by, I began to see her more often because she had volunteered to assist homebound elderly people that have been recently discharged from the local hospital. She was so kind and compassionate that aside from her physical attributes, I really started to take an interest in her.
Jan had a lot of nervous energy and she channeled that into her random acts of kindness and chores that she performed for other people.
For example, I was visiting my elderly father and I was surprised to see Jan there mowing his yard. I told her that she was working too hard and she replied that she liked to remain active in her time away from school and try to stay in good physical shape. I told her that she looked almost perfect to me.
Jan seemed a bit embarrassed that I said that and she said thanks for noticing. She said her husband was a career educator too and he was hardly ever home anymore. I could not help but notice how attractive she was, even with no makeup on and regular clothes. When I was younger and in high school, I often fantasized what it would be like to have sex with my female teachers.
I found myself staring at her chest, as her blouse was all sweaty and clinging to her. She had several buttons unfastened and quite a bit of cleavage was exposed. Jan was moderately endowed and I could not help but look. Jan caught my leering expression and to my delight, she just smiled slightly and asked if I was married. I replied that I was divorced and currently not seeing anyone.
1
At this point in the conversation, I was definitely interested in her and I decided to offer a cold beverage and allow her to take a break and get to know her better. She accepted and when I returned with the cold beverages, I noticed something different about her. I thought for a moment, then I realized that while I was gone, a few more buttons on her blouse were unfastened and I could see the lacy edges of her brassiere.
Furthermore, I got the impression that she might even be interested in me, because her nipples were almost poking through her bra and I surely would have noticed that earlier. Jan seemed to not mind my ogling as I handed her a beverage. I was starting to become aroused myself, just thinking about my fantasy and a schoolteacher.
Jan continued to ask subtle questions about my personal life and I gladly answered them. Even though I was having a difficult time concentrating because she kept slowly pumping her leg back and forth and crossing and uncrossing her legs. She wearing shorts and they were not really short, but they were a little baggy and I swear she was not wearing any panties. In fact on one occasion, I thought I saw a wisp of her pubic hair peeking out from the leg of her shorts.
The more often she moved her legs, the higher her shorts rode up her legs and exposed some very firm white thighs. Just then, I had a naughty thought about how I could help her
burn up
some of that nervous energy.
The longer we talked, the hornier I became, and just thinking about how we could make my fantasy come true.
I believe that Jan knew I was not interested in conversation any longer, because she suggested that she wanted to pull some weeds from the flowerbed before she finished. So she asked me if I could assist her and of course I said yes. I held the lawn bag while she pulled the weeds and at one point, she bent way over pretending to pull a stubborn weed and lingered there long enough for me to fully admire her beautiful ass. Oh was she a tease, I almost groped her right there.
Jan's legs were completely tanned, all the way to her ass and they were so firm and tight. Not really skinny, but muscular and quite firm.
She definitely took care of her body and since her shorts were of a Very light color could tell that she was wearing dark color bikini panties.
As Jan continued to bend over in front of me, I was just mesmerized by her lovely ass and the more she bent over, the view of her sexy ass was even more enhanced.
2
I am certain that Jan knew that my eyes were glued to her sensuous ass, because she would turn and smile and slowly bend over again a wiggle that sweet package ever so slightly. When she finished this little task, she turned around and smirked wickedly and looked me in the eye at first, then averted her stare to the ever-growing bulge in my pants. Jan stared momentarily and then looked up at me and licked her lips.
I definitely did not need any more encouragement than that, so I asked her fi she would be interested in going out for an early dinner with me when she finished her good deeds for today. It did not take her long to agree and I was certainly delighted. Jan then bent over again to pick up her gardening tools and this time I was facing her and her tits were practically falling out of her blouse now and I could see her nipples clearly.
Jan suggested that instead of going out for dinner that she would make dinner for me if I didn't mind. I immediately accepted and inquired about her husband and she said that he was out of town on business.
My mind went numb now just thinking of the possibilities that existed for me to make my fantasy come true. Jan asked me if I could help her put her
Gardening equipment in her car and I said sure. As I stood behind her, handing her the equipment, she backed right into me and I had a raging hard on. She reached quickly behind her and discretely gripped my cock and gasped.
I apologized for being so forward, but I told her that she was really beginning to turn me on. In fact, I said I was horny as hell and we needed to do something about this. Jan said she was looking forward to a little fun.
She made me promise that this would be our little secret and to meet her at her house in one hour.
So I raced home, showered and changed clothes and picked up bottle of wine and sped to her house. When she answered the door, she looked like a million bucks. She had just showered, put her hair up and applied her makeup and smelled heavenly. She asked if I was hungry and I looked her up and down and said I could eat you right now. Jan said she had never been told that before. I told her that she looked absolutely ravishing.
I noticed that Jan did not seem to have much clothing on under her robe and I was dying to see just exactly she did have on. I offered her the wine that I had brought and she poured tow glasses for us and offered me a seat in her living room. As we sat down, Jan's robe parted slightly and I got a peek of what appeared to be bright red garters possibly pink panties and they accented her black nylons marvelously.
3
As Jan and I sat and chatted while drinking our wine, she confided in me that she was not much of a drinker, in fact the wine was making her a bit light headed. Of course, being the gentleman that I was I offered her to rest her head on my shoulder and she did. Jan then put her arms around my waist and said that she and her husband had not done this in years. I said shame on him; a lovely woman like you needs to be treated with tender loving care.
She told me that she liked the sound of that.
I felt emboldened now to make my move and I let her hair down and brushed it over her shoulder and turned her face towards me and kissed her.
She offered no resistance, so I gently placed my hand behind her neck and firmly kissed her on the lips now and her willing mouth opened to accept me. Within moments, we were both moaning in ecstasy and my hands were roaming her body freely. I cupped her breasts and she sighed and then she grabbed my belt and unfastened my pants.
I was amazed at the grace and skill that Jan demonstrated in undressing me while I was frantically French kissing her. She had my bare cock in her fist pumping and pulling like she would lose it if she ever let it go. She commented on how wide I was and I said that makes up for length and she said baby this is fine.
As I continued kissing her neck, and shoulders, I slowly managed to open her robe and she was wearing the sexiest lingerie that I have ever seen and she smelled so intoxicating. I was ready to do her bidding, anything she wanted. I was totally smitten with her charm and sexiness. I could not help myself, I lowered my mouth to her breasts and started sucking and groping them through the thin satin material of her negligee.
This obviously pleased Jan because she promptly removed the top half of her sexy ensemble. This allowed me full access to her fantastic breasts and soft erect and puffy nipples. Jan said that her nipples always were a bit sensitive and she loved to have them sucked. I told her that her wish was my command and I immediately went to work sucking and teasing her nipples.