Although I am not officially associated with the school system, I am well known and well respected within the school district. The teachers knew that I was providing a necessary service and valued my contribution to the educational system. Beyond tutoring the students that needed help, I was also involved with several charity operations in town and volunteered with the PTO as well.
Through these activities I have kept a rather active social life. I got to see the families of those students I have tutored in the past, finding out how well they are doing as functioning adults now, and got to know other families that have never hired me for my services.
There was one family that I had gotten to know through these groups, but never had the privilege to work for them, the Levine's. The mom, Emily, was the president of the PTO and very active in the community. Never saw much of her husband, but her kids were bright and were top in their respective classes. Emily always looked, just so, hair done perfectly, never dressing too provocatively and never a hint of controversy around her or her family. Tonight she was dressed in a stunning black dress that seemed to cling to her body while not making her look slutty at all, in fact the exact opposite. She looked very sophisticated, she seemed to exude charm and class from her immaculately pedicured and painted toe nails, up to her very stylish hair. She had a take charge personality as well, something that always intrigued me with women. I have always been attracted to strong intelligent women and Emily was no exception.
Emily and I have always gotten along well, just never more than a professional relationship.
This changed one night in a way I would have never thought possible. This event was at the end of what seemed like a very long school year. It took place at a local restaurant that served nice food that wasn't overly priced. The drinks were flowing as usual and people all around were enjoying themselves. What didn't strike me as odd to begin with was that Emily had a drink.
I have seen her drink before, but very sparingly, rarely more than one, and certainly never to excess. This time was a little different, she seemed to be a little more chatty than usual and she was obviously on her second drink with an empty infront of her.
I made my way over to her to strike up a conversation and we started talking about everything and anything. As she finished her drink I offered to get her another which she readily accepted to my astonishment. I brought her another Long Island Ice Tea and we continued our conversation. Throughout the conversation some subtle changes had come about her. Several hairs had come undone from her normally pristine hair do. Her normally reserved manner had cracked some as well, while not overly loud, she was definitely louder than normal for her. She also seemed to be touching me more and more to emphasize points while talking. She was obviously enjoying herself immensely, and who was I to tell her she couldn't, especially since I was the focus of her attention.
We continued our conversation, probably the longest we have ever talked one on one ever. The rest of the get-together seemed to fizzle out after a while and we found ourselves alone as the rest of the group had left for their respective families and homes.
We were both a little buzzed at this point and we both found this actually amusing that we had lost track of time so much. While it wasn't late, only about 9 pm, we were now alone after the rest of our party had left. We continued to talk and learn more about each other and found we had a lot more in common than originally thought. We were both in long term marriages, all kids were at least of an age they could take care of themselves and we were both done having kids.
As we chatted, we got closer and closer, eventually her hand rested on my leg, mine on hers. As she continued to talk, I slid my hand further up her leg, making her catch her breath for a moment and then continue on as if nothing had happened. I took this as a challenge and proceeded to massage her thigh slowly, letting my hand slide further up and further between her legs with each knead. I could sense a little sparkle in her eyes as I continued this attention. She shifted her weight slightly, seeming to get more comfortable. She tried to continue talking as if nothing was amiss, but I could tell she was starting to struggle. She would pause to find words when I would squeeze her thigh, especially when my hand was on her inner thigh. At one point there was a line to be crossed, before then all i was doing was massaging her leg, the next step would be to be actively rubbing her pussy through her dress.
She seemed to sense this turning point as well and gave me a blazing look that portrayed all the passion, all the need I was feeling as well. All the lust for lack of a better word. I moved my hand slightly, letting just my finger tips graze over her crotch. She gasped involuntarily at this and her breath caught in her throat. She tried to continue what she was saying and pretend nothing was happening but failed miserably. I picked up the thread and started talking to her as if nothing was happening, as if I wasn't rubbing her pussy in a crowded restaurant. I continued talking to her, rubbing her pussy more and more, she was definitely aroused now, her nipples were poking against the fabric or her dress and I could see a fine sheen of sweat on her body. She seemed nervous but was doing nothing to stop my ministrations. After a few minutes of this she closed her eyes, and let out a small, obviously restrained moan and let her body relax. It seemed as if she had just had an orgasm in the restaurant, only to find out later it was indeed the first orgasm of the night that she had.
She looked at me after this, taking deep breaths, biting her bottom lip, something that was decidedly not a very sophisticated look. I asked her if she wanted to get out of here, which she enthusiastically said yes to. I paid the check and we left, her in front, me following. I had found a parking spot out front, fairly close to the entrance when I arrived, but her car was out back. I walked her to her car wondering what might happen next. Her car was in a rather secluded area of the parking lot, not well lit, which suited my needs nicely. As we got there I turned her towards me, and kissed her for the first time.
What happened next I can only describe as an explosion on her end. She seemed to come alive in my arms, kissing me back fervently. Her lips opened greedily and accepted my tongue as I kissed her. Our tongues danced with each other, teasing each other. Her hands were now on my back and ass as we kissed, pulling me into her. My hands were on her back as I pushed her against her car, making sure she could feel my arousal as we kissed. I reached down and cupped her ass with my hands as we continued to kiss. Our makeout session got more hot by the moment. After I massaged and groped her ass for a few minutes I let my hands work their way up to her tits, feeling them restrained in her dress and bra.
Her nipples were still hard, I could feel them through the fabric. I didn't spend too much time on her tits though as I really had other activities on my mind tonight. Looking around to make sure we were still alone I pushed back up against her car and proceeded to make my way down to her pussy with my mouth while my hands raised her dress. I found her pussy covered with a pair of black lacy panties that smelled delicious with her arousal. I paused for a moment, just to take the scent in. Her hands were on the back of my head, holding me, not sure what else to do. I leaned in and licked her pussy through the fabric of her panties. As I did this I could hear her moan from the pleasure and she put one hand on her car for support.
