Where it happened: my home
Langauge: English
Sex: Female
Rating: 2
Category: Straight
Something happened when I was forty five that I have wanted to share but for obvious reasons I couldn’t.
When I was forty five we had a baby sitter who lived a couple of blocks from us. She was 15 with the body of a twenty something. When we would go out I really wouldn’t have minded staying home with the sitter.
We are friends with her parents so sometimes she would come over to get a ride to something with me. She would always wear shorts that were loose enough to gather up as we would drive, showing her legs or short skirts to accent her long beautiful legs. She had a pair of whiteshorts that when she wore them I would tell her how very nice she looked in them. She knew I meant how hot she looked in them. She wasn’t naive. She knew I found her very attractive but also dangerous. She would make statements like “I would have like to have know you when you were younger”. She would sit so that her legs were spread just far enough to be lady like but also so I could see she wasn’t wearing underwear and could see the darkness of her pubic hair through her white shorts. Her parents both worked so she could do this during the day and get away with it.
Over a course of months of close exposure to her I began to look forward to her dropping in to see if I was going somewhere soon. I work from my home office as a stock trader so I am available most of the time. I didn’t want anything to happen between us but I did find myself looking forward to her visits with more and more pleasure.
One morning she dropped in on me, looking so hot in a button up the front long dress. The bottom was unbuttoned enough to show her knees as she walked. She pulled a counter stool over to my desk whick sat her higher than me in my office chair. She let her dress pull up so when she parted her legs just a little I could see all the way to her panties. I knew I was being given a show and I decided to enjoy it. I would look at her thighs and then look up to her eyes. She smiled so sweetly. I got up to get us something to drink and she swung herself around on the stool to talk with me. Her movement allowed her to open her legs wide enough to show them fully. I said she was looking very good today. She said coyly “and you are getting to see a lot of me too.” I told her I didn’t mind since it was such a beautiful work of art.
She didn’t try to cover her legs very well and I noticed she had unbuttoned two of the top buttons while I was busy. As I handed her the glass she bent over to accept the drink. This afforded me a nice look at her breasts. She took her time accepting the glass so I could enjoy the view. She tried to swirl the ice and sloshed a little over the top onto the top of her thigh. I got up to get her a towel to dab it up but an idea hit me. I ask if I could clean it up for her. She looked at me questionly. I said for her just to close her eyes and I would kiss it up for her. I told her she could stop me anytime she wanted too. I again told her to just close her eyes giving her an easy decision to make. She just had to decide to close her eyes. I didn’t touch her with my hands, I knew they would be cold since I was so nervous. I knew that would startle her but my warm lips would just tease her. I started kissing the juice off the top of her thigh and continued gently caressing her thigh to her inner thigh and up her leg. She opened her eyes and put her hands on my shoulders and spread her legs. I ask if she had ever been given a true french kiss. She said she had. I stopped and ask if I could kiss her. She took a moment and finally said yes. I gentlely kissed her on the lips . Then I kissed her again more passionately. She was not pulling away so I took her by the hand and sat her on the couch. I kissed her throat and down the front of her cleavage. I noticed her bra was a front hooking one. I smiled and called her a little sweetheart. She smiled back at me whick I took as a sign and unhooked the bra. As I unbuttoned her dress I kissed her again, slipping my tongue into her mouth. She began to breather harder as I kissed down her neck to her breasts. Her nipples were standing up nice and proud. When I took one in my mouth and tenderly sucked it she moaned and parted her legs. Now she was basically laying on the couch naked except for her tummy being cover by the bunched up dress and the thong covering her pussy. I had warmed my left hand by putting it between my thighs but she still flinched when I caressed her thigh for the first time. I stopped and ask if this was the first time she had let anyone give her this much pleasure. She said it was. I was surprised and ask if she hadn’t petted with anyone before. She hadn’t because she didn’t want a bad name at school. I told her she could stop me anytime she felt threatened. She said she knew I would not hurt her. Then I said for her to lay back and relax while I gave her what I hoped would be the most pleasurable experience in her life.
She let me spread her legs wide and kiss her on the navel. So I was teasing the hair line on the sides of her pussy. She began to move a little and her breathing started to come in gasps. I pulled her thong aside and slipped my tongue into her pool of cum. This virgin pussy was the sweetest thing ever for me. I put my lips over her lips and sucked her juices while taking my tongue from the bottom to her hooded clit. She was now breathing very hard and sqirming on the couch, raising her body in an arch, so tenseful I was afraid she would hurt herself. As I moved her closer to her climax her breathing became closer to gether and she arched her body high up off the couch. I could really see her dancer body moving to her climax tempo. I centered on her clit to take her over the top and she let out a little scream to signal she was there. I gently sucked her clit to let her enjoy the aftermath of her first cum. Then I held her in my arms, saying nothing. No words were needed to convey how much I cared for her. She trembled in my arms as she whispered in my ear what a wonderful person I was to give her her sexual awakening. I ask if I had done good. She said she wish she hadn’t waited so long now.
I took her by the hand into our bedroom and spent the next two hours sucking her little clit and watching her body arch as she held her breathe waiting for the climax to take over her. While sucking her little clit I used my fingers to open her vaginal opening so she wouldn’t hurt so when we actually made love. Then I ask if she would like to feel me inside her and she said ,”oh, please, yes”. I had her very wet and took my time but it still took time to get all the way in her. The pain was quite intense so I just lay there so she could feel my cock inside her. I could tell she was afraid so I told her we didn’t have to make love for her to bring me pleasure. I ask if she would like for me to teach her.
I withdrew and went to the bath room to clean myself. Then I told her to take me into her mouth, very gentlely. This girl was a natural. She took to sucking like an angel. she sucked me so gently I could hold off for a lot longer than any of my other lovers. I kept telling her how good she was doing so she would see she was giving me pleasure. I told her she could stop to rest her jaw any time she needed to she didn’t have to marrathon suck me. She would rest and I would suck her some more. this went on for about 45 minutes before I had to cum. I let her know she didn’t have to take me in her mouth unless she like too. I knew this was a big question for her first time. She looked at me so I showed her how to use her hand to bring me off. She got cum on her face, hands and her breasts. I took her in my arms and kissed her spearing some come into her mouth with our tongues. I wanted her to get used to it so she could take me all the way.
We got together for three more sessions before her parents moved. The next time we sucked each other and she took me off in her mouth. I wasn’t wrong. This woman was so fine.
Then she came over one morning and said she was just days away from her period and she wanted me to make love to her. By now I wanted her all the time. The fact that she had planned this meant a lot to me. I slowly undressed her and enjoyed her beautiful, youthful body. She had such nice proud breasts. We kissed and fondled each other for a long time. Then she asked me to fuck her. I moved between her legs and told her to move my cock up and down her moist pussy. As I slipped into her I couldn’t believe how tight her pussy was. I’ll never forget how wonderful she felt. We lay there moving together, stopping to caress each other and for me to enjoy her breasts, and for me just to feel how great it was to be in a pussy so tight it gripped me tightly all the way to the tip of my cock. That much tightness was more than I could fuck very long so I lay with her for more than I moved in and out. I would slip my had to play with her clit. Finally she was close to cumming so I pushed her faster toward our finish. As she arched her back and acted like her breathing would stop I pumped her pussys full of my cum and took her over to her climax.
I have seen her since and she told me how much she enjoyed me being her first lover and she would never regret. I was so pleased to hear this since I had felt so guilty for taking her virginity.
The main thing though was how much the fear of going to jail clouded over me for years. I still know how lucky I was not getting caught. To me it would have been a travesity of justice since she had really wanted me to take her. I don’t advise any man to take this chance. Too many jail cells are occupied by those who get caught.
I told her she couldn’t tell anyone about us for I could still go to jail. She said it would be so stupid since she knew exactly what she was doing and that she knew I wouldn’t hurt her and she could stop me anytime she wanted to stop. We still have strong feelings for each other even though she is happily married and knows I am too.
It was quite the experience.
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