My first sexual encounter was with my best friend’s mom when I was 18. I never told Arnie about it, and to this day we’re still best friends.
At that time Jessica was a gorgeous woman in her late 30s, and even when Arnie was not there I used to hang around their house and do odd jobs for her just to be near her.
One day, as I was mowing their lawn, I looked into the kitchen window and saw Jessica crying. I wasn’t sure what to do, but as she continued to sob I stopped what I was doing and went to her.
She was embarrassed when she saw me, and tried to turn away so I couldn’t see her face. I put a hand on her shoulder and asked her if there was anything I could do to help. She patted my hand and thanked me, but told me she’d be fine. She started to walk away when something fell from her hand. Before she could stop me I bent down to pick it up. It was a photograph, and when I looked at it I could feel my face get flushed, and I totally understood why Jessica was devastated. The picture was of her husband Cliff, naked in bed with a young blonde girl. The girl’s legs were splayed open, and Cliff’s face was making its descent to her pussy.
Jessica then told me that she’d been dusting the bedroom when she’d knocked over a book on the nightstand, and the picture had fallen out. She started to cry again, and I got up to comfort her, putting my arms around her and holding her tightly as she sobbed. Her body felt so good that I couldn’t help what was happening to me. Jessica felt it, and suddenly she stopped crying and pulled away. I quickly apologized, telling her that I couldn’t help myself, and that she was the hottest, sexiest woman I had ever seen.
I thought she might slap me, but she didn’t. She just looked at me in a strange way, and then she said I’d better go. I told her I would go if that was what she wanted. When she hesitated, I got even bolder. I took her in my arms again, and pressed my lips to hers. I was met with about three seconds of resistance before I felt her melt into my embrace and kiss me back. Out tongues locked in a heated dance. She was moaning and grabbing at the back of my head as if to get more of me into her mouth. Her kisses were sweet and sexy and hot, and I was on fire.
Before I knew it I had her naked on the kitchen counter, and Jessica pulled her legs up to her chest to give me access to her shaved pussy. I dove in and lapped at it, reveling in her sweet musky scent. Jessica was writhing on the counter, holding my head and yelling at me to suck her.
She was incredible. When I sucked on her clit and drove three fingers into her steamy snatch, she threw back her head and yelled out her orgasm as she soaked my face and fingers.
As she came down from her climax Jessica slid off the counter onto her knees and took my prick in her mouth with one swallow. The feeling was out of this world. She slurped and stroked me while playing with my heavy sack. I felt myself nearing nirvana and I told her I was about to shoot, but she held on. I braced myself against the counter as my toes curled, my cock throbbed and huge jets of sperm burst from me like bullets. Jessica sucked it all out of me and still wanted more. Her tongue and hands were all over me. The look on her face was priceless as she looked up at me with those beautiful smoky eyes.
Jessica then led me upstairs. In her bedroom she sucked me to full length again, then straddled me and sank down on my dick. She rode me so wildly that I thought it might actually break off, and she came so hard that she slipped off and landed in a heap next to me.
Then she told me to get between her legs as if to eat her. With that she leaned over, opened the nightstand drawer and pulled out a digital camera. I immediately realized what she was up to, and told her I didn’t think it was such a good idea. She told me to just be quiet and eat her pussy. So I sucked her to another two orgasms while she took as many pictures as she could under the circumstances.
Afterwards she showed me the shot she wanted to use. My face wasn’t visible, but there was no misunderstanding what was going on. Jessica then told me that she intended to put that picture into Cliff’s book, where she’d found the one of him and the blonde. That would make her even, and teach him to go around cheating on her.
As we got dressed she thanked me for helping her out, and I told her I was the one who should be thanking her. Sadly, I never got to fuck Jessica again, but she and Cliff got divorced soon after that, and as far as I know she has been single and happy ever since.
—T.V., Scranton, Pennsylvania