1. The Widow Henderson


    Date: 8/24/2015, Categories: Fiction, Anal, Erotica, Mature, Reluctance, Young, Author: Unknow user, Rating: 90.7, Source: sexstories.com

    mid-fifties. Light brown wavy hair down to her shoulders framed a slim face with green eyes, a small upturned nose and full soft lips. Even with a baggy sweatshirt on I could tell her breast were rather large for her slender frame. Her shapely legs poking from the bottom of her cut-off denim shorts seemed to go on for miles. "How are you doing Mrs. Henderson," I asked. "Just fine thank you. Got another one of those beers, Bradley?" "You know I always have one for you," I laughed. I watched her struggle through the waist high bushes, and then she followed me to the deck and sat on the lounge chair next to my chair. I returned with two beers from the fridge, handed one to her, and got comfortable in my ratty armchair. We sipped our beers in silence listening to the sounds of the approaching night. The two of us sitting peacefully on my deck had become a ritual we shared two or three times a week since my parents had died. I actually found myself looking forward to these times. Mrs. Henderson, I never called her anything else, was good company and I enjoyed her visits even when we didn't talk much. During these visits I learned that she used to be a schoolteacher but quit that after her husband was killed. She told me it was too much for her to handle at the time, but she had planned on going back to teaching, she just never did though. With Bill's pension she could afford to stay at home and do whatever she felt like doing. When I had asked why they didn't have any kids her ...
    face clouded over before telling me that she had in fact gotten pregnant. Something had gone wrong however and she miscarried, leaving them childless and her unable to conceive again. I never brought this subject up again after that. Glancing out the corner of my eye I saw she was stretched out on the lounger with her ankles crossed and her eyes shut. I took this time to openly admire those long legs and somehow I must have zoned out. "Bradley..." I suddenly realized she was talking to me. "Uh...what," I managed to stammer. I could feel my face turning red from embarrassment at having been caught. "I was saying that I want to plant some flowers along my back patio, and was wondering if you might help me," she said. "Sure, no problem. When do you plan on doing it?" "This weekend if you can spare the time," she answered. "All my weekends are free for the foreseeable future," I replied with a chuckle. "Still not seeing anyone huh," she stated, a slight lift in her voice. "Just waiting for my beautiful neighbor to come around to the dark side," I replied without thinking. Laughing, she said, "Be careful what you wish for." I went inside and got us another beer. We spent the next forty-five minutes making small talk about nothing of importance. It was just starting to get dark out when she let me know she was heading home. I stood up quickly and held out my hands to help her up. Taking them in hers, she allowed me to pull her off the lounger until she stood directly in front of me, ...