First a little about me. I just turned 65, and the last thing I thought I would be doing was writing a story about my sex life which has been pretty nonexistent since my wife passed almost two years ago. Work kept me occupied until I retired and then I was at loose ends. I've kind of been invisible most of my life. Rose to middle management in a large firm after 35 years. Average height, weight, and average penis size (since that appears to be of interest).
I sought to relieve my boredom through volunteer work. In addition to other things, one day a week I volunteered with a national organization (which should remain anonymous) that delivered hot meals to housebound individuals. Most of my route consisted of widows, life expectancy being what it is, and most were in their mid 70s as old as 94. I would often stop and chat for a few minutes at each household as I might be the only company that had for that day.
One day there was an addition to my route which where this gets interesting. Very often there were notes on my route sheet that if the door was open, I could let myself in, announce my presence, and leave the meal in a conspicuous place. This was the case with Ann (not her real name). I entered, announced, and saw a breakfast bar separating the living area from the kitchen. I thought this would be an appropriate spot to leave the meal, and I was putting it down, I saw Ann wheel herself out from what I assumed was her bedroom. We were both a bit startled. Ann said she was a bit hard of hearing and didnt hear me when I came in. She immediately apologized for her state of dress, which from what i could see, consited only of an oversized t-shirt that, while seated, fell into her lap, pretty much adequately covering her.
We chatted a bit, and I must admit, my eyes were constantly being drawn to her chest, which was a bit unusual. Ann's breasts seemed very oddly shaped, and in an odd position for a woman of her apparent age. They were the size of tennis balls and seemed very high on her chest. Ann apparently noticed my constant looking at her breasts, looked down at her own chest and laughed. "I had cancer a few years ago and when the doctor cut my tits (my eyebrows raised at her use of the word) off he asked me if I wanted them reconstructed. I said yes and these are what they gave me. People have been staring at them ever since."
We chatted a few more minutes, and discussed our lives. Ann asked me if I was married, and I told her I was a widower. She commended me on my volunteer work and said that she would have to think of a suitable way to repay me for my efforts. She said she hadn't had sex in 12 years since her husband died. She asked about me, and I told her that likewise, I hadn't had sex in almost 2 years.
She said that a 'young man' like myself shouldn't go without some measure of satisfaction. At that point Ann asked if I had ever heard of a 'gum job.' When I looked perplexed, she explained that it was a blow job given by a woman with no teeth. Ann smiled at me and then, to my surprise removed her dentures and put them in a container by the sink. At this point, thinking about what was coming, I was already half hard. Ann said that she was able to walk, but she tired easily and found it best to use the wheelchair. She said that she was unable to get on her knees and that "we best retire to the bedroom."
I was honestly flummoxed by the situation and said that I has some more deliveries on my route and that people were waiting for me. Ann observed the tent in my pants and it was obvious that I was turned on by her offer. She also rightly felt that since it had been such a long time for me, that I would cum rather quickly.
Ann led the way to the bedroom in her wheelchair. As I followed, I. noticed some photos on display along the wall. If the photos were of Ann, as I suspected they were, she was an attractive woman in her youth. She looked back and noticed that I was looking at the pics. "I was pretty cute in my younger days, wasn't I?". Cute was exactly the right word, not beautiful, but there was a look, an attitude in the pics that caught the viewer's eye. "Stop looking at me as I was and see me the way I am now at 82, and not ashamed of it. I was a virgin in a lot of those photos, and I can assure you that with age comes experience and other certain talents.". With a smirk, she continued on to the bedroom.
She got up out of the chair and I could see through the t-shirt that she was wearing a modest pair of white panties. She climbed up onto the bed and said for me to get my pants off. I first gave her a quick once over. Ann was about 5 feet tall, probably weighed less than 100 pounds, and my first thought was 'scrawny.' The top half of her body was still covered by the oversized t-shirt and her legs were very pale and thin. Ann motioned for me to get up further on the bed, with my back against the headboard. This put my already hard cock at about her face level. Her hair was gray and cut short, so I didn't think it would get in our way when she started.
And start she did. I leaned on my right side so that my hard cock was aimed at Ann's mouth. I closed my eyes in anticpation and imagined my once upon a time fantasy girl Heather Locklear. I felt Ann's warm breath and then felt the tip of her tongue against my peehole. It was electric. Although I realized it was impossible, she seemed to my trying to push her tongue into my peehole. It was a sensation I had never experienced. Then her lips started to surround the head of my cock as she continued the pressure against my peehole with her tongue. She relaxed that pressure and instead, started to swirl her tongue around the head of my cock. She apparently noticed that my eyes were closed and asked me who I was imagining. I told her the truth.
Ann told me to keep my eyes open and then proceeded to run her tongue up and down, licking my cock like a popsicle. She then told me that since I had to finish my route, I didn't have to worry, and just to cum whenever I felt the urge. I looked at her big brown eyes as she started again. Her lips slowly started to encircle my cock and slowly engulfed it. Ann was about half way down when I started to notice the difference with her blowing me without teeth. Her mouth seemed more like a pussy, in the texture that I felt...really indescribable. I started rolling on my hip, as if I was fucking an actual pussy. I kept the motion at about half way until I started feeling that familiar urge. I started the finale by just stroking Ann's face, then wrapping my hands around her head and as I felt like I was about to burst, shoved my entire length into her mouth, and as I felt my cock start to enter her throat, I came.
I felt Ann swallow, and I felt my cock start to soften as I withdrew it from her mouth. I lay there, totally sapped of energy as Ann reminded me I had my route to finish. As I was pulling up my pants, Ann said " if you're up for an encore, finish your route. You know where I live."
Encore