I've never attempted something like this. I have been reading the stories on this site for a while now and think it's about time I give it a go. Any feedback would be appreciated.
During my childhood, we lived in a nice village that formed part of a suburb in a large city. It was what you might call middle class. Nice houses but nothing too fancy and lots of other kids around to play with. We all had bikes and computers and were always round at each other's house playing during the holidays and at the weekend. All the kid's mums sort of instinctively looked after all the kids and we didn't think anything of staying for lunch or dinner on the spur of the moment. There was a group of about 5 of us boys within a couple of streets who were all the same age and played together regularly. All the events in this story happened after we had all turned 18.
One kid had a really beautiful mother...blonde hair and a pretty face. Her name was Rachel and she was Paul's mum. Rachel became a topic of conversation when Paul wasn't around. James was probably the most sex obsessed out of all my friends. He would never shut up about her. James was probably my closest friend out of the group and I spent a lot of time with him. Often I would stay over at his house or him at mine and we were always getting lifts to school from each other's parents.
James' mother was like a second mother to me. Her name was Anna, not beautiful like Rachel but I liked her and always felt comfortable with her. I never really took any notice of her sexually. She was ok looking and her body was still a good shape after 2 kids (James had a little brother call Ben). I never really thought anything of seeing her in the mornings in her dressing gown and thinking back I don't think I ever looked at her in a sexual way until one day when James gave her a playful smack on the arse whilst she was talking on the telephone. I can still see it now. Her whole arse moved. It didn't wobble. It just moved and as he took his hand away I stared at the black denim covering both arse cheeks as she stood talking. I think he probably smacked it about three or four times as he was walking past and she didn't say anything. I thought nothing of it but I had an image imprinted on my 18 year old brain.
Later that night, or sometime soon after, I was in bed at home masturbating and my thoughts turned to Anna and her black denim arse. It was almost as if I couldn't stop myself thinking about it. Fuck me this was wrong. Rachel yes, I'd thought about her many times but not Anna. Sure enough, however hard I tried, that arse wouldn't let go and I brought myself off thinking about how it moved and how good it looked. It was bigger than girls my own age and I had never fancied anything that shape before, just a nice round arse. I didn't even imagine it naked, or being fucked....it was just enough to think about it. I didn't fancy Anna and I could never admit this to anyone else. This was private and that made it even more appealing. No one could ever guess.
After that, I always looked at Anna differently. It was almost as if that first wank thinking about her opened the floodgates. The next time I saw here was a disappointment. Anna looked the same as she always had, as in only ok looking and I had to ask myself what I saw in her. I couldn't help myself though. From then on I was always stealing glances at her. I didn't focus on the face but the body became something of an obsession. In the morning before lifts to college, she would be busy round the house in her dressing gown. It was a thin material held closed with a belt. It stopped at the knee and the top half would often work its way open to reveal slightly more cleavage. Before the smacked arse moment, I had never paid any mind to it but now I was taking mental notes of every detail.
Her body was rounded and typical of a woman in her mid thirties who has had a couple of kids. Some days her nipples would show through the material and whenever she bent over I would check out the legs and arse. Her legs were not long and slim like the girls at college but they were attractive in a different way. I can't say I was over impressed but something just drew me to her and I couldn't get her out of my head when I wanked at night. I would never even dream of touching her, but just enjoyed thinking about her body.
I went round one Monday morning for a lift and Anna answered the door looking surprised.
"They've gone," she said. "They had to leave early and didn't know you were going in with them." By this she meant that James had left with his dad.
"Let me just go and call Rachel, see if they have got to hers yet".
"Rachel I thought. Hmmm." I was programmed to think "hmmm" whenever she got a mention.
I followed Anna into the house and sat down whilst she made the call. I was watching TV and not really listening to the call going on in the other room. Anna came back in and stood before me, completely oblivious to the fact my eyes were running over the whole of her body.
"You've missed them" she said. "They left Paul's about 2 minutes ago."
She was standing with her legs slightly apart and I was feeling aroused by her very presence. I was lost in my little daydream and didn't really hear the bad news but mumbled some sort of "OK". I was more concerned with taking mental pictures of this body so I could knock one out later.
"I'll go and wait for a bus" I said, "Not to worry."
She stepped back and I bent forward to stand up off the couch. Then it happened. That dink sound muffled by fabric. The button on my trousers pinged.
"What was that?" she asked.
"Oh" I said, "The button has just come off. It's been loose for a while."