I have always had a fascination with women in leather, ever since I can remember. It started with leather pants and skirts, especially mini-skirts and then over time grew to include boots and heels, gloves and now it is covers about everything. I can see an older woman who is not in great shape wearing a snug fitting leather coat and I get a raging hard-on. That is the only thing that has stayed consistent: I prefer tight fitting leather (although a long skirt or dress that gets loose can still get the job done.
When I had just turned 18 our next door neighbor was Mrs. Moore; she was about 40 at the time and a single mother. She was super hot. She had her deep red hair cut into a bob, the aerobics she did kept her body extremely tight and in her face she didn't look a day over 25. I would always see her in the driveway and she always dressed to kill. She wore jean mini-skirts and knee high boots that showed off her legs with little tops that showed off her beautiful 36 C breasts. She always dressed this way, if it wasn't skirts it was tight jeans and heels or something. Maybe she didn't wear her leather skirt or jeans that often, but in my mind, she must have worn each of them at least once a week and whenever I'd hear her car pull up, I'd run to the window to see what she was wearing and more often than not, jacked off as soon as she went into the house.
I used to do some odd jobs for Mrs. Moore, nothing major, I'd just help her out by mowing her yard, doing work around the house or other minor things and she'd usually drop me a $20 or invite me in for a beer. Well, one day she asked me to install some bookshelves that didn't quite fit her room and needed some adjustments. Since I was good at carpentry, she asked me to take care of this for her. I agreed and went over to her house about 6 pm that Friday night to do the work.
When I got there, she was getting ready to leave for a date. She looked amazing, all made up, a little satin blouse, tight black leather pants, patent leather heeled boots and as we were talking she grabbed her tight little black leather jacket, told me to help myself to the food and beer and to just lock up on my way out, she'd see me tomorrow. She left, I watched her ass as she walked down the driveway and then tried to get my head on straight before I started working with my power tools — I didn't want to lose a finger thinking about her when I should have been thinking about my work.
I worked pretty solid until about 11 pm and I was about halfway done, so I stopped and made myself a sandwich and grabbed a beer. As I finished the sandwich and was getting ready to work on my beer I noticed a photo album on the coffee table. I opened it up and noticed they were mostly pictures of her and her friends out at bars — almost every picture had her in tight leather pants or skirts! She had black leather skirts of different lengths, different colored leather pants, and even a fair amount of leather tops and jackets. I looked at the clock and seeing how it was 11:30, I thought I had plenty of time, so I pulled my cock out of my jeans and begin to jerk myself off thinking of Mrs. Moore in those outfits, imagining being able to touch her in them.
Apparently I was really into what I was doing because I didn't notice her come into the house — I heard her drop her car keys on the kitchen counter and call my name. I quickly put my cock away but she must have just seen me as I came around the corner.
"Whatcha doin?" she asked.
Obviously embarrassed, I said, "Ah, nothing, just taking a break, I'm going to have to finish the shelves tomorrow."
She walked over to me and sat down on the couch right next to me. I could tell she'd had a couple cocktails and she just leaned back on the couch and crossed her legs. "Date didn't go as planned."
"That's too bad."
She looked at me and I was still mortified and my cock was still bulging out of my jeans. She sat up, put her hand on my knee and then ran her hand up to my cock and started rubbing it very softly. She said, "I saw what you were doing. You don't need to be embarrassed about it, it is very natural. I do it all the time."
I thought I was going to shoot my load as soon as she said that, but I didn't. I just kind of nodded.
"Can you tell me what you were thinking about?"
I didn't know quite what to say and after a couple moments of silence I thought I had to say something so I just blurted out ... the truth. "You."
"Me? Really? Do I turn you on?"
"Um, yeah, you do quite a bit."
"What do you like about me?"
After she said this she got up and straddled me and I could feel her tight ass wrapped in leather sitting right on top of my cock. She started running her hands up my chest and trough my hair.
"I just think you're beautiful and sexy and you dress to show how beautiful and sexy you are."
"You like how I dress?"
"Yeah, a lot."
She leaned back and said, "You like my leather pants?"
"I love it when you wear leather. Especially your pants and skirts, they show off your incredible ass."
"I have an incredible ass do I?"
"Then I'm going to give you a good look at it as I walk into the kitchen."
She got up and walked slowly into the kitchen, taking special care to shake her ass back and forth as she went and as she turned the corner turned around and winked at me. I had no idea what was going on or what to do. I was fairly good looking and in good shape but had very little experience with women. She quickly returned with two beers and sat next to me. We both took a couple drinks of our beers and kept our eyes locked onto each others — except mine kept drifting to her leather clad body.
I did as I was told. I ran my hands up and down her legs for a little while. After a moment, she stopped my hand, put her beer down and got up. She walked to the stereo, shaking her ass again really slow and put some music on. She turned around and slowly removed her jacket, throwing it on the floor. Her satin blouse was undone enough to get an excellent view of her cleavage. She pulled the coffee table away from the couch and began to dance for me. Slowly moving her hips and running her hands all up and down her body. I wasn't even aware of the fact I'd started rubbing my cock through my jeans.
.... There is more of this story ...