My mum's friend, Iris, had always had a thing for me, and even though she was in her mid-fifties and I in my early twenties, to be honest, I had a bit of a thing for her. She would be round at our house from time to time for a few drinks and always looked pretty darn sexy, despite her aging years. I often thought about being alone with her, and it really turned me on; so much so that I wanted to fuck her pretty much. I would often walk into town via her house, to see if I could perhaps run into her, but I never did. One evening, following an all-day drinking binge, I decided to ring her house. I felt severe nervous excitement when she answered the phone. I paused, before whispering very deliberately : "I want to fuck you !" She was far from impressed, and demanded who it was she was speaking to. I freaked out, and worried about whether she might get the police involved to track down the "prank caller." I later found out that she had inquired as to who exactly made the call, but refrained from pressing any charges. At Christmas that year, she and her ex husband arrived at our house for an annual drinks get-together with my folks. As I was too nervous to come down, as I was worried about whether the phone call situation might be brought up again, I remained upstairs. Later on that evening, I heard Iris shout up the stairs to me. "Come downstairs to I give you a big Xmas kiss", she said. When I froze, not knowing what to do, she continued: "...or I'll come up there and make you do it !" I was gobsmaked, and my heartrate was going ballistic at this stage. I remained frozen to the spot, before I heard footsteps climbing the stairs. Her husband told her to come back down, but Iris ignored him, and instead came into my room and gave me a huge hug, pressing her gorguous breasts against me. She gazed round the room and reached for a pen and paper on my desk. "This is my number - text me", she whispered, before disembarking back down the stairs. I was by this stage trembling like a leaf, but remained too scared and apprehensive about deeply upsetting my family to ever text her. The following summer I was spending a night out with a couple of friends when to my amazement I saw Iris walking out of the club I was in. She was spending the night with a few community workers that reside in our town, and as she walked out of the club with the rest o them, she noticed me, and told one of them she had seen a girl she used to wok with, and that she would make her own way home. She waited for them all to leave, before standing at the doorway, gazin over towards me. I had had a few in me, and so went over and began flirting, making sure that noone was taking much notice of me at the same time. Iris was looking well, and she was enjoying my flirtatious ways. I told excused myself, saying that I had to go to the toilet, and whispered to her if she wanted to 'catch-up', for her call to my house at 11:45pm, and that my mum and dad were still on holidays. Sure enough, Iris arrived, bottle of vodka in tow, and was sexily clad in a blazer, white tight top, short skirt and high heels. I was even more drunk by this stage, and when she leaned over to offer me a greeting kiss, I responed by throwing the tongue down her neck. She grabbed my cock, and we hurried towards my bedroom, falling on the way up the stairs. She yanked my top off, before I turned her round and hitched up her skirt. She was wearing thigh high stockings, and so I ripped her skirt off her, threw it behind me, and threw my erect penis into her. I spurted all over her ripe buttocks, before we continued the frantic session upstairs for most of the night. It was truely fantastic ! I awoke to her sucking me deep and hard, and after she brought me breakfast in bed with her stockings still on. I simply loved fucking her - she was definately the best ride I have ever had. Sadly, he has now got a more permanent bloke, but there's hardly a day goes by that I don't pull myself off at least once, whilst thinking of my sexy mistress, Iris.