When I started high school, I became aware I had a much larger than average cock. I realized in gym class when we were taking a shower how mine was quite a bit bigger than everyone else. I was a shy, kind of nerdy kid back then, so it was not really getting any use so the size was kind of irrelevant.
At fifteen, my parents, who both worked, hired a Mexican woman to clean the house twice a week. Her name was Lucinda. She was in her late 30s early 40s, nice friendly woman. I was home from school one afternoon, and I was in my room with a dirty magazine, stroking my cock. I forgot it was Lucinda's day to clean and she walked in on me. I rapidly tried to cover myself, and she said sorry, and walked out, closing the door. I was very embarrassed, and really did not know what to say. I pulled my pants up, and decided to just go down to the kitchen and get a snack, pretending nothing had happened to see her reaction. I was anxious she would be angry and say she was going to tell my folks.
I got some food and a glass of water and sat at the table. Lucinda came in the kitchen, and went about her business, not saying anything. I certainly was not going to bring it up. I ate my sandwich, and the room was silent. I generally always chatted with her, but did not want to say anything.
She sat at the table and told me not to worry or be embarrassed by what happened. She told me all young men do that, and she should have knocked. I still did not say anything.
She was sitting at the table in the chair next to me. She told me to stand up. I did and she told me to unzip my pants. I was very nervous but did as she said. When I was unzipped, she reached over and pulled my cock out from my underwear. And held it in her had looking at it. She looked up at me and said, you have a very nice dick Kevin. I wanted to see it because I only got a glance upstairs, and was very curious. She asked me if I had had sex with a girl before, and I said no. She told me I would have to be very careful when I did, because unexperienced girls would be intimidated by the size. She stressed I would have to go slowly with them until they got used to it. The whole time she talked to me, she had my cock in her hand, which was now starting to get erect. She started stroking it and said I want to see how big it is when it is hard. I was thinking, if she keeps doing this she was not only going to see it hard, she was going to get a face full of come.
It very quickly got hard and she ran her hand down to my balls, cupping them, then put the head of my cock in her mouth. She rolled her tongue around the head, looking up at me. She suddenly stood up and said, lets go upstairs, I do not think it is a good idea to continue in the kitchen.
So, upstairs to my bedroom we went. When we walked in, she immediately began to take her clothes off. She was a lot shorter than me, probably about 5 foot, pretty good shape for her age, nice boobs with big brown nipples, pretty narrow waist, very hairy pussy, and a really nice, big ass.
She motion for me to strip, and she pushed me back on my bed. She went right back to putting her lips on my dick, rolling her tongue like before. She took her mouth of and told me with a big cock like mine I had to be sure the girl was ready before trying to put it inside her, just like she was getting my dick ready. She laid back and spread her legs. When she spread eagle, and the hair parted, I saw she had very big pussy lips. She opened it up with her fingers and showed me where I was to lick to get her ready. I was very clumsy, but she was patient, telling where, how aggressive to lick, and soon she was very wet, and making little noises. She told me it was ready now. She told me to lie back on the bed. She straddled me and reached down between her legs and grabbed my dick, she guided the head between her big pussy lips and went down slowly until it was about half way in, she then went back up, and back down slowly again, doing this very slowly, each time going a little deeper. It was now most of the way in and I reached up and felt her tits as she went up and down, I felt her quiver and she looked at me and smiled saying, you have the biggest dick I have ever seen, and I have had some big dicks sweetie. After a bit, she was all the way down and my cock was deep in her. I put my hands on her ass, feeling that big butt, and when she would go down, pull her deeper, and she moaned each time. I came pretty quickly, and she was disappointed, but understood it was my first time. She got off of me and I got a little bolder, I told her give me a little time and I can go again. I asked her to let me feel her all over. She stood and I ran my hands all over her body, squeezing her big tits, grabbing her big ass, and very soon I was getting hard again. She sucked me and told me she could usually take all a dick in her mouth but mine was too long and thick. I did not care, it felt amazing, and I was rock hard again. She got on all fours and told me she want me to fuck her doggy this time. I slid it in slowly, going a bit deeper with every stroke. She looked back at me and said, you don't have to go slow now, baby, I am ready, balls deep baby. I rammed it in and she moaned and said, yes, thats the way, fuck my pussy hard. I looked down as I fucked her deep and watched her big butt shake, which really excited me. Her pussy was soaked, having all ready taken one load from me. She said, oh yes baby, I love your big hard dick, fuck my pussy good. This time I did not come too soon and we were both covered in sweat, slippery, my balls slapping her pussy, and she begging for more as she moaned. I came and stroked in her some more and felt the come dripping from her, down my balls, down her legs.
We lay in the bed for a while. And she kissed me and said, you have an amazing cock. We can do this here, but do not tell anyone. I am married with two kids and do not want to get in any trouble, agreed?
I agreed, and every afternoon she was there, I always helped her clean, for the sooner she was done cleaning, the more fucking time we had.
Years later, as she had told me, most of the girls I met took one look at my cock and either said, thats not going in me, or took it very tentatively. None of them could take my cock like Lucinda, and absolutely love it.