Where it happened: Yacht
Langauge: English
Sex: Male
Rating: 7
Category: Straight
When I look back at it, it still ranks as one of the BEST moments of my entire life. What made it so memorable is that I was JUST A BOY who was taught by an aggressive and beautiful WOMAN! If I could turn the clock back today, I would. I had a job working as a go-fer boy at a yacht harbor. I did a lot of odd jobs and it was one of the best jobs a 15 year old could have. I had to get in the water a lot so usually I wore only swim trunks while I was working. Everybody else had to be neatly dressed, but I was just a kid doing grunt work so they didn’t care how I looked. I was young looking but I had a pretty good looking body so nobody complained. I sure didn’t, it was hot working outside.
I got to know all the regulars who had boats at the harbor. One of my favorites was Mrs. M. (that’s all I’ll call her so I won’t embarass her.) She was always very nice to me and gave me drinks and snacks when she was on the boat. She spent a lot of time there and liked to lay out in her bikini. Mrs. M was 34 years old and her husband was like about 50 or so. He only came around on weekends and everybody at the harbor thought he was an asshole. As it turns out, so did Mrs. M. She was always alone when she was at the boat. Nobody ever came to visit her.
One day she gave me a coke and asked when I got off work. I said at 3 and she told me to come see her when I got off. I figured she needed some help. I had no idea what kind of help she had in mind. I went there after work still just dressed in my swim trunks and she greeted me wearing a short robe that was tied around her and open at the neck. It was obvious that she wasn’t wearing a top under it. She invited me to come below with her and I sat down in the dining booth while she poured a couple of cokes. She sat down next to me and told me she had to talk to someone and hoped I had time to stay and listen. I said sure and asked her what the matter was. Well, she went on to talk about her husband and her marriage and how she was a trophy bride and they really didn’t love each other. He kept her to show off and she stayed for the money. She went on for about 20 minutes and began to cry and I didn’t know what to do so I put my arm around her. She put her head on my shoulder and I could see right down her robe. Her breasts were beautiful. I had never seen live bare breasts before and you can imagine the effect it was having on me. She was still sobbing but she said I was the nicest male she had been with in a long time. Her husband never held her or comforted her. She put her hand on my leg and began stroking it. She brushed over the bulge in my shorts and I gasped. She looked into my eyes and said (and I remember it clearly) “oh my gosh, I’m turning you on!” I nodded and she kissed me right on the lips. She put her other hand on my chest and rubbed all around. “Oh, you feel so strong” she said. She was even playing footsie with me. Then came the words I’ll never forget – “It’s been so long since I’ve had good sex. Would you like to give it to me?” She had let her robe open up further and those breasts that I saw everyday bursting out of her bikini were now bare and touching my bare chest. I said oh, yes, but I have to tell you I’ve never done this before so I hope I don’t disappoint you. She smiled a big smile and said “then I’ll teach you.”
She stood up and took my hand and led me to the bed. She removed the robe and dropped it to the floor and her nude body was a beautiful as a model’s. I gulped as she sat on the edge of the bed and then pulled my swim trunks down. She said, “God, what a beautiful body you have!” and I told her that is what I should be saying to her. “No, you don’t understand, I’ve only had my husband for the last three years and you’re everything he isn’t. You’re young, cute, tanned, strong and sexy. Even your cock is bigger than his!” You can imagine what this was doing to my 15 year old mind and body. “I’ve been looking at you every day and I finally decided I wanted you.” She stood up again and put her arms around me and started to french kiss me. It didn’t take me long to learn how to do that. Her soft breasts were pressed against my chest and my penis was being tickled by her soft blond pubic hair. I wanted to position it inside of her but I figured it would be best to let her lead the way. I’m glad that I did because she had more foreplay in mind before I said goodbye to my virginity.
She kissed down to my chest and her tongue swirled around both of my nipples. They were so sensitive and she was making them feel so good. She kissed each one and then looked up and said “you don’t know how long I’ve wanted to do that. You’ve been teasing me by walking around with your shirt off all the time.” Her next stop was my penis. “I just want to give this a taste” she said. “I don’t want you cumming until you’re inside of me so hold your breath and think of something else.” When her lips made contact I did as she said or I would have unloaded right there. She licked the tip and got it all wet and then for good measure she took me all the way into her mouth. When she released me she said, “I can take my husband all the way in but you I can’t!” Then she laid down on the bed with the pillow under her head and opened her legs wide. Her feminine odor was strong but so pleasing to me. I figured that I was making her excited. “Can I see closer?” I said pointing at her vagina and she said, “of course.” I put my head down in front of her vagina and she was already fingering her clitoris. “Put your tongue right there and you’ll be well on your way to becoming a man.” I did what I was told and she began to lose control. She tightened her legs around my head and rubbed her hand through my hair pushing me into her. I flicked her clit rapidly with my tongue as she kept saying, “more, more!” She was screaming and at first I thought she was peeing but it sure didn’t smell like urine. I realized I had made her cum. I wiped off my face and got right on top of her. Although I was just an inexperienced kid my body knew just what to do. I entered her as she said “YES, YES!” Oh, what a FEELING! She was warm, wet and tight. I had fantasized about Mrs. M. when I had masturbated at nights, but nothing had prepared me for this. I had no idea that my teenage body was capable of the sensations that it was experiencing then. I looked down at her breasts that were bouncing at each of my thrusts and tried to believe that this was really happening to me. Then, the ORGASM hit! My body tensed up and I could feel it starting from deep inside of me. My cum shot out of me in high pressure spurts and I feel like I must have filled her womb. I didn’t want that feeling to end. I’ve had sex thousands of times since then but very few orgasms have matched the intensity of that first time. She wrapped her arms around my back and pulled me down to her and said “you were GREAT!’ and we kissed like you can only do after great sex.
I probably fucked Mrs. M. about 30 times before she finally left him and moved back to New York. I went to New York when I was 18 and we had an awesome week together but Mrs. M. is now Mrs. G. and happily married. Our relationship is just a happy memory but I’ll match my first time with any 15 year old out there.
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