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Hey Sailor

Age when it happend: 17
Where it happened: On the boat
Langauge: English
Sex: Male
Rating: 7
Category: Straight

Like many high school boys I’d fallen head over heels over this beautiful girl named Robin who seemed to enjoy playing hard to get. We were both juniors and I spent my entire school day maneuvering to be sure I saw her before school, at lunch, at her locker, and after school. Robin was tall and slim, always nicely dressed in a tight sweater or blouse that accented her slim waist and nice breasts. I asked repeatedly for dates, a movie, double date, tennis, everything I could think of. She never turned me down flat, but always had an excuse or logical reason why it wasn’t going to happen. But she always was very nice to me, affectionate with hand touches, smiles, and even flirting…but nothing else. It was very frustrating.

Her best friend was Karen. She was pretty good looking herself but was kind of goofy, didn’t act sexy, and we were good pals. Karen was my sounding board about Robin and knew how frustrated I was. She would offer suggestions and ideas that might work, really trying to help me convince Robin to quit teasing and go out with me.

Just as the school year was ending, Karen finally talked Robin into playing tennis with me. Karen was to come along too. I was 2nd singles player on the school tennis team and it was billed as a “tennis lesson” for the two of them.

On Saturday morning we met at the tennis courts behind the school. I arrived early and was hitting balls off the wall by myself, really going at it and working up a sweat. I had on tennis shorts and a tank top since the day was already very warm.

After smashing 40 or 50 straight balls against the wall I stopped and looked around. Robin and Karen were standing in the fence gate watching me. I called to tham and walked over. As I approached I was dazzled by Robin, who looked terrific in her tennis shorts and matching top. The shorts were real short and her long legs were beautiful. Her chestnut hair was pulled back and tied behind her head and her face and perfect skin were radiant.

We played for about two hours. I tried to teach both the girls about serving, forehand, backhand, and basic strategy. We had a lot of laughs and I could see that Karen was working hard to get Robin and I close to each other as much as she could. After tennis we walked to a dairy bar for cold drinks and I sat between the two of them on the bench outside. My bare leg touched Kathy’s and as the thoughts raced through my head the blood rushed to my rising pecker. I tried to divert their attention away from my excitement.

That night Karen called me to say that Robin and her talked about the tennis date. She said that Robin was surprised my body. She’d only seen me in school clothes before and was awed by my well-developed physique. I don’t consider myself a muscle man by any stretch, but I’m just under six feet tall and weigh about 150 pounds. Karen said the shorts and tank top were very sexy and that was Robin’s opinion.

While that revelation was hitting me, Karen said I should call Robin and ask her to go out with me. Ten seconds later I was dialing the phone. Robin was very nice and said she enjoyed the tennis lesson and wanted to do it again next Saturday. I said sure, and did she want to get together before that, how about a date. Instead of saying no, she invited me out to her home with Karen for the afternoon on Sunday. While I was disappointed by Karen’s presence, but any time with Robin was welcome so I accepted.

Although it was another warm day I went in jeans and a golf shirt thinking it was a house visit. Robin’s mother made lunch for the three of us and after talking for a while, left for a shopping trip.

Robin’s house was located on a small private lake about one mile across. There were about three other houses spaced around the lake. Robin suggested that we take a ride on their pontoon boat. It was about 1:00 in the afternoon now and getting very hot. Karen announced that she wasn’t going to stay because of a babysitting job and she left.

OH BOY, alone with Robin. We packed some food and a cooler and headed out onto the lake on the pontoon. I drove the boat for about half an hour, just cruising slowly checking out the other houses. She came up from behind me and ran her hands and arms down over my shoulders and chest and said, steer back to the middle of the lake.

Robin said, it’s hot, lets take a swim, and she jumped out of her clothes to the bathing suit she wore underneath. Of course I was caught unprepared and was very upset that this prime opportunity to be with Robin might be lost. Robin look great in her two-piece suit. It was very high cut, not like a thong, but it showed off her beautiful ass and long legs. Her stomach, arms and shoulders were in great shape and she had a beautiful tan.

I explained that I handn’t come prepared for swimming. She searched the boat for some shorts or something that I could wear. What do you have underneath those jeans, she asked. I told her my Hanes white jockey shorts. Well those are just like white speedos, she said, why don’t you wear those.

I realized that Robin was standing in front of me in a suit that was really nothing more than a bra and tiny panties. I guess if I could see her in that, it was no big deal for me in my jockey shorts. I pealed off my shirt and, feeling very embarassed, dropped my jeans and shoved the clothes up into the storage shelf. We dove into the very warm water.

After playing around we got out inflatable lounge chairs and climbed aboard. Sitting in the floating chair I realized that the soaking wet thin cotton jockeys were sticking tight to my legs, ass, and pecker. The material was nearly transparent and I could see my cock, balls, and pubic hair. The chairs floated only half out of the water so I remaind wet and on display.

There wasn’t much I could do. Robin floated close by and splashed me from time to time. She looked so good in her chair that I realized that my cock had risen to full attention with the jockeys plasted tight against it. There is no way she could have not seen my rigid rod lying like a sausage against my belly

Wanting some drinks we got back up onto the boat with my still hardened cock pushing against the white fabric, the purple head and pink shaft outlined in detail by the wet jockeys.

Robin folded out the seats in the front and back for us to soak up some sun. I flopped down on the front seat and figured Robin would take the back seat. A few minutes were going to be needed to calm my raging boner. But Karen threw her towel right down beside me and layed down on her back. Stretching out she arched her back which pushed her tanned breasts tight against the silky material. I caught sight of the top of a brown nipple that slid above the top of her bra. There was no hope now of quelling Mr. Happy.

We lay within inches of each other, and talked for quite a while. I asked her why she had turned me down for so long and then suddenly changed her mind. She said Karen had talked her into the tennis date. But after seeing me in my tank top and shorts for the first time, she was very attracted.

Now I’m flattered beyond belief and told her the feeling was definately mutual. We pulled closer together and kissed, kissed again, and again. Her knee drew up across my legs and pressed against my cock. I pulled her tight, pressing her breasts to my chest. She ground her pussy mound against my cock while my hands slipped down and under her suit to massage her ass cheeks. Very firm, very smooth, and very warm.

I as still a virgin but I’d had girl friends who’d tugged on my cock and I’d played stinky finger with them, but this was headed way beyond that. I asked Robin if she knew what we were doing and was she ready? She said she was no virgin, but other boys had been hit and run artists only.

She then asked me if I was ready. I guess so, but being concerned that I’d be another hit and run artist, I asked her what she wanted me to do. Whatever you want, was her reply. Yes, this was my dream come true.

I started after her boobs. As I kissed her again I pushed my hand up her belly and under her swim top. Her beautiful breasts popped up and out, her nipples pushing hard up and out between my fingers. Each breast was shaped like a perfect cone and I licked each one round and round. As I was working on her nipples, she ran a hand over most of my body, massaging my chest and tracing the muscles of my belly. She went down the side of my jockeys which easily slid away and stroked by ass and thigh, a major league turn on for me!

I couldn’t wait any longer. Sitting up on the boat seat, I yanked my soggy underwear down and off. Robin had rolled face down on the seat. I pushed my hands up each of her legs and pulled the swim bottoms right back down. Her glorious ass was mine for the taking. A few minutes were passed as I played with my new toy, feeling each subtle curve, massaging her firm muscles, and tracing the ass crack from her back down and under to where her pussy peaked out at me.

Robin rolled over, looked up and smiled. She reached and took my cock into her hand, stoked the shaft and checked out my balls. Even better than what I saw floating on the chair, confirming that she’d had an eyeful of my plump pecker earlier.

I gazed down at her chestnut pussy hair and stroked my fingers up and down the dripping wet lips. Not able to wait any more, I took both her arms and started to move down on her. She opened her legs wide and with her hand on my cock, guided it toward her cunt. I had to see for myself, and looked down between her breasts and over her belly to see my cock slowly started to make its way into her hole. I felt the heat and tight pussy enclose my shaft as it sank deeper and deeper.

It took about three thrusts before I was in up to my balls. With my feet against the seatback, I used the leverage to ram my way in an out of her, her breasts bounding up and down in rhythm. I kept my chest lifted off her so I could look down where even my favorite porn flick had never looked so good as my own hard-on sliding and slurping its way in and out of the hot, tight pussy of a beautiful girl.

Robin picked up her head and kissed and licked my chest and nipples. That’s all it took and I felt what seemed like a quart of cum race up the shaft of my cock and explode into her pussy. It took four or five hard thrusts before it stopped. About that time Robin clenched me hard to her body and pushed her pussy against my still rigid prick and gave a sigh of satisfaction.

All this humping was in the hot sun and we were both really lathered up and the odor of sex was heavy in the air. We rolled apart and still naked, got something to drink and just sat smiling at each other. It didn’t take long before we both wanted our hands back on each other and we had another exhausting go at it.

Since then getting a date with Robin was not a problem. We knew that we both like each other for our bodies and anytime one or the other was feeling like it, we find a way to get together and screw like bunnies.

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