Where it happened: Maui, Hawaii
Langauge: English
Sex: Male
Rating: 8
Category: Straight
Aren’t most first times both passionate and awkward? I guess mine was like most guys–The sex was fabulous and the relationship was a bummer.
It was the summer of 1966. I was 20, and it looked like I was going to be old enough to drink (legally) before I got laid. I had finished my second year of college and I knew all the bases–first, second, third–but I wanted home plate and the girls I dated wouldn’t go there. As Woody Allen said, I must have been a great lover because I practiced so much by myself. And I read a lot of marriage manuals.
My brother was ten years older and had just gotten out of the Army. He was staying with a buddy from the Army in a shack outside Lahaina, Maui. He invited me to stay for a month and I jumped at the chance.
My brother and his friend would have been called hippies a few years later, but they were just goof-offs then. They drank a lot, smoked dope, and got laid. They introduced me to dope the first week. Then my brother asked how my “love life” was, and I told him the truth. His buddy said that I needed to meet Wanda. I asked my brother what that meant, and he told me that Wanda was 14, worked in a gift shop, and it might be interesting to meet her.
The next day he drove me to a tourist shopping mall in Lahaina (then a little town of about 10,000 people and 20,000 tourists). He showed me a little gift shop and told me to go in, meet the young sales girl, and invite her to lunch. She would take care of the rest.
So I went in. I spent about ten minutes looking at the various tourist things, but mostly I looked at Wanda. She might have been 14 or 20. She was under five feet tall, had black hair and a “Mediterranean” complexion. She wasn’t beautiful, but she looked very sensual. I remember that she was wearing a maroon-colored sleeveless sweater and a tight, short, white skirt. I still remember details. Her body looked like one of those pagan fertility goddesses, and I wondered if the boobs were real. On my trips to second base I had run into quite a few falsies.
She came over and asked if there was anything I wanted. I had worked up the nerve, and I asked if she wanted to have lunch. She looked me over for more than a second, and told me to meet her in the parking lot in ten minutes.
My brother had left his car for me, so I went out and waited the longest ten minutes in my life. Finally she came out and got in the back seat. I told her I was new in town, and asked where she wanted to go for lunch. She told me to turn left on the main road and go straight ahead, so I did.
I asked how the summer was (REAL smooth lines I had then!)
and she started babbling about how glad she was to have finished junior high at Saint Somebody’s, and how pissed off she was because the other kids didn’t like her, and especially some girl, and they always made fun of her, and yammer-yammer-yammer. By this time we were out of town on a narrow road and there were no restaurants in sight, and I was getting pissed at her yammering about junior high, so I turned around to tell her to shut up.
I didn’t tell her anything. I slammed on the brakes. She had her sweater off and was wiggling out of the skirt. She told me to turn right at the next opening in the cane field we were driving past. I did. The dirt road went a few hundred yards into the cane and stopped. I turned off the engine and got into the back seat in about a second. She was down to her bra and panties by then, and I took off the bra. That was about the biggest thrill of me life, up to then. Those tits just swelled, just jumped out at me. They were real, they were firm, and they stood up like only 14-year-old tits can. I just about came in my jeans. She slipped off her panties and I got out of my tee shirt and jeans in record time. She was looking right at my cock and breathing hard. She hadn’t said anything since I had turned off the road. I started to try to fumble my cock into her when she asked if I had a rubber. I told her I didn’t. For the first time in my life I was thinking about forcible rape.
She looked straight into my eyes, like she was looking at my soul. She said, “You’re gonna do this anyway, aren’t you?” I didn’t say a word. She said, “Well, I don’t wanna get pregnant” and slid down the seat.
It is one thing to read about oral sex in marriage manuals. It is something entirely different to feel the lips of some big titted 14-year-old slut go all the way down your cock until you feel the back of her throat. In about two strokes I was gushing sperm like mad, and she was swallowing like mad. She pulled back verrrry slowly, still swallowing.
She sat up while I was still gasping. She said she had to get back to work, but could I get some rubbers and meet her that night? Oh, could I ever!! We got dressed and drove back to town. She told me to meet her at 8:30 at a particular beach. I let her off and drove back to my brother’s place.
I told him what had happened and he apologized for not leaving me some rubbers and he gave me a dozen.
Hawaii is so close to the equator that it’s usually fully dark by 8:30. I was at the beach by 7:30. She showed up about 8:45, jumped in the car, and told me where to drive. This time she was wearing a brown mu-mu with imprinted bamboo leaves. We drove out of town, with her hanging onto me like a life jacket. We got to a very deserted place and she told me to stop. The only time she had spoken was to ask me how long I would be on Maui. I told her I was leaving the end of the month.
We got out of the car. I took a blanket and a pocketful of rubbers. She was hanging onto me so tightly I realized she didn’t have anything on under the mu-mu. We went down the beach, laid down on the blanket, and went at it. She put a rubber on my cock and guided me into her. She was very intense and very noisy. We did it three times (One of the joys of being 20), each time lasting longer. It took about an hour. Suddenly she jumped up and said she had to get home. We got dressed and drove back. I asked where she lived, but she just told me to let her out at the beach, so I did, and she took off.
So I wasn’t a virgin any more! But how would I she her again? I went back to the gift shop the next day. She said that she couldn’t meet me that night, but to be at the same beach on Friday.
So I met her again and again over the next couple of weeks, learning to apply everything I had read about in the marriage manuals. But the whole thing got weirder and weirder. Sometimes her mood would change from moment to moment; sometimes she chattered all the time, and sometimes she wouldn’t say a word. She would never let me take her home, and she always insisted on being home by 10:00. I didn’t know if she was crazy, if I was, or if we both were.
It ended badly. She made a date to meet at the usual time and the usual place. When I got there I saw another car with a guy sitting in the driver’s seat. He looked at me with a dreamy expression on his face, and said something. And Wanda’s head popped up. I just drove away, went home and joined the Army.
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