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Cherry Boy in Olongopo

Age when it happend: 19
Where it happened: Subic Bay, Philippines
Langauge: English
Sex: Male
Rating: 9
Category: Straight

Reading the many entries on this site has put me in the mood for recounting my first sexual experience, which happened exactly 26 years ago to the day, on the other side of the world. Here is my story.

When I was 19 years old, I did what many young men have done through the ages. I joined the armed services, in my case the Navy, to see the world. I grew up in a sheltered middle class America in the North East, and wanted to strike out on my own. So, foregoing college, I donned Navy blue and headed to sea in the US Navy.

My desire was to see Asia, what we called then “The Orient” or “The Far East.” Vietnam was over, so there wasn’t a whole lot of immediate danger of going into combat, so why not? One more thing. I was a virgin. I think a lot of guys in my position were, but would never own up to it. In my case, I was a virgin who was anamored of Asian women. So, when boot camp was over with and I had gone through service school training to learn a skill to use in the fleet, my class filled out dream sheets. These were forms to let your detailer in Washington know what kind of permanent duty you would like to be assigned. Shore duty, sea duty, in the states or overseas, and if so, where overseas? You were allowed to put down two choices. I asked for sea duty. Either a ship home ported in Pearl Harbor, or a ship home ported in San Diego. What I didn’t want was a destroyer tender or sub tender that sat in San Diego and never went anywhere. I wanted to see the world, and I wanted to go on a fabled “WestPac cruise” or Western Pacific Cruise. I really, really wanted to go.

Somehow my detailer must have known that, because not only was my ship a destroyer (which go everywhere imaginable) but she was on the way to WestPac. My prayers had been answered, and soon I was on an Air Force flight out of Travis Air Force Base headed for the Philippines.

The Philippines was truly another world. As the plane came in for a landing at Clark Air Force Base, we swooped in over rice paddies. I remember the bus ride from the Air Base to Subic Bay Naval Base where my ship would be, as a death-defying break neck ride around step mountains with narrow dirt roads. I was happy to be alive when we got there. To my chagrin, my ship was at sea and wasn’t expected for several weeks. Had I known the paradise I was walking into, I would have looked for ways to keep that ship at sea for as long as I could.

I was deposited in temporary barracks, which essentially made you part of the base manual labor pool. It had a good side. You had duty every other night, but that also meant you had liberty every other night. One of the guys in the barracks was headed for my ship, and we bonded. He had missed the ship when she put to sea. Accidentally, on purpose, as it turned out. Soon I would learn what prompted him to do so. As it always does, the subject of sex came up. “Hey buddy? Wanna go out on the town?”, he said. “I’ll show you all the joints.” “Yeah…sure”, I stammered. I don’t know if he was psychic or what, but he looked at me and said, “You’ve never been laid, have you?” “No….” I admitted. “Hey, cherry boy!” he goes. “Hey, don’t worry…I’ll take care of you. I guarantee you won’t be a cherry boy two days from now.”

True to his word, he looked me up the next day at liberty call. I was nervous as hell. I had a girl friend in high school, but not much experience with sex. Heavy petting was about as far as we had gone. We had attempted sex, but didn’t succeed. Now, I was to about to learn the grand secret.

Let me describe the town. Unless you’ve been there, you’ve never seen a place like Olongopo. Coming out of the gate, you crossed a river with the sobrique “Shit River.” It earned it’s name honestly, due to the sewage pouring into it from the town. Below the bridge on “bonka boats” were some of the most gorgeous pieces of flesh I had ever seen. Scantily clad Filipinas who dove into the smelly river for the quarters and pesos thrown to them by the sailors and marines crossing the bridge. It was an eye opener, believe me. The main street, Magsaysay Blvd, was teaming with human traffic and mixture of taxi cabs, motor cycles with side cars, and jitneys, which were brightly colored jeeps with canvas coverings used for mass transit. There didn’t seem to be any traffic rules, and everything was a teaming crowd of humanity. The street was lined with collection of noisy bars, cafes, restaurants, and massage parlours. Essentially, Olongopo was a sexual Disneyland.

My friend led me to one particular supper club up on the end of the street. We had no sooner sat down and ordered beers (San Miguel, The Philippine’s finest) when a pretty young thing came and sat in my buddies lap. They made small talk, and then she pointed off to the side. Over there at the next table was a very pretty, young Filipina with a marvelous body. Not a huge chest, but a narrow waist that flared down to a great ass and nice legs. She was 5 foot nothing, had brown skin and that beautiful long and silky black hair and flashing eyes that Filipinas are noted for. She smiled at me. “You buy her drink” my buddy’s girl gestured. “Sure,” I said. “What are you having?” Before I knew it, we were talking and listening to the band. At some point, my buddy told the girl that I was a cherry boy. That was all she needed to hear. From that point on I think she looked at me as a challenge. “Cherry boy” she would say to me, half taunting and half teasing with that beautiful smile of hers.

I’m sure it was a couple of hours, but it seeemd like it was 30 minutes when “Last call!” was sounded. Turns out that Olongopo had a curfew. This was in the days of President Marcos, and the towns around the military bases had curfews. Everyone off the street by midnight. We headed out the door, and I instinctly headed left for the base. “Were are you going?” my buddy asked. The girl was looking at me expectantly. “You’re supposed to go home with her!” “I am?” I replied. “Hey” he said. “I told you you’re going to loose your cherry tonight.” Apparently, this was the custom. You buy the girl drinks, and she takes you home at curfew time. So, I went with her.

The house was not much. Four walls, a roof, and several cubicles with curtain doors. There was a room mate, and older woman she called “Mama San” who kept the house, and a younger girl who was her sister. She was one of the two bread winners, so she got her own cubicle. She told me to get undressed, and she would join me presently. I stripped and, despite the humidity, got under the sheets in my modesty.

She entered a few minutes later, with a towel wrapped around her. She was just out of the shower and was soaking wet. Then she opened her towel. My, what a heavenly sight! Her breasts were like little fried eggs. Not big, but definitely tits. Her pubic hair was thin and tufty. She had a beautiful, lithe figure, overall.

We lay down and we commenced foreplay. For the life of me, I was scared. I knew what to do, but was afraid to try. Hard to believe now, 26 years later, but it’s true. She must have sensed this, because she finally said, “OK, I think it’s time” in that cute Filipino accent of hers. So, I she laid back and I moved over on top of her, and she guided me in. I was surprised how easily it slipped in. I had attempted sex with my girl friend in high school, but without success. We were too inexperienced. She was a virgin, and we probably didn’t have enough foreplay and overall experience to do the job. This, by contrast, was so easy! I glidded right in. And, at the same time, she was so tight! Had I not been so nervous, I sure I would have come in about 30 seconds. But, I was beyond nervous. I pumped, and pumped, and pumped, and still didn’t come. I don’t think she minded. She came at least twice. I knew I hadn’t come, because Lord knew I had jerked off enough since the age of 12 to know what it felt like when I got off. Finally, that old familiar tingling feeling began in my balls, and my dick started to pulse, and finally I came and came hard! And, boy did she know it! She wrapped those beautiful brown legs of hers around my ass as I pumped semen into her vulva. We collapsed in a heap, satiated in our sexual desires.

I woke again about three hours later, and felt this beautiful woman lying next to me. My soldier popped to attention within seconds. I wanted her in the worst way, and moved over her again for a second helping. She was awoke sleeply and mumbled something in protest, but I was already on the way in. This time I slipped it in by myself and began to pump. Within 15 seconds she was awake, and in rythm with me, staring into my eyes with that now familiar sex stare that I have since seen in many women. This time, the nervousness was gone and in 5 minutes I was coming, with my girl’s legs tight around my ass…something I soon found would be her sexual habit.

When I got back to base the next morning, I found out my ship wouldn’t be in for two weeks. Two weeks of liberty every other night, with hot steamy sex waiting for me in Olongopo! When my ship finally came into port, I reported aboard and found out she would be in Subic Bay for a three week routine upkeep period, where shipyard workers would perform preventive maintenance. For me, it meant a total of five weeks in Subic Bay, including my time in transit barracks. On the ship, liberty was not every other night, but four nights out of five. My opportunities to get laid were even more regular.

I stayed with the same girl the entire 5 weeks. We became like a married couple, in a away, with a routine. Sex when I came home from the ship, sex when we went to bed, and sex in the morning when I woke up. I learned her little sexual piccadilos, and she learned mine. She taught me many things about sex in many positions, and I was a willing student. I witnessed her having muscle spasms when she climaxed. That alarmed me as I thought something was wrong. I performed oral sex on her…the first time for me there too. I liked it, but she loved it! To my dissapointment, she wouldn’t give me a blow job. That, I would have to discover somewhere else further down the road.

In a way, the arrangement was a form of prostitution. I lived at the house and provided money for food, medicine, clothes, etc., in exchange for sleeping with my Filipina. I understood, however, that for her it was survival in a poverty striken country.

Eventually, my ship got under way and left port. My days with my Filipina were over. I would come back to Subic Bay once more during that cruise, and one more time when my ship went overseas again two years later. But, I would never see her again. Those first sexual experiences with her were a treasure. Days that I now look back on fondly as a sweet and sensual learning experience.

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