But I swear that each and every word of this is true. When I was in high school I was awarded the opportunity to go on a foreign exchange to a lovely tropical paradise—ah, Brazil—for senior year. As high-school girls are prone to do, I met a guy, another exchange student. We were the queen and king of virgin teenagers: I never had ANY dates in high school and neither did he. After the first kiss all thoughts went to sex almost immediately. We first tried at his house. In this particular tropical country, showerheads are often electric and some fool had made theirs out of metal.
I touched the showerhead briefly and was shocked so severely that I fell and spun out across the floor. We came up with another brilliant idea: We would borrow something similar to a rowboat from a friend, paddle out onto the local lake, and get the deed done. This boat was something like 20 feet long, about 1 foot deep, and about 4 feet wide, and made of wood. We brought the necessary items: a bottle of liquor, a joint, and a condom.
We paddled out and were almost instantly naked. I stuffed our clothes under the seat in the front of the boat. After one slug of the booze and one puff off the joint, we commenced to clumsily roll around in the bottom of the boat.
We were about to do the deed when I told him my ass was getting wet. I was a little preoccupied with getting it on to notice that the boat was filling from the rear until the fateful moment of entry. I threw him off me, jumped up hollering about the boat sinking, and grabbed a paddle to head for shore. We sunk. Like the Titanic. A few minutes later we were standing on shore bare-naked. Yes, we had to walk home bare-naked. We decided to go to my house instead of his because we figured that the people I was staying with would be more understanding or easier to lie to.
He asked me to unlock the gate. I landed on the other side and was about to unlock the gate when my host father and brother walked around the corner of the house. When he walked in naked, they lost it laughing at us. I did eventually lose my virginity. The family graciously gave us lots of alone time and pretended that they never noticed.
She pulled out the condoms she bought at a gas station and we started to do the deed. As things started getting hot and heavy, my foot slipped off the center hump on the floorboard. I lost my balance and did a face plant into the side window.
My nose started to bleed all over her head. I was 15 and my BF was We were at a party and we snuck off into a bedroom and pushed a dresser against the door. After some serious dry humping it was time to get naked. In my mind, I think this is about the worst thing that could happen to a virgin. I was 16, and my girlfriend and I planned on having sex—my first time, not hers—at a party where we were guaranteed a room to stay the night.
I showed up to find my girlfriend pissed drunk. I was bummed, but I was so eager to lose my virginity that we had sex anyway. She passed out and I went back downstairs to hang out with friends. At that point I learned from other people there that she had gone down on some other guy in the bathroom before I showed up. The next morning she woke up and asked me if we had sex last night. I was so mortified that I lied and pretended to still be a virgin until we could have sex under more preferred conditions. I never did tell her the truth.
By the way, she told me all of this while we were naked and in bed. There was a girl that lived on the floor above me who was a sophomore and attractive. She had stopped by my room a couple of times with excuses that seemed feasible as a freshman, but upon retrospect seem pretty ridiculous.
Anyway, once she was in my room she proceeded to pretend to fall asleep on my shoulder while puckering her lips. All of a sudden we were nekkid and she asked me if I wanted to have sex. So I grabbed my three-pack of Trojans my dad had given them to me when I left for school , and slipped one on. I followed the procedure and achieved penetration, which was supposed to be the be all end all of my life as a male.
However, she did absolutely nothing. She laid there completely still—no motion, movement of hands or arms, hip tilting or gyration, nor anything else that could be construed as helpful, enjoyable, or cooperative. It was like fucking a girl in a coma. After about two minutes I was having zero fun and I could tell that my erection was going to fade, and so I faked my orgasm during my first time to get her out of my room.
I was fucked up about it for a couple of days wondering if every time I had sex it would be like this, and I was even more confused when she came by the next day to collect a flip-flop that she had strategically left behind. To all the ladies out there: If you think you might be breaking in some young buck on his first ride, do him a favor and move at least once.
Get on top and moan if you really want to give him a treat. Just a few thrusts after penetration, I felt a sharp pain at the tip of my penis—a very sharp pain—but since it lasted just a second and was replaced by rather nice sensations, neither of us bothered to stop. Shortly after, things started to get very slippery which was also rather nice , but when I looked down, I saw that someone was bleeding.
We reluctantly stopped, and she was embarrassed to be menstruating at the wrong moment. I assured her that it was okay, but before long we realized that the blood was mine. In my case it had been abnormally short, a condition urologists know as frenulum breve. This is curable by creams that stretch the skin, minor surgery, or full-on circumcision, but in my case it pretty much cured itself. We enjoy great sex today and still laugh that, in our case, it was the man and not the woman who had a painful, though pleasurable, deflowering.
I lost my virginity during my freshman year of high school. My door was void of a lock and my parents were upstairs, but after multiple false alarms we started ignoring the parental noises. Pulling the blanket off my bed, I hastened to intercept him as he walked into the room, all while coming all over the blanket and myself. I turned around to see my girlfriend huddled in the fetal position naked on the bed with no blanket.
I offered her some cookies. I put on a short skirt and cute top and rode my bike over to his place. We started to make out on his bed and then his mom came home—his brother had forgotten something for an after-school group and she drove him home to get it. His dog, some fluffy thing named Elvis, saw me, though, and barked at me and kept sniffing at my crotch. My first time was in high school. When the moment came to finally get it on, I laid her down on the couch, climbed on, and slowly slid in.
After a few seconds I felt an uncomfortable friction, which I was afraid to mention. Another 10 seconds and the friction was becoming painful. The only thing that made it worse was the look on her face: a combination of frustration and pity. Extras Dec 15, Virgin Horror Stories by Dan Savage. Newsletters Sign up for the latest news and to win free tickets to events. Stranger Tickets Buy tickets to events around Seattle.
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