Teen Loses His Virginity and Takes His First Load

[rawTOP]

This story was submitted by a fan of the site from Staten Island (NYC). He says it's the true story of how he got fucked the first time. A few details have been changed to make it legal to post (if you know what I mean)... These days he's mostly a bottom and loves role play and rape scenes as well as mutual oral. If you want to contact him, he can be reached at AskMeNYC@aol.com.

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Although it happened several years ago, thinking about my first time still turns me on.

In my late teens, I had still had no sexual experience. I think that I had held off, hoping that my attraction to women would kick in one day. That never happened. At 5'10, 120 pounds, with sandy blond hair and blue eyes, I looked much younger than my age, which probably also kept guys from approaching me.

Anyway, in May of that year, I went to the local mall to shop for a gift for my older brother. Instead, I got the best gift of all - my cherry popped by a hot stranger. Oblivious to the ways of man-to-man sex, I focused on shopping in a very busy novelty store, the kind that sells t-shirts, board games and lava lamps. As I looked for an appropriate gift, a crowd passed by me and I felt someone's hand brush against my chino-clad ass. Despite having had several people bump into me that day and having had no prior experience (except in my fantasies), I immediately had a surge run through my body: something more than accidental had occurred, I knew. And, I liked it.

I identified the culprit quickly – a dark guy (Hispanic, I thought) in his late 30s, tall and stocky with huge brown eyes, thick lips and dark brown hair. He didn't even look back at me, but I knew. So, I followed him to another part of the store, positioning myself where he'd have to pass by, and ever-so-slightly arching my back so that my young, tight butt would entice him.

That did the trick.

A few more times, he took a chance, groping me in that public setting, and each time, I showed more and more interest.

Instinctively, I left the store. He followed. I walked slowly past one store, past another. At the third, I stopped to admire something in the window (yeah, right). He stopped too. Then, instinct took over once again.

"Excuse me," I confidently blurted out, "do you know where the men's room is?"

"I do," he raised an eyebrow, "and I could show you what's in it, if you like."

"Thanks," I said. "That'd be great."

We walked for what seemed an eternity. I tried to make small talk. He told me his name, something middle-eastern sounding, akin to "Yoda." I lied about mine, calling myself "Bill." Disappointment set in quickly, though, when we arrived at a men's room under construction, but before I could voice my frustration, he said, "If you want, Bill, I can take you to use the bathroom at my house. It's only a few blocks from here. In fact, we can walk." I'd been taught all my life not ever to talk to strangers, let alone to put myself into a compromising situation with one, yet I couldn't resist. So, I agreed and we went.

He lived about 3 blocks away. We walked the back roads to his place. At first, we went silently. Then, he asked, "What are you into?" I didn't know what he meant, and I think that this showed on my face. Then, as I blushed and looked down, he sighed and stretched and said, "So, you're a virgin. Sweet," and put his arm around my shoulders in a show of affection and gratitude.

We got to his place, a small, dingy house behind a wooded area. We sat down on the couch in his living room and he put on some gay porn. A guy was seducing a job applicant on the screen. I got hard immediately. Seeing this, he stood me up in front of him and in one swift move, pulled my pants and shorts down to the floor, exposing my engorged 8 inch cock. He started sucking. I remember thinking that it felt just like it did when I jerked off in the shower. He played with my ass, too, which turned me on immensely. I loved the feeling of a man's rough hands on my skinny, bare backside. Despite my nerves, I began to relax and enjoy myself.

Soon, he stopped and turned me around to face the television screen. The potential boss, a big, muscular, mustachioed guy in his 30s, moved to fuck the interviewee, an all-American looking jock type of about 20 years old with red hair and freckles. I'd never seen porn before, so I remember everything that I saw. Both guys had huge cocks, and the younger guy had a perfectly white, hairless, athletic ass. I'm sure that my seducer could see my transfixion, but still, he asked, "Wanna let me do that to you, Billy?" I don't think that I answered verbally, but I must have consented, for the next thing I knew, he had completely stripped me and was leading me to his bedroom.

Once there, he took off his denim jacket, his jeans and his white cotton briefs, leaving only his red t-shirt on. I noticed big hairy legs, an expansive butt and a cock, shaped like mine, that I now realize had to be more than 9 full inches.

"Like it?" he asked and then pushed me down on my knees, leading my face to his huge prober with his two meaty hands that he'd planted on either side of my face. I began to suck. I'm sure that I didn't do very well at first, but my hunky teacher had great patience. I relaxed and remembered what he'd done in the living room – opening wide to avoid scraping with his teeth, using lots of saliva to coat his skin, little by little taking more and more of his cut, veiny tool down my throat.

About two minutes in, I became braver and tried to take too much down my never-before poked throat. I gagged and began to choke. My impromptu lover laughed and quickly forced more cock into my esophagus by simultaneously thrusting his hips forward while holding my head in place with one hand on the back of my head. I panicked. "Steady," he sternly instructed me. "Go with it, baby. Trust me so that I can make you my little whore." The tough talk, rough persona and forced action turned me on, allowing me to open up further and to take his cock more comfortably. I still gagged, but less frequently.

I don't think that I'd sucked him off for more than four or five minutes after that when he stood me up and moved me over to his dresser. The dresser looked like an antique that he'd inherited from his mother or grandmother – very ornate with a giant mirror attached the full length of the top. The mirror probably measured about 5 feet across and 3 feet high. He bent me over the top of the bureau. For the first time, I saw myself naked in a stranger's house with him in the background behind me. I'd always had fantasies about getting naked for other guys, so my cock got harder than ever before, bouncing of its own accord at the sight.

My middle-eastern teacher got behind me and pushed my legs apart with his feet as he bent me into the dresser. Then, he crouched down behind me and began to lick my tight boy-hole. Again, the shock waves washed over me. I never knew anyone would even consider doing this and loved every minute of it. He probed me for about ten minutes, driving his tongue deep inside my hole, tasting the rim of my never-before touched ring, sticking his nose in my most intimate of parts. I could tell that this turned him on a great deal, for he moaned, he panted, and he caressed my ass and legs passionately. He told me that he loved the taste of cherry. I could also occasionally catch a glimpse of the huge boner between his legs that he stroked slowly. Sometimes, he'd grab mine, but he realized that the more he'd play with it, the quicker I'd blow, so he chose his moments carefully.

Finally, he stood behind me, leaning in and kissing my neck. "I'm gonna do it, sweet Billy," he moaned. "I'm gonna violate your untouched cherry. Make it mine. Make you scream. I'm gonna rape your little hole, stretch it with my big fat cock." With that, he grabbed a tube of something (lube, obviously, but what did I know?), smeared it on my hole and on his cock. "Open your eyes and stare into that mirror, " he instructed me. "I wanna see you become a man. Don't you close your eyes, boy," he said. "And scream as loudly as you want." I guess this should have scared me, but it actually turned me on more.

Suddenly, his cock head was sliding into my lubed up hole. I winced and collapsed slightly across the tabletop of the dresser. He picked me up by my underarms and told me not to move so that he could watch my violation. I watched his face through the mirror. First, he concentrated, looking down at his cock against my hole and adjusting it with his hand. Then, once positioned, he looked at me through the mirror, and he grinned. It looked evil, demonic – which made it that much sexier. Suddenly, with his hands positioned on my slight waist, he thrust forward violently, burying that huge tool in my sensitive canal. I tried to jump up, but he held me in place. I screamed. I panted out of shock. He laughed. He leaned into me, and I could feel him sweating. "Oh, god! This feels incredible," he gloated. "I'm making you my whore!"

"This hurts!" I protested.

"I know, baby, but it'll get better. I promise."

He started fucking me, slowly, but not gently. I could see from my reflection that I had turned red. My eyes teared slightly from the strain and shock. My impromptu lover began grinning and started fucking me harder. "Concentrate," he said. "Recognize the pleasure underneath the pain." I have to admit that even though this hurt like nothing I'd ever felt before, I was turned on. The cool, roller coaster-esque shock waves began again. I kept screaming like the guy in that porno movie we'd watched – in time with his partner's strokes. "Yeah! Lemme hear you squeal, pig!" the cherry popper encouraged me. I complied.

Soon after, with his cock still in me, he moved me around towards his unmade bed. The sheets and comforters didn't match and seemed musty. First, we fucked over the bed, with my torso flat across it and my feet still on the floor. He crushed me with his weight. At some point, he'd pulled his shirt off, so now, I could feel another man's skin and sweat and stink all over me. We fucked for about hour more in all different positions – me on my back, me on all fours, me riding him while facing him and making out. At one point, he turned me on my side and announced, "I need to stretch this hole in every position possible!" This hurt like crazy, but I loved every minute of it. He fucked me hard and fast, practically taking all nine-plus inches out and forcing them back in with each stroke. Soon, my screaming became yells of ecstasy: "Yes!" "Fuck me!" "Make me your whore."

"Oh, yeah!" he answered back. "I'm using your hole to jerk off in."

Finally, he gave me my first-ever load of man-seed. I was on my back, legs over his shoulders. He was on his knees, ignoring me, looking around the room like I didn't matter. Right before, he announced, "I'm gonna clean that broken cherry out of your butt with my hot milk, boy." I could feel his body seize up, and he thrust so hard that it felt like he would plow right through me. His eyes rolled back in his head like he was having a religious experience. He kept pumping as his jizz spasmed into my young, raw guts. The more he pumped, the more he unloaded. And, I could begin to feel his cock collecting hot sperm all over it. Some dripped out of my butt hole.

Then, he collapsed on me and stayed there for about two minutes, breathing hard and sweating.

When he pulled out, he roughly forced me to clean the mixture of ass juice, spunk and lube off his cock. I have to admit, it tasted amazing. I couldn't get enough of this four-star meal.

But, we weren't done - I hadn't cum yet. So, he stood me up on the bed (roughly, again) and gobbled my cock while he played with my ass. I shot in about a minute and a half. Then, he pulled me to the bed and laid over me, like a romantic scene from an old movie. He opened my mouth with his hands. I thought that he would kiss me deeply, but instead, he let a mixture of my cum and his saliva drip into my hungry mouth. It freaked me out at first, but it tasted great, and I couldn't resist.

Afterwards, he collapsed on the bed and said, "Thanks for giving me your precious ass, kid. Now, if you don't mind, I have some stuff to do, so you can go." I tried not to look dejected as I got dressed quickly and went to the door. He opened the door and grunted at me with a tired, disinterested look. I thought that he'd at least offer me a ride or tell me to get home safely. Instead, as he closed the door, I heard him mutter, "Slut."

I walked back to the mall confused, elated, tired, sore.

I never saw him again. In fact, not soon after, the area behind the woods, including his house, was turned into a condo development. To this day, though, I'm thankful for the stranger, a guy twice my age and size, who took me to his house and took my virginity. I still have my underwear from that day and can barely smell his cum where it leaked from my ass into the seat of my drawers. Occasionally, I take those briefs out and jerk off to the smell, the feel and the memory. More than that, I now look to top virgins as roughly as he did me. (I've been very successful in this area and have lots of memories which I'll maybe share in the future.) I'm verbal and voyeuristic, too. All thanks, I think, to the stranger who brushed up against me in a novelty store one day in May.

Comments? I'd love to hear from you at AskMeNYC@aol.com

[MAIKOL20]

Aw man real exciting, loved it! I got a nice hard on! Bet you have lot's more hot encounters to write up! Do so! Thanks!

[Belfast-Bottom]

HOT story!!

[PumaParTyBeasT]

Wow. That was a hot story. Makes me wish my first time had been more like that.

[Hotload84]

"...as he closed the door, I heard him mutter, 'Slut'."

To the extent this story is biographical, I'd argue the bottom, self-described as a virgin, by definition couldn't be a slut. The top may have been one, but not the bottom.

[rawemobttm]

damn hot story