The Pain of a Nineteen-Year-Old Virgin

by Nathan Amsterdamn

3 Jan 2020 1262 readers Score 9.2 (17 votes) PDF Mobi ePub Txt


[This is complete revision for the story previously published by Nathan Amsterdamn titled “Oh-The Pain of Anal Awakening.” Both Chapters titled 2. The new title for the story is: The Pain of a Nineteen-Year-Old Virgin. I’m submitting Chapter 3 and subsequent chapters under the new title for your reading and enjoyment. If you have any questions, please contact me by way of my e-mail as I’ve tried leaving message at the bottom of stories with no success. Thank you for your consideration and understanding.]


Change Lurked in the Wind

I continued to busy myself behind the main glass counter at Ye Old Adult Sex Shoppe after Mike, the owner, left that morning for a working breakfast with marketing executives from a couple suppliers. For weeks I’d sensed something strange in the air. All the hoopla the past couple week sparked my curiosity, but I couldn’t put my finger on what might be going on. 

Mike had been guarded about any forthcoming changes to the store or marketing strategy; in fact, he’d been reticent since he returned from the big trade show in Las Vegas back in January. I gave his frame of mind little thought as I went about my daily chores. His store he did what he wanted, and I obeyed his directions.

All I knew for sure the store had been receiving packages the past few weeks many stored in an off-site location that Mike had rented. Only Mike knew the contents of the packages and me studying for my school finals I really didn’t have time to worry about the packages or their contents. I figured Mike would tell me when time was right. Until then I’d go about my business, continue abusing my body, studying for final exams and getting ready for June graduation from the local Junior College. My desire after graduation before going onto state in the fall, meet that perfect someone to take my virginity that coming summer, hopefully a guy as good looking as Bone Wanker, one of the Rascal boys, or a drop-dead good-looking girl: I just wanted to get laid. 

Meaningful sex, foremost on my mind, with someone male or female. When Mike returned from the big trade show in Las Vegas, he kept my cock hard telling me about all the Adult Video News stars and executives he’d met. What was going on for the coming year in the adult sex business. 

According to Mike, the highlight of the expo, when he got to meet the legendary porn star actor Ron Jeremy as well as others, but “The Hedgehog” made the trip totally worthwhile for him. Ron took a liking to Mike and introduced him to many others in the AVN community. He took Mike out to dinner, not for sex but rather business. Before the expo ended Ron told Mike he would stop by for a visit during the late spring, thus far he hadn’t made an appearance that I knew of.

 All Mike could talk about for a couple weeks after the AVN Expo meeting, female and male AVN award winners as well as current actors, executives and filmmakers he’d met. Who Knows maybe one of the filmmakers might be getting ready do a story on Mike’s business?

 My job excited me at times, but it opened avenues of exposure and discovery. I didn’t tell people I encountered where I worked for many reasons. I didn’t want my friends at school coming in asking for discounts. I didn’t want my family to know. The store an aboveboard business, just not considered a wholesome environment for a young person to work. I’d been keeping an eye on the stranger about my age wearing a baseball cap and sunglasses who’d been browsing the store. He looked up at me with a big smile. Then he walked up to the counter and asked, “Do you recognize me?”

“You look hecka familiar.” Fearful I’d been discovered I asked, “Do we share classes at college?”

“No,” he said with a snicker. Removing his baseball cap and wrap around matte black sunglasses. He asked again, “Know who I am now?”

“Oh My God…You’re…You’re Bone Wanker…From Rascal toys and videos.”

My heart raced revving over limit as the redhead smiled a big white smile. He looked around the store checking for other customers. Satisfied no customers present, he asked, “So, I take it you’ve seen Rascal Boys videos and our line of toys…Have you seen our latest product line and videos?”

“No, but I think I’ve seen most Rascal videos…Don’t know whether I’ve seen your latest…I live for you guys. Love the line of dildos, especially yours.

“Thank you.”

Your body…Your cock…You’re so fuckin hot…I mean, you know, for me your body…Your cock is to die for—a ten. By the way my name is Randy, most my friends call me Ran.”

Bone smiled his big white smile back at me and then asked, “So, Ran, you enjoy my products? Rascal’s new product line and my video launches in a couple weeks.”

“I watched one of your videos this morning before comin to work. You plowed the fuck outta the other guy. Made him cum like a virgin bitch in heat.”

Bone laughed before he asked, “Did you cum before work?”

The ginger porn actor once again looked around checking for customers before reaching over the glass countertop taking my hand between his soft creamy freckled hands. His touch electrified me, like 600 volts passing through my body, the surge sent me over the moon. We shook hands. Bone continued holding my hand between his. The fingertips of one hand caressed the back of my hand with feathery touches, while the middle finger of the other hand stroked underneath, my palm, as he looked into my eyes. I knew the signal. I though the boner in my pants might blow the zipper out to get free. 

“So, working here I take it you’re over 18?” Bone asked looking into my eyes with the most alluring green eyes I’d ever seen as he continued seducing me. Just his seductive green eyes and holding my hand almost made me cum with his gaze and tantalizing touch. 

“Almost 20.” We looked at each other with longing looks before he asked, 

“So, you’re familiar with my products—dildos?”

“Oh, Hell yes.”

“Would you care to try the real thing, Ran?”

Oh My God I thought to myself Bone Wanker just fucking propositioned me, but I knew we couldn’t do anything right then, there in the shop.

“I’m having a little party in my hotel suite tonight…Would you care to join in?”

“Hell Yeah!” I exclaimed. “I’d love to come.”

“You may well do that two or three times before the night’s over,” Bone said, again with a humorous smile. “One catch, you can’t tell anyone about our meeting or the party.”

“No problem,” I said, making that silly ass zipping motion with my finger and thumb across my lips.

“I guarantee, you won’t forget the night, Ran. We’re gonna preview my latest video among other things. I’m sure you’ll enjoy the entire evening.”

With that said Bone reached further over the counter, surprising me, he flicked my hard nipple protruding from beneath my T-shirt. I jumped and let out a low guttural yowl. Bone said with a smirk, “Call me around five, Ran.” He then handed me his card with cell number scribbled on the back.

“Whatever you do don’t lose that card and don’t give it to anyone else,” the personality said before he departed, leaving me standing behind the counter with a massive hard-on and wet spot. 

My head spun. Precum seeped through my briefs developing a wet spot on the front of my tan cargo pants. I look down, the spot about the size of a fifty-cent piece. I’d begun leaking like a high school girl on her first date. All morning my head whirled thinking about what might happen later in Bone’s hotel room. 

Bone Wanker one of the biggest Rascal boy’s porn stars just invited me to his suite for a party that night: the unthinkable had happened. What I’d thought about so many times over the past months while masturbating to Bone’s videos, just came true. I wondered how many others might show up. Sadly, I couldn’t tell a sole. Not even my best friend.

For the rest of the day all I could think about, freckle faced Bone Wanker. My cock remained in a state of perpetual erection. I don’t think it ever deflated; in fact, it began to ache after a couple hours—one of those four hours erections. 

The pain made me think about that advertisement for the pills to enhance erectile dysfunction: pills to give the penis that extra little kick to stay harder a little longer. I chuckled as I remembered the announcer saying, “If you experience an erection that lasts more than four hours seek medical attention.” Hell, if I could maintain and erection for four hours, I’d call a news reporter before a fuckin doctor I thought. Well it had been almost three hours and I needed to rub one out or head to the ER. I couldn’t leave the counter and till unattended.

Finally, Mike returned along with an entourage of marketing executives from Rascal and couple other sex toys suppliers that he’d met at a trade show months before. The marketers along with their crews fanned out looking the store over taking measurements, copious notes and many photographs. 

A few months prior Mike attended a big AVN Novelty Expo in Las Vegas at the Hard Rock hotel and Casino. The expo brought together the latest and greatest items from a wide range of cutting end companies with many erotic entertainers, film makers and suppliers.

Mike told me some of the displays covered a wide range of female and male sex toys such as lingerie, lotions and potions, supplements, games, cosmetics, condoms, aphrodisiacs, dildos, accessors lines and so much more. With booths for male and female enhancement practitioners. As well as keynote speakers to cover such issues as public health, sex coaching and therapists as well as other professionals to address sexual issues.

One display, the world’s largest dildo. The promotional dildo, dubbed King Cock, sculpted to stand a full 12 feet tall and bigger around than a normal man. The show was all Mike talked about for days after he returned. What he didn’t tell me, his store was to become the regional distribution center for Rascal and two other suppliers.

 Mike said, “Randy, you go ahead and take off. I know you have classes this afternoon…Schedules are gonna be rearraigned, so I’ll call you when I need you to work. Take the weekend off and enjoy. 

“Okay,” I said as I waved good-bye and departed the store. I didn’t go to school that afternoon. No need to with finals and semester almost over; instead, I returned to my apartment where I rushed in, shed my clothes, flopped on the bed, lubed up my hard cock, and began beating my meat. After about five minutes of thinking about Bone and what happened in the store, while stroking my cock, I blew an explosive load. I got up took a shower to wash the goo off and flush my aching ass out again. After that I took a nap. 

Later in the afternoon I awoke around 4:30 pm remembering I was supposed to call Bone at five. My cock and ass still aching a bit I got into the warm shower to give my body another thorough cleansing, using my favorite body wash. I inserted my soapy finger inside my rectum to clean any remaining fecal matter, hopeful for some anal play later. Then after drying off I put on some deodorant. After that, fresh boxers and T-shirt before I pulled on a clean pair of pants. I checked my feet to make sure my pedicure still appeared in good shape and then put on clean pair of white ankle socks. 

With my body clean and smelling fresh I dressed ready for anything and everything Bone could throw at me when I arrived at his hotel suite. I called the number on the back of his card. He answered. We chatted for a couple minutes. Then he said, “My car service driver will call as soon as he gets to your place.” After Bone hung up, I waited restlessly for what seemed like an eternity, but, only about ten minutes. I began to question, did I give Bone my address, did the driver need directions. Questions kept running around in my head. 

Suddenly, my cell phone rang. The driver informed me he was in front for me to come outside. I dashed outside in a flash. There stood the driver dressed in a dark suite standing next to a white SUV with the back door open. I slid in and he closed the door. After an uneventful ride downtown, the driver pulled into the upscale hotel’s underground parking garage. Once parked, he opened the door for me and then walked me to the elevator. We rode up together not a word spoken. The door to the elevator opened and he walked me to a suite. He knocked on the door. Bone appeared wearing one of those high-end embroidered white hotel robes. He grabbed my hand pulling me inside, but before closing the door he tipped the driver fifty dollars.

Inside Bone took me by the hand guiding me towards the center of the hotel suite. I stood trembling next to the porn star. The man of my dreams with his arm over my shoulder. Although I’d idealized this actor for months didn’t know what to expect next. I’d finally gotten to meet the actor of many dreams. “You’re shaking like a leaf, Ran, what’s wrong?” Bone asked.

“Nothing. I just…. Where are the others?”

“Do we need others? Do you want more people?” the actor asked.

“No…. Not really.” The man I’d dreamed about for months now stood in front of me. I wondered, could this be a setup, was he going to murder me, kill me, dispose of my body so no one would ever find my body. He untied the belt around his robe. The front splayed open. Unnerving silence between us, I was at a loss for words. I stood there mesmerized, gazing at Bone’s awesome fire crotch and desirable cock. 

“What do you think?” Bone asked. His white robe open, displaying full frontal nudity. A fetching semi erect cock the head dangling over his scrotum. Dare I look down, I thought? My hungry eyes fell upon the treasure. The sight that befell my eyes, pure artistic beauty. Dare I touch it? I wanted to drop to my knees and suck on that thing of beauty, but I refrained. 

I drank in the beauty of the actor’s creamy skin and then onto his fire crotch. I gasp. I thought that had to be the most beautiful ginger bush I’d ever seen. Not bright red nor rusty brown, just the perfect shade of red. Better in real life than on screen. Dangling semi-erect from the groomed and well-trimmed red bush a gorgeous cock with an awesome pink cockhead. The crimson coronal band to die for. The cock of my dreams, I thought. 

I guess I’d begun to drool a bit. Bone laughed as he reached out using his thumb to wipe away the droplet of saliva from the corner of my mouth. With his hand on my shoulder and his fingers on my neck he asked, “You want a drink? You wanna get undressed, be comfier?” 

“Sure,” I said. “When will the other guests arrive?”

“You’re the guest of honor, Randy…My only guest tonight.” Bone said. “So, what’s your pleasure?”

“You,” I said and then wished I could have taken the childish comment back. “I mean….” I blushed, “Whatever you’re drinking.”

Bone surprised me. His strong hands pulled me into his arms where he smothered me with a powerful soulful kiss. His tongue darted deep inside my mouth exploring. The kiss left me breathless. Our tongues dueled in a tight embrace. I could feel his semi-hard manhood that had become erect pressing against mine concealed inside my tan pants. After a couple minutes Bone broke our embrace to ask, “I guess you’re okay with this? You haven’t object thus far, so I guess you’re cool.”

“I…I’m just….” My thought pattern trailed off. I stood there open-mouthed, awestruck by the young redhead. The guy I’d watched so many times on videos stood in front of me—the man of my dreams—desires.

“Your signal from our meeting earlier today at the store indicated that you might want to hook up in a more intimate setting, Randy, it’s just you and me tonight, baby. Why don’t you shed your clothes and put on the extra robe from the table over there?” 

Wow I thought, he called me baby. After undressing and slipping on the robe I turned to face Bone. I couldn’t nor did I desire to conceal my erection.

“Nice. Very nice,” Bone said eyeing my manhood protruding out and up from the robe. “It may not be as big as mine but it’s big enough to satisfy me.” 

The actor reached out taking my firm manhood into his hand. I stood there, at a loss for words. We closed the gap between us. Bone put both our cocks into his hand. I moaned with pleasure under his touch. He whispered, “I want you inside me.” My head spun with delight. Bone wanted me to fuck him. 

Bone said, “Before we get down to it why don’t we set down, drink our mimosas and get to know each other better.” He led me across the room to the cart where he picked up two champagne flutes and mixed our mimosas, handing me one he then guided me to loveseat in the hotel suite. He didn’t bother to pull his robe closed to conceal his weapon of mass penetration. 

A weapon with which I hoped he would penetrate me at some point that evening. Bone began the conversation revealing his real name. “My name off screen is Shawn Redman.” I’d told Shawn my name before we began conversing exchanging personal information. “Call me Shawn.” 

In between a short make out session I discovered Shawn to be bisexual, 23 years old and unattached. He’d been working in the porn industry since 17. He assured me he had no communicable diseases. I satisfied his curiosity with the same for me. He told me he’d lied about his age using fake identification to get started in the industry. 

Before I knew it, we became locked in another soulful embrace there on the loveseat. Our fingers roaming free each other’s bodies and lips kissing all over. Each time his fingers or lips hit one of my erogenous zones I squirmed and squealed. His fingers found my erect nipples. He began toying with them. His touches electrified me

I broke free and said, “If you keep that up, I’m gonna cum.” 

“Wouldn’t want that,” the red head said with my upper body exposed. “Oh my, nice very nice,” Shawn said, complimenting my upper body. “Very nice pecs.” We began kissing again while his fingers continued floating over my body with feathery strokes.

After a few minutes of his fingertips stroking my body we broke the embrace. Shawn said, “I’ve been thinking about your nipples since we met…From what I saw earlier…You know the erect nubs beneath your T-shirt at the store, they’re everything I expected and want in a partner.”

The partner flew right over my head. I dismissed the mention. “Thanks…I know from your videos that you’re a nipple type guy too?”

“Oh yeah,” He said his hands continued hovering over my pecs. His thumb flicked one nipple and then the other sending shivers throughout my body. After a few minutes titillating my nipples the porn star pushed me back into the loveseat. His mouth covered first one and then the other nipple. With tender care he took each firm little bud between his perfect white teeth, and then let his tongue brush across the top. I continued to squirm and squeal with delight under his touch.

“I enjoy a partner who responds vocally when I pleasure him,” Bone said.

“Same here.”

I’m sure Shawn could feel my rock-hard cock seeking attention. After a few minutes of him pleasuring my nipples his face worked down my stomach into my crotch. I could feel his lips mouthing the head of my cock. The ginger actor continued to smell my pubic area and taste my cock before he said, “Let’s get a warm shower, Randy.”

“Oh, Hell Yes!” I exclaimed.

Shawn smiled at my response, but before heading to the bathroom he lifted my right leg into his lap and then the left. With my legs resting on top his in his crotch area he began caressing my feet. No one had ever touched me with such passion or tenderness before. 

Hell, no other boy or girl before had ever kissed me let alone undressed me in such a manner. All transpiring that afternoon, new to me. My head spinning out of control, but I enjoyed every minute of it. I didn’t want the experience to end. With tenderness Shawn’s fingers glided across my bare feet. Sometimes it tickled. I squirmed and snickered as his fingertips found sensual areas on my feet that I never knew existed. 

After a few minutes of foot play Shawn said, “Randy, you have beautiful strong feet. Your nails are pedicure to perfection. There’s no foot odor or callousness, there so soft. You take care of your feet. I like that in a partner.” After he said that he guided the right foot up to his smooth face where he rubbed his face against my foot and then he kissed each one with gentleness. As his warm wet lips touched my feet, I let out howls of pleasure. “You like that Ran?” 

“Oh, fuck yes!”

“Maybe you have a secret foot fetish.”

“I hope so because that’s great.”

Shawn laughed as he put my feet down with gentleness. He stood up and pulled me to my feet. As I stood Shawn began to whisper into my ear, “Your body is awesome I want it all tonight. Maybe forever.”

Shawn slipped my robe off and then his. I stood in all my nakedness with a full-blown hard-on for Shawn to see. 

“Oh my!” Shawn exclaimed. “You’ve more than met my expectations… That cock is a nine, maybe nine and half in my opinion. And I’ve seen many cocks.” 

 Pleased that Shawn found me, my body and cock satisfying we continued to caress each other. Our hands roamed and stroked each other’s bodies using feathery strokes of passion. My head whirled out of control. We both moaned and writhed around all over each other becoming more aroused by each other’s touches with every second. Suddenly, Shawn said, “Come on let’s go shower.”

by Nathan Amsterdamn

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