First Taste of Cum Part 83    
          by Bill Beaumonte (oral_guy_2000@yahoo.com)  



This work of fiction contains explicit material intended for an adults over 18. If you are under 18 or are offended by non-traditional sex do not continue.  




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Author’s note:
This series presents a number of independent stories of about youthful first blowjobs. Some of these are inspired by my readers. I hope you enjoy this series.


Halloween Trick

    I'm Mike, a pretty typical high school senior in most respects, except that I had a life changing experience that's opened up new horizons for me! At 17, I was 5' 10" and 135 lbs., with longish brown hair and blue eyes. I was a ribs-showing kind of skinny and I had small hands with thin fingers, and my shoe size was only 8 1/2. I never quite hit the growth spurt that a other guys had, and I'm a little ashamed that my penis is still small, like a little boy's. Just the same, I dated girls a little, though I couldn't get the really hot ones like the football players got.

Halloween was coming up, and ever since I got too old to go trick-or-treating, I'd usually be home, answering the door and dishing out treats to the neighborhood goblins and ghouls. This year, however, would be different. My friend Chris had invited me to tag along with him and his girlfriend to a party being hosted by one of Trish's friends. Halloween actually fell on a Sunday, so the party was being held two days early, on a Friday night.

A week before the party, I still didn't have a costume. It was Trish who came up with the idea of me dressing up as a Catholic schoolgirl.

"No way am I gonna dress like a girl!" I told Trish. We were all 17 and seniors in high school. I was extremely shy and self-conscious. I didn't want the attention I'd get by going to the party in drag.

But the more Trish talked about it, the more excited she got. It didn't help that Chris was taking her side.

"What's your problem, Mike?," he asked, "Lots of jocks dress up like girls. It always get a big laugh."

"That's just it, Chris," I replied, "They're jocks, that's why it's funny when they put on a dress. I'm a skinny little nobody and no one wants to see me in a dress."

"Oh, but this is better than a football player in a dress," Trish chimed in. "You'd actually pass for a girl, once I got done making you up."

I knew I wasn't very manly, but nobody had ever actually said anything to me about it, and it was really embarrassing to hear it from a girl!

"Geez, thanks, Trish. That's not saying much for my masculinity," I whined.

"You have such smooth skin. You don't have to shave yet, either, do you? Seriously, Mikey, with your looks and your small-boned frame, you really could pass for a girl," Trish explained, "Janice is pretty tall. You could wear her school uniform. And Mary would have shoes that might fit you. Ohhhh, please say yes, I wanna do this sooooooo much."

"Yeah, c'mon, Mike, be a sport," said Chris.

"Ummm, how many times do I have to say no?" I insisted, "What part of 'no' don't you understand?"

"Tell you what, Mike," offered Trish, "Just give me 15 minutes and if we don't all agree that I can turn you into a girl, we'll think of something else. Okay?"

It had never crossed my mind to put on anything that belonged a girl. I'd never had a desire to wear panties or to dress up in my mother's clothes. I'd never been interested in experimenting with cosmetics, even though I had found myself sexually attracted to some glam rock stars like Bowie. And what Trish had said about my build was true. In my head I knew this was a bad idea, but something about it was strangely attractive, and part of me really wanted to try it, though I would never admit it!

"Okay, Trish, you win. Let's see what you can do," I finally agreed.

"Good boy, Mikey," said Chris, "Oh, I'm gonna love this."

Trish actually didn't use much makeup on me. After she pulled my hair back, she applied a little eyeliner, a little blush, a little lipstick, and some nail polish that matched the lipstick. I knew I was in trouble when Chris reacted.

"Holy shit, Mike! That could be your sister sitting there," Chris declared.

"Oh, you have to go as a girl now, Mike. You just have to," Trish pleaded.

Having a submissive nature, I was already predisposed to give in to Chris and Trish's pressure, and my secret desires were starting to take over. I was shocked back to reality when Trish said, "Oh, one more thing, Mike. You'll have to shave your legs."

My arms were nearly smooth, and the hair on my legs sometimes were all I had to affirm that I was becoming a man, but I gave in to Trish on this as well.

A week later I was back in Trish's bedroom. Laid out on her bed was a complete uniform for St. Rose's Academy. A crisp, short-sleeved blouse. A blue-and-white plaid skirt. A pair of white knee-high socks. A pair of black brogans for girls. There were also two items that made me nervous. One was a white bra. The other was a pair of white cotton panties. Trish and Chris left me alone to dress. I stripped naked. I had shaved my legs, as expected, but I'd also shaved my armpits and the hair on my forearms. For some reason, as I soaked in a hot bath, I decided to shave my penis and balls, as well. I was pretty smooth all over. I wasn't sure what was happening to me, but for the first time in my life I wanted to be as unmanly as possible.

I slipped the panties up my long smooth legs. I felt a little thrill when the brief panties cupped my cheeks. I looked in the full-length mirror on Trish's closet door. The only bulge in my panties was the head of my 1 1/2" soft penis. My little cut dick would only grow to 4 inches when I was erect and I had small testicles, too. I was in no danger of bursting out of the skimpy and thin cotton panties. I reassured myself with the knowledge that no one would see me in just panties and a bra. I fumbled with the bra and couldn't get it on, finally throwing the stupid thing on the bed in frustration. I put on the plaid skirt, the knee-high stockings and the brogans, and then called to Trish for help with the bra. Trish put the bra on me and stuffed the small cups with tissue. Once I put on the white blouse, I was completely dressed and ready for makeup. It didn't take long for Trish to do my face and hair. By then, Chris had arrived.

"Wow, Mike, or should I say, Michelle?" he said.

"You're enjoying this entirely too much, man," I said. I didn't dare admit that I was beginning to like it as well.

"C'mon, Mike,"Trish said, "Check yourself out. I really outdid myself, I must say."

Studying myself again in Trish's mirror, I felt a charge in my boysac and cocklet.

I thought to myself, "I bet some boy would want to fuck that." I was secretly gay and had been with only a few boys, but nothing much had happened. While I wanted to suck another cock and feel it inside me, dressing in drag at a Halloween party wasn't the way to go about looking for it. Chris and Trish didn't know I was gay and I intended to keep it that way!

Chris and Trish were going as Tarzan and Jane. Not very original, but they made a cute couple. Chris drove us to the party house. From the outside, you wouldn't know anything was happening here.

Chris knocked on the door, but it wasn't locked, so we just strolled in. I was relieved to see the lights were low. It looked like it was going to be difficult to tell who people were if they were made up at all. Vampires seemed to be the costume of choice this year, so I was glad I'd avoided going as Count Dracula.

Trish said, "Let's do a quick tour of the rooms before we hit the kitchen. I wanna see who's here."

"Ha, what you really want to do is show off your hunky Tarzan boyfriend," Chris bragged.

"Yeah, right," said Trish, "Me Jane, you deluded."

It suddenly occurred to me that, although I was wearing a costume, it might not appear that way to everyone. I didn't have time to worry about it because Janice, whose clothes I was wearing, came running up to us.

"Oh my god," Janice said, "is this the boy? Oh my god, Trish, he looks amazing!"

"Thanks, Jan, I did what I could with what I had to work with," Trish agreed, "Thanks again for the uniform."

"Hahaha, I can't wait to see who tries to pick him up," Janice laughed.

Oh god, I thought. Right on cue, a tall boy wearing a Ninja Turtle outfit came up and said hi to Janice.

"Who are your friends, Jan," he said to her while eyeing me.

"Hey, Chad, this is Trish and her boyfriend Chris, and this is...," Jan faltered. Trish jumped right in.

"This is Michelle," Trish said. "Hi, I'm Chad," he said. Oh my god, now what do I do?

"Um, hi," I muttered. My voice had not deepened like other guys, so I probably sounded like a girl. Chris obviously had all he could do not to bust a gut.

Trish elbowed Chris. "Let's circulate," she ordered. Jan also chose to wander off, just far enough to keep an eye on us.

Chad stayed with me and said, "You must go to school with Jan. How come you're not wearing a costume?"

I knew then that I couldn't make this work. Keeping my voice low, I said, "Actually, I am. My name is really Mike."

"What?" Chad took a step back and then laughed. "Wow, man. Color me fooled."

"Sorry. I guess Trish really did do a good makeup job on me," I responded, "No hard feelings, I hope."

"Nah, man," said Chad, "It's actually pretty cool, haha. You're really a dude, then?"

"I'm afraid so," I admitted.

"I guess I'll try my luck somewhere else," Chad stated, "Have fun, man."

"Thanks, man, you too," I returned.

I was really thirsty now and headed off to find the kitchen, which was bound to be the location of whatever beer and soft drinks were available. Trish might get pissed, but I wasn't going to try to fool any boys for too long. I'd hoped she'd be satisfied if I could report that a handful of them tried to pick me up.

I wasn't much of a drinker and I sure didn't want to get drunk tonight, so I grabbed a Coke that was offered to me by a werewolf named Gary. Even though the kitchen was brightly lit, my outfit fooled him, too. He wasn't as gracious about it as Chad had been, and I decided to exit stage left.

I found an empty seat in the living room. Thirty seconds later, a zombie sidled up to me. "Hey there. I thought I knew all of Terry's friends. I'm Brian." I blushed, still not used to getting hit on like this.

In my normal voice I said, "Oh, I'm a friend of a friend. I'm Mike."

"No shit, you're a guy?" Brian asked.

" 'fraid so," I said.

"Bummer. Well, it was nice meeting you," he replied, "You certainly have more balls than I do." Ironic that the first time anyone said anything manly about me I was in drag!

"Thanks," I said to his back as he wandered away. Now that I'd disappointed three boys, I thought I'd better find Chris and Trish and attach myself to them for the rest of the night.

I felt a hand on my elbow, and heard, "Hey, is it true? That you're really a boy?"

The hand belonged to one of the many vampires that showed up tonight. From what I could see, this was a cute vampire.

" 'fraid so," I replied with my stock answer.

"That's so cool," he said.

"Really?" I asked, thinking he was joking.

"Yeah, definitely," he assured me, "Hey, let's go down to the basement. The music's too loud up here."

"Um, okay," I replied, realizing that I was letting a guy pick me up.

"I'm Greg, by the way," he said.

"I'm Mike," I returned, "Or would you prefer Michelle?"

"Michelle is fine," answered Greg.

"Ok Greg," I said, "I'll be Michelle for you." I was beginning to feel rather proud of myself.

We descended into darkness. The main room was lit only by a single lamp with a black-light bulb. It was obvious that this was where people were coming to make out. I could smell a little marijuana, too. There didn't seem to be anywhere free to sit and Greg and I ended up backed into a dark corner.

"How'd you happen to coming here in a girl's uniform?" Greg asked.

He seemed genuinely curious, so I gave him most of the details. Greg was now facing me, with my back to the wall.

"What's in here," he asked, squeezing one of my bra cups.

"Um, just some tissue," I replied.

"Have you ever dressed up like a girl before?" he asked.

"No, I told you, it was all Trish's idea," I insisted, getting a little uneasy about his line of questioning.

"Yeah, but, a boy who's willing to show up in public like this must kinda like it, right?" he asked.

"Um, what do you mean?" I shot back. Now he was going too far!

All of a sudden, I felt Greg's hand up my skirt and grabbing my panty-clad ass. I froze.

"This is what I mean," he said. "You're the kind of boy who likes other boys." I was scared but excited. My cock was hard.

When he got no reply, Greg leaned into me and grabbed my hand and put it on his bulge. "You like that, don't you?"

"Yes," I breathed, as I fondled him through his pants.

"Have a closer look," ordered Greg, firmly pushed me onto my knees, "Take it out."

I unzipped him and fished his hard cock out of his boxers.

"Now suck it," he directed.

He didn't have to tell me twice. I couldn't really see it, but my hand told me he was hung much bigger than I was. My mouth told me I'd never get him all in.

"Mmmmm, good girl," assured Greg, "Suck it good."

I thought I was doing a good job for him, but Greg was in a hurry to get his rocks off. He started fucking my face and I soon had a generous mouthful of his teen cream. I was still on my knees, dazed, when Greg zipped up and disappeared into the darkness.

"Thanks. That was fun," were his parting words.

I stood in the corner, trying to collect myself, and finished my Coke. I enjoyed sucking Greg's cock and I guess I had Jan's schoolgirl uniform to thank for it. But now I really wanted to find Tarzan and Jane. I'd begun navigating my way toward where I thought the stairs were. The basement exploded into brightness as someone flipped on the overhead lights. Couples that had been making out on love seats and couches protested the interruption of their play.

"Shut up, you guys," commanded a deep voice. Standing at the foot of the stairs was a quartet of jock-type guys. The leader took a hearty swig of his beer and looked at me. "You really a guy?"

I did my deer in the headlights impression. "Hey, answer me. Are you the guy who's running around pretending to be a girl?"

I was scared to death but managed to blurt out, "Um, it's just a costume. I'm not pretending to be a girl."

One of the others piped up. "Wait a minute, Tom. Maybe this is really a girl. We oughta be sure before we do anything."

"You're absolutely correct, Billy D." said Tom.

I was grabbed from behind and my skirt tugged down. The blouse was long enough to cover my panties, but now the blouse was being ripped open. I was left standing there exposed in just a bra and panties, along with my socks and shoes. To my horror, my cocklet was rock hard in my thin cotton panties. The teens who'd been so pissed a minute ago now sat up to watch the show.

"Gee, guys, I may be wrong but I'm thinking this is a boy and not a girl, said Tom, "Am I right or am I right?"

"Definitely a boy, Tom," said Billy D. "Not much of a boy, but a boy nonetheless."

"Oh, not just a boy, Billy D. We got us a gay boy here," announced Tom, "If he wants to be a girl, why we should treat him like one, do you think?"

I never did find out how Tom, Billy D. and the others would treat a girl. The room was plunged back into darkness.

A voice close to me said, "Follow me," and I felt myself being pulled away. I was being led down a hallway to another set of stairs. We ascended past the first floor and up to the second floor of the house. To my surprise, my rescuer appeared to be a young teen. He pulled me what was apparently his bedroom and locked the door.

"Thanks, man. That was close," I said.

"Figured you could use some help," he replied.

"Um, obviously you live here," I said.

"Yeah, my sister's the one throwing this party. She said this wasn't a party for junior-high kids and I was supposed to stay in my room but I like sneaking around and seeing what everybody's up to."

"Well, I'm glad you were there." I responded.

"As soon as things quiet down a bit," he went on, "I'll go back down and find your clothes."

My rescuer's name was Randy and he was 13 and an eight-grader. Now that I was safe, I was very aware of how little I was wearing in front of a young teen boy.

"So how come you were dressed up like a girl?" Randy asked.

"I kinda got talked into it, which reminds me. My friends might be looking for me," I said.

Randy said he'd bring my clothes first and then go look for Chris and Trish.

"Um, you won't tell them what happened, will you?" I pleaded

"No," Randy assured me, "I'll let you tell them whatever you want."

While Randy was gone, I checked myself in his mirror. My hair was mussed up and my lipstick was smeared, but I didn't look too bad. Randy returned without the blouse and skirt.

"There's too much going on down there," explained Randy, "I'll go back in a little while. I couldn't find your friends, either. They told my sister that they were going to another party and that they'd be back to pick you up."

I couldn't believe Chris would leave me, but I was kind of relieved that he and Trish wouldn't see me like this.

Sensing my frustration, Randy said, "Don't worry. I'll get your stuff and you'll be okay."

"Thanks, Randy. I appreciate it."

He added, "You make a pretty cute girl, haha."

"You think so?" I asked, beginning to feel better.

"Yeah, you're almost like a model," he said.

I laughed and did a couple jokey poses in my bra and panties.

Then Randy said, "Looks like you got a little dick in those panties." That comment caught me off guard. "Mine's bigger," Randy continued. "Wanna see?" He stood up to show an obvious bulge in his jeans.

"Um, no, that's okay," I replied, but my hardening cocklet betrayed me.

"I saw you give that guy a blowjob," Randy said, "so I know you like cock."

"Oh, you saw that, huh?" I asked, realizing that I had nothing more to hide.

"Yeah, I saw that," he replied, "Now take off the rest of your clothes."

I took off the shoes and socks, then tugged the bra over my head. Finally, I pushed my panties down and stepped out of them. My hairless boy body was now exposed. Randy told me to sit on his bed and he undressed in front of me.

He was about 5-foot-4 with a lightly muscled build. He wriggled out of his boxers to reveal a thick and nicely shaped 5-inch cut cock with loose balls. My nipples were hard and my 4-inch boy dick was erect and wet. Randy stood between my legs with his cock at a 45-degree angle.

"Suck me like you sucked that other boy," he commanded.

I leaned toward him and licked the tip of his young teen cock, tasting his precum. I took all of him in my mouth until I felt his thick mushroom head at the back of my throat. I started to fondle his balls as I slid my lips up and down his shaft. Randy's hands gripped my shoulders. He moaned and began pumping his hips toward me. Then he rose on his toes and I felt a warm jet of sperm hit my tongue, followed by another and another.

"Oh, man, you suck good. Bet you like my cock, huh." I nodded. "Jerk your little dick for me. Show me how hot I make you."

Randy lay back on the bed, fondling his 13-year-old penis while I stood by the bed and used two fingers to stroke my boy dick. I felt so submissive as Randy eyed my tall, slender, smooth body, my undersized penis and underdeveloped boy balls. I could still taste his sperm. It took only a couple minutes for me to spurt over my fingers.

Randy got up and dressed. "I better get your clothes. I'll get you something to drink, too. Just stay here and stay naked. I might want another blowjob." I meekly nodded, my cocklet stirring again at the thought of taking his nice hard penis in my mouth a second time.

When Randy returned, he wasn't alone. I drew my legs up, trying to cover myself. "Whoa, he's naked!," said the new boy.

"Told ya," smirked Randy. "This is my best friend, Larry. We share everything, so I guess that includes you. Stand up so Larry can get a good look at you."

I got off the bed, standing before the pair of young teen boys. "Hahaha, he's got a little wiener," said Larry, "Shit, my brother's only 11 and his pecker is bigger than that."

That bit of small penis humiliation was all it took to prod my 1 1/2-inch softie to lengthen to its modest 4-inch hardness.

"You want a blowjob, don't ya, Larry? Then drop your drawers," said Randy.

Randy smacked my ass and said, "Get on your knees, little boy." I knelt in front of Randy's best friend, who was waving his semi-hard dick at me. Larry was taller than Randy but thin. His cock looked just a little longer than mine, but it was much fatter. My little penis was totally hard again.

"Oh, yeah, suck my cock, fag boy," he ordered. While Larry verbally abused me, Randy stripped and lay on the bed, stroking his hot cock. Larry held out much longer than I expected. By the end, he was fucking my mouth with a firm grip on my long hair. "Fuckin' take that cock, bitch. Oh yeah, eat me, faggot." Bucking his hips, Larry shot his hot load in my mouth. "Oh man, Randy, that was greeeaaattt! Clean my cock, little boy."

I licked and sucked any cream off Larry's cock and balls. Then Randy ordered me onto the bed. While I'd been servicing Larry, Randy had lubed his cock. He slapped my ass hard again and ordered me to get on my hands and knees at the end of his bed.

"Oh man, Randy, you really gonna fuck him?" asked Larry.

"That's right, Larry," Randy replied, "My big cock needs some pussy and I don't care if it's a boy's." I felt Randy's thick mushroom head pressing against my hole. He held onto my hips and started forcing his cockhead past my tight ass ring. I must have been loud because Randy told Larry to stuff my panties in my mouth. Randy eased up once he had his cockhead inside me. He moved his shaft back and forth until all 5 inches were inside my tight boy ass. Larry was hard again and stroking as he watched his best bud fuck a 17-year-old senior. My head was pressed against the mattress with my ass up in the air. I was masturbating as Randy took me hard and fast. I could feel him pulling all the way out before slamming back into me.

Randy grunted and groaned while Larry vocally egged him on, saying "Fuck that bitch ass, dude. Rape that little dick faggot."

Randy was really ramming it into me now. One hand was forcing my head into the bed, while the other was pulling back on my shoulder. I thought I could feel his feet lift off the floor when he shot his load deep inside me.

Randy smacked my ass again. "Thanks, faggot. You got a sweet ass." He told me to get dressed while he went downstairs to see if Chris and Trish were back. My schoolgirl skirt wasn't damaged, but the blouse was missing a couple buttons and was a little wrinkled. Randy's mirror showed me that my hair was all over the place and my lipstick was smeared all over. I tried to clean up a bit, but Larry forced me to kneel before him and suck his cock again. I was still servicing Larry's fat junior-high dick when Randy came back. "Damn, Larry, that's my bitch, not yours," he insisted.

"Be cool, dude, we always share stuff, right?" Larry replied. I finished off Larry and he rewarded me with a sweet creamy load.

Randy told me my friends were downstairs looking for me. "I kinda lied to you before. They never left the house. I told them you weren't feeling good and were laying down in my room for awhile. I knew you'd suck my cock and I didn't to be disturbed. Any time you want my big cock again, let me know."

I found my friends and got home safe. The next day, I got a phone call from Randy, wanting to know if I wanted to go to a Halloween party that night for junior-high kids.

Special thanks to my online friend Mike P. for contributing this story, based on his experience.

  To be continued . . .

Feel free to contact me with your comments or requests.
    –Bill Beaumonte (oral_guy_2000@yahoo.com)