Simon's Lucky Shorts, a short story series by Josh Terrence

bb/mb/oral/anal/mast/ws/rimming/

Author's note: This story depicts sexual acts between males of various ages. If you are offended by sex between teenage boys, preteen boys or between males of any age, why are you here? If you are not a legal adult or if this content is illegal in your locale, leave now.

This story is a work of pure fiction. The taboo acts depicted in this story are not condoned by the author, this is fantasy only. All Characters in this story are portrayed by actors 18 years of age or older. This disclaimer applies to all installments of this story, past and present.

To read other stories involving the fictional protagonist in this series, check out the following stories:

A Package for Simon

Simon Spreads His Legs

Pacific Rim Job

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Simon's New Doctor

The next day, I made good on my promise to eat hot buttholes out at school. I hurried to school and got there early, luring the boy with the stinkiest butt that I could think of into the boy's bathroom. Much to my delight, my feast was heavenly, and I stayed on my knees with my face buried between his cheeks for several minutes. When it was over, I pulled my pants down and presented my rear end for him to pump a hot load into, then I texted another boy and asked him to join me in the boy's room.

During our morning break, I hurried back to the boy's room and feasted on two hot, tasty boy butts. At lunch time, I had a line of boys eager to have their smelly holes licked out. Much to my delight, I came across more than just a few naughty mouthfuls that I greedily savored as I dined at as many back doors as I could. Between delicious feasts, I made my rounds and dropped my pants so that I could enjoy deep, satisfying cock rides with all of my faculty regulars. I even got to suck cock for several boys in the locker room while Coach Johnson “wasn't watching.”

After school I made a beeline home to change into my cutoffs, then I rode my bike back to the alley and got laid for almost an hour and a half. By the time I had to leave, my rear end had been serviced several times and I had taken multiple loads directly up my butt. The rest of my lovers pulled out and squirted their loads in my mouth, giving me several gooey mouthfuls of cum to swallow.

While I was down there, I took the opportunity to munch as many smelly buttholes as I could. Several of them were incredibly ripe and dirty, and I thoroughly enjoyed feasting on them. Luckily for me, Mitchell showed up while I was there, and it was my pleasure to eat his after school boy butt. As my tongue ran through the sweat filled valley of his deep crevice, I found myself enjoying the dark, naughty flavors that gave away the fact that he'd stopped at home to poop before coming to the alley. As my tongue made its first few passes across his steamy pucker, I was treated to more than just a mouthful of what he left behind, and I loved it. As the rich, uninhibited flavor of boy poop filled my senses, naughty, taboo fantasies filled my imagination and enhanced my pleasure as cocks got off in my rear end.

Happily, I was also able to procure a few mouthfuls of pee. I realized that I was starting to crave the taste of a hot bladderful more and more, and was drinking pee on a fairly regular basis since I started to cruise the alley. When I first tried it, it was just okay. I was turned on more by the sheer sluttiness of the act than anything. But lately, I've become addicted to the flavor and the acrid smell as it steams into my nose.

My friends Alan Sexton and Jimmy Smith are both regular drinkers of pee loads, too. As a matter of fact, they're the ones that got me started on it. Just like me, they'll both open wide for more than just pee, but I'll let them tell you all about that when they're ready. Another thing we share in common is our love of eating hot buttholes. Alan, Jimmy and I have spent all day in the alley eating ass and drinking pee, and we loved it. We're planning to get together and do it again soon, but I'm getting ahead of myself. I'll tell you all about that another time.

“Simon, I asked you not to wear those today,” my mom gasped when I rode up on my bike to the doctor's office where she told me to meet her.

“I put them on because there was time after school to see a few guys,” I said, stepping off of my bike and holding it by the handlebars as I walked it toward the entrance of the doctor's office.

“Honey please, not today,” she pleaded with me, rubbing her temples as she contemplated going into the exam room with me and having to explain to my new pediatrician why I had a pair of slutty looking cutoffs on. “Let's just put your bike in the trunk and go inside.”

“But I want to ride my bike home,” I said, a note of longing in my voice.

“No, you'll ride home with me,” she snapped, then she pulled her keys out and used the remote to pop the trunk.

Giving in, I followed her to the car with my bike in tow and helped her load it into the trunk, earning me a warm smile. As we were walking across the parking lot to the entrance of the doctor's office, I slipped my paw into her hand and asked her, “Are you mad at me?”

“I'm not mad, honey,” she tried to reason, stopping to kneel and licking her finger so she could wipe my face clean. “But I'm very frustrated right now. I asked you to put on something presentable for your appointment.”

With that, we went inside and she had me sit down while she approached the desk. Aside from me and my mom, the waiting room was empty. The receptionist handed her a clipboard with a lot of paperwork and asked her to fill it out, so while she was doing that, I got online and thanked my studs for a satisfying afternoon in the alley.

“Simon Anderson,” the receptionist called out from the door, and my mom hastily took my hand and stood up. “Follow me, please.”

We went to a scale and I stepped on.

“Seventy pounds,” the nurse said, then she marked it in her chart and led us down the hall to a room. Patting the bed, she told me, “Hop up, cutie.”

I smiled up at her and did as I was told, then she put a cuff around my arm and a thermometer in my mouth. While she was taking my temperature and checking my blood pressure, she asked my mom, “So what are we seeing the Doctor for?”

Looking at me, she asked, “Do you care if I tell her, or do you want to tell her?”

I just shrugged my shoulders, so she carried on.

“Last year, my son discovered that he was gay. Shortly after, he started becoming sexually active with other boys.”

“I see, and he's here for a health screening?” the nurse asked, not batting an eye at either revelation as she took the thermometer out of my mouth and removed the cuff from my arm.

Clearing her throat, my mom nodded her head and said, “Yes, and because over the course of the last year, he's become more and more promiscuous. I'm concerned that he might be having sex with older men.”

“I am,” I blurted out, then I blushed while my mom rubbed my back affectionately.

“Well then, we'll definitely want to get that screening done,” the nurse said in a matter of fact tone. “After that, we're going to want to schedule a screening every six months. His blood pressure is slightly elevated, and so is his heart rate. The doctor will be in shortly.”

With that, the nurse walked out and my mom kissed the top of my head.

“Honey, how many men did you have sex with today?” she asked, and I knew it was because of the remark from the nurse about my heart rate and blood pressure.

“I didn't count,” I confessed, then I thought back on the many man cocks that I'd sucked and taken in my ass that day. “Do you just mean how many guys gave it to me up the butt?”

“Sure honey,” she said quietly, and I shrugged again.

“I got laid at school, too,” I revealed, and she rubbed my back again.

“Not other little boys, honey, just men that you had sex with,” she said, and I gave her a helpless look. Pulling me into a hug, she asked, “You can't remember how many men you had sex with after school today?”

Once again, I shook my head no while she planted a kiss on the top of my head.

“What did you do after school, honey?” she asked, and I bit my lower lip as I thought about all of the sexy things I did with the various studs I bottomed for.

“I got laid by some cute guys,” I told her, then I went on. “I also sucked guys off and licked really dirty buttholes.”

“I see,” she said, and I could tell that she wished she hadn't asked. “Do you need to tell me anything else?”

Nodding my head, I looked up at her and admitted, “While I was eating buttholes, I had some poop. I drank pee, too.”

Instead of a verbal reaction, she took a deep breath and exhaled slowly just as the door opened and the doctor walked in. As soon as we locked eyes, I felt a shiver of desire run through me, then he smiled and took my breath away. He was so tall, dark and handsome, and I wondered if he could pickup the urgent signal that my body was sending as an instant craving for anal sex gripped me. He gave me a friendly wink, then held his hand out for my mom.

“I'm Dr. Stevens,” he said jovially, shaking her hand and looking me over with an easy smile. “And this young man right here must be our patient. What's your name, young man?”

“It's Simon,” I said with a shy smile and a deep blush, then I watched with bated breath as he took a seat on a rolling stool and opened my chart. Raising an eyebrow, he looked up at my mother, then his eyes darted over to me and I saw him appraising my attire with a concerned look on his face. I looked over at my mom, who seemed embarrassed as she realized what the cause of the doctor's concern was. We both watched him take his eyes away from me and look closer at the nurse's notes. I heard him breathe deep through his nose and watched him nod as his eyes scanned the paperwork, then he gave me a serious look and rolled his chair over to the exam table.

“It says here that you believe your son might be sexually active with older men,” he noted, and my mom and I both nodded in the affirmative. “It also says here that his blood pressure and heart rate are elevated. Is there a reason for that, young man?”

I slowly nodded, then I looked over at my mom, who raised an eyebrow at me and said, “Go ahead, tell the doctor what you were doing before we came here.”

“Do I have to?” I asked in a small voice, and my mom nodded her head. I looked at the doctor with pleading eyes and admitted, “I was with some guys before I came here.”

“Well, that explains the attire,” he said, giving my mom a disapproving look for a moment, then his expression softened and his jovial tone returned. “What do you think about all of this, mom?

“It's been disturbing to me since it started,” she said, taking a deep breath to compose herself. “Simon's last pediatrician doesn't handle cases of sexually active kids, and he referred us to you. He said that you specialize in cases of LGBT children.”

“That's correct,” Dr. Stevens said, then he looked at my red, skinned up knees. Going into a drawer, he fetched some antibacterial medicine and some cotton balls, then he applied it to my left knee and it stung. While he was working, he asked my mom, “So aside from a health screening, what can I help you with today?”

“I want to know if you think I should place Simon in counseling,” my mom said, and I let out a hiss as the doctor applied antibacterial medicine to my other knee.

Looking up at me with serious eyes, the doctor said, “Simon, I suppose from the condition of your legs I shouldn't have to ask, but what are you doing with these older men?”

“It's not just older men,” I told him in a soft tone. “I do it with other boys, too.”

“Do what, Simon?” Dr. Stevens asked, and I swallowed hard.

“I give head and take it in the butt,” I started, and the doctor sat back in his chair, once again giving my mom a stern look of disapproval. “I do some other things, too.”

“Such as?” he asked, and I took a deep breath before continuing.

“I give rim jobs, too,” I told him, watching his face for a reaction before proceeding. “And I drink pee.”

“Well then, we'll need to run a battery of tests,” the doctor said, and my mom and I both blushed. Turning to my mom, he said, “Ms. Anderson, I run a youth LGBT support group, and I think it would do both you and Simon a world of good if he were to participate. I think he'll get a lot more out of it than he would by seeing a counselor, and it's an age appropriate activity. But the decision is yours.”

“Do you have more information?” my mom asked, and the doctor nodded as he reached out for a pamphlet and handed it to her.

Turning my way, he said, “As for you, young man, I need you to get out of those clothes and into a gown. Your mother and I need to discuss something down the hall while you do that.”

With that, he mussed my hair and got up, then he and my mom walked out and he closed the door behind them. While they were gone I changed into my gown and folded my shirt and lucky shorts, placing them next to me on the exam table. A few minutes later, Dr. Steven's came back.

“Alright buddy, your mom tells me that you lost count of how many times you had sex today,” he said, and I nodded. Motioning me down from the exam table, he surprised me by untying my gown and pulling it off, revealing my tiny boy cock. Taking a seat on his rolling stool, Dr. Stevens placed a hand on my shoulder and said, “Turn around, Simon. This isn't going to hurt.”

With that, I turned and held onto the exam table, spreading my feet while he pried my buns open and took stock of my high traffic boy pussy.

“Well, you've certainly been busy back here,” he commented, then I heard him slip a glove on and felt his middle finger slide into my hole. It felt so good that I almost moaned, but then I heard his stern tone again.

“According to your mother, you've been meeting men in the alley behind Mike's bar,” he told me. “Is that true, young man?”

“Yes sir,” I confessed, then I felt his finger twist in my bottom and he went on.

“I'm sure you can tell that I'm not very pleased right now,” he told me, and I looked over my shoulder and nodded at him. “I cruise that alley every night, and I've never seen you there, Simon.”

With that, he found my sweet spot and started to rub it while I moaned with pleasure. He pulled his finger from my hole momentarily, then replaced it with two fingers that felt so good.

“So according to my calculations, young man, that means you've shared this horny ass of yours with just about everyone but me. Is that true?”

“Yes, Dr. Stevens,” I moaned again, looking over at the door, concerned that my mom might walk in. Seeing my gaze, the doctor planted a kiss on my cheek and smiled.

“No need to worry about your mom, Simon,” he assured me with a tender tone. “I gave her a fat stack of insurance forms to fill out so you can come by my office every day for some therapy.”

With that, he slid his fingers out of my boy cunt and buried his face between my buns, then his tongue slipped into my hole and I moaned whorishly. While he was tonguing my hole, I parted my feet again, eager to have him get deeper in my boy pussy.

Finally he removed his tongue and stood up in a hasty manner. I watched as the stool rolled away and hit the door, then it bounced off and rolled to the center of the room, where it came to a slow stop. He unzipped his pants and out sprang a juicy dick that I was hot for right away, then he shoved it between my cheeks and the head found my blazing hot hole right away. I placed the flat of my hands against the top of the exam table and pushed back with my hips, moaning as the flared head of his dick penetrated my aching boy cunt, then his full length slid all the way up my butt and I sighed with relief.

“Ooh, it's hot and tight, buddy,” he praised me. “I wasn't expecting it to be this snug around my cock.”

“Your hard on feels really nice, Dr. Stevens,” I sighed, then he started to thrust and I experienced an immediate anal orgasm.

“You're going to enjoy coming to see Dr. Stevens for some anal therapy every day, aren't you kiddo?” he asked as he plumbed the depths of my horny poop chute.

With a hot moan and a frantic nod, I made sure that he knew just how eager I was to start putting out for him on a daily basis. He fed me another series of deep thrusts while my moans filled the room, then he went on.

“Your mother tells me that you were out of your shorts and giving your ass away to any and all takers this weekend,” he revealed, and I nodded again. “She also tells me that you're getting your tail hammered on a regular basis by your classmates and other boys at school.”

“I am,” I called out through an labored moan.

“But Dr. Stevens knows that it's not just boys nailing your rear end at school, is it?” he said knowingly, and I shook my head no through a slutty wail. “My guess? You're putting out for just about every male teacher on the staff. Am I right?”

“Yes!” I moaned hotly, then another boygasm gripped me as the sinful buttfuck that I was enjoying so much carried on. “I get laid by all of them every day, Dr. Stevens.”

“Of course you do, Simon,” he said in a comforting tone. “And you know what? Dr. Stevens wants you to keep putting out for those teachers. And behind Mike's bar, and for every cute boy you can put out for.”

“I promise,” I cried out, feeling my climax hit its stride.

“That's a good boy,” he praised me. “I'm prescribing you to suck as many dicks in a day as you can manage, and to take as many cock rides as possible each day. You'll come here at the end of each day. Your mom knows that our group meets at 6pm.”

Instead of speaking, I simply stayed where I was with my ass in the air, accepting each stroke while I let loose with a long, satisfied moan that signaled the tail end of my anal orgasm.

“Now how would you feel about swallowing Dr. Stevens' load, buddy?” he offered me as I felt my boy pussy sizzle with delight.

“I'd love it, Dr. Stevens,” I managed to say, then he pulled out and I scrambled to get to my knees, eager to wrap my lips around his mancock and take his load. In an instant, I had my lips all the way down to the base, then I settled into a luscious blow job that had my head spinning all over again. Finally, Dr. Stevens ran his fingers through my brown hair and his cock jerked in my mouth, then his load spewed forth and I found myself frantically gulping his cum load, anxious to keep up and not lose any.

When his cum load was successfully swallowed, I spent a luscious afterglow sucking his balls and running my tongue along the length of his shaft and all over the crown. When he took his cock away, he helped me to my feet and grabbed me under my arms, lifting me back onto the exam table. Putting his dick away, he gave me a wink while I watched him with stars in my eyes.

“Now lay flat,” he instructed me in a clinical voice, and I did as I was told so he could resume my exam. When it was over, he made me gown up and sent me down the hall with a cup to pee in. When I emerged from the bathroom, my mom was standing in the hallway with him, handing over the paperwork.

“Alright, soldier, your exam's over,” he said with a jovial smile. “Go get dressed, and I'll see you here at 6 sharp tomorrow night.”

“Yes sir,” I said with a shy smile.

As I walked past him, he playfully smacked my bottom through the gown and told my mom, “I promise to take good care of him, Ms. Anderson. You've got a very sweet boy here, and I can assure you that he's going to enjoy his treatment.”

The End

Coming soon to this section of the archive:

Thanks to his willful nature and an insatiable appetite for gay sex, Steven is always grounded. But that never seems to get in his way when he's in the mood to put out. And he's always in the mood to put out. Find out which lengths he'll go to in order to have his itch scratched in, What's Cum Over Steven?

Other Work by Josh Terrence: