Adventures of Dev Ch. 04

This is an graphic erotic fantasy story told by a travelling merchant and young Dev as he recalls his road to becoming an accomplished male courtesan. It contains homosexual spanking and rough anal intercourse. If that is not your piece of fictional pie, be adviced. If it is, however, enjoy!



We were just about to part ways when Dev had asked me whether or not I was a trader of gemstones.

"Why the sudden interest?" I asked.

"I think you might be able to help me..." He whispered and pulled me aside. "I want you to help me find someone."

"Find who?"

"The chevalier Ilario." He whispered.

"I did not know he was missing. Why do you think that I could help you find him?"

"Because he is held captive in a Rugalian gem mine."

"What the hell is he doing there?"

"He was captured in the war." Dev explained.

"So he is a war prisoner!" I hissed. "Are you mad?"

"Please." Dev implored. "I'll do anything you ask."

"Do you realize what they will do to me if I was caught aiding in the escape of a war prisoner? I'm not getting my dick chopped off for any piece of ass. Not even your's!"

"I'm not asking you to break him free. Just help me find him. You inspect the gems which you are buying, right? You have access to the mines? Just let me come with you as your assistant, that is all I'm asking?"

"And in return?" I asked as my curiosity got the better of me.

"I'll be your private courtesan for as long as it takes to find him." Dev said confidently. "I will pleasure your every desire, whenever you want! And all you have to do is to take me with you on when you inspect the mines."

I thought about it long and hard. As I started to fantasize what such a journey would look like, I became long and hard.

"Alright..." I decided. "But if you draw any suspicion what so ever, you're on your own."

"Thank you." He said gratefully. "I'll go pack my things."

"I'll help you." I said.

Not being a regular worker here, Dev had rented a small room from the owner of the establishment. Everything the young man owned fit inside a small drawer.

Dev began stuffing his belongings into a backpack. Three cotton shirts, three pair of linnen trousers, a coin purse quickly went down the bag. Then he started to produce the weirdest of objects. Large wooden phalluses, some coated with leather, some were ribbed. Several strings of beads, like giant pearl necklaces. The smallest of these smooth beads were the size of grapes, several were the size of plums. The largest were as huge as peaches.

"Wait until you see me take these." He said with a wink and put the giant beads into the bag.

I couldn't help but to swallow. To my surprise there were also three empty wine bags, which he packed.

After we had packed all his stuff we went to the stables were I had left my cart and horses. Dev quickly made the horses ready. He fed them and helped fasten the cart.

"Guess you are useful..." I said.

"I used to be a stable boy." He answered, like it was the most natural thing in the world.

"Inbetween being a courtesan and a pleasure boy?"

"It was all part of the Chevalier's training. I'm a very skilled rider, you know!"

"I bet!" I said with a dirty grin.

"Screw you!" He said smiling.



That night we fucked like mad. The cart was shaking so violently it spooked the horses. After an hour of wild riding, Dev climbed off me and placed himself on all fours. With a flirtatious smile he nodded towards the bag we had packed earlier that day. I poured the beads out onto the blanket that was our improvised bed. He licked his lips, closed his eyes and arched his back. I immediately went for the largest, just wanting to see how the peach size beads would look entering him. I pushed the first large bead against the rim of his anus.

"Oww, oww!" He yelped. "Those are way too big! It was too long since last!"

"Sorry, I did not mean to hurt you."

"But we can get me there again, together. A few weeks should do it." He grabbed the smaller grape sized beads. He reached back and started popping them into his ass, one after one.

Rock hard, I looked in amazement as the entire string of twelve ivory coloured beads disappeared into his puckered anus.

"Now, pull them out." He instructed and bit his lip in anticipation.

I grabbed the loop at the end of the string and started pulling. His sphincter puckered as the first ball began to push from the inside. Soon it started appear from inside his rectum. Then plop! Dev gasped. I slapped his plump buttocks and pulled the string harder. Plop. Plop. Plop. Plop. Plop. Dev started jerking off and as I saw the beads leave his gorgeous ass, so did I. Plop. Plop. Plop. Plop. Plop. Plop. He screamed in pleasure. His anus was winking, as if it was longing for the beads again. Slowly, I began to pop them back inside. He cood as the beads re-entered him, one by one.

"How can you be so clean?" I asked, noticing that the beads were as white as when they had entered him the first time.

"All part of being a professional courtesan. I was taught at Ilarios academy."

After a couple of more rounds with the beads Dev climaxed and we went to rest. As he laid down beside me Dev continued to tell his story.



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The morning after our first sexual encounter, I awoke to the sight of the Chevalier washing his huge penis with some water from one of his goat skin bags. When I saw it in the daylight, I could imagine how it could have fitted inside me yesterday night. I must admit I felt a bit proud. However, the pain as I sat up quickly made me more humble.

"We will have to start giving you enemas." He said with a smile.

"Enema?" I was so innocent back then.

"Cleaning your ass out with water."

"Why? I'm clean!" I protested.

"Really?" He asked smiling and produced a large carrot from his saddle bag. "So if I stuck this up your ass, would you eat it afterwards?"

"No." I said and looked down in shame. In a few seconds I had gone from feeling like a luxurious sex god to feeling like a back alley prostitute.

"Don't worry Dev. When you're done with your training, you will." He said smiling at me. And there it was again! That warm feeling in my chest from his appreciation.

I smiled back, though I didn't know whether he was joking or not.

"You're going to be an accomplished lover in every way possible." He assured me.

"I'm not now?" I pretended to be offended.

"Beauty isn't everything." He said.

I blushed when he called be beautiful. I wanted to tell him that last night had been beautiful, but I was afraid that he would take that as an invitation for another go, and I was just too sore. He threw me a jar of ointment. I carefully dabbed my aching sphincter. The cool lubrication was soothing.

After a quick breakfast I climbed up into the again saddle, but I immediately jumped up in pain.

"Poor thing." The Chevalier laughed and slapped my buttcheek hard. "I will be more gentle in the future."

I could tell he was lying. As he sat up behind me I could feel that he was hard again. The size of the member pushing against my buttocks made me shiver, even though it was the very same giant that had given me so much pleasure the night before. His desire for me made me desire him.

To my relief he did not touch me that night. And not the night after that. This confused me a bit since I could feel his almost constant erection pressing up inbetween my buttocks as we rode. I even hinted that my soreness had gone, but not even the third night did he touch me. I began to doubt his affections, but at the same time I could feel his eyes on my body.

On the fourth night after we first had made love my patience was over. I decided to take matters into my own hands. By the light of our camp fire, I undressed as sensually as I could, showing of every contour of my young body. I arched my back and bent over, as I picked up the ointment from the saddle bags. Again, there was no mistaking the desire in his eyes, but he did nothing. Was he going to make me say it out loud?

"I actually don't think I will need this tonight." I said, putting the ointment back.

He didn't move a muscle.

"Well, I'll just go to sleep then..." I snapped and went down on all fours, arching my back so he could see what he was missing out on. I was just about to lay down when I heard his voice.

"Stay!"

I panted in anticipation. My anus twitched with delight, soon it was going to be stretched by his wonderful penis. I wondered if he was going to warm me up with his fingers first, when instead of a touch on my sphincter, I felt a sharp pain on my right buttock.

"Ouch!" I cried out and turned around with fear in my eyes.

The Chevalier was standing next to me with a riding whip in his hand. I could see the red stripe across my butt.

"I'll teach you to try and tempt me!" He said with a stern voice.

Another whack with the whip made me jump. I wanted to turn around.

"Don't you dare move!" He said. Another sharp whack on my buttocks.

"Please, I'm sorry!" I snivelled, but to no avail.

After more than twenty strokes he stopped.

"Have you learned your lesson?" He asked.

"Yes... Yes, Sire." I managed to say inbetween my tears.

"And who decides when we will sleep together?" He squeezed to red buttock hard.

"You! You do, Sire!"

"Good boy. Now you can go to sleep."

"Yes, Sire." I pulled up my pants. The linnen felt like burning iron against my red welts.

"Here." The Chevalier handed me the ointment. "Guess you will be needing this after all."



I awoke with a gentle touch on my shoulder. I peered up and saw the Chevalier standing over me. At first, I recoiled, fearing another whipping. And then I saw the wine sack in his hand. It did not take me long to realize what it was for. He was going to give me an enema.

"Get up!" He commanded.

I sprung to my feet.

"Turn around, bend over and spread your cheeks."

I bit my lip, trying to fight the pain as my hands touched the sore welts. The Chevalier lubed up the nozzle with some ointment and gently pushed it inside the puckered anus. The gush of warm water made me gasp. It felt so odd and invasive that I wanted to scream "Stop", but I did not want to disappoint him after yesterday evening.

"Breathe." The Chevalier said with a calm and soothing voice.

The water kept washing into me as he held the bag ever higher. My stomach grumbled. The feeling of the water made my legs shake in discomfort. I desperatly wanted... needed to empty my bowels.

"A bit more." He said.

I gasped as I struggled to keep the water inside.

"Now." He pulled out the nozzle of the empty sack. "There is a rock over there. Relieve yourself behind it."

I ran, whilst clenching my buttcheeks all I could.

"Don't listen!" I called out in panic, as I emptied myself behind the boulder. This felt like one of the most embarrassing moments in my life.

I emerged with shaking legs, relieved that my ordeal was over, only to find the Chevalier standing with another bag of water in his hand.

It took three bags and a scrubbing with soap before the Chevalier was finally satisfied. He inspected me, satisfied.

"Lovely." He said. I blushed. "Please, bend over, my lovely friend."

I flinched as his hands parted my buttocks. All the enemas had made me a bit sore and I was not ready for his huge manhood. I braced myself. But instead I found a gentle sensation touching the rim of my anus. I turned around. He was licking my sphincter muscle. It was a feeling of utter bliss, closed my eyes and drifted away as his tounge circled my puckered hole.

He started to penetrate me with his tounge and flicking my anus from the inside. I moaned, this treatment was heavenly. He kissed my buttocks and licked my anus with such passion my heart fluttered. From being so violently chastized the day before I felt worshipped, like my anus was his sacred temple.

Feeling light headed I turned around. Wanting to return the favor I went down on my knees to suck his big dick. I hadn't done this before, but I would try my best. The erect cock hardly fit it in my mouth, but I opened wide and started to suck. I licked his long shaft, all the way to his balls and back to the tip. He seemed to enjoy it and this made me proud. His breathing became heavier and heavier and his penis larger and larger.

He nodded, without saying a word. I quickly got was he wanted. Still standing on my legs, I swung around and presented my ass to him. He took some ointment on his fingers and started to run them up and down my ass crack. He let his index finger circle my rim. Then, very gently, he pushed. The feeling of penetration set my feelings ablaze. When he had stretched me out, he added another ointment covered finger, then another. After fucking me with three finger for some time he took a step back, admiring me from above.

"Absolutely lovely." The Chevalier smiled. He was still rock hard.

I don't know why I was nervous, we had done it all before. Perhaps, because this time I really wanted him. I pushed my ass out as far as I could. He knelt down behind me and coated his huge penis with ointment. I felt his manhood press against my anus. I could hardly believe that he had been inside me before. Just like before, I pushed outwards as he pushed in.

"Gods you are tight!" He hissed.

The head of his penis entered me. It felt amazing. Somehow, the cleanliness of the enema gave me a whole new sense of confidence. It made me feel even more desirable, sexy. Inch by inch he slowly pushed deeper and deeper. Finally, my insides were hugging the entire length of his manhood. He slowly pulled out, almost to the rim, then gently eased back in. Still moving slow, he began to push in more forcefully. I panted like a bitch in heat.

"Such a wonderful, plump, round ass!" The Chevalier squeezed my red striped buttocks.

Face on the ground, I grabbed my ass cheeks and spread them. He answered my increasing the force with which he was massaging my delicate insides. Forcefully he plunged himself deep inside me. I could feel his massive member all the way down in my stomach. I had to stop myself from coming, though my erect penis was leaking clear fluid.

He stood up. For a moment I feared that he was done. The massive dick almost left me. But then, straddling me, he began to let the head of his penis pop in and out of my widened anus. Pop. Pop. Pop. I could feel my asshole twitch and pulsate. He pulled his dick out quickly and I did not close behind him. I felt the cool air gush inside me.

"How does it look?" I asked, dizzy with passionate desire.

"Beautiful." He said smiling. Though he would later describe it as a fish gasping for breath.

He plunged back in and started to fuck me, hard and strong. The front of his thighs smacking against the back of mine. I became looser and looser. His desire started to overwhelm me. Clean as I was, I let go of all inhibitions. I didn't care that I was moaning like a prostitute or that my rectum produced loud slurping farts almost every time he pushed inside of me, nothing embarrassed me anymore. The only thing I could think of was how much I wanted to submit my ass to his cock.

"Please! Please, Sire! Fuck my ass! Fuck it harder!" I moaned. And he did. He grabbed my both my arms and locked them in a grip behind my back. Then he started to really fuck me. His groin slapped into my butt with such force it almost felt like a spanking. It sure sounded like one. As he rammed inside of me, I started to come. An intense warmth spread from my rectum and out into my libs. I was seeing stars as my penis started to splurt white hot semen all over the grass beneath me. The Chevalier paused.

"Please, don't stop!" I panted.

After that it all became a blur, a blur of pleasure, but still. Still on all fours he continued to fuck me for what must have been hours before he finally came inside my sore but satisfied rectum.

Still in a haze, I remember how he put his hand behind my raw and swollen anus.

"Push!" He said. I with a splurt I pushed the semen out into his hand. Without further instructions I turned around and passionately licked the semen from his fingers. The taste was sweet and salty, pure semen, a receipt that I had been completely clean during our entire session.

"Lovely." The Chevalier said and kissed me passionately on my cum soaked mouth.



After another week, during which we managed two more love making sessions, we arrived at his estate. He really was a chevalier, and a rich one at that. People bowed to him as we rode onto the courtyard. I was amazed, I had never seen stone buildings of this size before. I also saw the way people were looking at me, lustfully. I couldn't help but to feel pride.

"Well, Dev, this is where our ways part for some time." The Chevalier explained. His voice had become stern, still warm, but stern. Like that of a leader and not of a lover.

"But you are going to train me?" I asked.

"I will supervise your training, but I cannot be expected to personally train hundreds of young recruits." He said. "I thought you were clear about that?"

He had mentioned it, but I guess I had been too distracted by my desire for him to actually listen properly to what he was saying. But I wasn't going to back out. If training to be a courtesan meant getting more anal pleasure, I was all for it.

"Good morning, My lord Illario!" An elderly man greeted.

"Good morning, Stepan." The Chevalier relied. "This is young Dev. Dev, Stepan, the quartermaster of my estate."

"O, what a lovely specimen, Sire. How old is he?"

"Eighteen."

"Wonderful! Ripe for training. Will he be using his front or his backside, Sire?"

"Definitely the backside." He said smiling and gave my ass a resounding slap before lifting me down from the saddle. "Stepan, could you explain our training programme to young Dev while I'll tend to the horse."

"Welcome, Dev, to Blue mountain estate and it's school for male courtesans. The best in the kingdom of Tarin!"

"Thank you, quartermaster Stepan." I said and bowed deeply.

"Let me have a closer look at you." He said.

I felt like a horse as he inspected my body.

"Nice... Nice. Beautiful soft features. Not too tall. Slender. Dark brown hair, blue eyes." Stepan mubbled as he went around me. "Good! Nice muscular legs. Round, yet firm buttocks. We have good working material here."

"Thank you, quartermaster." I said, a bit embarrassed.

"Now, our training programme is in three stages." He explained. "First you will serve in the stables, then the kitchen, then last in the barracks. You will learn to ride, serve and fight, all while learning to be a skilled lover."

"Excuse my ignorance." I said. "But why all these other things? Why not just focus on the love making?"

"That is what makes our programme so successful. A courtesan is much more than a bed companion. He is to serve his master in all things, even helping him with household services and to squire for him if he was ever to go out into war."

"War?" The thoughts were spinning in my head.

"Well, we have had peace for such a long time now. But, yes, in the unlikely event of a war a courtesan is expected to accompany his master. That is however nothing you have to worry about Dev, you have a long way to go before achieving such honors."

To my relief, the Chevalier returned. He turned to Stepan.

"Get him our of these shepards clothes and into uniform and have the maids wash him. He can sleep in the dormatory tonight, but tomorrow it is off to the stables."

I almost dared not ask, but I just had to.

"What will happen to me in the stables?" I asked. I could see from the Chevalier's face that the question was not appreciated.

"Do you remember the riding whip?"

"Yes..." I swallowed.

"Good." Was his only answer. As a final sign of affection he smiled at me and gave me a kiss on my forehead. "Rest now. Tomorrow your new life begins."