Chapter Text
After my initial difficulties with trying to penetrate Haruka, we both had been looking for a way forward. We both had our reasons—mine because I still wanted to have sex with him, and Haruka to explore more ways to achieve orgasm while performing. It had taken me a few months of research on his behalf, but I had found what seemed to be a glimmer of hope. I found out that there was a paediatrician who specialised in boys' sexual development who was in my area, and while he couldn't give me any answers over the phone, he had agreed to meet Haruka and me at my home.
"Thank you for coming, Doctor Tom." I greeted him, with Haruka only moments away. Doctor Tom looked around my age and had a slight blond boy with him who looked to be about nine years old. "And who is this?"
"This is Timmy." Doctor Tom explained. "He is my business partner, and so long as it is kept within these four walls, he is also my lover."
I immediately noticed a bond between the doctor and the young boy. A look of adoration passed between them, and visible happiness swept over Timmy after being called his lover. It was as if those exact words had never been uttered in quite that way to him before. He snuggled up to the arm of the doctor. I could only dream of having that sort of connection with Haruka.
"Lover? " I asked. "You mean to say you have both been intimate?"
"Oh, yes." Doctor Tom replied. "Timmy and I have been in a sexual relationship for some time, and he is also my assistant. I hope you don't mind him being here, but his unique perspective can often be enlightening even though he is young."
"Fair enough. These odd situations lend themselves to odd solutions! It's nice to meet you both."
The three of us shook hands to greet one another. Doctor Tom's hand was firm and commanding, while Timmy's smaller hand was much looser, almost submissive. I was jealous of them in a way. The fact that he and Timmy had laid together and loved one another the way they did was a goal I could only dream of for Haruka. Doctor Tom, while not only a doctor, had already experienced the pleasure of being with a boy. It was rare for me to be in the presence of someone more of an expert in a given matter than I was. Usually, I am the master, but today I hoped it would be Doctor Tom helping me. I could tell by the way he held himself that he was an intelligent man.
"So, how did you two get started?" I asked. "Are you his father?"
"Haha, I wish." Doctor Tom replied. "No, Timmy here was a patient of mine. He came to my practice one day with some personal questions, which all exploded from there. He would visit me regularly for further appointments, and we fell in love."
"What about his mother?"
"His mother didn't know about us at first. We made some special arrangements when she did find out due to their desperate family situation. Originally, it was just Timmy and me, which she accepted, but his mother found out about all the other men."
"Other men?"
"Yes. Timmy has quite a passion for helping those in need. He has been a willing participant in helping many men fulfil their deepest desires. However, one day his mother planted a camera without our knowing, and she found out. She was none too happy about it; she hadn't even fully come to terms with my being with him by then. Luckily, it turned out that the recordings she had of us were muted. Once I showed her this, and she heard Timmy with those other guys, she realised he truly loved every moment. She realised it was Timmy leading the experiences in most cases, and she could hear the pleasure in his voice as he had sex. I'll never forget when she first heard him openly offer his body to a man to make him happy. Her face changed, and she realised this was what her son truly was."
"It sounds like quite a story. I'm not sure how he might be able to help in my situation, but I'll take any advice you can give.
"Well, that is what Timmy and I are here for." Tom smiled. "So, what seems to be the situation?"
"Well, it's Haruka. He is about Timmy's age; however, thus far, we have been unable to achieve penetration. We've tried lotions and lube, but I haven't been able even to push a finger inside his tight little hole. I don't want to force it, but there is simply no give. I would have thought that we would have made some progress now that he is a little older, but I can't even get in a knuckle!"
I also explained Haruka's physical condition while he played the piano. Both Tom and Timmy listened intently as I mentioned how he would become aroused while playing and wanted to orgasm during his music. I explained how he would become stiff when others watched him, his cock rigid in his shorts for all to see, but he could not cum simultaneously. I also described how I had masturbated Haruka, his frustration about being unable to do it himself, and our many unsuccessful attempts at anal sex.
"Have you performed oral sex on Haruka?" Doctor Tom asked.
"Oh, yes, many times. I have both sucked his penis and licked his hole. He enjoys it thoroughly."
"Has he ever sucked you?" Timmy asked. His soprano-like voice made itself known for the first time.
"No, I suppose our relationship is a little different in that way. Most of the sexual favours I performed were attempts to give him pleasure for his lessons. He has shown no interest in repaying the favour, but he is willing to be fucked."
"Perhaps he may be tense?" Doctor Tom suggested.
"No, he swears he is relaxed. And he always has an erection when we try."
"It certainly sounds like he is tight, especially if you cannot even coax a finger inside." Doctor Tom mused. "I could enter Timmy's anus with little assistance; I wouldn't have expected their small age difference to matter. Do you have any thoughts on why it was so easy for us, Timmy?"
"I just wanted your big penis in me," Timmy admitted.
"You most certainly did! You couldn't get enough of it!"
"Yeah! " Timmy replied enthusiastically. "What if we just did more of what Haruka likes? If he gets a stiffy when people watch him doing stuff, maybe instead of just you and him trying alone, maybe just having us there watching will help?"
"We could certainly try," I replied. His reasoning did have a tiny sliver of logic to it.
"That's why I keep him around," chuckled Doctor Tom.
--
Moments later, Haruka arrived. I had told him I had been looking into solutions for our little "problem," but he wouldn't be expecting to see visitors today. When he entered the door, he wore his soccer uniform: a silk maroon top and tiny white cotton shorts. His shorts were my favourites, being so short that they were barely worth wearing. They were so short that, had he been wearing boxers, they would have been hanging out of the leg holes. He greeted my two guests with limp handshakes; the two young boys appeared particularly awkward with one another. When Haruka sat down, I could clearly see a little lump lurking in his shorts. He carefully tried adjusting himself, but wearing such limited attire made it difficult.
"Don't worry about hiding yourself, Haruka; I have already told them about you." Haruka blushed profusely as he placed his hands by his sides. His white shorts had a noticeable bulge in the middle, pushing them up enough to expose his red underwear up his leg. Haruka fidgeted as Timmy made no secret that he looked up his thigh to see if he could spot anything else.
"How much have you told them?" Haruka asked softly.
"Everything. They know about your erections and us. They know about your tight asshole and have some ideas on what we can do about it. Why don't you take your shorts and underwear off so the doctor and Timmy can see what you've got?"
Haruka's pure olive skin was pinker now as he took off his bottoms. His thickening cock was already starting to rise from all the attention, pointing straight out of his body. Doctor Tom and Timmy gasped at its size as his foreskin unravelled, his semi-erection bobbing up and down for them to see.
"It's bigger than yours, Timmy," Dr Tom chided.
"Yeah, and it's way thicker!" Timmy agreed, gawking between Haruka's legs. "It's nice and smooth too! And you have cute balls, Haruka!"
"Oh, um, thank you, Timmy," Haruka replied, stiffly putting his hands behind his back.
"He certainly has a nice, healthy penis." Doctor Tom agreed.
"Turn around and show them your bottom, Haruka," I suggested. "Show them your troublesome little butthole."
"My ...hole?" Haruka stammered, "Yes, alright..."
Haruka took a breath and then turned on the spot. Timmy was watching intently as his new friend bared all in front of him. Haruka's naked skin was near white this time of year; his tiny nipples and curvy bottom were the main features of an otherwise lithe and slim growing boy. Now standing tall, Haruka reached behind himself and spread his ass cheeks, exposing his pink virgin hole to our guests.
"It looks so little!" Timmy exclaimed. "Did mine look like that little Doctor Tom?"
"It still does." Doctor Tom winked. "I bet that little sphincter is quite different from all the men's holes you've seen."
"Yeah, it looks yummy! There's no hair or anything!"
Doctor Tom explained to me how, when Timmy first started out, he wasn't all that keen on licking buttholes. He enjoyed it when men did it to him, but he couldn't get used to the musty odours that emanated from a man's hole. He was gradually getting used to it and was now making out with Doctor Toms weekly. Tom and I watched Timmy as he slid off his chair and got in close behind Haruka. Sticking his face up into the Asian boys' buns, he began making out with his ass.
"Ohh..." moaned Haruka, his knees almost giving way.
Timmy had learned a lot from different methods used on his own hole, as he had Haruka gyrating with pleasure in no time. Both boys were moaning—Haruka from having his bottom eaten out and Timmy tasting something new, fresh, and exciting. Haruka braced his hands on his knees as Timmy pushed into his friend's backside, feasting on the youngster's hole.
"I think once Timmy has finished, you should try fucking him again." Doctor Tom explained. "With his current state, he will be ready to take you. How do you like the taste of Asian butt hole, Timmy?"
"It's really yum!" Timmy confessed. "He is super tight, but I can taste his butt for sure."
"Thank you, Timmy..." Haruka whispered as his rear was assaulted again by his friend's tongue.
"He has opened up, doctor," Timmy said. "It's spicy up in there."
I couldn't wait any longer. I got up and pushed my trousers to my knees, nudging Timmy aside. Haruka stayed in place as I positioned my cock against the length of his crack. Haruka knew I was there and what was about to happen, but no words needed to be spoken. Doctor Tom and Timmy played their parts perfectly, taking front-row seats to witness Haruka lose his anal virginity.
Haruka's hole was soaking wet from Timmy's licking. Rows of his spit bubbles lined his pucker's soft, wrinkled skin. I pressed the head against the sensitive opening and pushed.
Haruka yelped but stood fast. There was no resistance as my cock sank into his creamy entrance, my shaft finding itself submerged in the velvet warmth of Haruka's ass. Finding it easy so far, I pushed more of myself in, his ass welcoming my penis into its depths.
"Oh, Haruka..." I sighed as I bottomed out inside him. His hole quivered around me, but there was no doubt I was deep inside him for the first time. I carefully wrapped my hands around his chest for leverage before pulling out slightly and then pushing once more. On each entry, Haruka let out a gasp of air. His knees were slightly bent. His balls swayed back and forth slightly as we fucked. Tom and Timmy watched, whispering to one another. Even Haruka's ears were now a bright pink; his first lewd performance in front of others had quite an effect on him.
"Do you think Haruka cum yet, Doctor Tom?" Timmy asked, continuing to watch.
"I doubt it, Timmy. I suspect he is similar to you. He can orgasm, but your young testes aren't yet producing semen. Look there; you can see the end of Haruka's penis is wet with his precum. See how it is tingling all on its own. That's what yours looks like when you cum."
"Are you coming right now, Haruka?" Timmy asked.
"Uh..uh..uh..I'm...yes. " Haruka gasped. I could feel his body trembling all around me as he said so. I had watched Haruka cum so many times. His parents, teachers, and coaches all had no idea he was doing these things privately with me. They just saw him as a gifted boy, an A student. They had no idea he was as horny for cock as he was clever.
I held him by the chest, gently tweaking his nipples as his young cock reached its peak. Haruka's eyes rolled back in his head as a crystal-clear drop of precum formed at the tip of his pee slit, his body vibrating slightly around my shaft. When he finished, I began fucking him again. Haruka's head had drooped, but he was rocking his butt back against my cock. It slid into his passage repeatedly, his silky insides caressing and gripping me tightly. We were both panting by the time I came, and I think he came a second time when he felt my manhood twitching against the inside of his rim. We moaned together in satisfaction; my seed finally emptied within him.
It had all been worth it. When I first saw Haruka walk in with his parents, I wanted to fuck him. His hole still shuddered around me as I recalled seeing him naked for the first time. The first time I saw his thick cock, and licked his tiny Asian hole. I would continue to teach him, of course, and search for more ways to share his young body with the world. Haruka thanked our guests and me as they departed. I licked his reddened rim clean as he sighed with pleasure. We will be doing this a lot more in the future.