Jackson stood ready with the lubricant in hand as Daniel was on all fours on the bed. Daniel hated this position, finding it humiliating. His best friend could see his entire body and his rear end.
Jack, on the other hand, smirked behind Daniel's back, already understanding the state Daniel was in.
"You'll have less pain this way," he tried to reassure him. "I want to prepare you properly. We'll try a different position once you get used to this." Daniel had no choice but to accept.
Jackson poured the lubricant over Daniel's rear to prepare him. The sticky, cold liquid was nothing compared to the finger that was about to penetrate his anus.
"Are you ready?"
"Mm," Daniel simply replied. Jackson wasted no more time to act.
Daniel's anus had already been coated with lubricant, just like Jackson's hand. He was ready to introduce his first finger into Daniel's backside.
Daniel held back a groan, feeling uncomfortable. Jackson's fingers slowly penetrated, one by one, Daniel feeling a slight discomfort and a twinge of pain. But it wasn't as terrible as he had feared.
"Are you okay?" Jackson asked.
"Yes, we can continue," Daniel replied as Jackson withdrew his fingers.
"I'll move on to the next step. Let me know if you're in pain or if you want to stop at any time," Jackson instructed.
Daniel nodded silently, confirming to his friend to proceed. Nothing would make him turn back, but Jackson had not yet realized that.
Jackson carefully positioned his member at the entrance of Daniel's anus, his hands resting on his hips. He slid in gently.
Daniel was tight, the preparations with the fingers not having sufficiently loosened his anus. Every thrust from Jackson caused intense pain, forcing Daniel to close his eyes to dull the sensation.
"Do you want me to stop?" Without saying a word, Daniel slightly turned to face Jackson. His gaze and the small smile he gave him were enough for Jackson to understand that it was a positive response.
Jackson continued to slowly insert his member, even deeper into Daniel's intimacy, taking his time. He couldn't move right away, as the tightness of the place held him firmly in place. Daniel's anus was so tight that Jackson felt like his cock was being strangled.
And then, Daniel had to get used to this new sensation, to the intimate presence that filled him.
"Can I move now?" Jackson asked after a few moments, leaning over Daniel's back, who nodded in agreement.
With the first movement, a moan escaped from Daniel, followed by others as Jackson continued. Their voices mingled in the room as the sensation shifted from pain to pleasure for Daniel.
None of the two young men had ever experienced such a pleasurable sensation before. It was electrifying. They didn't want it to stop.
At first, their moans were timid and restrained, but they couldn't hold back anymore. They let their pleasure run free.
Their pleasure intensified, filling the room with their voices. They moaned so loudly that they could have been heard by other guests in the next room, but at this point, it didn't matter anymore. The pleasure was too intense.
"Yes. Yes." Daniel moaned, begging Jackson to take him deeper. It was so intense, their first time together.
Daniel might have preferred a more luxurious setting for this experience, their first time together, but... he still felt fulfilled because he only needed Jackson.
Meanwhile, Jackson only thought about pleasure. Everything seemed so unreal, so gratifying and pleasant. He realized he liked it, sex.
He wanted to learn everything with Daniel, to become better, to one day be able to satisfy a partner.
"I will learn all the necessary things with Daniel, I will be more than an expert when I have a girlfriend." Jackson thought, already imagining how he would pleasure his girlfriend, in which positions he would satisfy her. While he was with his best friend, in him, he was already immersed in his fantasies.
"Jack... I'm going to come... mmm" Daniel moaned with pleasure, pulling Jackson out of his thoughts. They reached orgasm at the same time, panting and tired. Jackson gently withdrew his member from Daniel's body, collapsing on him.
"You're heavy, move!" Daniel joked, his voice a little hoarse from shouting.
"Ah, that was so good." Jackson declared, still under the spell of their exchange. "If I had known it would be so pleasurable, I would have done it with you long before."
Those little words from Jackson, "you", "with you", had filled Daniel with joy. He was delighted at the thought that his friend had thought to do it with him, in his company above all.
He was aware that Jackson did not share his romantic feelings, but he knew that their bond went beyond that which he had with anyone else, even with his parents.
For Daniel, Jackson was the most important person in his life. Just as Jackson was for him. And Daniel sincerely hoped that this relationship would remain unchanged.
"How are you feeling? Not too bad?" Jackson asked, getting out of bed and stretching before lying back down on the bed, gazing up at the ceiling. "I took some medicine just in case..."
"Thank you." Daniel was still lying on the bed as Jackson got up to retrieve the medicine and a bottle of water from his bag. He had thought of everything.
"How many do I need to take?" Daniel asked, taking the medicine and water offered by his friend.
"Two, that's what the pharmacist recommended." Daniel took the medicine and Jackson handed him the water bottle. "I'm going to shower. Rest up, and then you can take a shower too."
After saying these words, Jackson headed for the shower while Daniel remained lying on the bed. He let his fingers graze his entrance and felt a slight discomfort, but also remembered the pleasure he had experienced.
"He was inside me," he whispered softly. "He possessed me. We made love..." He felt happy, almost fulfilled. "I want him to fall in love with me. I am determined to win his heart, even if it takes me a lifetime." He thought, with a sly, almost psychopathic smile.
"I'm done," Jackson announced, coming out of the shower, completely naked with a towel around his neck, interrupting Daniel's thoughts.
"You have no shame," his friend joked, trying to get up despite his trembling legs.
"Are you okay?" Jackson asked, genuinely concerned, rushing to help him. "Do you need help?"
"Of course, you idiot," Daniel replied. "It's because of you that I'm in this state." And Jackson laughed, allowing Daniel to lean on him as he led him towards the shower.
"Do you hurt anywhere?" Jackson asked, genuinely worried.
"No, just tired and my legs are weak," Daniel admitted.