AN: Yeah XXX rating to be safe from here on out
Draco frowned down at his drink, he had only had a sip after dinner, and before that he had only had a single sip of his drink. He knew he was a lightweight but not this much. Harry's voice was soft as he whispered soothingly, "It's alright Draco. I just put a little something in your drink to help you relax."
Draco only managed to make sense of Harry's words after Harry had picked him up and carried him to the bedroom and laid him down, and his voice was a bit slurred when he asked, "you drugged me?"
Harry smiled and said, "I could tell you were really nervous all night, and when I stood to get a drink you looked absolutely terrified, it's very obvious you have little to no experience with men and I can understand why that would make you afraid, but that fear and tension and those nerves will only lead to bad things. I don't want to hurt you, but I will if I can't get you to relax. You're still really tense, I think I'll give you a massage and if your relaxed and still awake we'll move forward from there, Okay?"
Draco didn't remember saying or doing anything but he must have given some sign of consent because Harry gently pulled of his shirt and trousers and laid him flat on his belly in the middle of the bed. He was very disoriented and it took him a few minutes to adjust to the cool air, he was finally starting to feel like he had gotten his bearings when Harry poured some sort of hot liquid onto his back that made him jump about a foot off the bed and he barely held back a shriek. Harry told him, "Relax, it's just some heated oil that's good for relaxing muscles."
Draco wanted to snap that there was no way the hot stuff could relax anyone but by then Harry had already started rubbing and he had completely forgotten what he was about to say. Harry was gentle at first and he built the pressure so gradually the before Draco knew it Harry was putting quite a bit of pressure. By the time Harry moved down to his lower back Draco was completely relaxed and although he was still conscious he felt as if he had fallen asleep and was experiencing a very wonderful dream. He felt like a puddle of loose muscles molded by Harry's every press of his hands.
He was sure he could stay like that for the rest of eternity because he couldn't remember the last time he felt this good and relaxed and warm. He hadn't even realized how low on his back Harry had gotten till he felt a small tug, and heard the rustle of fabric. He felt a slightly cool breeze and only realized what had happened when Harry's hands began to rub the very lowest parts of his back and the side of his tailbone. Draco was completely surprised when he realized that he was completely relaxed and extremely hard. He wasn't exactly sure how that had happened but he didn't care, he was enjoying his massage. Draco was just beginning to slip into a place somewhere between sleep and being awake, when Harry gently and very slowly spread his legs. Draco just closed his eyes and took a few deep quite breaths. He wouldn't freak out, obviously Potter was being a Gryffindor Gentleman, trying to get him to relax enough that he didn't feel any pain.
Sure enough Harry's finger ran down between his cheeks, barely brushing over his hole so gently he might not have notice if he weren't so aware of Harry at that moment. Harry continued to just barely brush over and around his entrance, and by the time he slipped just the very tip of a very slicked up finger inside, Draco had to wonder at the Gryffindors' patience. Sure he was a virgin to anal sex, and he definitely appreciated the care, but at the same time, he had had sex with girls before, and he never gave them this much time to relax.
Draco felt his body tense as Harry began to push that slick finger deeper, pass the ring of muscles. He tried to force himself to relax, and eventually, when Harry did nothing more but slowly move his finger about in small circles and such, he did begin to relax. Harry continued to slowly prep him, and Draco was sure at least half an hour had gone by before Harry got to the second and third finger.
When Harry finally removed his fingers, Draco was practically leaking all over the sheets, which were almost as high quality as the ones he had at home. Besides a bit of an initial stretching feeling, which was a little bit uncomfortable there hadn't been any pain, still Draco felt a small shock of fear when he felt Potter's cock press against his crack. Draco might not have been well versed in all this, but there was no mistaking the hard warm muscle now being rubbed against him.
When Harry began to push in, Draco bit his lip hard enough to let it bleed. Potter had taken his time to prepare him, but he was obviously a lot thicker than his fingers and Draco had tensed up so much, not really believing what was happening really was happening. Once Potter's cock got involved it appeared the Gryffindor forgot all about the ease and care he had been giving Draco before, because suddenly he brought himself abruptly balls deep into Draco. Draco let out a gasp, one that he was proud to admit did not give away just how much he wanted to scream at Potter. He wasn't ready for this, this hurt, this wasn't what he had imagined all those nights he dreamed of finally getting a male lover. Merlin it hurt, and Potter only gave him a moment to take in a breath before he was moving. Pulling out, and then pushing in and repeating it over and over and Draco wasn't sure if he wanted to scream or if he wanted to just give in to the urge to cry.
He still felt a bit foggy from the potion Potter had slipped him, and he was so lost in his own misery that he only vaguly noted the words coming out of Potter's mouth, the Gryffindor kept on going on about how tight he was and how hot this was and how much he wanted it. Draco just wanted to scream, but he couldn't, he couldn't scream, he couldn't rage, because he had agreed to this. He had agreed to whatever Potter wanted, and it would be worth it. It had to be.