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Draco was fifteen when he began to understand what the pain he frequently felt between his legs since he was twelve. He had been super protected not only because he was a trans masc, but also because he was a pureblood, which is why when on Christmas 92 he woke up with his pussy and belly hurting, he just thought it was just menstrual cramps, even though it didn't make sense that every week for almost three days he had a sensitive and sore pussy. As the weeks went by the pain was daily and only went away when he was at home. He was so used to the sensitivity that he just thought something at Hogwarts was giving him some kind of recurrent infection and he just hadn't figured out what it was yet.
He only realized that something was really wrong during his fifth year, the day after the big fight he had with the Wesley’s and Potter, where after being beaten by them, he was sent to the infirmary to be healed and woke up the next day with his throat and pussy raw, his whole body ached and his pussy was so sensitive that he couldn't close his legs properly or even stand up.
However, he only became absolutely certain that he was being fucked in his sleep since his second year because during the summer holidays after the end of his fifth year, on a day when he was visiting Theodore Nott, their frustration at their parents being in Azkaban led them to get tangled up in the blue sheets in Nott's room, the pain and sensitivity between his legs the next day made it clear that he had actually been fucked all this time and had no idea.
Draco used Legilimency on all his housemates as soon as sixth year started to find out which one had been fucking him all along, but aside from the crazy night he had with Nott during the summer, none of them had ever touched him. He only discovered who it was a few months later, after Potter's attack in the girls' bathroom, where he ended up in the infirmary after nearly being murdered. He stayed there for days, always waking up with a sensitive and wet pussy until today, when Poppy didn't give him the Dreamless Sleep potion, he woke in the middle of the night with the sensation of his body being pushed and a weight on top of him.
He was still more asleep than awake when he began to notice things around him, he had one hand holding his waist tightly and the other on his throat, the bitter taste in his mouth with which he is already more than familiar showing that before fucking his pussy, his mouth was fucked first, he felt a panting breath in his ear while the person who fucked him whispered obscenities in his ear.
"How are you still so tight?" the hoarse and breathless voice asked. "I've been fucking that perfect little pussy for years, practically every other day, and yet it still clenches so deliciously around me. Have you noticed, Draco, how your pussy loves my cock? It's already perfectly shaped for my cock inside it."
It was when his name was said so provocatively that Draco recognized the voice, it was Potter on top of him, Potter fucking him with an ease and fearlessness that clearly said he was more than familiar and used to doing this.
"I always leave you so full. Have you ever noticed how much cum I leave inside you? Have you ever cared? I bet you haven't. I bet you love it." He practically purred as he fucked him hard. Potter didn't seem in a hurry, but each thrust was strong and hit directly against the entrance to his womb, so he ground his hips against him, as if trying to break it open to fuck him even deeper.
"Those potions you take to maintain that boyish appearance are what keep you from getting pregnant, aren't they? Damn, you'd look so handsome with my son. I bet if it weren't for those potions, you'd have given me four heirs by now, shit…" It seemed the idea of getting pregnant really excited Potter because he sped up the movement of his hips, the sound of the fucking being totally obscene due to how wet Draco was, it was inspiring. The hand on his throat tightened, taking his breath away as Potter thrust deeply into his soft pussy and came, eliciting a strangled sound of surprise.
Despite how low it was, it seemed that Potter still heard it as he lifted his face to look into his eyes, surprised to see him awake, but not giving the slightest indication that he was going to pull out of him as he still released his copious load deep inside his pussy.
"Well, well..." he began, as if unsure of what to do, but he didn't seem sorry for being caught. "I didn't think you'd wake up, but well, it's not like it wasn't a welcome surprise." Then he gave a mischievous smirk as he began to move his hips again, as if he hadn't just come.
"How…?" Draco tried to ask but Potter's hand was still squeezing his throat so his voice was broken, as the air that was coming in was little and it was difficult to breathe, although he didn't cut it off completely.
"Well, it was a surprise to find out that you have a tight, perfect little pussy in your second year, and ever since I first saw it I just knew it was made to take my cock, so I claimed it."
Potter seemed to be the type who really liked to talk during sex, as he clearly took great pleasure in explaining to Draco how he broke into the locker rooms to hex him after a particularly brutal Quidditch game and saw him naked and how easy it was for him to figure out the Slytherin password and break into his room, how he learned a silly spell used by mother witches on their babies to keep him asleep all night while touching him, at some point the hand on his throat went down to play with his clit and he did it almost carelessly, showing that he just wanted to tease and not really touch, just explaining how he touched it with his fingers at first and then with his mouth until the day he decided to stick his cock inside his tight pussy.
Draco knew he should scream and call for help but he didn't, just as he knew he should feel dirty and degraded as Potter narrated what it was like to fuck him during those years while calling him dirty names like little whore, his personal whore and cum dump, and he really felt that way, but not in a bad way and he knew Potter knew it because every time one of those insults left his perfect mouth, his pussy throbbed in excitement and he was so soaked that he couldn't even pretend he didn't like what Potter was doing to him.
The knot in his belly forming to show the great orgasm he would soon have only grew as Potter continued to narrate how he loved fucking his mouth and his ass, but his pussy was truly his favorite hole for how receptive she was and how well she milked his cock when he came, it was such dirty and exciting talk that the only thing Draco could do was listen and moan like the whore Potter said he was.
When Draco looked down to see where the two were connected, his normally small, pale pink folds were swollen, shiny from their use and a furious red, and a thick pillar of flesh was piercing him at a steady pace, as soaked and shiny as his folds. Draco could feel how big and thick Potter was, but seeing it made him wonder how it fit inside him. It was the movement of his normally flat belly that deformed with the movement of the dirty fuck, that was the last drop Draco needed to reach the mind-blowing orgasm that made him hug Potter with his legs and pull him close to him as he came on that cock that didn't stop fucking him for a single moment.
"Fuck, you're so beautiful cumming on my cock," Potter gasped as he kept up the strong rhythm, his fingers still playing with his swollen clit, oblivious to the fact that Draco was crying out from being overstimulated. "Come on, my perfect little slut, cum again on my cock."
Draco sobs through his tears, wanting to say that he couldn't, but Potter just says that he can and changes the angle of his thrusts, hitting directly an almost magical spot inside him that makes him squirt hard for the first time in his life, his body trembles violently, convulsing with the force of his orgasm before Draco ends up passing out again, completely exhausted.
After Draco ended up blacking out from orgasm, Harry continued fucking him as if he were just a light of flesh, thrusting hard inside the perfect pussy, the first and also the best pussy he had ever had, his breathing heavy as he felt his next load was ready to come out, he made sure to keep his cock tightly pressed against the entrance to Malfoy's womb as he came, moaning loudly without caring about the noise thanks to the strong privacy charms.
His fifth load deposited in his personal trash can, the fourth being only inside Draco's vagina, wasn't as long and powerful as the others, but Harry didn't care about that, after all he had made a point of cumming more than once inside Draco, his desire to impregnate Malfoy being more than just exciting, but also a plan he was determined to put into practice.
Harry didn't care about the contraceptive potions that Malfoy took, because although he thought the idea of making him carry his heir while still at Hogwarts was hot, Harry was aware that they were in the middle of a war and that the boy had to live with Voldemort and his Death Eaters, so it wasn't the best time to put this plan into practice.
Only after his cock softened inside Draco and his cum leaking around him began to dry, making him uncomfortable, did Harry pull out of the other boy, watching his cum drip from the open hole —which tried to close, but couldn't— down his legs, his cock reacted, as if it wanted to get hard once more, but even Harry had his limits and he was tired at the moment, if he could get hard one more time, he would probably fuck Malfoy's tight ass that he only fingered today.
What a shame.
But it wasn't a waste, after all, no matter how tight Draco's ass was, or how delicious the boy's mouth was — a mouth that Harry made sure to train very well so that it could take his entire cock down his throat, so that he could always start feeding him his first load of the day —, Draco's perfect pussy would always be Harry's favorite hole, not only to fuck but also to deposit his hot cum.
Harry used his own mouth to clean the mess between Draco's legs, not using magic because he liked to always leave a little of his own seed inside the abused hole, as a form of marking, just enough so that when the boy went to the bathroom, it would leak naturally without him noticing, and well, if he ended up pulling another orgasm out of Draco, he didn't care, because he liked to make sure that Draco was as well sated as he was.
After being satisfied with the result, Harry carefully dresses the boy and covers him with the blanket, leaving him exactly as he found him and only then does he take his wand, after all, he had to remove the privacy charms.
There was also something else he needed to do.
It wasn't the first time Draco had woken up while Harry was making sweet, sweet love to him and he always reacted the same way, easily giving in to the pleasure, but as easy as Draco was for him, Harry still couldn't claim Draco, for Malfoy's own safety.
"When I kill Voldemort, because I will, my dear Dragon, don't doubt it for a moment, I will claim you as my prize for this…" Harry leaned closer to the boy's serene face and whispered to him. "Then I will fuck you in front of everyone and keep you forever full and round with my heirs, because I will no longer need to do this hidden from anyone."
A sinister smile spreads across Harry's face, his dimples showing almost gently, as he imagines Draco swollen with his child, his pussy drooling as Harry deposits load after load deep inside him, knowing he can't get him pregnant when he's already expecting, but trying anyway.
"That's why I need you to be patient and wait just a little longer, and we can be together without me having to do this secretly, even from you." Harry left a kiss almost like a caress on Draco's swollen lips, flicking his wand and whispering the spell again. "Obliviate."