He was a lanky young man, not stellar in the looks department but growing into what he was given.
Confidence had risen from leadership foisted upon him in the last few years, Neville Longbottom, tangental hero in the final battle against Voldemort, was three months away from ending his time at Hogwarts and jumping into full-on adult life. He had spent some time in these past few months wondering what he would do after leaving this home away from home, but the majority of his time was taken up with figuring out what went wrong between he and Luna.

It seemed so perfect, right after the battle he and Luna had been inseperable spider monkeys,
making out until their faces hurt. Although she cock-blocked him every time he tried to go further, Neville was happy enough wacking off. He had a great imagination.

But after a few comparably chaste months, Luna came to him, ripped out his heart, gnawed on it a bit, dropped it in dirt, kicked it around and then gave it to the thestrals for lunch.

That is...she broke up with him...so she can fuck Dean Thomas. Yup, she said that.

Beautiful, sweet, batty Luna brutally came right out with it. She and Dean had been hooking up since after the battle, and she 'didn't want to lie' to Neville any more, adding that she refused to fuck Neville because she rode Dean so hard her pussy couldn't take anymore.

At this point Neville blacked out.

When he woke in the hospital wing, the rumor was that he had burst into Charms class and launched himself at Dean, Flitwick had to levitate both of them and take Dean's wand to end the fight. Neville brought his fists to a wand fight so had received the worst of it. Letting his sterile surroundings soothe him, Neville took stock of the situation; no girlfiend, actually had lost 'his girl' to to the asshat who she had been fucking the entire time, and them lost a fight to that self same shithead. In front of almost everyone he knew.

Six months left to go in the year, and Neville had reclaimed his title of King Loser.