*** CoS, Present
Gabi winced at the feeling of the enema and the more immediate pain of having her ass violated by the large butt plug and having it in until the next day.
Harry lightly slapped Gabi's ass and charmed the butt plug with a stinging hex too.
"You'll get it out of your ass tomorrow midnight too AND get a spanking on your butt." Harry said, "For the next game, we have, who can fit the most dildo into their pussy! For this game, we measure how much of a never-ending dildo, you girls can fit into your pussies, there is a 20 second limit to this, so you'll have to work it in fast!"
The girls absorbed this and Gabi and Astoria winced, they were the least experienced and were the youngest so they had a big disadvantage.
"The loser gets enchanted nipple clamps." Harry said, holding up a pair of sharp looking nipple clamps that were softly glowing red with the vicious enchantment.
All the girls gulped, this was going to be horrible and Astoria had a dirty feeling that she was going to get matching nipple clamps with her clit clamp, her clit clamp!, it would hurt so much to have to push in a dildo with that there, Astoria raised her hand hesitantly.
"Master, can I remove my clit clamp for this game?" Astoria asked hesitantly.
"No, you may not, ask again and you'll get an extra punishment." Harry said.
Astoria sighed and became determined to not come last.
Harry conjured 6 dildos with scientific measurements on them, they each started out an impressive 15 inches long, that all of the girls doubted they could fill.
"Go." Harry said, waving his hand in a spell that made a timer in the air and started counting down from 20.
Despite Astoria's best effort, the clit clamp made it hurt to put a lot at once, meaning that she was going to lose again! She pushed slowly and in 20 seconds, she managed a meagre (depending on how you look at it) 6 inches.
Hermione came next to last, she also started inserting slowly but then sped up seeing how everyone else was going faster than her, she moaned loudly as her pussy expanded to cover the dildo, she managed to fit in almost 8 inches.
Ginny came fourth, she starting sticking it in much faster than Hermione, and at one point was coming third before she started moving her hips and ended up moving them back a bit, just before the timer went, giving her 8 inches exactly.
Susan came third, she immediately started on the dildo, sinking onto it fast, letting out a little shriek as it filled her completely, reaching the very far back and she tried pushing it just a little further, to please her master but ended up fitting a whole 12 inches.
Gabi came in second place, her Veela heritage really helping out as they could expand and make their pussies smaller to fit the man they were going out with, or in this case the dildo, unfortunately, Gabi was still learning and there were limits to the ability, but still, she managed to fit in just a bit more than 12 inches but was unable to get into first place.
Daphne was amazing, thrusting her hips onto the dildo and pushing herself onto it, pushing it on with her hand as well, her ass jiggling as she quickly and ruthlessly thrust herself deeper and deeper onto the dildo, finally getting 12 and a half inches, barely beating out Gabi and Susan but getting herself into first place.
Harry chalked down a second point next to Daphne's name, she and Susan were tied with two points each, while none of the other girls had a point yet, Daphne felt really sorry for her sister, who was going to be given nipple clamps as well as the clit clamp that she already had, Daphne felt herself get wet at the idea of having the clamps on herself, but didn't think the same way when she was thinking about her little sister.
Astoria very nervously came to the front, wishing that she could have done just a little more and beaten out Hermione, she wasn't playing for her decency, she was playing to keep herself out of further punishment.
Harry put the nipple clamps on Astoria's small nips, in no hurry, and squeezed on them, getting a pained shriek from Astoria, as she felt both the actual clamps and the hex on them take effect.
Harry found Astoria's face, screwed up in pain very cute so he reached out and pinched her clamped nipple, eliciting a whimper from her.
"Next up." Harry said, "Is the who can deep-throat the longest challenge, the punishment is this." Harry held up a long 10-inch vibrating dildo.
"This will be the final round, If we have a tie…" at this Harry looked at Susan and Daphne, "then there will be a tiebreaker, that I will decide, it will definitely be interesting.
Harry decided to call them up one by one and had one of the other slaves do the timing for them.
Gabi came last again, barely being edged out by Astoria, she may be a Veela, but she had just matured, and as the sex skills that Veela inherited, blowjobs were definitely not Gabi's strong suit. She did like the feeling of Harry's long cock all the way down her throat, but had to refrain from gagging as his cock hit the back of her throat.
Astoria managed to come second to last, grateful that she managed to last a bit longer than Gabi with Harry's cock down her throat.
Daphne came fourth, disappointed as she leaned back, breathing deeply.
Ginny came third, loving the feeling but being forced to draw a breath.
Susan came second, she sucked on Harry's cock until she was red in the face, but finally had to give up just one second before Hermione.
Hermione finished first, barely edging out Susan and almost passing out.
Harry chalked down one point for Hermione and called up Gabi who was looking slightly scared at the idea of having something up her pussy as well as her ass.
Harry muttered the lubrication spell and the conjured substance shot into Gabi's pussy. Immediately, Harry pushed the entire thing into Gabi's pussy and then tapped it twice with his wand, with the first tap, it began to vibrate inside Gabi's pussy, eliciting a moan from the girl, and the second tap was a sticking charm that would last until midnight the next day.
"Now, for your tiebreaker..." Harry looked at Daphne and Susan.
*** Next morning
"You have to suck off as many guys as you can and make them come, on your house table, in breakfast." Harry announced, smirking.
"Oh, and I'll be taking these until I can identify a winner." Harry said before flicking his wand and having both Daphne's and Susan's panties disappear, the rest of his slaves had come naked, as they had already lost."
Slowly the crowd of students trickled in, ogling the girls who weren't even wearing their usual thongs and had bondage items on their person.
Harry walked to the Hufflepuff and Slytherin tables and told them what Susan and Daphne would be doing for them, leaving most of the boys in both houses with tents in their pants, and most of the girls, either disgusted at the actions of the two slaves, or that of the boys in their house.
Susan was edged out by Daphne. She started out strong, making Ernie MacMillan cum in less than 30 seconds before moving on to the next boy, it was seeming like the Hufflepuffs creamed quicker than Slytherins but then she seemed to slow down a bit, and she moved on to boys who took slightly longer, at which point Daphne pulled ahead. By the time that Harry said that they were done, Susan had given 26 bjs.
Daphne won out, she started out slower, but started moving her head up and down the Slytherin boys' cocks like the slut she knew she was now, gulping down the cum and moving on quickly, at some point overtaking Susan and finishing with 29 bjs.
Harry smiled and waved his wand at Daphne, and she found herself with a modest pair of underwear that actually covered her breasts and ass… except it was frilly and pink.
Harry called forward Susan.
"You have lost the most important round Susan, so you must have the greatest punishment."
Susan nodded, her bared pussy dripping already.
In front of the entire school, Harry first conjured the same clit clamp that Astoria wore and stuck it onto Susan's pleasure nub eliciting a shriek of pain, Harry then conjured the nipple clamps, placed them on, then conjured a piece of rope even smaller than the one that Hermione had and somehow managing to squeeze both of Susan's breasts together with the rope and typing them together. fourth, he stuck his wand up Susan's bum and cast the water charm, filling up her ass and then stuck a butt plug in, fifth, he conjured a 13-inch dildo and, after the lubrication charm, stuck it into Susan's pussy, leaving Susan a mess of pain and pleasure and having half the boys in Hogwarts cream themselves as Susan was punished the harshest of all of them.
*** End of chapter