A Painful Day for James (Parts 1 & 2)

James wakes up from a full rest, and a bit confused. "6:45? Well, I have an hour and 15 minutes before class." He unplugs his phone and pulls down his solid blue boxers. He looks up some porn and starts to jack off. He looks up "Asian Bondage Babes", "Twink Circle Jerk", "Pet My Pussy", and "Hot Euro Guys." You see, James is bi, and very pervy. He jacks off about 3x a day; once in the morning, once between his 12:00 and 1:15 classes, and once before he goes to bed.
 After James finishes and cleans himself up, he eats a quick breakfast and goes to his 8:00 class. While waiting for the previous class to be let out, James just waits and plays on his phone for a bit, only to be interrupted by a sharp pain in his ass. He turns around and sees a red fox with piercing blue eyes holding the blue fabric: Ciara.
 Ciara was the bully of their small community college. She tormented James all the time. She's the reason James switched from tighty whities to boxers. She also pantses and swirlies him. On rare occasions, she forces him to wear pink, Hello Kitty panties.
 "What's up nerd?" Ciara tugs on the boxers again.
 "Ah, why do you like to see people embarrassed?"
 "I said... what's UP!" She tugs on the undies again, ripping them clear off and hooks them over James' head. James yelps in pain and grabs his crotch.
 "My underwear" James grumbles in pain.
 "Well now, you can't go to class without any undies." She grabs James with an iron grip and pulls him into a family bathroom. James just accepts his fate and knows what's coming next.
 Ciara opens up the diaper changing station (which can oddly support full grown adults), lays James down, takes his pants off, and puts on 2 pair of tighty whities and one pair of panties over them. This is different from what Ciara usually does and starts to panic. "What are you doing?"
 "I saw this on a wedgie forum. If I put several pairs of undies on you, I can repeatedly rip them off without having to change you each time." James was now very worried. Ciara usually gives him non ripping wedgies.
 As the next class let out and the next group f students filled the seats, Ciara sits directly behind James as usual and then reaches down into the white wolfs pants and grabs the first pair of tighty whities. Hooking them onto the back of the chair. And as always, James yelps a bit in pain. "I'm never going to get use to this."
 Class ended, and James removes the wedgie and moves to his next class without incident. 

After his second class, James starts to head home for lunch and another jack off session. As he walks through the campus park that runs right through the center of the college, he feels another tug on his already stretched briefs. "YYEEEOWWW!" He screams as the pair are ripped off.
 "I'm baaaaack." Ciara never sees James at this time of day. What was she planning. She grabs the second pair of tighty whities and gives James an atomic wedgie. James struggles to take it off, but she grabs his hands and tapes them together, making one duct tape mitten. She then takes the ripped undies and gags James, silencing him with duct tape too.
 "Mmmmuuhh!" James tries to shout in a muffled scream. He then feels his pants fall to his ankles and another sharp pain in his ass. And at that moment, he remembered the panties. Laughs echoed through the park as he was being hung from a tree in Hello Kitty panties.
 "Free spankings! Come and spank the nerd for free." Ciara starts to shout like a carnival advertiser. And soon enough, people started to spank him with a paddle, their hands, and sometimes a binder. All the while being hung from a tree, in an atomic wedgie.
 James continues to hang up there for 3 hours, missing his classes and getting spanked from time to time. Until, eventually, the panties break, and he falls, yelping as his purple ass hits the floor. James was able to rub the undies to his forehead and hops to his dorm. Along the way, a helpful student cut his hands free, letting him pull up his pants and take off his wedgie.