Chapter Text
Luke shivered as he walked through the cold dark town. “I should have worn a coat” He comments to himself as he walks. He looks down at his phone. It had just turned 11PM.. He was going to be there a bit late, but that was the least of his concerns about this whole thing.
It had all started roughly a week ago at a video gaming competition that his friend had hosted. Feeling confident with his skills after some lucky wins and bad opponents, he, against his own better judgement, agreed to a bet from Annabelle, a girl who was in his school. The deal was whoever of the two got to first to three wins in various video game 1v1s would have to do a “forfeit” that was decided by the other person. What this forfeit could be was up in the air, but it was agreed that anything that was illegal or could hurt anybody physically was off the table.
After getting beat 3-0, Luke was told to wait a week to come over to her house at a day where her parents and younger sister would be out, leaving her and her friends alone with Luke. The plan was made, and Luke spent the next week waiting, concerned about what this would be but hoping it wouldn’t be that bad, maybe even good in one of many different possible ways, although he doubted that it would be.
As he walked, he received a text from Annabelle, reminding him that he was late. He quickly responded that he would be there soon and picked up the pace, soon arriving at the front of the address he had been told to arrive at. It was a nice place. It was in good condition, with the whole place looking well-maintained. A large car was parked outside the house, with evidence of a second one being parked next to it, presumably the one her family was using on their trip out.
He rung the doorbell, and it was soon answered by Amy, one of Annabelle’s two main friends that she was regularly seen hanging out with. “Welcome” She says with a devious-looking grin, welcoming him inside. She took him through a hall and upstairs into a large bedroom, presumably Annabelle’s.
It was a nice, large, clean room. With a large double bed in the middle, a computer setup on the right, a TV in front and two identical wooden closets on the left, and a large carpet around the bed.
On the bed, Annabelle and her other friend Jamie sat together, talking. She looked up and gave a subtle smile as she sees Luke enter, escorted by Amy.
“There you are. Before it gets any later, let’s get started. And remember, you agreed to this” She says, standing up and pulling out a carrier bag from under the bed, which appeared to contain clothes.
“Put these on” She says, handing the bag to him.
“Uh… Ok” He says, taking the bag. This was immediately going in a direction he hadn’t expected, but it didn’t seem that bad, right?
He pulled out every item one by one from the bag. A short dress, a pair of thigh high stockings, with striping colours of Blue, pink and white, various feminine accessories and last but most embarrassing and sudden, a goodnite bedwetting pull-up…