It was a simple twitch of her hand. Nothing even went missing from the store, she never stole a single thing, but my sister was still brought to the principals office when a store camera saw her do something that may have been dropping an item in her purse. She was offered the standard first offense trade, a handjob, and refused. I think the refusal made Jack more interested, and he offered a second trade. he would not touch her, she just had to get naked for him and masturbate, let him watch, and leave. My sister (admittedly stupidly) agreed.
She never thought she would get wet off this, being watched as she undid the buttons of our towns school uniform shirt. My sister was remarkably cool headed, she only accepted because she knew how much a police investigation would hurt her chances of leaving this town, but even so, she found herself getting a bit wet while undressing with an observer. She hated every second of it, but somewhere in the back of her mind she was thinking even without realizing "I hope some day I can do this with a hot guy" and the thought of what one of the models from a magazine would think watching her do this got her even wetter. jack sat back and observed while her skirt came off. He had very few redeeming qualities but patience was one of them, especially when the reward would be fucking a girl like this after some time getting her used to it. And just like that she was in her underwear, a small wet spot forming in her panties as she shivered. It took her a second to steel her resolve and remove her bra, no waiting here, just undoing the clip and letting them out. Jack enjoyed that, but his anticipation was getting to him, and he motioned the panties off.
She began to take the final piece of fabric down her legs, this was the first time anybody outside her family had seen her like this and she had stopped being embarrassed, now she was just terrified. Her body kept responding to her fight or flight with arousal, and she hated it.
Jack motioned her to sit, the cheap plastic chair for the kids in the office was ice cold on her bare ass, and for the first time she felt fortunate to be turned on by this, if not she didn't think she could cum and if she didn't cum how would she get this over with?
Her fingers began to touch her pussy, almost of their own accord, her body wanted her to go slow and enjoy the sensation of being watched but her mind kept pushing her to go faster, to get this done.
It only took a moment for her to cum, but that time felt like a million years with jacks eyes on her. Juices sprayed on the floor as she twitched and spasmed, the confusion in her mind somehow making the orgasm even more intense, as the tremors subsided she wanted to let herself slide into a peaceful sleep, though she wouldn't let herself slip off in this mans presence. Jack tried his best to convince her to stay and rest but she dragged her clothes back on, and trudged out the door, leaving a very disappointed jack behind her. The next morning she would receive a text with a short video clip of the encounter and a threat to come see Jack after school.