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Chadley looked like a normal teenage boy in somewhat preppy clothing when Cloud first met him in the slums. Looking out of place in his high-end clothing, not to mention his personal computer, which he wore as an eyepiece. As Tifa had talked Cloud into using his skills to become a mercenary as a way to make ends meet, Cloud ended up taking several jobs from Chaldey all around Midgar.
Cloud found the teen rather unemotional, though he did get a reaction from the young researcher when he had to wear that bloody dress to rescue Tife from Don Corneo. Cloud could have almost sworn that Chadley had been checking him out, as well as doing so since then.
Chadley had also never hidden the fact that he technically worked for Shinra but was also working to bring them down. Though Cloud could never figure out how all the random jobs the teen gave him would accomplish it. Besides the fact that many of the jobs, at least in Midgar, had required Cloud to fight against Shinra's forces and beat them using different tactics and Materia.
When asked about how he worked against Shinra, Chadley would somehow avoid the question. Just like he would avoid admitting to checking Cloud out ever since he saw him in the dress that left very little to the imagination. Unfortunately, due to how tight the dress was, Chadley, with his observational skill, had not only recognized Cloud being the person in the dress but also the lack of any sign that Cloud had a cock via an unnatural bulge in the dress's crotch.
Having observed that Cloud was not packing much, Chadley decided to test out what it would take to make the somewhat cocky Ex-Soldier turned Merc to submit to him. His first idea involved...
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