Cherry Keeper Cage With Headlock for Uncircumcised Use

I’m considering buying a Cherry Keeper that includes the headlock feature, but I’d appreciate your input on how well it suits someone with a pretty big foreskin. To ensure comfort, my goal is to have the foreskin completely stretched out and covering the glans once the cage is in place. Is this straightforward to achieve? I’ve been thinking about using a condom—essentially adapting the “sock” technique—as a way to hold the foreskin back during installation, but I’d love to hear your views on that approach.