He uses the lube, but leaves the condoms.

You watch as your father takes the lube out of the draw and then closes it, deliberately leaving the condoms, and you have to restrain yourself from asking him to use them, reminding yourself that you need to do this to win the challenge!

So you let him lube up two fingers, and then push them into your asshole, feeling the familiar burn of the digits. He scissors his fingers inside of your hole, stretching you out, and then detracts them, using the same, dirty hand to lube up his cock.

Then, the slick, blunt head of his dick was pressing on your loosened entrance, and you tensed yourself, wondering whether he was going to be rough or gentle.