Upload & Sell: Off
At the most... and I'm only suggesting this if you want to remain friends or whatever with this guy... I'd offer to pay for a couple sheets of paper, not the entire roll.
That also is dependent upon if the guy was hired to second shoot and he got paid for that gig (by you or anyone else). If you or anyone else paid him to shoot, then I stand with my initial reply, "Hell no."
OR, tell him it's like this - you paid him for his services, not your fault that he couldn't get it up... and no, you will not pay for condoms that he used whilst trying to get it up. In the end, it was a failure to perform on his part.