It sounds like you guys might be getting serious about trying this, so I thought the following ino might be helpful:
I have been wearing a condom catheter 24/7 for several years, and very
rarely experience a leak. The type of catheter, and applying it
properly are crucial. I need to graphically describe some things, so if
you are disturbed by frank discussions of anatomy, you should stop
reading.
I use Hollister Extended Use Catheters. These caths have an inner flap that prevents urine from coming into contact with the adhesive (when applied correctly). There are a couple things that are important in reducing leaks. First, the
penis must be perfectly clean and dry before application. This requires
a few minutes of air drying after the area is cleaned and towel dried.
It also means the person installing the cath can't have any residues
from cream or lotions on their hands. Second, when installing, the head
of the penis must be pushed firmly against the inner flap with the
urethra fully visible through the hole. This prevents urine from
dissolving the adhesive.
For more info about the convenience of a condom catheter, see the
article on my website
<
http://quadbliss.com/travel.htm#Condom_Catheters
I hope this helps.
Mike