First question: Bigger condoms. This is the most important.
I'm asking this question for a friend who doesn't have internet access. He ordered the TheyFit condoms from the website,
http://secure.condomania.com/TheyFit/ .
He ordered the biggest (thickest) size they have, but they just barely fit and they are extremely uncomfortable. The base of the condom gets painful so he can't have it too far down. He is a fraction under 12" x 9" (12 length, 9 girth).
He would really appreciate any ideas about other condoms, alternatives, adaptive methods, or whatever.
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Second question: he also has problems with underwear. He generally doesn't wear underwear. Most of the time he wears khakis and jeans.
When soft, he's about 9x7.5 and he hangs out. The main problem, though, is that he has huge testicles (described as about the sizes of baseballs). He would really appreciate any ideas for comfort and support.