Assuming that the guys are of equal hotness, #2 all the way. In fact, the guy wearing option #2 could be a bit less hot and I'd probably still pick him.
@91: Did you read the description of the metal hook thing?
I can tell you from personal experience that there is nothing quite as hot as wearing a penetration bikini, thong or g-string to the beach that is only kept in place by a cock ring and a plug fitted firmly inside of you
For the record, definitely lingerie over penis-condom-bikini. Hot men in lingerie really do it for me.
I can understand some horror and outrage over the first picture -- those things are creepy -- but Lingerie Guy is hot! Men dressed in women's underwear doesn't necessarily appeal to me, but it wouldn't be enough to turn me off of someone that sexy.
For the record, definitely lingerie over penis-condom-bikini. Hot men in lingerie really do it for me.
Me - not so much. The standard pair of bikini briefs has the same effect on mini-me.