A woman doesn't think the same way a guy does. Sex for a woman can be pleasurable even if she has no orgasm.
Sex for a woman usually is about love, except in the adult industry, of course, in which case it's about $. Still, even in their private lives, it's usually about love. (Also the main reason why I usually say I wouldn't have a problem dating a pornstar. Sure, they'd fuck someone else, but it'd be totally emotionless & when they get home they'd still love the guy waiting for them...)
In the case of a guy, sex is a means to an end, cumming. If a guy doesn't orgasms, he's a failure.
For a guy, sex is lust. Sure, a guy can have sex with a girl which he loves, but if he's not physically excited, he has a problem.
To a woman, the size of the penis (I assume that's what you're talking about & not the size of the fist when the guy is fisting a girl) isn't that important, as long as the guy is romantic & caring, so my guess is that most girls will answer no to the 1st question, if they truly want a relationship with the guy in question & I think that also answers the 2nd question.
(btw, I've had a few beers & I'm not entirely sober right now... so I might quote myself & post some improvements tomorrow).