Hey Happy, yes, he most certainly cheated on her! And he would do it again. There are two scenes I almost can't watch in the show, and they both include Richard. The first is the one I mentioned, and the other is when Samantha went along with Richard at the party he hosted, when Smith was invited. He's repulsive, seriously, ugh!
I agree, I don't think that Sam had any intentions at first to be in a relationship with him and due to their similar attitudes, I think she thought he'd be perfect. But in all honesty, it was Richard who led her on to it, with the dinner at the pool, dancing to Sade. She was the one who tried to keep the distance and just being partners in business and in bed, but Richard wouldn't even want her to touch him, which I think in Samantha's head meant that he wanted a serious relationship. Exclusively.
It's one thing to have the attitude when being burned, once or twice, that a monogamous relationship wasn't for her. But just like you say, those times she did fall in love, she wanted it to be exclusive, every time. Being independent, liberated and pretty cocky was her flagship so to speak, but now she became uncertain and quite clingy, which isn't so strange really. In those monogamous relationships she have had in the past, she got constant affirmations, but with Richard, it wasn't the same. Fancy gifts won't replace words, or a plane ride to Rio for that matter, so I really understand her uncertainty.
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