I kind of understand how you feel, in a way. My boyfriend is into goth girls who have big breasts and are kind of edgy, and I'm the polar opposite of his type. I'm a girly-girl through and through, have small breasts, and definitely not edgy. I knew he always loved me, but sometimes I wondered why he was even attracted to me and why he decided to pursue me in the first place since I'm so different from the type he likes. I found out though that even if I wasn't the type he usually went for, there was something that I possessed that the other girls didn't that drew him to me and made him want to be with me. So, you may not be the Mila Kunis, Angelina Jolie type of girl, but you are hot in a way that those types of girls aren't, and you have something that makes him want to stick around. He loves you for you, and you have to trust him not to cross the line as you put it if he does happen to meet a girl like that. As for him pointing out other girls he thinks is hot to him, that would probably get to me too. You can start pointing out guys you think are hot to prove a point, or you can just talk to him about how it makes you feel when he does that.
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I wouldn't worry about it, it more than likely means he loves you for you, inside first then out and that is awesome. And he is into you and comfortable around you, that is great too. Honestly I almost married a guy that was polar opposite in looks of who I normally would go for, he was such a great guy (we didn't work out, I was too young and he was ready for more than I could give him). So just be yourself, feel beautiful because you are and be confident...if it bothers you that he looks at other girls ask him to stop, that you want to hear him compliment you! But know that he has chosen to be with you...looks change but personality does not! Remember how important that can be!
Oh my god... really? Seriously, while all of us have preferences, they aren't the final deciding factor in who we will end up with. Or who we end up dating. I like black haired girls, yet I've dated all kinds. It makes no difference. Stop worrying so much.
As long as you do believe he is attracted to you and loves you, I don't think you have anything to worry about. I've been happily in relationships with many women who were not quite my type.
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It's odd that he would tell you he prefers someone that doesn't look like you. I would take that as an insult and tell him to stop being so 'open'
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