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I totally think he is proposing on your trip. (1) you know he bought the ring, (2) he said there is plenty of time left in the year, (3) you are going on a trip, and (4) already knowing that you won't move in before engagement, he has suggested that you look at places together. Don't read too much into his comment about not pressuring you to move in if you aren't ready. That to me does not at all suggest that he isn't going to propose before year end. Good luck, but it doesn't sound like you need it! 
I think your SO is totally ready to propose on your trip, especially if he keep assuring you that you will not look into moving in together until you are engaged. It sounds like he's got something planned, otherwise none of you will be moving forward.
Only wish I stipulated engagement before I moved in with my SO - nearly 2 years living together now and still no engagement :/
I think your bf is trying to throw you off. I think the comment about proposing before the end of the year pretty much sealed the deal so it seems like it'll happen soon! // I have the same stipulations with my bf, too. I told him that I didn't want to move (he lives 2 states away) without some commitment. And, I'm equally as confused as you are! lol My little sister slipped and told me he had been shopping for a ring but then, he told me if I wanted to go ahead and find another apartment for myself, it's fine too.
@mnp: Ughhh it's so frustrating! Especially because I WANT to move in with him, but I know I'll be disappointed if I do it before we get engaged. It wouldn't feel "right" to me. But I don't want to sign a lease/put down a deposit while expecting it to happen, only to have it not turn out like I had hoped.
Ahh so tonight he was teasing me and definitely just trying to confuse me... talking about the surprise he has for me... to how I think he has a surprise but he doesn't... blah blah blah. I also think now the reason he made the comment about moving in with me because he plans on proposing. He told me tonight "he knows what I'm waiting for and I shouldn't worry about it."
We're totally on the same boat! I keep getting these comments here and there and how we're going to get engaged and such. I never brought up the topic either! lol I try to stay away from it because I don't want to keep setting myself up for disappointment. // Good luck, dearie!
I hope it happened or will happen in the next 6 minutes! Please let us know if it did/does!!!!
Ah! Sorry I didn't follow up on this one... he actually proposed on December 30th!
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2 weeks ago my SO took me ring shopping/browsing after he accidentally told me that he had been looking/had saved up enough to buy what the one he wanted to get for me. I didn't really want to know but...you know that goes when your SO is an awful secret keeper.
Well, due to him leaving web pages open, I discovered that he actually had bought the ring (yay!). I don't want him to know that I know, and I want the when and how to be left a surprise, so I've been extra cautious not to bring up anything engagement related.
He told me last NYE that this is the year we will get engaged. When I mentioned to him last month that since the job market wasn't flourishing as we would have liked after college graduation, that I understood if things didn't work out exactly as we planned. He told me that "there is plenty of time left in the year" and said other things that pointed to a definite proposal by year's end. Then obviously he takes me ring shopping. THEN he talks to me about looking at apartments together, which is something that I told him I would only do if and when we get engaged, and he has known this because I've been up front about it from the beginning.
Well originally I was excited about moving in together, but then I realized...OH WAIT, we aren't actually engaged yet. And THEN I realized...I do NOT want to really invest myself in this apartment search process with someone who has not yet proposed to me. So I told him that even though I'm excited to move in with him, it doesn't feel right to do it before we're engaged... and he told me knows this and knows that I feel that way. Great. THEN he adds that "he won't push me to move in yet if I'm not ready for it" and blah blah a lot of other "comforting things" that didn't help at all. I repeatedly said that I DO in fact want to move in with him, but I'm not planning for it without a committment.
We're going away for NYE, a little trip we planned together a few months ago. The ring purchase, ring shopping, promising me "this year", and bringing up "moving forward" by moving in together ALL point to something happening by the end of this year... but then the fact that he told me he "won't pressure me into moving in if I'm not ready" is making me feel like he's just leading me on! Ladies, I need your help!