Lyric discussion by the curious cat 

Cover art for Sideways lyrics by Let's Go Sailing

this song is really pretty...it's so dreamy. i think it's about someone who's beginning to consider a good friend as something more. and they're scared to take the next step, there are so many reasons not to go for it, but they're considering it anyway. i like the line "i've been looking at you sideways,' it makes me think of someone who's nervously glancing at the person next to them, all the while hoping.