i have to say, the girl's face is way too upbeat for the image you're trying to portray. she's got this "ok i'm leaving you now, see you tomorrow" kind of look, meanwhile you're portraying hopelessness... doesnt seem right to me. i think there needs to be more black, to give an endless feeling, especially at the bottom of the hole. the teardrop also looks really photoshopped, partially cause of her expression, partly cause it looks like a random drop on her cheek (it doesnt extend to her eye) and partially cause it doesnt match the contours of her face.

overall, i love this image you're trying to portray, and her outfit really helps accentuate it, with contradicting colours and all. i like the text, and how you broke up the word "hopeless" it's got a great clean feel to it, and overall its really well done. good job