I followed the link to this from fanficrants and I have to say, I enjoyed it. I don't read a lot of SPN fanfic and was curious about the scene of Sam falling asleep on Dean's shoulder. It definitely turned out to be worth the read. I found myself laughing at Dean's interaction with Jess, a sort of low chuckle with rolling eyes of "Oh Dean, you flirtatious thing." And then I almost cried when I found out Sammy was dead. And then the ending was bittersweet. Dean with a girlfriend, Sam's girlfriend... I usually cringe at the idea of "brother hopping" but this story wasn't that at all. I didn't get the feel of "Oh, Sam's dead, so I'll go with Dean." In so few words, you managed to convey the sadness that brought them together. (I hope that made as much sense written out as it did in my head LoL)
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Good job!