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I actually liked when they put Dawson and Jen together because I never really thought they had a great shot in the first season since Dawson was just too young to really know what was going on.
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Yeah, I wish that Dawson and Jen lasted a bit longer instead of him going on to sleep with other women in S5. He almost caught up with Pacey. I realize they were older and out of HS, but the sleeping around became tiring.