Details: During Brooke's time spent in Hollywood opening her fashion line, Clothes Over Bros, Brooke met Nick. They eventually developed a short relationship where both liked each other a lot. Although it is believed not to have become something too serious, the two were in a relationship and appears to be the benchmark to which Nick judges his relationships by. Nick has since slept with Missy due to her similarity to Brooke Davis.
Details: Nick slept with Missy after meeting her at the wedding of Peyton and Lucas Scott were he was the date of Brooke but he soon realised he was only their to make her ex jealous and told her to make it work. So he sleep with Missy due to her similarity to Brooke Davis (she was cast to play Brooke in a movie and was Brooke's ex Julian Baker's date).