Second Date Update: Tim didn’t hold back when it came to his feelings about Jenna. He had a problem with her wardrobe that she wore on their date. First he called her shirt “frumpy” and then he described her jeans as “mom jeans.” Obviously Jenna found this surprising and defended her outfit. It should be noted that the high waisted/baggy jeans that he was talking about are very popular with women. Jenna sounded very sweet to us and we felt like Tim was being incredibly shallow. However for Tim it was a no go because he had a problem with her wardrobe.