Yes folks we are up to Episode 5 already and we finally see Dan and Serena go on there first date.  In the episode Dan makes some elaborate plans to impress Serena for there first date.  Meanwhile Jenny is invited to Blair's for a sleepover.  This is where the title of episode comes in as Jenny finds herself in a high-stakes game of "Truth or Dare".  For more on whats happening in this episode check out the episodes section.  For 14 episode screenshot photos click here.

Dare Devil is filled with anticipation and several moment defining moments, and the quick paced music is good at helping you get in the mood for lots of drama. The steady beat, in There’s a Pot Brewin by The Little Ones, and dance vibe that keeps bringing in new sounds and instruments comes in as Blair is overseeing preparations for her annual sleepover. The lyrics alone let you know that something big is going to happen and the rest of the play list reflects that as well.

When Dan and Serena order their meal Bach’s Brandenburg Concerto No. 3 in G Major attempts to add a serious tone to their date, but the bouncy tune adds to the comicalness of it all. Meanwhile, Jenny finds herself at Blair’s sleepover in Serena’s place and Rockstar by Prima J bangs out a beat in the background as Jenny tries on outfit after outfit.

Dan and Serena finally have plans for a real date without interruptions or other people near them, and even though it is the same night as Blair’s annual slumber party Serena decides to keep the date. To keep the guest list full, Blair decides to invite Jenny who is more than happy to be invited. Jenny is busy enjoying herself with plenty of time spent on makeovers and playing dress up, but then it’s time for Blair’s version of Truth or Dare.

While everyone else is making plans for the weekend, Eric is making plans with his doctors to visit home fore the weekend, but when Lily finds out she cancels his plans and tells him he needs to stay at the Center. Eric sends a text message to Jenny and Blair and her girlfriends dare Jenny to break Eric out of the rehab center for the night. Once they have him out, they take Eric out for a night on the town with them.

Now that Serena and Blair are working to repair their relationship, the two are working to trust each other again, but things are not always as easy as they can be. Things are looking up for Blair when her mother decides that she should be the new face of her clothing line that is going to launch at Bendells.

Chuck is busy hosting his latest Lost Weekend, a couple nights of fun and debauchery attended by anyone who is anyone-- and male of course. Carter, an old friend of Nates ends up coming back to town just in time for the party and crashes it, much to Chucks disappointment. Carter tells Nick about a high stakes poker game and invites him to participate.

With an opening like Blair’s dream, it makes sense to have Moon River by Henry Mancini playing in the intro to the episode. The telling son will repeat again when Dan overhears Blair and Serena arguing so it really sets the tone for Blair’s streak of bad luck.

The fast paced and groovy Make it Bounce by The Invisible Men blares in the background as Mrs. Waldorf, Serena and Blair chat, songs with a similar sound will play throughout the many photo shoot scenes to keep things fast. Candy Store by Miss Eighty 6 is another one of those upbeat songs for the photo and it does the job of accompanying the girls as they goof off with clothing from the new line.