Why do we all think we have to be perfect to deserve love? Love is compassion and empathy. It's not only a thing you get, it's also a thing you do -- a verb AND a noun. Remember the Golden Rule?
Brendan's second date with Justine was the perfect example of the "work" paying off. Open, positive, gently self-deprecating, willing to work on his flaws, getting vulnerable, taking a risk, and being more of himself – he showed her what was behind the hilarious and equally protective shell. And the boy becomes a man. According to most women I know, a strong man is someone who can say, "I'm a little nervous," without falling apart or looking like a wuss. Not the smoothest date, but a great match like Justine found him just endearing enough to give him another chance.
Think of the dating game as soul mate training. The rejection, loss, and hurt of the past can heal if you do the work on your path to finding "the one." So, take a deep breath and fall in love. Repeat.