The name Oliver Queen brought up the image of a rich playboy before he was lost at sea. He lived up to that when he left his girlfriend at home and went on vacation with her sister.

He was the life of the party without a care in the world until the Queen's Gambit was sabotaged and he lost everything. His love life didn't stop on the island and it certainly wasn't hindered after he returned from the dead.

Check out the women in Oliver's life! One major aspect of his life hasn't changed when it comes to woman -- he's afraid of commitment. The reasons may have changed, but a little bit of the playboy remains.

Oliver and Laurel Together
Before Oliver disappeared for five years, Laurel believed that she was in a loving relationship with a faithful Oliver. Oops.
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Looks like James Bond's got nothing on Oliver Queen. It would be no surprise if one of these women(except Felicity and Laurel) DID come back and say she was his Baby Mama. I TRULY HOPE NOT!!! Another worst case scenario: Oliver ends up in a dazed stupor from a hallucinogenic drug and sees all his women come forward and claim that he violated them all.
I would title that episode, 'The Cosby Show' .

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Arrow Quotes

There are people in this world who deal only in extremes. It's naive to think that anything less than extreme measures will stop them.

Amanda

Are you done?
Oliver; Yeah, I'm done. I'm done taking the blame and I'm done caring. Why don't you go have a drink. Get wasted. Go to Verdant. I'll pay for it. I have loved you for half of my life but I'm done running after you.

Laurel