Corrected entry: In this episode Phoebe sets Rachel up with one of her massage clients, Steve, played by Jon Lovitz. He appeared a couple seasons earlier (The One with the Stoned Guy) as the same character and wrecked Monica's kitchen while Rachel waitressed. Rachel would've remembered who this guy was, why would she stay on the date as long as she had? She already knew he was a jerk.
Corrected entry: In the series nine episode with Joey and Phoebe's 'evil' plan, Rachel, after her disastrous date runs in to Central Perk in posh gloves and a very expensive coat. She sits talking to Ross, after taking off her coat, with her red leather gloves on. When she runs out with Ross, her gloves have come off.