Lindsay Lohan Jailed But Still Have Photo Shoot With Playboy On Wednesday a judge ruled yesterday Lindsay Lohan should go back to prison for violating parole conditions. Even so, the judge did not necessarily immediately sent Lindsay to jail. These celebrities are given permission to undergo naked photo shoot with Playboy. According to news reported by Contact Music, Lindsay Lohan was trying to avoid responsibility. She pleaded guilty to a parole violation and was willing to undergo a 30-day jail sentence as the judge handed down Stephanie Sautner.