If you chat it up with Yeoman Kelly Chambers often and choose to be kind to her you can instigate an "unusual" romantic encounter. You'll eventually be able to invite her to dinner. Additionally, you cannot let Kelly die in the final mission (choose a loyal escort for the crew in the final scene). After you beat the game, talk to Kelly and you'll receive an email from her. Go to your quarters and you'll be able to invite her up using your console. She'll appear and you'll be able to watch the evening's awkward events unwind. She's no Yeoman Rand, but she'll do.