text: Tread carefully because your job is first. It sux when your deal goes sour and you live with it. Factors to consider if negative outcome: job expendability, gossip, future promotions, reputation, future relationships. If positive outcome: flirting in office, repetitiousness, jealousy, handling discussions, gossip, reputation.\nTo start: find any excuse to establish initial rapport. Next time casually mention non-commital coffee place nearby to expand time together. After making sure it can work, start a non-scary offer to do something fun once during non-work hours.