NO! This is a very bad idea (search swinging with friends). First, it's someone that she knows and both are already attracted to each other. He's not attracted to her thinking about you still being in this mix. He wants her, and most likely not just for a night and not with you in the room. Second, if it were to happen and later things go south, is she willing to loose her job? If it's someone who comes into her office then it can easily get out as to what 'happened'. Once that cat is out of the bag, how long would she be effective continuing to work there? Once this gets out to the office, how long before it gets out to everyone? Third, taking someone who ISN'T a swinger and trying to make them into one is rarely a good plan. They just aren't prepared for everything it entails. He is probably looking for a partner, not just a plaything. With SO MANY single men already in the L/S looking for women, it's just much safer and easier to pick one of them. The risk/reward is just too high and chances of drama too great.