Office romance is one of the most enticing and exciting romantic and sexual fantasies for men. There is something about having an affair with the co-worker that makes it particularly intriguing and even arousing - perhaps in part because it is such a taboo and a "no-no" in many work places and especially in a corporate world.

So, should you approach, ask a woman out who you work with and possibly have an affair in the office with your co-worker, be it your colleague, secretary or even superior? I don't think there is a unilateral, absolute answer to this question, but I do believe that the following three tips and considerations will be very helpful to you in making that decision.  

1. Your company's policy. Some companies strongly discourage employees from having any romantic relatioships between each other. I am not sure about how legal it is to impose a prohibition on employees to have a mutually desirable romantic relationship, but if that's the policy - you should ask yourself how important and valuable your job to you. Are you willing to risk being disciplined or even fired for a chance of approaching, dating, and having an affair with a woman you are interested in?  

2. The reality of life is that most dating situations don't work out. This is just part of the dating game. We keep meeting people, starting to date and then ending it for all kinds of reasons. Thus, your next question should be  - how uncomfortable will you feel working with a woman who you had some kind of negative interaction or dating experience? If you went out on just one date and you found out that you aren't really all that into each other, then there will be likely no hard feelings. However, if you start seeing each other, become intimate, develop feelings toward each other and then break up for one reason or another, there likely to be feelings of resentment between you and her, and a desire to avoid each other. If you work in a large company, avoiding each other might not be that hard. You might be working on different floors or in different buildings. However, if you and that woman are employed in a small office and are forced to see each other all the time, then working next to her might be a serious emotional and professional obstacle for both of you.  

3. Having said the above, I see no harm in asking a woman from your office out once and seeing how things are going between the two of you. If you do decide to make a "move," make sure it's subtle and indirect. Don't make it sound like a "date." Instead, invite her for a coffee / drink after work and a walk in the park or something similar and see how things are going between the two of you. Then, make appropriate decisions as to what to do next in light of  the above 2 factors.