I have to disagree with Steve on yesterday's post
(new readers should read his first) . In most cases, its better to get to know a girl before asking her out. This helps avoid awkward situations, such as if she already has a boyfriend (as in your example), or just isn’t interested. It also allows you to differentiate between physical infatuation and real attraction. I’m not saying you need to become best buddies with the girl, but establishing some rapport is necessary.
Asking someone out immediately is only good in isolated cases such as at a bar or a party, in which you'll never see that person again. In this case, there's no other option, and fortunately, no significant social cost to being direct.
If this is someone you see regularly, as it seems to be in this case, it complicates the issue. Such situations require some measure of tact, as any dating-related awkwardness can potentially strain a platonic relationship. This platonic relationship is especially important if you'll be seeing her in a structured way (at work, in class, as part of an organization, etc...). In these cases, it is compulsory to act with discretion.
Steve, you of all people should realize this, especially after the
letter incident.
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