I don't think its a good idea the first time. I don't think it would help a virgin's mindset as it would just change from 'I've never had sex' to 'I have to go with hookers to have sex' mentality. Virgin would have to be quite laid back to not do this. Virgin's don't tend to be laid back (late blooming ones).

Hookers can be wicked fun, but not sure if virgins should go there.