Why does the first time have to be "special", and what does "special" mean exactly anyway?
Simply sharing an intimate experience with someone you trust seems special to me. Engagement rings or marriage vows don't have to be involved.
Lack of sexual experience is a severe problem for a lot of men. In my personal experience, there is a switch inside a man's brain that gets turned when he pricks the pink for the first time. In my case, it made me feel male, and more confident in social and sexual situations. This of course is not the same with all men.
The reason "special" is important - if important at all - when it comes to one's first time, is because sex is such a major part of a human being's life, and he/she is experiencing it for the first time. There is certain vulnerability to it, and hence it is ideal that that experience is shared with someone with whom there is a sense of trust, safety and comfort. A mutual loving relationship typically provides that sort of emotional surrounding, but I would not say that a close friendship is far behind.
There's really no reason why his first time should be with someone he is romantically involved with.
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