I wouldn't like it, especially that early on. I might not overreact to it though. I might say something like 'I'm not totally comfortable with you going on a weekend away with him, given past history, especially sharing a room' and see what the response was. If she was understanding and reassuring about it, I'd trust her and let her go. It's too early in your relationship to make demands. Maybe this is something she does regularly with friends, male or otherwise. You're still not in the picture enough to be a factor that way I imagine. It could be that you will never be and she just has a different view on this sort of thing than you. In which case, I think it probably won't work out for the two of you.
It already seems to me that you have a different view on how to function in a meaningful relationship (which I gather is what you are looking for). So, no matter how great she is...she may not be the right woman for you.
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Whether we write or speak or do but look
We are ever unapparent. What we are
Cannot be transfused into word or book.
Our soul from us is infinitely far.
However much we give our thoughts the will
To be our soul and gesture it abroad,
Our hearts are incommunicable still.
In what we show ourselves we are ignored.
The abyss from soul to soul cannot be bridged
By any skill of thought or trick of seeming.
Unto our very selves we are abridged
When we would utter to our thought our being.
We are our dreams of ourselves, souls by gleams,
And each to each other dreams of others' dreams.
Fernando Pessoa, 1918
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