Your question regarding Rebekah being the only one to enter in while her damsels remained outside as a group makes me think of one possibility. Rebekah is the true bride, but the women accompanying her were part of the wedding party. They represent the entire church, but only the Bride was allowed to enter in.
    There are many who say the rapture is for all of the church, even the Laodiceans, but I believe the Word tells us that the rapture is a reward only for the Bride. The Bride is the one who has been watching for the Bridegroom, who has gotten her garments ready, who has covered herself with her veil, and when the call to go forth to meet Him is made, she will be the only ready to enter in for the wedding.
 
    For many are called, but few are chosen. Matt. 22:14