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At a wedding NEVER discuss prior relationships, even in jest. Remember, the day is all about the BRIDE. The groom is just there to make her look good.
My own 5 brother-in-laws were cruel enough to me. I never met them until two days before the wedding. (1000 miles away) My first experience with them was at the bachelor party the threw for me two nights before the wedding:
Tell me - just what is protocol when the 5 guys whos little sister you will be marrying soon are paying big bucks for the girls at a strip-club to entertain you? Now that I know them more I can appreciate how much they enjoyed watching me squirm.
Some harmless fun ideas for him:
1) The night of the wedding rehearsal, give the priest/pastor $10 to have them recite custom 'vows'. 'I promise a lifetime of servitude obeying her every whim and desire. I promise to massage her feet twice daily".. etc.
2) 'Help Me' on the bottom of shoes. Golden oldie.
3) If he is up to it... get a photo of him. Got to a strip club the night before with it and find out what girls will be working the next night. Give them each $10 and ask them when they see him with you to say to him "Johnny (or whatever his name is) How have you been! You want your usual spot? Hows your mom? etc. You can look at him and say "I thought this would be a one time treat, I had no idea you were a REGULAR here.." Look disgusted when you say it.
Good luck
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