So I need some input on how best to talk about it and when to talk about it. Early in the first couple of years of marriage when crossdressing urges were low - my wife for whatever decided to wear a pair of my underwear one day and she showed me. So I thought, great opportunity - so I wore a pair of hers and showed her and then we talked about it. Some fun times wearing full lingerie together - wearing panties 24/7 - even one day when I purchased some things but found them not to fit me and she said she wished I had modeled them for her. Then comes kids and everything takes a backseat - understandably - I try and restart on several occasions - but shot down - then comes weight gain- weight loss- weight gain - I wore some tap pants on a vacation and she asked why and I said to look sexy and she said the sexiest thing you could do was lose some weight - sigh - still wearing panties 24/7 - they seem authorized - though have intentionally wore plain black nylon - to flash forward to almost empty nesters - and away on a trip and I bring the subject up of how beautiful I think some of the special things she wears are and how I would like to wear them, too - she says you would have to lose some weight - but not immediately negative - 3 or so years later - tried to lose weight - not successful to a great degree - but lightbulb moment - I need a goal- a reminder like a rubber band on your wrist - so I bought some nice chemises to wear at night and used them as my shiny object - now down 50 pounds - she even has noticed - and returning to the same place of 3 years earlier conversation - I want to bring up again - ask for acceptance to wear certain things - no bras - chemise/teddies/camisole/leggings around house/panties - mostly nightwear - an I would like to start on this trip which also happens to be my birthday - so the question is - do I talk to her 2 weeks before trip or a couple days before trip or on the way up in car or when we get there - I don?t want to wreck vacation getaway over this - its obviously important to me but my marriage is more important - so what do think I should do - when should I do it - how to do it - etc?Sorry for the overload here - I guess I am going for the final ?talk? and nervous on an amazing level - but at least I lost the weight and on track to lose more. All help appreciated!