What are your options for suit and tie environments?
I will always leave room for imagination when it comes to CCW because there are different types of clothing that give you more possibilities and limitations and then there are variables in gun sizes and types of holsters. What it really comes down to is comfort. I don’t believe every firearm has to be carried in such a way that you have to always expect to be a gunslinger. Deep concealment is something to consider in situations where there may be some unfriendlies and you don’t want to have to deal with the repurcussions of being outed.
I’d say that the closer you are going to be in contact with people the more you have to consider pocket carry or ankle holsters. I prefer to use J-Frame 38 Special with 110gr Hornandy bullets due to the fact that this is about as light as you can possible get with a firearm without getting into the plinking caliber pistols. There are situations where you have to consider that a person passing by you may feel the clunk of your IWB Galco Holsters or any other type of firearm that is at the waist line. People tend to not be as suspicious about pocket gear so that is a office environment consideration. For weddings I think pocket carry and Ankle Glove holsters are probable your best bet.