I LOVE everything about this outfit! I think the thing I like most is that I’m much younger (in my 30’s) and would wear the exact same thing! I love the shoes being high quality and stylish double monks, trousers, color choices etc! I bet the unlined nature of that jacket makes it nice this time of year too. I hope to see more outfits posts from you when I log on!

My favorite option that works for all forms of clothing is the philster enigma. I’ve worn it with nice dress clothes as well as athletic shorts on walks with the family. It doesn’t require a belt like a traditional holster. I think it’s the best option. It can easily be hidden under your clothes. I have added a clip to mine so that the grip doesn’t ride below the waist band of my pants. Then after pulling the shirt (even if tucked) up you can get a normal for a solid draw, no different than a belt mounted holster you’re used to. If not carrying on the waist it’d be a galco ankle glove with fuller leg pants and no break (can’t have it expose too much sock when seated and no break) If you look up Craig Douglas he’s into mensware and is a firearms trainer. He has a few options for special occasion dress he’ll talk about.

@Steven Hotchkiss yeah, she definitely feels bad because they’re all brand new and I told her specifically not to put them in the dryer and she did anyway because “I put my linen pants in the dryer and they’re fine” I didn’t even have to say anything about it lol. Thanks for the tip on steam. I was worried the heat may make it worse but I may have to also try that!

Personally I haven’t. I’m looking at making a trip to Enzo custom. I’ve seen some MTM online stuff but I personally will be more comfortable just doing it in person.

Definitely not. I think you get away with wearing much nicer footwear than the pants. I’ve seen jeans (tailored) worn with oxfords that looked just fine. Go for it!