I think your best bet would be the Boulogne. You can wear it a variety of ways with the strap and gold chain. It easily goes from day to night by switching it up.I think i am a bit unsure what i want
Im 36 and mon of two. I would like to have a bag that elevates my clothes. I dress pretty classic (office job, and sometimes casual with sneakers when running errandes). I would also like to have a day to night bag. I dont do fancy parties but that i can wear when grabbing dinner and drinks with friends. I like monogram bags and leather.