I recently hit a major work milestone, and I’d like to treat myself to my first designer bag. My current handbag collection is a Kate Spade Cobble Hill Small Devlin (black), and a Rebecca Minkoff Astor Saddle (ballet pink). The only bag I’ve carried in the last 6 months is a Lululemon Everywhere Belt Bag 
Considering I’ve never spent more than $250 on a bag, I’m having major decision paralysis over what to splurge on. I did not grow up in a showy family and my partner and I are generally financially conservative, so spending $2k on a bag is totally foreign. I’ve always admired designer bags of people around me - girls on my soccer team in HS had the colorful LV monogram bag (early 00s), coworkers with speedys, LVs everywhere at the grocery store, etc. But I have major imposter syndrome when it comes to purchasing my first!
All of that said, can anyone offer advice on what to buy? I’m considering:
For context, I’m in my early 30s and have a small child. I work in advertising, so it’s casual but trendy. Durability for everyday and ability to wear crossbody are my highest priorities. I do not want a Speedy or Neverfull and prefer the black empriente print from LV. Budget is $2-3k but flexible.

Considering I’ve never spent more than $250 on a bag, I’m having major decision paralysis over what to splurge on. I did not grow up in a showy family and my partner and I are generally financially conservative, so spending $2k on a bag is totally foreign. I’ve always admired designer bags of people around me - girls on my soccer team in HS had the colorful LV monogram bag (early 00s), coworkers with speedys, LVs everywhere at the grocery store, etc. But I have major imposter syndrome when it comes to purchasing my first!
All of that said, can anyone offer advice on what to buy? I’m considering:
- Chloe Marcie Medium (have wanted for a long time and always told myself I’d buy when I paid off my student loans, which I did last year)
- LV Maida Hobo in black empriente
- LV Melie in black empriente
- Celine Luggage
For context, I’m in my early 30s and have a small child. I work in advertising, so it’s casual but trendy. Durability for everyday and ability to wear crossbody are my highest priorities. I do not want a Speedy or Neverfull and prefer the black empriente print from LV. Budget is $2-3k but flexible.