I have a Travelon backpack that I've used for school/laptop/work and still holding up strong after four years of constant use. It has a shielded laptop sleeve and plenty of pockets for pens, calculators, glasses, phone, snacks, airpods, etc.
I have a few Timbuk2 Messenger bags that I've carried around for years and years, taking on almost every trip, riding bikes, using for work, and they hold up great. They have lots of patterns/colors, although I would say their style leans more toward sport/functional than fashion forward. I also have a Peak Designs camera bag that is really well made (it's one of my recommended products on FC), and I have my eye on lots of their other bags if one of mine would just quit on me so I could justify a new one! Their design is slightly more sleek/modern than Timbuk2. Both companies have really thoughtful approaches to design (like easily adjustable straps, sustainable material sourcing, ethical production).
I was just gifted this bag with a fun colored strap to spice up the brown, love the leather and the look, and I already feel like it'll last forever! The inside pocket is a great bonus for work things (headphones, pens, stickies...and of course sanitizer and masks).
I'm really happy with my Division Laptop Backpack from Timbuk2. Padded pocket in the back for the laptop, roomy middle pocket, and front pocket with lots of smaller compartments that come in handy for travel. Only downside IMO if the single side pocket - holds a water bottle but could use another for an umbrella, etc. timbuk2.com/products/1849-d...