Good day! Well explained opinions here, it was enjoyable to read, thank you all!
I have just returned to DA II after 2 years break and few days ago completed the game as the sarcastic male Hawke and would like to share my experience as well. Firstly, was enjoying that style all the way, and as my previous character was Diplomatic/Helpful fem Hawke who was just way too kind, way too understanding, way too good, and kinda... boring at times.With sarcastic Hawke you can pretty much crakc jokes here, there, everywhere, like there's no tomorrow. It felt like, and I was playing as a mage, when the world is tearing itself apart and every person who isn't a mage, gonna hate you for your nature, your Hawke is just accepting it and rather leting all go, than fight and just keeping positive, unique vibe around. Like you can choose to be happy no matter what. That's what I felt. From the very beginning, where you have to work your way to Kirkwall and be in basic slavery for a year, your Hawke will respond like 'What's a year..'
Even though you may feel like joking around, not everyone will share your attitude and some people considered me as a heartless a-hole, so you may want to be carefull and when death will be around you may be rather helpful or diplomatic in some cases. Some purple choices rather rude and disrespectful, but I was just fine with most of them.
Varric will love everything funny and sarcastiv, and as Catilina mentioned, everything purple. Isabela most likely your second best companion as she will share similar attitude and just loves you. I romanced Merrill and it was funny sometimes to hear her reactions, however sometimes I was helpful and understanding with her in a gentle way, as she may take things rather personally. It was good relationships, though next time I would love to go with Izzy
I was witty with my little brother as well most of the time, however again, you should watch the situation and see whether you can offer him help rather than pointless joke. Fenris, after knowing him better, started to get better with jokes so he should fine (again depends on your mage/templar choice and quests)
I would play all the dlcs as I found them very well written, fun and challenging. I would say final battle with Meredith way more easier than the final boss from Legacy or mark of the Assassin. I also loved Tallis (voiced by Felicia Day) so play them all, more fun and more experience for you.
Hope that helps at leats a bit !