Just check your brain at the door when you do.
Throughout history real pirates have been (and unfortunately still are: Somali Pirates) thugs. Murderous, brutal, thugs and other less savoury things.
The romantic/heroic pirate, a sorta villain but with a heart of gold is mostly a myth. There are occasional examples in history but they are the exceptions that prove the rule.
In short: as soon as pirate gets prefaced by romantic and/or heroic, your reality check has bounced.
And then we come to the feasibility of actually conducting piracy in space.
Do I really have to do the "Space is Big" routine?
Successful piracy in space requires being able to:
a) Find your target; and
b) Take your target; and
c) Do so without being caught by those annoying Navy types who, historically, tend to view your activities with some prejudice (as in: "terminate with extreme").
Bear in mind that if you can find your target (Space is Big), the navy can probably find you.
Apart from anything else, navies usually have a bigger budget, better techno toys, nastier guns/missiles/lasers and lots more of them.
In short: as soon as pirate gets prefaced by space & successful, your reality check has bounced.
To be fair though, space piracy can be justified with some thought into how the universe works. This is one of the things that David Weber does well in the Honorverse. But his pirates are unquestionably thugs, and tend to only prosper in politically unstable (and otherwise generally undesirable) areas of the galaxy. They also tend to get smacked around hard when the professional navies catch up with them... and pirate hunting seems to be quite a hobby for several of them. Which is what you'd expect from a naval historian.
However I don't think that any of the anime examples mentioned above of the romantic space pirate make a lot of sense.
Or, come to think of it, any sense at all sometimes (Matsumoto Leiji I'm looking at you).
And you know something? I don't care.
Sometimes your heroic space pirate is just fun and stylish to watch.
And occasionally so completely stylish as to make everything else irrelevant (Matsumoto Leiji I'm looking at you).
Day 1 - Very first anime: Robotech, Gall Force, Vampire Princess Miyu
Day 2 - Favourite TV series: Card Captor Sakura
Day 3 - Your anime crush: Oh grow UP already.
Day 4 - Favourite Film: My Neighbour Totoro
Day 5 - Anime character you feel you are most like (or wish you were): Kinoshita (Rocket Girls)
Day 6 - Most annoying anime character: Lynn Minmei
Day 7 - Character you’d most like to slap: Hiyama Hikaru
Day 8 - Most epic scene ever: Launch day - Wings of Honneamise
Day 9 - Saddest anime scene: The passing of the Fortune Twins - Nariya and Eriya
Day 10 - Favourite slice of life anime: ARIA
Day 11 - Favourite mecha series: Patlabor: The Mobile Police
Day 12 - Best instalment of a franchise you don’t like: Mobile Suit Gundam 0080: The War In The Pocket
Day 13 - Worst instalment of a franchise you do like: WXIII: Patlabor the Movie 3
Day 14 - Current (or most recent) anime wallpaper: I think I had a Silent Mobius wallpaper once.
Day 15 - A reality check for a genre you like - Romantic/Heroic Space Pirates
Day 16 - An anime classic that simply doesn’t work for you.
Day 17 - Best Background Music
Day 18 - Best Five-team (?)
Day 19 - Change you’d like to make to any one anime
Day 20 - Most ambiguous anime character
Day 21 – Favourite OAV Series
Day 22 - Animation studio you'd most like to slap.
Day 23 - Anime you think had the best, or most intriguing art
Day 24 - Favorite anime hero or heroine
Day 25 - Best anime villain
Day 26 - Your favorite harem anime
Day 27 - Favorite anime opening theme song
Day 28 - Favorite anime companion/summoned creature
Day 29 - Best Anime Music Video
Day 30 - Favorite anime ending theme