

This is an extremely specific situation in a game, but…
In World of Warcraft, back in the day, there was a dungeon in Outland, I believe it was Helfire Citadel. It wasn’t particularly hard, but if you died, you were screwed. The way dungeon deaths worked was your spirit would spawn in a graveyard out in the regular world, and you would have to run your spirit ass back to the dungeon entrance to respawn. But finding the entrance to Helfire Citadel was so difficult I told the group if they don’t rez me, they’d have to just kick me, because I’d never make it back in. It was awful.
If you wouldn’t strike up a conversation with a guy, don’t strike up a conversation with a woman. Be comfortable with conversations with strangers of whatever gender with no ulterior motive, and you’ll meet more people.
If you meet more people, your likelihood of finding dates will increase as a side effect.
If you are only approaching women, particularly women you find attractive, in places that are not generally for that purpose (bars, parties, swingers clubs), then you’re being a creep.
But regardless, it’s better to have interests, pursue those interests, and meet people with similar interests. Because when you have interests, you might become interesting, and someone might become interested.