It totally depends on the game and if I'm in the right mood for it. Also when a game is not 100+ hours long the chance I'll replay it more often is much higher.

For the most part, these days, I'm glad already if I manage to play a game at all.
I'm not deliberately hunting for achievements in games.
I'm not someone who feels the need to complete a game to 100%.
And I'm usually satisfied with any ending that I can reach in a game (meaning: I usually don't re-play games to see different endings, even if they're on offer).
So, in general I'd say: once I beat a game, there's no real incentive for me to re-play it.
Especially considering my "pile of shame".

It depends on the game. Sometimes they're done when I'm done. Other times, I go replay them somewhat irregularly, like Soul Blazer.

Sometimes, I'll replay a game if I learn something new about it. For example, my recent partial replay of Final Fantasy Mystic Quest (stopped right before Pezazu's Tower) came about because i learned of a way to duplicate seeds, meaning I could use magic regularly in the icy portion of the game instead of having to conserve it.

Do you know about the TieTuesday skip?

Are you talking about that glitch that speedrunners use to skip the entire firey portion of the game? If so, then I personally prefer not to use it because I like to get 100% of the items.

Incidentally, I'm also thinking of giving Tangledeep another go since there have been some updates since I last played it. (I'm going to be using a fresh file, and as always will play on the lowest difficulty setting where death "only" makes you lose half of the various points you earn that haven't been spent.

*That* I didn't know about until just now.

With that said, it's just a shortcut back to the start of the dungeon, so I'm pretty sure it doesn't skip any battles (though it's likely still a time save for at least some Pazazu positions).

(By the way, I've been thinking of maybe making a topic about points earned after battles in RPGs.)

Not very often anymore. I don't have free time to play once, let alone repeats (which is why I get upset when games continue updating and adding content for years).

I've done Stardew Valley start to complete 4 times now [each major update]. I *cannot* do it again. It takes too long.

Shorter games? I still pull out Super Metroid every couple of years.

Ten years ago? I did annual replays of Deus Ex and a couple others. But now sadly my free time is more scarce, and there's a lot of new experiences to enjoy. [And new experiences slow down the feeling of aging!]

I see most responses here suggest people generally go for new content vs replay.

When I was young, the thought of re-reading a book or re-watching a movie was insane... why waste time on being bored repeating something, when I could have a new experience, new emotions, possibly new insight into something?? But in my mom's later years, she enjoyed re-watching movies, and I think they were comforting to her. She knew the plot and thus didn't have to worry about paying attention and missing something, but could just relax with "old friends".

I find I enjoy replaying a lot for several reasons.

1) the game is already installed. I don't have to waste time researching which version I should play, what patches it needs, what other things I should know, trying to avoid spoilers while researching all this, etc. This might take many hours of "prep" before even installing, and that often puts me off.

2) I know how to play. I don't need to RTFM to learn controls and mechanics, or research which skills or weapons are actually useless or OP. I can just start the game and go.

3) A lot of games disappoint, irritate or even anger me. It's getting to where I almost expect to have a bad time with a game. I want to have fun, but common elements just rub me wrong. As such, I find myself returning to the games that didn't leave me feeling bad or unhappy.

4) Nostalgia also plays a part. Things I enjoyed as a kid I'm more likely to replay, because of the residual happiness I had when I played it decades ago.

EDIT

This happens a fair bit to me as well. Why is your first experience the least enjoyable?

This is for you:
https://www.youtube.com/watch?v=9UuZQyTWiF0&ab_channel=VivaLaDirtLeague

Honestly, replaying games is a rarity. I try to experience as much of the game as possible. The downside is it also makes me more likely to develop a "fatigue" for that game the longer I have been playing it. I also accumulated a considerable backlog over the years, I want to thin it out.

Besides fighting games, which have a very short gameplay loop to begin with, I replayed....

Vandal Hearts
Fallout 3/New Vegas
Persona 5
Mirror's Edge -- the first time on PS3, and the 2nd time on PC
Brigador
Rise of Nations/Legends
Jumping Flash
Shadowrun Dragonfall/Hong Kong

In general probably once a year. I'm going through Momodora again right now, will probably go through Hollow Knight for the 3rd time when SilkSong gets a release dat.

Specific games though, no idea. It's usually zero interest in repeating or, restarting multiple times.
I think I've finished Mother 1 and 2 a couple times, and definitely restarted fresh multiple times each. Also Pokemon.

Not counting roguelikes/lites, since replay is the whole point of those.

I replay very few games... probably 5%...

... but...

... those 5% I play often.

Dragon's Dogma Dark Arisen (which I've played through between 3 - 4 times) I play almost weekly just to wander the world -- even if just for an hour or two. Red Dead Redemption I do the same -- wandering the deserts -- but a bit less often. I play the challenges in Call of Juarez Gunslinger somewhat often... and have played through Call of Juarez Bound in Blood 2 - 3 times. Mafia II and LA Noire I've played 2 times and may play a 3rd. Assassin's Creed Black Flag and Assassin's Creed Rogue I've played 2 times. Sleeping Dogs I've started a 2nd playthrough.

I'm sure I've missed a couple, but for the most part that's it for the games I've played more than one playthrough.

Ok, thought of them... the Bothers in Arms games... I've played all 3 of the main games multiple times.

My first walkthrough is usually least enjoyable because i tend to get lost very easily in games, which makes progress less satisfying and more relieving in a "thank god i got that crap over with" way. During a second or third walkthrough i can explore more (because i won't get lost) and take more risks / try new things in combat too, while the first one tends to be more focused on getting things done. I also have autism, so i naturally dislike trying new things and find repetition inherently enjoyable.

Books and movies are a different topic.
I constantly reread books and rewatch movies.