Stories involving daily spankings

I believe the ‘Summertime Blues’ series by Grace Brackenridge fits in this category

Another shameless plug here, I've got a series called "The Grade Book" where a boy steals a teachers grade book to cover for a low grade, is suspended for 3 days and has to endure daily punishments from his mother and father for three days.

Well, I did write two serials, both predictably F/M in orientation, within which the same character (at different points in his life) receives daily spankings over a number of days:

"Showing Him Who's Boss"
"Here's to Good Luck!"

The second one features a teenage boy being bare-bottom paddled (mostly) for six straight days, primarily by rather athletic cheerleaders, which I must admit might be a touch unrealistic... --C.K.

I like the Jenny series very much

My (LearningBare) story Quarantined at Home part 4 contains daily and almost daily reminder spankings. The rest of the series was just released as well.

Howabout
Heinsi
Thanks, Heinsi, Jenny was my only attempt to write a serial, and it proved very difficult to make such a situation plausible and still include the kinds of details that readers love.

"Morning Stripes" by Gloup is a nice tale in this vein, although it only covers a single day in detail.

I don’t think they can be found here, but Lurking Dragon’s Melody series, the one that birthed the Rejuve Uinverse has pretty much daily spankings featured.
#4 of my Phi Gamma Beta series also has this with 4 frat boys being paddled/spanked largely every day of the week they spend in the sorority house.

Rather strange youtube video fits into this category. One girl loses a card game and is caned twice by supposedly her sister every hour over a single day. If you look at the other videos on their page it is clear they are done for fun. Most involve CP in some form. Very weird.

https://www.youtube.com/watch?v=6kUZT2cJGtA

I wrote something along those lines - can't sit for a week. Yes, I'm going to spoil the surprise that it wasn't one hard spanking but many, many spankings doled out over the week.