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I would die to have your first time
Tooru is a middle aged man who haves a very attractive wife, who he loves very much, but feels self conscious about her being more experienced and wishes he could be a better husband. That day he falls into the train rails and is reincarnated as his past self, and gets to know his wife when she was younger and virgin.
I absolutely love this manga, is completed and about 70 chapters. Is not only wanting his loved one for himself, but about what chasing after this implies, and what sacrifices is willing to make. Is filled with time jumps, often very bleak ones.