I wonder how many and what breed hens the OP has.
I get the impression they want him to breed the hens, not eat him or keep him in jail.
Keeping a cockerel in a dog crate for a couple months is no way to enhance quality of life for him or even the other birds.
Plymouth Rocks are one of the fastest maturing breeds (after Jaerhons) at from 12-16 weeks so he is nearing sexual maturity. That fast maturing trait is likely why White Rocks won out in the race to find a meaty fast maturing cross by pairing with White Cornish to develop the Cornish X Rock to dominate the broiler industry.
Since he grew up with adult hens it may take him a bit longer to assume a dominant breeding position. I wouldn't be in too big of a hurry though. If they are running together, he'll mate in his own time. 20 weeks would be a good age for best fertility.
If you have a sufficient number of hens, saddles should be unnecessary.
I'm not sure why people tend to anthropomorphize livestock and pets.
Ascribing human traits, like being sweet or mean to the girls is unrealistic.
Give the chickens fresh air, food, water, space to forage and let them be chickens, they will mate in their own time, be it what may seem to humans as aggressive or passive as they will.
https://protecttheharvest.com/news/anthropomorphism-greatest-threat-animal-welfare/