Usually if the inmate has been in for so long that either their clothes have been damaged due to age or when the inmate no longer fits them, the prison will provide some inexpensive clothing to them when they depart as they obviously cannot leave wearing prison garb. This may be a cheap suit or a T-shirt and pants. In some cases, family members or friends who will be meeting the inmates may be allowed to bring a few items of clothing for them to wear. These are of course searched thoroughly for contraband and weapons before they are given to the inmate.
Buy this shirt: Baby Yoda hug ballet shoes shirt