While held at Washington County Detention Center in Arkansas, he asked Anna Duggar for bra, panties and swimsuit photos and said he missed intimate moments.
People magazine said many messages were sent in the same month Duggar was sentenced to 151 months in federal prison for receiving and possessing child sexual abuse material.
The outlet also recently obtained texts to his parents in which Duggar criticised Jim Bob and Michelle Duggar, especially Michelle, over their handling of his arrest.
With Josh Duggar's release set for 2033, what societal and familial challenges will he face after a decade behind bars?
Who profits from the billion-dollar industry that allows inmates convicted of sex crimes to send explicit texts from prison?