Cassiline,
I have some recollection of 'prison preaching' too.
The years 1972-76 were, of course, when the U.S. was heavily involved in Vietnam. Many 'brothers' were in prison serving sentances for their refusal to serve or accept alternate service.
I know in our local congregation, we had many who were serving time at Millcreek, W. Va. About every six weeks, a carload of males would make the trip there to see those JW's imprisoned from our area.
I'm sure those men tried to start studies with other inmates. So it perhaps makes sense that the more 'mature' men in the congregation also 'witnessed' to any inmates who displayed interest in JW belief.
Like you, I wonder if there are any current attempts to 'witness' in prisons. Personally, I doubt it - unless a prisoner has come in contact with JW literature and specifically requests a visit.
As a side note, what is so horrid about all this now, is that so many men were imprisoned during the Vietnam era, and now should a similar draft be enforced, the young brothers' can apparently accept non-combatant alternative placement? If this is in any way true, I wonder how those young JW men who did serve time, feel about the change.
I never heard about any women accompanying the men into the prison.
Other than moms, girlfriends, biological sisters who were only having visitation with family members.