Dear Laura Kelson
Please see the following website. Page 2 has a picture and description of the Charles B. Penrose: https://media.defense.gov/2017/Dec/14/2001856506/-1/-1/0/FLYNN_SMALL_CUTTERS_WPBS.PDF
The "official" photograph of an individual is not considered to be permanent federal records by the respective military services and is not retained in a separate collection by the service. If the photograph you are seeking still exists, it will most likely be found in the individual's Official Military Personnel File (OMPF). However, there is no guarantee the photograph will be present. We suggest that you request a copy of his Official Military Personnel File (OMPF). OMPFs and medical records of enlisted men of the U.S. Navy who were separated from the service after 1885 and before 1959 are located at NARA's National Personnel Records Center (NPRC), (Military Personnel Records), 1 Archives Drive, St. Louis, MO 63138-1002. To request these records, please mail a completed GSA Standard Form 180 to NPRC. Veterans and their next of kin also may use eVetRecs to request records. See eVetRecs Help for instructions. For more information see Official Military Personnel Files (OMPF), Archival Records Requests.
We hope this information is helpful. Best of luck with your family research!