October 20, 1944 envelope
Letter transcription:
October 20, 1944
La Forge Cottages
Touro Park West
Newport, R.I.
Oct. 20, 1944
Dear Jake,
Thanks a million for your most excellent dope. Really appreciate it.
Nothing new since I last wrote but you’ll hear from me when I get settled on my next set of orders.
Great news about the Phillipines – we’re sure moving.
Best regards,
George
©2016 copyright owned and transcribed by Deborah Sweeney
Post originally found: https://genealogylady.net/2016/03/18/a-reply-from-george-wingfield/
Genealogy Lady 
So I guess Roscoe had responded to the questions George had asked about his girlfriend.
Only wish I knew what the advice was! But I can make the assumption that George didn’t marry her.