No problem at all. You'll find that us C&V'ers enjoy helping each other out just as much as we enjoy our machines.
Although I find it perfectly fine regardless which frame style you ride, I would empathetacally advocate the men's diamond frame for the extra frame stiffness. Considering the extent of riding you will be doing, you will need a more rigid frame to reduce the pedaling effort absorbed by the frame.
By all means, tow that trailer!
-Kurt
Kurt,
You're the best, thank you. Short of talking you into selling me that beautiful bike of yours, this is the next best thing.

I had already named her Emily, my Mother's name. She's really a beauty. I really appreciate you taking the time to help with the add -
I'd just like to say that I am now totally comfortable with the idea of the Ladies model. I'd prefer the Men's, of course, but I think the points of the earlier posts have a lot of merit. Important aspect is to come as close as I reasonably can to my Dad's bike.
Someone's opinion on towing a bob trailer on the vintage Raleigh?
Airwick