Yes it will. try placing a sheet of newspaper between leather and sewing machine surface. you can sew right through the newspaper then just tear it free. This will allow the leather to slide easily across the sewing machine surface. Also make sure the surface area is clean and free of glue or other sticky stuff. You can use silicone spray but make sure you wipe off the access as it could stain the leather.
Heres a little cheater for ya... use double sided tape like this Miami Corp: distributor of trim products to the auto, marine and upholstery trades.
Apply it to the selvage edge to hold both pieces together. This works really good if you are making waterproof seams with canvas.
The attached photo is a seat I did for a 59 Ford Galaxy. Its the first seat I had reupholstered in almost 16 yrs.