Latching

Katie
Had my lil man on Thursday at 38w 3 days. However its been hard for me to get him to latch... I have to use a nipple shield because my nipple wont stay erect for him to be able to get the milk... But within the past couple days its been real tough to get him to latch... Any ideas or tricks to get me and him thru the night? He has a dr appt in the am .. Thanks ☺