I had this issue when I met current gf. Used to jerk 3x every day and when we first started hanging out I couldnt really feel the sex. Would just hit for a few minutes and then go soft. Problem was that jerk grip was too tight and dick got used to that kind of pressure. I got over it by doing 3 things. 1st going atleast one night/day/night without jerking it. 2nd was having sex with her every time I got hard/as often as she was around, 3rd (which was the big discovery) was jerking off with lots of lube and an extremely light grip.
Once you get shit used to a very light touch its much more sensitive to her. The nice thing about getting used to the super light grip is that if you're a degenerate like me you can jerk it 24/7 and still feel it when inside her.
Also during sex try hitting it in positions where her legs aren't spread so she's tighter. Best imo is when she's on her side with top knee to up her chest and you straddle her lower straight leg.