Bf says he can’t feel me milking him

Been trying to increase the intensity of sessions by squeezing bf’s dick when he’s topping me. As someone recommended in another post, I’ve been just randomly squeeze at all points during sex (both at in and out stokes). Feels good for me. However, he tells me that doesn’t really feel a difference. All that hard work for nothing?!?

I’m pretty tight already (need to warm up w buttplug beforehand most days).. do i need to do more kegels to increase strength of my muscles? Modify my technique? Or tell him to fix his tight grip when he masturbates?

Anyone ever had tops who say they can’t feel when u grip their dick? Any tips?