Kegel-related question- can this be possible??

So, I’ve always had good muscle strength down there. With my exes, whenever I’d start to enjoy myself and there would be some contracting and squeezing going on, they would either get pushed out or I’d hear “owww” and they’d go soft, or both! So I’ve had to be careful how I use my vagina strength lol.

Until I met the new man. He does not get hurt, hell I can’t even push him out, and believe me I’ve tried!

Since we’ve started seeing each other more regularly, I invested in a set of kegel weights and he’s challenged me to try to hurt him with my muscles. It’s made things kinda fun, he can feel my strength growing, but I still can’t budge him! He thinks my attempts are “cute”. I’ve never had someone able to handle it, so being able to let loose and enjoy myself has been amazing as well. But, I digress..

My question is this: after a year of using these weights- admittedly, not always regularly- is it possible to get strong enough to do this? Any opinions, experiences, or advice would be greatly appreciated, cause I’d love to see the look on his face! Thanks!!