He does. And they discuss the One For All idea as well.

"Well, Young Midoriya, I see the benefit to your suggestion,"All Might's voice eventually came through the other end of the connection as Izuku was currently turned away from his harem, doing his best to ignore whatever shenanigans they came up with next. They seemed to decide they had had their fun for the time being at least though, so he was currently getting a reprieve. "And I thank you for running it by me instead of just wishing for it."

"Everything I do with Momo's powers, I do with consent in mind," Izuku sighed.

"That's a good thing. I accept the offer. Though I hope it doesn't hinge on me being successful in finding a romantic interest," All Might replied. "Just that you need me to be willing to attempt pursuing one to justify a wish to heal me by the standards of Momo's powers."

"That should do it. It will definitely be easier for you to try without those injuries, so that should satisfy the conditions," Izuku nodded. "Also, I have a question about One For All..."

"And what might that be?"

"Well, has anyone ever tried giving it back to a former user, even if only temporarily?" Izuku asked.

"...oh, I see..." All Might realized just what Izuku was getting at. "As far as I know though, no, that has never been attempted. If it is possible though..."

"We'll try it out later then?" Izuku questioned.

"...I see no reason why not," All Might agreed. Once they had hung up, Izuku turned to the girls.

"...you all bought yourselves a punishment, except Setsuna, as she's nout submissive to me," he remarked, taking a deep breath, the girls all giggling. "She'll just get a petty prank..." This only seemed to renew their giggles. He then looked at Momo. "...okay, here goes nothing... I wish that All Might's injuries were completely healed so they wouldn't get in his way while he pursues any more active relationships."

"Done!" Momo nodded, giving Izuku a soft smile as she snapped her fingers and granted the wish.

"...did it work?" Izuku asked her, not being around All Might to see the results, and Momo huffed in mock offense, lightly punching his shoulder.

"Of course it did, Master! What do you take me for?" she teased.