The 47-year-old entertainer was spotted leaving Madeo restaurant with the 41-year-old retired baseball player on Saturday night (March 25) in West Hollywood, Calif.
This is just one of many dates they’ve been on recently.
“All his friends can tell he really likes J.Lo [but] in the beginning they thought this may just be a fling,” a source told E! News. “Friends are slowly thinking this may actually be a great match. He calls J.Lo his ‘lady’. He would wife her up in a heartbeat…she is different than other people he’s dated.”