Sipping on martinis and red wine, the group dug into oysters, grilled octopus filet mignon and surf and turf.
The “hobosexual” dates back to at least June 2016, when The Post reported on a homeless man who uses Tinder to find a companion and bed for the night.
“He had his arm around her throughout the dinner and they laughed a lot.” Raisman tells PEOPLE that Underwood, a free agent, drove 90 minutes back and forth to meet her for their second and third dates.
She has met Underwood’s family and will be seeing them again for the holidays.
For the rest of the week, he crashes on an air mattress in his friend Chad’s (Neil Brown Jr.) living room until he finds a new apartment.
Chad, assessing his friend’s situation, says: “Roll in on Fridays, smash all weekend, bounce out on Sunday.