If there's anything that the completely unprompted "I kind of prefer being the hole rather than the peg" and Rose's delighted reaction to it proves, it's that Shane Hollander finally has someone to talk to about sex other than the person he's having it with. Rose's "how's jacking off?" goes on to further prove this theory.
He's still a bit awkward about it at first but Rose is always just so excited for him and never judges him and it's not like she's keeping quiet about what she gets up to so eventually Shane is literally calling her like "I finally convinced Ilya to fuck me with no prep! He probably still wouldn't have done it except for the fact that it was only like an hour since he fucked me last but it was so hot he just pushed me down on the kitchen counter, pulled down my pants, lubed up, and slid right in."
Sometimes he just needs someone to tell him that he's not being weird before he's brave enough to ask Ilya for a new thing, like when he first saw Ilya play Call of Duty with Marleau on headset and he wanted to ask if he could just stay on his knees with his cock in his mouth while he played if he promised to not move.
Rose sends him a link to a spreader bar close to Ilya's birthday and Shane loses his ever loving mind. Ilya ends up sending her 600 roses as a thank you.
