Use Lucy to prepare him first

You call Lucy over, and she kneels behind Josh. You stand over them both, and spread Josh's ass cheeks apart. Lucy knows exactly what to do. She bends forwards, placing her mouth on Josh's asshole, and begins to lick it. You see her tongue dart in and out, stretching Josh's hole for you.

After a while, you present your cock to Lucy, and she sucks that too. Then, you line yourself up with Josh's hole, and press inside. Lucy lies between your legs, licking your cock whenever you pull it out. Josh moans loudly each time you thrust deep inside him, and his hole squeezes you cock as he does.

Finally, you pull out of Josh's hole, and soon cum on his ass. Some of your cum lands on Lucy, and she laps it up eagerly.