transfem Chris but Silena basically forcefemmed him under the guise of wingmanning and helping him get with Clarisse (Silena is already dating Clarisse and has masterminded a plan to get herself a subby femme gf as well as a big beefy butch gf)
Chris keeps asking Silena for advice and Silena just keeps telling him that Clarisse is generally more into girls than guy, she likes a feminine person, but that doesn't necessarily disqualify Chris. Silena starts teaching Chris how to dress more femininely, how to do his make-up, how to style his hair etc. and then moves on to helping him flirt with Clarisse in a demure and feminine way.
When it seems like it's starting to work, Silena starts coaching Chris on what to do when he is with Clarisse. She likes to top during sex, so Chris will need to start learning how to prep his hole. They can also lock his dick away, seeing as he won't be needing it. Silena records videos of Chris riding dildos with his caged dick bouncing so they can review his technique (and send it to Clarisse) later. Soon, Silena is holding Chris legs back and making out with Clarisse as Clarisse ploughs their mutual gf's prostate with her strap.