Our story begins with a very bored 23 year old, stuck at home thanks to health concerns. Alex, our protaganist liked video games, anime and was generally happy spending time indoors. However, since he met his fiance in highschool, she's always been in his life but they could only communicate through various messaging means.
Speaking of, his phone began to ring, signaling a video call from Amber, his significant other, and he eagerly jumped up and grabbed it, glad to have her on the phone to ask why she sent him a massive box of makeup in the mail...
"Heya babe! Oh you got it!" Her blue eyes locked onto the box sat next to him, her scarlet hair twisting as she snapped her head to it. "Here's what I wanna do. I want you to put on some of the lipstick. Any of them." There were a variety of colours from black to bubblegum to deep reds and blues.
Alex, usually up for fucking about and pretty confident in his masculinity, just shrugged but before he selected, he asked the all important question: "Why?"
Amber went as red as her hair for a while, before she spoke, "I promised you a surprise for your birthday and, although you'll need to wait until airports are open again, one of my friends is up for a threesome. Problem is, she's very gay and seeing a guy's face would be a huge turnoff, since she can pretend your cock is a strap on. Her words, BTW. We came up with a solution though. If we can get you made up enough to pass for a woman from the neck up, she'll give us the okay."
Okay, Alex was totally onboard now. Not only did he get a threesome, he had a project to kill time with. After all, without Amber here in person, he'd have to do the make up himself and that'd take practice. Probably.
"Sounds good, though why lipstick first?"
She held up a piece of paper, "Sage, that's her name, gave me a list in order from easiest to hardest. This is her kit, after all.
"Ohh... orange..." His favorite colour was a shade among the lipsticks and it was his first pick but with the amount of options, it was difficult to be sure.