Chapter Text
Robby brought the brush away from his eye and stared at his own handiwork in the hand held mirror. Well handiwork was giving him too much credit. It was a hot mess.
See for as long as he can remember he has felt this drawn towards feminine things. At first he just assumed that it was just when he was seeing girls wearing it but come 16 he realized he was attracted to men so that thought went straight out the window.
So he pushed down these shameful thoughts and moved on. Then he met Jack and knew he could never let his lover know of his secret. It's not that he thought his husband would stop loving him but the twist of guilt he felt for even having these thoughts always stopped him from revealing the truth.
Sure he would occasionally stare a bit too long at the women's section but that was no one's business but his. And he was fine, totally fine with everything… until Dennis Whitaker.
Robby was taken by the young doctor immediately. He found himself touching him more, probably more than he should have. But this was just another one of these feelings that he needed to push down. Until Jack went and ruined that (ruined? No fixed.)
He invited Dennis into their bed and by the grace of god he agreed. Then one time became two, then four and then before he knew it they were suddenly all dating and robby couldn't be happier.
That is until one night Him and Jack came home after an event for the hospital and Dennis sitting on their shared bed in nothing but dark blue panties and matching garter belt.
He felt like a train hit him, he stood frozen in the door. Jack didn't seem to have that problem, simply pushing past robby towards the bed. Letting out this smooth whistle.
“Well look what we have here.” He said sitting down next to the little vixen. “Did you get all dressed up just for us?”
Jacks hands slid across the pale body in front of him, groping and squeezed and he went.
A blush went across Whitaker's face, but he wasn't shy, no, he was confident and beautiful. Everything robby wished he could be.
“Yes daddy, do you like it?” he wasn't really asking because he already knew the answer.
“of course I do,” Jack said while nipping along the younger mans jaw, his eyes looked up to meet Robby's, “look at that puppy he's so mesmerized by you he can't even move.”
That's not it. But before he could even process that thought Dennis turned to look at him.
Makeup, he was wearing makeup. It was subtle but it was there. And oh god did he look gorgeous.
“Do you like it micheal, i got it in your favorite color.” Dennis asked with wide innocent looking eyes.
Robby couldn't talk even if he wanted to so he nodded dumbly and he was lying he really did like it. Dennis looked beautiful.
“Don't just stand there, our pretty boy gave us such a nice gift it would be a shame for me to have to unwrap it by myself.” Jack said while never taking his hands off Whitaker
It was like he was moving on autopilot, making his way across the room and sitting behind Dennis on the bed, caging him in between himself and Jack. With shaky hands he finally allowed himself to touch the soft fabric. His breath hitched soft.
“I think he likes it puppy.” Jack cooed almost mocking but Robby wasn't paying attention. He was too caught up in this feeling of want.
With a quick head shake he once again pushed that feeling down and focused on the young man in front of him.
And that's how it started. Dennis brought more and more things, started with lingerie, and makeup. Then one day he was walking around in a skirt that just about brought robby to his knees.
Every time he brought in a new feminine item robby would force past the feelings of guilt that he felt. Guilt for wanting it.
That was until one day he decided to try it and get it out of his system. He would see how silly it was to want this and move on with his life.
So that's how he got here. Sitting alone on his bed in old boxers and a band T, using Whitakers make up. Jack took Whitaker out for the night, a gala for the hospital. Robby had told them that he wasn't feeling well and to have fun without him. He felt bad for lying but he knew he needed to do this tonight or he never would.
He looked down at the mirror in his hand and saw and old man with too many wrinkles, wearing makeup that looked like it was applied in the dark. He should have felt disgusted seeing himself this way or even find it laughable that he thought it would look good. But instead he couldn't help but feel somewhat right.
His sighed dropping the mirror on to the bed well that was a failed experiment he thought
“Well well well, what's going on in here.”