A/N: There is no sexual content in this, but because of having to undress him I guess its considered Mature.
The job of an assistant.
I was a personal assistant to Jimmy Fallon at the Tonight Show, at the beginning my job role was to check and answer booking emails for people wanting to interview Jimmy, use fax machines and fax sketch ideas to the writers in their offices, notify everyone when a writers meeting was due and stuff like that, since Jimmy hurt his finger, my job role went up a few meanings, I had to help Jimmy change into his shirt, suit jacket and help with his tie.
Jimmy always wore casual clothes to work and would change into his amazing suits 20 minutes before the show. I had my own little office just down the hall from Jimmy's office when I heard my phone buzz beside me, it was Jimmy telling me he was ready to get changed.
I walked down the hall and knocked his door
"Come in" he yelled through the door, I opened slowly, smiled at Jimmy who was leaning against his desk and closed the door behind me and locked it.
"Do you have your suit ready?" I asked Jimmy looking around but not seeing any suit laying around. I guess this answers my question.
"In the closet" Jimmy pointed towards his closet at the back of the office. I nodded and walked towards it and turned around as I opened the door to the closet
"Any particular suit you want tonight?" I asked with a smile. Jimmy returned the smiled "I don't care" he said with a shrug. I let out a sigh and saw he had his grey suit with the pink tie, I smirked and grabbed that one.
I walked back towards Jimmy and placed the suit on the leather couch.
"I'll turn around as you slip out of your pants" I said, hearing Jimmy chuckle "I uh... I can't! I had a bandage change and can't grip the zip" I turned back to face him and raised an eyebrow and chuckled nervously.
I walked up to him and knelt down to help him out of his shoes, I stood back up and kept slightly awkward eye contact with Jimmy, "I'm so sorry if I accidentally touch anything..." I said sweating slightly, I felt nervous and this felt weird. Jimmy smiled down at me as I unbuttoned his jeans and unlooped his belt, keeping my fingers at a safe distance as I pulled down the zipper, Jimmy pulled his jeans down and stepped out of them. He walked towards the couch and picked up his suit pants, as much as I tried I couldn't help but notice how tight his underpants were hugging his hips. My eyes immediately looked at Jimmy when I saw him turn around and walk back to me, I felt my cheeks get hot I hope he didn't catch me! I cleared my throat and knelt back down so he step into each pant leg and pulled them up, "could you just hold them up a sec?" I asked as I buttoned and zipped him up.
Next was his shirt, I was used to this as I had helped him a few times before. I helped him unbutton his plaid shirt he was currently wearing and pushed it off his shoulders and helped him into his white shirt, I did his tie and helped him slip into his jacket then put his shoes on. Jimmy smiled at me "Thanks a lot for helping" he said while trying to fold up his clothes, I took the shirt out of his hand and folded it for him, "It's no problem, but wouldn't it have been better if you asked a male to help?" I immediately regret my question when I noticed Jimmy looked at me shocked and I began to panic "I mean I of course don't mind helping you! I just thought erm that you would have been more comfortable with a close male friend.." I wasn't sure if he hearing anything I was saying. Jimmy still didn't say anything but continued to watch me, my hands started to sweat slightly, "please don't fire me" I blinked and looked to the floor. Jimmy cleared his throat "Oh sorry! I was just thinking. You're my assistant so I felt comfortable with you helping" he said finally, with a gentle smile. I let out a sigh, smiled back and nodded.
Jimmy now had 5 minutes to go before the show, I handed him the Hashtag print outs and headed for the door to go back to my office and get back to answering emails. "Uh is there anything else you need me to do?" turning around slightly to face him, Jimmy smiled and placed his right hand in his pant pocket and rested 2 fingers from his left hand on his chin, "after the show I was wondering if you maybe wanted to go get a burger or something?" he asked curiously, "I haven't eaten most of the day" he continued
"Yeah sure, why not" I smiled "I'll see you then after the show. Have fun out there" I told him as I walked out of his office door and back down the corridor towards my own office.
