Have the girl hide in the bathroom and take the tray from the server in the hallway.
I learned the hard way.
I had been seeing this SB regularly since August. Our first 3 dates were for dinner, partly due to her being on her period on the 3rd date. We drank wine during these dinners, and the servers checked her ID at the restaurants.
And at this point in November, this was probably our 5th time at this particular hotel. My SB and I had a routine where we'd lay out candles, romantic lights, and I think I had also brought her flowers... I usually would bring her flowers. We were still dressed, but hungry (usually we'd fuck for a couple hours before ordering a late delivery service), so this time we just decided to make out until the food arrived.
When the room service woman arrived, she immediately handed me the check and she made her way into the room with the tray, seeing my 22-year old SB (who dressed young and looked even younger). On her way out, the server gave me a scorned look. I even tipped her pretty decent, but I guess she wasn't impressed. I'm 58. I was sure she imagined I was a dirty old man, and she was right. Oh well.
The SB and I undressed, lit the candles, started the music, and ate naked... she likes to eat naked on the bed... what a sight... anyway, we ate, fucked for about an our, and were basking in the glow when there was a stern knock at the door. I was thinking it was room service to pick up the tray, though that had never happened. Running to the peep hole revealed two men in uniform. I grabbed a robe and she went to grab hers (God Bless Doubletrees) and asked her to grab her ID...
I opened the door to two officers, "We had an anonymous report of a possible under-aged girl."
So a little apologetic small talk after reviewing her ID they were on their way... No harm, but it's a scenario I don't really want to repeat. Next time I blocked the door, signed the check, and grabbed the tray in the hall.