This is long as fuck, you should just turn back now.
Context:
I work at a restaurant in Hollywood a few nights a week. It's the type of place where the first requirement for working the front of the house is being young and attractive (or at least interesting looking) and in the back of the house, the ability to speak English is merely a bonus. As I'm certain is the case with any sit down eatery in this town, we have a number of celebrities who drop in regularly. One of our regulars is a big, big TV star with multiple shows in syndication. This guy is a serious GGG, so that's what I will call him for the sake of this story and his privacy. GGG tips servers $100 each time he comes in, which is usually at least five times a week, and sometimes twice in a day, and on Christmas day he left a $2,000 tip to be distributed among all of us who were working. Real stand up guy.
Last week it was announced that GGG was going to rent out the restaurant for a night and throw a private party for our staff and some of his friends, open bar, catered, and fully paid for. Each staff member is allowed to bring a guest, so there's a good chance the waitresses will bring some good looking friends to add to the selection. This is going to be awesome.
The Party:
My roommate works at the restaurant with me, and another friend of mine is dating one of the waitresses, so we decided to meet at our place and pre-game a bit. I invited another waitress who I've gone out with a handful of times and slept with thrice to join us and to be my date to the party. She understands completely that we have no expectation of monogamy, or even to go home with each other at the end of the night, so I thought she made a perfect date. She's gorgeous, but I wasn't certain she would be my target by the end of the night. She's 5'10" so let's call her "Tall".
Everyone meets at my house around 9, we have some drinks, roll a couple joints for later, blah blah blah. Tall says my shirt makes me look too skinny, so I let her pick one out that she likes, but only under the agreement that she would iron it if I felt it was necessary. She picks out a shirt, I make her iron it, and we are off to the ball.
We arrive, and our little diner has taken on the look of a mini red carpet event. The windows have all been blacked out, there is an improvised outdoor patio area that had been constructed earlier that day, and a few brawny security types in black suits at the door. We walk in, say our hellos, and settle in.
There is an empty booth adjacent to a booth where a couple of my friends (a m/f couple and a waitress with her female guest who I shall call "Blonde") were eating and chatting. My group fills in the empty booth, but I am instantly attracted to Blonde so I sit in the booth with her group. Waitress (who I think wants me) introduces me to her friend, and I steal some sweet potato fries off of her plate. Everyone is smiling and having a good time. I am leaning back and forth between the booth I'm sitting in, and the booth behind me, trying to stay involved in both conversations.
I noticed that Waitress is giving Blonde a little synopsis on each person that walks in (oh that's JR he's an actor he's so nice, that's Sara she's a yoga instructor...) and I smile at the thought of what I imagine she said about me.
I excuse myself and navigate my way to the back of the restaurant, where they have cleared some tables and set up a DJ and dance floor. Except, no one is on the dance floor. I go out dancing basically every weekend, though I wouldn't consider myself a good dancer, I am quite comfortable dancing in public. I go to round up some more dancers, including Tall, Waitress, and Blonde. The DJ is playing mostly 90s rap, so it's pretty hokey and quite easy to dance to without appearing like you take yourself too seriously. More people joined us and the dance party was on for the rest of the night.
A waitress who is a bit of a nut job arrived a bit later, and she has a gorgeous brunette with her. I say hi to NutJob and give her a hug, she introduces me to Brunette and we exchange formalities. I held her hand an extra half-second when I shook it, a move I like to pull when meeting a mutual acquaintance that I am attracted to, and went back to dancing.
We danced, we drank, we mingled. I met more people, shook hands with celebrities, shot the shit with GGG, and went on merrymaking. I have Tall, Blonde, and Brunette to choose from, and I'm not certain which route to take. I have the feeling that Tall is a guarantee, provided that I want her, so I decide to try my chances with the others. I spot Blonde outside having a cigarette, and thought it to be perfect timing to make my move.
I stepped outside and opened her with something without substance (there you are! or the like) and noticed she was quite receptive to my presence. She says "aren't you here with that model from New York?" (did I mention that Tall is a model that used to live in NYC?) Since she wasn't aware of the nature of Tall and I's relationship, I decided to play it up a bit. I said "Yes, I am. It would be scandalous of me to get your phone number when I'm here with her, wouldn't it?" She agreed that it would be wrong, but she was smiling ear-to-ear. I pulled out my phone and she began to dictate her number. "Quietly!" I said, and she made fun of me for having the touch tones turned up on my phone. "First time?" she asked cheekily. I gave her a smirk, put my phone in my pocket and walked back in to the party.
More dancing, more drinking, more socializing. Tall has been chatting with GGG for close to an hour, and I begin to wonder if he isn't trying to take her home. Not that I'm concerned, he's rich and famous, I'm a master of my craft; game on. I go over to where they are and start pulling people from their seats to come dance with me and the rest of the group. GGG is a little reluctant, until he sees that Tall is on board, and I bring them and a few others back to the dance floor. Here I am, a measly restaurant employee, and I'm leading a HUGE star in a social setting. Feels good man.
I noticed Brunette and one of my friends were talking one-on-one, and thought it was a good chance to wing him. I came in, told some stories that made him seem cool, and flirted with her. I asked what her plans were for Valentine's Day, and she replied that she had none. I said "what a coincidence! He doesn't have any plans either. You guys can figure it out, I'm going to walk away" and ejected. He ended up getting her number, kissing her, and making plans for the next day. Success!
The night is now winding down, if GGG was interested in Tall, he has now given up and is leaving for the night. After a round of goodbyes, we made for the door. I'm hugging everyone on the way out, when NutJob appears in front of me. I give her a hug and a kiss on the cheek, when she pulls back and goes in for a full make out, all while Tall stands beside me and watches. I was caught off guard, but the fuck it was strong at this point, and I went with it. When I pulled back, there was a small round of applause and a bunch of laughter. Tall was laughing and didn't seem upset at all.
A short cab ride home and Tall and I were back in my bedroom, where we fucked before passing out. We woke up, went to the grocery store, made breakfast, and fucked again before I went to work.
A number, a kiss, and a fuck. Three girls, one night.
Happy Valentine's Day.
[–]FecklessPhilanderer 3 points4 points5 points (0 children) | Copy Link
[–]shakagnar1 point [recovered] | Copy Link