December 29th, 2022
The day started like any other. I woke late, having been kept up half the night by my latest guest. Said guest, Gillian Jacobs, was still fast asleep, her head on my shoulder, an arm draped across my chest. Today was Thursday, the fourth and final day of Gillian's fourth (and hopefully not final) stay at my suburban hotel. The first three days had been rife with sexual activity, as was often the case when Miss Jacobs came to visit. I doubted today would be any different and I was keen to ensure that I saw my guest off in a state of total satisfaction.
But in the meantime, there were more pressing matters to attend to. Namely my bladder, which was full to the point of bursting. Gillian and I had sunk our share of beers last night and now it felt like I had an entire six pack sloshing about in my urinary tract. I slipped out from underneath her as carefully as I could, pulled on a pair of boxers and headed for the en suite bathroom. I closed the door and made a beeline for the toilet, possibly setting a new world record for the longest leak ever taken by a human being. I washed my hands and gave my teeth a quick brush before returning to the bedroom.
Some combination of toilet flush and electric toothbrush had roused my guest from her slumber. She glanced in my direction as I entered the room, fighting off the scourge of morning breath with the mouthwash that I keep by the bed.
"Morning," I said.
"Hey," Gillian yawned, stretching her tired arms.
I knelt on the edge of the bed, leaning over her naked form and planting a kiss upon her plump set of lips.
"Sleep well?" I asked.
"Mmhmm," Gillian replied, throwing her arms around my neck. "I'm always worn out when I stay here. Wonder why that might be."
"Hmm," I grinned. "It's a mystery."
Gillian laughed and I kissed her again, for longer this time, warming up my tongue for the giving of pleasure. I threw the duvet aside and climbed on top of her, shifting down to between her thighs. I hooked my arms underneath her legs, then buried my face in between them. But as my tongue touched her clit, something happened that was unexpected. Gillian gripped a handful of hair and with a gentle tug, pulled my head out from between her legs.
"Uh uh," she said, wagging a finger like she was telling me off. "No time for that, honey. We've got somewhere to be."
Gillian
loved
getting head, especially first thing in the morning, so whatever it was, it must have been pretty important.
"We do?"
"Uh huh."
"And what might that be?"
"A girlfriend of mine is having a party. Thought you'd like to be my plus one."
My heart sank. I appreciated the invite, of course, but a choice between spending my day at a party with a bunch of people I've never met or in bed with Gillian Jacobs ain't no choice at all.
"It's supposed to be a girls' day," Gillian added. "But I'm sure they won't mind if I turn up with you on my arm."
Just girls? Well that was different. The last few days had been hard on my body, but I was sure I could find it in me to fuck a room full of women.
"Sounds fun," I said.
"Thought you might say that," Gillian grinned. "We need to be there at two, so..." She looked at the clock on the nightstand and there was a momentary pause as she reconsidered. "Actually, I think we have time."
She pushed me back between her legs and...well, you can guess that happened next.
*
It was past noon by the time we finally surfaced, and we scoffed the remains of last night's dinner for breakfast/lunch. 'Brunch' as I believe it's known. We took a shower together to save time (or at least that was the intention; seeing her naked body all covered in foam actually set us back another half hour) then threw on some clothes. I picked out a pair of chinos, a t-shirt and a sweater. Gillian wore a red top and matching skirt, covering up with a thin plaid coat. It was December, so it was cold. Well, cold for LA.
We hopped in the car and set off for the city. The roads were congested, as always, and we arrived at Gillian's friend's house nearly an hour behind schedule. Her friend's house was huge and it was abundantly clear that the host of the party was one of Gillian's fellow celebrities. I had a few ideas as to who it might have been, and sure enough the door was answered by a woman ranked prominently on my list.
"Gilly, I thought I said no guys," said Alison Brie, looking stunning in a thin white cardigan, the hem tucked into a blue pair of jeans.
Gillian played dumb and played it very well. She's not an actress for nothing, you know. "Did you?" she asked. "I thought you said I could bring a plus one?"
"Yeah, a
female
plus one. This is supposed to be a girls' day."
Gillian shrugged. "Well, I didn't know." She was very convincing. I almost believed her myself. "Anyway, it's not a party without boys."
"
Boy
is right," said Alison, scanning me with her eyes. "Where'd you find him? Kindergarten?"
It wasn't the warm welcome I'd expected and I suddenly felt very uncomfortable. Why did I let Gillian talk me into this? Though in her defence, I hadn't needed much convincing.
"Wouldn't you like to know?" Gillian grinned. "And he's twenty-four, aren't you, Tyler?"
"Yeah, and you're forty, hon'!" Alison laughed.
"So are you!" said Gillian. "Happy birthday, by the way."
Birthday? She'd brought me along to Alison Brie's 40th? This was getting more awkward by the second.
"Thanks, Gilly," said Alison. They shared a hug, then Alison turned to me. "And Tyler, was it? Sorry about that, honey. I didn't know that Gilly had found herself a toyboy. Welcome to my home."
"Err...thank you, Miss Brie. And happy birthday."
Alison laughed. "Oh, God, call me Alison. Please. I feel old enough already. But thank you, sweetie. Please, come in."
She ushered us both inside, looking me up and down again as she closed the door behind us.
"Cute one!" she said, looking across at Gillian.
"Right?" Gillian grinned. "I know how to pick 'em, huh?"
"I'll say. Drink?"
"Lead the way."
Alison took us through to the kitchen and plucked a beer from the fridge. "IPA. I picked this up just for you. Well, you and Aubrey."
Aubrey? Plaza? Gillian Jacobs. Alison Brie. Aubrey Plaza. OK, maybe I am glad I came.
"You know me too well," said Gillian, twisting off the cap and taking a swig.
"Tyler?" said Alison, offering one to me.
"Thank you, Alison."
"OK, come on through. I'll introduce you to everyone. You're a little outnumbered, so I hope you don't mind."
"I think he can handle that, can't you, Ty?" said Gillian, her lips curled up in a suggestive grin.
"Err, yeah...I'll manage," I replied, coaxing laughter from both women.
Alison led us through to the lounge, where, dotted around the various items of furniture, were four more of her celebrity guests; Anna Kendrick, Betty Gilpin, Yvonne Strahovski and Aubrey Plaza, who I already knew about.
Each had a drink in hand (beer for Anna and Aubrey, while Alison, Betty and Yvonne were halfway through a bottle of white) and I was pleased to see they were all dressed casually, like Gillian and myself. This was awkward enough already, without me being underdressed.
I hung back while Gillian said her hellos, greeting each woman with a hug and a kiss on the cheek, including Yvonne who she appeared to be meeting for the first time. She'd starred with Betty in some Amazon flick last year, so I figured she was her plus one. Then the attention turned to me.
"Who's the fox?" asked Aubrey Plaza, in that trademark monotone I'd heard so much on TV. It honestly sounded like I'd been catcalled by April Ludgate.
"This is Tyler. He's my date," said Gillian, blushing a little as her girlfriends whooped in response.
"How come you got a hot plus one? I've been stuck with her all day," Aubrey complained, pointing a thumb at Anna.
It was the first time I'd heard anyone complain about the attractiveness of Anna Kendrick, but it made everyone laugh all the same. Gillian and I took a seat, and the girls got to talking, filling one another in on what they'd been doing since they last saw each other. The conversation steered mainly towards life on film sets, so I largely remained quiet, chipping in with the odd joke or comment when one popped into my head. But my lack of speech didn't go unnoticed and as the conversation lulled, Anna kindly sought to involve me more directly.
"So, Tyler, what do you do?"
I looked at Gillian, silently asking her how she'd like me to respond. She smiled at me, which I took to mean that I answer thruthfully. I wasn't sure she'd want full disclosure, so I kept my answer simple.
"I run a hotel."
"
Run