A Reward From Chelsea Peretti

--September 2024--

One late September afternoon, I felt particularly done staring at my computer; each invoice for review blurred into the next. My work was suffering, and I needed to call it a day. I gazed out my office window overlooking the ocean. The sun shone bright and I'm sure it was warm outside.

I shut down my computer and stood to leave. It had been a few days since I got down to the beaches, and while the south beach is always fun with its rampant sex, I wasn't feeling the pressing need for release at the moment. Besides, the north beach, where no sexual activity was allowed, was visited by many friends and acquaintances who never went to the south beach, and they deserve my social attention too. My back ached, so I stretched my arms behind me to release some tension, my bare penis brushing against my desk.

As I entered the elevator, I received a notification from my phone. I took a brief look as the doors closed. My attention was still fuzzy and all I picked up was Keegan-Michael Key and Jordan Peele from the headline. 'Hopefully it's an announcement for a new project they're working on,' I thought, and decided to read it when I got settled at the beach.

I left the elevator at the top of the beach. It was only about half-full, so I decided to meander around and check in with guests. Kiernan Shipka lounged with a couple of friends, her pale washboard abs and pert pink nipples catching some rays. Cynthia Erivo and Ariana Grande sat crosslegged facing each other, deep in conversation, presumably about the upcoming press tour for Wicked. Just the top part of the ass crack showed from their seated position and their small breasts jiggled with every excited hand gesture. Melissa Fumero lounged in a beach chair, reading a book while her family played a few yards away. Kendall Jenner and Timothee Chalamet laid down next to each other dozing in the warm sun.

Finally, I came to a less occupied patch of the beach with only one small family a few feet from the spot I eyed. I could recognize the tattoos up her spine anywhere; this was Riley Reid (though she prefers to use her given name Ashley Mathews when not working) with her husband and child. "Ashley, do you mind if I sit over here?"

She turned to me with her charming smile and said, "Not at all, glad to see you Tim."

As I settled onto the towel I brought, I asked her, "Is your stay going well?"

She nodded. "Absolutely. Nice on occasion to be naked without cameras or gawking."

"Agreed," I said. I remembered the article I was going to look at and pulled out my phone. My jaw dropped as I read it. Turning back to Ashley, I exclaimed, "Did you see that article about Key & Peele?"

Startled, she turned to face me more directly. "What article?"

"This People article about Key and Peele not hanging out very often anymore and how sad Key is about it." I handed her my phone.

A disappointed look crossed her face as she read. "Oh that's too bad. They seemed like such great friends," she said, handing my phone back to me.

As I took my phone, an idea popped into my mind. Chelsea Peretti is married to Jordan Peele, and she could help set something up as a surprise at the resort. And Melissa Fumero might be able to help me get in touch. "I hate to be rude Ashley, but I think I can fix this and I have to go."

Ashley looked dreadfully confused as I grabbed my stuff quickly and walked determinedly back up the beach to talk to Melissa Fumero. She still sat in her beach chair, luscious thick thighs crossed with the hint of black tufts at her crotch. Her arms pressed her tits together as she held a book in her lap, light brown nipples jutting out even further.

"Melissa, could I talk to you about something?"

"Sure, Tim, what's up?" she said in a perky tone.

"Did you see the Variety article about Key & Peele?"

"Ah, that," Melissa said, putting her book down. She uncrossed her legs and leaned in. More of her black bush showed, but her thighs still met so alluringly. "Chelsea has brought that up occasionally over the last year."

My suspicions were confirmed; Chelsea Peretti had discussed how that distanced friendship affected her husband, and by extension, her. "Is Jordan as bothered by it as Keegan?"

"That's been my impression," Melissa confirmed.

A possible plan popped into my mind. "Do you think they would enjoy being here?"

Melissa snorted a brief laugh. "Definitely."

This piqued my curiosity, but it had to wait. "I'm thinking about inviting the two couples here. Would it be OK if I asked you to reach out to Chelsea to contact me?"

"Sure thing, I'll zip her a text today," Melissa said with a smile. "No guarantees, but I think she'll be down."

"Thank you, I hope it won't come across too weird," I said a bit bashfully. "I'm just a fan of all involved, and it seems like such a shame."

"Oh, trust me, she'll appreciate it," Melissa said with a knowing smirk. This intrigued me even further, but I tried to put it out of my mind. It would not be helpful to count my chickens before they hatched, so I tried to focus on unwinding on this beautiful afternoon. Melissa returned to reading her book, and I pulled out mine. She casually brushed my thigh with her foot as we read next to each other, whiling away the afternoon.

That evening, I had an email from Chelsea Peretti waiting for me. Melissa brought up the article, so Chelsea had a good idea what I wanted to talk about and asked to do a call ASAP. I considered what I would offer, then started a video call. She answered after only a couple rings.

I kept my cool, but I was dreadfully nervous. Not only was I letting my personal feelings about Key & Peele sway decisions affecting my business, but I've also always had the hots for Chelsea Peretti since the start of Brooklyn 99. It's absurd she isn't talked about the same way as Melissa Fumero and Stephanie Beatriz in terms of hotness. Her tits and ass are amazing, and I found her unique face incredibly alluring. Her wide smile and aquiline nose draw my attention like no other. Maybe I just have a thing for prominent noses.

"So Melissa mentioned the article, and you have a way to address it?" Chelsea said before I could start. I shouldn't have been surprised; her personality is very forward and commanding, but I was still thrown off-kilter. Seeing her cleavage peaking from the robe she wore wasn't helping the matter.

"Yeah," I stammered out, before recollecting my composure. She smirked at my nervousness as I cleared my throat. "I've been a big fan of Key & Peele since they were on the air, and I thought it a shame that two close friends have drifted apart. I'm sure Jordan saw it?"

Chelsea grimaced. "Yeah, he did. A bit perturbed at that being aired in the open, but does feel the same way."

"Well, I'd like to offer a place to come to to try and rekindle that friendship and patch any feelings this article brought up," I offered. Chelsea started to say something, but I cut her off and continued, "I know time, money, and distance are a concern, particularly for Keegan and his wife. But if there is interest, I would call in a favour to get Keegan out here for no charge, and I would also send a car to drive you up to the resort from LA."

Chelsea had cocked an eyebrow at me stopping her interruption, a small smile indicating her estimation of me had changed. "That all sounds very generous, but what do you get out of it?"

I sat silently for a moment before answering, "Nothing financially. I could make an argument that I'll win you over to become repeat clients, but that's just a rationalization. It's personal, and their performing duo meant a lot to me. They made a joke near the end of their show about which one would be Simon and which Garfunkel, and while it was funny, I'd hate to see the real life animosity and tension of those two develop between Jordan and Keegan. Maybe I'm projecting too much onto it, but that's how I feel."

Chelsea nodded. "I like that answer. Glad you didn't give me some salesman bullshit. As for your resort, Melissa gave me a brief rundown about the place, along with the rumours and gossip I've heard elsewhere."

"Only good things, I hope?"

"Definitely, and I do find the concept intriguing. I see that you're shirtless right now. Are you naked?" Chelsea prodded playfully.

"I am." It was not unusual for clients to flirt, or even to get overtly sexual in these meetings, and I certainly hoped that was the direction this was going.

"See, one of the rumours is that nudity is required," Chelsea said, her register dropping into a huskier tone as her fingers played at the edge of her robe.

"Not at all, though it is certainly encouraged," I answered, playing coy with her.

"Is this some kind of swingers' resort?" Chelsea inquired as she shifted in her seat, her robe pressing into her tits gently as her cleavage became more prominent.

"The resort is family friendly, though there are areas where sexual activity is permissible. Sometimes it is not with one's own partner, but it is not the inherent purpose," I said, leaning onto the arm of my chair. "Being in the sun and around others in a barer way, emotionally and physically, is what's important here. Sex is part of that, but not the totality. It's far more important that you relax in whatever way seems most comfortable."

"Well, Jordan and I are amenable to being in the buff around others, and I know Keegan has dabbled, but I'm not sure about his wife. How about I reach out to her and see if they'd be interested. Let's see if we can keep it a surprise from Jordan and Keegan." The thought of setting up a fun surprise thrilled me. "Now, before I go, could I ask a favour of you?" I nodded. "If we don't get to make it, I would like to have a little social nudity with someone other than my husband, even if it's through a camera. It's been a while, and it would scratch an itch. You certainly seem to appreciate that aspect." She glanced up and down my exposed torso.

"Of course," I beamed. "It really heightens social contact."

"Could I see all of you in frame? It would capture the feeling more." I adjusted my camera and scooted my chair back till my entire seated form was in frame. My cock lay against my thigh as I turned back towards the camera. Chelsea nodded approvingly. "Not bad." She stood up and similarly adjusted her camera and chair. Once in position, she threw off her robe and sat down.

Chelsea Peretti was as lovely as I'd imagined. She was a little thicker around the middle than she used to be, but it suited her voluptuous frame well. Her large tits drooped a bit, but they still looked remarkable. I caught a hint of brown pubes as she crossed her legs, hands upon her knee. "This is much better," I said.

"Agreed," she laughed. Already her shoulders looked more relaxed than before, and we proceeded to engage in half an hour of chatty banter. We talked about her career post-Brooklyn 99, particularly getting into directing. She asked more about the resort and how I came to start it, leaning in curiously when I mentioned Carice van Houten, a huge part of the inspiration. Her tits swayed hypnotically and I struggled to maintain eye contact. I tried to beat around the bush about the hookup, but Chelsea pressed me on it. She laughed her magnificent laugh that turned me on so much as I got flustered, causing my cock to stir slightly. This did not escape her notice, but she didn't draw attention to it. When we wrapped up, she spread her legs to stand up, but took her time doing so, continuing farewell pleasantries while I got a good look at her protruding labia.

We finally ended our conversation, and I noticed I was approaching full mast. I'm glad Chelsea didn't make a big deal of it, but I was still shocked. It had been ages since I'd become erect during a normal conversation. Sure she'd prodded me about Carice a bit, but we didn't go into excruciating detail. Something about the focus in Chelsea's eyes, though she played coy with not staring directly, the way she held her body; aware of all her curves and her confidence in them. The nudity seemed unfamiliar for a matter of seconds, but the comfort in it came like riding a bike. On top of that, she doesn't show off her body much in her work, so I felt a rush getting to see something most hadn't.

I immediately called my girlfriend, Ann. She understood immediately and told me to drop by her place a few stories down. Ann even had a highlight reel of Chelsea Peretti pulled up on her TV to play while I fucked her on the couch. What a keeper she was!

--A Week Later--

Chelsea got back to me the day after my fuck-fest with Ann with word that Elle Key, Keegan-Michael Key's wife, was interested as well, and that this should be planned as a surprise for Keegan and Jordan. The three of us hopped on a conference call and made a plan, fast tracking it for the following weekend. Elle brought Keegan out to the coast on the pretense of meeting another producer who was interested in one of his projects (which is true, I was planning on investing), and Chelsea got Jordan out of the house as a break from writing his newest script. My part involved clearing out a suite for the couples and setting up a meeting spot for their reunion.

I grabbed a table at one of the resort restaurants, a bistro by the main entrance. Keegan and Elle were set to meet me at 12:30 and Chelsea would come in with Jordan closer to 1. It was dreadfully amusing to see Keegan coming in confused at all the nudity, bags in hand, while his wife pretended not to notice. I stood up to shake his hand when they approached, causing him to become even more flustered and disoriented. He eventually got his bearings while we discussed a passion project of his. There was even some joking about his experience with casual nudity for laughs with Riki Lindhome in Hell Baby.

At about this time I received a text from Chelsea saying they were walking in the door. I pivoted the conversation to create a segue. "Keegan, I'm definitely in, and I didn't need much convincing. Would you be interested in meeting another potential backer? One of the guests overheard me on the phone with Elle and was curious."

Keegan shrugged, "Sure, couldn't hurt to have more funding."

Chelsea and Jordan came around the corner, Jordan looking as bewildered as Keegan did. "Ah, here he is," I said, waving them over. Chelsea steered Jordan over towards us as Keegan turned around to see who it was. A moment of stunned silence hung in the air before Keegan leaped out of his chair and wrapped Jordan up in a giant bear hug. Jordan's stunned expression turned to sheer joy as they embraced, vocalizing his elation at seeing his friend again.

Chelsea came and sat down next to me and Elle, eyes watering as she gazed at the long awaited reunion. "He really needed this," she said. Elle nodded in agreement. After brushing away tears of joy, Chelsea turned to me, glancing down my exposed torso, and offered a hand. "Good to meet you in person."

I waved her hand away and stood up for a hug. She hesitated for a moment as my dick came level to her face, then she smiled as she stood up and returned my hug. As superior as nude hugging is, I still enjoyed the perverse pleasure in embracing someone when I was naked and they were clothed.

She chuckled, a bit embarrassed. "I think we'd better get our stuff to the suite," Chelsea said, breaking our embrace. Elle grabbed Keegan's bags and walked towards the two friends, who were still yammering excitedly at each other. After Elle was out of earshot, Chelsea gazed into my eyes and said in a low voice, "You deserve a reward for this. I'll stop by later to give it to you." She turned away, her hand brushing against the head of my penis. I struggled to maintain my composure as she walked away, her magnificent ass swaying rhythmically. Thankfully I would get to see it in its full bare glory soon enough.

--Later That Night--

The afternoon rolled by as I distractedly worked on some spreadsheets, consumed by what Chelsea Peretti could have in mind for me. I whiled the time away in the evening by trying to read or watch a show, but I couldn't focus on much, distracted by my increasing horniness. Just when I was ready to give up, I heard a knock at my office door, which I'd closed and locked a few hours prior. My cock twitched in anticipation of Chelsea's presumed arrival.

I answered the door to see Chelsea standing before me, not a stitch of clothing on. Her soft curves looked so inviting, and I was already so riled up, I was tempted to grab her then and there."Mind if I come in?" Chelsea said in a sultry voice. I stood aside for her to enter, my cock continuing to twitch, which did not escape her notice. For the first time, I got a look at her bare ass, large but with a fantastic shape, befitting her wide hips. It was everything I'd hoped, particularly as it swayed when she walked.

I followed her into my living room, lit with a warm yellow light, but not too bright. She sat on my sofa, legs crossed purposefully as she motioned for me to sit next to her. As I sat down, she lifted her legs to lay across my lap, forcing her to turn to face me more directly. I absentmindedly ran my hands across her legs as we talked. We were both cognizant that my stiffening cock rested against her left leg.

"I came to thank you again for what you did for all of us," Chelsea said.

"It was my pleasure," I answered.

"Will be yet," she replied. My cock twitched at this. Her eyes darted briefly to it. "You seem to suspect why I'm here."

"I don't want to be presumptuous, but I know what I'd like it to be."

"Let me dispel any haziness," Chelsea purred as she rested a hand on my dick. "It seems that you have an openness to non-monogamy in your personal life as well as your professional one."

I moaned slightly as I fully stiffened into her warm hand. "I sure do."

"In our previous conversation, I got the sense you have a bit of a thing for me," she teased as she squeezed my cock.

"I always thought you were the hottest one in Brooklyn Nine-Nine," I blurted as a drop of pre-cum beaded on the head of my dick.

She laughed her beautiful dry laugh as she pumped her hand up and down my cock a couple times. "A rare opinion! Always had a thing for loud Jewish women with prominent noses?"

"Three traits that go well together," I quipped.

She grinned widely. Her hand left my cock briefly as she brought it to her mouth, licking it slowly as she stared into my eyes. Freshly wet, she returned her hand to my dick, pumping it with less resistance. "What do you find most attractive about me?" she pressed.

I groaned in pleasure as I considered for a moment. "Those amazing tits, for one. That black dress from the Variety event? Mind blowing, and I'm more of an ass man." She licked her lips slowly as she gazed at me, her large breasts jiggling from her hand running up and down my cock. "Obviously your ass is incredible too, I loved it when you wore tight pants." Her pace increased as she rubbed my cock head to spread my pre-cum as extra lubricant. "But ultimately, it is your face. Your eyes are stunning, your smile winning, and I truly love that nose," I gasped as I approached orgasm.

Her breathing grew more rapid as she jacked me off. My body began to tense as I came close to cumming, but she stopped right before I climaxed. I lurched forward a bit as that momentum was terminated. As my breathing slowed, she finally said, "A handjob is fun, but I think you've earned more. I appreciate a man who really finds me alluring. I know I'm not to everyone's taste."

"They don't know what they're missing," I said, still a little out of breath.

Chelsea laughed again. "And that's the attitude I dig. So," she said, removing her legs from my lap, "take me to your bed. Should be comfier."

I stood up and led her to my bedroom. She looked around the room, eyes settling on the digital frame at my bedside. A picture of Ann and my first time was up, her pale legs against my shoulders as we stared deeply into each other's eyes, sheer ecstasy on her face. It was a favourite of mine.