Starring : Kelli Berglund, Dove Cameron, Debby Ryan, Paris Berelc, Olivia Holt, Kira Kosarin, Miranda Cosgrove, Veronica Merrell, Vanessa Merrell.
I am a senior account executive at one of the larger money management firms in Los Angeles. I live a great life managing the finances for some big shots out here in Los Angeles. I don’t manage any celebrities, I manage studio execs, restaurant owners, and those kinds of people. Although I’m closer to midlife than I am a college graduate, I am still single and my taste in women runs more towards the younger side of that scale. It’s pretty safe to say that I am the known poon hound in the office, though I don’t let it affect my work. I’ve banged a fair number of secretaries, and I love hooking up with the interns. In the words of Matthew McConaughey, I love interns because “I get older, they stay the same age.” I also have enough sway in the company to make sure that if there is a conference that I and some of the younger junior accounts people have to go to, I make sure that at least one or two of the hotter ones get to go (which when you are pretty much talking about female money managers there may only be on or two good looking ones). It was at one of those conferences that I got to know Derek. He was one of the junior accounts managers who was with me at a conference in Las Vegas.
It was our second night in Vegas, and Derek and I were sitting at a bar in the Aria after having a company dinner across the street at Gordon Ramsay Burger. While we were drinking, he told me how he had overheard Mandy telling Jenny that she hoped to hook up with me again on this trip (we’d hooked up previously after the office Christmas party). I told Derek how that was the main reason I made sure she on the trip. Mandy was a pretty girl but dressed very conservatively and had a pretty quiet demeanor. I informed him how looks can be deceiving and under those pantsuits she liked was a killer body and the girl was a freak in the bedroom. Let him know that him if he ever gets a chance with her, he should take it. He then asked if there was anyone else it the office I’d recommend and I told him about one or two of the secretaries and also about an intern from UCLA who had just started working for us. He asked me what my trick was for getting younger women and I told him one of my ways, was just being pretty rich. Most of their girls in their 20’s don’t have guys in their lives who can take them out to super upscale places like I can. You combine that with my just natural ability to read people and it’s not too hard to get them to fall for you, at least for one night.
I then asked him how he does with the ladies, he was a good-looking guy so I figured he must do alright. He said though he was single he was more than content with how he does. I asked him if he’d hooked up with anyone at the office I knew, and he told me that he had not with anyone from work. When I asked him how he usually meets women and he told me how he grew up hanging around the Disney Channel sets and interned for them before getting his MBA and joining our company a few years ago. During that time he had gotten to know a number of the Disney and Nickelodeon actresses fairly intimately. Being naturally curious I had to ask who and he proceeded to list off names like Selena Gomez, Vanessa Hudgens, Ashley Tisdale, Victoria Justice, Elizabeth Gilles, Debby Ryan, Ariana Grande, and Demi Lovato. He then mentioned how he still hangs out with some of them and how through them he has met the newer crop of hot Disney/Nick starlets like Kelli Berglund, Dove Cameron, Paris Berelc, Olivia Holt, Bella Thorne, Peyton List, and Kira Kosarin. He told me how he still hooks up somewhat regularly with some of them and also now manages their money. I called bull shit because the story seemed unbelievable. I didn’t know who some the younger actresses were, but I sure as hell knew who Selena Gomez, Vanessa Hudgens and Victoria Justice were. He stuck to his story no matter how many times the remainder of the conference trip I questioned him or called bullshit on his story. I just could not believe that while I was trolling for office poon, this kid who worked under me was banging Hollywood starlets left and right. It wasn’t until we got back to the office that I thought he might not fully be lying. Since I was kind of his boss I had access to see the names of his clients, and sure enough, I saw names like Victoria Justice, Kira Kosarin, Paris Berelc, Olivia Holt, Kelli Berglund, and Dove Cameron show up.
Derek and I started to talk and hang out more and more both at work and after for the next month or so. While at a happy hour one Friday he invited me over to a small pool party at his house that he was hosting. I was hesitant to go at first and asked if anyone else from the office was going and he said no. He said it was going to be him, two of his friends and a bunch of girls he knew. It was when he told me that the women were Kira, Kelli, Paris, Liv and then several others, that I decided to go. So, the next day I dressed up nicely but casually, with a nice shirt, a pair of my favorite Jordan’s, and a bathing suit that looked nice but had no inner lining and clung to me just right when I got out of the water.
Driving out to his place I realized as I got close that he either came from money for was making more money on the side from somewhere else because there was no way he could afford a house in the neighborhood I was driving through off the money our company paid him. Heck, I’d could not even be able to afford to live in some of the houses I was driving past. When I finally arrived, I could not believe the size of his place, it was pretty big. I grew up in the upper-middle-class and you could fit my parents’ house inside of his no question. Ringing the doorbell, Derek greeted me, wearing just a bathing suit and flip flops. Leading me through his house, he gave me a quick tour as we made our way out to the pool. I had purposely arrived later than he had told me to come just so most people would be there by the time I arrive. His pool was very large and had a hot tub that looked like it could easily fit a dozen people in it, but the most impressive part of this pool was that it was basically in like a greenhouse area. The roof and 3 of the walls were nothing but large segmented windows, many of which were retracted, converting his indoor pool into an outdoor space able to enjoy beautiful SoCal days like today. I was soon introduced to some of the people who were there. First was his friend Michael, then, Kira Kosarin Kelli Berglund, Paris Bereic, and Olivia Holt. All four women were extremely beautiful, but the one that caught my attention the most was Olivia Holt. She the short gorgeous blonde with the amazing smile was completely my type. She looked just like the kind of girl I chased all throughout high school and college. As Derek played host, and the girls hung out by the fully stocked bar along the wall by the pool, I found myself talking to Michael and getting the lowdown on Derek and some of the girls.
“So, he’s really hooked up with each of them?” I asked.
“Oh yeah. Multiple times and they are just the tips of the iceberg.”
“You and any of these girls ever…?”
“Those girls no, but I have some others.”
“Well Debby Ryan is supposedly coming, and me and her have hooked up a lot over the years. I’ve done everything with that girl,” He then lowered his sunglasses so that I could see right into his green eyes as he spoke slowly “I mean, everything.”
“Ok, sounds good.” I guess I should not be surprised that Michael did okay for himself. He was a good-looking guy at 5’10” with dirty blond hair, and while he was not ripped, he was in decent shape. Michael then gave me some info on the women. He told me the Olivia and Kira were both single, Paris had recently broken up with her boyfriend who was now banging a mostly no-name actress, Debby Ryan was engaged but usually up for anything, and Kelli was in long term relationship with a boyfriend but she that didn’t stop her from having some fun, especially with Dereck. They hook up fairly regularly. I asked what the boyfriend thought about that, and Michael just shrugged. He explained that no one understood why Kelli and her boyfriend were still together, but some people had gossiped that he was blackmailing her.
“Hey, follow me,” Michael said as Derek went to let in another guest. I followed Mike through the house and up the stairs into what I assumed to be the master bedroom. He then had me follow him into a large walk-in closet.
“What are we doing in here?” I asked unsure why this kid I just met would bring me up into Derek’s closet.
“You were curious about Derek and celebs, so I thought you’d like to see these,” He said as he opened up a drawer that had a bunch of iPods in it.
“Are those old iPods? Who still has iPods?”
“Trust me, you wouldn’t throw these out if they were yours either.” He then picked one up and began to toggle through it. “You know who Victoria justice is, right?”
“Yeah. I may have been too old to watch her show, but after the Fappening every straight man in America who had internet access knew who Victoria Justice was.
“Well check these out,” he said as he handed me the iPod. It was a picture of Victoria Justice face with a load of spunk splashed on to it.
“Holy fuck,” I said totally stunned. I flipped through some more pics and over and over there were x-rated pics of VJ. Some naked, some with a dick inside her, and one close up of her hairless pussy with some jizz leaking out of it. Michael then picked up another iPod and scanned through it before handing it to me.
“Check out Vanessa Hudgens,” he said. Vanessa was another celebrity who I knew of in large part thanks to her repeated leaked nudes. I took the iPod, this time it was playing a video of Vanessa nude riding on top of a guy I had to guess was Derek. I watched as she started to rub herself as she rode him. She was really working her clit and pussy for a while and then she suddenly brought her fingers up to her face.
“What is she doing?” I asked.
“She’s smelling herself. She loves smelling her pussy juice,” he explained.
“That’s weird, but I guess as far a kinky sex shit, it ain’t that bad.”
“Yeah, it weirded me out the first time she did it when we got together. But at the same time, I had Vanessa Hudgens riding my dick so I really didn’t care.”
“I get that,” I said as I continued to watch the video. “So why does he keep this stuff on iPods?”
“Not hackable. No Bluetooth or WIFI. You need the iPod cord to add or download stuff from it and when was the last time you saw an iPod cord?” He had a point. I watched for several more minutes until I heard Vanessa grunted as she came. Michael then took the iPod from me.
“I saw the way you were checking out Olivia outside, so thought you might want to see this before we head back,” he said. It took another minute or so before he handed me the iPod back. On the screen was Olivia Holt bent in front of a wall-length mirror and getting railed from behind. Olivia had her eyes trained on the reflection of camera that was filming right over her shoulder, while she moaned. My jaw dropped as I saw her perky b-cups capped with smaller reddish nipples shake with each thrust from the guy behind her. “That supposedly is one of her favorite positions” Michael informed me, but his voice barely registered in my head.
Michael eventually had to pull the iPod out of my grasp and put it back. He told me that there are a bunch more pics and videos in those iPods of a bunch of other starlets, and if I enjoyed watching the video on the iPods, that I should see it when he hooks up the device in his screening room and the video is projected onto a large screen.
We’d been gone for 30 minutes and Michael said we should get back down to the pool. As we walked down the hallway I asked if there was a bathroom nearby. Michael directed me to another room in the hallway and he continued back down the stairs.
I was walking down the hall trying to remember what room he said the bathroom was while the images of what I had just seen played over and over in my mind. I pushed open a door a bit but immediately stopped before entering it. I hadn’t discovered the bathroom, what I had discovered was the side profile of Kelli Berglund on her knees, her bikini top pushed to the side to expose her breasts and a dick in her mouth. The cock in her mouth belonged to Dereck. Michael had said that Kelli and Derek hook up somewhat regularly despite her boyfriend, but I didn’t think I’d see proof of it so soon. Kelli had her hand on his dick and was bobbing along with it. I had to admit; with his stories, I figured the dude would have been swinging something a little more impressive between his legs. Instead, it just seemed like an average 6 to 6.5-inch dick. Considering he was only about 5’8” I guess I should not have been too surprised.
“God Kelli, I close,” he grunted. Kelli responded by working his dick faster at first with her mouth, and then by stroking his dick with his tip resting against her open mouth. I then heard Derick make a noise and saw his jizz fly out of his dick and into her mouth. Kelli seemed to happily catch all of it in her mouth. When he was done, she kept her mouth open, showing the cum in her mouth. She then gargled with it before swallowing it down. I stood stunned at what I just saw, but quickly recovered once I saw Kelli sliding her bikini top back into place and I realized they were getting ready to leave the room. I quickly and quietly moved down the hall and found the bathroom before they left the bedroom.
It took some time to aim at the toilet with the erection I had from both the videos and the show Kelli put on. Eventually, I was able to empty my bladder. I made my way back downstairs and was passing the kitchen when someone caught my attention.
“You see something interesting upstairs?” I thought for a split second that I might have been caught watching by Kelli but when I looked over, I saw Dove Cameron standing there in a bikini top and sarong.
“Hmm? What?” I asked.
“I asked if you saw something interesting upstairs,” she said.
“Um, not really. Why?”
“Because unless I am missing something, you were up there alone, and…” Dove smirked as her eyes dipped down to my crotch. I looked down, and while I did not have a raging erection, you could clearly see my semi-hard dick pressing up against my trunks.
“Well, I….” I struggled to talk as I moved into the kitchen closer to Dove.
“It’s alright,” Dove reassured me. “At one of these parties, it’s not that uncommon to accidentally walk in on something tawdry. So, what did you see?”
“I kind of saw Kelli swallowing one of Derek’s loads.”
“Ah, well who hasn’t seen that at least once.” I was now standing fairly close to Dove and we were both leaning up against the kitchen island. “I’m Dove by the way. So this is the first time you’ve been at one of Derek’s parties?” She asked me as her eyes dipped down.
“Yeah I gotta admit, I thought the bastard was full of crap until I got here and saw all of you around the pool.”
“Derek is a lot of things, but a liar isn’t one of them. His life is too good for him to lie about it. Though something tells me you’ve had a pretty enjoyable life as well,” Dove said looking into my eyes as her hand grazed against my dick through my shorts.
“Yeah, I’ve been known to have a pretty good time.”
“I bet,” Dove’s eyes moved from looking at my eyes to down to my shorts. “You know, I think you need to be properly inducted into some of the ways of these parties.” With that, she pulled me down the hall into a large walk-in closet. Dove gave me a quick kiss with her lovely lips before yanking a coat off its hanger and threw it to the ground for padding as she knelt. She undid the ties on my shorts and pulled them down to the ground. Dove’s jaw dropped slightly and her eyes went wide as my cock sprang up out of its confines. “Wow, you’re going to be quite popular when the other girls get a look at you.”
Dove wrapped both her hands around my shaft and looked up at me as she opened wide and took the head of my cock into her mouth. She felt great with her tongue swirling around and her soft pillowy lips wrapped around my tool. Dove began sucking me off, bobbing her head along half of my cock while her hand pumped the other half, using a slight twisting motion as she jacked my shaft. She was a gifted blowjob artist. As she continued to suck me, I reached down and took hold off the strings to her top, quickly pulling them causing the top to fall away. While I did not have the best angle, I could see her lovely C-cup breasts were still very perky with a little sag and were capped off with pale pink nipples. I then put my hand on the back of her head and leaned up against the closet door. I would have closed my eyes and just enjoyed the feeling of her warm wet mouth working my dick had the visual of a topless Dove with my man meat in her mouth not been so appealing.
“I want to feel you inside me,” Dove pulled my cock from her mouth today.
“Don’t you have a boyfriend?”
“Do you really care?” she said almost laughing.
“No, not really,” I simply replied. Dove stood up and before she could move to get into any kind of position, I wrapped my arms around her and lifted her off her feet. She immediately understood what was happening and wrapped her arms and legs around me as I spun her and pinned her back up against the wall. Once pinned she snaked her arm down between our bodies, slid the crotch of her bottoms to the side, and positioned my bell end so it was right up against her slick, wet, shaved opening. She gasped as I pushed my hips forward and my man spear split her vaginal lips. I lowered her a bit more sliding more and more of my dick into her until she was the perfect height for me to just rapidly thrust in and out of her.
“Fuck you’re big.”
“Not too big I hope.”
“No, just the perfect fucking amount.”
As I started to hammer her pussy up against the wall. Dove at one point pulled me by the hair and jammed her tongue down my throat. We made out as we continued to fuck in the closet. If her high pitched moans from after we stopped kissing did not clue anyone passing by into what was happening in the closet, the fact that I was literally banging her ass into the door with each thrust I’m sure did the trick. A lot of times with new women I like to take my time, try multiple positions, get a sense of what they like. However, we were in a closet in the middle of a party, there was no time for that. This was just a quick lust filled fuck. So, after Dove let off a high pitched scream as she came I didn’t care that I was not far behind. Dove was now slouched against my shoulder recovering from her orgasm as I continued to hump her.
“My dick is gonna burst,” I warned her.
“You wanna cum on my tits?” She asked
“I bet you do,” she said smugly. I lowered her to the floor and Dove sat up on her knees. Dove smiled up at me as she cupped her tits and gave a target to aim for as I looked down at her and jacked off. It took a few moments but my cock did pop, blowing my load all over the Emmy winning actress’ breasts. When I was finally done firing off ropes of spunk, Dove took my dick back into her mouth and gave it a nice tongue bath.
After I went caught my breath, we both got redressed. As I went back out to join the party, Dove went to ba bathroom to clean up the mess I left on her chest. Once back out with the others, while no one said anything, it was obvious everyone knew what I had been up to. I walked around the party and made small talk with people, eventually, Dove came out as well and everyone acted as though nothing had happened. I was also introduced to the other women who arrived while I was either upstairs or in the closet with Dove. Debby Ryan, Miranda Cosgvore and a pair of twins named Veronica & Vanessa Merrell had arrived, all of whom were in bikinis. Some time went by and I found myself standing behind the bar watching some of the women splash around in the pool when Miranda Cosgrove walked up and took a seat.
“Another one?” I asked as she put her empty glass down on the bar.
“Yes please.” I refilled her drink and got myself another. We clinked glasses and each took a sip. Miranda and I started to make a little small talk before I turned the conversation in a different direction.
“Can I ask you something?”
“So, I’ve been googling some of you ladies, and you seem to be the one that doesn’t really fit in. So, well, why are you here?”
“Umm, wow, okay.”
“I don’t mean to sound like an asshole. But I mean, you and Debby are older than the others by quite a few years and based on the stories I know why Debby is here. You’re the one that seems to stick out.”
“I guess you are not wrong. I guess…I am friends with one of Derick’s other friends who I meet at USC. He was planning on coming today, and I hadn’t seen him in a while, so when he invited me, I agreed to come. Then he texted me to say he wasn’t going to make it when I was already on my way.”
“What an ass.”
“I know, right? Actually, he is generally a nice guy. Had Derick invited me instead of him I probably would have said no. I know what happens at Derick’s parties and I’m not all that interested in being another of his bang buddies.”
“So, you and him never…”
“We have, a few times, but that was years ago.”
“Okay,” I said. The conversation paused after that for about a minute.
“You seem to have fit in right away though. At least from what I heard of Dove in the closet.”
“You heard that, huh?”
“Me and Debby where the first to hear you guys, and then she announced it to everyone when we got back outside.”
“Well, what can I say? When in Rome I guess.”
“So, you do this kind of thing often?”
“Have sex with a twenty-something-year-old actress I just met at a pool party? No, that is new. But I’ve had plenty of fun in my day.”
“Oh yeah? What’s the wildest thing you’ve done?” Miranda said daring me to tell her something juicy.
“Well, I once had a four-way with three college girls.” Miranda almost spat out her drink as I surprised her with my answer.
“Woah, how did that happen?”
“Well, this girl Lily was an intern where Derick and I work. She and I would hook up from time to time. One evening after Lily and I enjoyed each other in her room I went out to her kitchen to get something to drink. Her two roommates her out there and they made a couple of jokes about the noises Lily had been making. I had kind of developed a playful and flirtatious relationship with Lily’s roommates and began to talk back. They began saying some of the things Lily had said about my dick and feeling bold I pushed down my boxers and exposed myself to them. Five minutes later Lily came out of her bedroom looking for me and found me sitting on the couch with her two friends blowing me.”
“And she was just cool with that?”
“Not really, but she soon calmed down. She knew we were just a casual thing. And long story short the night ended with me cumming once inside each of them.”
“Jeez. You’re definitely wearing a condom if we ever do it.”
“You’re saying I have a shot?”
“Don’t get ahead of yourself. And I always have guys wear one, usually.”
“Okay. okay. Well, I told you my crazy story. Tell me one of yours.”
“I don’t have anything, and nothing like what you just said.”
“Come on, fair is fair.”
“Ummmm… okay, I guess I have one story. I won’t go into details but while I was at USC me and a friend of mine, Mia had a threesome with a guy we knew after a party once.”
“Was this guy the same guy who invited you here today?’
“How did you…?”
“I’m good at guessing this kind of stuff. Can I get any other details?”
“Mia was on a tv show I was on. And that’s the last detail you’re getting.”
“I can work with that. I kind of like that you’re not as nice and strait-laced as you seem.”
“Oh, trust me, I bet I could teach you a thing or two,” Miranda said with a smirk before taking a sip of her drink and walking off.
Meanwhile, as Miranda and I talked, Michael and Debby had slipped away from the rest of the party and now were upstairs in a bedroom. Michael was naked flat on his back on the bed in one of the guest bedrooms. Debby was naked as well with his hard dick in her hand as she moved to straddle him.
“Have you missed me?” she asked.
“You know I have,” he said and then she began lowering herself down. “Umm… that’s it. I’ve missed this,” he said as his dick made its way between her pussy lips and she began sinking down on top of it. Michael watched as Debby’s mostly shaved pussy, save for her auburn colored landing strip, was continually stretched as she dropped down on his pole before she finally bottomed out. Michael loved the way her pussy hugged his dick and how she was always practically dripping wet.
“I always love the way your dick feels in me,” Debby said in her sultry raspy voice as she just sat with her pussy full. She then rose up and quickly dropped back down. The former Jessie star loved to be on top and ride guys cocks, and Michael loved to watch her ride his pole. No doubt, compared to some of the other former Nickelodeon and Disney girls, Debby did not have the perkiest of tits, but Michael did not care. He loved to watch as her breasts shake while she bounced on his dick. Mike reached up and took hold of her breasts. He loved how pillowy soft they felt in his hands. He let go of one of them and sat up taking one of her larger pink nipples into his mouth. He sucked on her nipple before switching over and sucking on the other. They both kept going until Debby orgasmed. Debby let out a grunt and she shook a bit as her pussy gushed all over Michael.
After she came Michael grabbed her and spun the two around on the bed. Now Debby was flat on her back while Michael sat on his knees in between her legs, his dick never leaving her. Debby locked her legs around his waist as he began to fuck her in the missionary position. Debby’s large c-cups shook with each thrust, but Michael wasn’t looking at them right now. Instead, he was looking down at Debby’s smiling face and fluttering amber eyes. If you’ve seen the gif of Debby looking up while being stretched out from Insatiable, you know just how lustfully good looking she can look just looking up at you. Michael continued to pump in and out of his long-time fuck buddy’s hot wet pussy. After another five or so good minutes of fucking, Michael was feeling the pressure building up in his balls.