3 comments/ 63175 views/ 18 favorites Adelle's Girls: Cleo By: svenjolly I'm trying something a little different here with a series of loosely connected stories focusing on different interconnected characters. I hope you guys enjoy, and remember comments and votes are appreciated. "Yes sir, Dianne will be there at nine pm sharp," Cleo said, marking the appointment in her calendar. "Fantastic. I look forward to it," the man on the other end said, a smile in his voice. "Thank you so much dear." "You're welcome, sir. We hope you enjoy your night," Cleo said, hanging up. Checking the schedule for the night, she could see it was shaping up to be pretty busy. Fridays were generally busy, but this was exceptional even for them. "Busy night," she said to Adelle. "Oh?" the older woman asked, looking up from her own bookkeeping. "Uh-hm," Cleo said, pulling up the main calendar page. "Eleven dates, plus three doubles and that party at Verve... Yeah, I think we actually have everyone out tonight," Cleo said, double checking just to be sure. "That's a first for me." "It's probably all the snow," the older woman replied in her clipped British accent. "If you're forced to stay in, might as well stay in fucking, hm?" Cleo blushed and laughed, and Adelle allowed a small smile at the younger girl's embarrassment. "I remember during that big blizzard two years ago, as soon as the weather reports started coming in we were booked solid." "Snow's good for business then," Cleo noted, returning to her business mode. Adelle watched the younger girl closely for a moment, remembering hiring the girl four months previous. ~~~~~~~~~~~~~~~ "So, Ms. Miller, may I call you Cleo?" Adelle had asked, hoping to put the girl at ease. "Please do," Cleo said, pushing her glasses up on her nose. "So Erica has told you about our business here," Adelle stated simply. "What do you think?" "Well, she didn't tell me at first, but I had sort of figured it out," Cleo explained. "Really?" Adelle asked, surprised. "How do you know Erica, exactly?" "I've been rooming with her for almost six months now, but before that I was a friend of a friend. I was looking to move closer to work, and she had an open room, so... It's been working pretty well." "And how did you figure out that Erica was a call girl?" Adelle asked, amused when the younger girl blushed. Imagine if I had used the word whore, Adelle thought. "Well... Her schedule was odd, and although she never talked or complained about work, she always seemed to have money. And she would talk about 'dates,' but I knew she didn't have a boyfriend. And the way she would dress for these dates was sometimes a little, well, whorish. So a couple weeks ago I just asked her, and she admitted it." "Were you disgusted? Shocked? Titillated?" "Maybe at first, but... I mean, she's never gotten hurt or anything, and she seemed to enjoy the dates, most times. Once we started talking about it, she made it seem a little glamorous, actually." That'll pass, Adelle thought. "Glamorous how?" "Oh, I don't know... Dashing men paying thousands of dollars for her companionship, y'know... I could see it was a bit of an ego boost for her, for the girl," Cleo explained. "I mean, I don't think it's for me, but I don't look down on her or anything for it. I mean, she's getting her master's degree, I'm not going to judge her on how she's paying for it." "I see," Adelle said, appraising the young woman. She was quite pretty, even if she didn't know how to show it off. Long dark hair, pulled back into a simple ponytail, her pale skin unadorned with make up. Her delicate features, coupled with her glasses, gave her the look of a librarian, and her drab clothing did little to indicate at her body. Luckily I'm not hiring her to work with clients. "What did Erica tell you about the job?" "Well, she said that you needed an assistant, someone to answer the phone, book the dates, keep everything straight. And, I mean, that's pretty much what I do now, so she thought I could..." "If that's what you do now, why change? Whatever your current job's shortcomings, it's still legal," Adelle countered. Cleo shrugged. "My current job is a deader than dead dead end. My boss is an ungrateful, foolish, demanding pig, and I'm sick of watching his back and covering for him. And, well..." Cleo foundered, not wanting to look foolish. "What?" Adelle asked, leaning closer. "I thought... I thought it would be a bit of an adventure. Exciting," Cleo said quietly, looking down. "I know it's stupid, I'd only be answering phones, but..." "It's alright," Adelle said, placing a hand on the younger woman's knee. She liked this young woman, her resume more than qualified her, and Erica's recommendation weighed heavily in her favor. "The job's yours if you want it, but you should know: I can be a bit of a demanding bitch myself." Adelle quoted a figure that made Cleo's eyes widen, and with a handshake the job was hers. ~~~~~~~~~~~~~~~~~~~ Cleo snatched up the phone on the first ring. She hoped it wasn't another client, as she'd already had to turn down two for want of any available girls. "Adelle's, how may I help you?" "Cleo? Oh thank fuck. It's Sheila." "Hi... What's wrong? You sound like death." "I don't know, but I'm definitely sick... I've got a hundred and two fever and I'm shitting a goddamn fountain," Sheila groaned. "Sheila, Christ, that's disgusting." "I'm sorry, I'm just a fuckin' mess. Is Adelle there? I was hoping I'd get better before my date, but I'm just getting worse, ugh..." "Adelle's right here," Cleo said as Adelle returned from the front room. "It's Sheila, she sounds really sick." "Oh hell," Adelle said, taking the phone. "Sheila? How are you feeling... That good. Sheila, dear, is there any chance that you'll be able to rally for tonight, because I don't know if we even have anyone in reserve... Ugh, lovely imagery dear, thank you." Adelle quickly checked the night's bookings, flagging Sheila's date and reading the relevant information. "Hm. Well we'll see what we can do here. Hm? No, no of course not. Stay warm, drink lots of fluids, and for god's sake never tell me about the state of your bowels ever again. Yes dear, please feel better. Bye." Adelle hung up. "Well?" Cleo asked, looking at the date's details. Mr. Dunn had booked Sheila for the whole night three weeks ago, so she knew Adelle would be loathe to cancel it. "Well I think we need to try and find someone to fill in for Sheila, clearly. And we have, oh, only two hours to do it." Cleo was worried that Adelle would say that. "Adelle... We're already using some of our back-up girls as it is. I mean, I could call Danielle, but-" "I told you to burn that slut's file," Adelle said bluntly. Danielle had broken a cardinal rule of Adelle's: she tried to snake clients and go independent. All she had managed to do was get sacked and lose the access she was hoping to use. Adelle was a great boss, but Cleo quickly learned that you didn't want to cross her. Adelle looked closely at that calendar pages, saw that Cleo was right: They were already stretched to the breaking point, and she just plain didn't have any other girls to send. As she turned to tell Cleo to call Mr. Dunn, she considered the young lady again. Cleo had come a long way in the four months since she started working for Adelle. At Adelle's gentle urging, Cleo had started dressing better and doing her hair a little differently. Her hair was now in a stylish French braid, accenting her long neck and delicate features. Her clothing no longer hid her body, but took advantage of it, displaying her slim figure to excellent effect. Well, Adelle thought, it's worth a shot. "Cleo... Perhaps..." Cleo glanced up and saw the look on her boss's face and quickly deduced her thoughts. "No. No. No way. No. Absolutely out of the question!" "Dear, you know I wouldn't ask if it wasn't an emergency, but-" "But nothing!" Cleo said, flustered. "I'm not one of your girls, Adelle. You'll just have to call Mr. Dunn and cancel the date! I won't do it. I won't." Adelle's eyes narrowed. She knew the young woman who called what Erica did "glamorous" would have at least some curiosity about it. She decided a different tack was needed. "Mr. Dunn is a long time client, and I would hate to disappoint him so," she began, taking a seat at her desk and pulling up his client records. "He travels a great deal for business, but he finds himself in New York for a few days each month. He stays at the Waldorf and has a date with us whenever he's in town. I understand that he is quite generous, both in bed and out of it." Cleo glared at her employer. She knew what Adelle was doing. "Oh really?" "Quite. His desires are rather tame, compared to some of our other clients. But while tame, they are substantial. I understand he's quite the charmer. He would be a good client, if someone was having their first job." "Fascinating," Cleo said, hoping Adelle would drop it. Unknown to Adelle, she had pulled up the same information on her screen. Adelle kept extensive records on her clients, which helped her to meet and anticipate their desires. Cleo could see that Mr. Dunn had never gotten anything but glowing comments from the girls assigned to him. She saw that three of the girls had indicated he had a proclivity for anal sex, but nothing too extreme. All of the girls gave him a star, indicating that they'd enjoy a repeat booking. This was in fact Sheila's fourth date with him. "Besides, I couldn't pass for one of your girls. He'd feel short changed." "Cleo," Adelle said, and the force of her voice made Cleo look to the older woman. "Don't short change yourself, please. You are a striking young woman, and any one of these old codgers would gladly pay to get between your thighs." Cleo blushed at the compliment, and Adelle's eyes narrowed. Almost got her, she thought. "I'll give you the full fee if you do it. Plus a ten percent bonus, for sacrificing so nobly in the service of the house." Cleo's eyes widened. The full fee alone was almost five grand, plus a bonus. Hold on girl, she said to herself, are you really ready to fuck a man for money? Well, a darker part of her mind snickered, it's not like you're fucking anybody for free either. Cleo straightened imperceptibly. "Alright, I'll do it," she said with authority. She glanced down at her clothes. "But I think I need to change." Cleo went to the walk-in closet where she knew Adelle kept some spare clothes for emergencies like this, and went about finding something sexy to wear. "I'll help you in a second, but first I have to call the client," she said, picking up the phone. "Hello?" asked an older sounding voice, deep and rich. "Good evening Mr. Dunn, how are you. This is Adelle, and I'm sorry to tell you there's been a problem with your appointment this evening." "Ah, the mysterious Adelle," Mr. Dunn replied, "it's nice to finally speak to you. But there's a problem? Nothing serious I hope." "Unfortunately, Sheila has fallen ill and will be unable to make it." "Oh I see," Mr. Dunn replied, his displeasure evident. "Well that is disappointing. Is there anything that can be done?" "In fact, there is," Adelle said, knowing that she could make the client's night if she played this right. "I have a new girl, you see, and I had been hoping to find the right gentleman to introduce her to the business." Mr. Dunn laughed on the other end of the line. "Oh I'm sure," he chuckled. "I'm quite serious, Mr. Dunn," Adelle said solemnly. "Cleo is filling in tonight, and I'm glad that a gentleman of your caliber will be her first client." Mr. Dunn's laughter died off, and Adelle knew that his cock just got a little harder. "Very well... The original booking was for nine o'clock, will Cleo be able to make it in time?" Just as he asked, Cleo emerged from the closet wearing a black cocktail dress. The dress' built in bodice thrust her tits up, creating some lovely cleavage, and Cleo's slim legs looked fantastic with her black high heels. She had let her hair down, her lovely auburn curls tickling her shoulders. "Yes sir, she may even be early. Thank you for being so understanding," Adelle said as she hung up. "You look lovely dear. Knickers?" "I ditched the bra and, uh, I was wearing a cute little thong anyway, so..." "That's fine. Are you... groomed?" "I'm not bald if that's what you're asking. But it's not a jungle or anything." Cleo said, blushing. She went to the mirror and put on some quick make up. "Um, so is there anything I should... Like what about kissing? I thought hookers don't kiss." "You aren't a hooker, you're a call girl," Adelle explained, stepping closer. "And kissing... I've heard it said that kissing is too intimate, but I must say I find that a bit silly. If you're going to let a man put his cock in your ass, you can let him put his tongue in your mouth." Cleo gawked at her, and Adelle waved her hand. "Just an example. But if he wants to kiss, kiss him. But what you do with your ass is up to you." Cleo had to laugh a little. "So um, oral and uh, the usual then," she said, finishing up her lipstick. "I can't believe I'm doing this. I'm shaking like a damn leaf." "You look lovely dear," Adelle said, smiling fondly at her newest charge. Cleo had also grabbed a small clutch, and quickly transferred her wallet and keys to the small bag. "I can't believe I'm doing this," Cleo said, shaking her head as she headed to the door. "Cleo," Adelle said sternly, going to her desk. She grabbed something out of a drawer and went back to the young woman. "Just relax and be yourself. The money has already been taken care of, so you don't have to worry about that. Don't let him tie you up and don't let him take any pictures of you. And if he does anything to hurt you," she handed Cleo what she grabbed from her desk: a can of pepper spray, "I want you to empty this in his face, kick him in the balls and get the hell out of there. Your safety is the only thing that really matters to me. Understood?" "Yes ma'am. I can't believe I'm doing this." "Relax, dear," Adelle said, fixing the younger girl's hair a bit, "you'll have fun, don't worry." ~~~~~~~~~~~~~~~ Cleo arrived at the 17th floor at the Waldorf-Astoria about an hour later, a little early for her "date." She stopped at a hallway mirror, and checked her makeup and hair. She had put on a deeper red lipstick then she would typically wear, as well as darker eye shadow and mascara. The overall effect made her look sexy, almost predatory. She shifted her breasts in her dress, noticed that her nipples were already quite hard. Okay, so maybe I'm not absolutely dreading this, she thought to herself. "Fuck it, he'll appreciate me being early," she muttered, heading down the hall to Mr. Dunn's room. Taking a deep breath, she cleared her mind and focused on the job at hand. She knocked quietly on the door and waited. "Good evening my dear," Mr. Dunn said as he opened the door. "You must be Cleo. Please, come in." Mr. Dunn was older, in his mid-40s, with salt and pepper hair. He was tall and broad, with a flat belly and strong legs, and Cleo was very pleased to see that he wasn't a corpulent old beast. "Thank you," she said entering the hotel room. She jumped a bit when the door closed behind her, but forced herself to relax. The room was opulent, a large suite with a nice view of the snow shrouded city. She noticed a bottle of wine and some cheese and crackers on the coffee table, the TV was quietly playing a news channel. Turning around, she was surprised to find Mr. Dunn so close behind her. Even though he was barefoot and she wore heels, he still towered above her. "Can I take your coat?" Mr. Dunn asked, helping Cleo remove the heavy coat and hanging it in his closet. He watched the young girl, was pleased with what he saw. She was slim and willowy, with a pretty face and piercing hazel eyes. He could tell she was nervous, and wondered if Adelle perhaps hadn't been bullshitting him. "Would you like something to drink?" "Yes please," Cleo said, maybe a little too quickly. Mr. Dunn smiled and poured two glasses of wine, placing one in her tiny hand. "To new beginnings, Cleo," he said, tinking his glass with hers. "Indeed," she said, smiling. She gulped about half the glass down quickly, hoping to calm her nerves, and Mr. Dunn noticed. "Adelle wasn't kidding, was she? You've never done this before?" "No sir..." "Andrew, please." "Andrew. She wasn't, lying that is. I'm the booker, I just answer the phones and stuff. We were absolutely slammed with reservations tonight, and Sheila got sick at the last minute and I... Well, I volunteered," she finished, taking another sip of her wine. "I'm sorry to disappoint you. I know I'm not what you exp-" "Stop right there," Andrew said, stepping closer, a hand moving to her side. "I will never be disappointed when a beautiful young woman comes to my room. Never." Cleo smiled at the compliment. "Did you have a chance to enjoy the snow today?" Andrew asked, moving to the couch. "Not really. Like I said, it was very busy today," she said, joining him on the couch. On a whim, she placed her legs across his thighs. "Adelle says that snow like this makes people want to stay in and fu-uh, use our services." "Ah, that is definitely true," Andrew chuckled, putting his wine down and removing Cleo's shoes, revealing her dainty feet. "My meetings ended early, so I was able to go to Central Park and walk around in the snow. I grew up around here, but I spend a lot of time in Texas and Florida." "Eesh, sorry to hear that," Cleo said, immediately regretting the joke, but Andrew laughed. "Right. And no snow to speak of. I really miss it, I find," Andrew said absently, now rubbing her feet. "So I walked around in a blizzard for a few hours this afternoon." "Sounds nice enough. Cold, though." She was enjoying the foot rub. His hands were big and strong, but he was surprisingly gentle. "It's not so bad. Keep moving and you hardly notice it," Andrew said as his hands slid from her feet to her calves, feeling the smooth skin. "I grew up in California, where we didn't really have seasons at all. Then I went to college in Michigan. There're only two seasons there: winter and other." Andrew smiled. "So New York?" "You get all four here, as big as they can get. Hundred degrees in the summer, ten below in the winter, but the nicest spring and fall." Cleo laughed quietly. "Talking about the weather is so exciting." "Quite," Andrew said, chuckling. "What did you study?" "History and classic literature," she said. Off of his look, she shrugged. "I know. I'm a highly sought after commodity with those useful, highly applicable degrees." Andrew shrugged. "I minored in history. Nothing fascinates me more than how we all ended up here. Look," he said, picking up an enormous book. "My light reading, Gotham. An exhaustive history of New York city, from the Native Americans to the modern era." "I read that when he won the Pulitzer," Cleo said, nodding. "But you majored in... Finance? Business?" "Law," Andrew conceded, sipping his wine. "I work in M&A now. Mergers and-" "I know what it means," Cleo said, smiling slightly. "Are you with a firm or..." "I'm a bit of a hired gun, actually. I really just come to New York to network and keep my name out there." "It's always about networking, isn't it? I hate that," she said as she finished off her wine. "It is that," he said quietly, watching her slim throat as she swallowed her wine. He and Cleo locked eyes, he noticed her lovely lips, their red vivid against her pale skin. "I'd rather like to kiss you, you know." Cleo smiled, placed her glass on the table. He pulled her close to him, enfolding her in his big arms. The kiss slow at first, gentle sucking pecks at each other's lips. Cleo surprised him when she was the aggressor, her tongue pushing into his mouth, her hand going to his hair and pulling him against her. Andrew's hands slid down her thighs, cupping her firm butt in his hands, lifting her onto his lap. Cleo could feel his hard cock against her ass, squirmed down against it. Adelle's Girls: Cleo Ch. 02 Here's part two of the first part, if you follow my meaning. And please take a moment after reading and vote or post a comment. Let me know what y'all think! ~~~~~~~~~~~~~~~~~~~~~~~ "Adelle's, how may I help you?" "Adelle?" Allie asked, confused. "Where's Cleo?" "Cleo had a date tonight, so I'm covering the phones as well as my usual duties," Adelle said, faux indignant. She didn't want it to become common knowledge that Cleo was seeing a client, per her instructions. "Oo, lucky girl," Allie giggled. "What's wrong?" Adelle asked, putting aside her crossword puzzle. "Oh nothing! You just told me to give a call to confirm my job for tomorrow," Allie said nervously. Allie was one of Adelle's newer girls, but she thought that the young redhead had some definite potential. "You are confirmed. Mr. Salazar will meet you at Tao at 830. And from what I understand," Adelle said, checking the booking screen, " he's rather partial to Greek." "Then why are we going to Tao? Isn't that Chinese food?" Adelle sighed. "Allie dear..." "OH! Greek! I get it. Oh I'm so stupid. Okay, right. Yes." Allie babbled, embarrassed. "That's uh, that's not a problem at all, actually. I guess I like it too." "Glad to hear it dear. Remember to call in when the date's over." "Right. Talk to you soon!" Allie said brightly, hanging up. Adelle sighed again. "Who would have thought Cleo would be one of my better hires." Thinking on Cleo, she wondered how her date with Mr. Dunn was going. "He's probably stuffing her like a turkey." ~~~~~~~~~~~~~~~ "Cleo, oh fuck! Jesus, fuck, ugh, goddamnit!" Andrew grunted, his hands desperately gripping at the sheets. He wanted to grab onto Cleo's bobbing head, but he didn't want to do anything to interrupt her at all "Jesus honey, seriously, where did you, unh, did you learn to do that?" Cleo's sucking mouth rose slowly up his shaft, his fat cock emerging from her tiny mouth like some sort of sexual magic act. As he slipped out of her mouth, her tongue rapidly licked along its underside, making him shiver. When it was finally just his fat cockhead in her mouth, she gave it the most loving, tongue filled kiss she could manage. "Well," she said, now content to just slowly stroke the shaft, "I've always liked giving head. I was... Well, I was a virgin till my senior year of college," she said quickly, blushing. "So I sucked cocks. Got pretty good at it, doncha think?" she asked, punctuating her question by taking his fat cock to the root again, suddenly. "Fuck! Yes, yes, you're amazing, Jesus!" Andrew agreed, laughing. Cleo was kneeling beside him on the bed, her plump butt looking delectable as she bent over him. Andrew slid a large hand along her thigh to her pussy and was a little surprised to find her soaked. "Yeah," she said, her eyes locked with his, "I've... I've come close to cumming giving head." "Really?" Andrew asked, slipping a finger into her slick pussy. She nodded, her hands still pumping him. "So yeah," Cleo said, returning to just teasing his head, "I've always liked it, and I guess I've always been good at it. I mean, I could always take all my other boyfriends deep, so... " Cleo trailed off, realizing what she had said. Her "other boyfriends," implying Andrew was a boyfriend. But he wasn't her boyfriend, he was a client and she was his whore. If Andrew noticed her slip, he didn't say anything. Although he was distracted by his desperate attempts to hold his orgasm back. Cleo smiled: It was time to defeat him on that fight. Cleo attacked his cock with renewed vigor, both hands taking up an aggressive pumping, twisting motion as her mouth fucked the top third of his thick cock. Andrew's breathing quickened, one heavy hand going to the back of her head. "Cleo, oh fuck," he gasped, his cock throbbing powerfully. "I'm gonna AH!" Cleo took him deep, her lips a crimson ring around the base of his cock as he exploded deep in her throat. Andrew groaned and gasped, shivering, his hand holding her head down, pumping what felt like pints of cum down her throat. After a few moments of rigid shivering, Andrew relaxed grandly, sinking back against the pillows with a huge sigh. Cleo pulled herself off his cock and took a deep breath, a big smile on her face. "Enjoy that?" she asked, laughing as Andrew nodded almost drunkenly. Cleo walked to the couch and took a big pull on her beer. Tonight they hadn't done much, deciding instead to stay in, get room service and watch a movie on pay per view. The Proposal was playing on the screen, but they had completely forgotten about it pretty quickly. Finishing her beer, Cleo grabbed a couple of french fries and munched on them while considering her client. Andrew was still breathing pretty heavily, but she could see that his cock had barely lost any of its hardness. "You're gonna kill me one of these days," Andrew said, chuckling. "Not likely, big strong man like you," Cleo said, returning to the bed. He pulled her close, his hand gripping her butt tight. He kissed her softly, his other hand toying with her breasts. "Mm, french fry kisses," Andrew said, smiling. "Before I forget... What are you doing the 20th of next month?" he asked, his mouth going to her soft breast and pulling a nipple into his mouth. "Mm... Probably nothing, why?" she asked, her hands going to his hair, holding him close to her chest. He didn't answer for some time, seemingly more interested in placing wet, sucking kisses all over her breasts. "Well it's looking like it's the next time I'll be in New York. There's a convention the week before it and," he paused again, returning to her breasts for a moment, now nibbling on her left nipple. "And um, I was hoping to book you for the whole day. Two nights and the day in between." "Really?" Cleo asked, a little surprised. Such long dates were unusual, mostly because of their price. And with Andrew continuing to pay double rate for her, this would be a very expensive date. "As a reward for, mm, sitting through a week of seminars?" "Something like that... You'd also be my birthday present to myself." "What?" she asked, pulling his head away. "May 20th is my birthday." "Really?" Cleo's eyes narrowed. "How old are you anyway?" "Why I never!" Andrew said, laughing. "I'm 48. I'll be turning 49 next month." "The big four nine," Cleo said with gravity. Andrew nodded somberly before his eyes returned to her bare breasts before him. "Don't you want to be at home for you birthday?" "Well I hadn't even planned on going to the seminar, honestly, let alone be stuck in the city. But if I am I plan on making the best of it," he said simply, his eyes locked on hers. "Is that okay? Would you care to join me for my birthday?" Cleo thought for a moment, wondered what a full day with Andrew would be like. She was used to the their current arrangement, and she had come to crave the nights of passionate, almost savage fucking. Could she survive a whole day of it? And he wants to spend his birthday with me? Isn't that a little... Personal? "Uh, what do you have planned?" "Well, I was hoping to wake up with you and not having one of us have to run off," he said, a hand stroking her side. Cleo giggled. "Okay." "Then go out for brunch." "I do love brunch." "Who doesn't? And then I thought we'd find a nice bar where we can spend an afternoon. I know there's a lovely Belgian place in the 40s." "This is quite a plan," Cleo said, crawling onto his lap. "And then an early dinner before we go and see a show. Have you seen Fela? I've heard it's great," he said, his hands returning to her breasts. "I've heard that too," Cleo said, sliding her moistening pussy along Andrew's solid cock. "Then perhaps off to a nightclub for drinks and dancing... before coming back to the room," he said quietly, pulling her close again, kissing her slim neck softly. As Cleo moaned quietly, Andrew's fat cockhead found her moist entrance and spread her open. She grunted as she forced herself down, Andrews cock easing its way into her. "Mm, don't worry hon, I wasn't planning on spending the whole day inside fucking." "Oh thank god," Cleo giggled, easing down on his cock. She bit her lip as she eased down to his base, whimpering when she finally hit bottom. "Okay." "Okay what?" Andrew asked, looking up from her breasts. "Okay I'll join you for your birthday. I'll be your birthday present to yourself," she said, smiling as her hips started to bounce on his thick cock. ~~~~~~~~~~~~~~~ "Sounds like another lovely night," Erica said teasingly, sipping her coffee. Cleo shrugged, blushing slightly. She had learned to stop giving Erica too many details about her dates. "It was. We watched The Proposal on pay per view. Most of it anyway." Erica laughed at that, covering her mouth as she chewed her pancakes. They were having brunch at a street side café, enjoying the unseasonably warm weather. "Hey, can I ask you a question? You ever been booked for a whole day?" "Oh sure. Last year Chris booked me as his date for a friend's wedding. And I think some other guy back when I started. Why? Andrew wants you all to himself for a day?" Cleo nodded. "Damn. And at double rate still? Jeebus." "I know, right?" "Don't sweat it hon. He wouldn't be doing it if he couldn't afford it. It's not your job to manage his finances." "I know that. That's not the odd part." Erica's eyebrows rose in question. "Well, it's for his birthday. He called me his gift to himself." Erica laughed. "What? I thought that seemed a little... Personal?" "It's not that unusual, especially with the oldsters. I remember one guy had Celeste and I both for his birthday. Almost thought it would be his last," she said slyly, her eyes mischievous. "But I think with a man, a wealthy, powerful man, as he ages he misses the halcyon days of youth. How better to recapture that than by fucking a girl half his age?" "I guess I... Okay," Cleo said, shoving a forkful of waffle into her mouth. She chewed for a moment in silence. "What?" Erica asked, watching her closely, "I know there's something else." "Well... When he mentioned it was his birthday and all that, I had thought about what I could do to make it a bit special for him." "Aw, lookit you, going above and beyond." Erica said, eating another bite of pancake. "What were you thinking? If you plan some part of it he might like that, be a bit of a surprise." Cleo nodded, some ideas already forming. "That's good, but I was... I was thinking of something... Y'know, sexual." "Oh really... Well, my young apprentice, what'd you have in mind? From what you've told me there isn't much you two aren't doing already, unle- Oh! You weren't thinking of letting him in your butt were you?" "Erica!" Cleo squeaked, her cheeks crimson, "keep your fucking voice down please!" Erica's laughter was infectious though, and soon Cleo was laughing along with her. "But... Yes, that's one of the things I was thinking about." "But I thought..." Erica started, but looked around the restaurant and leaned closer, lowering her voice, "I thought you said Andrew was packing a beast. That may not be the best way to break in your poor pucker, dear." "You know I've never doneit. And yes, he has a huge cock. But... He's an amazing lover. And I know you think I just don't know any better," she said as Erica rolled her eyes, "but he's very gentle and... Fuck Erica, when he plays with my ass when we're fucking or he's licking me I... I cum like a fucking freight train," she finished with a rushed whisper. "Ah I see... So you've been thinking of letting him open you up for a while now, and now you have a 'special occasion' to do so." Cleo nodded. "Are you sure? It can hurt. Especially with a big guy. Double especially your first time." "I dunno, I mean... You like it, right?" Erica nodded. "Oh yeah. My last date with Chris, he just went to town on me. Rimmed me till I was cross-eyed, then bent me in half and fucked the hell out of me. A tight butt, properly prepared, can be a source of great pleasure for both partners." Cleo laughed, trying not to spit out her breakfast. "Is that your motto? Does it say that on the Daniels coat of arms?" "Well duh. But it's in Latin, so it looks a lot classier," Erica replied, laughing as well. Cleo's eyes suddenly turned serious, watching her roommate closely. "What?" "That's like the fifth time you've mentioned Chris in the past few days," Cleo said, and was stunned to see Erica avert her eyes. "Oh my god! What's going on with you two?" "Nothing, Nothing! Shut up!" Erica said as Cleo laughed at her friend's discomfort. "It's just... He's been booking me more recently so he's on my mind. That's it!" "Uh huh," Cleo said, not buying it. Erica wasn't giving anything else up though, and signaled for the check. "What? I thought we were going to have brunch. The mimosa's won't drink themselves." "We'll do drinks later. Right now you and I have some shopping to do." ~~~~~~~~~ "Adelle's, Cleo speaking, how may I help you?" "By meeting me at the hotel restaurant tonight at eight," Andrew said, his deep voice making her melt. Quickly glancing at Adelle, she kept the smile off her face and hoped her boss hadn't noticed. "Of course sir, we have you confirmed for tonight clear through until the morning the day after tomorrow, the 21st," she said, checking the booking and trying to remain professional. "Is there anything else we can do for you?" Andrew chuckled. "Nothing I can say over the phone, dear. I'll see you soon." "Good night, sir," she said crisply, hanging the phone up. Her heart was beating faster, and she didn't need to check to know that her pussy was wet. She checked the clock, saw that she had three hours before dinner. Christ, she thought, maybe I can have a quick cum in the bathroom... "Cleo, may I talk with you a moment?" Adelle asked, snapping her out of her daydream. "Of course. Something wrong?" "That was Mr. Dunn." It wasn't a question. "Yes, yes it was," Cleo said. She suspected what was coming, and wasn't looking forward to it. "Cleo, I've become concerned," she began, moving from behind her desk to Cleo's, pulling up a chair so she could sit closer to the younger woman. "When you first entertained Mr. Dunn, it was meant to be a one time adventure. You were filling in. Even when he booked you a second time, I thought it a bit of passing fancy, and a good way for you to make some money. As well as a good shag," she said, smiling, trying to relieve some of the tension. "But as two dates became six, and now seven, I'm worried that you lack the emotional distance that this sort of work requires." "Adelle, I-" "Please, let me finish. I know that sometimes it's difficult to separate emotions from the physical act of love. I'm not a robot, and I've been there," she said, placing her hand lightly on Cleo's knee. "But it's usually easier for a girl who sees two or three different clients a week. With regular clients it's more difficult, with emotional attachment forming on both sides. But for you, and your unique arrangement, I... Only having one regular client could be a bit disorienting." "If you're worried that I'm starting to have feelings for Mr. Dunn," Cleo began, but Adelle cut her off. "I am, and I think it would be best if this is the last time you saw him," Adelle said firmly. Cleo responded without thinking. "Adelle, I am quite capable of handling my emotions, and would appreciate if you would trust me to handle my client's needs." Adelle was taken aback for a moment, and Cleo pressed her advantage. "The fact of the matter is I've turned Mr. Dunn into one of our highest-paying customers, and done so completely on my own. And a client who's willing to pay double for the girl of his choice might not take kindly to being told she was unavailable, and may take his business elsewhere." Holy shit, she thought, where the hell did that come from? Cleo's mind was racing. She knew that Adelle wasn't completely off base, not at all. She had been battling with herself over her conflicted emotions towards Andrew, almost since her first meeting with him. She liked him, and was definitely in lust with him, but did it go any further than that? Cleo had been taking the very mature track of trying not to think about it. "Do you know what he likes about you?" "What do you mean?" "Mr. Dunn has found something pretty remarkable. A whore who isn't one. For some men, I could see that being quite appealing." Cleo pulled back and was about to let Adelle have it. "Cleo, I don't say this to be cruel. I say it as your employer who's been doing this for a long while." Cleo relaxed slightly, taking a deep breath. "What do you mean, a whore who isn't?" "You get to be the virgin and the whore for him, all in one." Adelle paused, considering the younger woman. Then she smiled. "But I suppose you're right Cleo. The concerns of the business should take precedence over my, admittedly, subjective doubts. " Cleo relaxed a fraction. "Thank you." "However," she said, standing, "I want you to remember that we had this conversation please." "I will, Adelle. Don't worry about me," Cleo said with a confidence she didn't feel. "Alright," she said, standing. "So what are you doing for his birthday?" Cleo smiled. "A fair amount of drinking, I think." ~~~~~~~~~ "You don't believe me?" Cleo asked, laughing. "I just couldn't see you doing that, no," Andrew said, laughing. "Not without pants anyway." "A bet is a bet. And I don't welch on bets." "Noted." Andrew finished off his beer and signaled the waitress. "Another? We still have a few hours before dinner." "Yeah, sure," Cleo said, turning to catch the waitress' eye. She nodded once and the waitress nodded in response, making sure Andrew didn't notice. "You wouldn't tell me where we're eating. Big surprise?" "Oh, no, just a little Italian place near here." They were in a cozy corner of the bar. The place was quiet and almost too quaint, but they were having a fine time regardless. The beers, which were delicious and extra strong, weren't hurting. "They have these pork chops with hot peppers... I love it." "I look forward to stealing some of yours," she said lightly. She saw the waitress coming and slid her hand to his inner thigh to distract him. Andrew didn't see the waitress until she was right next to him. "I found this in the fridge...?" she said, holding a bottle of champagne with a red bow on it. An outsized gift tag read "For Andrew." "Well that's weird," Cleo said, scrunching her face in curiosity. Andrew's smile grew as he took the bottle and flipped the tag over. "Happy birthday, Cleo," he read, smiling. His eyes shifted to hers, and she looked so damn pleased with herself he had to smile. "Oh, you," he said softly, shaking his head. "Happy birthday," Cleo repeated, kissing him lightly on the cheek. Andrew was at a loss for words and decided to act instead, tearing open the bottle, popping the cork and pouring two tall glasses. "You sneak," he said as he handed her a glass. Checking that they were alone, he slid a warm hand along her inner thigh. "When did you set that up?" "During brunch while you were in the bathroom, maybe five minutes after you told us we were coming here." Off of his confused look she flashed him her phone. "Iphone. I found the place, called them and set it up. My treat, don't sweat it." "Cleo, you don't have to do that." "Sh," she said, offering her glass in toast. "To a great 49th year." "To a great 49th year," he agreed, and they tinked glasses. His other hand was still exploring her warm thigh. "You're not the only one who can be sneaky..." he said, sliding his hand up her skirt. Adelle's Girls: Cleo Ch. 02 Cleo wanted to be shocked, wanted to tell him they were in a public place. But instead she spread her thighs a fraction of an inch, allowing his fingers to feel the lace panties covering her pussy. Almost as soon as he touched them, they were moist. "How sneaky do you think you can be?" she asked breathily, her voice hitching as his finger swept down her pussy, pressing into her cleft. "Pretty sneaky, I'd say," Andrew said, sipping his champagne nonchalantly. "Sneaky enough to make you cum in your panties without anyone noticing." As he spoke quietly, one finger easily brushed aside the crotch of her panties, now lazily stroking her wet folds. "That sneaky." Cleo's head leaned back, gently clonking against the booth's wooden back. "I don't know if I... If I can be sneaky enough to cum without anyone noticing," she said quietly, her thighs opening every so slightly. Andrew took the opportunity, slipping a thick finger into her slick opening. Cleo nibbled her lower lip to stifle her moans. "Fuck you are already so wet," Andrew whispered, leaning close. "Are you always this wet?" Cleo shook her head. "No? Is it me? The thought of my big cock stretching you open?" Cleo nodded slowly, Andrew's fingertips were now massaging her g-spot while his thumb worried at her clit. Just as she was about to explode on his fingers, he withdrew his hand. As Cleo gasped in shock, he gently pulled her panties back over her mound, patting it lightly as he slid his hand back along her smooth thighs. "Cheers," he said cheekily, toasting her as he quickly sucked his wet finger clean. "You... jerk," she muttered, squeezing her thighs together in an attempt to calm down. Andrew smiled as he sipped his champagne, but grunted in surprise when he felt Cleo's small hand grip his shaft hard through his pants. "Two can play that game, you know," she said with menace, her hand stroking him firmly. "Cleo," he said, his voice dangerously low. Cleo smiled, feeling him throb in her hands. She had meant to tease him, but feeling him like this was only making her pussy throb harder. "Andrew," she whispered, kissing his neck softly, "I'm going to go to the ladies room. Wait two minutes and follow me." She gave his cock one last hard squeeze before scooting out of the booth and walking slowly to the rest room. She was glad to find it was a single-occupancy room with a locking door. She quickly pulled her lacy panties down her thighs and leaned over the sink, lifting her skirt to expose her ass. Sliding a hand to her weeping pussy, she gently toyed with her clit. She smiled when she heard the door slowly open behind her, swaying her ass temptingly back at him. "Cleo..." he murmured as he quickly slipped inside and locked the door. "Let's see how sneaky we both can b-oh!" she gasped as he suddenly thrust deep inside her, his thick cock slipping right into her wet heat. He began thrusting slow and deep, moving his hips from side to side as he thrust, driving her crazy. "Oh baby just do me fast, I don't know how long we have." "We have plenty of time," he murmured, his hand sliding around her hip to her clit. "I gave the waitress a hundred bucks to guard the door." Cleo's laugh gave way to a gasp as his hips picked up speed. "Who's the sneakiest now?" ~~~~~~~~~~ Andrew was uncharacteristically quiet as they rode the elevator up to the suite. After the afternoon at the bar, a full dinner, another cocktail during the show, and a few hours at a martini bar, Cleo was swaying slightly. She was also decidedly horny. "Penny for 'em?" she asked, bumping him with her shoulder. "Hm? Oh, I'm sorry hon," he said, wrapping an arm around her waist. "Just... Thinking. Feeling my years a little." "Oh shut up," she said, sliding her hand up his back. "You've more energy than most guys half your age." She leaned close to whisper in his ear. "I don't know any old man who could fuck me like you can." Andrew chuckled as the elevator opened, leading Cleo to the suite. "I know hon. I know there's little sense to it, but as the years tick away... " he said wistfully as he opened the door for her. "I'm sorry. I shouldn't be so melancholy. I've had a lovely day with you, Cleo, I really have." "It's not over yet," Cleo said, leaning close to kiss him hotly. "Give me a moment? I'll be right back." Cleo grabbed a small bag from her overnight bag and dashed to the bathroom, leaving Andrew to pour a pair of drinks. Cleo used the toilet and washed her hands, touching up her make-up. She quickly got undressed, hanging her dress and underwear on the hook. She took out the La Perla nighty Erica had helped her pick out. It was smoky gray, diaphanous, and almost see-through. Slipping it over her head, she surveyed herself in the mirror. Her body was only barely visible through the thin fabric, and the hem swished a few inches below her crotch. She bent over slightly, was pleased when her butt peaked out from underneath. "Lovely," she said to herself. She grabbed her other surprises and took a deep breath. "Here goes." ~~~~~~~~~~~~ Andrew looked up as the bathroom door opened. Cleo emerged and Andrew couldn't help his intake of breath. She was gorgeous: her auburn hair loose and wild, her hips swaying as she slowly walked towards him, the smoky fabric hiding her perfect body just enough to inflame his desires. She stepped in between his feet, taking the glass from his limp hand and sipping at the scotch. "Like it?" she asked, moving to sit astride his thighs. Her fingers went to the buttons of his shirt and started undoing them. "It's beautiful," he said, his hands stroking up her thighs, "you're beautiful." He helped her take his shirt off, revealing his broad chest. She leaned close, pressing her lace-covered breasts to his chest. The lacy fabric felt amazing against her stiff nipples. "I thought you'd like it," she said, kissing him. Cleo moaned as she explored his tongue with her own. She could feel his cock pressing hard against her, and worried for a moment her wet pussy was staining his slacks. Andrew had moved to her throat, kissing along her clavicle and teasing that sensitive spot under her jaw. She quickly slipped to her knees between his thighs, her hands going to his belt buckle. She worked quickly, opening his pants and slowly pulling his hard cock from his pants. She pressed her face tight to it, feeling it's hot length against her skin as Andrew pushed his pants down his thighs, desperate to get anything out of the way between him and Cleo. Cleo crawled over his pants as she helped him slide them down his legs. Her face didn't leave his cock, now sucking a heavy ball into her mouth. Andrew gasped, a heavy hand cradling her head gently. She released one orb only to pull the other one into her mouth, sucking gently as her tongue toyed with it. As her tongue trailed up his straining length, Cleo and Andrew locked eyes. When she sucked his fat head into her mouth Andrew's eyes drifted shut, his head falling back against the chair. Cleo dove for his base, sucking him deep into her mouth. It only took her three strokes before she had taken him all, keeping her head there for a long moment as Andrew gasped. "Cleo, fuck..." Andrew groaned, his hands gripping the armrests. Cleo came up slowly, her tongue lapping rapidly at the underside of his shaft as she slid up to his fat head. Her tongue slowly swiped around it, tasting his flowing precum. Placing one last peck on his throbbing head, she moved back up to his lap. Moving astride his hips, she pressed her hot pussy to his thick, spit soaked cock. "Touch me," she whispered, pressing her soft body against his hard one. They kissed again, almost desperately, as his hands slid up her thighs to her breasts. He found her nipples hard and pebbled, Cleo gasping quietly as his fat thumbs brushed over them. He quickly tired of the nighty, the lacy fabric was between him and Cleo's body. He pulled one of the shoulder straps down, but the tight top didn't want to go past the swell of her breasts. He pulled harder. "Careful with your birthday present!" she laughed, reaching behind her back and releasing the catch, pulling the shoulder straps aside and letting the lacy fabric flutter around her waist. "I'll buy you ten more," Andrew murmured as he pulled her breasts to his face. He kissed from the inner slope of her breast to her nipple, biting the little morsel lightly. As he nibbled her breast, his hands slid down her sides, cupping her ass in his hands. Cleo smiled, sliding her pussy against his straining cock. Andrew's hands gripped her butt tight before sliding in to tease her pussy and ass. As his fingers slid towards her ass, he froze. "What's this?" Cleo's smile was now huge. "That's your other birthday present." For his part, Andrew was stunned silent. His fingers felt around the edges of her anus, could feel the plug she had inserted there. "Let me see it," he whispered, his voice gravelly. Cleo bit her lip and stood, the nightly slipping down her thighs to puddle at her feet. She slowly turned and bent slightly, shivering as his large hands slid up her thighs to her plump butt. He could see the base of the small butt plug peaking out between her cheeks. It was pink and had a small pull-ring in the center of it. He toyed with that, feeling how tightly she held it. "This is for me?" he asked quietly. "Mm-hm," she nodded, looking back at him. "How long has that been in there?" She laughed. "For like five minutes." She laughed harder. "Actually, I put it in before the show." "Oh yeah? That must have been uncomfortable." Cleo turned more serious. "I... I'd been thinking of trying it for a while now. When you play with my ass it... I cum really hard. And I've... I've been playing with this plug for a week or two now." She could swear that Andrew's cock grew visibly at her admission. "Really?" he asked, his hand sliding back to the plug. "What to do you do with it baby?" She locked eyes with him. "I put it in my ass while I use my rabbit. I don't think I ever came so much in my life." "Have you ever..." "One guy tried in college... Terribly. But he didn't have your experience." "Are you suggesting I go around buggering young women?" Andrew asked, kissing the side of one ass cheek. "Every chance you get, I'd imagine," Cleo said, smiling as she turned and straddled his lap again. Sliding her pussy against his cock, she lifted up and placed his fat head at her entrance. One long push down, and he was deep inside her flooded pussy. "Oh fuck," she grunted as she felt his thighs against her ass. "Jesus," Andrew grunted. With the plug in her, she felt much tighter on him, and he gripped her hips tightly, slowing her movements. "Are you, uh sure you want to... try that?" he asked. Cleo liked the concern in his voice, nodded as she looked him in the eye, biting her lip sexily. "I'm sure. I'm sure I want to feel you in my ass," she hissed, grinding her flooding pussy down on to his shaft. "Oh hell, I've never been this full in my life," she gasped, slumping against him. She fucked him slowly like that, dragging her pussy up and down his thick cock. Her nipples, feeling impossibly swollen, dragged against his chest as she fucked him, sending sparks of pleasure directly to her clit. "You feel amazing," Andrew said, his voice a rumble. Reaching down, he slipped his arms under her thighs, pushing them back against her chest as she continued to bounce against him. Cupping her butt firmly, he began pulling her hips down to his cock, his thick shaft plowing directly to her core. Her first orgasm came suddenly, blasting out from her pussy as his cock battered against her cervix. She could feel her ass squeezing against the unyielding plug, and the sensation only made her cum harder. Andrew squeezed her tight as she shivered and shook, squealing against his neck, eventually biting down as the pleasure mounted. When it passed, Cleo stayed slumped against him, partially drained. Andrew lifted her in his arms, moving to the huge bed and laying her upon it. Sitting beside her, he slid a hand along her sweaty belly to her pussy. Her small bush was absolutely soaked with her juices, and his fingers easily explored her slick folds. Cleo moaned, stirring from her post orgasmic stupor. "Hey," she murmured, as if waking from a short nap. Andrew gasped when she felt him suddenly grip his cock hard. He was slick with her juices, allowing her to easily pump him. "You're so hard." Andrew laughed. "You are something else," he said quietly. Cleo smiled before gracefully rolling to all fours on the bed. Looking over her shoulder at him, she slowly waved her ass at him. Andrew was stunned at the sight: her slick pussy winking at him between her perfect cheeks, the base of the plug visible above it. As he stood behind her and pulled her hips back to him, a thought occurred to him. "Hon, I haven't any, uh, lube or anything, I-" "Look in the night table," Cleo said, smirking at him. Andrew smiled, opening the drawer and finding the bottle of lube. "A young woman who know what she wants," Andrew said lightly as he pulled her hips close to his. Cleo gasped in surprise as he pushed back into her slick cunt, his hands gripping her hips tightly. He placed the bottle of lube on the small of her back as he slowly pistoned his cock in her gripping pussy. His hand slipped to the plug, his finger hooking around the ring. As his cock pumped below, he began easing the plug in and out above. "Holy fucking... Fuck!" Cleo grunted, her upper body slumping to the bed. Andrew slowly pulled the plug out, its fattest part spreading her deliciously open. Quickly pouring a stream of lube onto the plug, Andrew began to gently fuck her ass with the plug, the flared fat end of the plug spreading her open again and again. As the lube spread around the plug and in her gripping ass the thrusting became easier. Meanwhile, Cleo was losing her mind. The twin assault on her ass and pussy was overwhelming her. She had never felt anything like this in her whole life, but she knew that even more was coming. "You okay hon?" Andrew asked quietly, leaning over her. His cock plunged deep into her pussy, drawing out a tortured moan. "I'm... I'm okay, I'm okay," Cleo gasped, "I'm just... Oh god I think..." Cleo couldn't even talk straight, she could already feel another enormous orgasm coiling in her belly. She could feel her juices dripping along her inner thighs, could hear the delightful smacking sound of his hips banging against her butt. "I think I'm going to... Gonna cum again..." Andrew smiled, his free hand sliding around her hip to seek out her clit. Cleo's felt something inside her tighten impossibly, her whole body going taut. When her orgasm struck, it was like the crack of a whip, the tightened knot inside her snapping with an explosion of heat and pleasure. Somewhere in the middle of the explosion she felt a new, sudden fullness in her belly that made her collapse against the bed, Andrew following her down. "Oh god oh god oh god!" she grunted, moaning desperately as she gasped for breath. A sudden realization dawned on her: she had a thick cock about halfway up her ass. At some point during her shrieking, reality bending orgasm, he had managed to slip the plug out and replace it with his cock. "Oh fucking hell, you sneaky fucking... Damn." "You okay?" Andrew asked quietly, carefully holding his weight off of her. He was holding back the desperate urge to thrust into her ass, but her tight heat was driving him mad. "I think... I think I'm okay," Cleo said cautiously, rolling her hips experimentally. Squeezing, she was pleased to hear Andrew grunt. Andrew slowly began rocking his hips, shallowly thrusting into her gripping ass. "It doesn't hurt, it just feels... Big." "Baby, hell," Andrew groaned. Her ass was a gripping, slick furnace on his cock, and Andrew had to grip her hips to stop her twisting, teasing motions. He slowly began fucking her ass, slowly easing more of his thick shaft into her gripping hole. With each press in, he pressed a fraction of an inch deeper. With each gain into her gripping ass, Cleo would moan or squeal anew. "Oh hell, you are fucking me in the ass, fuck!" Cleo said in amazement. She'd never felt anything like it. There was the fullness of fucking, feeling his thick cock pounding into her, but at the same time she was acutely aware that her pussy was empty, her thighs slick with her juices. "Andrew, I think, I think I can cum like this," Cleo said in a faraway, half-amazed voice. "Sure you can baby," Andrew said laughing. As he began fucking her in earnest, Cleo's strength left her and she slid down till she was lying flat on the bed. Andrew followed her, his hips pressed tight to her ass. Cleo gasped as he ground her against he mattress. Cleo clawed at the quilt, her pussy streaming onto the comforter. "F-faster," Cleo gasped, "fuck me fast, fuck my ass faster!" Andrew's hips picked up speed, his shaft plundering her ass repeatedly. Cleo could feel the knot forming in her tummy again, and she was desperate to bring Andrew off at the same time. She began thrusting her hips up against him. She could feel his hips hitting her ass and knew she had taken all of him. "Oh fuck you are so fucking deep in me..." she groaned. Andrew could only moan quietly in response. He was nearly at the end of his rope, but he was desperate to hold off until she came. He slid one hand forward and took hers, gripping her hand tightly as he pounded into her, grinding his cock deep in her ass. "Oh honey, fuck, you beautiful goddess..." he groaned, thrusting his cock deep, grinding, then thrusting some more. The knot was tightening, growing in her belly. Only this one was tighter, and bigger, and it started somewhere in her middle. She felt it pulse once, twice, then gasped as it rushed to her head. "Oh god, I'm cumming, I'm cumming, I'm..." she drifted off as it exploded, her whole body shivering. She could feel her ass clamp down on Andrew's thrusting cock as her pussy gripped at nothing. "I'm cumming with you in my ass..." "Cleo, love," Andrew groaned as he felt his ass gripping at him, squeezing so he could barely move. Feeling her cum on his cock, hearing her cries of passion, and Andrew felt his own cock swell as he exploded into her gripping butt. "Uh! Oh fuck, I can feel you shooting in me! It's so hot in my ass, I love it, I love it oh my god," Cleo screamed as she shivered underneath him, squeezing tight as Andrew's cock throbbed repeatedly in her tight hole, pumping stream after stream of cum into her. They shivered against each other for what felt like hours, Cleo's cries mixing with Andrew's grunted curses. As she felt Andrew crumple against her, she reached back, pulling his head down to kiss him deeply. "Jesus... I've never felt anything like that before in my life baby." "Me... Me neither. God girl, what are you doing to me?" Andrew asked, his voice ragged. Andrew managed to shakily lift himself off of her, gently pulling his softening cock from her ass. She groaned as he pulled out of her, gasping in pain as he pulled his still fat cockhead from her ass. "Easy hon, just lay there." Andrew went quickly to the bathroom, returning shortly with a hot, wet towel. As he tended to her, he gently kissed the small of her back, teasing the little dimples she had there. "You okay baby?" "Hm? Yeah, yeah... I'm fine," Cleo said sleepily, sprawled across the bed like a rag doll. Andrew returned to the bathroom and quickly cleaned himself up. When he returned, he found Cleo very asleep, her breathing deep and even. He glanced at the clock, saw that it was a few minutes after midnight. "Happy birthday to me, indeed," Andrew said quietly. ~~~~~~~~~~~~~~~ Cleo awoke the next morning feeling amazingly rested, like she had been sleeping for weeks. She reached over for Andrew, finding only a warm patch on the bed. Looking around sleepily, she saw him sitting by the window, looking out the window thoughtfully. He turned and noticed her watching him and smiled. Adelle's Girls: Cleo Ch. 02 "Hey babe," he said, joining her on the bed. "Hey... How long have I been out?" she asked, sitting up slowly. She grimaced slightly, turned so she wasn't sitting on her butt. "You fell asleep right uh, after," he said, his hand rubbing along her thigh. "You okay?" "Just a little tender," she explained, patting her butt. "Sorry I, uh, passed out on you." Andrew smiled, shushing her. "It's alright, it seemed to take a lot out of you. I... I wanted to thank you for yesterday. Nicest birthday I ever had, I think." "Really? I mean you've had so many," she said, arching an eyebrow at him. Andrew grinned at her teasing, sliding close for a kiss. "But you're welcome. Thank you, too." "What for?" "Best night of sex ever, I think," she said honestly, laughing. "Really? I mean you've had so many," Andrew responded, grinning. Cleo shook her head in mock disgust. "But you're welcome too. It was my pleasure." Cleo smiled. "I bet." She glanced at the clock and was surprised at the time. "Shit I didn't realize how late it was. I've got to get going," she said, slipping out of bed and heading to the bathroom. Andrew stayed in bed, smiling as he watched her pert bottom retreating. "What time's your flight?" she called as she stepped into the shower. "One o'clock, so I still have a few hours," Andrew said absently. As he listened to the sounds of her showering, he thought about this young woman who had bewitched him so. Smart, to the point of being a bit of a smart ass, funny, gorgeous, deeply sexual... He'd never met anyone quite like her before. If he had met Cleo at a bar or a party, he would have pursued her like nothing else. But he hadn't. He'd hired her... And he would keep hiring her, he knew. He shook his head, feeling like a love-struck schoolboy. As she emerged from the bathroom drying off, he shook his head. "There are worse ways to be," he murmured to himself. "Huh?" Cleo asked as she dried her hair. "Nothing," he said, smiling. "Got plans for the day?" "Not a thing," she said, wrapping her head in the towel and drying her nude body. "Had a full enough day yesterday. I think I'll just laze about..." she drifted off, noticing the way Andrew was looking at her nude body. Just that, just that look was enough to get her pussy flowing. No, she thought, stop. You were supposed to have been out of here a half-hour ago. You've got to get going, cash the check and move on. This is a job, not a date. Not a fantastic date that featured some of the dirtiest, best fucking sex I've ever had in my life. So just get dressed, say goodbye and go home... And masturbate thinking about his cock pounding your ass. "Andrew, I've..." she started. "God you're gorgeous," he said quietly, staring at her body. Cleo smiled shyly, quickly getting dressed. "I've got to get going," she said as she slipped her dress back on and quickly packed up. She tried not to look at Andrew, because she felt like he'd be able to get her going with a look. She didn't turn around again until she was ready to go. "Alright! I'm off." "You should put shoes on hon," Andrew said, smiling at her discomfort. Cleo frowned and went to pull her shoes on, only to have Andrew bring her her bag at the door. "I can't thank you enough for this... It really was the nicest birthday I could have imagined." He kissed her softly. "Thank you." "It was my pleasure," she said softly, kissing him again. "Really. When will I see you again?" she asked as she opened the door to the hallway. "Soon," Andrew said, smiling, "real soon." ~~~~~~~~~~~~~ "Adelle's, Cleo speaking, how may I help you?" "Hello Cleo," Andrew said, surprising her. It had only been a few days since his birthday. "I'd like to make a booking. June 18th." Cleo snapped straight. "Is that alright?" "Mr. Dunn that's..." She glanced at Adelle, saw she was on the phone, distracted by something on her screen. "That's my birthday." "I know. You told me," he said lightly. "I don't want to interrupt any of your plans or anything," he quickly explained, "I'd just like to see you that night. Come to my room whenever you can. Book it as an overnight, I don't mind." "I uh..." At the other desk, Adelle hung up her phone and glanced at her. "Not a problem, sir. We'll call to confirm," she said automatically, putting the booking in the computer. Thinking quickly, she booked it for the day before, the 17th. "Thank you Cleo," he said, very pleased with himself. "Not a problem sir, have a nice day," she said as she hung up. "Sneaky goddamn bastard," she muttered to herself, a smile already curling her lips. Adelle's Girls: Cleo Ch. 03 "You're welcome sir. We'll call to confirm," Cleo said crisply before hanging up. She went over the day's bookings and saw that it was a quiet day. She noted her own appointment with Andrew scheduled for that evening. The fake appointment she had put in to keep Adelle off her back. Cleo smiled: she wondered what Andrew had in store tomorrow, on their actual appointment. Her birthday. Almost as soon as she had accepted the booking she regretted it. She could finally admit it to herself: she loved her dates with Andrew. She loved the passion, the intensity. But more than that, she loved who she was on her dates with him. She wasn't Cleo the secretary, bookish and mousy. She was Cleo the call girl, pure sex and passion. She just wasn't as certain about her feelings for the man himself. She definitely liked Andrew, that much was clear. Despite their age difference they had managed to click quite well, and only seeing each other about once a month was giving their relationship a fiery intensity (Cleo hated calling what they had a relationship, but it was really the only word that fit). But beyond that she hardly knew the man at all. Finally, there were Adelle's thoughts on the matter. Her warning from a month ago was still fresh in her mind: That Andrew only liked her because she was his private whore, a whore who wasn't really one anyway. Whenever she began to think about Andrew too romantically, she reminded herself that she was one of the many whores he probably used. Not that she begrudged him that; she was hardly in any position to judge his sex life. But nonetheless, it usually stopped any romantic feelings that might occasionally pop into her head. Cleo's daydreaming was interrupted when Adelle entered the office from the front room chatting with Gerald. Adelle's the escort service operated in the back room of Adelle's Interior Design. Gerald, an old friend of Adelle's, owned and ran the interior design business while leasing a few rooms in the back to Adelle. Gerald's work provided the necessary cover for their activities, and the arrangement had proved mutually beneficial to both parties. "When do you need her?" Adelle was asking. Adelle paid part of her lease in, as she put it, house credit, which effectively meant that Gerald got a free girl every month or so. "The party is on the 12th. And Adelle, seriously, I need a goddess," he said earnestly. "Ever since my brother made partner he has been just... A complete ass. I need jealousy. Biblical, visceral jealousy that I'm banging some sex goddess. I need to see his tongue hanging out." "A goddess? You don't ask for much," Adelle teased. Cleo smiled: watching her boss flirt with Gerald was always fun. "I have a new girl, Asa... But she's quite young. I'm worried that people will suspect." "Are you free?" he asked, grinning. "Ah, but I'm too old for what you want. Perhaps... Allie is quite fetching. Do you want beautiful or hot?" This was a distinction that Adelle had learned to make: Many men wanted to fuck porn stars, who were certainly hot. But Adelle found that sort of rank sexuality crude. A truly beautiful woman stirred more than a man's cock. Gerald chewed on it. "Beautiful, definitely. But hot too... That'd appeal to Chuck more." Gerald was in his early 40s and looked great. Cleo often wondered whether or not Adelle had ever slept with him. "Oh, definitely not Allie then. Black?" Gerald laughed. "Uh, sure. Okay." "Lisa is gorgeous, and a sweetheart, you'll love her," Adelle said, smiling. Then she leaned close and whispered. "And if you let her, she'll drain you dry." Gerald grinned, staying cool. "I'm always satisfied with Adelle's," he said lightly as he backed out of the doorway. "If not by Adelle herself yet." He then sharply turned to acknowledge Cleo. "Good afternoon Cleo. How are you?" "I'm fine Gerald," she said. "So that's Lisa for the 12th," he said, smiling. "Got it. We'll-" "No need to call, just check with me over coffee." He quickly turned back to Adelle. "Thanks hon." "Not a problem Gerald," she said warmly as he headed back to the front of the office, closing the door behind him. Adelle returned to her desk with an extra spring in her step. "Oh my god just go fuck him already," Cleo said, turning back to her screen. "Who's to say I haven't, dear?" Adelle replied tartly. "I've known Gerald for almost fifteen years. Trust me, I know what I'm doing." She checked her watch, then checked the appointment book. "You're done for the day. I'll see you on Friday." "What, because of my date with Andrew? It's just an overnight," Cleo replied, confused. "Yes but it's your birthday the next day... Oh that's right this is your first birthday here. I've always given birthdays as paid holidays. It's a quiet night, go get ready for your date." "Oh yay!" Cleo said as she hopped to her feet and started packing. "Thank you so much." "Don't mention it," Adelle said, handing her a tiny envelope. "Happy birthday." "Oh Adelle!" Cleo said, taking the envelope. Opening it, she found a pretty card signed by Adelle. "To my best hire of the year," Cleo read aloud. She opened the card and found five crisp one hundred dollar bills. "Adelle, Jesus... I can't accept this! It's too much." "When I wrote you were the best hire of the year, I wasn't kidding. You're running this place like a machine. And then there's Mr. Dunn... Cleo, you've become one of my better moneymakers." "Just by working my moneymaker a little," Cleo joked, putting on a light coat. "Thank you Adelle. Really," She said, hugging the older woman, surprising her. Cleo smiled to herself: Adelle was very English when it came to hugging. "You're welcome, dear," she said, lightly patting her on the shoulder. "I'll see you Friday. What are you doing with Andrew tonight?" And just like that Cleo felt like a shit for lying to Adelle. "I'm just, um, going to his hotel room. He said he just wanted a night in." "In you, I bet. And what are you doing for your birthday?" "Erica's taking me out for dinner and drinks. Nothing too crazy." ~~~~~~~~~~ "Lech aim!" Erica said, tossing back another shot with the birthday girl, swallowing the tequila down before biting into the lime. Cleo did the same, her face scrunching up from the sourness. "Blech! I hate tequila," Cleo said, washing it down with her beer. "Well then we should really stop ordering them for you," Sheila said, as if that were a very sensible argument. The three girls were at Rio Grande enjoying some very strong margaritas. Cleo had told the girls she only wanted beer because she didn't want to get too drunk. Erica declared that silly talk, hence the four tequila shots they'd bought her over the past hour or two. "I really can't get that drunk tonight, seriously," Cleo repeated, but she could already tell that she was partway there. "Why? You've got someplace to go?" "Well... I've got a date tonight," Cleo said. She had kept it a secret as long as she could, but she knew she could trust Erica and Sheila. "Oh that's great! Who is it?" Sheila asked. "Yeah, since when are you seeing anyone besides..." Erica's head snapped up from her salad. "You're seeing Andrew tonight?" "Andrew? Andrew Dunn Andrew?" Sheila asked, shocked. "You took a job on your birthday?" Erica asked, not giving Cleo a chance to explain. "Why didn't you tell us?" "I can't believe Adelle let you do that." "Is he still paying you double rate? I mean what the fuck, right?" "What the fuck is that supposed to mean?" Cleo snapped, breaking the question barrage. "Let me explain! Okay, so last month he had me for his birthday." "Fuck yeah he had you," Erica muttered, waggling her eyebrows. "Shut up. Anyway, so a few days later he books me for the 18th, which he knows is my birthday." "How'd he know it was your birthday?" Sheila asked. "I told him. We talk too," Cleo said, glaring at Sheila. "So anyway, his birthday was... A lot of fun," she said quickly, glaring at Erica, "So when he booked me for mine I though... Why not?" "So you've gotta run off from your birthday party because he wants his fucking dick sucked?" Erica fumed, but at least kept her voice down. "It's not like that," Cleo said. "I booked it as an overnight, but he said just to come when I could. He said he didn't want to interfere with any plans." "I... See," Erica said, although it was clear she didn't. "That's what he said? What did he say, exactly." "What I just said: to come by when I could, book it as an overnight, and he didn't want to interrupt my plans." Sheila and Erica looked at each other, unsure of what to make of all this. "Adelle said this was okay? It sounds like something she'd nix," Sheila asked, a little confused. Cleo looked down. "Oh for fucks sake, you're trying to snake Andrew? Adelle will shit-can you in a second if she-" "No! It's not that at all. It's just... She already thinks I'm catching feelings for him, and I didn't want to give her any more ammunition. So I put the date in the books for yesterday... And I'd never fuck over Adelle like that!" "Okay, good!" Sheila said, laughing. "So we're gonna get you drunk and he's going to fuck the shit out of you? I'm jealous." "Sure you are, who doesn't want a man twice their age between her thighs?" Erica said tartly, signaling the bartender for another round, and some more shots. "Age is just a number," Cleo said, shrugging. "And if you're only as old as you feel, then Andrew feels pretty good if you ask me," Sheila said, raising her eyebrows at Cleo. Sheila had seen Andrew a few times before Cleo snatched him away, and the blonde was always eager to tease her about it. "Oh, fuck you both." Erica said as the shots arrived. "That's extra," Sheila said, taking the lime and running it across the exposed skin of her neck before skillfully applying salt to the moist patch. She placed the lime wedge between her large breasts before handing Cleo her shot. "Gotta get you in the mood hon," she said, smiling saucily. Cleo blushed but played along, licking the salt off her beautiful friend's neck before slamming the shot. Standing unsteadily, she lowered her face to Sheila's deep cleavage, grabbing the lime wedge in her teeth and pulling it out, sucking the sour juice from it. Pulling back, she laughed out loud when she noticed the whole bar cheering, a group of guys nearby offering to buy them as many shots as they wanted. "You in trouble now, girl," Erica said, signaling the bartender. ~~~~~~~~~~~~~~~~ "This is dumb," Erica said as the elevator doors closed. "I said that in the cab. I don't need you guys to escort me," Cleo said, swaying just a little. "Sure you don't, drunky," Sheila said, touching up her make-up. Andrew may not be a client anymore, but she thought it was always good to look your best. "Besides, I want to get a look at this dreamboat. See what drags you away from your own damn birthday party," Erica groused, still annoyed at her friend letting work interfere with her social life. "Oh please. How about tomorrow night we go out, my treat?" "And I'm won over!" Erica laughed. "But I am curious about this gentleman." "Andrew? He's great," Sheila said, snapping her compact shut. "Great guy. Loves to eat pussy, fucks like a machine too. And," she said as she held her hands about ten inches apart. "Told you," Cleo said to her stunned roommate. "I just... I thought she was exaggerating!" Erica said off Sheila's laugh. "Seriously?" "One time with him? I think he fucked me four or five times. I had him leaking from every damn hole on my way home. You woulda thought I was in a gangbang to look at me." Cleo had to laugh. "That sounds about right." Cleo smiled: she had certainly come to love Sheila's frank way of speaking. When the elevator reached the 15th floor and the doors opened, Cleo stepped out into the hallway and turned left. "Okay, I'm here, can you guys get lost?" "Nope. We're delivering you, it'll turn him on," Sheila said. "Definitely," Erica said. She suddenly grabbed Cleo's arm, checked that they were alone in the hallway. "Take off your panties." Cleo's eyebrows soared. "Why?" "You've got to keep guys on their toes," Erica explained. "C'mon. The coast is clear." "But I... Oh fine," Cleo said. She checked both ways, then reached down and slipped off her thong, stuffing the lacy scrap into her purse. Her chest flushed, she continued another few paces down the hall before stopping in front of room 1523. Sheila and Erica stepped to either side of her while Sheila knocked loudly on the door. "Happy bir-oh," Andrew said as he opened the door, confused to find Erica and Sheila there as well. "Sheila? Cleo? What, uh, to what do I owe the pleasure?" "We're just delivering the birthday girl to the next phase of her evening," Erica said with a sexy smile. "And you are?" "I'm Erica." "Cleo's roommate. Nice to meet you. Sheila, how are you doing?" "Can't complain. Been missing my favorite client," she said, her smile predatory. Andrew looked a little abashed, but couldn't help but grin. "Uh... Anyway, happy birthday Cleo. I didn't expect you to bring, uh, back up." "They're just delivering me. Hello Andrew," she said as she stepped by him, kissing him on the cheek as she got close. "Goodnight girls." "Night Cleo," Sheila said. "Remember, it's your birthday." Cleo blushed a bit as she continued into the hotel room. Andrew smiled at the two girls before closing the door, checking to make sure the DO NOT DISTURB sign was in place. Erica and Sheila turned and walked back to the elevator. "Seriously?" Erica asked, holding her hands apart as Sheila had done. Sheila nodded. "Yikes. Happy birthday." ~~~~~~~~~~~~~~~ "For a second, I thought that you were bringing your girlfriends over for me," Andrew said, his voice unreadable. "For my birthday? I thought I get gifts on my birthday, not you," Cleo said, turning away in a mock-huff. "You've already gotten your birthday present." "And I absolutely loved it," he said, quickly stepping close and pulling her into his arms. "I just wasn't expecting three girls at my door is all. Happy birthday." He pulled her close for a kiss, his hands slipping to her butt. Cleo relaxed against him, her tongue softly stroking his, tasting hints of whiskey. She tended to get horny when she was drunk and she could already feel heat spreading through her belly. My god, it's gotten to the point where I get wet just from him kissing me, she thought. He quickly guided her over to the bed, pushing her so she would sit down. Quickly turning to the room's easy chair, he picked up a wrapped box and handed it to her. Unwrapping it, she smiled when she saw it was a box from La Perla. "I said I would buy you ten more." Opening the box, she found a light blue baby doll nighty. Looking at the flimsy fabric she could tell that it would reveal far more than it hid. She was about to comment on how it was yet another gift for him, when she lifted it up and noticed a glossy box underneath it. "You've got to be fucking kidding me," she said dumbly, pulling the iPad out of the box, the lingerie long forgotten. Quickly opening the packaging she found the giant, flattened out iPhone that she had been debating buying for weeks. "Andrew, I can't accept this. It's too mu-" "Sh. You've already opened it anyway, it's yours now," he said playfully, sitting next to her on the bed. "Want me to fire it up while you try your other gift on?" "Okay... But put we'll play with it later. I've got another toy I'd rather play with," she said quietly, her hand sliding along his thigh. They kissed softly for a moment, Cleo's tongue softly stroking along his lips. She stood suddenly, stepping close to him. "Undress me." Andrew smiled and began unbuttoning her blouse. He found a sexy little black bra, her nipples barely peaking over the edge of the lacy cup. Sliding one hand along her soft back, he easily unhooked the bra and helped it off her. He took a brief moment to shower her cleavage with kisses, but a quiet "ahem" from Cleo reminded him of his job. He pulled her between his thighs, quickly unzipping her skirt and letting it slide down her thighs. "Oh!" "I had the day off, so I went to the salon. Like it?" She had gone for a tight landing strip, her chubby lips full and bare. Andrew growled a little, his hands gripping her hips and pulling her close. "I really liked your bush," he said quietly, his hands stroking her thighs. "I know, but I wanted to try it." "Oh don't get me wrong: I wasn't complaining." His hand had slid behind her thighs, gripping her butt and pulling her close. He kissed her tummy softly, sucking gently on her soft flesh. Cleo came forward quickly, pushing on his chest as she climbed onto the bed, moving until she straddled his chest. "What about your nighty?" "I think it's silly to go put on more clothes when I want you to eat my pussy right now," she husked, kissing him passionately. Andrew's hands found her ass, gripping her cheeks and pulling her tight against him. Cleo kissed him hard, her tongue forcing its way into his mouth, fighting his for control. She sucked his bottom lip hard, pulling her head back and slowly letting the morsel slip from her lips. She continued to crawl up his body, but Andrew's hands on her hips stopped her as her breasts reached his face. "Oh yes," she whispered as he pulled a tight nipple into his hot mouth. Andrew bit gently, loving the sharp gasp she released at the sting. He quickly returned to softer sucking and licking, teasing her hard peak. He dragged his rough tongue around her nipple's pebbled edge, feeling Cleo melt against him. He attended to her stiff nipples for long minutes, sucking and nibbling at her as she gasped and giggled above him. Cleo was so horny it felt like her nipples were wired directly to her clit, and she could feel a sticky wetness spreading from her depths. Kissing a path from one nipple to the other, Andrew's hands explored down her sides, gripping her butt tightly. Spreading her cheeks wide, his fingers slipped in to toy with her weeping pussy, a fat finger slipping into her tightness. "Didn't you say something about eating your pussy?" Andrew asked around a mouthful of tit. Cleo didn't respond, instead just pushing his shoulders against the bed, pulling her tingling tits away from his mouth. "You're wearing too much," she said softly, pulling his shirt up and exposing his chest. Andrew quickly pulled his shirt the rest of the way off as Cleo undid his belt and worked his fly open. Andrew worked his pants down his legs, his engorged cock flopping against his belly. With both of them nude, Cleo looked into his brown eyes with a sly grin as she slowly moved around on his chest till she was facing his feet, backing her ass up against his face. "Now we can both have some fun," she said, her hand gripping his solid cock. Andrew cupped her butt, pulling her tight to his face. Andrew gasped as he felt Cleo's hot mouth suck his cock inside. Two can play at that game, he thought as he gripped her cheeks, spreading her open to his gaze. Her shaved pussy spread wetly, her lips already swollen and hot. He started slowly, lazily licking from her full clit up to her tight asshole. "Fuck Andrew..." she crooned as he teased her butt, rapidly licking at the clenching hole. He pulled her tight to his face, his tongue returning to her flooding pussy, switching from fluttering licks to thrusting deep inside her. "Oh! Oh honey..." Andrew couldn't respond, as Cleo was humping against his face desperately. Andrew's mouth was everywhere, teasing her clit, lapping at her pussy, nibbling her inner thighs, teasing her clenching ass. Cleo slumped against Andrew's chest, her breasts flattening against his hard stomach. Her hand still gripped his thick cock, but she had forgotten about Andrew's pleasure as she focused on her own. Adelle's Girls: Cleo Ch. 03 "Damn honey, I can't get enough of you," Andrew murmured before gently sucking on her clit, his tongue dancing on her pearl, his hands gripping her plump butt tightly. "Oh fuck Andrew," Cleo gasped, pushing up with her hands and pressing back against his sucking mouth. Andrew stepped up his attack, slipping a thick finger into her pussy as she began to thrust back against his face. Cleo groaned at this invasion, feeling his thick digit spreading her open. "Andrew, baby... One more," she murmured, biting her lip. Andrew was about to slip a second finger in her pussy, but instead traced a wet digit to her anus and pressed against the tight hole. "Mm, yes baby, please." Cleo could feel an orgasm building in her belly as Andrew fucked her pussy and ass, his thick fingers spreading her deliciously. Looking down at Andrew's thick, heavy cock laying against his belly, Cleo quickly swooped down and sucked it into her mouth, her nose touching his sack as she took him deep in her throat. Andrew grunted in surprise, but he wouldn't be denied, his sucking mouth and fucking fingers speeding up. Cleo moaned around his fat cock, she could feel her orgasm racing up from her toes. She pulled completely off his cock, breathing hard as her fist pumped furiously on his thick shaft. "Oh god, oh god!" she moaned out, her whole body shaking as she felt herself clamping down onto Andrew's thrusting fingers. She still gripped his cock hard, hanging onto it for dear life as she felt herself coiling up for a huge orgasm. "Andrew, honey, I... OH!" She screamed out as felt herself come apart, collapsing against his body as she came hard. Andrew gave her no respite, his tongue furious on her clit as his fingers plunged deep into her. Cleo moaned over and over as the just kept cumming, her juices gushing into Andrew's sucking mouth. With one final massive contraction, Cleo flopped away from Andrew, rolling into a ball beside him on the bed. "You okay babe?" Andrew asked, smiling, as he moved to her side. She was shivering, hugging her legs to her chest, and Andrew could see tears in her eyes. "I'm alright. Just... Whew! Just give me a second," she said quietly, wiping at her eyes. She shook her head, trying to clear out the cobwebs. Looking at Andrew, she couldn't help but giggle. "God I soaked you." "I don't mind," Andrew said, smiling wide. "You let me, I'll keep doing that forever." Andrew touched her cheek tenderly, wiping her tears away. "So... What does the birthday girl want now?" Cleo laughed, then struck a contemplative pose as she sat up on the bed, "Hm... It may be a little boring, but could you please fuck me cross-eyed?" she asked as she lay back against the pillows, spreading her legs wide. "Andrew? Could you please get on top of me and fuck my little pussy till I scream? I need it, I need you in me," she pleaded, spreading her wet pussy wide. Andrew's face was terribly serious as he crawled towards her, gripping one leg and pulling Cleo until she was under him. He lowered himself gently on top of her, his hard cock lying along her wet pussy. "Is that all I can do for you, love?" he asked quietly, pressing gently against her slit. "Well... For now, all I want in the world is your cock pounding my pussy," she murmured, reaching down and placing him at her entrance. She pulled him against her, but Andrew resisted, pushing his fat cockhead through her wet folds to tease her clit. "Mm, oh baby don't tease me, I ne-oh!" Cleo gasped as Andrew relented, thrusting deep into her gripping cunt. "Is that what you wanted baby? Maybe I should have wrapped a bow around my cock for you," he murmured as he pressed deeper, not stopping till his balls rested against her ass. Cleo giggles gave way to a harsh gasp, wrapping her legs around Andrew's thrusting hips. "Mm, darling," Cleo gasped as Andrew slowly began to pump in her. Cleo looked up at Andrew and was caught off guard by the raw emotion in his eyes. She saw longing, affection and lust in those eyes, and it shook her a little to see Andrew look at her that way. When Andrew leaned down to kiss her, Cleo relaxed against him, moaning as his lips consumed hers. They stayed like that for what felt like hours, Andrew rocking against her again and again as Cleo moaned and shivered beneath him. Cleo could feel herself opening to him, her pussy flooding over his thrusting cock as he pumped inside her. Each thrust in spread her deliciously, opening her up like nothing else she'd ever felt. And each pull out left her feeling so empty, her pussy yearning for his thrusting cock. When Andrew began kissing along the edge of her ear, she shivered, feeling another orgasm building in her belly. If Andrew heard her gasps, he didn't show it, keeping his pace slow and steady, as Cleo began to shiver and thrash underneath him. "Andrew! Oh fuck, god, fuck me, I'm cumming, I'm cumming!" she screamed, her whole body quivering as she came hard on his thrusting cock. "Fuck! Faster, fuck me faster!" Cleo moaned, her arms and legs gripping him tightly to her. But Andrew maintained his easy pace, ignoring her pleas. As her orgasm waned, Cleo growled in frustration. "Sorry darling, but you did ask me to fuck you cross-eyed," Andrew whispered, grinning. Cleo gasped beneath him, the aftershocks of her orgasm still shivering through her. Her legs slowly relaxed, slipping back to the bed as she practically melted under Andrew's assault. Glancing down her belly, she could see Andrew's cock gleaming with her cream as it slowly pumped in and out of her. She relaxed back against the bed, already feeling another orgasm growing in her belly. Andrew was relentless, maintaining his glacial pace despite Cleo's desperate pleading that he pound away at her. Through two more panting, screeching orgasms he pounded into her, until Cleo was convinced her brains had been literally fucked out of her head. Her fingers and toes were tingling, the bed under her butt was practically soaked through, and Andrew had yet to show any sign of flagging. "Andrew, fuck, please, I... I can't take any more," she groaned. She gripped him with her thighs, trying to pull him in tighter. "Fuck me, pound into me baby." Andrew finally relented, his hips picking up speed, Cleo's heels urging him on. "Unh, unh, unh, oh baby fuck me, fuck me hard love please." "Cleo baby, fuck," Andrew groaned, Cleo's tight cunt gripping him as he pounded into her. Pausing for a moment, he took her thighs in his hands, pushing her legs up to his shoulders. Leaning over her, Cleo was practically bent double as he resumed his thrusts. Cleo cried out as Andrew's thick cock slammed straight to her core. Gone were the slow teasing thrusts of the past hour: Andrew was fucking her like a jackhammer, his cock slamming deep in her repeatedly. "Andrew! Fuck, fuck, fuck me!" Cleo screamed out, her voice hoarse. He was going so deep in her, bumping her cervix again and again. "Oh god, honey I'm... I'm gonna cum again baby. Cum in me, fucking pump me full, oh fuck!!" Andrew's only response was grunting as he pounded deeply into her flooding pussy. He thrust once, twice, three times before collapsing against her, shivering as he exploded inside her gripping pussy. Feeling his cum pump into her set Cleo off, her pussy gripping Andrew's throbbing cock. Cleo cried out, shivering, tears streaming down her cheeks as she came hard, her fingers digging into Andrews shoulders as he throbbed again and again inside of her. Finally relaxing, Andrew slumped against her, breathing deeply. "Cleo, Jesus," Andrew murmured, untangling Cleo's thighs from his shoulders and moving to lie beside her. "Fucking hell," she said quietly, shifting around to get out of the enormous wet spot beneath her. Andrew scooted over to make room for her, pulling her close to his chest as he lay back against the pillows. Andrew pulled her close for a kiss, Cleo melting against him as he kissed her tenderly. They stayed like that for a few quiet minutes, kissing softly as their heartbeats slowed. "Is the birthday girl happy?" Andrew asked, smiling. "I'm getting there," Cleo said, grinning wryly. Cleo looked down at his cock, still mostly hard, streaked with his cum and her cream. Reaching down slowly, she gripped his slimy cock and gave it a firm squeeze. "Don't tell me you want more?" Andrew asked, smiling despite himself. In lieu of a response, Cleo scooted around until she was laying across his tummy, facing his thick cock. Puling it to her mouth, she sucked his fat head into her mouth, tasting their mixed juices all over him. "Cleo, hon, you don't have to-" Cleo shushed him before quickly pulling him back into her sucking mouth. "I'm still the birthday girl," she said, pulling his now solid cock from her mouth and stroking it firmly. "I... I just want you again and again tonight." Cleo could imagine Andrew's eyes widening, but she could feel his cock throb with a renewed hardness. "Really?" he asked, his hand sliding up her thigh. Andrew reached her pussy, slipping a pair of thick fingers into her slick opening. "Uh-hm," Cleo said around a mouthful of cock. Hearing Sheila talk about fucking Andrew and feeling his cum leaking out of her every hole had left Cleo feeling... Jealous. And horny. She wanted to fuck this man every which way tonight, leave him nothing but a shivering shell of a man. And if she got fucked brain-dead at the same time, so be it. ~~~~~~~~~~~~~~~~ "Unh, unh, unh," Cleo moaned with each thrust, her hands gripping the sheets tightly. Andrew knelt behind her, his thick cock spreading her ass, his balls slapping against her wet, open pussy with each thrust. He leaned over her to bury his face in her hair, kissing her neck hungrily as she crumpled beneath him on the bed. "Christ, Cleo, you're so fucking tight on me," he grunted, grinding against her plump butt. Cleo reached back and filled a hand with his hair, turning her head kissing him hungrily. "Andrew, fuck, Jesus," Cleo groaned, crying out with each deep thrust. It was almost four in the morning and it was their third bout. After their first furious coupling, Cleo had given Andrew the longest, teasingest blowjob he'd ever gotten in his life. If Cleo was a blowjob artist, than this was her masterpiece. She licked, bit, nibbled, and sucked him deep, using every trick she knew. When Andrew's groans would turn frantic, she would back off, teasing him mercilessly. When she finally finished him off, it was with a frantic sucking coupled with a pumping fist on his slick shaft. Andrew was reduced to a shivering, twitching mess as he pumped blast after blast of cum into her sucking mouth. Andrew managed to stay conscious long enough to thank her for the most amazing orgasm of his life, drifting off immediately after. Cleo curled up beside him on the bed and joined him in sleep. It was Andrew's mouth at her breasts that woke her. Things progressed quickly from there, and before Cleo knew it she was holding her cheeks open as Andrew's tongue invaded her tight ass. His teasing tongue drove her crazy and soon she was begging him to pound her ass till she screamed. And she hadn't thought it was possible, but it felt even better than the first time. "Andrew, I... I never thought I'd lo-AH!" Cleo gasped as Andrew slipped a hand to her moist pussy, rubbing her clit gently. "Never thought you'd what baby?" "I, unh... I never thought I'd love a cock in my ass," she groaned, burying her head in the pillow, feeling the huge knot of an enormous orgasm forming in her belly. "You love it? You love my cock pounding into your tight little ass?" Cleo nodded frantically. "Fuck yes. God... What have you done to me?" Cleo groaned. Andrew chuckled softly in response, his hips picking up speed as he pounded her ass. Cleo slumped to the bed, pushing her ass up against his pounding thrusts. "Ah! Andrew, fuck, I'm cumming, oh god..." Cleo muttered as she felt her whole body tense up, squeezing down on the huge thrusting cock in her ass. Andrew grunted as he felt her tightening up around him. His hips slowed, going from a deep pounding fuck to a slow plumbing of her ass, thrusting his full length slowly in before slowly pulling his whole length out. The change in speed set Cleo off even more as she felt every bump and vein drag in and out of her sensitive hole. Cleo groaned out, his slowed strokes putting her orgasm just out of her reach. "No, fuck, fuck me! Pound me, please, Andrew," Cleo pleaded, desperately trying to push back against him. Andrew said nothing, his mouth sucking at her throat as he ignored her pleas and, if anything, slowed his thrusts even more. Cleo groaned in frustration, but as Andrew continued to slowly fuck her, she could feel her delayed orgasm slowly building in her belly, even stronger than before, a tight ball of heat that each thrust seemed to make grow a little bigger, a little tighter. "Oh... Oh god..." "Gonna cum baby? Gonna cum with my cock in your ass?" Andrew grunted against her throat, his hand a blur over her clit. Cleo was beyond responding, only crying out as she felt her orgasm crashing over her. As he felt her shaking in orgasm beneath him, Andrew went into overdrive, pounding into her ass fast and hard. "Unh! Ah! Fuck! Fuck me, fuck me!" Cleo gasped out as she came over and over. She'd never felt anything like this in her life, it was like her ass was wired directly to her clit and both were wired directly to her brain. Every thrust of his cock was another explosion of pleasure, her ass clenching desperately at him while her pussy flooded with juice, rivulets dripping along her thighs to the soaked bed below them. "Ah-Andrew, I... I can't take much... Cum, please, oh god..." Andrew growled into her throat, his hips slamming against her, grinding into her gripping ass. Cleo could feel him swelling as he jetted repeatedly into her gripping ass. Cleo gasped at the explosion of heat in her belly, collapsing against the bed as Andrew's cock throbbed again and again in her bowels. Andrew slumped against her in slow motion, his hard chest pressed against her sweaty back. "Mfh, honey, your squishing me," Cleo murmured, turning her head to suck in a deep breath of cool air. Andrew managed to roll off of her, gently pulling himself from her gripping butt. Cleo still lay perfectly still. In fact, she didn't think she'd ever be able to move again. "Fuck. I think you've broken me. I can't feel my toes." "They're still there, don't worry," Andrew said, smiling. He went to the bathroom and Cleo listened as he used the toilet and washed up. He returned shortly with a warm wet towel, cleaning her butt gently and wiping her thighs clean. "You okay babe?" he asked, but looking up he laughed when he saw that she had drifted to sleep. ~~~~~~~~~~~~~ "Good morning, sleepyhead," Andrew said as he set down a glass of orange juice on the end table. "I got room service while waiting for you to return to the living. Pancakes?" "Yes please," Cleo said quietly, pulling herself upright. "What time is it?" "Quarter past ten," he said, bringing over a plate of pancakes and bacon. "You okay? Your voice sounds terrible." Cleo cleared her throat, taking a gulp of OJ before trying again. "I think it's from a whole night of screaming 'fuck me fuck me.'" "Ah," Andrew noted with a smile. "Well, uh, sorry then." "Don't you dare fucking apologize," Cleo said firmly before taking a giant forkful of pancake. "I couldn't imagine a nicer way to end a birthday than being fucked senseless. Thank you." "Oh don't mention it," Andrew said with mock modesty. He pulled a chair closer to the bed and sat down, his mood suddenly serious. "Cleo, I need to speak with you about something." "Oh? Something wrong?" Cleo's guard was immediately up. "Uh, no, nothing's wrong. It's just... Well, the EBT merger that I've been working on these past few weeks? Well, apparently I made enough of an impression with Cravath that they made me an offer to come on as in-house. Jump straight to senior associate, signing bonus, fast track to partner within the year." "Oh wow! That's... That's great! Congratulations," Cleo said, outwardly happy but still internally cautious. "Thanks... I mean, they really didn't give me any choice. They're even paying my rent for a year. How could I refuse?" "So you're moving to New York?" "Yeah. I've lined a place up just a few blocks from here actually. And I, um... I'd like to see you." "Oh, okay... I don't know if my body will be able to handle seeing you more often. I need the month to recover!" Cleo said, laughing. "That's not what I mean," Andrew said, moving to sit beside her on the bed. "I want to see you. To date you. To have you over for dinner and to take you out dancing. To go over to your place and stay with you. I..." Andrew faltered but then pressed ahead in a rush. "Cleo, you're the most amazing woman I've ever been with. Smart, funny, beautiful... You, god, you just drip sex and you don't even realize it." "I... I don't know what to say," Cleo said, quickly slipping out of bed and standing, putting the enormous bed between them. Realizing she was standing there naked, she quickly grabbed her clothes and started to put them on. "Andrew I... This is so sudden." "I know, I know and I'm sorry. I... I had been telling myself that it was just an infatuation, but I... Hon, I can't explain it. I just... I think about you. I count the days between my trips to New York. The first time we were together, it was incredible. You're so different from..." "From your other whores?" Cleo asked, her voice hard. Andrew locked eyes with her, but then his head dropped in apparent defeat. "I'm sorry, that just came out. Bu-" "But it's true, yes," he said quietly. "I can't help how we met, but I can't ignore how I feel." His eyes snapped to hers, challenging. "Tell me you don't feel anything for me. Cleo, we've got something here and I want to try and-" "No," Cleo said firmly, squaring off against him. Her mind was working a million miles an hour, trying to come to terms with this unexpected development. She liked Andrew, she could admit that, but one of the things she liked about the relationship was the easy compartment she could put him in. He wasn't her boyfriend, he was her client. That was her touchstone, the fact that kept her grounded through this whole crazy adventure. All this time she had worried about developing feelings for him, but meanwhile he had been the one catching feelings. Weren't men supposed to be the unfeeling jerks? Cleo came to a decision and straightened imperceptibly. "Andrew I... I like you, I do, but I can't do this. I can't. I... You're twice my age! We hardly know each other! And what about my job? You think Adelle would let me date a client? I just... I'm sorry," she finished, pulling her shoes on and heading for the door. Her hand on the knob, she paused. "I don't think you should book me again." Andrew sat on the bed looking quite defeated. "Alright. Wait, here," he said, taking her gifts from the night before and handing them to her. "I bought them for you and I want you to have them," he said quietly before she could object. Standing close he towered over her, looking at her with so much unguarded sadness it broke her heart. "I... I'm sorry Cleo." "I'm sorry too," she said quietly as she quickly stepped forward to kiss his cheek before she slipped out of the room. She walked quickly to the elevator, her heart pounding in her chest. She was able to hold herself together until the doors closed, but as soon as they clicked shut she could feel the tears streaming down her cheeks. * Thanks for reading. I'm a bit torn about where to go from here, I'd love to hear what everyone thinks. Voting and comments are greatly appreciated! Adelle's Girls: Cleo Ch. 04 We've reached the end of Cleo's tale. Thanks to everyone for their comments and support, and I hope you enjoy this latest installment. * Cleo burst into the apartment and rushed straight to her bedroom, walking straight past a surprised Erica. Erica was on her feet and following her before she even fully realized something was up. "What's wrong?" Erica sad as she followed her, only to come face-to-face with Cleo's shut bedroom door. "Cleo! Cleo? What happened?" There was no response. "I ain't going away until you open this door. C'mon! You gotta get out of there sometime!" There was a slight click as Cleo unlocked the door. Erica entered slowly, finding Cleo sitting sadly on the side of her bed. She had changed out of her date clothes and had just pulled on some sweats, her cute half-bra looking somewhat less sexy on an unhappy young woman. She wasn't crying, but Erica could tell that she had been. Sitting across from Cleo in an old armchair, Erica decided it would be better to let Cleo do the talking. They sat there silently for a long minute before Erica became impatient. "Hon, what happened?" "He asked me out." Erica's brows furrowed. "What like he wanted to book you without calling Adelle?" "No, he asked me out. He wanted to date me. No more bookings, no more Adelle." "Oh... I see," Erica said, nodding. She'd encountered this before: the client who wants to rescue her, take her away from her horrible life of selling herself. But that didn't exactly fit with Cleo and her special status. She wasn't so much a call girl as Andrew's private girl in New York. "What'd you say?" "I told him no. Told him it would never work, that Adelle wouldn't allow it... I shouldn't have said yes, right?" "Cleo, do you think you want to start dating a guy you met while filling in as a call girl?" Cleo laughed despite herself, but still looked miserable. "How'd he take it? Get angry?" Cleo gave a half-laugh, half-sob. "He looked so sad. So... hurt. Erica I... felt horrible doing that to him." The tears began to flow again and Erica pulled her friend close, comforting her. "I told him he shouldn't book me again." "That's... That's probably for the best hon," Erica said gently, rubbing Cleo's back as she would an upset child. Erica had been worried about something like this for months, but she had always assumed it would have gone the other way: that Andrew would have gotten tired of her or that Cleo's feelings would get in the way of the job. She never thought that it would be Andrew who would catch feelings and that Cleo would be the sober, professional one. "But I got some bad news for you kiddo. Now you've got to go into work today and explain to Adelle." Cleo groaned. She knew she'd have to fess up: about her own feelings, about the fake-date trickery, and about making the possibly foolish decision to sever her connection with Andrew. She knew Adelle liked her, but she also knew that this was Adelle's business she was messing with, and Cleo had just lost her one of her highest paying customers. Cleo figured she had one chance in three of keeping her job when it was all said and done. ~~~~~~~~~~~~ "I should fire you. You know that," Adelle said firmly once she had finished her tale. Cleo's head dropped. When Cleo came into work that afternoon, Adelle had immediately known that something was the matter. Cleo explained, as calmly as she could, what had happened, going all the way back to when Andrew booked her for her birthday. Adelle had listened closely, eerily calm. Cleo envied her boss' unflappability: She was sitting before Adelle's desk in abject misery, her nervous fingers playing with the edge of her blouse. "Not to sound like your mother, but I'm very disappointed in you." "I'm sorry." Cleo knew that she had said it before, but was convinced if she just kept repeating it she might be able to escape from this mess. "Stop saying you're sorry." Damn it. "I don't know what else I was supposed to do." "Allow me to teach you," Adelle said, taking a sip of her tea. "You should not have booked him for your birthday. That suggested an emotional attachment. And you knew that, which is why you tried to hide it from me." Adelle put down her teacup and leaned back, her face unreadable. "That is the most distressing thing, that you lied to me. Except for that I'm almost proud of you." Cleo's head snapped up. "Proud? What for?" "I had been concerned about your feelings for Mr. Dunn. And I believe that you have some, or else none of this would be bothering you." Cleo didn't bother denying it. "But you controlled those feelings, and put them aside to do the right thing. And it was the right thing Cleo, please believe me." "I... I felt so bad," Cleo said quietly. "I don't doubt it," Adelle said evenly, still watching her employee. "And once you've refused such a request, you can't possibly continue to see him. He'd see it as a way to maintain contact, to woo you. It can become... an unhealthy relationship. What do you think of Mr. Dunn?" The question threw Cleo off. "Be honest dear." "I like him. He's a good man." "Not a nice guy?" Cleo shrugged. "He's a man. There's a difference, you know that." Adelle smiled: Cleo had learned a lot working for her. "He's... Smart, kind, gentle, but big and strong and... And the sex is just... Amazing, explosive, devastating... But uh, tender. Like, close." "Not just fucking. I understand. So you're fond of him?" Cleo nodded. "So why did you turn him down?" "I just couldn't... There's the age thing, obviously. And, I mean, I hardly know him, really. And I knew you would kill me." Adelle smiled at that one. "And, I mean, Pretty Woman notwithstanding, I don't think that's really the way to meet someone." "It can be hard..." Adelle began, trailing off. She shook her head gently, forging ahead. "It's very hard to build a... healthy relationship that starts as a commercial transaction." "I can imagine." "You lie to me again you'll be out on your ass, period. If I so much as suspect you are up to something, you are gone. Understood?" Cleo nodded. "And that includes anything that might happen with Mr. Dunn in the future. Are we clear?" "Yes, yes Adelle we are perfectly clear." "Good. Do you remember when I told you to stop seeing Mr. Dunn and you convinced me otherwise? I asked you to remember that conversation? I was looking to avoid something very much like this." "I... I see that now," Cleo said, standing. "I really am sorry Adelle." "Don't be sorry, just make sure nothing like this ever happens again." ~~~~~~~~~ "Thank you sir, we'll call to confirm," Cleo said. "Thank you, Cleo. Perk up dear! It's a beautiful day out!" Mr. Daniels said, chiding. "I will, thank you sir," Cleo laughed, shaking her head as she hung up. As she called Diane to tell her she had a job that evening, she thought about her attitude the past month. Was she in a funk? It had been six weeks since her last date with Andrew, and Cleo was starting to wonder if she would ever hear from him again. A small part of her was happy that she hadn't. She had been worried that he would call and make a stink, or that she'd have some emotional confrontation with him, and she was pleased that neither had come to pass. But she couldn't deny that another part of her, a large part of her, missed him deeply. They may have only seen each other once a month, but their meetings had been so intense, so passionate, it felt like much more. Whatever else you might say about him, he was warm and kind, and she missed her time with him. And then there was the sex. Whenever Cleo found herself horny, late at night, she couldn't help it as her mind turned to memories of her time with Andrew. With her rabbit buzzing away in her pussy and, occasionally, her butt plug stretching her open, she would fantasize about him until she came, shuddering, her pussy yearning for that amazing cock of his. Erica said she needed to go out and get laid, but Cleo wasn't one for one night stands. Between that and her unhappiness with the bar scene, she had been left with nothing but her fingers and toys to satisfy her. And it was starting to turn her into a bit of a crabby bitch. It was looking like a busy day, unusual for a Saturday in August. Most weekends the city's wealthy elite fled for the Hamptons or the North Fork, which left few of their clients around. But this weekend something must have been up: the wealthy and horny seemed to be staying in town and ordering their women in. "What's going on? Last weekend we were dead, and today we're running at a good clip." "Could be a few things," Adelle said, taking off her glasses. "First off, the weather's shit: no one wants to drive two hours out on the island just to have to sit around inside anyway. How'd the market do this week?" "Uh..." Cleo said, flipping to her stock widget, "Dow's... up for the week. C'mon, you think because Wall Street had one good week-" "That all their new hires decided it was time to spend some of their hard earned money on the high class whores they know their bosses have been using? Yes, yes I do." The phone rang. "And here's another one. A very good weekend indeed." "Adelle's, Cleo speaking, how may I help you?" Cleo asked, smiling at Adelle. "Hello Cleo. How are you?" Cleo's smile faltered, draining away. "Hello Mr. Dunn. I... I'm fine. How are you doing?" Adelle quickly stood and came around to Cleo's desk, asking with her hands if Cleo wanted her to take the call. Cleo held a hand up: she could handle this. "I've been alright. Pretty busy with moving in, getting settled." "No more travel? That must be quite a change." "It really is... I'm used to bouncing between two homes in different states, with hotels scattered in between. A month solid in one apartment is... Different. But nice. And think, this winter I won't have to travel to see snow." Cleo smiled, remembering their first date on that snowy night. "You just have to make it through the summer first." "Right. I think it's actually hotter here than it was in Texas." "How can I help you today, Mr. Dunn?" Cleo asked, remembering Adelle was watching and that she was supposed to be the consummate professional. "I was uh, hoping to make an appointment for next weekend, the 26th. A five to nine." "Of course." "Are you, uh, available?" Andrew asked, the quiet hope in his voice like a dagger in her heart. "I'm sorry Mr. Dunn, but I'm no longer... involved in that way." "I see..." "Um, Sheila is available, if you'd like." "How about Erica?" "Pardon?" Cleo asked confused. "Is Erica available? She seemed lovely." "Um..." Cleo floundered, completely thrown. Adelle saw that she was in trouble and signaled her to put Andrew on hold. "Just a moment please." "What? What did he say?" "He wants to book Erica for next weekend." "Oh." Adelle said, nonplussed. "And?" "And... She's my roommate, he knows that." "Think he's trying to hurt you? Fuck your friend?" Cleo shook her head. "I don't think so. He's not... cruel like that." "Are you sure? Wound a man's pride and he can turn into a real prick." "No... No, I think maybe he's trying to make me jealous or something." "Hm. Is he succeeding?" Cleo only frowned in response. "Alright, book it." "What?" "Book it." Cleo was about to respond, but she could tell this wasn't the time to second-guess Adelle. "Alright Mr. Dunn, that's Erica on the 26th. Where should she meet you?" "That's right, I'm not at the Waldorf anymore," he said, laughing uncomfortably. "119 East 53rd street, apartment 12B." "Thank you sir. We'll call to confirm," Cleo said crisply as she hung up, her mind spinning. ~~~~~~~~~~~~~ "Fuck it, I'm not going," Erica said. "Erica, c'mon, Adelle will kill you," Cleo said, trying to calm her friend down. "No she won't," Erica said, finishing off her wine and pouring some more. "I've got four clients who would balk if she dumped me, so fuck that noise. And fuck this guy, fuck Andrew. What does he think he's doing?" "I don't know," Cleo said, sipping her own drink. "I'll tell you what he's doing: he can't fuck you anymore so he's trying to fuck your best friend. This is some high school shit right here, lemme tell you. Fucker's damn near fifty but he's acting like a teenager." Erica was working herself up to an ass-kicking mood. "I'll tell Adelle to tell his punk ass to go find himself a girl the old fashion way. Or just go fuck himself. I can't believe he would do that to you!" "Neither can I," Cleo said quietly, half to herself. She was still trying to figure out what was going on. Was Andrew just trying to piss her off? Or make her jealous? Or was it much simpler: he was over her and wanted a new girl to come by and suck his cock? "What a fucking piece of shit," Erica said, now pacing around the living room. "From what you had said, I thought he sounded like a pretty nice guy. But this? This is just weird. Punishing you for his own damn feelings. It's outrageous. You oughta-Where are you going?" "To ask him," Cleo said, putting her shoes on. "What!?" "I'm going to get to the bottom of this. I'm not having you square off with Adelle over me, and I... I can't believe he's doing it to be cruel. I can't. I know his address, I'll just go over and see... Find out what's going on." "Adelle's gonna flip out. She'll fire you." "I'll explain myself to Adelle tomorrow," Cleo said firmly. As far as Cleo could tell, she was saving Adelle a huge headache: She knew Erica wasn't going to back down, and Erica was much more valuable to Adelle than Andrew. And if Adelle fired her... Cleo had made close to thirty thousand dollars just from her work with Andrew, so she knew she would be able to take care of herself until she found something else. She just couldn't believe that he could be so heartless to do something just to hurt her. "Cleo, this is stupid. Let me come with you." "You just want to hold him down while I kick him. We're just going to talk, don't worry," Cleo said as she grabbed her purse and headed for the door. "Wait, wait, take this," Erica said, searching through a drawer and handing her something that Adelle had given her almost nine months earlier: a can of pepper spray. She was about to protest when Erica interrupted her. "You are going into a man's home to have an emotional confrontation, and one that he might not take well. I am not letting you out of this house without protection. It's either this or the baseball bat, your choice." "Fine," Cleo said, putting the small can into her purse. She didn't like that Erica was making perfect sense. ~~~~~~~~~~~~~~ "Cleo? What are you doing here?" Andrew said as he opened the door and stepped aside so she could enter. He was in sweats and a tee shirt, and Cleo had to smile: she had never seen him dressed down. "Is this a bad time?" Cleo asked, looking around. Andrew's new place was very posh, and enormous: you could probably fit her entire apartment in his spacious living room. You could tell that he had just recently moved in, as the whole place was still very spare, but Andrew had already fully furnished the place with some very expensive, tasteful pieces. "No, I was, uh, just watching some television. Can I get you something? I think I have some wine or-" "What the fuck do you think you're doing?" Cleo blurted out, turning on him and pinning him with her angry hazel eyes. "Booking Erica? What, I turn you down so you figure my roommate's the next best thing? Are you trying to get back at me? Make me jealous? Well? Because all you've done is piss Erica off and, fuck, pissed me off too! I just..." "Cleo?" Andrew asked once she seemed to burn herself out a little. "What?" "I only did it because I hoped you would do something like this." "What?" Cleo asked, her voice quiet. "I... I knew you wouldn't let me book you again, but I knew if I could do something to get under your skin you might do something... Impulsive, like this. I also knew it was the only way to get you my address." Cleo was a little stunned. "You manipulated me into coming here?" Andrew shrugged. "Strategy and manipulation is sort of my day job. Sorry." "What the fuck for?" "I just wanted to see you again hon," he said, his voice rough. "I... I've missed you." Cleo was about to yell at him again, but all the rage was gone from her. She looked into his brown eyes and saw all the loneliness and sadness there. Her shoulders slumped a little, as she felt the anger being replaced with the sadness she'd been feeling for the past few weeks. "I've missed you too," she said quietly, a tear escaping and sliding down her cheek. Andrew watched her for a moment, and then in three great strides she was in his arms, her face in his chest as his hands gently rubbed her back. "Christ hon, what are we doing?" he asked quietly. Cleo just shook her head, she didn't have an answer for him. "How'd you know I'd come here?" she said into his chest. "I didn't, really, but it was the only move I had," he said. "If you hadn't, I'd have just told Erica to go home and tell you I needed to speak to you." "She probably would have smacked you around before you could say anything," Cleo said, picturing her furious roomy. She pushed on his chest, escaping from his arms. "So you wanted to talk to me. Talk." Andrew nodded, moving to sit on his couch and indicating for her to take a seat in an armchair. Cleo did, sinking into the leather cushions. "I've been miserable," Andrew began, his eyes earnest. "I didn't tell you this, but... Well, in Tampa and Dallas I didn't use, uh, escorts. I had girlfriends living there." Cleo nodded. "But after seeing you a few times, especially after my birthday, I really started thinking about my relationship with them. And I realized that, well, my relationship with you was much more honest." "What do you mean?" "Well, I call them my girlfriends, but they were almost like hookers themselves. Whenever I saw them I had to bring gifts, or take them shopping. When I was with them, I knew I was just another chore they were doing to get something for themselves. After my birthday I was out one night with Alice, she was in Tampa, and we went out... And it was the most soulless, joyless night out two people could have had. It was just terrible." "Sorry," Cleo offered. "And the whole time I'm remembering my day with you and I just thought, what the fuck am I doing? Why am I wasting my time with people I don't care about and don't give a damn about me? So I cut it off, with both of them. When I saw you on your birthday, you were the closest thing to a girlfriend that I had." "Andrew, I-" "Let me finish," Andrew said, holding up his hand. "Between all that, and the job with Cravath, well, I just... I've spent most of my career, my life, going after what I want. No half measures. When we were last together I... I was alone, unattached, and with this amazing young woman that I can't get out of my head. I'm moving to her city, starting a new career, a new life. So I went after what I wanted. You." Andrew looked up finally, his brown eyes locked with hers. "I don't care how we met, or our ages, or anything like that. I just know how I feel about you, and how I think you feel about me." "Andrew... Are you trying to tell me you love me?" Cleo asked, her voice tiny, hesitant. "No," he said firmly. "I've been married twice. If I ever tell a woman I love her again it will be for the last time. I hope. But I want to find out if I do, Cleo. I want to have that chance. I like the hell out of you, if that helps at all," he offered, a small smile on his face. "How long have you felt like this? Is that why you kept booking me?" "At first... Well at first it was a combination of things. I was definitely a little smitten. You were just so... genuine, honest, real. A lot of the girls you meet who, uh, do this," Cleo could tell he was trying to avoid the word whore or hooker, "they're running some kind of game, or just playing you. Like a stripper or something, just keeping you happy so that you keep paying." Adelle's Girls: Cleo Ch. 04 "Maybe I was just better at it than you thought," Cleo commented, smiling. Andrew couldn't help but grin. "Maybe. But you... I could tell this was the real you, the same you I'd get if we had met at a party or out some night. And also, the sex was absolutely amazing," Andrew finished, risking a crooked grin. Cleo couldn't help but smile. "I'm... I'm not usually like that." "Maybe I just bring out the best in you," he responded, his grin now full. Cleo couldn't help it, she smiled too. Cleo bit her lip. "So... So what do you want to do?" Andrew shrugged. "Date? Get to know each other? I just want to try, hon. If it doesn't work out, or you don't even want to try I... I'll never call Adelle again. You won't have to hear from me at all." Cleo thought on it. She had been miserable these past few weeks. And seeing Andrew so bare like this... It certainly helped his argument. But what about the age difference? Age is just a number, another part of her brain replied, you said that yourself to Erica. But what about Adelle? She'll fire me a in a second, her rational mind countered. She might not, and besides, what kind of career advancement do you have if you stick with Adelle? But what about... He hired me as a whore! He's just asking for a chance, she chided herself, and you took his money hon, so don't get all high and mighty. "Adelle's probably going to fire me," Cleo said, smiling slightly as she looked up from the floor. Andrew's face broke into a great smile as he leapt up and rushed for her. He picked her up and hugged her tight, raining kisses on her throat. "But." "But?" he asked, putting her down suddenly. "But what?" "But we are starting fresh." "Starting fresh?" he asked, the smile still strong on his face. "Uh huh. When you take me out next Saturday-" "We're going out next Saturday?" "Yup. You are canceling your date with Erica first thing tomorrow," Cleo said, pulling his hands from her hips and stepping back. "But when we go out next Saturday, that will be our first date. Alright? We are starting fresh. I don't care that we've been fucking for months," she said, smiling crookedly, "you're going to have to win your way back into my bed. I want to be wooed." Andrew nodded, still grinning like an idiot. "Starting fresh, wooing, okay." "Alright." She stepped close and kissed him on the cheek. "See you then." ~~~~~~~~~~~~ Cleo had seen Adelle mad. She had seen her when she had fired Danielle for trying to go independent, and Adelle had cursed the poor girl out like an Oxford educated sailor. She had seen her yell at her accountant, fight with her sister, and even saw her chew out a delivery guy one time. So Cleo thought she would be prepared for Adelle's reaction to her... innovative solution to the Andrew situation. She was wrong. "I suppose you think you were being clever," she said coldly, remaining seated, her eyes like flint. Cleo and Erica stood before her silently, Cleo having already explained her actions as best she could. Erica had refused to let her go in alone, since it was Erica's refusal to go out with Andrew that had set all this in motion. "What you did was very, very foolish, Cleo." "I don't think so," Cleo responded calmly. "Erica was unwilling to entertain Mr. Dunn, and was actually eager to confront him about his behavior. I didn't want her to be insubordinate, so I decided to short circuit the problem by confronting it at the source." "I see." Adelle sipped her tea, her eyes moving between Erica and Cleo. "So do you think this means you'll be slightly less miserable from now on?" Cleo's jaw dropped a little, and a tiny smile curved Adelle's lips. "You, you're okay with this?" Erica asked, shocked. "Oh not at all, I think it's foolish and is almost guaranteed to result in heartbreak. However," she said, standing, "almost from the moment Mr. Dunn booked you for a second time, I knew that losing him as a client was a foregone conclusion." "What do you mean?" Erica asked, filling in for her gob smacked friend. "When a client becomes infatuated with a girl, it almost always ends with the client moving on, one way or another." "I see," Cleo said, although she didn't really. "But I thought you said that it was impossible for... For a relationship that started as a financial transaction to..." "I didn't say impossible, I said hard," Adelle corrected gently. "And it is. Frankly, I'm just happy that we were able to make double-fee on him for as long as we did," Adelle said, coming around to the front of her desk and sitting, looking closely at Cleo. "I guess I know better than to book you with any clients. I should have known you were a bit of a succubus." "It's always the quiet ones," Erica added, elbowing her friend in the side. Cleo was confused; she hadn't expected Adelle to play along like this. She had resigned herself with the idea of having to look for a new job, and now all she had to do was plan for her date that Saturday. ~~~~~~~~~~~~~ "Thanks for a lovely evening, Andrew," Cleo said, smiling as they arrived at the steps to her building. "My pleasure. I think I ate my weight tonight, but I'll recover," Andrew replied, rubbing his flat stomach. They had taken it easy: a nice dinner at Five Napkin Burger followed by drinks at a bar near Cleo's house. She was pleased to find that they still had the same easy rapport. They had spent most of the dinner discussing all the parts of New York that Andrew had never seen, and didn't even know existed. "It was good, but best burger in New York? I don't think so. Even Five Guys is better." "Oh? Cheaper too, I'd bet. I'm not up on the ranking system, clearly. I haven't even gotten to Shake Shack yet." "We've gotta go then! C'mon, let's stand in line for two hours in the heat for some cheeseburgers!" Cleo said, laughing. She climbed her building's one step and slid her key into the lock, turning to find herself almost eye to eye with Andrew for once. He stepped a little closer, his grin infectious. "So Cleo... How do you feel about kissing on the first date?" he asked quietly, his eyes on her moist lips. Not waiting for a response, Andrew slowly leaned forward and kissed her softly, his lips just gently touching hers. Cleo slowly kissed him back, her lips slipping open to suck on his slightly. Andrew stepped closer, until he felt Cleo's breasts pressing against his chest, one arm slipping around her back to pull her tight to him. Cleo mewled in her throat quietly as her tongue slipped out to toy with his, one hand sliding around to be back of his neck. His large hand felt hot against the small of her back, just above her butt, and Cleo found herself wishing he would slide his hand down the back of her skirt and just grab her. Their tongues were now battling aggressively, Cleo's hand filling with his hair as she pulled him closer. She was just about to drag him into her building when Andrew slowly pulled away, slowly toning down to gentle pecks against her lips. "Goodnight Cleo," he said, smiling at her evident frustration. "Can I see you tomorrow? I hear that little café over there has an excellent brunch." "Yeah, I told you that two seconds ago when we were walking over here," Cleo said, a little flushed. "But sure, brunch sounds nice." "Ask Erica to join us. Maybe I can win her over a little," Andrew said before leaning in to deliver one last soft kiss. "Goodnight Cleo." "Goodnight," Cleo said as she turned her key and entered her building. She turned to watch as Andrew walked down the block, cursing her own rules about taking it slow. I wonder if I shouted for him to come fuck me...? "How was your date?" Erica asked as Cleo entered the apartment. "It was really nice, actually," Cleo said, kicking off her shoes. "How was your night?" "Quiet. Watched Castle and Breaking Bad." Erica's eyes narrowed. "You're flush." "Shut up," Cleo said as she tossed her purse on the couch. "Want to join Andrew and me for brunch tomorrow? He said he wants to make nice with you." Erica laughed. "Sure, why not." "Great," Cleo said. She stood for a moment, shifting from foot to foot. "I think I'll be in my bunk," she quipped as she turned on her heel and walked straight to her bedroom, ignoring her roommate's peals of laughter. Cleo quickly shut the door and practically leapt to her bed, pulling her skirt up around her hips as she opened her drawer and retrieved her rabbit. Two seconds later her panties were pushed down her thighs and she was slipping the rubbery toy into her pussy, finding herself soaking wet. "Oh shit," she gasped as she felt the toy's flared middle slip inside her, stretching her pussy delightfully. She quickly turned it on, it's throbbing vibrations shooting straight up her spine. She fucked herself slowly, the buzzing, rotating toy doing fantastic things to her gushing pussy. But in her mind, it was Andrew's fat cock stretching her open, is fat balls resting on her ass as he ground as deep as he could in that special way he had. Pressing the toy's buzzing clitoral stimulator against her clit, she imagined it was Andrew's thumb, worrying at her as he pounded her deep. "Oh fuck oh fuck!" she grunted as she came hard, still fucking herself with the buzzing toy. She knew she would need at least one more good cum before she was satisfied. She could just picture Andrew's boyish grin as he fucked her through a toe-curling orgasm, pinning her arms to the bed as he took her up the path to ecstasy once again. "I can hold out till our third date," Cleo muttered, a slim finger slipping down to toy with her ass. She grunted as the tip slid inside, her abundant juices lubricating the way. "And brunch will technically be date number two..." ~~~~~~~~~~~~~ "That was delicious, thank you," Cleo said as she picked up her plate and followed him into the kitchen. It was Sunday night and Andrew had just cooked them a quiet dinner at home. He had invited her over for dinner after brunch that morning, a sly grin on his face. Cleo had accepted quickly, hoping her blush wasn't too obvious, resolutely ignoring Erica as she giggled through the whole affair. "I didn't realize you were such a good cook." "Well I never got a chance to show you, what with the lack of a kitchen and the convenience of room service," Andrew said as he put the leftover mashed potatoes in a Tupperware container. He had made beef medallions in a wine reduction sauce with garlic mashed potatoes and asparagus. Nothing too complicated, but delicious nonetheless. The two worked together to quickly clean up the dinner, putting the dishes in the sink and putting stuff back in the fridge. Cleo was just putting the cork screw away when she turned around and found herself chest to chest with Andrew, as he was just reaching to put a large dish back into a cabinet. They stood like that for a long moment before Cleo went to her toes to softly kiss him. The kiss was slow and sweet, Cleo's palms resting against his broad chest. Andrew was still holding the dish out toward the cabinet, and Cleo was worried he'd drop it to hold her. Andrew slowly pushed her back against the counter so he could reach the cabinet, squeezing her between his chest and the stone countertop. Cleo quickly hopped up so she was sitting on the counter and pulled him close, kissing him deeply. Andrew's hands slid along her back as they made out like teenagers. "Cleo, hon," he murmured between kisses, "I don't think I've given you a sufficient tour of the house, have I?" "No I don't think you have," Cleo said softly, unbuttoning his shirt as they kissed. Andrew pulled her legs around his middle and lifted her from the counter, his hands gripping her butt hard. Cleo squeaked as he walked away from the counter and out of the kitchen, holding her against his chest as he walked. "That's the living room, there's the bathroom, there's an office," he said as he walked down the hallway. "And this is the bedroom," he said as he walked straight to the bed and placed her upon it, kneeling between her thighs as he lowered her down. "Very nice," Cleo said. It was too: all earth tones and soft lighting, with a lovely king sized bed and tasteful art on the walls. Cleo wondered if he had hired someone to help him design it or if he just had that sensibility. And then Andrew was kissing along her inner thigh and all thoughts left her head. Before she knew it her panties were pushed aside and Andrew's face was pressed deep into her cleft, taking long slow licks up her whole length. "God I've missed you," Andrew said softly, his voice a rumble. Cleo didn't need to respond, her hands holding his head tight to her pussy saying all that needed to be said. Andrew's broad tongue licked her from her weeping opening up to her hard little clit, teasing her button as she murmured in pleasure. "I'm glad you let your bush grow back," Andrew said, gently rubbing her soft auburn curls as he slid up her body. "Shaving's a pain in the ass," Cleo said, pulling him close for another deep kiss. She could taste herself on his face and it drove her absolutely crazy. She resumed unbuttoning his shirt, realizing that they were both almost fully dressed. Andrew seemed to realize this at the same time, and the two lovers spent the next thirty seconds franticly tearing the other's clothes off. Finally naked, Andrew fell upon Cleo again, sucking at her breasts like a starving man. Cleo's giggles gave way to a gasp as he skillfully toyed with her nipples, the points throbbing with sensation as he moved from one to the other. Cleo could feel his thick cock pressing against her thighs, but she wanted it a lot closer than that. Firmly grabbing his head, she pulled Andrew until they were face to face, his fat crown pressing against her. "Andrew, later you can suck my tits for hours if you want but I really really need you to fuck me." "Oh?" he asked with a crooked grin, sliding his fat cockhead through her folds. Cleo groaned in frustration. God, why did he have to be such a tease? He stilled, placing his fat head at her opening, pressing gently. Cleo moaned as she felt herself opening up, only to growl in anger as he shifted his hips, allowing himself to slip up through her folds again, rubbing insistently against her clit. "Andrew, I swear to god I'll murd-oh Jesus fucking Christ," Cleo gasped out as Andrew quickly slipped inside her, her lips closing around his fat mushroom head. Andrew kept pushing, his fat cock spreading her impossibly wide as it slipped deeper and deeper inside her. Cleo had forgotten how big he was, moaning beneath him as he slowly, mercilessly eased his way into her. When his balls finally met her ass, his broad head touching her core, Cleo gave a sharp gasp, gripping him tightly. "Are you alright?" Andrew asked, concerned. He was desperately fighting the urge to fuck her senseless, but she was so tight on him. He didn't want to push her too far too fast. "Mm, just give me a minute," Cleo murmured, shifting her hips this way and that. "I forgot how fucking big you are, you brute. Just move around... Oh god, yeah, just like that," she murmured as Andrew began to slowly grind against her, his cock hitting all of her walls as he moved his hips around slowly. "God Cleo, you feel so fucking hot on me," Andrew said softly into her neck between kisses. Her pussy felt like pure liquid heat, surrounding him, encasing him, massaging him, squeezing him. He contented himself to stir himself in her for some time, kissing her as she gasped and mewled as he opened her up. He slowly began to shallowly thrust as he stirred his cock in her, just barely moving back and forth in her. Cleo's moans turned deeper, hungrier, punctuated with each shallow thrust. "More," she groaned, her heels pulling him hard against her. "Oh fuck honey," Andrew gasped, pulling back till only the head remained in her strangling heat before slowly pushing back in. Cleo gasped sharply with each deep thrust, her pussy gripping him tightly. "Oh fuck me honey, oh god, I'm... I'm gonna cum on your fucking cock oh god..." Cleo moaned, shivering as her orgasm crashed over her. Andrew continued to pound into her slowly, feeling her pussy gripping at him. Cleo screamed out as her orgasm just kept going, a whole new wave of pleasure exploding out from her pussy. She could feel her pussy flooding with her juices, Andrew's cock now easily sliding into her depths. Andrew took advantage, his hips now rapidly fucking her. He pushed her thighs back, gaining a tiny bit more depth. "Oh god Andrew!!!" Cleo screamed aloud. She had never felt anything like this before. Her orgasm was somehow still going, her whole body shaking desperately beneath him. His cock was slamming against her cervix, pounding her again and again. Cleo was gripping desperately at the sheet, unable to catch her breath as she screamed again and again in pleasure. "Oh god, I... I'm still cumming... Oh fuck." Andrew thrust deep, right to her core, and held his cock deep inside her, his face buried in her neck, kissing her on her spot right behind her ear. "Oh, hold me honey," she gasped as she grabbed him tightly, shivering. Andrew pulled her close, his huge arms enfolding her. Cleo shivered powerfully, her breathing rapid, before relaxing grandly against the bed, Andrew still holding her tight. She was panting, spent, aftershocks still pulsing through her. "Andrew I... I don't think I've ever cum like that. Ever. Oh my god... I can't feel my feet." Andrew was smiling like an idiot. Cleo was a mess: she was awash in sweat, her entire upper body was flushed, and her eyes had a faraway look. He had never her seen her look so beautiful. "Please tell me you came," she gasped looking down her belly. Andrew withdrew and Cleo couldn't help but moan as she watched his soaking cock emerge. He slipped from her pussy, hanging his dripping cock over her belly. Cleo was stunned, her cream has completely doused his rod. Looking to his eyes, she smiled naughtily as she slipped below him, scooting down so his cock loomed over her face. "Oh god Cleo. You are amazing honey, just... Oh god," he gasped as she pulled his fat head into her mouth. Cleo smiled around him in her mouth. Looking up at him on all fours above her, his cock so hard and huge and looming, he struck her like a stallion at stud. Cleo began to pump his shaft with both hands into her mouth. Andrew groaned as he rolled over, Cleo's mouth never leaving him. Andrew placed a heavy hand on her head, knowing he wouldn't be able to last long against this attack. "Andrew? I want you to cum in my mouth. I want to swallow you down. I've missed sucking your cock baby." Andrew groaned, he knew he was about to explode. "Mnh, mnh, yeah baby. When you cum I'm going to take your cock deep. I'm going to swallow you down baby. Cum Andrew. Cum so I can take you deep and swallow your load into my be-" Andrew cried out, trying so hard not to thrust as he felt himself begin to cum. Cleo was as good as her word, quickly sucking him deep and taking him to the root. She gagged slightly, but quickly managed to take him as easily as she used to. Andrew shuddered, his cock pumping again and again as she knelt between his thighs and sucked him down, her hands pumping furiously, drawling every last drop out. Cleo took the last few pulses into her mouth, swallowing as she showered his sensitive head with kisses. Cleo stayed between his thighs, her head on his belly and his softening cock in her hand. Her entire pussy was still throbbing and her legs felt like jelly. Reaching between her legs was like a swamp, her inner thighs covered in her fluids. Andrew was a wreck, gasping deeply as he recovered from his own orgasm. "Cleo? Come up here hon," Andrew said quietly, pulling her up. She settled against his chest, still a little out of it. "Honey, that was incredible. I've never seen you like that." Adelle's Girls: Cleo Ch. 04 "I've never been like that," Cleo said, still flush. They locked eyes before coming close for another soft kiss. Andrew pulled her close, kissing her deeply. Cleo settled into the crook of his arm, snuggled up beside him. "You know, your neighbors probably just got an earful." "Well I guess they'll have to get used to it, won't they?" Andrew asked, looking down at the flushed young beauty. She smiled, nodding in agreement. Andrew stiffened when he felt Cleo's small hand cup his balls in her hand, her fingers slowly walking up to his cock. She gripped him tightly, pleased to already find him already hardening. "I guess they will," she murmured, her hand slowly pumping along his slick shaft. ~~~~~~~~~~~~~~ "Adelle's, Cleo speaking." "Hello, this is Mr. Allen." "Oh hello. How are you doing today?" Cleo said. She knew that Mr. Allen was Chris Allen, one of Erica's long time clients. "I'm alright. I'm back in town for a few days, and I was hoping..." "Erica is available..." Cleo said, bringing up Erica's schedule. "This Thursday and Friday." "Friday, perfect, thank you," Chris said, clearly pleased. "Tell her to dress casual, nothing too fancy." "Very good. We'll call to confirm." "Thank you Cleo." Cleo smiled: Chris was always very polite with her. It was autumn, but with the weird weather lately it was actually quite warm. A lot of people were still going to the Hamptons on the weekends, so it had been surprisingly slow. Cleo quickly dialed Erica to tell her about her job. "Sup." "Hey Erica, you've got a date for this Friday." "Oh, okay," and Cleo could tell she was a little annoyed. "Mr. Allen." "Oh! Oh, okay." Cleo smiled. Erica wasn't even trying to hide her pleasure at the news. "Alright. I'll see you later. We'll talk then." "Thanks babe." Cleo made the booking, shuffling it into the schedule. It was already eight in the evening, and Cleo still had four hours to go. Adelle was out tonight, Tuesday being a quiet night that usually didn't require her special skills. Cleo's iphone buzzed with a text message from Andrew. "Meetings until 9 tomorrow. Dinner Thursday?" Cleo frowned. Ever since Andrew's work at Cravath started in earnest, his hours had become completely insane. In the past two months they'd been dating finding time to be together had probably been the greatest hurdle. She quickly texted him back: "I work at 6. Super early?" A minute later he responded. "Dunch. See you at 330." Cleo smiled. "Dunch. Your place?" A minute later. "Sure. Night." "Night." Cleo smiled as she put her phone aside. Leaning back in her chair she put her feet up and relaxed. Dunch on Thursday. A quick sandwich, a couple of hours of sex, and then she could head in to work with him leaking out of her. She couldn't wait. Adelle's Girls: Cleo "Andrew," she whispered in his ear, nibbling at his lobe, "I'm still very new at this, but shouldn't we move over to the bed?" Andrew merely growled in response, picking her up and walking over to the bed, depositing her on the soft quilts as he kneeled beside the bed. "We're also wearing too much clothing," Andrew said quietly, pulling his shirt off and tossing it across the room. He stood to remove his pants, but Cleo's hands went to his belt and started to remove it. "Allow me, sir," she whispered, undoing his pants and dropping them to his ankles. His hard cock was evident through his boxers, and his apparent size gave her pause. Her hands gripped his boxers and slowly pulled them down his thighs, and his hard cock bounced out. Cleo failed to keep her gasp to herself: Andrew was huge, maybe nine inches long and quite thick, with a fat mushroom head. "Oh fuck," she muttered. Andrew returned to his knees and kissed her softly. "Don't worry love," he said quietly, "I'm a gentle giant." Cleo snorted at that, but Andrew's kisses down her throat made her shiver. She could feel him unzipping her dress, the tight bodice coming away from her chest and falling around her waist. Andrew's kisses continued down her chest to her breasts. "Mm, lovely," Andrew murmured as he nuzzled her breasts, showering her cleavage with kisses. He cupped a breast in each large hand, stroking their full undersides. They weren't enormous, but her orange sized globes were absolutely perfect for her frame. As Andrew pulled a large nipple between his lips, he was pleased to here a hiss of pleasure escape hers. As he suckled at her, her pushed her gently back against the bed so she lay back. He pulled away from her breasts and grinned at her slight mewl of protest. He quickly pulled her dress past her hips and off her, tossing it with his clothes across the room. Cleo tried to calm her breathing as Andrew's hands slid to her hips, taking the straps of her thong in his hands. She could clearly remember the last time she had had sex: it was four and a half months ago with a guy she had picked up at a nearby bar. What Cleo couldn't remember was the last time she had been this turned on during sex. As her panties slipped past her feet, Andrew pulled her butt to the edge of the bed. "Oh!" he said as her pussy came into view. "What?" Cleo asked, suddenly nervous. "It's been quite some time since I've... So many girls are shaved nowadays." Before Cleo could apologize, he shushed her. "I love it. I didn't realize how much I missed a little muff," he murmured, petting her small bush. Cleo's giggle turned to a gasp as he spread her pussy wide. Andrew was pleased to find her soaking wet already, leaning forward to slowly lick from her ass up to her tiny clit. Cleo sighed deeply as Andrew ate her pussy with relish. She wrapped her legs around his head, pulling him tight to her pussy. Andrew teased her, licking and sucking all over her pussy while avoiding her clit. Then, cupping a firm ass cheek in each big hand, his broad tongue dragged from her weeping opening up to her clit, now firmly at attention. Cleo gasped, her hands fisting the soft comforter as Andrew attended to her clit for long minutes. Gently licking, teasing, lapping, sucking at the sensitive bud until Cleo could feel her orgasm right around the corner. "Oh! Oh Andrew," she groaned as she felt a fat finger ease into her gripping cunt. "Oh, oh honey I'm gonna cum." Andrew didn't respond, instead focusing on her clit as he eased a second finger into her pussy, stretching her open. Cleo's gasps turned to a sharp squeak as her legs tightened around Andrew's head as her orgasm struck her hard. Andrew didn't let up, continuing to tease her clit as her his fingers pumped in her flooding pussy. Cleo's legs slowly relaxed from Andrew's head, dropping off his shoulders as she slumped back on the bed, spent. "Oh Andrew..." she groaned, after shocks of pleasure still striking her. "Damn hon," Andrew said, her juice all over his lower face, "you get so wet when you cum baby." "I... I'm sorry," she gasped out between pants. "Could you please stop apologizing for things that are so damn sexy?" Andrew laughed, moving over her and kissing her deeply. Cleo could taste herself on his lips, and it made her even wetter. Andrew climbed onto the bed, Cleo scooting back until she was under him in the middle of the soft quilt. Cleo could feel his thick cock lying on her belly, and it's hot length filled her with a mixture of fear and lust. As she felt him slide his shaft through her slick folds she forced herself to relax. "Don't worry baby," Andrew murmured, swiping his thick head up and down her pussy, "we're gonna go very slowly. I'd never hurt you hon." "I know it's just... Even if you're gentle, you're still a giant," Cleo said quietly. She could see him smile at the words. She knew that he would love to hear that. He continued to move his thick cock head up and down her folds, spreading her copious juices over him. Every sweep up he would bump against her clit. Each sweep down, he would press against her tight hole, each time pressing a little harder, spreading her a little wider. He kept this up for what felt like hours, but eventually she could feel his fat head enter her, her lips closing around the flared head. "Jesus girl... You are so fucking tight," he groaned, feeling her wet heat gripping his head. "And don't apologize for that." "I won't," she murmured, kissing him softly. "Keep going, I'm alright." "You sure?" "Mm-hm," Cleo murmured, pushing against him. "Give me more of that big cock." Andrew smiled at that, nodding. "As you wish," he said, pressing his cock deeper into her tight pussy. He would push steadily, gaining a small fraction of an inch, before pulling back to just the tip. Again and again he thrust into her, each time penetrating deeper and deeper into her tight pussy. With each thrust deeper, Cleo would give a quiet gasp or low groan, her fingers gripping his shoulders tightly. "Oh... Fuck!" Cleo gasped as he hit bottom, his balls against her ass. "You okay hon?" Andrew asked, resisting the urge to start thrusting into her heat. Cleo nodded. "Just, mm, just keep going slow..." she murmured, crossing her ankles behind his butt. "Until I tell you to go fast, okay baby?" Andrew nodded, smiling. He began doing just that, slowly pulling his cock from her gripping pussy, pulling back till just the head remained inside. Then he pressed in to the hilt again, slowly fucking her with the entire length of his cock. He loved the noises she made with each deep thrust, little mewling gasps that made his cock even harder. But he maintained his glacial pace, counting to five with each pull out, to ten with each thrust in. Cleo was losing her mind beneath him. She'd never felt anything like this, didn't even know sex could be like this. With every thrust in he was hitting her core, and every pull out made her feel so empty. Full, empty, full, empty. And with every motion, his cock dragged heavily past her clit, sending her pleasure soaring ever higher. As she felt another orgasm approaching, she dug her fingers into his shoulders and whimpered one word. "Faster." She groaned as he obeyed, her legs tightening around him as she came on his thrusting cock. Andrew kept fucking her through her orgasm, feeling her pussy flood on his thrusting cock. He gave her no respite, grinding his cock deep inside her as she cried out in pleasure over and over. As her orgasm passed, she relaxed back against the bed, her legs slipping from around him and falling limply to his sides. But Andrew kept slowly pumping his cock into her, smiling as her eyes cleared and snapped to him. "You didn't cum?" she asked, amazed. Andrew shook his head, his hips still pumping. "Oh Jesus, I don't know if I can handle ano- oh fuck..." Cleo could already feel another orgasm building. I've never been multi-orgasmic before, she thought, but I guess that's another first for tonight. Andrew fucked her through another two toe-curling orgasms, and she was convinced she was going to lose her mind. The pleasure just kept building and building until it would break over her, then Andrew would give her a few minutes to recover before pushing her back up the path to orgasm. Her juices were practically pouring out of her, soaking both of their crotches in her cream, as well as the comforter beneath her ass. She could feel her next orgasm coming when Andrew suddenly rolled them over, finding herself on top of them. "Getting tired?" she asked, pumping her hips on him. "A little," he laughed, gripping her hips. Cleo squeezed tight on the down thrusts, her hips picking up the pace, fucking him faster. "Mm, fuck, I'm gonna cum baby," he groaned. Oh thank god, Cleo thought to herself, her thrusting hips going into over drive. "Me too, cum with me baby," she whispered to him, kissing him softly. His hands gripped her hips tight, pulling her down hard on her down thrusts, fucking up into her. "Oh, Cleo, fuck!" he grunted as he came, his cock throbbing deep inside her. Feeling him explode inside her set her off, and Cleo collapsed against his chest, sobbing as she came hard. Andrew pulled her tight against him, his cock throbbing again and again as he came. They held tight for a few long seconds, then relaxed against each other. Cleo kissed him deeply. She loved this part of sex, feeling the guy slip out of her, holding him tight as he recovered. But he didn't slip out of her. He didn't even get soft. "That was amazing," he murmured, kissing her neck softly before rolling them over again, thankfully to the dry part of the bed. "You're amazing," he murmured, looking into her eyes as he pulled his hard cock from her slippery cunt, thrusting back in slowly. "You... You're still hard?" she asked, mystified. "What... Did you take a Viagra or something? Or a dozen?" Andrew smiled shyly, his thrusts stopping, relaxing against her. "I've, uh, just always been like this. My wife, my ex-wife, she called me hyper sexed. It's why I'm not married anymore, mostly," he explained, brushing a sweaty lock of hair from her forehead. "It, uh, it makes it hard for me to date. Seriously, anyway," he continued, a little embarrassed, "so that's why I call on Adelle from time to time. Are you okay? We don't have to ke-" Cleo quieted him with a kiss, wrapping her legs around him once again. "Didn't you tell me to stop apologizing for things that are sexy?" she asked, smiling. "I haven't had sex in almost six months. Being fucked senseless all night sounds like it would be a good way to make up for lost time." Andrew smiled at her words, and she pulled him close for a soft kiss. ~~~~~~~~~~~~ Cleo awoke the next morning momentarily disoriented. She was tired, sore, and wrapped up in a big hug with a large man spooning behind her. When she felt his morning hard on pressing against her ass, she remembered. Oh that's right, she thought, I whored myself out last night. Their second bout had lasted until almost midnight, and ended with her bent over the bed, his cock going so deep in her pussy that she was convinced it was hitting her lungs. She had long ago lost count of her orgasms, gushing again and again over his thrusting cock, her thighs and ass shining with her cream. Her orgasms became even more intense when he eased a thick thumb into her ass as he kept fucking the hell out of her, and she had actually started squirting all over the floor. He had cum with a groaning, gasping cry, collapsing on her back as she moaned, exhausted underneath him. Their third bout had started when she awoke at three in the morning to find him sucking at her nipples as a finger gently stroked her clit. They fucked slowly this time, grinding against each other as she sat in his lap, his thick column filling her up delightfully. His hands were busy, exploring her breasts, pinching her nipples, playing with her clit, teasing her ass. They stayed like that for what felt like hours, her orgasms now softer, shivering affairs that bought a lovely smile to his face. When he finally came, jetting into her gripping pussy, he held her tightly, shivering as he pumped powerfully into her. Cleo managed to slip out of Andrew's strong arms, gently pushing him so he rolled onto his back. His cock was hard again, big and solid against his belly. She considered mounting him, but her pussy was just too sore after almost four hours of fucking the night before. She gently took his cock in her hand, pulling it away from his belly as she lay on her side beside him, careful not to wake him. She started slowly, lapping around the head before sucking it into her mouth. She could always deep throat her other boyfriends, but none of them had had a piece of meat like this. She continued to tease the head for a few moments, before she realized it was a little silly to tease a sleeping man. Taking a deep breath to prepare herself, she set about trying to swallow the monster. Andrew roused when she had reached her limit, with slightly less then half of his shaft still beyond her. "Oh honey," he groaned, a large hand resting gently on her head. Cleo hummed in her throat a good morning, Andrew shivering at the sensation. She began to step up her attack, her hand beginning to pump his thick shaft as her head continued to bob up and down. As he saliva continued to spread down the shaft, her pumping, twisting hand kept moving easier and easier, bringing a groan to Andrew's lips. "Mm, I want to fuck you again baby." "Oh Andrew," she said, pulling his cock from her mouth and pumping it furiously with both hands. "I'm sorry baby, but my pussy is just too damn sore. So you're going to have to cum in my mouth, okay? I'm going to have to swallow your cum down. Could you? Could you please cum in my mouth baby?" Andrew groaned at her pleading, and Cleo attacked his cock with her mouth again, gaining another inch or two. She worked like that for some time, pumping solidly with her hands while fucking his cock with her mouth. "Oh Christ hon, fuck, Jesus," he groaned, "that's, you're, oh fuck that's amazing," Spurred on by his praise, Cleo was determined to try and take his whole cock. With each thrust down of her head, she was able to go a tiny bit more, until finally, her eyes watering, her nose touched his pubic hair. Andrew groaned, his hand gently gripping her head as she slowly moved back up his shaft. She took him to the root again, easier this time, and then again. "Oh, oh baby, fuck!" Andrew groaned, and his first blast of cum shot straight down her throat. She pulled back, fighting the urge to gag, and let him shoot the rest of his load into her sucking mouth, her tongue lapping at the sensitive underside of his cock as he jetted again and again into her mouth. Andrew collapsed back onto the bed, completely drained, as she let his cock slip from her lips. Deciding to be extra nasty, she kept his cum in his mouth and showed it to him, before closing her mouth and swallowing grandly. "Good morning," she said quietly, moving to lie beside him. "Cleo, fuck, no one's ever done that to me before," Andrew murmured, still panting. "Deep throated you?" Andrew nodded. Cleo had to smile at that. This man had been a customer of Adelle's for years, and she was the first one to suck him to the root. Take that, Sheila! "It was my pleasure. I'm going to take a shower before I go. Join me?" "In a moment. I'm still... A little destroyed here," he chuckled. Cleo gave him another kiss before walking to the expansive bathroom. Firing up the shower, with it's six different nozzles, filled the whole room with steam. She took a moment to look at her self in the mirror. Her pubes were a matted mess, her thighs and ass coated in dried cum and pussy juice. She had a hicky on her neck, another on the inner slope of her breast, and a third on her inner thigh. Her make up was a smeared mess, and her hair had a lovely just-fucked-repeatedly look to it. Yeah, definitely better shower before work, she thought. Stepping under the streams she began washing the night's sex off of her. A few minutes passed before the shower door opened and Andrew's enormous body joined her, pulling her close. "Let me wash your back and... Well, all of you please." Cleo stood quite still as he thoroughly washed her, enjoying his attention. She wasn't surprised when she saw his cock was hard again, but he made no move to use it. When his soapy hand reached her sex, he gently spread her open, gently washing her sensitive folds. His other hand explored her ass, a thick, soapy finger teasing her pucker. "Easy," Cleo said softly, "I've already had enough firsts for one night honey." Andrew chuckled, his finger retreating. As one soapy hand focused on her clit, he began kissing her elegant throat. Cleo relaxed into his arms as he bought her to a relaxed orgasm, gasping deeply as the waves washed over her, gripping him tightly as her knees gave a little. "I have a meeting in less than an hour," Andrew said quietly after she had calmed down, and Cleo nodded, understanding. She left him in the shower and dried off, returning to the bedroom and dressing quickly in her dress from the night before. She looked around at the bed, with its rumpled quilts, multiple wet spots and mussed sheets, it looked like four or five people had fucked on it. Now what, she thought. Do I leave without saying goodbye? The money's settled, the job was done, so that should be it. No, she thought, I want to say goodbye to Andrew Dunn before going back to my life. "I wanted," Andrew said as he came back into the bedroom, a towel around his waist, "to thank you for an absolutely amazing night." He handed her a small envelope as he pulled her in for a rather chaste kiss. "Th-thank you," she said, flustered. "It was my pleasure. It really was, Andrew." She planted one more passionate kiss on him before saying goodbye and leaving the suite. "Always leave them wanting more," she murmured to herself as she entered the elevator to return to her world. ~~~~~~~~~~~~~ "Good morning," Adelle said as Cleo entered the office at 11:30. "I was about to order lunch. Your usual?" "Um, no. Chicken parm hero, please," Cleo asked, settling at her desk. She hadn't eaten since dinner the night before and was starving. Adelle placed the order and the two sat in silence for a few minutes as Cleo checked the bookings for that day. "Oh fine," Adelle gasped, throwing her hands up, "fine, I'll be the first to bring it up. How did everything go? How was it?" "Um, it was fine," Cleo murmured, avoiding Adelle's eyes. "Oh fuck fine," Adelle said, stalking over to Cleo's desk and parking her firm ass on the edge. "You're dying to talk about it just as much as I'm dying to hear about it. You'll have to write up a comment sheet anyway, so you might as well." Cleo sat silently for a moment more. "Oh come on! Tell me! Please!" she whined, sounding like a petulant child. "Adelle! It... It was incredible, actually. He was a perfect gentleman... Even while he was fucking my brains out." Adelle laughed out loud at that. "He... We fucked three times, it felt like hours. He was still hard in the morning so I sucked him off... It wouldn't fucking go down!" "I told you he had large desires," Adelle said, shrugging. "What he had was the fucking biggest cock I'd ever seen and the libido of a fucking..." "Of a randy goat?" Adelle offered. "So a good night then? I'm glad, really." "Adelle, it was the nicest date I've had in months," Cleo said honestly, then considered her words. "Which is kind of sad, I guess, but... Whatever." This was the worst argument Cleo had ever given in her life, and she was a bit embarrassed with herself. Just admit it, she thought. Admit that you just got the best fucking of your life and got paid for it. And loved every minute of it. Adelle's Girls: Cleo "So... Interested? I can always use a back up girl. We're almost full-up tonight, so..." "No." Adelle paused. "No, really. I know that the guys aren't always as... Well, nice as And- Mr. Dunn, for one thing. I don't want to... I'm not interested in changing careers at this point, Ms. Reynolds," she finished strongly, putting her glasses on. "Very well. You should know," Adelle said, locking eyes with her, "Mr. Dunn called early this morning and made an appointment for next month. A five to nine on the 20th." Cleo nodded. A five to nine was a 5pm to 9am job, a long overnight. "And he requested you. Demanded, actually." "Really?" Cleo's voice came out as a tiny squeak. She cleared her throat. "Really?" Adelle nodded. "I suspected what your response would be, and told him you would be unavailable." "Thank you." "He offered double the fee." Cleo's jaw dropped. "Wh... Why? Did he say why?" "He said that he had a fantastic night. He found your genuineness terribly disarming. Nothing crude," Adelle said, smiling. "I told him I would ask you once you got back." Cleo thought on that. There had been five hundred dollars in the envelope Andrew had given her. That, plus what Adelle paid her, left her with enough money to pay off some debt, buy a new laptop and have enough left over for mad money. Andrew seemed like a nice enough guy, and even if he wasn't, it's not like he's paying me to date him, just be with him once a month. To have him fuck me senseless and then get paid. Even as she was thinking about it, she could feel her pussy starting to get wet. "Okay. I'll do it," Cleo said slowly. "The 20th?" "That's right. And if he wants to see you again after that?" Adelle asked. "Well... We'll see," Cleo said, blushing. "You don't get to keep the full fee this time, you understand. Standard split between you and the house." Cleo nodded in understanding. "Are you sure about this? I don't want you to do anything you might regret dear." Cleo nodded. "All right. I'll call him... Unless?" Cleo smiled, back in her booker mode. She picked up the phone and dialed Mr. Dunn's contact number. "Hello?" "Hello, this is Cleo calling from Adelle's," she said as professionally as she could. "Cleo, hello," he said. Could she hear a touch of nervousness in his voice? "It's, uh, it's nice to hear your voice." Cleo couldn't help but smile at that. "Adelle spoke with you, I take it?" "She did. I'm just calling to confirm your reservation for the 20th with, uh, with me," she said, blushing hotly but smiling nonetheless.