CareerCup

Katherine was stumbling to the elevator after enjoying her salmon and Long Island iced tea. It was the second alcoholic drink she'd had in her life. It was also the second alcoholic drink she'd had on this trip. The problem was she didn't know it was an alcoholic drink. She was trying to wash away the image in her head of Jenny and I naked and fucking in her hotel room. I really like that tea! she thought to herself as she stumbled towards the elevator. Just as the elevator arrived, she recalled why she was eating alone. That bitch! That son of a bitch! There was no way she was going back to the room just to watch them act like animals. But where can I go? Then it dawned on her. Mark's not in his room. Matt's a nice guy. I'm sure he won't mind if I sleep in Mark's bed tonight. Just as Katherine was entering the elevator, Jenny was rolling her beautiful, naked, sweaty body out of the bed. "I'm going to take a shower. Then I'll let you take me out to dinner." "How nice of you," I chuckled. "Need any help?" "Noooooo," she giggled from the bathroom. "Maybe after dinner." Katherine, even in her fog, remembered my hotel room number. She heard the TV and banged on the door. The TV went silent. A few moments later there was rustling on the other side of the door. "Who...who is it?" came Matt's timid voice. "It's-s-s Katherine, Mr. James. May...may I come in, please?" she slurred slightly. "Oh! Uh, yeah, sure!" Two clicks of the locks later, the door swung open. Matt was standing there in sweat pants and a t-shirt. "C-c-come on in. Why...what's going on?" "Thank you," she said as she slid past. In drunken bluntness she said, "Mr. Alan is in my room having anal intercourse with Jenny." Matt's eyes flew open and his jaw dropped. The image flashed before his eyes. "Oh!" "I was hoping, since Mr. Alan isn't using his-s-s bed, you would allow me to sleep here (hiccup) tonight." "Oh! Uh, yeah, sure." Katherine stepped into the room and sat at the edge of the bed that was still pristine, assuming correctly the other bed was Matt's. "Mr. Alan is a real son of a bitch, do you know that? And Jenny's a s-s-slut." "Oh. Yeah, well, uh..." His voice trailed off. He says you're a real bitch, too, but you've got a great rack and give great head he thought to himself. Katherine looked at the flickering screen of the TV. "I'm sorry if I interrupted (hiccup) your TV program. What is it you're watching?" "Oh, uh, um, yeah, uh, oh yeah! PBS. Yeah, that's it. PBS." He'd been watching the free porn channel. "Oh! I love PBS! They have such wonderful, (hiccup) wholesome programming. We...we donate quite often. Do you, Mr. (hiccup) Mr. James? Do you donate?" "Oh! Uh, yeah, sure. Of course!" he lied as he fell back onto his bed. She noticed the bulge in his pants. What is it with these primates?! Can't they control themselves?! I hope he doesn't try anything! "I'm exceptionally tired. Would it be alright with you if I went to bed? In this bed. Mmmmm, alone." "No, not at all. Do you mind if I keep watching TV?" "Please do! I've interrupted (hiccup) enough. If you could keep the sound down, though, I would appreciate it." She stumbled to the bathroom to freshen up at least a little before going to bed. Then it hit her. All of her things were in her room, including her pajamas. She found her thong tucked away in her clutch. My bra! What did I do with my bra?! I must have left it in the bathroom in my rush to get to the presentation! She certainly wasn't going to sleep in the clothes she'd been wearing all day. She wrapped herself in the tiny, rough hotel towel and walked into the room. Matt's eyes bugged out. He was hoping for a drunken clothing malfunction and the towel would accidentally slip from her hands. But it wasn't to be. Katherine crawled onto the bed and pulled the covers over her. Suddenly, the white towel appeared from under the blankets and dropped to the floor. "Good night, Mr. James. Thank you, again." "You're welcome, Katherine. Good night." After two nights of less than three hours of sleep either night, not to mention being in an alcoholic fog, Katherine fell asleep almost immediately. After enjoying a lovely dinner, and Jenny jerking me off under the table, we went back to the hotel. I walked Jenny to her room. But instead of walking in with her, I stayed in the hallway. "Aren't you coming in?" she asked with a quizzical look. "As much as I want to, I'd better not. Katherine's really pissed and we still have to work with her. You're probably gonna have to sweet talk her into not reporting us to HR as it is." "Awwwww," she said as she took my hand. "You're probably right." She pulled me in close and gave me a long, passionate kiss. "I guess I'll just have masturbate thinking about that big cock of yours instead of fucking it tonight," she said with a twinkle in her eye. I laughed. "Think of another surprise. I really liked the one today." She gasped. "Oooo! I will!" We kissed again. I pulled away and walked towards the elevator. "G'nite," she said quietly before closing the door. When I let myself into my hotel, Matt was laying on his bed. The light of the TV gave the room an eerie glow. Matt sat bolt upright in his bed. "Mark!" "Hey Matt." "You, uh...I...we...I, uh, didn't think you were going to be here tonight." "We?" He nodded to my bed. My eyes adjusted to the dark bump on my bed. The bed I hadn't slept in since we got here. Then I saw the blonde hair. "Oh shit! Ha ha ha! Is that Katherine?" "Uh, yeah. I think she'd been drinking. Boy oh boy, is she mad at you and Jenny!" "Ha ha! Yeah, I'll bet. Drinking, huh?" Matt nodded his head. I grabbed a thick bump at the end of the bed. It was her leg. "Katherine. Katherine." I walked to the side of the bed and shook her shoulder. "Katherine. Hey, Katherine." She gave an almost silent groan. "Ha ha! Oh shit! Ha ha!" "Is she alive?!" Matt asked quite seriously. "Oh yeah, she's alive." This is too good to just let pass by. Hmmmmm. Oh no! Ha! Should I risk it? Sure, what the hell?! "Okay, Matt, I'm gonna do something here. If anybody asks, you didn't see anything. Got it?" "Uh, yeah, sure. Okay." I pulled back the covers, exposing Katherine's naked body. She was flat on her back. The air left Matt's body judging by the long gasp. I gently grabbed one of the tits that I love so much. No reaction. I tweaked her sleeping nipples. They began to rise from the dead. I saw Matt watching intently. "C'mere, Matt. Wanna cop a feel?" Any gasp. "A-a-are you sure?" I grabbed her again. Nothing. "I think you're safe." He walked to the side of the bed. I noticed the tent he was pitching in his pants. I'll bet he's about to cream his shorts I thought to myself. He timidly reached out and cupped her breast. Then squeezed. Then caressed and squeezed. "Wow. Oh wow," he moaned. "She's got great fuckin' tits, doesn't she?" "Oh yeah. O-o-oh yeah. Wow." "Let's try this," I said. "Spread her legs apart. Gently!" Matt went to the end of the bed and did as requested. Her perfect, pink pussy was staring him in the face. "Wow. Uh, oh wow." I reached down and lightly touched her sleeping clit. She barely moaned. I rubbed it a little more. It started to rise but her moan stayed the same. I chuckled and looked at Matt. He was totally mesmerized. I started to rub and flick a little more aggressively. The moisture started to build along with her moans. More rubbing, more moaning. I finally leaned over the bed and flicked at it with my tongue. She gave a sharp moan. "What if she wakes up?" Matt asked almost in a panic. "If she was gonna wake up, she'd have done it by now." I wonder what she's dreaming about. Is she dreaming about me? My cock? I started to flick and suck her raised bean. It was quivering at my touch. I took it in my lips and sucked. I gave it several long, strong licks. It felt like a tuning fork on my tongue. Her head tilted back into the pillow while she lightly moaned. Her body tensed. Ha ha! She's cumming in her sleep! Ha ha! I continued to flick at her button until her body finally settled back into the bed. "That...that...that was amazing!" Matt said in awe while he rubbed his bulge. "Ha! If you liked that, you're gonna love this." I gently pulled her to the side of the bed and turned her head. I unzipped my pants and released the beast. Matt's jaw dropped. I grabbed the shaft and leaned forward slightly until the tip was touching her lips. I slowly slid it up and down her lips. She licked her lips, swiping it under my rod. I slid it along her lips some more. She licked her lips again. I pushed it against her lips. Her mind subconsciously followed the physical hints and opened her mouth. Matt gasped when I slid the swollen tip of my pole between her lips. I held her head steady and slipped two more inches in. "Fuckin' cunt," I whispered. I slowly began to rock my hips, being careful to only pump in a few inches at a time. I didn't want to stuff it down her throat and make her gag. She began to quietly hum while I raked my head across her tongue. Jenny had me primed when I left her at the door. Being able to take advantage of Katherine was the finisher. I pulled away from her face, hovered my hose over her perky tits, and stroked like a fiend. "I'm gonna cover those fuckin' tits in cum! I'm gonna paint those motherfuckers with my cum! Uh huh! Mmmm hmmm! Oh yeah! Fuck!" A white rope shot out and crashed into the tit furthest from me. It splattered across its side and fell into her cleavage. A second and third rope spurted out, one falling directly into her cleavage, the other landing directly on top of the mound closest to me, covering the pink nipple in white and spreading across the top. My body shivered while I continued to stroke, coaxing several small drops to fall onto her chest. I finally stopped and shook my wand at her, sending small droplets up her across her cheek and into her hair. I backed away panting. "Fuckin' cunt." I nodded at Matt. "Wanna take a crack at her?" "S-s-seriously?!" "Sure. Why not?" He shouldn't last more than a couple of seconds anyway. Matt slinked to the side of the bed until he stood where I had been standing. He dropped his pants, revealing a absolutely pedestrian size pud. "Don't shove it down her throat! And don't cum in her mouth! We don't wanna kill her," I said as he started to lean forward. He nodded his head. "Yeah, okay." He mimicked my movements. He nervously rubbed his tip along her lips. She opened her mouth much quicker than she did with me. He slipped past her soft lips. His body shivered. "Oh! Oh-h-h-h my God!" His hips pumped five times. "Oh God! Oh God!" "Pull out, dude! Pull out!" I yelled excitedly. He yanked his throbbing muscle out just in time. It was like watching something in a porn flick. A huge gush of thick, creamy spunk shot out of his body. It rushed across her cheek and coated her hair as he waved it down her body. A second geyser went off, following his movement down her sternum and crashing across both breasts. He kept pumping and it kept spewing. By the time he was done, her chest was coated in thick, sticky cum. "Fuck, man, nice job. You must've been saving that one up!" "Yeah, uh, thanks," he said almost embarrassed. We stood there for a moment admiring our handiwork. I scratched my chin. "Well, we should probably get her out of here. If she wakes up in here like that, she's gonna be pisssssssed." "Oh! Right! But where?" "I'll take her back to her room. Let Jenny deal with it. Ha ha!" I lifted her tiny but chesty body out of bed and cradled her in my arms. Matt threw her translucent shirt and tight black skirt over her. The shirt immediately stuck to her body. Matt opened the door, walked with me to the elevator, and pressed the button for Jenny's floor, hoping no one saw us. I banged on Jenny's hotel room door with my foot. "Hang on! Hang on!" came the annoyed voice inside. "Who is it?!" "It's me, Mark," I replied just loud enough for her to hear. The door swung open. Jenny was wearing a long t-shirt. "Changed your mind, huh...what the fuck?!" I walked through the door and walked across the room. "She wound up in our room. Apparently she had a little too much to drink and passed out in my bed." "Yeah, but what the fuck?! What the hell is that all over her?! Is that what I think it is?" she asked as I lay Katherine on her bed. I turned back to face her. "Matt had his way with her." "He did WHAT?! You've got to be fuckin' kidding me!" I snickered. "No no, he didn't. He said she showed up there like this." Jenny smiled. "Fucking liar." "Okay, here's the story. She was drunk and brought two dudes back here from the restaurant. They had their way with her. You found her here like that." Jenny chuckled. "You're fucking kidding me." "That's the story." Jenny shrugged her shoulders. "Okayyyy. Man, she's gonna be pissssed in the morning!" "Ha! I know. Why do you think I brought her here?" "Gee, thanks. Fucker." I walked over to her and took her in my arms. We enjoyed a long, wet kiss. I leaned back and looked into her eyes with a crooked smile. "Ya knowwwww..." She smiled back. "Change your mind?" "Wellllll, listen..." I paused. "That threesome we had last night was hot as fuck, right?" She nodded her head. "Mmmm hmmmmm." "How would you like to have another one?" She batted her eyes. "With who? Her? She's in no condition for a repeat performance." She didn't say no. I laughed. "Ha! No, not her. She's had enough. No, actually, I was thinking (ahem) Matt." Her eyes flew open. "Matt?! Matt James? Like, your roommate Matt?" I nodded my head. "You'd probably only have to give him a blowjob and he'd be done." She gave me a sideways glance. "'Only', huh? Easy for you to say. I assume you're going to give him a blowjob, too, if it's 'only' a blowjob, right?" I realized my faux pas. "C'mon, you know what I mean." She laughed at how awkward I suddenly became. "Yes, I know what you mean." She thought about it. "Hmmmmm, I s'pose that could be fun. Sure, what the hell? If it means you'll fuck me with that fat cock of yours tonight, I'm in. Think he can keep his mouth shut around the office?" "He will if I ask him to." Matt was startled when I walked back into the hotel room. Not so much that I came back, but that I came back with a guest. Jenny waived at Matt. "Hey, Matt!" She was still wearing her long t-shirt and had added a pair of sweat pants. "Oh, yeah, hey, uh, Jenny," he replied nervously, hoping she didn't notice his newly formed boner from the porn he'd been watching - again - which she had, of course. "Hey, bud, do you mind if Jenny spends the night tonight?" I asked nonchalantly as I pulled her into the room. "Uh, no, sure, that's cool, I guess." "Cool. I'll be right back," I said as I walked into the bathroom. "So, whatcha watchin' there, Matt?" Jenny asked with a knowing smile. "Oh, uh, PBS," he replied meekly as he did with Katherine earlier. He'd been watching porn again. And she knew it. She nodded. "Mmm hmmm, yeah, good stuff." The words were barely out of her mouth before Jenny and I had fallen onto the bed and were in a lip lock while we pawed at each other. Matt lost interest in what was on TV because the performance in the bed next to him was much more appealing. His eyes widened when her t-shirt came over her head and was tossed to the floor. He watched intently while she literally ripped the buttons on my shirt off and peeled it off my shoulders, revealing my toned abs and chest. He stared while she slid down my body and off the bed, tugging at my belt and zipper. I lifted off the bed so she could yank my pants and boxers down my legs and onto the floor. My python was free and pointing straight up to the sky. She reached up and grabbed the thick shaft. She licked her lips without even thinking about it while she slowly stroked it. "Goddamn, you've got a beautiful cock," she purred while she stared at it. She moved in quickly and licked it from balls to tip twice like a popsicle. I groaned when she unexpectedly sucked my sack into her mouth and rolled it around like marbles. She ran her tongue up the underside again, flicked her tongue at its eye, then gobbled my meat up like a turkey at Thanksgiving. "Oh fuuuuuuck," I moaned while her face slid down my pole. Matt's mouth flew open when she swallowed me whole and her throat elongated to take the shape of my thick rod. Matt rubbed his boner through his pants while I bucked my hips into Jenny's face. She slurped and gurgled with each dive into her throat. Soon she was moaning at the touch of her own hand inside her pants while her other hand molested her firm 34s and pointed nipples. She had forgotten all about her audience of one. "Goddamn, you're a great cocksucker," I groaned with my hands on the back of her head. "Mmmmmhmmm," she hummed with twinkling eyes. It wasn't long before her throat had me ready to explode. "Oh fuck! You're gonna make me cum! Oh fuck!" She sped up the speed of her bobbing. The strong strokes of her hand followed her lips, essentially giving me a handjob and a blowjob at the same time. I pressed hard on the back of her head. "Oh yeah! That's right! Swallow my cum, you little bitch! C'mon, that's right! Oh yeah! Cumming! Cumming! Ggggaaaaa!" She felt me throb in her throat. She felt the warm, thick spunk shoot down her throat. She sucked on the head and stroked the shaft hard and fast. When she was satisfied she had taken my load, she took me out of her mouth with a "pop" and licked my shaft. She raised her head from between my legs and smiled at me laying back on the bed. She swiped her finger across her lips and stuck a droplet of cum between them, sucking it dry. "Mmmm, nummy," she whirred. She proceeded to stand up and grabbed the waistband of her sweatpants. Matt's mouth flew open when her pants hit the floor, revealing a swollen pink pussy with a heart shaped pack of fuzz above it. She straddled my body and worked her way up the bed. "Now it's your turn," she smiled. She lowered herself onto my face. She gasped at the first swat of my tongue to her angry bean. "Fuck!" She placed her hands against the wall and started to grind into my face. I lapped at her slit and kernel like a thirsty dog at a water bowl while my hands roughly molested her tits. Matt was mesmerized by the whole scene, taking mental notes the entire time. Jenny had worked herself into quite a frenzy before she climbed onto my face. It wasn't long before her hips were shoving my head into the mattress. "Oh yeah! Oh fuck yeah! Ohmagawd! That's it! Lick my pussy, you son of a bitch! Lick my pussy! Oh fuck!" she groaned into the wall, surely announcing to the neighbors what she wanted. I swatted hard tongue at her quivering bean. It wasn't long until her body quivered, as well. "Oh fuck! Oh fuck! Oh FUCK! I'm gonna cum! I'm gonna cum on your fucking face! Oh yeah! Mmm hmmm! Oh yeah! Yes! Yes! Fuuuuuuuuuck!" Her groin rubbed on my face so hard I was afraid I was going to lose my nose. She moaned and cursed while she rocked her hips. The neighbors surely knew she had climaxed. She finally ceased her abuse of my face and lifted off it. She rolled over onto the bed and panted, "Holy fuck." I lifted myself off the bed. "You're not done yet. You know that, right?" I asked with a wicked smile.