My Wife's Christmas Surprise (Cuckolding Shorts Book 5)

by Boswell, Ben

  He was big. Well, bigger than me at least, which was all I could really focus on. As she jerked his prick, she helped him out of his pants while he shucked off his jacket. He relaxed back onto the sofa, one hand palming the back of her head, the other wrapped around his glass as he sipped his Scotch.

  Julie took him in her mouth. At first, just the head, alternating between sucking him and swirling her tongue around the base of his glans. Then as she wet his shaft with her saliva, she began to take him deeper and deeper, until almost his entire cock disappeared into her mouth. She bobbed up and down, up and down, making loud slurping sounds as she repeatedly devoured his dick.

  Roger closed his eyes, a big happy grin on his face. "Oh God, Jack, you never told me what an expert cocksucker you had here in Julie Jules. Had I known, I'd have had her a long time ago."

  That gave me a small boost. Beneath his boast about being able to bed my wife whenever he desired was his reassurance that he hadn’t done it already.

  In addition to working his shaft with her mouth, she deft fondled his balls with her saliva soaked palms. He growled with delight. "Damn, that feels good."

  Julie looked up at me, grinning, before returning to her task. They were having fun. Fun at my expense, I realized. If they hadn’t fucked before, it meant that there wasn’t any real attraction between them, or at least not enough to make this happen. No. This was about fucking with me for some reason.

  I rose out of my seat.

  He noticed me. Before I could speak, he reached into his pants pocket and tossed me his phone. “Film this, Jack. This is too good to leave to alcohol-clouded memory. Film your slut wife sucking my crank."

  As always his commands triggered some compulsion inside of me. I girded myself to resist, but before I could get my protest out, Julie slid her knees beneath her and aimed her ass in my direction. Her pretty, little, swaying tush distracted me. And then I noticed the sheen on her inner thighs, the glistening wetness of her pussy.

  I capitulated again. Between his peremptory tone and her obvious excitement, I felt helpless.

  "Jack, get in close and film this. I'm counting on you buddy."

  Buddy? Buddy? Fuck you asshole. I'm not filming you with my wife...

  Julie swallowed him deeper still, gagging on his big prick. That didn’t even slow her down. She took him again, deeper still, gagging again, her saliva thick on his shaft. And again, deep-throating him, her face buried in his pubes.

  “You getting this?” he asked.

  I nodded, too shell shocked and battered to refuse.

  She continued, seemingly intent on making sure I captured a good amount of video. Once satisfied, she rose up off him, keeping just the head of his cock in her mouth and making eye contact with me. We remained like that for what seemed a long time, but was probably just a few seconds. My wife and I, staring at each other, as she suckled on my boss’s prick.

  Finally, she looked away from me and up at Roger. He began to unbutton his shirt. As she continued to stroke his shaft, she also helped him out of the rest of his clothes. She opened his shirt, one button at a time, pausing to kiss and lick his newly exposed chest, wetly sucking on his nipples before returning her attention to his cock. He let out a deep, satisfied rumble of laughter.

  He began thrusting his hips upward, fucking her face as much as she was swallowing him. He seemed ready to burst, but then suddenly he pushed her away. She looked at him, surprised, and maybe a little hurt, her face now twisted into a pouty frown.

  He laughed. "Don't worry baby, I just don't want to bust my nut quite yet."

  SIX

  My wife smiled again and relaxed as Roger firmly pressed her onto the sofa. She was now on her back, wedged into the rear corner of the couch. Roger lifted one of her legs onto the back of the sofa and pushed her other foot onto the floor. He then positioned himself, kneeling between her widely spread legs. She was obviously excited, almost squirming in anticipation, and when he pressed his thumb into her pussy, she let out a heartbreaking mewl.

  “Damn, you’re wet for me,” he crowed.

  She chuckled. “Don’t get too full of yourself. You’ve been playing with it for an hour.”

  “The only thing that’s going to be full of me is you.”

  “Ha ha.”

  He edged forward, and began to rub his cock head up and down her very wet, very swollen slit. Her confident smirk faded and she let out a sultry moan.

  He turned to me, "Get in close, you don't want to miss this."

  I did as I was told, training the camera on my wife’s snatch, watching as her pussy lips seemed to grab at the head of his cock. She was bucking her hips up and down now, trying to capture his shaft, but every time she thrust upward he pulled back, making her groan in frustration.

  "Please, please," she whimpered.

  He peered over at me to make sure I was paying attention to my wife begging for his cock. I tried to ignore him, but that just amused him more. Out of the corner of my eye, I could see a broad smile spread across his face.

  He reached back across the coffee table and seized the Santa hat, placing it on his head.

  “Are sure you deserve this Christmas treat?” he asked.

  He rubbed his prick against her swollen clit. Julie shivered in delight.

  “Yes,” she moaned.

  “Have you been naughty or nice this year?”

  She chuckled. “Aren’t you supposed to know that already, Santa?”

  He turned toward me. “What do you think Jack? Is she a naughty little whore?”

  I didn’t answer.

  “She sure looks like one right now, doesn’t she?” he persisted.

  I looked at my wife. Naked, with her legs spread, wet pussy on display, big tits and hard nipples, lipstick smudged from sucking my boss’s cock.

  “Yes,” I groaned.

  “She deserves a lump of coal,” he said. “But since I don’t have one, I’m going to have to give her something else hard.”

  I couldn’t speak.

  He rubbed her clit again. She let out a sultry moan.

  I couldn’t take my eyes off his big prick ready as I was to spear my wife’s eager quim. His cock was leaking pre-come, the top half paler than the rest.

  “I’m going to fuck your wife,” he gloated.

  I tensed, expecting him hammer his cock into her immediately. But he waited. Dragging it out? Or giving me an opportunity to intercede? Either way, I was paralyzed.

  Julie broke the silence. “Do it,” she hissed.

  Roger looked over at me, and made sure I had the action perfectly framed before giving her what she craved, a hard thrust that left him more than half-buried inside her. She let out an excited yelp, and immediately her eyes rolled back into her head, followed by a raspy shudder that left her shaking.

  Roger grinned broadly.

  "God, you're quick baby, was that your second?" he asked.

  He began slowly sliding his cock in and out of her wet snatch. Deeper, deeper, his thick shaft stretching her out, making her sigh and moan with each thrust.

  She opened her eyes and gave him a beaming smile. "Fourth," she mouthed.

  My heart sank. I couldn't remember the last time she'd come twice in a single evening with me, much less four times.

  Roger turned to me. "Oh, yeah. Definitely naughty. Naughty, naughty, naughty.”

  And then he started really laying pipe, giving Julie deep, hard thrusts that left her gasping. He was remorseless, and soon both of them were panting for breath, their bodies now covered with a sheen of perspiration, the idiotic Santa hat still perched on his head

  With his cock buried to the hilt, he stopped and confidently massaged her breasts.

  "I don't know why you're sweating," he exclaimed, "I'm the one doing all the work!"

  "It's hot down here," she giggled.

  "Well, we can fix that," he replied.

  He pulled out and slouching back on the couch. I jumped back out of the way, fell back into the armcha
ir, and watched as he took her hand and pulled her toward him.

  She started to mount him, but he stopped her. "Since Jack seems to like it, let's give him a real show."

  She passively allowed him to spin her around, and then position her, knees straddling him but facing away from him, facing me instead. Our eyes met and locked.

  “I don’t like it,” I muttered under my breath.

  She put her hand up to her ear. “Did you say something?”

  She was taunting me now. I shook my head. Whatever.

  She rolled her eyes. And then let out a yelp as Roger slapped at her shapely ass.

  “Sit on my dick,” he ordered.

  She laughed. “You’re such a charmer.”

  But even still, without further prompting, she reached between her legs, stroked his cock firmly several times, and then impaled herself on his shaft, descending into his lap with a satisfied sigh.

  "Now fuck me, baby, fuck me good," he groaned.

  Julie was happy to oblige, and she started riding him, alternating between bouncing up and down on his prick and settling down on him and grinding herself against his crotch. God she was sexy -- eyes closed, a contented smile on her face, and her hands sensuously running over her smooth skin, tracing the outlines of her breasts and caressing her inner thighs.

  "You getting this, Jack? Do you like seeing your wife's titties bouncing as she rides my cock?"

  I'd forgotten about the phone when I'd slumped back in the armchair, but in response to his prompting, I began filming again.

  "I'm getting it," I grumbled.

  He sniggered. "And what about her tits? I asked you about them too."

  At that, Julie opened her eyes watching my response.

  "They're beautiful," I said sadly.

  Julie rolled her eyes in response.

  Fuck her. What the fuck did she want from me? She was the one fucking my boss, yet she was acting disappointed in me.

  "Come over here," Roger said, "you'll love this."

  I staggered to my feet and stood behind him.

  "Put your hands on the coffee table," he ordered Julie.

  He pushed her forward, so that she was now resting on her hands and knees with him beneath her. He grabbed her ass firmly and began pumping her hips up and down on his cock. It was mesmerizing and undeniably erotic watching her virtually disembodied ass bouncing up and down on his hard shaft, hearing her grunting as she sought to keep up with the pace Roger was setting. That was then joined by the wet squishing sound of his cock churning into her snatch and the rhythmic beat of him spanking her firm ass.

  I realized he was close, and I had a panicked thought.

  "She's not on the pill, please don't cum inside her," I pleaded in a pitiful whisper.

  He roared with laughter and bellowed, "Talk about a great Christmas bonus! Get ready for Roger junior!”

  But Julie was too quick. With catlike agility she leapt off him, and spun around, settling on the ground between his legs. Before he could protest, she grabbed his slimy shaft and began stroking him firmly.

  "No, let me taste your come instead," she insisted.

  She never finishes me off orally, never even sucks me off after I’ve been inside her, so I'd never seen her like this before. Full red lips wrapped around his shiny prick, her hand a blur on his cock as she tried to milk his jism. He couldn't hold out long. Suddenly he reached out and pressed down on the back of her head with both hands, forcing his dick deep into her mouth. His whole body stiffened and he let out a long, contented moan that mingled with the sounds of my wife gulping down what must have been a prodigious load.

  Roger settled back on the sofa as Julie gently licked him clean, her pretty pink tongue flicking out to capture every last drop of sperm that leaked from his cock.

  When she was done, she rocked back on her heels, licked her lips and cooed, "Mmm tasty."

  “My special eggnog,” he joked.

  Roger stood and walked over to Julie. He gave her a tender kiss on the forehead and then disappeared into his bedroom. She picked up her glass and finished off her wine, her eyes finding mine and holding my gaze.

  SEVEN

  Finally, I broke the silence. "Maybe we should get going," I offered tentatively.

  "Nonsense," Roger boomed as he reentered the room, clad now in a bathrobe. He’d lost the hat. "We're just getting started, aren't we Jules?"

  She looked over at me. I slumped. She looked back at Roger and shrugged amiably, signaling she was game for more. She put down her wine glass

  “What do you have in mind?” she asked.

  “That was for you. Now this going to be for me.”

  He led back over to the sofa. He maneuvered her flat on her back.

  "Now pull your knees to your chest," he directed.

  She complied willingly, completely exposing her still swollen and glistening snatch.

  "Beautiful, isn't she?" Roger said, more as a statement than a question.

  He gently caressed her well-worn pussy, running his fingers over her labia, and sliding a finger down her slit.

  “Nothing prettier than a freshly fucked pussy… though it would have been a treat to come inside it. Maybe I’ll be able to give you a creampie next time, huh Jack? That would be a nice Christmas treat.”

  Roger continued playing with her swollen snatch. But he didn't stop there. He gently tickled the sensitive skin between her pussy and her anus, and then with excruciating deliberateness he began to trail his finger around the rim of her little, pink pucker.

  He turned to me. "Have you ever had the pleasure?"

  I shook my head, and croaked out a soft, "no."

  "And you, Jules, have you ever had a man in your ass?"

  "No," she replied equally softly.

  "You sound apprehensive. Does the thought scare you?"

  "Yes."

  "It should," he replied. "Most men don't know what they are doing. All they can think about is jamming their cock in there. But it's not really about the penetration."

  As he spoke, he withdrew a tube of lube from his robe pocket and squirted a gob onto his fingers. He continued to caress her anus, now slowly pressing the tip of his middle finger inside her.

  "I get why gay men are like that. Men have a prostate. Getting a dick up in there stimulates it, and they come like a fire hose. Any pain is a small price to pay."

  He turned back to me again, "Have you ever taken it up the ass, Jack?"

  I tried to think of a snappy comeback, but the sight of his finger now sawing in and out of my wife's butthole was too distracting.

  "No, I haven't. It’s not my thing," I explained absurdly.

  He grinned and regarded me skeptically.

  He went back to his lecture. "Truth is, for straights, anal sex is sort of unpleasant. Often at least a little painful for the woman, no matter how slow you go. Sometimes messy. And truth be told, an ass just doesn't feel as a good as a hot, wet cunt."

  He added more lube and worked his thumb into her ass, making Julie grimace and let out soft hisses as she adjusted to the thicker digit.

  "So why do it?" He paused in his monologue to add yet a little more lube into the mix as he now began to work two fingers into her. "Well, isn't it obvious? Just look at her. Lovely. Holding herself open for me. Exposed. Vulnerable. It doesn't really matter if it is out of fear or lust or greed or whatever. What makes anal special is submission."

  He was now gently, but insistently, finger fucking her ass, both fingers going in past the second knuckle. Julie was now mewling softly at each thrust, lines of tension radiating from her eyes, her mouth tightened, baring her teeth, but still she submitted, holding herself open for him.

  "It's time," he said finally to Julie. "Get the camera," he ordered me.

  Again, I passively followed orders, positioning myself behind the couch to catch the best angle.

  Roger had stripped off his robe. His cock was again rock hard. He quickly coated it with a layer of lube and then approached m
y wife. He pressed the head of his cock against her puckered anus and applied firm pressure until her sphincter relented and the tip of his member entered her.

  Julie gasped loudly, her eyes now tearing up slightly.

  "Shhh, baby, it's alright," he whispered comfortingly. "Just breathe and relax."

  He began fucking her ass in earnest now, thrusting his cock in and out a fraction of an inch at a time until she adjusted to the intrusion before going in deeper. It was slow going, but he patiently continued to push the envelope, managing her discomfort while relentlessly going deeper, harder, faster. When he was a couple of inches in, he grabbed her ankles.

  "I have your legs now. Rub your clit for me."

  Julie seemed skeptical, but she did as ordered, gently playing with herself as he continued to work his cock into her bottom. They were moving in harmony now. The harder he fucked her ass, the more vigorously she played with herself. He thrust in deeper, getting more than half his dick into her. She squealed in pain even as she shoved two fingers into her own cunt. He plunged in deeper still, and suddenly he was buried, balls deep, in her ass. She let out a series of shrill yelps, even as she wildly continued to finger fuck her own pussy. And then, amazingly, her pained cries turned into a passionate, throaty growl and her whole body began to convulse in a wild orgasm.

  Faced with this wild spasming creature, Roger seemed to lose his composure. He began hammering her ass roughly, sloppily. She whimpered pitifully under his pounding, but mercifully, he was almost done. With a loud gasp, he jerked his cock from her ass and fired several thick ropes of cum across her belly and breasts.

  Without missing a beat, he rounded on me. "Clean her up," he commanded.

  I looked at him puzzled, then reached for a box of tissues. He slapped it out of my hands.

  "No, use your tongue," he said, fixing me with an intense stare.

  "I don't want to," I muttered.

  "Do it!"

  As if under a compulsion I took a step toward Julie. And then suddenly, I got mad.