When Jake entered the locker room, Jessica and Emily were chatting as they were getting undressed.

"Good morning, Jake," Jessica greeted him warmly. "Emily and I were just discussing the Smithson presentation for tomorrow. Are you ready for it?"

Jake nodded as he started undressing. "I think so. I've been reviewing all the numbers and projections. We should be in good shape."

Emily grinned mischievously. "And are you ready for the other aspects of the meeting?"

Jake felt his face flush slightly. "Um, Margaret was kind of vague about that part of the presentation," he said as he slipped off his boxers and placed them in his cubby.

Jessica’s eyes wandered over Jake. "Why don’t you two gather your files and come to my office and we can have a little strategy session. I want to make sure that we are all on the same page."

"Sounds good," Jake replied, trying to keep his voice steady despite his growing arousal at the thought of what that "strategy session" might entail. Emily’s eyes sparkled, having a good idea what Jessica had in mind.

After going to their offices and getting what they needed, Jake and Emily made their way to Jessica's office. As Jake closed the door, Jessica gestured to the two chairs in front of her desk. "Alright, let's go over the key points for tomorrow's presentation."

Jake and Emily sat down, spreading out their notes and files. For the next half hour, they reviewed the financials, growth projections, and marketing strategies they planned to present to the Smithsons. Jake was impressed by how thorough and professional the discussion was.

Once they finished going over the business aspects, Jessica leaned back in her chair with a sly smile. "Now, let's discuss the more… intimate part of tomorrow's meeting. As you know, Jake, the Smithsons are aware of and appreciate our unique office culture. They'll be expecting us to be fully accommodating to any desires they may express."

Jake nodded, a mix of nerves and excitement bubbling within him at the prospect. "I assume that you two have met with them before? What should I expect?" he asked, his voice tinged with curiosity and a hint of apprehension.

Emily chimed in, "The Smithsons like to enjoy themselves. Last time they were here, Mrs. Smithson had me eat her out while Mr. Smithson fucked me from behind."

Jessica absently played with her nipples. "As I recall, Mr. Smithson particularly enjoyed tit-fucking me and cumming on my breasts."

Jake's eyebrows raised, his cock starting to harden at the mental image. "Okay. So we should prepare for pretty much anything then?"

Jessica smiled. “And since this will be the first presentation with them that includes a second cock in the room, who knows what will transpire.”

Jessica's eyes sparkled mischievously as she watched Emily's hand creep up Jake's thigh. "We already went over the facts and figures, now I believe we should probably practice for the rest of the presentation, don't you?"

Jake's breath hitched as Emily's fingers encircled his hardening cock. "They say that practice makes perfect," he joked as Emily began stroking him.

Jessica stood up and walked over to the couch, her hips swaying seductively. "Emily, why don't you show Jake how Mrs. Smithson likes to have her pussy licked?"

Emily grinned and stood up, leading Jake over to the sofa by his dick.

Jessica sat down and spread her legs invitingly. Emily knelt between Jessica's spread thighs, her eyes gleaming with excitement. She glanced up at Jake, who was standing beside her, and bit her bottom lip before turning her attention to Jessica's glistening pussy.

Emily started by placing gentle kisses along Jessica's inner thighs, slowly working her way towards the prize. Jessica sighed contentedly, running her fingers through Emily's silky dark hair encouragingly. When Emily finally reached Jessica's pussy, she used the tip of her tongue to trace slow circles around her clit, teasing with feather-light pressure.

Jake watched intently at the erotic display before him, his cock twitching as a drop of clear precum seeped from the tip. Emily's tongue danced expertly over Jessica's folds, alternating between broad strokes and more focused attention. Jessica's breath quickened, her hips starting to move in rhythm with Emily's tongue fucking.

"That's it, Emily," Jessica moaned. "Just like that. Mrs. Smithson loves it when you suck on her clit."

Emily obliged, wrapping her lips around Jessica's swollen bud and sucking gently while flicking her tongue back and forth. Jessica gasped, grinding her hips against Emily’s face.

"Jake," Jessica panted, "come here and let me suck your cock while Emily eats me out.”

Jake moved closer, pressing the head of his penis against Jessica’s full lips. Jessica eagerly opened, taking Jake's cock into her warm, wet mouth. She swirled her tongue around the sensitive head before slowly sliding down his shaft, taking him deeper. Jake groaned in pleasure as Jessica began bobbing her head, her skilled mouth working his throbbing member.

Emily continued her oral assault on Jessica's pussy, her tongue delving deep inside before returning to flick and suck on her clit. Jessica moaned around Jake's cock, the vibrations sending shivers of pleasure through him. Jake placed his hands on Jessica’s head, entangling his fingers in her soft brown hair, pulling her closer.

Jake began to slowly fuck Jessica's mouth, going a little deeper with each thrust until he felt the back of her throat. He watched Emily's face buried between Jessica's thighs; her nose pressed against Jessica's mound as she licked and sucked with enthusiasm. The sight, combined with the exquisite sensation of Jessica's mouth on his cock, had Jake panting with arousal.

Jessica pulled back, releasing Jake's cock with a wet pop. "Emily, switch places with me. I want to watch Jake lick your pussy." she instructed breathlessly as she stood up.

Emily eagerly complied, laying down on the couch and spreading her legs wide. Her pussy glistened with arousal, her inner lips swollen and pink. Jake climbed onto the sofa between her thighs, inhaling her musky scent. He started by placing soft kisses along her inner thighs, just as Emily had done to Jessica. Emily squirmed in anticipation, her fingers tangling in Jake's hair.

Jake slowly licked along Emily's slit, savoring her sweet tangy flavor. He used the flat of his tongue to lap at her folds before focusing on her clit, slowly circling it with the tip. Emily moaned, her hips bucking against his face.

"That's it, Jake," Jessica encouraged as she walked over and retrieved a couple of items from a desk drawer. "Suck on her clit, just like Mrs. Smithson enjoys," she called back over her shoulder.

Jake obeyed, wrapping his lips around Emily's swollen bud and sucking gently while rapidly flicking his tongue across it. Emily cried out, grinding against his mouth. Jake slipped two fingers inside her wet heat, curling them to find her sensitive spot as he continued to lavish attention on her clit.

Jessica moved behind Jake, running her hands over his back and ass. She leaned down to whisper in his ear, "Mr. Smithson likes to fuck from behind while watching his wife get her pussy eaten.”

Jake's ears pricked at the sharp, resonant click of a cap being opened, and he gasped as a sudden rush of cool liquid cascaded down between the cheeks of his ass.

"Just focus on Emily’s pussy," Jessica directed, her voice a sultry murmur. She began to work the lube around Jake’s butthole, her fingers tracing delicate, slick circles. With deliberate slowness that was almost torturous, Jessica inserted her thumb.

“Whoa, whoa, whoa,” Jake sputtered, shifting forward, causing Jessica’s thumb to pop out of his ass. He looked back over his shoulder at Jessica, his eyes widening in shock when he saw that she was wearing a strap-on. “When you said that he likes to fuck from behind while watching his wife getting her pussy licked, I didn’t think you meant me.”

Emily giggled, “You never know. Mrs. Smithson is the dominant one, and he seems to do whatever she says.”

Jessica added, “Yep, and she’s a kinky bitch.”

Jake sputtered, “Uh, yeah, I don’t… I don’t think I can do that.”

Jessica shook her head and spoke matter-of-factly, "Jake, part of this job is being open to new experiences and being willing to please our clients in whatever way they desire. We can't predict exactly what the Smithsons will want tomorrow, but we need to be prepared for anything. If Mrs. Smithson decides she wants to watch her husband fuck you while you eat her pussy, are you going to refuse and potentially lose us an important account?"

Jake hesitated, conflicted. He had never considered being on the receiving end of anal sex before. The idea made him nervous, but he also didn't want to risk losing the Smithsons as clients and probably his job.

Emily reached down and stroked his hair reassuringly. "It's okay, Jake. Jessica will take it slow. And who knows, you might end up enjoying it."

Jake took a deep breath, steeling himself. "Alright," he said finally. "I'll give it a try."

Jessica smiled encouragingly. "That's the spirit, just relax. I’ll start with a smaller vibrator to get you used to the sensation before I fuck you with my lady cock,” she exclaimed, grabbing ahold of the dildo and shaking it at him.

She retrieved a tapered vibrator from her desk drawer and coated it with lube. Jake tried to relax as he felt the cool tip pressing against his sphincter. Jessica eased it in slowly, allowing him time to adjust.

"Just focus on me, Jake," Emily instructed softly, pulling his head down. "Eat my pussy. I love it when you eat my pussy."

Jake smiled up weakly at Emily, then returned his attention to her slit, trying to ignore the discomfort and focus on the taste and scent of her arousal. Emily moaned appreciatively, her fingers grasping his hair.

As Jake licked and sucked Emily's pussy, Jessica slowly worked the vibrator in and out of his ass, gradually increasing the depth and the pace of the penetrations. Jake felt the initial discomfort begin to fade, replaced by an unfamiliar but not unpleasant sensation.

"That's it, Jake. You're doing great," Jessica praised, turning on the vibrator to its lowest setting.

Jake gasped at the new buzzing sensation, his cock twitching between his legs, precum dripping from the tip. Emily moaned loudly as Jake's tongue flicked rapidly over her clit, spurred on by the vibrations in his ass.

After a few minutes, Jessica carefully removed the vibrator. "I’m going to fuck you now, Jake," she stated gently.

Jake took a deep breath and nodded, his face still buried in Emily's pussy. Jessica lubed up her strap-on generously before positioning herself behind Jake. She gripped his hips and slowly pressed forward, the head of the dildo stretching his tight hole. Jake grunted at the initial burn and pressure as Jessica eased into him.

"Relax, Jake," Emily soothed, stroking his hair. "It gets better, I promise." She thrust her hips up, encouraging him to keep licking her.

Jessica paused, allowing Jake to adjust before pressing deeper. Inch by inch, she eased her lady cock into him until it was fully impaled in his ass.

"How does it feel?" Jessica asked, running her hands along Jake's back and butt cheeks.

Jake was surprised to find that the discomfort had faded, replaced by a strange feeling of fullness. "It's… not bad," he admitted.

Emily pushed Jake’s head away and then repositioned herself, sliding under Jake so that she could suck on his cock. Jake lowered his face and continued to lap at Emily’s slit.

Jake moaned as Jessica began to move, slowly withdrawing before pushing back in. The sensation was unlike anything he had experienced before - a strange mixture of fullness, pressure, and growing pleasure. Emily's warm mouth enveloping his cock only added to the intense sensations coursing through his body.

"Oh, God," Jake groaned, his voice muffled against Emily's pussy. The dual stimulation of Jessica fucking his ass and Emily sucking his cock was overwhelming. He redoubled his efforts on Emily's cunt, licking and sucking with renewed vigor.

Jessica gradually increased her pace, her hips slapping against Jake's ass, her breasts bouncing with each thrust as she fucked him. "Oh, my God, this is so hot," she purred, her hands gripping his hips tightly.

Emily moaned around Jake's cock as she sucked him, the vibrations adding to the sensations, driving him wild. His tongue worked frantically on Emily's folds and clit, driven by his own mounting arousal.

As Jessica slightly changed the angle of her thrusts, the dildo brushed against Jake's prostate, sending a jolt of unexpected pleasure through him. "Fuck!" he cried out, his hips bucking involuntarily.

Jessica grinned, knowing she had found the right spot. She focused her thrusts to hit that same angle repeatedly, causing Jake to moan and shudder with each stroke.

"See what you’ve been missing," Jessica teased, spanking Jake's bottom. "You like having your ass fucked, don’t you?”

Jake was engulfed in a whirlwind of stimuli - the intense newfound sensations in his ass, the enveloping, wet warmth of Emily's mouth moving rhythmically, and the rich, intoxicating taste of her cunt on his tongue, each element blending seamlessly into a mind-boggling tapestry of delight. “Uh… huh,” was his muffled grunt in response.

Emily was the first to cum, her body tensing as it slammed into her like a tidal wave. She cried out around Jake's cock, her thighs clamping around his head as her orgasm crashed through her. The vibrations of her cries and moans sent ripples through Jake's shaft.

"Oh God, oh God!" Jake gasped, feeling his balls tighten, his orgasm building rapidly. The combination of Emily's skilled mouth, Jessica's relentless thrusting, and the constant stimulation of his prostate was driving him wild. He lapped eagerly at Emily's quivering pussy, tasting her essence as she continued to shudder underneath him.

Emily sucked harder and faster on Jake's throbbing member. Jessica gripped his hips tighter, slamming into him with increased vigor. With a strangled cry, Jake's orgasm erupted from within. His cock pulsed, sending spurt after spurt of ejaculate into Emily’s mouth. The intensity of his climax was heightened by the continued stimulation of his prostate, causing his entire body to spasm.

Emily swallowed greedily, milking every last drop from Jake's twitching cock. Jessica slowed her thrusts but didn't stop completely, prolonging Jake's intense orgasm.

As the intense waves of pleasure gradually began to ebb, Jessica gently withdrew the strap-on. Exhausted and spent, Jake collapsed onto Emily, then rolled off her to lie beside her on the sofa, his chest heaving with deep, labored breaths. His mind was a whirlwind of emotions and thoughts, struggling to process the extraordinary new experience of having his ass fucked.

Emily sat up, and Jessica removed the strap-on, sitting down next to Jake, her hands gently caressing his sweat-sheened body. Jake shivered at her touch, a feeling of satisfaction washing over him.

Jessica smiled down at him, her fingers tracing soothing patterns on his skin. "I'm proud of you, Jake, for being open to trying something new."

Emily nodded in agreement, running her fingers through Jake's hair. "That was incredibly hot. And from the amount of cum you filled my mouth with, it seemed like you enjoyed it too."

Jake took a deep breath, trying to gather his thoughts. "I… I did," he admitted, a hint of surprise in his voice. "I never thought I'd like something like that, but… wow."

Jessica chuckled softly. "It's amazing what types of different pleasures our bodies are capable of experiencing when we let go of our preconceptions."

Jake nodded, still processing everything. "I guess I understand now why some girls really enjoy anal. That was… intense."

Emily grinned mischievously. "Just wait until you try it with a real cock. It's a whole different level of sensation."

Jake's eyes widened slightly at the implication, but he found himself more intrigued than alarmed by the idea. "I… I'll keep that in mind," he said with a small smile.

Jessica stood up, stretching languidly. "Well, I think we've covered all the bases for tomorrow's presentation. Unless there's anything else you two would like to discuss.” Jake slowly sat up, still feeling a bit tender, and both he and Emily shook their heads.

"Shayla said she will have the marketing materials completed this morning and asked me to stop by her office after lunch to pick them up,” Jake added as he and Emily rose from the sofa.

Jessica smiled. "Perfect. Now, I think we should all get cleaned up and back to work. We want to be fully prepared for tomorrow."

After Jake returned to his office and took a quick shower, he spent the rest of the morning focused on work, reviewing the Smithson account details and preparing for the presentation.

Thanks for reading. Likes and favorites are greatly appreciated and your comments are always welcome.