Play hard to get

It was obvious Josh would get inside Rachel's panties sooner or later, regardless of how he responded to her now. He might as well keep it a bit of a challenge for her.

"No thanks," he said, waving away the wine.

Rachel put down the wine glasses. "Oh, that's fine, Josh. I won't make you do anything you're not comfortable with. I want you to feel... very relaxed and comfortable around me. So how are you going with scanning those files?"

She stepped behind him and leaned forward to look over his shoulder, pressing her busty chest into his back. He could feel her big soft round breasts through their clothes.

"I haven't had time to get through many of them yet."

"It's okay Josh, take your time. I do appreciate that you've been soooo hard at work on it. Maybe you need a massage... mmmmm..." Rachel placed her hands on his shoulders and started rubbing them.

Josh smiled to himself, knowing exactly what she was up to. "But I thought we were supposed to be scanning the files."

"Oh, you can keep scanning while I lightly massage you," his busty boss said brightly. "Taking care of your ergonomic health and helping you just... {sigh} ...relax..."

Josh rolled his eyes to himself, and started scanning the next file as Rachel's soft gentle feminine hands worked their magic on his shoulders and upper back. Soon her hands started sneaking around to his ribs.

"Mmm... this is cozy, isn't it? Does that feel good?" she murmured softly into his ear, her breath warm on his neck.

"It's not bad." Josh played it cool, but his cock was secretly hardening again under the desk.

She took a perverted sniff and then sighed longingly. "Mmmmm... I can tell you're enjoying it Josh." Her voice was going all sultry. She tilted her head forward, her long dark hair flowing onto his shoulder, her erect nipples poking into his back, and her lips planted a soft kiss on his cheek.

"Rachel, what are you doing?"

She giggled. "Just being affectionate."

"Oh, I guess that's alright then," said Josh. He flipped through the file and scanned the next page.

She pecked him on the ear. "Mmmmmmm... yeah, you like my nice little kisses Josh?"

"I mean, it's a bit weird." Josh was enjoying clit-teasing her, wondering how this blatantly sexually harassing boss would react to his refusals.

"I understand if you don't want to admit you're enjoying it. But unless you tell me to stop... I won't stop," she whispered softly, and she kissed his neck.

It was a smart move - he wasn't going to directly tell her to stop. Instead he parried her advance with a practical concern: "I need to swivel over to the computer to check if this scanned properly."

Rachel didn't miss a beat. She slowly wheeled his chair backwards, gazing down over his shoulder as his lap emerged from under the desk. Her eyes lit up as she saw he was sporting a massive tent again.

"Mmmmmmmm... you're definitely enjoying my touches... Have you got something in your pocket, Joshie? Whatever it is, it looks very big and thick and hard..." She even stuck out her long wet pink tongue and licked her lips.

Josh remembered how she rubbed her pervy face on his bulge in the file room. Was Rachel the kind of perv who liked giving oral? His throbbing hard cock certainly hoped so.

"What's in my pants is none of your business, Rachel. Let me check the scan." But Josh couldn't conceal a smirk, just like he couldn't conceal his rock-hard boner.

She wheeled him over. "There you go Josh. And while your hands are busy... I'll massage you right where you so obviously need it..." She ran her hands down his torso, her ample breasts pressing more firmly into his back, her head perched on his shoulder. Within seconds she was gently caressing his thighs, slowly exploring inward toward his bulge.

"Isn't this getting a bit intimate for an office massage?" asked Josh. He was greatly enjoying her slow sensual seduction, though he could see what Mark meant about it being difficult to get her to back off.

"I won't do anything you don't want, I'm gonna make you feel gooood... so just relax and enjoy it..." Rachel really was very skilled at whispering seductively.

Her finger brushed lightly against the side of his bulge, which felt great after all her cockteasing. It twitched needily in his pants.

"Did it just twitch? I think it likes me, haha!" She giggled again, making her tits jiggle nicely into his back.

"Uh..." Josh was running out of ways to token-resist. He was getting too horny to think straight. This woman was so fucking sexy.

"Just let it happen, Josh," Rachel murmured. Her wet tongue licked his cheek, as her hand ran oh so lightly up his shaft through his pants. It felt too good to stop her.

"That thing in your pants knows what it needs... just focus on those tingles of pleasure running through it as I massage it for you..." Her hand ran up and down his tingling swollen shaft. "Mmmm... I know exactly how to relieve a man’s tension..."

"Ohhhhh..." Josh couldn't help groaning.

"That's a good boy, Joshie..." The seductress's free hand nudged his head toward hers, and she kissed him on the mouth again. Her eyes gazed deep into his, full of triumphant conquering perverted lust, batting her eyelids rhythmically as she gently rubbed his cock. He feared he might explode already.

Eventually Rachel broke the kiss to speak. "It must be getting soooo uncomfortable, cooped up in such tight clothing... Let me take it out so it can relax like the rest of your body..."

She spun his chair to face her and kneeled in front of him, giving him an amazing view down her top at the cavern of her cleavage. She deftly opened his zipper and her hand went in to fish for his dick. She took hold of it, pulled it out, and leaned in to rub it on her smiling pretty MILF face, skin on skin this time. It eagerly tingled and leaked precum, smearing her makeup.

Josh liked the way this was going. "What are you doing, Rachel?"

"Haven't you ever had a woman suck on your pleasure stick before? You'll like it... It'll feel soooooo good... You'll never know until you try it..." She stuck out that long sexy tongue again and licked his shaft.

Josh could barely believe his sexy busty MILF boss was begging to be allowed to suck his dick, all thanks to the Rules app.

"Let me suck it..." she crooned into his cock.