Unexpected Anal Office Tryst Ch. 05

"Sorry, babe. I know this meant a lot to you. But for what it's worth, I think you're the real winner here."

Kathryn scoffed.

"No, seriously. This was such a hot idea, and it was all your idea! And for fucks sake, I never thought I'd see you deep throat a guy. If you were trying to prove yourself to me, consider yourself proven. I'm seriously impressed."

Kathryn jokingly pushed her away. "Whatever, I still wanted to win. I really wanted to see you get fucked raw by my man."

Amber tossed her hair over her shoulder and looked towards me. "Oh, I suspect I'm still going to get fucked raw. Just not in my ass. And not before I spend a little time with you first."

Amber slipped the blindfold over Kathryn's eyes and returned for my cuffs.

"Hands behind your back, babe," she said to Kathryn before locking her wrists above her butt. Amber then escorted Kathryn closer to me, so that our knees were only about a foot apart. She stood behind Kathryn and held her tightly, her hands gliding sensuously over Kathryn's tight abdomen and perky breasts. Amber planted a deep, lasting kiss on the nape of Kathryn's neck before baring her teeth and giving her a gentle nibble.

Kathryn gasped. "Be careful," she said. "Don't leave anything lasting. I'll be seeing Jeremy in two days."

"Oooh," Amber purred. "If only he could see you now."

Kathryn flushed at this comment, but her hips still rocked forward as Amber's touch ventured further south. Her fingers dipped below the hem line of Kathryn's garter belt, then tickled their way through her small patch of pubic hair. I could make out the glimmer of Kathryn's juices as they twinkled in the dim light. She was clearly wet and ready to go, and Amber was playing her like a fiddle.

Amber traversed the final inch before finding Kathryn's pussy lips, and she supplely pulled them apart. Kathryn gasped again, knowing that she was exposed to me in a way I'd not yet seen before.

If it weren't for Amber's left arm wrapped around Kathryn's torso, Kathryn would undoubtedly have tipped over. Off balance in the blindfold, delirious from her friend's finger play, and ashamed of her infidelity, Kathryn was already on wobbly legs before Amber started stroking her clit. But now Amber was sliding up and down Kathryn's slit, paying special attention to the nub at the top, and Kathryn was going weak in the knees.

"Hold still, babe," Amber whispered in her ear with her eyes locked on mine. "We're just getting started."

Amber steadied Kathryn, then left her alone for a minute. From the bed, she grabbed the Hitachi and switched it on to its lowest setting. Then, bracing Kathryn with her left arm again, she placed the bulb of the wand just south of Kathryn's bellybutton. Kathryn jumped again, her thighs pinching forward, her soaking cunt thrusting out towards me unwittingly.

"Have you ever used one of these before, babe?"

Kathryn could only shake her head in reply.

"Before the night is over, you'll be buying one on the internet. Once you've used this, your fingers will never live up to it."

She circled the wand closer to Kathryn's pussy but intentionally avoided it, heightening her anticipation. The wand drifted below its eventual target, tracing Kathryn's inner thighs. But as it neared contact with her outer lips, Amber jumped it back up to her pubes. Kathryn groaned in frustration, wanting this release badly.

"Please," she whispered.

"Please what?" Amber asked, teasingly.

"Please touch my pussy. I want to feel it. I need to cum."

Amber lowered the want to her clit and continued purring in her ear.

"That's a good girl. The more obedient you are, the more you'll enjoy this. I promise you. With respect to your side piece over there, I'm going to make sure you have the best cum of your life tonight."

Kathryn swirled her hips in short but emphatic thrusts, pushing hard against the wand's round head. She was smiling and squirming in Amber's grasp.

"You know, Kath, for all these years, I thought you were looking on me with pity for hooking up with so many different guys. I never really imagined you would want to hook up with me yourself."

Kathryn's mouth hung open a bit, surprised at this revelation.

"It wasn't pity, Amber..." a particularly effective pulse of the wand caused a shuttering breath... "it was envy."

Now it was Amber's turn to be surprised. "Well, that is a shame. What fun we could have had if we had just been a bit more honest with each other."

Amber sunk lower, steering the wand between Kathryn's blooming lips, and Kathryn clamped her legs tight around it. At that, Amber turned off the wand and removed it.

"Wha-" Kathryn got out, demonstrably shocked and disappointed.

"Spread your legs, honey. This isn't just about you. We're putting on a show for Henry, too. I want him to see what he's missing."

On shaky legs, Kathryn spread her legs about a foot apart.

"Wider," Amber said.

Kathryn huffed and slid her right leg further to the right, until her feet were beyond shoulder length apart. As an immediate reward, Amber activated the wand and brought it back to her clit. Kathryn moaned in appreciation.

"Henry, I just have to know," Amber said. "Does it pain you to not get to fuck this gorgeous, tight, wet pussy?" She delved deeper, causing Kathryn's outer lips to envelope the head of the wand. "Look how delicious it is, Henry. Don't you wish you could just bury your cock in here and feel its carnal heat polishing your knob? Wouldn't you want to feel it suck the cum out of your balls?"

Kathryn went weak in the knees, to the point that she would have fallen if Amber weren't bracing her. She was clearly enjoying the effects of both the wand and the dirty talk. I wanted to tell Amber that I'd experienced Kathryn's pussy, and that it was as good as she described, but I didn't want to betray our secret. I also didn't want to pressure Kathryn into breaking one of our rules.

"To be honest, I'm quite content with her ass," I said truthfully.

"Really? It's that good?" Amber replied. "Let's find out."

To Kathryn's great disappointment, Amber removed the wand and tossed it -- still vibrating -- on the bed. She moved Kathryn to the corner of the mattress and bent her over it, so that her legs were on either side of the corner, forcing them wider apart. With her hands still cuffed behind her back, Kathryn's chest fell flat on the comforter, her head turned towards the ominous, vibrating Hitachi just inches from her face. Her legs, though spread, were perfectly straight, which allowed for a couple inches of separation between her throbbing pussy and the mattress.

Amber walked past her to retrieve the wand, tracing a fingernail over Kathryn's ass as she did so.

"I won't lie, Henry. I certainly see the attraction...especially from this angle," she said.

Kathryn's butt cheeks clenched a little as Amber picked up the wand. Amber noticed it, and shared a glance with me in amusement. "My, she is eager."

Amber sat next to Kathryn on the bed, facing me. My view was of Amber's luscious body, framed by her frilly lingerie but leaving nothing to the imagination. Next to her, Kathryn's taut ass was exposed and prime for attention, while her pussy -- oozing juices onto her inner thigh -- gaped below it. I thought back to the number of times I admired her butt in a pair of tight slacks over the last eight years, and how lucky I was to have such a remarkable view before me now. Amber looped her right arm over Kathryn's lower back, snaking her hand towards Kathryn's pussy from below. With her left hand, she turned the wand up a notch and brought it directly to Kathryn's puckered asshole.

"Ooooohhhh, fuuuuck!" Kathryn screamed, turning her face into the mattress to muffle herself.

I was enraptured by the scene before me. The Hitachi vibrated hard against Kathryn's sphincter, which in turn caused a ripple of excitement through the rest of her ass. She was shaking uncontrollably against its power, and against the assault of Amber's right hand. Amber's fingers were spreading Kathryn's cunt wide open, providing me with a view unlike anything I'd seen in person before. Kathryn was fully exposed and dripping wet, as evidenced by the glistening, pumping fingers penetrating her.

Amber turned the wand up to level three, then tactfully passed it down to her right hand, between Kathryn's legs. After a moment of repositioning, she had the head of the wand on the mattress below Kathryn, who in turn bent her knees to press flush against it once more.

"Good girl," Amber said as Kathryn humped furiously against the magical source of pleasure.

Amber moved her left hand up to Kathryn's ass and pulled her right cheek to the side, exposing her winking hole to us both.

"I'm going to be honest, babe, I've never done this before. Let me know if I'm not doing it right."

And with no more forewarning, Amber slid her pointer finger up Kathryn's asshole to the first knuckle.

"Hhuuuhhhhffff," Kathryn grunted at the intrusion, but did not offer a rebuttal.

"Holy shit," Amber said. "It just sucked me right in!"

I was certainly familiar with that sensation. But Amber's recognition of it stirred my cock back to life. As Amber worked more of her finger into Kathryn's backside, my cock got harder and harder. Kathryn's legs went from trembling to convulsing. Her knees bent, and her feet lifted off the floor as Amber's masterful, orgasmic touch brought her closer to climax. She was squealing into the mattress as if it were the only sound she knew how to make.

With a final push, Amber worked her entire finger into Kathryn's hole, and that's what ultimately did it. Kathryn's squealing stopped, and for a brief moment I was concerned that the wind had been knocked from her. Everything was dead silent, save for vibrator and Kathryn's thighs sliding over the comforter. Her arms strained against the cuffs until the safety gave way, allowing her wrists freedom. She clasped the sheets tightly as the final few waves of pleasure rocked over her, her mouth turned to the side and hanging open in a silent scream.

Mercifully, Amber removed the wand and switched it off. Only now could Kathryn's calves, still trembling, lower themselves to the floor. Amber removed her finger and stood, leaving Kathryn a motionless, sweaty heap pressed heavily into the mattress.

"Holy fuck!" Amber said. "That looked like a better cum than I've ever experienced!"

Kathryn seemed like she was trying to reply, but had forgotten how to speak. I rose from my chair so that I could see her face more clearly. There was a stain below her, possibly from drool. Her look was half dead-to-the-world, half cloud nine.

"Kathryn? Are you with us?" I asked.

Her eyes shifted up to meet mine, but her head didn't move with them. Slowly, the rest of her features started to catch up. Her mouth closed and formed her classic, post-orgasmic smile. Her eyelids blinked a couple times. She relaxed her death grip on the sheets, and turned onto her back.

"Fuck, Amber. Fuck." She clearly had a lot on her mind, and lacked the mental capacity to articulate it at the moment.

"I think she liked it," Amber said.

"It's safe to say she did," I replied. "Almost too much. I thought she might have passed out!"

"Fuck, cumming so hard that I pass out remains an unattained life goal," Amber laughed.

There was a moment of uncertainty when I thought the night's festivities might have just concluded. The one thing convincing me otherwise was the presence of the strap-on still lying on the pillow above Kathryn.

"Do you have specific plans for that?" I asked Amber, gesturing towards it with my eyebrows.

"Oh yeah. Just waiting for this one to come to."

Kathryn finally mustered the energy to sit up. She was positively glowing, from her forehead to her inner thighs, radiant from perspiration and her undeniable excitement.

"That was pretty amazing, babe. I don't even know what to say."

Amber lifted her face with a couple fingers under her chin.

"You don't have to say anything, doll. You just need to keep doing what I say. Now, from what I understand, Henry here thought he was coming over to get sucked off by both of us at once. Let's give him what he wants."

Amber pulled my hand so that I was standing in between them, Kathryn sitting on the bed behind me, and Amber on her knees in front of me. I was semi-firm at this point, and Amber easily took in most of my length on the first go.

Kathryn stood and moved to come around next to Amber, but Amber stopped her.

"No, babe. Let's give him something else. I want you to kneel behind him."

Kathryn looked at me for approval, but who was I to protest? She had ventured back there with her tongue only once, and it felt pretty great. But I'm sure it would feel better with another mouth wrapped around my cock. Unless she was bitterly opposed, I was happy to experience this. I shrugged, indicating I was OK, and she simply responded, "OK, big boy."

Kathryn knelt behind me and put her hands on both cheeks, pulling me apart. I was particularly happy that I had showered just before arriving, though I was sure I'd worked up a bit of sweat with all the activity so far. But if there was anything unappealing about it, Kathryn was undeterred. She dove right in and started tonguing my tight ring.

Amber, meanwhile, was bottoming out on my ever-hardening dick. I could feel the tip of my cock seeking entrance to her throat, and once I gained the inch or two I still had to grow, I would surely get there.

The sensations on both sides of me had me swaying back and forth, going up on my toes every time Kathryn prodded further. I had nothing to grab onto to keep my balance except for the women serving me, so that's what I used. I placed a hand on the back of Amber's head, then reached behind me to do the same with Kathryn. It was inadvertent, but I pulled them both tighter against me, causing some muffled responses, but no physical rebuttals.

After about a half minute with their mouths tightly pressed against -- or wrapped around -- me, Amber put her hands flat on my stomach and tried to push off. I immediately relented, not wanting to kill the mood, and Amber dislodged.

"You're too big to pin me there, big man. I can't breathe around your giant fucking slab."

She was serious but lighthearted about it.

"Sorry, you two are just two effective. I was losing my balance."

Amber rose to her feet. "Well, I'm sorry we were giving you too much pleasure! Here, let's make it a little easier for you."

She pushed me back on the bed, and Kathryn rose to stand next to her.

"Why don't you ride him, babe. I really want to see how your tight little hole swallows that enormous fuck stick."

"I thought you'd never ask," Kathryn replied playfully. She practically jumped onto the bed, her legs landing on either side of mine. "I know it's only been a day, but I've really missed this guy," she said, referring more to my cock than to me.

She shifted her weight forward to make space, then, with a tight grip on my erection, positioned it at the entrance to her ass. The fingering Amber had given her earlier proved to be enough of a warmup. She easily eased herself down, lodging the first couple inches in place before there was even a modicum of resistance. I opened my mouth to grunt, but Kathryn was quicker, muffling my mouth with her own. What we were doing, without any room for argument, was wrong. We were both cheating on our spouses, and were doing so with the utmost pleasure and with no thought for the sins we were committing. Perhaps what pushed those sins out of mind was that there was, undoubtedly, love between us. Or at least some form of love. Perhaps it was infatuation. We were each other's secret; each other's vessel and source of the raunchiest sexual acts we'd ever committed.

Sharing that secret with a trustworthy friend only amplified those feelings. It was simultaneously risky and secure. Amber wasn't going to betray us. Kathryn rode me fervently, working another centimeter up her ass every few seconds, while our lips kissed, licked and nibbled at each other like we were the other's favorite meal.

Amber took a few playful whacks at Kathryn's ass as it bounced on me, and that snapped Kathryn out of her kissing mood.

"Oh, you bitch!" she said, without a whiff of resentment.

"Oh, you deserve it, bitch!" Amber said. "Holding out on me all this time? Do you know how hot you look right now? We could have taken our town over if we had joined forces."

She swatted her ass a couple more times. "Are you going to get it all in there, babe?"

I couldn't be sure, but it felt like Kathryn still had about three or four inches to go before bottoming out. At Amber's question, she paused. Closing her eyes, she seemed to be focusing her energy on something, but I wasn't sure what. I was about to ask if she was OK, but then she set to action. In one determined motion, she sat all the way down on me, her butt coming to rest on my inner thighs. She took the rest of my cock straight up her anal chute, to the astonishment and cheer of Amber behind her.

"Holy fuck, babe! You're a wonder!"

Kathryn had a proud grin on her face as she wiggled her butt at Amber. She was as tight as a condom, but infinitely more pleasurable. With subtle movements, she flexed her hips so that she could stimulate me more. She was only moving about an inch up and down, but that was enough. If I hadn't already cum twice in the last hour, I undoubtedly would have erupted by now.

I closed my eyes and tilted my head back, savoring the sensation. Kathryn's hands were on my chest, her pussy was teasing itself on my close-cut pubic hair, and her ass was squeezing me for all it was worth.

"It's not too late to change your mind, babe," she said to Amber. "I'm sure he'd fuck your ass if you let him. Best to learn with someone who knows how to do it."

Amber chuckled. "I admit, you do make it look tempting, but I think I'm going to save my ass for my one, special guy. And while Henry performs like he could have been that guy, he's your guy."

As she spoke, I could hear her voice moving to the other side of the bed. When I opened my eyes to see what she was doing, I found her picking the strap-on off the pillow.

"Besides," she said as she slid it up her legs. "I've got more fun planned for tonight."

She moved back down to the foot of the bed. "Mmm," she said as she admired Kathryn's ass. "You know, my original plan was for you to ride him while I rode his face. I haven't cum yet tonight, and I was really looking forward to testing Henry's oral skills. You've said they're excellent. But I didn't want to break up your kissing. It looked so passionate and intense. I nearly got off just from seeing that. But it's time for the grand finale now. I think we'll all cum with what I have in mind."

Amber instructed Kathryn to dismount and for us to lie in a spooning position. Once there, she ordered me to enter her ass again, which of course I was happy to do. Kathryn took me easily, her anal passage having loosened just a bit in the last ten minutes. I slowly moved in and out of her, which proved to be a bit of a workout for my abdomen. But it was easily the most motivating exercise of my life.

Amber then lay on the other side of Kathryn, facing her and cupping her cheeks. She moved in and locked lips, and Kathryn replied in kind. There seemed to be as much energy and passion in their kiss as there was in ours, and for a moment I was envious. I thrust a little harder to remind Kathryn that I was there, and the gesture broke their kiss for a moment.

"Oh, babe, he's turned on by us kissing," said Kathryn. "I just felt him swell up even more. It feels amazing."

"Oh really, Henry? Does it turn you on to see two women kissing? How about this?"