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My Executive Wife was just too busy - Part 3

“Honey, I’m home,” I offer, a weak smile not covering my shock.

She sat there, her eyes boring a hole through me for what seemed like an eternity, until she leaned down, cupping my masked face with both hands and planted on me the tenderest of kisses. I imagine Elsa somewhere in this home, getting fucked by a stranger (or two?), no clue that I am about to go round two with her new boss’s wife.

After the deep kiss, she said, “I was hoping it was you” and climbed on top of me, pulling up her night gown. My cock seems to be waiting on me for instructions. Should I get hard, or prepare for flight?

“Hoping it was me? Why, whatever could you mean?” I attempted.

She kissed me again, tenderly, hands on my shoulders. Then runs her hands through my hair. Bah, no wig.

“I have been thinking about the last time. A lot. How gentle you were, making it special for me, slowing me down at the beginning as if you knew I needed it that way. No man has been that attentive to my needs in a very, very long time” she said, as she continued running her fingers through my hair.

Ok, somehow she requested Aragorn again, or something? Algorithm, shmalgorithm. When I see Brett…..

She pulled the nightie over her head, her breasts pointing skyward, so inviting.

“How did you….” I begin.

She slid back, unbuckling my pants and working my cock out as I lifted up so she could pull my pants down a bit, then unbuttoned my shirt, resettling on me after it was done. Yeah, the old soldier decided to stand at attention without my command. She rocked her hips forward and backward, rubbing her moist slit up and down my shaft pressed against my stomach.

“I completed the survey after the last event….” There is a survey? WTF? “….and I sent a note in to the administrator requesting a second rendezvous with Aragorn. I was, well, persistent. As luck would have it, you registered. So, I worked out a deal with them….”

She rocked forward, my cock springing up, then pressed her pussy back against the head of my cock, deftly working it inside her. Her moist warmth, her baby blues, her dark hair falling down one side of her neck, settling in between her olive-skin breasts, the golden half-heart locket gleaming in the center, it was…..intoxicating.

“…he said it was highly irregular but he would make this one exception…” Brett, you asshole. “…..since my very large investment would help him expand the program. He also said he would give you a two for one special.” Lucky me, folks.

She began grinding on my cock, her hands on my chest.

“Oh how I’ve waited for tonight,” she moaned from deep within.

“Good to know I can be ordered like Amazon Prime, Margo.” I retort, as I lift my hips, driving my cock deeper into her.

She stopped, looked down at me, and said, “At least you didn’t call me ma’am, Panhandle boy.”

I freeze.

She smiled and lifted her blue mask off, revealing the face of Mr. Board Chairman Gerald’s beloved wife, Stephanie. Such a gorgeous…no….exotic woman. Her smirk said everything.

“Uh, ma’am, I don’t think we are supposed to do that” I weakly offered.

She pulled my mask off, tossing it aside, and leaned down to kiss me fully, unencumbered by the masks. She starting rolling her hips on my cock again. I rolled her over, lying on top of her, my cock still deep inside her canal. She wrapped her lovely legs around me as placed my right arm behind her head, supporting it the crook of my arm, my left hand on the side of her face. I kissed her deeply. She bear hugged me, pressing her breasts agains my chest, her nails digging into my back. I lowered my head as I started making slow love to this beautiful creature, rolling my hips slowly, in….and out…..in…and out. I glanced down to see her bare olive skin pressed against mine. She purred as she leaned up to bite my earlobe, breathing heavily, a soft “ungh” every time my cock hit bottom. I kept fucking her slowly, and she grew wetter by the second, her state of arousal peaking as she shakes lightly from ecstasy. She released the hug as I lifted up on my hands, then tilted my head down and tenderly kissed her forehead, her left eye, her right eye, her nose, her left check, her right cheek. She rolled her head up, mouth agape, little cries of pleasure in rhythm with my cock. I stared down at her, this exotic creature.

“Oh, Jack. Oh, fuck, Jack. I’m coming, Jack…..”

I kept my slow pace, her nails digging furrows in my back, her legs a vice pulling me into her. She bucked, urging me to fuck her faster. I keep my steady pace. In…and out….my cock a steady rhythm inside her pussy.

Our phones dinged. Fuck Brett in his fucking face hole. I ignored it. She looked at me, concerned, and I just smiled, continuing my slow paced penetration. She closed her eyes, then tilted her head back, the veins in her neck beginning to bulge.

“I’m coooommmiiinnnngggg…ooooooohhhhh” and tensed every muscle. My cock took the cue and I felt my balls tighten. I buried my cock deep in her and shot my warm load, rope after rope. She grabbed my head and drew me into her mouth, her tongue darting to find mine, a moan rattling deep from within her. The phones dinged again. And again. We continued our deep, entangled kiss. This time hers rang, going unanswered. Then mine.

I collapsed on top of her, my cock still nestled inside, and we laid there for a while. She softly rubbed the tips of her fingernails up and down my back.

She said, “I figured it out that evening after we got home, but I needed to be sure. So I registered for the event here in Aspen and made the request. I also talked Gerald into having the Board retreat here in Aspen, and insisted the spouses come as well, you know, so I’d, uh, have something to do. Gerald will do anything to get me to go away and stop bothering him. It wasn’t until after Gerald spoke to your wife and got her acceptance that my request was, well, promised to be fulfilled.” Used like a borrowed mule. I happy borrowed mule, to be sure.

We heard a soft knock at the door.

I pulled out of Stephanie, got dressed and put my mask back on. She did the same. I opened the door and the lady who registered me said I must go immediately. So I glanced back at Stephanie sitting on the edge of the bed, and turned and walked out the door.

Later that evening I sat in on the edge of the bed in our hotel room, staring at the maddest woman I think I have ever seen. Beautiful, but mad. She was statue still, arms folded, giving me a look that would send lions scattering. In fact, if Michelangelo created a sculpture called “Mad Woman”, it would look a helluva lot like this. Well, maybe different clothes. She’s mad because I didn’t tell her the night I discovered “her-bosses-wife-Stephanie” was my TAP date. She stared at me, then dropped her arms, sagged her shoulders, and walked over to the couch, falling back into it. Well, she’s gorgeous when dejected, too, it seems.

“Well, I’m as mad at myself as I am at you” she says, breathing out a defeated sigh.

I looked at her, curious at this sudden change of emotion.

She sat up, elbows on knees, and looked at me squarely. “I’m in the same boat, Jack. No, worse.”

Earlier in the evening when I went to the bar, Elsa pulled her items out of the box; A dark cloak, a sheer gown, veil, white half-mask, long dark wig and a silver metal collar with silver dog tag. The card began, “Good Girls Obey.” She put everything on, then went into the back alley where she found her ride.

She made it to the house, door opening and the same lady in robe and mask held out a scanner. Beep. She asked “Good Girl” to follow her. When she went to a room in the back on the first floor, she found a workout mat on the ground, and a coat rack in the middle of it, with a long silver leash hanging off of it and what looked like a bracelet on the other end. The hostess asked her to kneel down by it, and, when she did, attached the leash to her collar, leaving the bracelet on the other end of the leash on the coat rack. Then the hostess handed her another card, and left. Elsa read it. “You are a Good Girl. Your Walker will soon be here to take you on a nice walk, well, probably after having some fun with you. You will have ‘visits’ on your walk. You must obey all commands. And you must be silent. Your Walker will return you ‘home’ before the end of the night. You will get many treats. Remember, be a Good Girl. Your safe word is London.” She put the card down and stayed kneeling on the mat for several minutes, her heart pounding at the idea of having sex with more than one person this evening.

The door opened and a gentleman walked in wearing a black half-mask and long black robe. He was an older gentleman, should could tell, and as he got closer she felt her heart plummet. Since it was a half-mask, she could tell the gentleman had a very square jaw and graying temples. She couldn’t believe it. It couldn’t be, but was confirmed when he opened his mouth.

“Well, hello there, my Good Girl. My, you look wonderful. This will be quite an enjoyable evening, if you obey.”

Yes, it was Gerald, the new Chairman of her company, her boss. She was certain. He picked up the bracelet and clamped it on his wrist, tugging the leash to test it. Her heart was leaping out of her chest, unsure of what to do. Call it off now? She didn’t want to speak and have him recognize her.

“Please stand so I can get a good look at you.” That brought her out of her trance, so she stood. He walked slowly around her, eyeing her nakedness under the sheer gown, feeling her ass when he was behind her. “Yes, you are a very good girl,” he smirked, opening the front of her gown and rubbing her breasts with both hands, pinching her hard nipples.

He slid his hand under her, inserted his index finger into her slit, penetrated her, then brought his index finger up and sniffed it. He made a show of licking his finger. Her heart continued to pound. What if he recognizes me? Damn.

“My, you smell wonderful. Taste wonderful. Some of my dearest friends will enjoy you tonight. You should be excited,” he mused.

“Sit!” He commanded. She looked at him for a second, then he tugged the leash downward, directing her down on her knees. “Down, girl. Down. Good girl.” Then he opened the front of his robe revealing his soft cock.

“Make me hard,” he said, pulling her veil aside and guiding the tip to her mouth. She opened and he placed the head of his cock on her tongue. She closed her mouth and began sucking his cock.

“Mmmmm. Yes, that’s a good girl.”

His cock began to grow in her mouth, she circled her tongue around the head, up and down his shaft, and then took it all in her mouth again. He held the top of her head still, and started pumping his cock in and out of her mouth. His phone dinged.

“Oops, we don’t want to be late,” he said, withdrawing and closing his robe, “but you are a bit overdressed.” He got her up onto her feet and pulled off her sheer robe and the veil, holding them then letting them dropping them on the floor dramatically. He started walking to the door until the leash pulled tight, turned back to her, tugging lightly, and said, “Come, girl.” She did, naked but for her half-mask, wig and heels.

He walked out into the living area trailing Good Girl behind him, passed several people in various states of undress and intercourse, then climbed the stairs and made it to the first door. He pulled a key card out of his robe and opened the door. A large naked man lay on the bed wearing a gray mask. She said he was huge, a large belly, and his large cock was laid over his leg.

Gerald took the bracelet off, then his robe, revealing his full nakedness, hung it on a peg by the door, then put the bracelet back on. He went and sat on the end of the bed and tugged on the leash to make Elsa walk up to him, as the other large man scooted to the end of the bed, placing his feet on the floor, rubbing his large cock and grinning.

Gerald said, “Sit.” She knelt on the floor in front of them. “Good girl.”

Now, why don’t you show us a trick…..and pulled the leash, brought her head down toward his cock, which he held upright with his other hand. He then guided her head to his cock, and she opened to receive it in her mouth. She started sucking his cock, and he repeated, “Yes, yes, good girl”. She could see the big guy stroking his growing cock out the corner of her mask. After a could minutes, he said, “You are making my friend very excited. Why don’t you go show him your trick?” She moved over to the other guy and started sucking his large cock, having difficulty getting it all in her mouth. She sucked it the best she could, licking up and down the shaft, around the bulbous head, then attempted to get her mouth around it again. He started rolling his hips forward, grabbing the back of her head, forcing his growing cock into her mouth.

Gerald climbed on the bed and tugged the leash so it pulled her head off the other guys cock. “Come,” he said. “Good girl” as she crawled on the bed toward him. He grabbed the back of her head and lowered her to his cock, which she began to suck again. She felt the bed sag behind her and the other guy knee crawl in behind. She started to turn toward him, but Gerald yanked the leash down. “No, bad girl. Stay” he said, drawing out the “stay” in a mocking tone. She returned to sucking his cock and felt the large head of the big guy’s cock at her entrance. He grabbed her hips with very large hands, and pulled her onto his cock, wiggling so the head popped in her hole. She stopped sucking to concentrate on the feeling of being stretched open, and Gerald yanked on the collar again.

“No, keep sucking. Good girl, that’s it. Don’t stop.”

The big guy filled her to the limit, pumping in and out, and was getting deeper, until he finally bottomed out. She groaned as he did, and Gerald began pumping his hips up, driving his cock into her mouth as he held the leash down tightly. Big guy began fucking her in earnest, the slap, slap, slap, ramming his cock into her as he held her hips with iron grips. Gerald got up on his knees and fucked her mouth with force, holding her head still, his cock going deep into her throat. She was close to calling it quits when big fella start coming inside her, groaning loudly, and Gerald slowed down, pulling his cock out of her mouth.

“Come inside her, yes, that’s it,” he said, in a tone one would talk to a puppy. “Give this good girl all of it.”

Elsa could not keep the guttural, crying moan from escaping her mouth, as she came. Her arms weakening, collapsing onto the bed. Big fella followed her down, putting weight on her as he pumped the last few strokes into her.

“Ooh, she liked it. Good girl liked it” Gerald said in a playful tone.

After big fella pulled out, Gerald got up and said “time for our next visit. Come, Good Girl.” As Elsa climbed off the bed and start to walk, he said, “No, crawl,” pointing downward, so she got onto all fours on the floor and started crawling behind him. He put on his robe, shuffling the bracelet off and on as he did, and walked out the door, into the hall. She could feel big guy’s come leaking out of her and down her leg as she followed behind him. They went a few doors down, taking their time, walking patiently and then he opened the next door.

She crawled in, looked up to see two masked men standing naked from the waste down, one with a bracelet and leash on the collar on a woman on her knees on the floor, sucking the others cock. The man with the bracelet was overweight, with a belly and sagging ass. The other man was tall, dark skinned and fit. The woman was naked except for mask and probably wig. She was a pale white with long bright red hair and perfect pear shaped ass. The other walker said, “oh sorry, we’re late for our next walk” and tugged on her leash. She turned and started crawling behind him toward the door.

Gerald said, “No, gentlemen, I believe we are early. Here, Good Girl, why don’t you get to know this other good girl.” The other walker told his “Pretty Girl” to roll over, which she did, laying on her back. Gerald said, “ok good girl, why don’t you sample the treat she has for you, kneeling down and opening her folds with his fingers, revealing a come drenched slit.” Elsa crawled over, leaning down and began eating her out, the warm come oozing out as she did. She tongued around her swollen clit, nibbling on her drenched folds. Gerald kneeled down by the girls head, proving his cock for her, which she took in her mouth at the instruction of her walker. Elsa felt someone settle behind her and started to turn, when Gerald pulled on her leash.

“No, no…..bad girl. Focus, now.” Smiling while the red head sucked on his cock.

Else felt a cock press in her pussy and enter her. She didn’t know which man it was. He pumped a few times, then pulled his cock out and pressed it to her ass. She stopped abruptly and began to turn, only to be jerked back down to another admonishment. How can I say anything and not give myself away, she thought? The cock pressed hard into her anus, so she relaxed as best she could. The cock entered in and he started pumping in earnest. She closed her eyes, feeling his cock deep inside her ass as she continued to lick and suck. She looked up from her focus on the redheads swollen pussy to see the tall gentleman kneel by her head.

“Looks like someone wants to see your trick, Good Girl.”

She didn’t need to see the tall guy to know the fat guy fucked her ass, since she could feel his belly at every thrust. She took tall guys cock in her mouth, and began sucking it, but he pulled out fairly quickly. “Still too sensitive for that” he said, “not quite ready.” Red head was brought up on all fours and Gerald fucked her from behind, each walker fucking the other’s girl. Finally at a ding the fat guy stopped, pulled his cock out of Elsa’s ass saying he had to move to the next friend. Gerald pulled out of the redhead and stood up, pulling Elsa toward the bed, patting it and saying “Up!”. Elsa crawled on the bed. Gerald sat down and told her to “clean up Pretty Girl’s juices off my cock” which she did, taking his cock in her mouth again.

Tall guy climbed on the bed and laid down, and after a bit Gerald told Elsa to climb on him. She did and sat down on his cock. Tall guy reached up and grabbed her breasts, squeezing and pinching her nipples as she began to grind his cock. Gerald climbed on and got behind Elsa, pushing her forward. She spooned behind her, placing the tip of his cock at her asshole. Else closed her eyes, head down, waiting for him to enter her. He slowly did, the head of his cock popping in, two cocks filling her. Even when having sex with Jack and his friend, Leroy, she had never had a double penetration. Something she wanted to try with them, but now she was being fucked in both holes by two men, one she desperately hoped did not recognize her.

Gerald pumped his cock into her ass in earnest, hands on her shoulders, while tall guy raised up, driving his cock deeper in her cunt. She held on to tall guys wrists as he squeezed and massaged her tits. She could feel the organism welling up in her belly and bit her lip to keep herself from crying out. Two cocks driving in her. It was too much, and she had an explosive orgasm, seeing stars with her eyes shut, dropping forward as both men chuckled.

“I think our Good Girl is having a great time,” Gerald said, continuing to pump his cock in her. Tall guy moaned and then bucked up and shot his load deep inside Elsa. Gerald as well began to pant, slamming his cock into her ass, pop, pop, pop, pop, his hands gripping her shoulders. She was rocked forward with every stroke, mouth agape and laid down on tall guys chest, who wrapped his arms around her. The rocking was shaking out tall guys come from her canal. Pop, pop, pop, pop, he continued to fuck her ass, until “unnnngggghhhh” ,Gerald moaned and came in Elsa’s ass. He continued to stroke his cock in and out, working out all the come. Elsa’s pulse was raising and she was breathing heavy, lightheaded, spent. Gerald pulled his cock out, and pulled Else by the leash until she climbed down off of the bed. He walked her on all fours out the door and down the stairs, come trailing out of Elsa from both holes. He stopped to watch two guys fucking the redhead in the same manner on the rug in the living room, the red head screaming in ecstasy, but Elsa kept her head down. He patted her on the head and walked her back to the original room. He took off the bracelet and hung it up on the coat rack. Elsa kelt down, her head down, still lightheaded from the earlier exertion, finally noticing Gerald squatting in front of her. He tilted her head up, and looked directly in her masked eyes.

“You were a marvelous fuck tonight, Good Girl. I really enjoyed having a taste of you,” she said, with a malicious grin. “I’m certain my friends did as well. Maybe we can do this again sometime, with even more friends,” and patted her on the head, then unclipping the leash from her collar.

He walked to the door, opening it, then stopped. He turned around to look at her again, and said, “See you, and that tight little asshole of yours, at dinner tomorrow night….Elsa” and walked out the door.