Madeleine Strays: A Wife-Watching Romance

by Max Sebastian

  Hugo tried not to feel bad that Madeleine was apparently doing this so that Connor might just be able to see her, that she wasn’t really doing this to show him, her husband. It was exciting, wasn’t it? That she was doing this at all.

  He saw Madeleine glance toward the window, saying something to her friend, and then Lucy was looking their way, mildly uncertain about their overt display. Was she telling Lucy they might have an audience? She couldn’t know Hugo was there, but could know that Connor was enjoying the show.

  Maybe she did intend, one day, to reveal this side of her to her husband. It was in the open now.

  “What has she got?” Connor was murmuring.

  Madeleine had pulled something out of her bedside table, and Hugo had half an idea what it was before she was holding it up to her friend, encouraging her up onto all fours, licking her pussy from behind as though to prepare her for it, as though Lucy wasn’t completely soaking already.

  “Naughty girl,” the other man was laughing softly.

  Madeleine glided the tip of the long glass object over Lucy’s pussy, one hand on her ass, twisting it slowly as she eased it inside her, stretching her pussy around it. Lucy looked gravely serious, somehow, as she had her tight channel filled by this pink-tinted crystalline phallus, biting her lip as she was stretched by it, unused to its size.

  Was his wife preparing Lucy to take something more like Connor’s cock? Both women kept flashing glances over to the windows, as though they were thinking about the possibility that Madeleine’s crush might one day join them.

  Hugo felt excluded, and yet thrilled by his wife’s dark secrets. The fact she appeared to be planning a secret threesome.

  Madeleine was gently thrusting the thing inside Lucy’s pussy, her other hand nestling between her thighs to coax her clit while she fucked her, watching closely as the thing pushed into her. Hugo thinking this was a toy he’d never seen Madeleine with before—had she just got it for this night?

  Then Madeleine lay down, on her back, encouraging Lucy to drop down so that she could kiss her clit while continuing to penetrate her with the huge dildo, something that seemed to get Lucy quickly back to orgasm.

  When it came time for payback, Lucy snatched the toy from Madeleine, but in turning to apply it to Madeleine’s own open pussy, she continued to press her own flower down over Madeleine’s mouth, the blonde perfectly happy to continue lapping at her juices.

  “You think they want us to go over there?” Connor whispered in the darkness.

  “Us?” Hugo said.

  “Well, they want me to go over there,” the other man said confidently.

  “What if they don’t?”

  “Then they should have closed the blinds.”

  Connor grinned. What a strange, strange situation. This other man declaring that he was going to go over there and sleep with his wife, as she herself slept with her friend Lucy. Where did that leave Hugo? How did he fit in with the equation?

  “You’re going to go over there?”

  Connor fastened his jacket, and dropped his binoculars on the couch as he stood up. “You bet,” he said. “Wouldn’t miss this for the world.”

  Hugo felt awkward. He wasn’t ready to just storm into the apartment to find Madeleine with Lucy. And with Connor in tow, it would just seem bizarre.

  “Hey, you’re welcome to stay, see how things pan out,” Connor said, heading for the door. “Come over when you’re ready.”

  Hugo nodded, feeling nervous again, the butterflies in his stomach threatening to bring back a hint of that jealous nausea, though he wasn’t entirely sure why. Because this other man was about to go over there and claim the women in his pack? Or because this man was going over there to indulge in the kind of threesome Hugo had once coveted.

  A pause, one last chance for Hugo to decide to accompany Connor.

  “There’s supplies in the fridge if you get hungry,” Connor grinned, the expression on his face a clear final invitation.

  Hugo nodded. “I think I’d like to see what happens when you go over there. If they let you join them, maybe I’ll think about coming over too.”

  “A sound strategy,” Connor said, opening the front door. “If they kick me out, then you know to leave the two of them to it.”

  “Hey, have fun,” he said, feeling strange about encouraging this man to walk across the street and, most likely, to fuck his wife.

  “Thanks, Hugo.”

  Twenty Seven

  Hugo had to rub his eyes and look again as he returned his focus to the binoculars and what was happening in the apartment across the street.

  Lucy was now straddling Madeleine’s hips, her body rising and falling as though riding a man.

  Only after a while did he catch sight of the sex toy joining them, the thing curved in such a way as to penetrate them both as Lucy danced and writhed on top of Madeleine.

  Hugo couldn’t hear what was going on over there, but he saw the sudden flinch in them both, and the way their heads turned toward the source of the noise as the doorbell sounded. Connor had arrived, making the journey in double-quick time.

  He saw Madeleine reach over and check her phone for any sign of a message she’d missed from Hugo that he was on his way. Then she threw on a bath robe and shared a worried look with Lucy. Lucy gathered up her clothes, ready to dive into the closet if she needed to.

  Did that mean they weren’t intending to reveal their relationship, as Connor had suggested?

  Clutching her bath robe tightly about her, Madeleine padded through to the living room and the front door, looking nervously at the clock above the TV, as though to decide whether it was proper for a young woman to answer the door in a bath robe at this time in the evening.

  She opened the door slowly, and Hugo felt his heart in his mouth—he felt nervous for Connor, strangely, his throat dry out of concern that the girls would be angry at the younger man’s intrusion.

  And there he was, standing in the hallway, a big puppy grin plastered on his face. Hugo couldn’t see Madeleine’s face at all, but the way Connor maintained his smile could only mean she was pleased to see him. She took a step back to allow him into the apartment, and turned such that Hugo could see that she was smiling.

  With the front door closed, Connor grabbed Madeleine, pulling her in for a kiss, his hands venturing inside her bathrobe, nudging the garment off her shoulders. Could he taste Lucy on her lips?

  Whether or not Madeleine had known he was watching, or had expected him to make an appearance, she was all over him now. Her hands moved feverishly to strip off his clothes even as he kissed her.

  Hugo flicked his binoculars back to the next window, to see Lucy hovering with her clothes in her arms, wondering what was going on out there in the living room. Then, her tense expression seemed to release, and she dropped her clothes back on the chair by Madeleine’s dresser, and climbing into the bed to conceal herself from the neck down with the bed sheets.

  With Connor wearing only a pair of Calvin Kleins, most of his athletic frame on display, Madeleine grabbed one of his hands and pulled him like livestock through to the bedroom, where Lucy was laughing and coyly holding the bed sheets up under her chin.

  They were all laughing, nervous but excited.

  All except Hugo, who watched from across the street feeling that familiar tightness in his stomach as he saw his beautiful wife push a half-naked man back on their bed, straddle his thighs and slowly peel his underwear down over a semi-erect and growing cock.

  Lucy had allowed the bed sheets to drop to reveal her breasts to this stranger who now lay naked before her, and as Madeleine closed her fist around Connor’s hardness, pumping him up to full size, Lucy leaned forward at her friend’s prompting to take him inside her mouth. She did nothing to stop Connor flicking back the bed sheets to reveal her bottom half.

  Apparently completely unfazed by his joining them, the girls traded his cock back and forth between them, and when he thought he could get away with it, Connor gla
nced over to the window to see if he could tell if Hugo was reacting to what he saw, or perhaps to try to entice him to come across the street.

  Hugo felt that low-level burn in his stomach when he saw Madeleine stretching her lips around him, and sinking down on his shaft, her eyes closed, enjoying herself with her favorite toy.

  Why did he feel this jealousy with Connor, and not Lucy? Was it prejudice? He was so into the whole equality thing, and yet his fundamental masculinity could not comprehend the threat that a woman represented to his bond with Madeleine?

  He felt conflicted, again, watching these beautiful women playing with Connor’s cock. A strange contentedness that Madeleine would share Connor with her friend, but not her husband, the idea suggesting she valued him too much to share. And yet also the feeling that he was missing an opportunity, an experience, in not sharing Lucy with Madeleine, an opportunity Madeleine would allow Connor, but not him.

  But hadn’t she purposefully encouraged Lucy to get closer to him? Lucy had become his guardian angel through this. And then Madeleine had tried to get her to seduce him…

  No, he wasn’t entirely comfortable with the idea of getting involved with Lucy herself. It was simpler to appreciate the sight of Madeleine enjoying herself with her friend, with Connor, with whoever.

  Connor looked as though he was in seventh heaven, but after a while, he ushered Madeleine up and changed places with her. Hugo took a deep breath as he watched the other man lining up between her thighs, pushing her knees apart, placing the tip of his hardness to her slick entrance.

  Jesus, it really wasn’t any easier to watch, even now that it had already happened before.

  Connor eased forward, and Madeleine moaned as he pushed inside her, bareback once again, her eyes closed as she felt his swollen organ violate her, stretch her, fill her. Hugo gasped to see his sweet bride penetrated by another man without even a condom to prevent him from pumping his semen deep inside her.

  Lucy draped herself over Madeleine, periodically kissing her full breasts, sucking on her nipples, but for the most part completely absorbed in the spectacle of this toned man thrusting inside her friend. Madeleine snaked an arm around her, stroking her head, though she had little focus available for Lucy, lying there panting as he pierced her tightness with that huge beast.

  Hugo found himself thinking about Connor’s suggestion that he go over there too—he was tempted. The power of the experience when he’d been inside the wardrobe, watching this other man fucking his wife just a few feet away, had been overwhelming. But to see Madeleine with Lucy as well, that would be quite something.

  But he felt he did not want to miss a minute of this strange spectacle. The girls ushered Connor onto his back so that Lucy could straddle him, his big wet prick sliding inside her pussy. At first Madeleine just watched them close up, curious to see this spectacle. Then she straddled Connor herself, dropping her sweet bare pussy onto his willing mouth.

  The girls leaned in to kiss each other as they used the man beneath.

  Hugo felt his heart begin to palpitate again as Connor pulled himself up to take control, this time Madeleine was on all fours, allowing him to thrust into her from behind, her golden hair flowing down, her face showing the strain as he stretched her, his big hard shaft glistening with her juices as he sank into her time after time without protection.

  When Lucy moved under Madeleine, lying on her front but flat to the bed, Connor had his choice between two open pussies, the girls giggling in between moans as he alternated between them.

  The intensity that Hugo felt was absent whenever Connor pulled out of his wife and sank into Lucy.

  It was beautiful to watch him with the dark-haired vixen, they seemed made for each other, with the chemistry between them undeniable, Connor’s eyes lighting up with a new kind of energy that wasn’t the same with Madeleine.

  But for Hugo, it wasn’t so powerful an experience until the man was back thrusting inside his wife, causing her such forceful and obvious pleasure as he pounded her from the rear, the muscles in his athletic body rippling as he drove into her, her graceful form undulating in response to his penetration.

  The ecstasy imprinted on her face caused by someone other than her husband.

  Lucy pulled away from her sharing of Connor’s cock, and moved up the bed, twisting onto her back so that she could face Madeleine as this other man continued to fuck her. Lucy could watch her friend up close breaking her marriage vows, but she continued moving so that Madeleine could kiss her way down her body, over her small breasts and taut stomach to that soft dark down over her mound.

  Madeleine seemed happy enough to bury her face between Lucy’s thighs, every thrust from Connor shoving her against the Asian girl’s quivering folds, to pass on some of the force of her penetration through her eager lips and tongue.

  Hugo found his focus dwelling on that connection between his wife and the younger man, the insertion of that great giant cock inside her, and how it seemed to both amaze and enthrall her.

  He couldn’t tell how much of his paranoia was real, his thoughts that she never looked quite this sexually voracious, quite as well fucked as when she was with him—and yet it was nevertheless exciting to him as well, that she was experiencing this, in addition to his more tender lovemaking.

  This whole experience for Madeleine had been from Hugo’s gift.

  Connor pushed her down onto the bed, so he was straddling her thighs and holding her hips firmly while plunging into her from behind, her legs locked together. Hugo caught a brief glance from the other man, over toward the windows, as though he was checking his audience was still there, was responding to this display.

  Madeline almost looked as though she was in pain, the pleasure was so intense.

  Another brief glance from Connor, and Hugo could see a wave of energy wash over the three of them. Where the orgasm started, he couldn’t tell, but one triggered it in another and then the third, and it overwhelmed them all.

  Connor was making sure Hugo could see that he was inside Madeleine, penetrating deep as the climax hit, his body suddenly tensing up, his hands gripping Madeleine’s hips firmly as he began pumping his hot come inside her, pushing himself as far inside her as he could.

  Hugo was unable to keep himself from shaking as he saw the other man inseminating his wife, and the look of wonder and joy on Madeleine’s pretty face as she felt his hot oil filling her.

  He felt suddenly cold, drained of energy as he saw them finally disengage, and there was Madeleine’s exquisite pussy all reddened from another man’s cock, glistening with the telltale trickle of white leaking out. Connor stroked her, teasing her pussy to emphasize the fact to their audience.

  Connor had probably done this before, but it was the first time Hugo had seen it with his own eyes. He was surprised the impact it had on him. Yet for all the shock and the shivers that went through him, he was so hard to see it, and so desperate to pounce on Madeleine himself, to plunge his own hardness inside her. It was proof of her wickedness, her insatiability, her depravity, and therefore somehow hot to her husband, even if it went against everything he thought he believed about marriage.

  Madeleine was lying back catching her breath, her face blissed out as though she was still feeling the echoes of her incredible pleasure flowing through her.

  Hugo watched as Lucy now sank down onto Madeleine, lapping gently at her, smiling and laughing as she cleaned the traces of her infidelity.

  Connor stroked Lucy, appreciating her naked beauty, when Hugo saw him quite unmistakably revealing all to the two women about just who might be watching from across the street.

  Twenty Eight

  Hugo felt panic grip his heart. He pulled himself back, sat on the couch so he was hidden from the outside, gasping for breath.

  Were they angry, Madeleine and Lucy? Angry that Connor had let him in on their secret, that both men had been watching their intimate, personal time? Hugo felt certain this was how they had taken the knowledge that he was o
ver here, watching them. Both women had turned their heads, eyes wide, mouths gaping, shocked to learn about their unexpected observer, and the surprising collusion between husband and suitor to learn of Madeleine’s true relationship with Lucy.

  Whether or not they had been intending to let Connor in on their little game—and from their reaction to his arrival over there, it appeared that they had at least half-expected him to watch them—it was probable that they did not intend for Hugo to know about all this, not at this stage.

  He waited a few moments, wondering if they’d actually seen him in this dark apartment, or whether he could slip out and pretend that anything they’d been told about him by Connor was merely his attempt to wind them up.

  When he turned, and edged his head up far enough to see over the back of the couch, he was a little surprised to find Madeleine was no longer in the bedroom. In fact, he couldn’t see any sign of her anywhere in the apartment at all. Lucy and Connor were still there in the bed, getting familiar with each other while lying side-by-side, Connor apparently already hard and inside her again as he nuzzled into her, kissing her neck.

  Where was Madeleine?

  Hugo shifted his binoculars to the front door just in time to see it close. Was she coming over here?

  He felt rattled, not knowing what to do now. Could he make an exit while she was going down in the elevator? He would invariably take as long to get down to street level as she would, so would probably see her as she crossed the road. What if he timed it so that he was descending as she was in the elevator coming up to this floor?

  He figured escape was a lousy idea. She’d be even more angry with him if he fled. She’d know he had, too. She’d never believe him that he’d never been here, that Connor was making it up that he had. He had to face it, there was going to be a confrontation.

  Trying to keep calm, figuring he wasn’t the first of them who had kept secrets from the other, he tidied himself up and waited.

  It wasn’t long until the doorbell sounded.