Madeleine Strays: A Wife-Watching Romance

by Max Sebastian

  Connor said, “Do high school kids really play spin the bottle? I thought it was a myth.”

  This, coming from a man who had regular orgies at his apartment across the street. Hugo smiled.

  She kissed her way around Connor’s abdomen, and around the hair-free base of his manhood. “I only did it that once,” she said. “Seemed like some of the others had done it before.”

  “And you had to give some guy a blow job?”

  “I kissed a couple guys first,” she said. Hugo saw her eyes dart to his closet for a moment, and she took on this mischievous look of defiance, declaring to her husband that if he wanted her to talk about her past, she wasn’t going to hold back.

  Hugo shivered again, though it wasn’t remotely cold.

  “Some of the girls went home when it got late and people were suggesting more than just kissing,” she said. “I stayed, and pretty soon the bottle was pointing at me.”

  Hugo throbbed again as he saw her snaking her tongue around Connor’s tip, then drawing it down his length, sampling him. He knew men always have an inaccurate idea of their own size, because they only ever see their own cocks from the kind of perspective that makes them appear smallest. Still, From close up, Hugo thought the cock Madeleine now stretched her lips around was bigger than she was used to. He was surprised that he didn’t envy it, he actively enjoyed that she was having this different experience.

  “Must’ve been seriously hot,” Connor said as she slid him into her mouth, her husband responding to the wet sounds of her sucking, ducking her head down as her hand finally closed around his shaft.

  “Mmm….” she slipped him back out of her mouth again. “Ian Johnson. He smelled of beer and vinegar. Tasted of… well, cock, I guess. My first time tasting that…”

  Connor merely groaned and pushed his head back in the pillows as she reacquainted herself with that taste. Sucking him, pumping his shaft with her fist, either consciously or by accident, she angled her body so her husband could see how wet she was.

  “Mmm… I remember being surprised at how big it got,” she said, and it struck Hugo as strange to hear her talking about size, his assumption from their early days being that it had never mattered to her.

  “He was your biggest?” Connor asked, his voice strained by her actions, and perhaps his attempt to control himself, hold himself back.

  “I don’t know. I don’t think so. I guess because it was the first time I really saw one, you know, get hard. It just seemed massive.”

  Connor laughed. “Probably why the men who wrote the Bible said women should be virgins when they marry,” he said. “So the lucky Ian Johnson… was he your first fuck as well?”

  Madeleine was crawling back up his body, now, reaching for another taste of his mouth, her smooth belly brushing against his rock hard cock. “No,” she said, tilting her head to kiss his top lip. “The game didn’t really get that far. I think I was a little too freaked out when he came in my mouth.”

  “That wasn’t very polite.”

  “It was too fast for any warning,” she giggled, lifting a final knee over Connor’s hip, so her pussy came to rest on his big pole. Hugo found herself wondering if this young suitor was her biggest, then.

  “So your first was, what, college?”

  Madeleine hummed and moaned as she pressed her sex against his manhood, rocking back and forth on him without yet letting him inside her.

  “Sophomore year.”

  “Seriously?” from Connor.

  She laughed, and from the expression on her face, it seemed odd to her that she could admit it, talk about it in public, let the apparent shame of her dry year pass.

  “A whole year in college and no one managed to tap this sweet little pussy?” Connor said, and the complement made her beam as her new lover delved between her thighs, his big paw swarming all over her aforementioned sweet little pussy, fingers seeking out her clit as she stroked herself with his hardness.

  “I told you… the library was my boyfriend back then,” she giggled.

  Hugo couldn’t remember the last time he’d made her giggle.

  “Who was he?”

  “Another journalism major. Bobby Tyler. I used to sing ‘Total Eclipse of the Heart’ to him, to tease him. Eventually he got the message and asked me to the sophomore dance.”

  “And that’s where it happened? At the dance?”

  “Not at the dance,” she smiled, rolled her eyes. “He took me back to his room afterwards.”

  “Nice.”

  “He was okay,” she said, relatively dismissive.

  “Just okay? To win your cherry, Lainie, and he was just okay.”

  “I was shy. I was a geek. Guys weren’t interested.”

  “I can’t believe that,” Connor said.

  Craving details about his wife’s past, Hugo almost found himself too distracted to remember what was happening right in front of his eyes. He almost missed the sight of Madeleine—Lainie—grab Connor’s cock and now position it to slide inside her pussy.

  No condom this time.

  Hugo was shocked. He was gasping for breath, clawing the air for oxygen, but trying desperately not to make a sound as he watched his wife slowly sink down on another man’s brutally erect cock, without the aid of any kind of protection. Bareback.

  Twenty Three

  Despite how ready she was, so wet for him, and for their audience, it seemed that she had to work to get his hardness inside her, her pussy stretching around him.

  Then she was reaching down to feel the part of him that would not go inside, as though in disbelief that he was that big. Oh yes, Connor was bigger than her husband. That was okay, though. Hugo wanted her experience to be different from him. But bareback? He had to keep calm, pace his breathing. Trust that she knew what she was doing.

  And from the deep moan Madeleine emitted, it was clear she was appreciating her husband’s trust.

  “Oh, you must have been so cute as a college geek,” Connor said, the strain showing on his face again as he fought to prevent himself from finishing early.

  She laughed. “I wore skirts down to my shoes and massive sweaters.”

  “Your first boyfriend, then.”

  Madeleine grinned, surprised that his questions were continuing even after full penetration, though she did appear happy that this gorgeous specimen of a man was so interested in her past.

  “Ben,” she said, rising and falling on that huge pole. “I guess we dated for about six months.”

  “He was good in bed?”

  “Not really. It was kind of over too quickly.”

  “How many guys were there after that? Before hubby, I mean?”

  “Three or four.”

  Connor gripped her behind, guiding her rhythm, his biceps flexing as he lifted her, and relaxed, lifted and relaxed.

  “Oh God…” she breathed “You’re so strong…”

  Connor wasn’t to be distracted from his questioning. “Three or four guys?” he prompted. “When it’s that low, you know which one it is.”

  “One guy I didn’t really… well, I just gave him a blow job.” She giggled.

  Connor pushed her up, and it seemed to Hugo that she knew what he wanted without him having to actually say anything. Madeleine already had that kind of chemistry with him. On her hands and knees, she presented her rear for him, which he duly accepted, one hand on her round buttock as the other guided his length inside her again.

  “Oh God… oh Jesus…”

  Hearing her with him, hearing her respond to what she was experiencing, it was a powerful thrill for Hugo.

  “Oh fuck…”

  Her reactions to his size and force as he thrust into her provoked little ripples of jealousy and intense excitement in her concealed husband.

  Madeleine turned to look directly at the closet again, at him. She made it look as though she was trying to look back at her lover, but unable because of the angle. Really, though, she was gazing directly at her husband as the other man thr
ust inside her. Her strained expression full of ecstasy, gratitude, perhaps, and even a touch of concern for her husband’s wellbeing.

  But it was the shock and surprise on her face from just how incredible it felt to be fucked by this young stud right in front of her husband—that was the look on her face that nearly made Hugo lose control.

  “Oh yeah… oh yeah… oh yeah…”

  Connor’s forceful pounding soon eased her mind of concern that her husband was suffering in any way.

  Her elbows slumped and she buried her head in the pillow, pushing up her hips so that her date could continue stretching her pussy, filling every part of her with that beast of a manhood, the bed creaking quietly as they moved together.

  “Are you gonna come?” Hugo heard Connor say, his voice disturbingly deep in the context of their own private bedroom.

  “Oh God, yeah...” she said with urgency raising the pitch of her voice.

  Hugo found his own deep breathing synchronizing with hers as she fought for oxygen and he fought for calm as the intense feelings rushed through his body to watch his wife rising to what appeared to be the strongest climax she’d ever had.

  “Yeah… yeah… yeah…” little high-pitched yelps, not the kind Hugo had ever really heard before.

  She was gasping, shuddering, wailing as her body shook with the force of a monumental climax—but while Hugo found himself suddenly sharply reminded that this guy was inside his wife without the aid of birth control, Connor was not reaching his end just yet.

  He turned her over, so that he was in a loose spoon with her, she was on her back and he was on his side, sliding in from a mostly rear position, curling around her as he slowly fucked her, to caress and suck her breasts and those impossibly stiff nipples.

  “Oh God, I’ve never come so much before,” she said before realizing how offensive such a thing might be to her concealed husband.

  She darted a sharp look of apology and concern toward the closet, making Hugo appreciate that this performance of hers must have been complicated for her to manage, knowing two guys were so close, one unaware of the other, and that to be fully open to her lover might threaten her diplomatic relations with her observer.

  “You tell your husband this?” Connor was chuckling.

  “I don’t know,” she said. “I guess I should. He likes me to enjoy myself.”

  “He really must do to let you cheat on him.”

  Madeleine smiled. “I think he likes it when I cheat on him,” she wiggled her behind as Connor continued to stir his hardness inside her. Then she gasped as some kind of realization seemed to dawn on her: “Oh God, I’m really cheating on him…”

  The way she said it made Hugo so unbelievably hard in his hands. It was so wrong, yet so right. The idea of his wife as this sexy, mischievous, sensual goddess, too much for a single husband to handle.

  It wasn’t cheating in Hugo’s eyes, since it was expressly consensual. But the dark connotations of the word seemed appropriate, and deeply arousing.

  “You guys are nasty,” Connor was laughing again, seemingly impressed at their unusual marriage. Then he turned back to the questioning. “So when was your first… When was the first time a guy gave you an orgasm? A proper one, unassisted. Ben?”

  “No,” she smiled. “That would be my husband, actually.”

  Hugo felt his ears burn and his stomach fill with unbridled contentment. Well, he hadn’t been all bad, then.

  “Wow. Ben really must have been a disappointment.”

  She grinned. “He was just a bit selfish, I guess. And I was obsessed with making sure he was satisfied—I hardly worried about myself.”

  Connor nodded. “Hubby gets some credit, then.”

  “Hubby gets a lot of credit,” Madeleine said. “He’s the most amazing man I ever met.”

  Funny how hearing that from her tugged on his heart strings more than anything else. Made Hugo well up, even, actual tears forming.

  “He sounds like a fascinating guy,” Connor said. Then he added, “Okay then… first time with more than one person.”

  Madeleine chuckled. “What? More than one person? In bed?”

  Connor laughed now. “You never had a threesome?”

  “Of course not!”

  “You did go to college?”

  “Not hooker college.”

  Connor laughed. “We’ll have to do something about that.”

  Hugo caught himself drifting into a daydream, the idea of his wife having sex with more than one person at a time—two guys? Two girls? Would she really go so far?

  He snapped back in to reality to see Connor between his wife’s thighs, sliding that huge cock inside her dripping wet pussy from the missionary position, which should have seemed so conventional compared to what Hugo had seen over the past few days and weeks—yet because it was so intimate, her lover gazing down into her adoring eyes, it still had the power to shock.

  “Oh, I can feel it all the way in,” she said, her words jabbing at her hidden husband. “You’re so enormous.”

  Everything she was saying, everything that was happening was so disturbing, yet so exhilarating, the ultimate in bittersweet.

  Whispering: “Oh my god… holy shit…”

  Whimpering.

  Wonderment: “Oh my god, how can you fuck me like that?”

  Screaming, “Oh my God, Oh my God… Oh my God…”

  And then Connor was pulling out, his huge manhood pulsating as he spurted hot cream in strings over Madeleine’s pussy and her stomach, with some even reaching her heaving breasts and chin.

  So startlingly real, another man’s come spread across her smooth skin, her beautiful body.

  *

  Hugo slipped out of the apartment while the happy couple was in the shower. Connor was under the impression that the husband was out, so it would be safe enough if he was actually out, Hugo figured. Safer, even. He could text Madeleine to say he was nearly home. Would Connor scramble to get out of there? He knew she was married, he knew her husband was aware of her fooling around. Maybe he would purposefully hang back, to see what the dynamic might be if the two of them actually met.

  Hugo wasn’t sure how it would feel to meet Connor, to meet him with both of them fully compos mentis about what was going on. Would Connor slip into the societal assumption that he was somehow less of a man for taking pleasure in his wife’s straying?

  Was he less of a man?

  It was good to get out of there anyway. Get some night air. Not entirely fresh air with the tang of brine from the East River, the smoky scent of the traffic, the hint of garbage or fried food that occasionally wafted under the nose—the underlying musk of the city. But it was out of the stifling intensity of that room.

  Separation also gave him room to think.

  Madeleine had just had sex with another man, without the aid of a condom.

  *

  She was sitting on the window seat as he came in, gazing across the street.

  She was wearing one of his shirts—the one he’d last worn to work, in fact—loose since she hadn’t even bothered to button up, but not much else as far as Hugo could see. Her hair was still damp from her shower, her skin rosy fresh from the heat of the water as she sat there, gently lit by a single table lamp nearby.

  She looked up, smiling in that affectionate, nervous way that suggested even after everything that had happened between them, she still couldn’t guarantee that he wouldn’t be upset by what she’d just done.

  “Hey,” she said, sliding her hand out from between her thighs. Hugo realized she must have been touching herself, even without consciously deciding to.

  “Hey,” he said, drifting over toward the window. “He’s gone?”

  She nodded, offered another smile, her eyes still posing questions: are you all right? Are we all right? Are you upset, angry with me?

  Hugo smiled, broadly, and saw that it instantly put her at ease.

  “You were incredible,” he said.

  Placed his hand
gently on the side of her neck, his face closing in on hers, loving the happiness ingrained in every feature as he closed in for a soft kiss. He could smell the floral scent from her shower and that sharp, acrid smell of cigarette smoke that at once repulsed him and also strangely aroused him. The post-coitus cigarette: it seemed to emphasize that she’d been with a different man, following different rules.

  “You smoke now,” he said, trying to keep the judgmental out of his tone. “Did you ever do that before?”

  “In college. Years ago. Just to be social.”

  “It makes you seem… wild.”

  She smiled at that, loving her affect on him. He kissed her cheek, then as his hand slipped down to her chest, and under the loose shirt to cup her breast, he took her bottom lip into his mouth, and as he tasted her mouth, the lingering savory flavor was unmistakable even over the traces of cigarette.

  “He came in your mouth?” he whispered, a little taken aback at what had happened in so short a space of time that he had vacated the premises.

  She gave her husband a sheepish grin. “He was hard again by the time we finished our shower,” she said. “It was too tempting.

  Hugo chuckled, “So you got all nice and clean, and then got out of the shower and started on him again?”

  She blushed, “I was watching him getting dressed—it was just standing there, swaying in the breeze.”

  He gently pushed his tongue inside her mouth as his finger and thumb squeezed her stiff nipple, forcing himself to handle the strange way his wife tasted following her encounter. Not a strong flavor at all—quite subtle. But enough to emphasize what his wife had done, her sexy insatiability, and provoke that emotional response in her husband—pride and jealousy. Connor had been so taken with her, even after full sex, he was back to full hardness within minutes.

  Hugo stooped, kissed his way down her chest, her stomach, her borrowed shirt falling open to reveal her pale body in the soft light, and the fresh pair of panties she’d put on.

  “He wasn’t wearing protection this time,” Hugo said as he touched his lips down to the top of her underwear, his hand sliding down her thigh.