Key to the agreement between the voluptuous Cassy and her cuckold husband, Roger, was that he must be ready to "prepare her for date night." This week it was Saturday night, so luckily no work to make him late.
Her bull/lover, Derek was taking her Downtown Chicago to dinner and a Broadway musical followed by an overnight at a luxury hotel.
While the two had exquisitely hot sex, Roger would be required to wait at home wearing nothing but his thong and shame until she returned the next day. It could be ten AM; it could be eleven. Most likely it would be mid-afternoon. But he would have to wait. And he would enjoy how painful that might be.
The thought of willingly accepting that his wife had a much more handsome, sexy lover made him aroused and humiliated as usual. Like after any other post-date night, Roger’s orgasms were spectacular when Cassy would describe what she had done with Derek. Sometimes he felt so small and wondered why he continued and then his cock would remind him, almost painfully so. It would be pulsing as she described how much better Derek was at fucking and licking and all of it!
The redhead hubby would have to wait for her permission to cum, but it was always the best release imaginable. Arousal plus humiliation equals bliss.
Roger’s heart was full, and his cock was content, mostly. The agreement was solid and had been their sexual spine for years. In the strangest of ways, it made for a solid physiology for their trust.
Lately, however, a new sensation had crept into Roger's thoughts: a call for change…or at least hope for the possibility for change. The cuckold agreement was requesting to be reviewed.
Since dinner last week, when he had met Derek's wife and cuckquean, Marley, he had been thinking about the petite older woman almost all day. He was beyond impressed that, despite being Cassy's principal at the school where she taught, she served her husband in the same degrading way that he served his wife. Derek called her "Cunt" like it was her legal name.
Besides the hot sex they were forced to witness, the most impactful part of the night had been the two sexual servants sneaking into the hall to share how intensely aroused they were serving their spouse in front of another cuck.
These past three years, Roger never wanted an explanation as to why he accepted being a willing cuckold. This was his fate, period. He had read many websites with his wife when they were preparing to start this journey. He had even watched a few pornos and read one book on the subject. The wrong of it felt right.
And now, personally knowing another cuck who felt just as deeply devoted, inflamed his curiosity.
Marley's reveal changed everything. He now knew of the real-life existence of cuckqueans: women who knowingly allowed their spouse to have other lovers and therefore received sexual satisfaction from the humiliation. No different than him. He was stunned by how sexist his view of this lifestyle had been. He wanted to know more; to ask her …everything. However, calling her up and asking her to lunch or for a coffee was out of the question.
Cassy had made that quite clear that next evening. Her voice had not been laced with date night cruelty. It was not even sprinkled with the kind and loving wife she was the other six days of the week. This was instructional, matter of fact. She was telling him what the lesson would be and the consequences if he failed.
“I know last night was very special because the four of us were together. And I know you connected with my boss, and I understand completely why. But Derek and I talked earlier today, and we need to make one thing very clear to you and Marley." Her voice dropped half an octave. "At no point are you and she going to be together. At no point will you have sex. At no point will you enjoy each other’s bodies, unless we are present and we order it as part of submissive belittling. This has to be unconditionally accepted, or you will never see her again.”
He had gulped at her firm directness and nodded that he accepted his fate. Once again.
The next week felt relatively normal, yet Marley kept popping up in his thoughts. Even now, as he helped Cassy into an amazing blue dress, her best color, he couldn’t help but wonder what Marley was doing for Derek in their home in the nearby, posher town.
“Oooo, yes! This is the one, don’t you think, Babe?” Cassy said as she posed in their full-length mirror. Her curves were snugly encased in silken delight. The skirt portion was knee length with a provocative slit on the left just barely revealing the top of her stocking. The bust had no reveal, but it didn't need any. The halter-style collar held up a scooped back that clearly showed she was not wearing a bra. (Her nipples playfully peaking in and out were also clear indicators).
“You are gorgeous as always, my love. He’s very lucky to have you.”
Date night arrogance and sharpness colored her reaction. “Fuck luck! He’s getting what he deserves!” Roger's cock twitched in agreement.
Her phone on the dresser buzzed, and her face lit up. He was here.
With a pat on the head and a kiss goodbye, Cassy grabbed a lacy wrap, her overnight designer duffel, and phone, and headed out. “Don’t wait up, darling, but do be awake tomorrow! I know how you love it when I fuck and tell.” She giggled as she clacked down the stairs. "Love You, Cucky Hub!"
He stood still and listened to the door close and the car drive away. " ...love you..."
A shiver went through him as he stood in their bedroom in nothing but a blue thong she had purchased for him. He looked at his phone: 6:10. He had at least eighteen hours to wait.
He took a deep sigh of uncertainty. Not the kind of unease that Cassy would manipulate and he would become aroused by, but an uncertainty as to why his conscience was pushing his thoughts in a specific direction.
Away from the agreement.
The question he was trying not to have coalesce smacked him upside the head. “What is Marley going to be doing tonight while Derek, her husband, is fucking my wife?”
He grumbled as he slumped on the edge of the bed. It came to him that, unlike him and Cassy, Marley and Derek had children. She would undoubtedly be busy with them.
His body stretched as he stood. He put on a robe just to keep the chill from ruining his night. It was one small secret he kept from Cassy, but he was pretty sure she knew anyway. His stomach was in no-dinner-mood, so he went to the living room to read a book... and then tried to watch a movie...then play a game on his - "Marley! Fuck!" He grunted.
His thoughts kept offering her image for his perusal. Clothed and smiling Marley. Naked Marley. Marley with nipple clamps and a chain. Marley riding his average cock that she herself had masturbated!
He took a deep breath and, consequences be damned, sent a text. Having her phone number had fueled his burning temptation. Cassy had allowed it in case there was some type of emergency. "Is 'indescribably horny' an emergency?" he thought.
Wondering what you do on these nights when we are waiting for them to return - hope it’s OK that I’m texting.
After hitting send, he waited a good minute after his screen naturally dimmed from inactivity. "Bummer..." He stood and headed to the kitchen to refresh his coffee when he heard the ding.
He rushed back, and his heart fluttered when he saw her name. “Oh my God,” he muttered, “you’re being ridiculous, Roger, you’re not 16!”
She responded: I’m glad you reached out. I dropped the kids off at my parents' earlier today - easier to get D ready for his date. now washing all of the sheets and remaking all of the beds. A wild Saturday night, don’t you think?
Roger laughed and rolled his eyes, knowing he had done exactly the same thing yesterday. Cassy liked him to do the domestic chores around the house as much as he enjoyed doing them.
Roger: It’s just the way my mind works, but that actually sounds like fun. I like the freshness of it. Anyway, just thought I would (waving hand emoji)
Marley: I’m very glad - I sense there’s more - not beat around the bush. Can’t stop thinking about last week? I know I can’t…
His hand shook a little bit, and he looked at his wedding ring. For him, it was a different kind of symbol. Not just unity and commitment, but also flexibility and trust - well, for Cassy at least.
He whispered, not that it mattered; he just felt he should. “Why shouldn’t you have some reward after all of that devotion…?”
Roger: Yes… A few times. Oh fuck that, yes, all the time! I wanna ask you many questions, but mostly I want to… know you better
"Know you better? Nerd alert...Moron."
Marley: Don’t be silly. You want to fuck. You want to know if I like sex as much as my husband does. The answer is yes, of course. But as sadly pointed out, I am too small for him, not always satisfying for us. We do a lot of other things. Does that answer all of your questions without them being asked? Sorry, it’s the admin me who tries to see the whole situation first.
Roger laughed at the length of the text and then gambled one more risk. He tapped her contact and hit “call.”
Three seconds felt like thirty.
“Evening, Roger. I was hoping you would call, but I didn’t want to make any assumptions.” There was a tone to her voice. A calm authority that he assumed made her a great school principal. Cassy always said she was exceptional at her job. "Tell me how you’re feeling."
He took a deep breath. “Well… I am curious, excited, and fearful all at once. I want to be with you. That’s true. Last week, when you… I have to tell you, it was one of the best orgasms I’ve had in quite a while." Eyes closed tight, and he shivered. "And you are a great kisser. I think we would be great together. I don’t know if it’s the right thing to do…”
“Same, same, and same.”
“And I’ve never had sex with anyone else - since we got married, that is. Last week, the exception, of course, but was that really sex?”
“In my opinion, if another person gives you an orgasm, it’s sex.”
He nodded, accepting the logic. “So how do you feel?”
This pause was worse than waiting for her to pick up the call.
“I think we should have sex. I think we deserve it after watching them do what they do for all of these years. This is year ten for us. He’s almost never been without a girlfriend, as he calls them. Although I think the youngest one was 22, hardly a girl. Even had two other married women he was fucking when he and I first met. We’ve been married for 18 years…”
There was a touch of melancholy in that last statement that moved Roger. He closed his eyes and pictured himself and Cassy being together that long. During that whole time, she would no doubt be having sex with other men. He wondered if he could handle it for that long.
“…are you still there, Roger?”
"Yeah, I was just..."
A notification popped up. “Cassy- message- media.” He must have made a noise.
“Roger…what is it?”
“Yes, yes, sorry…" He tapped it, and two pictures popped up. The first was Cassy in her seat on the aisle. She was holding up the Playbill and smiling. Her legs were slightly parted, and she sported a dripping white pussy. It was labeled “Intermission!” Followed by a flame and a laughing face. They obviously had already had sex somewhere between dinner, the car, and the theater. He shuddered. His dick flexed.
“Oh fuck…” Marley’s voice uttered. “I just got…”
Roger’s second picture was the two of them snuggled together in the backseat of Derek's SUV. (Fuck location now confirmed). Cassy was kissing his neck, eyes closed, satisfied lust on her slightly flushed visage. Derek was arrogantly winking at the camera, Cassy’s white thong in his smiling teeth.
The next “silence” was filled with the familiar rush in the redheaded cuckold’s ears, accompanied by his accelerating heartbeat. His cock twitched, and his stomach flipped. All of these would be his usual reactions to Cassy and her lover’s exploits, orally recalled or visually witnessed. But there was a ring of something new… a change.
Not humiliation, not shame, not even sadness.
It was actual disappointment.
His body shook slightly, his hand, trembling, his palm, sweaty.
Then he heard a woman’s soft voice. “I assume you just got three pictures?” brought him back to Marley.
He nodded, not realizing that she could not see him. His voice was low, determined, and a little bit angry.
“This is going to sound crazy, but—”
“I am already in the car.”
***
Roger paced the living room. His brain was attempting to right itself, yet calm seemed to elude him. He was a jumbled mess of emotions, and leading the pack was cock hardening, inflammation of the libido, like he hadn’t felt in quite a long time. It was almost painful in its quest for fulfillment.
He murmured repeatedly, “...this is crazy, this is crazy...” yet he never called Marley to tell her not to drive over.
The sound of a car stopping in the driveway grabbed his attention, and he rushed for the door. He saw her get out and head up to the porch. Before she could even knock, he yanked the door open, and she rushed inside. He closed it, locked it, and flattened himself against it; his breathing was rapid, his heart was igniting. It was all racing like a bike down a hill, and he wasn't sure how to use the brakes.
She had a look of desperation on her face and just a small smile. She removed the exact same coat she had worn last week and threw it on the floor. She was now naked except for shoes. Roger had a moment of disappointment that she was not wearing her nipple clamps and chain.
He was about to greet her when her body slammed into his.
The kiss was violently voracious. Lips, teeth, and tongue banging together as their hands raked over each other’s naked bodies. Marley wasted no time in sliding her hand down his belly into his useless thong. His erection felt like comfort in her hands, and she moaned in satisfaction. He gripped her buttocks and lifted her small body. Her legs wrapped around his waist, and he turned them and pushed her against the same door he had just closed. Symbolism of the moment was lost for now.
He was inside her within milliseconds. She was gaspingly wet and took him perfectly sheathed. She threw her head back and screamed as a penetration orgasm ripped through her body and soul. “FUUUCK YESSS!”
The cunt clench around his cock was immediate and purposeful. He plunged through her orgasm several times, his aching balls slapping against her tilted perineum. She ripped his robe off, and it fell to the floor. She raked his back, and he grunted. He growled into her neck as he licked and bit her skin. “Fuck Marley! I’m going to CUM!”
An orgasm years in the making, surprising in its fullness, came up from his bare feet, rocketed out the top of his curly red hair and swan dove into the core of his sexual being. He never shot much in the past, but this felt like every ounce of fluid in his body was rushing out of the end of his cock.
Release of a brand-new kind captured them and gave a new meaning to climax. They had both just broken the rules and were shamefully ecstatic.
Less than two minutes had elapsed.
Roger was slumped forward, his body holding Marley against the door. Her own started to relax, and she rubbed the back of his neck.
“Hey, thanks for the invite,” she said with gasping breath. The two of them burst into laughter and held each other tight again. Roger settled back, and Marley stood. Their limbs insisted on staying entwined.
“I was going to say thanks for coming, but the joke is too basic.”
Marley smiled and kissed him. This one was more passion than lust. More trust than fear.
Roger pulled back and blushed as their foreheads met. “So…we’re really doing this?”
“I don’t know where you were for the last two minutes, but I think we just did.” She was jokingly fixing her short brown hair in the mirror by the closet.
He laughed again. This woman was a delight. “Two minutes; aren't I supposed to be embarrassed by that?"
She looked serious, "You made me cum before you did. He's never..."
Roger saw the melancholy he had heard earlier travel across her eyes. "I can’t use our bed. I know she- rather they did, but I don’t know…”
Marley smirked and brushed his jaw with a whimsical finger. “You have more than one bedroom, don’t you?”
He smiled once again and nodded. He took her by the hand and led her to the stairs. He didn’t notice, and she didn’t care, that she was dripping his massive ejaculation as they climbed together.
The bed in the guestroom was queen-sized and more than adequate. Roger had already pulled down the covers, and Marley couldn’t help but giggle at the sweet gesture. They kissed again several times before she leaned back into a lie down and he followed to blanket her.
They commenced to kissing and caressing, making love, getting to know each other's bodies. Aches and desires that had been squelched by their spouses blossomed in ways neither one expected. Roger found himself caressing the outer edges of Marley's spread vulva as his lips took in the nipple of each of her breasts.
She ran her fingers through his hair and moaned sweet things like “you’re so beautiful,” "that feels so right,” and “please don’t stop!”
With a wet, humming mouth, he moved down the body of a woman, not his wife. He was surprised to travel over a cesarean scar he had not noticed last week. Taking hold of her hips, he pushed her to be more fully on the bed. She grabbed a pillow and propped herself up so she could watch.
He was like a man transformed! “I’m going to eat your pussy, make you cum. I want you to soak me like I just soaked you downstairs!”
In other circumstances, she may have laughed at the awkward delivery of the dirty talk. He was so sincere with passionate affection, she simply nodded and whispered, “Do it!”
Roger explored every inch between her legs. The crevice between hip and mons, the intricate shape of her labia. He sucked as the swelling petals expanded, and she became more aroused, if possible! He worshipped the soft flesh around her urethra and the heat around the entrance of her open and white, soaked vagina. Their combined cum was well stirred.
His fingers ran up and down her body, nails raking flesh, nerves alighting and pushing through goose flesh! Two fingers found the rough patch of membrane called the G spot, ironically named after a German man.
Marley’s spine arched, and she ground up into his face. “Ooohh my gawwwd… He’s never-oh, Roger!”
Roger's pride swelled and fueled him to go at it with even more intensity. He was loving lapping at her clitoris and sucking on anything he could fit in his mouth.
Marley and Derek had a relatively satisfying sex life. While it was true that his erection was too big for her vagina to be fully penetrated, they enjoyed fucking and were both excellent oral lovers.
But this felt different, new, fresh, naughty.
After several minutes, she pulled him up to encourage him to kiss her. He moved back up her body, and she grabbed his shoulders and pulled them into a scorcher. Just like downstairs, she reached between them and was happy to find a fully recovered cock pushing against her open hole. Once the head was in, Roger needed no more direction. Yet Marley grabbed his ass cheeks anyway and forced his movements of lustful unity.
This fuck was slow, deep, and passionate. Roger was always satisfied with sex when Cassy was giving and excited. But sometimes, he wanted more. He had a twinge of guilt that quickly dissipated as Marley began to squeeze and clutch at his invading manhood.
For Roger, this felt different, new, fresh, naughty.
He was arching and flexing his whole body. He felt like he was much more athletic and fit than he really was. He felt closer to being sexy than he had in a very long time.
Roger was sometimes niggled by a sense of inadequacy because of their cuckold lifestyle. As much as they worked to only make it a 48-hour event, it still crept into some doubts on the other five days. Cassy had often sensed this and would be more affectionate, grateful, and complimentary. After all, they deeply loved each other.
All of this swirled around the moral tempest in his heart and was making him dizzy.
“Oh my God, Roger, keep fucking me! It's so beautiful. This is so amazing. I haven’t felt like this in forever. Oh my God, they can have each other!”
There was a needle scratch moment, and Roger froze, his cock buried inside Marley.
She took a moment to register that he had stopped and looked wide-eyed. “What- what happened? You okay?”
He was still, panting, his cock twitching like a dog that had been pulled back from chasing a squirrel.
“ I didn’t… I’ve never actually thought of that…“
She smiled so sweetly and so kindly that his body naturally relaxed. She rubbed the back of his head and pulled him closer.
“That feeling has to be in there somewhere for both of us. Otherwise, our life doesn’t work at all. Now fuck me, lover, bring me home. Fill me up with everything.”
He nodded like a determined quarterback acknowledging their coach. Marley's hip movement and grinding bordered on aggressive. The wet sounds of their mating intermixed with the slapping of pelvis against pelvis. Marley was lost in a course of moans and gasps with each impact. Roger had a stern look of determination on his face that said, "I’m going to make this perfect for her."
There was no time for orgasm to coil up, to prepare, to build. It was a screeching, car-wreck-like explosion for both of them. Sudden, complete, instantly fulfilling.
“Ffffuuuckkk!” he roared as his cock expanded and unloaded deep inside her.
“OoohhRAHHHgerrrr!” She yelled at the exact same moment.
This was one for the ages. Born of the forbidden, it was an orgasm without humiliation, degradation, or even infidelity, despite that being its birthplace.
Just as quickly as it had arrived, it began to dissipate. Roger collapsed on top of his new lover, and Marley, by instinct, wrapped her limbs around his sweaty, panting body. His face was buried in the pillow, his mind a mess of ecstasy and confusion. Hers was tucked into his neck and red curly hair. Her own mind just as messed up... yet incredibly happy.
She was the one to break the silence. "So that’s what they feel like… I think I get it.”
Roger softly said, "Me too," into the pillow. He extricated himself and lay next to her on the other pillow. They naturally moved into a spooning position, neither one wanting to break the spell.
"Are you going to spend the whole night?" Roger’s voice was a mix of hope and fear. Not that Cassy would come home and catch them, but rather that Marley might say no.
She did not say no, she just made the two of them laugh. "I don’t know, I forgot my toothbrush.”
The laugh was deep and scared away anything negative. As if Santa Claus himself had entered, the moment blessed them with unbridled joy.
Five minutes of silence and caressing and gentle kisses, Roger suggested they take a shower together, perhaps make love under the water. Marley said it was a great idea, but she wanted to come back to bed when they were done. Then she made a joke, “I came over here to avoid changing the bed sheets. Now we kind of have to.”
Roger countered by saying, “I’d rather we didn’t. I want to feel what we did as long as I can.”
Hand in hand, they went to the guest bathroom. The soaping and stroking wasn’t so much to clean one another, but to discover even more sensations the two had not dared to experience. It was everything they had always wanted, arriving in one night.
After drying, Roger retrieved some wine and a snack of cheese and fruit. Marley laughed at how textbook romantic it was, Roger blushing.
“Oh, don’t be embarrassed, lover. It’s really sweet.”
They sat on the floor by the bed and enjoyed all of the tastes, even feeding each other. Roger asked, "You said earlier you got three pictures from Derek. I only got two, the intermission and the car."
She blushed and looked hesitant to tell him. It was different than the sexual submissive meekness. This was in front of Roger. "He sent a picture of his dripping cock from the bathroom. I assume at the theatre. It said, 'need you to clean up my lover's juices.'"
Roger could tell she was embarrassed. He took her in his arms and told her, "Yours taste better."
She lit up and dragged him back to bed.
A few seconds later, she was on top of him. Grinding and soaring as a perfect size erection fit her vaginal cavity like a boyfriend in college. She was able to grind her clitoris into his pelvic bone, something she could never do with Derek. Roger was working to kiss and lick all of her breast while she rose and fell. It was absolute perfection.
Bzzzt! Bzzzt! Bzzzt! Roger’s phone was buzzing on the nightstand.
The repeating sound was an instantaneous erection melter. He turned, and Marley climbed off, a look of shock and concern. He picked it up and squinted at the screen.
“Cassy is calling me!” he whispered in shock. Then he took the call on speaker.
“Cass?”
“Oh my God, oh my God!” Cassy sounded frantic.
“Cassy, what — What is it?”
“I’m coming home, we are coming home. Oh my God, Roger! someone from school saw us! Someone who knows who we are. Sweet Jesus! They threatened to call Marley. Oh my God, Roger, this is a disaster!”
“Whah- who?!”
“We were at the hotel, and we had fucked twice. Then I wanted to go dancing. On the way out of the hotel, we were arm in arm, and we were kissing, and we saw Gloria and— “
Marley's eyes widened at the mention of her administrative assistant, and she dove off the bed, racing downstairs to retrieve her phone from her coat.
Cassy had not stopped rattling. Her panting was echoing. A parking garage, maybe? Probably near Derek’s car. “Shit! oh my fucking - Roger, I can’t believe this is happening!”
The ringing in Roger’s ears could not cover up Cassy's absolute panic. His heart hammered a mile a minute.
To be continued….
Thanks for reading. If you enjoyed it, hit the heart for a like. If you really enjoyed it, go clean up then hit the str for a favorite.
And as always, feel free to leave a comment. I try to respond to them all.
Peace, Matt
Next, Part four: The Cuck's Solution
