Cassy’s voice was sharp. “On your knees then, if that’s all you can offer!” Roger dropped to the carpet, and the familiar rush in his ears returned. Not knowing what his wife would do next made him swim in arousal.
His willingness caused unexplained excitement that had rewired him. Roger served with joyful supplication.
His nearly naked, reddening ass was the result of her first wave of irritation when he was late home from work. The construction around Chicago was ridiculous, and getting to his suburban home had become an impossible task to complete in less than an hour and a half. Despite GPS…
“You need to tell them- thwack! - that you are working - thwack!- from home on the days when I - thwack!- have something- thwack! going on.” She bent so her mouth was by his ear, voice remaining calm. “This waiting is incredibly inconvenient, Darling.”
He shook and panted as she positioned herself in front of him. “Sorry, C-C-Cass Oof…I will do better.” He bent his ginger head down and kissed both of her now stocking-clad feet. His bespectacled, wet eyes traveled up her body to her incredible garter set framing a flame-colored thong. The red-orange silk with gold lace seemed to smolder. Despite the sear on his buttocks, he chuckled to himself, thinking her body didn’t need flames to prove its hotness.
She caught where his gaze had paused. “My panties tonight will match the color of your hair. Feels like I’m taking part of you with me… though I won’t be thinking of you.”
He nodded, and his mouth went dry.
Further up, her impressively firm, CC sized breasts sat in a matching teacup bra. From his angle, they seemed to rise like majestic, burning hills.
Her brunette hair with blonde highlights was worn down and styled in gorgeous waves. Her red lipstick enhanced the most beautiful pair of lips Roger had ever seen. He totally admitted they were the reason he was attracted to her when they met at the library where he worked. He had thought to himself, how could a woman this gorgeous love to read so much that she would be here on a Friday night? For him, it was love at first sight. She needed more time.
Now, five years later, Cassy had a date with another man. And it was Roger’s responsibility to help her get ready. When he had rushed in all apologetic, she was already putting on her makeup. He completely missed the shaving and their ritual application of body lotion. Thus, the well-deserved hairbrush marks on both his ass cheeks. He had let her down… Again.
He still had a few tasks to help temper her temper; both simple: zip her short black dress and slip on her date shoes; and involved: use his expert tongue to prepare her pussy for Derek. It was completely symbolic because from the scent, he could tell she was already wet from impending ecstasy.
It was all Roger, the cuckold, was allowed on date nights; before and after. Knowing later tonight, he would be eating someone else’s release out of his wife of nearly four years, made his average cock tremble with anticipation. He perversely liked knowing he would always be second-best to whatever man would be pleasing her.
His genitalia were not caged, yet on date days, he did have to wear his own thong. It barely held him inside. In fact, his balls often spilled out the sides, which could be very painful under his suit pants. It was a personal humiliation he wore all day at the publisher, where he was a design editor. And he often feared their kink might be discovered should he be “adjusting” too many times. But that was the agreement.
***
Cassy was actually a very sweet and caring spouse. They had met the same year they had both turned twenty-eight. Roger was a bookworm who dated nice girls. Cassy had suffered a series of unfortunately abusive relationships. Bad boys and all that they attracted...
There was something kind about Roger that drew her. She felt- well, that was it- she felt.
So, she went against her instincts and fell in love. After all, it was Roger’s intuitiveness that had worked out that she was a dominant and should marry a softer man.
To test the theory, they pushed Roger's boundaries and were both deeply rewarded. He found submission to be quite satisfying and in certain ways a relief. His was a submission apparent in simple domestic tasks, decisions about their household, and finally, life in the bedroom.
They always had fun; he was an excellent kisser who kept his beard exactly the right length for her. She liked the scratchy feeling on her skin. He enjoyed the impacts of her frustration on his ass and other places whether it was real or part of role play.
Yet when penetration was needed, he was never much of a fuck partner, She did not seem to mind… Until she did.
Her first “bull” lover fucked her on their first anniversary night. It was actually a gift from her husband. He was a newly awakened cuckold, willingly giving up his sexual “rights” to more virile men.
The man was actually their age. Per their plan, Cassy met him in an online community for their new kink. The gym rat alpha male met them at a hotel bar. After drinks and conversation, Roger asked the man to take his wife to their room and fuck her like he never could. He nodded and said Roger would not be allowed to join in nor speak.
The next three hours were a religious revelation filled with positions and filthy talk that Roger would have to look up later to understand. Cassy came seven times, Roger only once, after the bull had left. He was humiliated and more awake than ever in his life.
***
Now on his knees, all of that scrolled through his head as he watched her do the finishing touches and spritz on her favorite perfume, worn only on date nights, as it was “Derek's favorite."
The cuckold would be waiting on his knees in the bedroom when she returned, which was whenever she wanted. It could be midnight or six o’clock tomorrow morning… He never knew until she would text that she was headed home.
That was the agreement.
Cassy handed him her black heels and noticed Roger’s arousal was becoming a pyramid in his thong.
“Oh dear! Looks like our cutie pie wants to play. Sorry, little man, you’ve got a few hours to wait. But don’t worry, you’ll feel better before the morning … maybe.”
Roger moaned as he slipped the designer heels on her and did the small straps; the fabric of her stockings was alighting his fingertips.
He loved the way she talked to him on date days. What began as a character named Sassy Cassy soon became another part of her overall persona. There was no vocal cruelty, only fact, as if she were talking to one of her middle school students.
To keep things interesting for them and Derek, the hot couple chose a different night each week. This week was Wednesday, next would be Thursday, etc. Tonight would be dinner, and then drinks and sex, lots of sex… at Derek's place.
Roger had no idea where it was, only that it was in a relatively close suburb that was way more high-end than where he lived with Cassy. When they had begun this cuckold lifestyle, they usually chose men who were well off, older, and definitely much better looking than Roger. Derek, she met at a work event, and had been with her the longest. Tonight was date number ten. Her last "bullfriend" lasted five. Yet she never seemed to have aspirations to “move up” as one might say.
Roger had once wondered why she didn’t just leave him and go live the life of a trophy wife. She certainly had the body. "You make me smile; you hold me like you care. You take your time," she had said softly from her pillow. “They fuck me and fill me in a way that is transformative, but not something I want every day. Please stop asking, you’re going to ruin it.”
In the present, she stood and snapped her fingers. Roger tilted his head and she straddled him. Using only his mouth, he began methodically sucking, nibbling, and licking her sex through her moistened thong. He didn’t mind the silk; it was part of the process. He should feel honored for being able to do that much. Besides, not licking the bare pussy he was married to was part of the agreement.
“Mmmm, perfect,” Cassy moaned. And just as quickly as she had mounted his face, she stepped off. Roger shook a bit with the sudden departure but licked his lips in satisfaction. She snapped her fingers again.
Roger leaped up and retrieved a beautiful LBD she had chosen for Derek. Roger had watched her try it on at the store and walk up and down the hallway near the changing rooms as she discussed whether or not Derek would like it. Obviously, he would. She looked stunningly hot, and her ass, her glorious, round ass, never looked better. She had kissed him hungrily and whispered, "You think he will leave it on and take me from behind or make me strip for him and ride his cock?"
Roger groaned with his eyes closed, soaking in every humiliating second.
****
It ended up being an overnighter. When she kissed him and said, "Don’t wait up," he knew she was joking. If he wasn’t ready when she returned, the punishment would be not getting to clean her out. Not tasting, as he called it, the Dessert of Degradation: another man's cream pie. The thought of it made him turn beet red and leak more precum.
It was nearly 6 AM. Roger, nearly naked, wearing just his thong, woke to his phone pinging.
on my way home- called into work. I’m gonna need a good rest when I get back
He replied: I assume it was a good night.
She texted back a long stream of flame emojis!
Ten minutes later, he heard the garage door and remained on his knees at the foot of their bed. A few sounds of keys being set down and shoes being dropped, and she was coming up the stairs. She was already pushing down her dress and stepping out of it. His first observation was that her stockings were gone. Second, all of her flaming lingerie was in her hand, and she dropped it on the dress with exhausted bother. Third, her body was peppered with red spots and teeth marks. Nothing severe, but an obvious walking forensic record of last night’s activities. His eyes hovered over her swollen and nearly ruined pussy, and he sighed.
Her voice was rough with the memories of screams and deep throats. “Ah…there he is. My sweet devoted second best. You can clean me, but don’t get too aggressive. Cassy's little coochie ran a marathon.”
She giggled as she walked past and rubbed his red curly hair like a puppy. She flopped on the bed, her legs naturally falling open. She sighed, then moaned at the comfort of the sheets, Roger having turned them down for her. That was the agreement.
He climbed onto their bed and positioned himself on all fours. He began with reverent kisses and licks on her upper thighs. They were wet with sweat, piss, her own secretions, and of course, the drippings of her hot lover. He flattened his tongue and gently licked her vulva from top to bottom, sucking in as much as he could, all the while moaning softly. Derek's cum actually tasted quite strong, and Roger the cuck had grown to enjoy it. Of the many she had had over the years, this semen was the most tolerable.
He sat up and swallowed, knowing that she would not want another orgasm. She whispered, "...good boy," and was asleep.
He sighed with his eyes closed, sat back on his heels, and assessed his stunningly beautiful wife. She was a wreck, no traces of the goddess who had strutted out last night, yet still beautiful beyond anything he had ever imagined he would have in his life.
He gently covered her and was just turning to go get ready for his day when she mumbled. “His wife was helpful. Finally got to have the little sub slut…”
Roger froze, his heartbeat suddenly racing. “His w-w-wife?”
His own was already snoring.
The thought of this remarkably good-looking man with obvious means having his own wife to serve him suddenly changed the entire focus of Roger’s relationship to Cassy. Another person besides the three of them knew about the agreement.
Days went by, and Roger never brought it up. Life was perversely normal with shopping, meals, a plumbing issue, and their daily workload. Cassy practiced heavily for a tournament with the 8th-grade basketball team. Roger was finishing designs and marketing for a new book at the publisher.
Roger speculated this might be a “skip week."
"No Derek-No Fuck" was something that would happen if she needed a break, dates didn't line up because of games, or she did not want sex during her period.
Roger the cuck was surprised when Wednesday night she reminded him that tomorrow was date day.
"Please listen carefully; you need to be ready to help me by four. If that means you don't go in, then - "
He cut her off, "I already made plans to work from home." Her face went cold, and she grabbed his crotch and squeezed, causing a yelp and short, strangled breaths.
She bypassed her usual pleasant tones and spoke with quiet demand in the voice reserved for date day. "Do not interrupt, Darling. It's rude beneath you."
"Y-y-yes, Cassy. I am - oh fuuuck - sorry!" She released him, and he doubled over, but soon forced his posture to reconstitute.
"We are hosting. Make sure the bedroom is ready with candles and fresh sheets. You will be allowed to watch him, please me like you never can. It will be tough for you, but it is what you need."
Shocked, surprised, and a million questions (the Derek's wife thing being paramount), yet "Thank you, Cassy,” was all that fell out.
Thursday was a mix of working at his desk and doing prep work. She had demanded a fine meal of steak, potatoes, and his pickled salad she loved. He had prepared well, loving to cook. She laughed when she came home and saw the table set for three.
"What the fuck is this? And why are you still dressed? Have you forgotten everything?"
He stammered, "I th-thought that since we were ho -"
"Stop thinking," she calmly admonished, "get in the bedroom, strip, and get in all fours preparation."
He scrambled to comply as she stripped the extra table setting.
He was ready, panting, his head low, his thong crooked, having yanked off his jeans at lightning speed. He heard her feet and her breathing and held as still as possible. The hairbrush hit was more intense than ever. He nearly toppled but held as quietly still as he could. His cock was throbbing, and his blue thong had changed color. There were three more blows, two to each cheek, and then she quit.
"More as needed. Run my bath, prepare my lingerie.”
Roger nodded and complied.
Two hours later, the doorbell rang. Cassy set down her wine and stood smoothing out her plunging, blue gown purchased for a school district gala last year. Hair styled over her left shoulder, decolletage glowing, she was stunning.
He headed for the door in thong, apron, and bare feet, but she stopped him. "Lose the apron. You never get a second chance at a first impression." Again, there was only a steady, soft fact to her tone. No scorn nor disdain. He nodded and complied.
He took a deep breath and opened the door, stepping to the side. Cassy stood at the threshold of the living room, hip cocked, radiating sex.
Derek entered in a tailored suit with a silk shirt, no tie. He looked like he stepped off the set of an adult film. He smelled like confidence. “Cassy, my love, you look absolutely perfect.” He strode to her, kissed the back of her hand, and then took her into a passionate lip lock. Her hands glided across his shoulders, beautifully manicured nails digging in slightly. He broke the kiss and gave her one more on her perfumed neck.
She moaned softly. “Welcome…”
It was so captivating that Roger forgot to close the door. He was quite surprised to see a brunette woman standing on the porch. He noticed immediately her soft, wavy hair and shy, sweet face. She wore a modest knee-length coat and was slightly blushing.
“Oh! Sorry,” Roger fumbled. “I didn’t notice you. Come in.” She smiled and nodded to say thank you and stepped to the side, opposite of Roger. He closed the door, and she was able to see him fully, clad only in his thong. Scarlet from head to toe, his skin tone almost matched his hair.
He looked at his wife and her lover standing arms around each other's waist. A commanding baritone cut through the awkward moment. “Apologies, Roger, rude of me. This is my wife, Marley.”
The meek-acting woman looked to him with an expression he could not read: a mixture of fear and kindness. He found her immediately riveting. “Hello, Roger." Her voice was a soft alto and steadily confident. "Please let me know how I may serve this evening.”
Cassy definitely had her date night arrogance working when she said, “Oh, Derek, aren’t they so cute together?” Her nipples announced their unfettered excitement.
Roger blushed again, if that was even possible. He politely said, “Cassy’s boss’ name is Marley. What a … coincidence…” his voice trailed off, caught in a moment of unreal revelation.
It was Marley’s turn to blush as pink as a rose. She looked down, and Roger caught a glimmer of a tear in her eye.
Part two is done and will be out soon! Thanks for reading! If you enjoyed it, hit the "like" heart. If you really enjoyed it, clean up first and then hit the star for favorite!
And as always, please leave a comment. I try to respond to them all.
Peace and Good Cums,
Matt
