The Proposal at Dinner

“You’ve asked how you can help contribute, so…”

“Uh, I’ve never asked how I can help contribute, to be honest,” I responded, only half-joking, after my wife suggested I try to seduce her boss’s husband.

“Okay, well, despite never asking how you can help, I’m telling you this is something you could do for me. Sabrina shared something incredibly vulnerable with me for a reason, and if you, if we, can help her marriage out, discreetly and delicately, that would be incredibly beneficial for my career. And not just for us, this is also for you.”

“For me?”

Michelle laughed. “C’mon, baby, I know you. I’ve known about that side of you forever. We play around with your submissive tendencies all the time. You have a deep, very deep desire for cock. And I know about your Reddit photos, posing on all fours, your back arched, ass up. Julie, I know you want this.”

I cringed at her directness. My name is Julian, but my wife Michelle has called me Julie since our first date, eight years ago. We’ve been married for seven. Michelle comes from a very wealthy family, and from an early age was raised to be competitive and high achieving in all aspects of life. We met in college when I was a psychology student, and Michelle was studying finance and marketing. My relaxed nature was a breath of fresh air for her at the time, and I admittedly needed her structure and motivation.

After we got married it was clear money was never going to be a problem, and I took Michelle’s advice to open my own psychology practice. At one point I had seven clients, which was a perfect amount for me, but my desire not to grow my practice bothered Michelle. Today I have four clients who rely on me and are showing tons of growth, which feels professionally satisfying, but I know Michelle finds my professional life disappointing.

"Sabrina keeps telling him he needs to see a psychologist, but he won’t go."

"I know Sabrina works long hours and runs a kajillion dollar company or whatever, but she may not be qualified to determine who needs therapy. If the guy can’t get hard then maybe they need couples therapy, if it’s a relationship issue. Like he feels suffocated or criticized outside the bedroom. Is he distant and bored in the relationship?"

"No, their connection is great. They’re loving and intimate often. It’s something else."

"Well, then, like you said, he just has a desire to fuck men."

"Uh, not all men. Just a particular type."

I knew where this was headed. "What type is that?" I asked.

"Your type, apparently."

I was quiet.

"And from what I can tell from you online activities, he’s also your type, right?" Michelle said.

"Don’t be cheesy." I didn’t have the correct word.

"‘Big Black Cock for Thick White Ass, it’s pretty obvious. Kind of a trope, right?"

My dick was throbbing, thinking of all the attention I had received from black men online.

"It’s a trope for a reason," Michelle said.

She wasn’t wrong. I couldn’t help thinking about all of the Black men online who had followed my account, left explicit comments on my posts and connected with me for online sex. I did love big thick Black dicks, but any dominant man with a large cock made me want to take it in my mouth.

"Just because you don’t do couples therapy, you could still provide a service."

"A service?" I asked, questioning her use of the word 'service'.

"You’re in a unique position to service Caleb and help their relationship. And help me and my career. And therefore, help us. Isn’t that why you wanted to be a psychologist? To help people?"

My hard, aching dick was about to explode in my pants. The thought of servicing Caleb, feeling his cock in my mouth, his hands controlling me, making him cum, made me feel dizzy with lust. I wanted him to fuck me very badly.

Caleb was 6” 4’, and very muscular. He had been a former NFL receiver before a knee injury forced him to change career paths, and now worked as the Athletics Director at College of the Palisades. Honestly, I had thought about Caleb fucking me more than a few times. Despite playing hard to get, I was all in.

Tonight was our date night, and I didn’t think it was a coincidence that Michelle brought this insane idea up over candlelight at Le Ristorante Il Falchetto. I had nowhere to run to, and would need to remain composed. Truthfully, I knew that she knew about the online photos, but I didn’t think it was ever going to be addressed. We had an open phone policy, and she often grabbed my phone to look something up, check the markets, news, and I’ve found my Reddit app open to my anonymous page after she’s had it.

Michelle always had a very high sex drive which I struggled to keep up with, and her dominant nature both inside and out of the bedroom always reminded me of her presence on the soccer field during college. She was a fearless player on the field, asserting her physical style of play on her opponants. Our sex life had always been kinky, at least in my view, yet I could feel Michelle always wanted something more. Definitely something longer.

I liked when she would tease my “useless little dick”, and I loved hearing about her sexual experiences with men before she met me who left her satisfied. When she would edge me and smack my balls, she would have me admit that I want to suck dick, but I believed it was only fantasy and nothing we would discuss outside the bedroom. Especially not at the best Italian restaurant in Los Angeles.

“I’m just saying, you have caught his interest and from talking to Sabrina-”

“How have I caught his interest? You showed Sabrina the photos?”

“Last Halloween.”

Fuck. I was drunk and didn’t have a costume, and Michelle suggested we go to her work party as “Mitch and Julie”, basically each other, meaning I would wear items from her closet, and she would dress from mine. Deep down I could tell that Michelle liked putting me in make up, with deep red lipstick covering my full lips, smokey eyeliner accentuating my sleepy blue eyes, my long hair framing the soft features of my face. Being six feet tall, I knew my wide hips, thick bubble ass, and long curvy legs might draw attention, and I planned to play the whole thing off as a joke, while secretly getting off on wondering if I was inspiring any fantasies. Over the course of the evening I smoked more weed and drank more shots and lost more clothing and more memories of the evening. I’ve seen photos, and by the end of the night I wasn’t wearing much while seated on various men’s laps.

“And yes, I showed her the naked Reddit photos. As soon as she saw you bent over, ass up, back arched, she asked me if I would ask you.”

“You’re un-fucking-believable,” I said, feeling both betrayed and simmering with arousal. I felt lightheaded.

The waiter came by just in time for me to process what was happening and catch my breath. He dropped off the vodka martini for Michelle and the bourbon rocks for me. I downed it faster than anticipated, and he soon brought another.

“C’mon, Julie, say something. This is obviously a very sensitive situation for Sabrina,” Michelle said. I burst out laughing.

“Sensitive for Sabrina??”

“Yeah, yeah, baby, I know, for you, too, but…” Michelle leaned in across the table and whispered, “Caleb can’t get hard for her anymore!”

“Oh, that part you whisper, but the rest of this conversation you feel just fine broadcasting that I’m a secret amazonian sissy,” I whined, taking another swig. “Some six-foot-tall leggy ass man.”

“Stop it, oh boo hoo, you’ve got beautiful hair, legs like a supermodel, and an ass like a porn star. You’re a fat-assed Angelina Jolie with make up. You love it. I’ll bet your little dicky is twitching in your panties right now.”

I had purchased g-string style underwear recently, but only after getting her approval. I said that the boxers were too bunchy and it was simply a matter of needing my slacks to fall the right way, but I guess we both knew the real reason.

“Don’t pout. Listen, I’m saying it’s a very sensitive situation. You know Caleb. He’s obviously not gay, but he can’t get hard anymore. Julie, listen, Sabrina has hired escorts and nothing. He used to have a porn addiction problem but still fucked her, like, twice a day, so he’s really frustrated by the impotence problem. They both are. She offered to have an open relationship, but he said no.”

“So he can’t get hard at all?”

“Nope. Not any more. He just needs to get his mojo back, and Sabrina thinks you could help. My god, Sabrina works 16-hour days and is the President of a billion dollar company. She literally solves complex problems all day, and wants to fix this for her husband.”

“How does she know he’s into guys?”

“Because she catches him looking when they’re out and she checked his browsing history. It’s all big booty sissies for BBC and shit like that. Aaand, he calls you my ‘Bottom Booty Guy’.” Michelle took a drink. “Sorry, I wasn’t going to tell you that part, but there it is. It’s just that he doesn’t know your name, but Sabrina says he randomly asks about us a lot, specifically you and what you’re up to.”

The waiter dropped off the tagliatelle with ragu, arancini, and linguine with clams. I felt dizzy and my heart was racing. I honestly had no recollection of ordering the food, yet despite being in a panicked and horny fog, my cock was rock hard.

“Ok, fuck it,” I said after finishing my second drink. “How can I help?” I asked, spoken like a hotel concierge.

“He’s coming over tomorrow night.”

“Tomorrow night?? To our place? Don’t you have a date tomorrow night?”

Fantasy turned to reality about a year ago, when I told Michelle that I thought she should consider finding a guy with a bigger dick that me, who could fuck a really long time, ONLY if she knew she wouldn’t fall in love or leave me for him. The rule became ‘one and done,’ so no ‘relationships’, and Michelle would always use her best judgment to find a guy who was simply a good time, and not a true option for a companion. This typically meant much younger guys, or much older guys, bartenders, waiters, musicians, basically no one she would be seen with in her corporate peer group.

“I do. You’ll help me get ready, like usual, and after I’m gone, about nine o’clock, Caleb will come over for a guys night. Sabrina is telling him that you suffered a similar problem, and an open relationship helped us.”

This was not exactly true. In addition to my desire to see my hotwife fantasies come true, it was no secret that Michelle had consistently cheated on me from before we were married and after. The open marriage was my way of accepting her sexual side, and likely leaving the door open for me to do the same. To be honest, I had thought about Caleb's cock many, many times.

"I guess I’ll see him tomorrow and see if my services can help," I smiled, lifting my glass.

"To your sexy ass," Michelle said. "And making contributions to the relationship."

"Cheers." We clinked. I was seriously shaking, and my dick was throbbing. I excused myself to the bathroom.

"Oh my god, you're going to jerk off, aren't you?"

The Next Night

The next night Michelle and I conducted our ritual that took place before her dates. I always was allowed to pick out her date night clothing from an array of skimpy dresses and mini skirts, however other activities were subject to her mood. Sometimes she didn’t let me watch her apply her make up while naked in the bathroom, which was my favorite time to jerk off and ask her what she was going to do on her date. The fact that Caleb was coming over later inspired her to not only let me watch her get ready, but while she was bending over the sink putting on her make up, Michelle spread her legs just so and allowed me to lick her ass.

“See my pussy, baby? It’s going to be stretched, messy, and filled when I see you later.”

Michelle looked back at me and quickly pulled her ass away from my tongue. “Are you jerking it?? I swear, if you cum before he gets here I’m going to be pissed.” Michelle reached down and squeezed my balls so hard I screamed.

“I take it back. If you cum right now you’ll just have to serve him anyway, however he wants. Do you understand me?”

“Yes,” I said, my cock shrinking back down to size.

Michelle left to meet her date around 8pm, wearing high heels, a white mini skirt, no panties, and a black leather jacket. She said, “Wish me luck,” blew me a kiss, and was gone. The house immediately felt heavy, silent, and empty. My heart started beating faster than it had before. I made a drink, smoked a joint, put on some music, showered, cleaned my ass, changed my mind and turned the music off, put on sports on TV, fucked myself with a dildo to get ready just in case, showered again, then decided to put some music on again, Rap then Jazz, then the doorbell rang and my cock began to twitch.

“Hey Caleb!” I exclaimed, betraying my desire to be cool and sounding like a High School cheerleader greeting the Quarterback. He didn’t smile back at me, but the way he looked at me made my balls shrink and my dick half hard.

“What’s up?” he said, casually pushing passed me and into my own house. The back of his hand grazed my crotch on the way in. He made himself a drink in the kitchen. “Cool tunes, what are you watching?”

“Uh, sports are on TV, and this is Miles Davis.”

“Nice. Just sports, huh? Could be golf, could be synchronized swimming, we’ll find out,” he sarcastically said from the kitchen. He returned with two drinks and shoved one into my hand.

“Cheers,” he said before downing it. We had a few more drinks in the living room. It turned out Caleb knew a lot about Jazz and Rap, and played some of his favorites while educating me on the background of each. I found it interesting, but after smoking a few joints with him, we both were loose enough that the fantasies from the back of my mind were quickly advancing to the forefront. I realized a few hours had passed, and considered that Michelle might come back at some point. She never stayed over after her dates, and usually returned after midnight.

I had become relaxed just chilling listening to music; however, when I realized the night was quickly getting away from me, I decided to move things into another direction.

“So, what’s the story with this visit? I mean, I’m stoked to hang with you, but it’s kinda random. Is everything cool? Michelle just said she had been talking to Sabrina, and Sabrina thought I might be able to help, or offer advice, or help, or something like that. Maybe. I don’t know. Sorry, I could be wrong,” I stammered before Caleb laughed and put me out of my misery.

“Relax, you’re all good. Yeah, Sabrina said you and Michelle went through a dry patch. It’s all good, you don’t have to be nervous.” In a bold move, Caleb escalated the situation and sat directly next to me on the couch. “Sabrina told me that Michelle gave you the low down… And, Sabrina told me a bit about you.”

“What did she say?” I stammered.

“Just that you are pretty cool, supportive, and let her fuck other guys that can get her off in ways you can’t. Is that true?”

“Yes,” I said, feeling meek but turned on by admitting my desires. “It makes me really horny thinking of her with other guys.”

Caleb put his hand on my thigh. “Yeah? Tell me more,” he said.

“I like thinking about her on the date, laughing, drinking, flirting, deciding how far she will go. I like thinking about her screaming and cumming on some guy's dick. And him doing things to her that she won’t let me do.”

“That she ‘won’t let you’ do?” Caleb asked. “Like what?” He began rubbing my thigh, then up over my crotch.

“Uhhh, ummm.”

Caleb laughed again. “It’s all good, I can tell you’re a little flustered. Actually, I take it back,” he said, looking into my eyes. I was fucking trembling. “I like when you’re nervous.”

“Is that what Sabrina told you? Is that why she wanted us to hang out, so maybe I could convince you to let Sabrina fuck other guys? And maybe that would get you hard?”

“Maybe, but I don’t think so,” Caleb said, continuing to casually rub my hard cock. I wondered if it was much smaller than his, and what he thought about it. “Sabrina wants to make me happy. And I want to make her happy. I love Sabrina. And she's sexy, but not like you. You need to get fucked, I can feel it... Sabrina told me other things about you.”

“What did she tell you about me?” I asked, already moaning like a desperate slut while he manhandled my cock beneath my sweats. I tried to reign in my desire for him to continue to touch me.

Caleb stood up and made himself another drink. “Just that you have certain… desires. And I know you have that ass. And your sexy legs. And your cute face,” he said from the kitchen. “And she showed me your Reddit account to prove the point.” Caleb returned with only a drink for himself this time.

“Well,” I said, burning red with horny embarrassment. “Can I smoke a joint?”

Caleb laughed. “Of course! It’s your house and your weed. Although, I liked how you asked.” He escalated things once again by running his hands through my hair as my fingers fumbled to light the joint trembling between my lips. I finally took a big drag.

“So how can I help you?” I asked, suddenly feeling very stoned and very horny. Caleb sat across from me in a lounge chair next to the fireplace.

“You can make my dick hard,” Caleb said, as a matter of fact. “It happened instantly looking at your photos with my wife standing right fucking next to me. Actually, every time I look at your Reddit account it makes me hard. I’ve stroked my big dick to you a few times since yesterday thinking about your mouth on me.”

“Can I suck your dick?” I asked, but meant to ask him if he wanted me to. “I mean, you like my mouth?” Again, he laughed at me.

“I find you very fuckable. Honestly from the first time we met. Your ass and your hair caught my attention. From the back I thought you were a woman. I couldn’t help it. I didn’t decide or anything. It doesn’t matter about your dick between your legs, it’s who you are on the inside. I want you to submit to me, and I want to have my way with you.”

“…Okay,” I said.

“Stand up and take your clothes off,” he said, his legs spread in the lounge chair, sipping his drink. I did as I was told.

“Okay,” I said, standing up and walking over to the middle of the room. I tossed my t shirt over my head, and dropped my pants to my ankles. I wasn’t wearing underwear and kicked everything away, so I was completely naked.

“Turn around,” he said. I did as I was told, shifting my weight from side to side to give him the best views of my thick ass cheeks. “That’s good,” he said. “Good sissy. I love your ass. Bend over for me.” Again, I did as I was told. I remained in that position while Caleb put on more music. After a few moments he told me I could stand up straight and turn back around. When I did, I found his cock out from his pants, rock hard, while he was stroking.

I gasped and fell to my knees, both because I needed it in my mouth, and because my knees literally went weak. “Crawl over here,” he said firmly, not mean, but serious. I loved it, and before I knew it I had my hands resting on his thighs with his big thick cock in my face.

“You know what to do,” he said, petting my long hair and looking into my eyes. “Suck it, baby,” he said. I took his thick cock in my hand, it wouldn’t fit all the way around, and began with his balls. My tongue licked from the bottom to the top a few times before taking them into my mouth. “That’s right, yesss,” he moaned.

He pushed my head into his balls while he stroked his rock hard cock. “You’re a natural, baby,” he said.

It felt so good to receive his praise. I felt amazing to be the object and source of his desire. I took his big cock down my throat. I wanted to choke on it, both to feel it down my throat and show Caleb what a good cock sucker I could be for his dick. “Yesss,” he moaned, shoving me down on his dick. I gagged louder. “Good sissy slut,” he said.

On all fours in front of him, I spread my knees wider and arched my back, my ass up in the air while I sucked his dick. He was right, I was a natural cock sucker. I loved the texture and heat of his rod between my lips. I loved looking up and seeing him watch me suck him. I liked the drool falling down my chin, more every time I gagged when he pushed me down harder and moaned, “Fuuuck.” He fucked my mouth harder and faster, and I waited for his cum.

Suddenly, he yanked me off of him as if he was pissed at me. “Fuck, Slut, you’re going to make me cum.”

“Isn’t that the point?” I asked.

“Sassy Bitch,” he said, standing up and ripping his pants and shirt off, and then sitting back down, his nine inch cock standing straight up. “Come over my lap, I’m going to spank that fat ass.”

“What?”

“You heard me, Slut, now.”

I did as I was told. I knew he meant old school style, so I lay across his thighs, with my ass arched up. I felt his hand rub my ass, jiggle my cheeks, spread me open and play with me for a little bit. It felt amazing to be so submissive and desired.

THWACK! His big, strong hand cracked my right ass cheek. I screamed and instinctively tried to get up. “Nope, back down,” he said, and I complied. THWACK! Again, this time on my left. Again, I screamed but it felt so good, I began grinding my hard dick against his thighs.

“Not yet, baby,” he said. “I’m still playing with you.” THWACK! Again on my left cheek. I didn’t jump this time, but I did moan a high pitched style squeal that I didn’t know I had in me.

THWACK! THWACK! THWACK! THWACK! THWACK! THWACK! THWACK!

Caleb released an assault, alternating cheeks until they were bright pink and I was shrieking like a slut loving every second. He spread my asscheeks open and spit on my asshole, before shoving a finger inside. “Fuuuck, you’re so tight baby,” he said.

In and out, in and out. I became silent, eyes closed and mouth open while he finger fucked me. I kept my back arched, which felt both natural and gave Caleb the message that I was open for everything. Next I felt a second finger stretch my tight little hole.

He grabbed me by the hair roughly enough for me to know not to struggle, and put me on the ground. “Hands and knees,” he said, and I complied. He took a position behind me so he could eat my ass. I loved his tongue circling and entering my hole as he held my hips steady and spanked my ass every so often.

“Fuck me,” I finally moaned. “Please fuck me,” I begged.

“What if Michelle comes home? What then?”

“She can watch.”

“You love my dick?”

“Yes,” I said,

“You love my dick?” he asked again.

“Please!!” I begged. “I love your dick. Please fuck me.”

He casually reached into his backpack, which he had just so conveniently placed next to the chair, and immediately dumped lube all over my ass, which he also fingered into my hole.

“We’ll take it slow at first,” he said, without much warning, before his rock hard tip pressed against my tight asshole. “Breathe, baby,” he said. “Push out and loosen up. Take my cock, you bitch,” he said. I could tell he was getting horny as things got rougher.

He pulled my hair and whispered into my ear, “I said, relax. Loosen up for me.”

“It’s so big,” I whimpered.

“You can take it,” he said.

“Yes,” I said. “Fuck me.”

He pulled his dick away from my ass and quickly came around to my mouth to fuck my face a little more. “You have a sexy mouth,” he said. “Look at me, I like your eyes.” I did as I was told, gagging and looking up through the eager tears. “Beautiful lips, baby. Suck that dick.” He pulled out and smacked my face with his dick. The weight stung in the best way.

I sucked his dick more as he reached over my body and finger fucked my ass harder. Having his big thick cock down my throat made me really horny, and I loved getting finger fucked harder.

He stood me up, got behind me, and marched me over to the kitchen table, and bent me over. THWACK! Again on my ass. “Bend over, bitch,” he said, despite already forcing me into the position.

I felt his hands grab my long thick hair into his fist before yanking my head back. His other big strong hand gripped the side of my hip. I loved feeling held down and forced into position. THWACK! Again a spank and jiggle of my ass.

I had masturbated with big dildos before, although it had always taken quite a bit of work to get going. I knew I could do it, and still I was nearly breathless in position, waiting for his monster cock to break me open.

“Aaaagghhh!!” I screamed, reminiscent of every blond pornstar I’ve jerked off to getting impaled by a huge dick. A desperate side of me felt an explosion of joy as I gave myself completely over to him.

“Ohhh, my fucking god, you’re tight baby,” Caleb said, not pulling out but trying to push deeper.

“Aaaggghhh!!” I moaned again, loving every second of being opened and stretched further.

THWACK! THWACK! THWACK! All on my right ass cheek. He again jiggled them both as he slid out and then back in.

“I’m going to fuck you hard. Are you a bitch that needs to be fucked?”

“Yes,” I replied honestly, loving the dirty talk and the feeling of easily taking half his cock, in and out.

“Are you a slut for my cock?”

“Yes! I’m a slut for your cock, Caleb,” I said naturally.

“Good girl,” he said, pushing in further than he had before. My mouth shot open as I silently took his cock deeper. “Good girl,” he repeated, fucking deeper and faster.

THWACK! THWACK! THWACK! He continued to spank me as he fucked me. He fucked me harder, faster, quick deep rough shots. I could feel my ass jiggling, and his balls slapping against me with each thrust.

“Agh! Agh! Agh! Agh! Agh!” I screamed. “Fuck, Caleb!! Oh my god!! Caleb, fuck me!”

“Mmm, you fuck like a good bitch,” he said, getting carried away and pushing all the way in, just at the same time he pulled my hair back and shoved his tongue in my mouth. I never thought being kissed by a man would be so thrilling and erotic, but his dominance, and screaming into his mouth while he kissed and fucked me, felt amazing.

He took me by the arms and fucked me from behind while walking me across the room. I felt his hand around my neck. I liked being choked while he fucked me harder. He threw me on the cough, tossed my long legs up over his shoulders, grabbed me by the balls and shoved his cock into my gaping hole.

“I want to see you cum,” he said. Caleb squeezed my balls harder, smiling down at my hard dick, bouncing uselessly from the thrusts. Again he put his hand around my neck while he went balls deep, in and out.

“I want you to cum, bitch,” he said. “Cum like a good bitch.” And on command, before he could grab my little dick and jerk me off, I shot a fountain of cum all over myself.

“Good girl,” he said, immediately flipping me over, bending me over the couch and pounding me doggystyle. I screamed and he came within seconds. I loved feeling his thick cock throbbing, pulsing while sticky hot cum filled my ass. It was so much.

He slowly pulled out and spanked his cock against my cheeks while I could feel some of the cum dripping out.

“Ohhh my gawd,” I moaned, my face still pressed into the couch cushion. “Ohhh my gawwwd,” I said again. Caleb laughed.

“You okay?” he asked.

“Ohhh my gawwwd,” I moaned again, only half joking. I was melty. “That was amazing”

We got dressed, and Caleb sat next to me on the couch for a little bit. I could tell he wanted to go, and I kinda wanted the same, but it felt nice to sit together and listen to music again. He finished his drink, and everything was casual and friendly until I walked him to the door.

“Let’s do that again,” he said.

I smiled, way too big, and said, “Yes please.”

He told me I was cute and kissed me, putting his tongue in my mouth and grabbing my ass. Any desire to play it cool abandoned me and I melted into him for a bit.

“I need your mouth and that ass. I feel so comfortable with you. You take it so good. You’re my sexy girl, got it?"

I nodded and he kissed me again before leaving. I took a shower and waited for Michelle to get home. I still enjoyed cleaning her and hearing about her evening, while she jerked me off. I promised I would tell her about Caleb in the morning.

Michelle said she already heard it was a successful night from Sabrina, who was very pleased to get fucked by Caleb after he got home, still horny from the earlier events of the evening.