a sweet arrangement
sugardaddy!Joel Miller x f!reader
Masterlist ♡ Sugar Daddy Masterlist
Wordcount: 3,374
Summary: You sign up for a sugar daddy app. What's the worst that could happen?
Warnings: 18+, fingering, oral (both m&f receiving), light bondage, reader might have pullable hair (i dont rememeber if i took it out) quick mentions of slut, baby, sweet baby, sweetheart, darlin
Notes: tysm @saradika-graphics for the dividers. I was cheated on over the weekend, and I wrote this as a "I wish I could be here" instead of being sad." Just another rich!daddy fantasy
You've been feeling financially stretched lately, and after hearing about the concept of sugar daddies and sugar babies from a friend, you decided to give it a try. You sit on your bed and hesitantly create a profile on a popular app, describing yourself as a young, independent woman looking for a mutually beneficial arrangement. As you sit scrolling through, you can't help but feel a sigh of reluctance escape your lips. You never expected to find yourself on a sugar daddy dating app, but life has a way of surprising you sometimes.
After a few moments of looking around the site, a notification pops up. It's a message from a user named "Contractor_Guy."
Curiosity piques, and you open the message, hoping it's not some creepy come-on. To your surprise, it reads:
"Hey there. I don't usually do this sort of thing, but I figured it's worth a shot. My name's Joel. If you're interested in getting to know me, send me a message back."
Feeling intrigued, you reply:
"Hi Joel, I'm not sure what 'this sort of thing' is, but I'm curious now.”
The response comes quickly.
Contractor_Guy: "Haha, 'this sort of thing' is something I usually avoid. But hey, it's a new day, and who knows what it might bring?"
You: Hopefully luck! But seriously, what exactly are you avoiding?"
Contractor_Guy: "Haha, well that's a bit of a long story, darlin.”
You: "Oh, I don't mind a long story. I've got some time to kill. Besides, I find it intriguing that someone like you is on a sugar daddy app.”
Contractor_Guy: "Well, my last experience wasn't the best, and I'm just being cautious this time around.
But, here's the long version. I met a girl a few years back, and at first, things were great. We clicked, and the relationship was mutually beneficial. I was able to provide for her in a way she couldn't for herself, and in return, she was there for me when I needed emotional support. As time went on, she started to change. She became more demanding and less appreciative. It got to the point where she would expect extravagant gifts just for a simple text or phone call. I realized that she was only interested in my money and not in the relationship we'd built."
You: "I'm sorry to hear that. It's not easy to find someone who's genuine and appreciates what you have to offer."
Contractor_Guy: "Yeah, it was a tough lesson to learn, but I'm hoping to find someone different this time. Someone who appreciates the little things, too, not just the material things."
You: "I think that's a fair expectation. We all deserve to be appreciated for more than just our wallets. So, Joel, tell me more about yourself. What do you do for a living?"
Contractor_Guy: "I'm a contractor. I do mostly residential construction and home remodeling projects. What about you? What do you do when you're not scrolling through dating apps?”
You: "Lol, I'm usually at work. I'm a graphic designer, so I spend most of my days in front of a computer. It's not the most glamorous job, but I love what I do."
Contractor_Guy: "A graphic designer, huh? That's pretty impressive. I've always been more of a hands-on guy myself. But I must admit, there's something intriguing about a woman in the arts.”
You: "And who doesn't love a man who can wield a hammer and a chainsaw with equal ease?"
Contractor_Guy: "Oh, I'm definitely good with my hands darlin' ;). ”
You: "Maybe one day you'll show me just how good you are with your hands."
As the conversation continues to flow effortlessly, you both exchange numbers and agree to meet for a coffee date tomorrow. Before signing off, you send a playful message with a picture attached
You: "Well, I'm off to begin the countdown to our coffee date. I'll leave you with this little teaser. ;)"
Insert a picture of you posing confidently in a cute outfit, with a mischievous grin on your face.
Contractor_Guy: "Wow, that definitely has me counting down the hours! I can't wait to see you in person."
With that, you end the conversation eagerly anticipating your first in-person meeting with the intriguing contractor.
The two of you meet for the first time at a trendy coffee shop downtown, and you can immediately sense Joel's charm and confidence. You can tell he's done this a time or two. He offers to buy you a drink and pulls out the mattest black credit card you have ever seen to pay with. He guides you to a table in the back corner, and you both engage in light conversation, discussing your interests and goals. Joel is clearly intrigued by you, and you feel a spark of attraction towards him as well.
"So, tell me more about yourself," Joel says, his eyes locked on yours.
"Well, like I said on the app, I'm a freelance graphic designer," you reply, “It's not the most stable job, but I love what I do."
"I can imagine," Joel says, a hint of admiration in his voice. "I've always been a fan of the arts. But I'm sure you understand the struggles of making ends meet as a freelancer. That's why I'm interested in this arrangement."
"I do understand," you agree, your mind already contemplating the potential benefits of such an arrangement. "It would be nice to have some financial stability while still being able to pursue my passion."
"Exactly," Joel says, his tone firm but understanding. "And in return, I'd like you to be my companion when I need someone to spend time with. We can go on dates, attend social events, or just relax at home. I value your company, you're easy on the eyes and brain, and I believe we would make a great team."
"I think that sounds fair," you say, feeling a sense of relief wash over you. "I'm looking for something similar - someone who understands my situation and is willing to help me out."
Joel offers to take you to his place for a glass of wine, and as he leads you to his car, the conversation shifts to the details of the arrangement.
"Now that we've established the terms," Joel says, his voice low and serious, "I want to make something clear. I'm going to support you financially in any way you could ever dream of or want, but there's one condition."
"What's that?" You ask, your curiosity piqued.
"I want access to you whenever I please, however I please," Joel says, his eyes meeting yours. "I want to be able to use you for my pleasure whenever I want. Are you comfortable with that?"
Your heart races as you consider his request. You know what he's asking for, and you're not sure if you're ready for that level of intimacy. But at the same time, you can't deny the excitement coursing through your veins.
"I need some time to think about it. This is a big decision."
"Of course," Joel replies, his tone understanding. "Take all the time you need. But remember, this is the condition of our arrangement."
As Joel drives you to his mansion, you can't help but feel a mixture of excitement and trepidation. This is unlike any arrangement you've ever been a part of, and you're not sure what to expect. As you follow Joel upstairs, your heart races in anticipation. He leads you into a large, dimly-lit room, its walls adorned with black velvet and soft, glowing lights. A large bed dominates the center of the room, surrounded by various toys and restraints.
"I want to show you what I mean when I say I want access to you whenever I please.” Joel says, his voice thick with desire.
Joel leads you over to the bed, his eyes never leaving yours. He takes a seat on the edge, patting the space beside him. "Come here, sweetheart," he says, his voice soft and inviting.
You hesitate for a moment, unsure of what to do. But the curiosity and excitement pulsing through you win out, and you find yourself sitting down next to him. Joel's hand reaches out to gently brush a strand of hair from your face. "You're so beautiful, you know that?" he says, his gaze intense.
You feel your entire body get warm at the compliment, your heart racing faster than ever before. "Thank you," you murmur.
Joel's hand begins to trace a path down your arm, sending shivers coursing through your body. "I want to make you feel good, sweetheart," he says, his voice low and husky. "I want to give you pleasure like you've never experienced before."
Your mind is racing as Joel's hand continues to explore your body. You're not sure what to do, but you find yourself leaning into his touch, your body craving more.
"I want to show you something," Joel says, his eyes twinkling with mischief. He stands up and walks over to a large wooden chest at the foot of the bed. He opens it, revealing a variety of toys and restraints. Your heart races as you take in the sight. You've never seen anything like this before, and you're not sure what to make of it. Joel walks back over to you, a blindfold in his hand. "I want to show you how good it can feel to let go and trust someone," he says, his voice soft and soothing.
You hesitate for a moment but something about Joel's words and the look in his eyes makes you feel safe, and you find yourself nodding in agreement. He gently places the blindfold over your eyes, cocooning you in darkness. You can feel his hands on you, guiding you back onto the bed. You trust him, and you let yourself relax into the feeling of his touch.
Joel's hands continue to explore your body, tracing patterns and circles that send shivers of pleasure coursing through you. You can feel the bed shift as he leans over you, his breath hot against your ear. "I want to make you feel so good, sweetheart," he whispers, his voice barely above a whisper. Your breath hitches as his hands continue to wander.
Suddenly, you feel something soft and silky against your skin. It's a scarf, and Joel is using it to gently bind your wrists to the bedposts. You gasp at the feeling of being restrained, but the sensation is not unpleasant. Instead, it heightens your senses, making you more aware of every touch and caress.
Joel continues to explore your body, his hands moving lower and lower until they reach the waistband of your pants. He pauses for a moment, waiting for your consent. "May I?" he asks, his voice low and husky. You nod, your breath coming in short, sharp gasps. He slowly begins to slide your pants down your legs, his hands lingering on your skin as he goes. You can feel the heat of his touch, and you find yourself arching up towards him, wanting more. Finally, your pants are off, and Joel's hands are free to explore your body in earnest. He caresses your thighs, your hips, your stomach, each touch sending waves of pleasure coursing through you.
You can feel yourself growing wet, your body responding to Joel's touch in ways you've never experienced before. You moan softly, your hips bucking up towards him. Joel takes the hint, his fingers finding their way to your wetness. He begins to explore you, his touch gentle but firm. You gasp at the sensation, your body quivering with pleasure. His fingers move in slow, deliberate circles that send shivers of pleasure coursing through your body. You find yourself moaning louder and louder, your hips bucking up towards him as you chase the feeling of release. Finally, you can't take it any longer. You cry out as the orgasm washes over you, your body trembling with pleasure. Joel continues to touch you, his fingers gentle as they bring you down from the peak of pleasure.
Slowly, your breathing returns to normal, and you become aware of your surroundings once again. The blindfold is still over your eyes, and you're still bound to the bed. But you feel safe and content, your body still humming with pleasure. He unties the blindfold, and you blink your eyes against the sudden brightness of the room. He's standing above you, a wicked smile on his face. "Did you like that, sweetheart?" he asks, his voice low and seductive.
"Yes sir," you get out with a hoarse voice.
Joel's gaze travels down your body, taking in the sight of you spread out on his bed, still bound to the bedposts. "Mmm, such a good girl already," he says, his voice full of satisfaction. "I have so much more I want to show you."
He walks over to the wooden chest at the foot of the bed and rummages through it, pulling out a variety of toys and restraints. Joel turns back to you, a pair of handcuffs in his hand. "May I?" he asks, his voice low and seductive.
“You may."
Your heart racies with excitement as Joel cuffs your hands above your head, replacing the soft, luxurious ribbon, and securing you back to the bedpost. You test the restraints, finding that they hold you firmly in place. Your heart is racing with excitement, your body tingling with anticipation. He walks back over to the chest and pulls out a vibrator. He turns it on, the buzzing noise filling the room. You watch as he approaches you. He traces the vibrator over your body, teasing you with each touch. You arch up towards him, wanting more. But Joel is in control, and he takes his time, drawing out the anticipation until you're nearly begging for release."Are you ready for more, darlin’?"
“Yes please,” your breath coming in short gasps.
"Good girl." He traces the vibrator lower, teasing your clit with each pass. You moan, your hips bucking up towards him. But he pulls the vibrator away just as you're about to come.
You whimper in frustration, but Joel just smiles. "Patience, baby, patience," he says.
He continues to tease you, bringing you to the brink of orgasm again and again, but never letting you fully come. You're writhing on the bed, your body begging for release when Joel leans down and whispers in your ear. "Do you trust me, sweetheart?"
You nod, your heart racing. "Yes, I do," you whisper.
Joel smiles, his eyes twinkling with mischief. He leans down and captures your lips in a passionate kiss. You moan, your hips bucking up towards him. You're ready for whatever comes next.
Joel breaks the kiss, his eyes locked on yours. "I'm going to take you to the edge, sweetheart," he says, his voice low and seductive. "And then I'm going to bring you back again. And again. And again. Until you can't take it anymore."
Joel's hand moves back to the vibrator, tracing it over your clit once again. This time, he doesn't stop. He continues to tease and pleasure you. Suddenly, Joel pulls the vibrator away once again. You whimper in frustration, but before you can protest, he's replaced it with his mouth. His tongue expertly teases your clit. His hands roam your body as he brings you to the brink of orgasm once again. This time, however, he doesn't stop. He continues to lick and suck at your clit, his fingers entering you and curling against your G-spot as he pushes you over the edge.
You cry out, your body shaking with pleasure as you come hard against his mouth. Joel doesn't stop, his tongue continuing to torture you as you ride out the waves of your orgasm. As you come down from your orgasm, you gasp for breath, your body still trembling with pleasure. Joel's gaze is intense as he watches you, his face flushed with arousal.
"That was so, fucking good," you manage to gasp out, your voice still hoarse from your orgasm.
Joel smiles, his eyes never leaving yours. "I'm glad you thought so," he says, his voice low and seductive. "But I think it's your turn now."
"My turn?" you ask, your eyes wide with curiosity.
"Yes," Joel says, his smile widening. "It's time for you to return the favor.”
You feel a pang of nerves flood your body. “But I'm still all tied up.”
Joel smirks, leaning in. He grabs the hollows of your cheeks, forcing you to look at him, “ I never said you needed to be untied, did I.”
You swallow hard, your mind racing with the implications of his words. Joel releases your cheeks, his gaze traveling down your body. "You're going to make me very happy tonight, sweetheart. Just remember - I want access to you whenever I please, however I please. Is that clear?"
"Yes, sir," you reply, your voice full of submission.
Joel's smile widens, and he reaches down to unfasten his pants. He steps out of them and his boxers, revealing a hard, thick, ready erection. He climbs onto the bed, his legs straddling your chest. "Now, I want you to take me into your mouth," he says, his voice firm and authoritative.
Your heart is racing as you obey. He brings it up to your lips, and your tongue darts out to lick the tip. You can taste the hint of salt and musk, and you find yourself growing aroused again. You open your mouth wide to accommodate his size. He tastes so good, so intense, and you can't get enough. You begin to move your head, your mouth sliding up and down his shaft. Joel gasps, his hips bucking up towards you.
Suddenly he grabs your hair and holds his cock to the hilt, filing up your entire throat, blocking your airway. You try to gasp for breath as Joel holds you down on his large throbbing cock but it's no use. Your head is swimming with pleasure and arousal, and you're not sure if you can take anymore. Just then Joel releases his grip on your hair, allowing you to breathe again. You take the opportunity to pull away, gasping for air. Joel smirks down at you. "Such a good little slut for daddy already," he says, his voice full of praise. "Daddy wants to see more. Show me how much you want me."
You nod, your heart racing with anticipation as Joel pulls away and undoes your restraints. When he's back on the bed, you take him back into your mouth, your hands roaming his beautiful, full thighs. You begin to suck and lick at his cock, your tongue exploring every inch of him. You can hear Joel growing more aroused, his breaths coming in short gasps.
You feel a hand on the back of your head, guiding you. Joel is thrusting into your mouth, his cock sliding in and out. You moan around him, your hands reaching up to cup his balls. He's tensing, his hips bucking harder with each thrust. Suddenly, he lets out the most primal groan you've ever heard, his cock swells in your mouth. He thrusts into you one more time before coming. You can feel his warm come filling your mouth, and you swallow it down eagerly. Joel groans, his hips stilling as he rides out his orgasm.
You pull away, gasping for air and Joel collapses onto his back, his chest rising and falling rapidly. You can see the satisfaction on his face, and you feel proud of yourself. You've never done anything like that before, and you're not sure how you feel about it. But there's a part of you that's excited, that wants to do it again.
You're both panting heavily, your mind still reeling from the intense experience you've just shared. Joel's gaze is locked on yours, his eyes full of admiration and desire. "You were amazing, sweetheart," he says, his voice a low rumble. "I can't wait to show you more." A wave of excitement washes over you as Joel reaches out and gently strokes your cheek, his fingers lingering against your skin. "I want to make this arrangement work, darlin," he says, his voice soft and earnest. "But I need to know that you're in this for the right reasons."
Your heart races as you consider his words. You know what he's asking, and you're not sure if you're ready for the level of intimacy and commitment this arrangement requires. But at the same time, you can't deny the excitement coursing through your veins, the thrill of being desired and pursued by someone like Joel. You nod, your heart racing with both excitement and trepidation. "I think I'm ready to accept your condition," you say, your voice low and hesitant. "But I need to know that you're in this for the right reasons, too."
Joel's eyes meet yours, his gaze intense and serious. "I promise you, I want nothing more than to care for and support you, both financially and emotionally," he says firmly. "And I expect the same companionship in return."
You take a deep breath, your mind racing with the implications of your decision. But there's a part of you that's eager to explore this new world, to find out what it means to be truly desired and cared for by someone like Joel.
"Okay," you finally say, your voice full of resolution. "I want to make this arrangement work too."
Joel's face breaks into a smile, his eyes filled with relief and joy. He pulls you into a warm embrace, his arms wrapping around you tightly. "Thank you, sweetheart," he whispers, his voice full of gratitude. "I'm going to make sure you never regret this decision."
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Thanks for reading ❤️ let me know if you'd like more from these two
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