Good Boy - Part 5 (Patreon)

Click here to read the previous parts of the story.

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Jonathan did his best to keep his mind focused on the task at hand - giving his naked girlfriend a massage - but time after time his brain wandered to thoughts of her dancing with another man.

Every once in a while Bridget would let out a soft moan - the kind that expressed both relaxation and pleasure - and Jonathan would see her dancing with that guy. He'd see Bridget's hips moving in time with his. He'd see the other guy kiss his girlfriend's neck. He'd see the momentary flash of pleasure on Bridget's face before the guilt - over letting someone else kiss her - kicked in.

"This feels amazing," she said.

Jonathan ran his hands down her back and over the tops of her ass cheeks. He gave her backside a good squeeze - eliciting yet another moan - and then ran his fingers all the way back to her head, offering a brief scalp massage before once more moving down her back and grabbing her ass.

"I like to make you feel good," he replied.

Another moan. "I know you do." She reached up and caressed his cock through his pants. She'd done so every few minutes throughout the massage and it seemed clear to Jonathan that she was working to keep him in a state of arousal. She was succeeding at that as he hadn't gone soft since they'd done a little making out on her couch right after walking through the door.

This time, though, instead of merely caressing him, Bridget lifted her head, pulled Jonathan's hips closer, and kissed the outline of his stiff cock. She did so a handful of times while he stood there with his hands on her back and moaned from the gentle pleasure of being touched in that way.

"You're being a very good boy," she said softly. "Good enough that I might treat you to a blowjob before the night is over. I might even swallow for you."

Jonathan's cock throbbed in his pants and he watched the bulge get a little bigger.

"Now back to work," she added.

Again his cock throbbed. It was such a simple thing - four words, really - and yet those words provided a surge of pleasure. Never in his life had Jonathan experienced that kind of arousal and pleasure at being told to get back to work and he found himself craving more of that feeling.

The massage continued. Jonathan worked her back, her arms, her neck, her scalp, and even her hands. He took his time, too. He wanted the blowjob Bridget had teased him with if he was a good boy, but he was in no rush to move past the part where he got to shower his girlfriend in pleasure.

Eventually, though, she stood on her knees in the bed and crawled towards the edge where Jonathan stood. He put his hands on her waist and moved them to her lower back as she reached up to caress his face and then slipped her hand around the back of his neck.

Bridget smiled and pulled him in for a long, deep kiss. While gently invading his mouth with her tongue she managed to loosen his belt, unbutton his pants, and push them to the floor, leaving Jonathan in his boxers.

"There's so much precum," she whispered while running her fingers over the wet spot he'd created in his underwear.

"I'm really turned on," Jonathan admitted.

She leaned back, looked down, and then slipped her fingers under the waistband of his boxers. Her hand encircled his cock and Jonathan moaned at the pleasure of her soft, slow strokes as the warmth and softness of her skin engulfed his eager, stiff flesh.

"Feel my pussy," she instructed.

His fingers found their way between her labia in an instant and Jonathan was delighted to discover intense wetness. He penetrated his girlfriend as deeply as his fingers would allow and rubbed her clit with his thumb, eliciting a smile and then a moan before she leaned in to kiss him.

"It turns me on that you're so eager to make me feel good, Jonathan," Bridget whispered. "That you embraced giving me a massage and putting in the work to make it feel good. That you're not pestering me to tend to your pleasure, that you're more than willing to see to my pleasure without making even a hint of a demand."

She kissed his neck and moaned while her hand continued its slow, steady motion up and down his shaft.

"You wouldn't even complain if I decided that I was going to be the only one to cum tonight, would you?"

To Jonathan's surprise, the notion brought with it a hint of arousal. He wanted to cum - he was desperate for it, in fact - and yet there was a part of him that wanted to be told that he wasn't allowed to cum. It was the same part of him that enjoyed being told to get back to work and continue massaging his girlfriend.

"No, I wouldn't. It would...some part of me would enjoy it, I think."

She pulled her hand from his underwear and said, "Strip."

Jonathan stepped back and removed the rest of his clothes while Bridget stood on her knees in the bed and masturbated. She played with her tits, fingered her pussy, and offered up a series of beautiful moans, all of which made Jonathan feel about as attractive as he ever had. He knew his body wasn't world class, and yet his girlfriend was looking at him and getting all hot and bothered and there was something exciting about that.

Once he was naked, Bridget spun around, fell to her hands and knees, and backed up until her ass rested right at the edge of the bed. She looked over her shoulder, smiled, and said, "Put your cock inside me. No thrusting, though."

"Should I get a condom?" he asked.

Bridget shook her head. "No thrusting and certainly no cumming."

Jonathan hadn't been inside her from behind and he could scarcely contain his excitement as he stepped towards the bed, rubbed the head of his cock over her pussy lips to gather some of her lube, and slipped inside Bridget.

"Oh, fuck," he said.

She looked back and smiled. "It feels good, doesn’t it?"

Jonathan nodded as he looked down and admired the sight of his cock having completely disappeared inside his girlfriend.

"I had a boyfriend in college who loved fucking me from behind," she said with a smile. "We had sex in other positions too, of course, but this was always his favorite position."

Jonathan thought of another man fucking her from behind and for some reason his dick throbbed. Then he thought of the guy she'd been dancing with that night being the one inside her. Jonathan thought of that guy being in his place in that very moment. He rested his hands on Bridget's ass for a moment and then ran them up her back, offering gentle pressure as he resisted the notion of grabbing her hips and fucking her like her college boyfriend used to do.

"Did it feel good?" he asked. "With the college guy, I mean?"

She pulled her hips forward and Jonathan looked down to see his cock reappear from deep inside her. He was slick with her juices, though it was hard to admire the beauty of her wetness on his shaft given the intense pleasure he felt, a pleasure that deepened when Bridget pushed back, swallowing him with her pussy in one fell swoop.

"Oh my god," he said.

"I liked that he liked it," she said. "It's not my favorite position - that would be girl on top - but he loved it so much that I ended up enjoying that part of it. Plus, it was easy to cum just by playing with my clit while he fucked me."

Jonathan couldn’t help but picture someone else fucking her. Maybe that's what she wanted. Why else would she be talking about having someone else inside her while his cock was buried in her? Again the thought provided a surprising sense of arousal. Jonathan tried to push it away - to focus on the moment - but he wasn't anywhere near as successful as he would have liked.

"What are you thinking about?" she asked.

He looked up to see Bridget looking over her shoulder and smiling at him. He wasn't sure if it was wise to answer, but he wasn't keen on lying to her, either. "I was thinking about you having sex with someone else. With the guy in college. And also with the guy from tonight. The one who kissed you."

She moaned and pulled her hips forward. She pushed them back. She did it a handful of times. She was fucking him. Just like when she was on top, Bridget was in total control.

"Bridget...I'm close," he said.

That's when she fell forward onto her stomach. His cock completely departed her pussy and throbbed while covered in her juices. Bridget spun around, crawled closer, and took him in her mouth. She looked up while Jonathan looked down and moaned. She played with his balls and very nearly swallowed every inch of his slick, stiff shaft.

The oral pleasure lasted no more than thirty seconds before she pulled back, spun around once more, and rolled onto her back. Bridget reached between her legs and masturbated, furiously rubbing her clit as she stared at Jonathan with a look of pure, lusty pleasure on her face.

"Stroke your cock...but don't cum," she instructed.

Jonathan masturbated as he watched Bridget do the same. He listened to her moans. He saw her pussy get wetter as her moans got louder.

"Fuck, I'm cumming!"

Jonathan had to loosen his grip on his cock to keep himself from cumming as Bridget climaxed. He watched - and admired - the beautiful look on her face as she came. He noted that her nipples had gotten harder. He noted that her pussy was absolutely soaked. He noted how her chest and cheeks were flushed red in the immediate aftermath of her climax. He noted all of it because he wasn't concentrating on his orgasm, but instead was entirely focused on hers.

"Stop stroking," she said breathlessly.

Jonathan let his hand fall to his side and watched as Bridget rolled onto her stomach, looked over her shoulder, and said, "Rub my legs and my feet. Take your time. Be a good boy and concentrate on my pleasure and my pleasure only."

Jonathan went to work. He rubbed her legs. He took pleasure in it, too. They were soft and warm and sexy and they led to her ass, which was perfect in every way. He rubbed her feet, too, sitting on the bed to take them in his hands and give them the attention they deserved.

Amazingly, his cock stayed stiff throughout. It helped that Bridget would occasionally tease his stiffness with her toes, but mostly Jonathan stayed stiff because he was hugely aroused by the entirety of their evening together.

"I love making you feel good," he said - unprompted - at one point.

Bridget moaned, teased his cock a little with her foot, and replied, "That's good, because we're going to be seeing more of each other from here on out and I expect you to always put in a great deal of effort to make me feel good."

"I will."

"That effort will be rewarded, though. Don't you worry. Just make sure that you stay dedicated to my pleasure, to my satisfaction, to my happiness. If you do, I'll make sure that you're very well-rewarded."

Jonathan's pulse raced and his loins tingled with desire at Bridget's words, at what they meant, at her comfort in exercising a level of control he never knew he wanted from a woman.

"I feel like...like making you feel good is a reward all on its own," he said as the words poured from his lips the moment his brain processed the realization.

"How nice for me."

Jonathan felt like the lucky one, though he realized that it was quite likely he and Bridget had stumbled into a kind of chemistry that was exceedingly rare in relationships.

"A good boy deserves more than the pleasure of making me feel good, though," she added. "A good boy - especially a good boy like you, Jonathan - deserves the kind of reward that makes his head spin with pleasure. Tonight, you've been such a good boy that you deserve to get your dick sucked by your beautiful, eager girlfriend."

Though Jonathan wanted a blowjob, he kept on rubbing Bridget. He worked her feet, her legs, her ass, and even leaned far enough forward to work her lower back from time to time. He did so while his dick raged, while arousal coursed through him, while naughty thoughts of all kinds ran through his head, each one crowding out the previous thought as Jonathan realized he was as turned on as he'd ever been.

"It's weird..." Bridget began before trailing off and saying nothing for a few seconds. "I shouldn't have let that guy kiss me tonight...and yet it felt good when he did it. His lips were soft but firm. He kept his tongue in his mouth, which was the right move in that moment. His grip on my waist was strong and confident."

"I saw it on your face," Jonathan replied.

She looked back at him.

"The enjoyment. How good it felt. I saw it on your face. For just a moment."

"How did it make you feel to see that?"

"It felt good to see you feeling good. To see you enjoying yourself. I don't know...I didn't really think that you were going to just abandon me and go home with him, you know? I just thought you were doing what felt good, that you were seeking your pleasure while knowing I was watching."

"And you were okay with that?"

Jonathan ran his hands all the way up to her lower back, leaned forward, and kissed the soft cheeks of her ass. "I was," he said.

He kissed her ass again, and again, and again. It felt good and a little bit...kinky.

"That feels nice," she said softly.

Jonathan ran his fingers over her lower back while showering Bridget's ass in soft kisses. She laid on her stomach and let out a gentle moan every now and then. His lips made their way towards the inner part of her cheeks, the part that hid her asshole. Propelled by a desire he didn't fully comprehend, Jonathan kept kissing until his lips were pressed against the space where her two cheeks met. He then kissed his way up until his lips found that little indent at the small of her back just above her ass cheeks.

"Do you like kissing me back there?" she asked.

"I really do," he answered.

"Would you like to explore a little more?"

Jonathan knew what she meant and the tone of her voice made it seem like she'd be okay with him doing it. "Yes," he answered.

She looked over her shoulder, smiled, and said, "Go right ahead."

He held her gaze as his lips fell to the small of her back once more. He kissed it softly and Bridget smiled. His lips moved down a little more and he gently spread her cheeks with his fingers. Her smile turned into a look of lust as he kissed his way down her crack. Suddenly Jonathan's heart was pounding and his cock throbbed. He was about to do something he'd never done before. Something that felt dirty in the best way possible.

"That's it," Bridget said. "Do what feels good. Explore my body. Explore a new way of pleasing me."

The head of his cock rubbed over the bed sheets and he shuddered in pleasure. He pulled back to stare at her asshole. It looked pink and wrinkled and smooth and it struck him as utterly perfect.

Bridget lowered her head and Jonathan pressed his face between her cheeks and kissed her perfect, puckered asshole. She moaned softly and he kissed it again, and again, and again.

Then, as his heart pounded, Jonathan extended his tongue and ran the tip over his girlfriend's asshole. The taste was faintly metallic, but it was largely pleasant. Even if it had been gross, though, the desire coursing through him would have easily counteracted any revulsion.

"Mmm, that feels so good," Bridget said softly.

She reached back and slipped a hand under her stomach and between her legs. She moaned as her finger moved over her clit. Jonathan rubbed his cock against the bed and enjoyed the pleasure of just a bit of friction while he extended more of his tongue and lapped at her asshole, settling in to giving a full-on rimjob.

It wasn't long before Bridget had a second orgasm. This one struck Jonathan as more significant, more pleasurable. She moaned louder. Her body shook. Her ass cheeks clenched around his face, pushing his tongue away from her asshole, though that put a smile on Jonathan's face.

Eventually, she got on her hands and knees, crawled away, and rolled onto her back. Bridget had a bright smile on her face. "That's the first time a man has ever licked my asshole," she said. "And it felt fucking incredible."

Jonathan sat back on his knees. "I really enjoyed that."

She glanced at his cock, smiled, and said, "I can see that. I think it's time for your reward. Why don't you sit against my pillows."

Jonathan took his position against the pile of pillows at the head of Bridget's bed and she crawled between his legs. She settled onto her stomach and took him in her mouth. The pleasure was instant as heat and wetness engulfed his cock while her tongue danced over the head.

"Oh, fuck," he muttered. "Bridget...that feels so good."

She sucked him slowly and managed to maintain eye contact - when his eyes weren't closed from the sheer pleasure of it - all the while.

"You know, I like to give pleasure too," she said at one point before showering the underside of his shaft with kisses. "Probably not as much as I like to receive it, I suppose, but I do like making my boyfriend feel good."

"I know you do. And I'm a very lucky man."

She smiled, kissed the head of his cock, and said, "Yes, you are. Make sure you don't forget that."

Bridget was smiling, but she meant it. She wanted Jonathan to be sure he never forgot that he was a lucky man. Lucky to be with a woman like her. Lucky to be with a woman who seemed to fit so well with him. He wouldn't forget it. He couldn't forget it. He fit better with her than any woman he'd ever been with, including the woman he thought he was going to marry.

"What would you have thought if I'd actually given my number to that guy at the bar? The one I was talking with - flirting with, really - when you came in?"

She took him in her mouth and he moaned. "I...I would have been jealous. I think I...I don't know, I think I also would have found it weirdly pleasurable. Kind of like it would be weirdly pleasurable if you didn't let me cum tonight."

"My pleasure - in whatever form that takes - is more important to you. Is that what you're saying?"

He nodded.

Bridget smiled. "That's good. That's how it should be, Jonathan. That's how you should always feel. You should always put my pleasure first. Always. I think that's what makes us both feel good, though."

"It is."

Then she engulfed his cock in her mouth. She swallowed almost everything Jonathan had to offer. She played with his balls. She wrapped her fingers around what remained of his shaft, took a tight grip, and then moved them towards the head as her mouth pulled back. In that moment, Jonathan was absolutely certain he'd never felt anything as pleasurable. Never in his life had he been so aroused. Never in his life had a woman made him feel so good.

Yes, Bridget liked it when her pleasure came first, but she was also being quite clear that she had no trouble making Jonathan feel better than anyone ever had. He felt so good that an orgasm was moments away.

"I'm gonna cum," he said.

Bridget swallowed him again. Her mouth moved up and down his shaft along with her hand. It was bliss. Pure, perfect bliss. A blissful orgasm followed. He looked down to see joy in her eyes and her lips sealed around the head of his cock as he came in her mouth. It was that last bit that put it over the top and made it the best orgasm of Jonathan's life.

His body trembled. He muttered unintelligibly at the sheer pleasure of it. His head fell to the pillow. His arms spread out. He closed his eyes and a big smile crossed his face as a feeling of joy and relaxation spread over him.

Bridget crawled forward and tucked her body next to his. She kissed him on the cheek and Jonathan turned his head.

"That was the best orgasm I've ever had," he said.

"It was my pleasure," she replied.

Her lips found his. They shared a deep kiss. One that tasted a little of cum, though Jonathan didn't mind the taste in the slightest. Bridget seemed to enjoy his eagerness to kiss her, too, as she moaned while pressing her body a little tighter against his.

"I want to cum again," she said.

"What can I do?"

"You can go down on me. Feel free to take your time, too. Feel free to worship my pussy, in fact."

It was an invitation Jonathan was more than happy to accept, as the idea of worshiping his girlfriend in that moment was utterly enthralling. So he moved between her legs and spent the next half hour slowly luring her towards an orgasm, taking joy in every bit of pleasure he offered with his tongue, lips, and hands, and taking the greatest joy in the body shaking orgasm she eventually enjoyed.