Good Boy - Part 2 (Patreon)

Click here to read the first part of the story.

Jonathan couldn't remember how long it had been since he'd gone a week without an orgasm. It seemed entirely possible that he'd never gone more than a week since having his first orgasm.

He was certainly unfamiliar with the increasing sense of desperation that overtook him as the days rolled by. The first few were simple. He thought about masturbating a great deal, but it was easy enough to resist the temptation. By the third day it got more difficult. By the fifth day he was aroused almost constantly. It took little more than a glimpse of a beautiful woman on the street or the delicate scent of someone's carefully chosen perfume to set him off.

Everything - literally everything - was more challenging because of that desperation to cum. A trip to the grocery store became a gauntlet as Jonathan averted his eyes from every woman he came across. Seeing a beautiful actress in a TV show or movie stirred his loins in an annoyingly speedy manner, making it damn near impossible to concentrate on what he was watching.

When Bridget finally texted - six days after they'd last seen each other - Jonathan was overcome with delight at her invitation to join her for a date the next day. They would meet at the park at noon. He slept fitfully that night, his dreams filled with thoughts of Bridget, of the beauty of her pussy, of the way she tasted, of the way it felt to have her in his lap as they made out, of the way her tongue felt as it moved into his mouth.

It was a beautiful spring day. Jonathan wore a pair of jeans, a newish pair of shoes, and his favorite button up shirt. He'd put more time into grooming himself than normal and he was quite confident he looked good for Bridget.

She was seated on a bench with her legs crossed and seemed engrossed in the book in her hand. She wore a red sundress, a white cardigan, and a pair of white sandals. Her blonde hair cascaded past her shoulders in a casual-but-stylish manner and she looked perfect. Completely and utterly perfect. Jonathan was smitten from a hundred yards away and he fell deeper into that desire as he got closer to the girl that had so deftly garnered his overwhelming affection at the engagement party

Bridget looked up as Jonathan approached and joy spread across her face as her lips curled into a bright smile. She closed the book, slipped it into her purse, and stood with that same smile on her face. Jonathan's pulse quickened as the cute blonde approached and stepped into his arms.

"It's so nice to see you again," she said.

Jonathan expected a hug, but instead Bridget kissed him. It wasn't a second date kiss, either. It was a long, deep, sensual kiss. There was quite a bit of tongue, too, and were Jonathan not so lost in his arousal he would have been alarmed at the speed with which he achieved a full erection.

It wasn't until the kiss concluded that he worried that being so hard in public might be a problem. Bridget stepped back, looked down, and then smiled before stepping closer and once again pressing her body against his.

"It seems that you were a good boy for me," she said while studying his face. "Is that true?"

He nodded.

"Was it difficult?"

"Yes. More than I thought it would be. I'm not sure I've ever gone that long without an...well, without masturbating."

Bridget smiled and kissed his neck in the most erotic manner he'd ever experienced. For just a moment her tongue danced over his skin and he felt a shudder of pleasure rush down his spine, luring his cock into an even stiffer state, which Jonathan would have thought was impossible.

"We should sit," she said with a smile.

Bridget took his hand and led him to the bench she'd occupied as he approached. She sat close enough that their legs touched and he couldn't help but reach out and caress the soft skin just above her knee.

"You look so beautiful," he said. "I love that dress. And the sweater. It's perfect." Jonathan thought he sounded a bit foolish - like a lovesick teen - but his words brought a smile to Bridget's face and she leaned over and kissed him on the cheek.

"You look awfully good yourself. Did you put in some effort to look good for me?"

He nodded.

"I did the same," Bridget said. "I thought about you a lot this week, actually."

"Really?"

"Does that surprise you?"

He nodded. "A little, I guess. I mean, maybe it shouldn't. You're just so...I don't know, so beautiful. So confident. So...amazing."

She seemed delighted. "So are you, Jonathan, though it seems that you're not quite aware of how amazing you are, perhaps because your former fiancée broke your heart into a million pieces. Don't worry, though. I think we can rebuild that heart of yours. I think we can be an amazing couple."

Jonathan couldn't remember the last time he'd felt as happy as he was in that moment. "Yeah?"

Bridget nodded. "For what it's worth, there's nothing I'd rather do right now than climb into your lap, furiously make out with you, and get so turned on that I absolutely must feel your tongue in my pussy again."

"I'd really like that too."

She laughed and kissed him on the cheek. "I'm sure you would. You got awfully hard for me when I kissed you."

"Yes, I did."

Bridget placed her hand on his and gently nudged Jonathan's fingers a little further up her thigh until they rested at the hem of her dress. "It turns me on that you were a good boy, that you didn't masturbate. It turns me on that you got so hard for me. It turns me on more than you can imagine, Jonathan."

He was hard again. Merely touching the soft skin of her thigh and looking into her beautiful eyes was enough to get him hard. "I'm turned on all the time now. I got turned on the moment I saw you, and obviously I got really, really turned on when you kissed me. And touching you right now is turning me on."

Bridget seemed utterly delighted by Jonathan's desire and more than once she glanced at the obvious bulge in his pants. "How would you feel about being my boyfriend?"

"I can't think of anything I'd enjoy more," he answered.

Bridget smiled and guided his fingers a few inches under her dress. It seemed risky to do so in public, but that part of the park was sparsely populated and he wasn't about to turn down the chance to touch her in that manner.

"You will have to be a good boy for me," she said. "I'm not a terribly strict girlfriend, but I do expect my boyfriends to do as they're told. That kind of relationship isn't for everyone."

"I want to be a good boy for you," Jonathan replied as arousal coursed through him. He wasn't entirely sure why he found the notion of following her rules so thrilling, but he did.

"I wish I could take you back to my apartment right now," Bridget said with a smile. "I'm so wet, Jonathan. I'm so desperate to cum. I haven't pleasured myself since last weekend, either."

He found that revelation surprising and delightful. "Really?"

"It's more fun this way. I imagine I feel almost as desperate for an orgasm as you do." She glanced at his crotch and the bulge that remained there. "Well, you're probably a little more desperate."

"Why can't we go back to your apartment? If you don't mind me asking, that is."

She smiled. "Because we have somewhere we need to be. My friend is having a baby shower here in the park. She and her husband - they got married young - moved to the suburbs a few years ago but they've come back to the city for the party so all their friends could attend. And don't worry, it's not the kind of baby shower that's all women. Everyone is invited. It should actually be a good time and I want to introduce my boyfriend to my friends."

"It would be a pleasure to meet your friends and, of course, to be your boyfriend."

"I thought you might say that," Bridget said before resting her head on his shoulder while simultaneously guiding his fingers further up her leg until they were pressed against her panties.

She moaned softly and Jonathan felt the wetness in her underwear. She wasn't lying about her arousal. She was soaked. Given that she'd placed his fingers there, he took the initiative and rubbed her clit a little, moving in small circles and eliciting a moan before she turned her head, kissed his neck, and did something truly wondrous with her tongue that made his dick throb like crazy.

"Fuck...that feels so good," she whispered. "I could cum so easily, Jonathan. I could cum thanks to those talented fingers of yours. I could cum so hard."

He kept rubbing. If she was going to let him, Jonathan was going to make her cum.

"I want to wait, though," she said before guiding his hand out from between her legs, lifting it to her lips, and placing a few soft kisses on the fingers that had just offered a gentle clitoral massage. "Don't worry, though. We're going to have fun after the party. I'm going to make sure you cum, too. You've been a very good boy and you deserve a reward."

The notion of cumming was enough to send yet another surge of arousal through Jonathan's body. His cock throbbed and he felt the heat and wetness of precum at the tip. His underwear were likely a wet, sticky mess, but thankfully nothing showed through the dark fabric of his jeans.

"We'll wait until your cock softens," she said. "Then we can go to the party, and I promise I'll try my best not to arouse you while we're with my friends."

The look on her face made it clear that Bridget didn't mean a word she said, that she was likely going to try very hard to arouse him at the party. Jonathan was more than happy for that particular promise to be broken, though.

---

Bridget's apartment was bright, clean, and beautifully decorated with splashes of pastel colors - via an accent wall and the pillows on her couches along with a few pieces of art - that made it feel as though you could glean details of her personality by simply stepping into the living room.

Jonathan had only a few moments to admire her decorating skills before Bridget pulled him towards the couch and straddled him. Their lips met and she dropped her crotch onto his and began grinding back and forth as their tongues danced.

He ran his hands up her back and under the cardigan, caressing her soft skin as she kissed his neck, nibbled his earlobe, and then invaded his mouth once more with her eager, exploratory tongue.

Jonathan ran his hands down her back, pulled up her dress, and grabbed the bare cheeks of her ass that her thong conveniently left exposed. She moaned into his mouth and he delighted at his seeming ability to turn her on with nothing more than his touch.

Bridget leaned back and took her cardigan off. She pushed the straps of her sundress from her shoulders slowly lowered it, exposing her wondrous, perky breasts, which were absent the coverage of a bra.

"My friends loved you," she said as he stared at her breasts for a moment before dragging his gaze to her equally enthralling and wondrously beautiful face. "More than a few pulled me aside to say that we seemed so good together, that you seemed perfect for me."

It was the first baby shower Jonathan had ever attended and he'd had a far better time than expected. The fact that her friends seemed most interested in throwing a good party - the food and beverages, which included alcohol, were exquisite - likely contributed to the good time more than anything, though being utterly enamored with his date and thus eager to impress her friends made Jonathan a great deal more engaged than he typically was at a social gathering.

"I really liked everyone I met," he said. "They're all so nice and they really seem to like you. I swear, everyone had such good things to say about you."

She laughed softly. "That's at least in part because they could see how much I like you. They haven't been quite as friendly to some of the other guys I've dated."

"I feel lucky."

Bridget smiled. "You should. I'm a catch."

She was. Jonathan knew that. He understood that some guys would struggle to date a woman that found pleasure in making her boyfriend stick to a set of rules, but there was no question that Bridget was a catch.

Those thoughts danced through his head as she leaned in to kiss him and the moment her lips touched his Jonathan was overwhelmed with desire. Bridget added a few hip thrusts that built blissful friction between his legs and he reached up to take her breasts in his hands and gently play with them, eliciting a moan and further friction as her crotch moved back and forth over his lap.

"I'm sorry I teased you so much at the party," she said with a smile.

She wasn't sorry. Jonathan knew that. She didn't need to be sorry, though. He'd enjoyed every bit of attention she'd offered him, from sneaking a few deep kisses to the constant touching to the occasional whisper about how badly she wanted to cum or how she was going to make him cum once they got back to her apartment. All of it had proved arousing and on a few occasions he'd had to sit to ensure that his semi stiff cock didn't draw too much attention.

"I like being teased," he replied.

"Good, because I'm not really sorry."

Jonathan laughed and Bridget smiled brightly before leaning in to kiss him again. It was a long, slow, romantic kind of kiss and when it ended she sat up a little straighter and leaned forward until her breasts were inches from his face. Jonathan took the hint and encircled one of her nipples with his lips. He sucked gently and then moved his tongue back and forth over the stiff flesh as Bridget ran her fingers through his hair and moaned like he was licking her clit.

"Mmm, that feels so good, Jonathan."

He moved to her other breast and offered it the same erotic attention. He ran his hands down her back and squeezed her ass at the same time, producing a longer and deeper moan from his beautiful girlfriend.

"You're very good at that," Bridget said as she leaned back and smiled. "It's nice to be with a man that knows how to treat a woman's breasts."

He was about to say something when she stood up, took a few steps back, and unzipped her dress. It fell to the floor, revealing the delicate lace thong that was all that remained of her outfit.

"Take your clothes off," she instructed.

Jonathan stood and stripped as Bridget watched. He felt a little self-conscious, in part because he suspected someone as irresistible as her had been with guys in far better shape than him.

As soon as he was naked, Bridget approached with a smile on her face and took Jonathan's cock in her hand. She stroked him slowly and reached up to run her fingers through his sparse chest hair.

"You look good," she said.

"You look better," he replied.

She smiled, stood on her toes, and kissed him while gently tightening her grip on his cock and stroking him slowly, sending wave after wave of intense pleasure through his body.

"You're so hard," she whispered.

"You turn me on like no one ever has."

Bridget took his hand and guided Jonathan's fingers into her panties. He pushed through her short pubic hair and a finger slipped between her labia and into the wetness of her pussy.

"You turn me on like no one ever has," she said softly.

He rubbed her clit and Bridget closed her eyes and moaned before kissing him once more.

"Will you be a good boy for me, Jonathan?" she asked.

"Yes, I will," he answered, though Jonathan had little concept of what she had in mind.

With her fingers still firmly around his cock, Bridget led Jonathan into her bedroom. It was small - cozy, really - but it was immaculately decorated, just like her living room. There was a decidedly feminine feel to it, though he found that rather arousing, like he was being led into her sanctuary because he'd earned her trust.

Bridget released his cock and crawled into her bed. While on her hands and knees she looked over her shoulder, smiled, and said, "Lower my panties."

Jonathan reached out and pulled her delicate panties down to her knees. Her asshole looked unexpectedly beautiful, but it was her plump pussy lips that drew his attention. The wetness between them was endlessly alluring and his cock throbbed with desire as his body screamed at him to crawl into the bed, slide into her from behind, and fuck her with wild abandon until he'd cum.

"You want me, don't you?"

"More than I've ever wanted anyone or anything," he answered.

Bridget reached back, spread her pussy lips, and pushed two fingers inside while she played with her clit. Jonathan stared and quickly concluded that it was the most arousing thing he'd ever seen. He was, in that moment, quite jealous of her fingers, too, as they were permitted to penetrate her.

With one finger still dancing over her clit, Bridget pulled the other two from her pussy, extended them towards him, and said, "Taste them."

He leaned over and took her fingers in his mouth while his forehead pressed against her smooth, perfect ass. Bridget moaned as he sucked her fingers clean and when she pulled them from his mouth they entered her pussy once more.

"Stay there and watch," she instructed.

Jonathan couldn't have been happier to do so. Not only was it thrilling to watch Bridget masturbate, but the sound was exquisitely arousing. She was wet beyond words and the aural pleasure was blissful. It made him think of fucking her, of course, though he had no sense of whether or not he'd be permitted such a pleasure that afternoon.

"Suck them clean," she instructed as her fingers exited her pussy once more.

Jonathan sucked them clean again, though this time he put in a little more effort. He closed his eyes. He sucked hard. He swirled his tongue around them. He tasted the incredible sweetness of her juices and he found it unexpectedly pleasurable to put such effort into sucking on a part of her body that likely offered her no direct physical pleasure.

"Fuck...you have no idea how much that turns me on," she said.

Jonathan moaned in response. He couldn't say a word with her fingers in his mouth but he wanted to make sure that Bridget knew he was excited. Enthralled, even.

She fell forward onto her stomach and quickly rolled onto her back as Jonathan stood at the side of her bed and admired her body, which struck him as the most beautiful he'd ever seen.

"Take my panties off," she said.

He hastily dispensed with her panties and tossed them on the floor. Bridget slowly - almost theatrically - spread her legs, running her fingers up her thighs as she did so and eventually framing her perfect, wet pussy and drawing Jonathan's gaze to it.

Bridget pointed towards her nightstand and for a moment Jonathan was absolutely certain she was going to instruct him to get out a condom. "There's a toy in my nightstand," she said with a smile. "Would you get it for me?"

He opened the drawer and saw a purple vibrator with a gently curved upper half. Jonathan plucked it from the nightstand and was surprised to find that the toy was slightly soft in his hand, though that wasn't unlike an actual cock.

Bridget extended her hand and Jonathan offered the toy. She took it from him, twisted the top, and brought it to life as the gentle whir of the small motor inside filled the air.

"You were hoping to fuck me, weren't you?"

He nodded.

"Don't worry, Jonathan. You'll get to fuck me. But not today. It's only our second date. A girl like me doesn't fuck on the second date. I do want to cum, though, and I want you to help. Will you do that for me?"

Jonathan's disappointment was minimal. After all, he was naked with a beautiful girl and she was going to have an orgasm. What could be better. "I'd love to help."

"Good. Crawl between my legs and kiss my pussy."

Jonathan moved between her beautiful legs, situated his body so as not to crush his stiff cock against the bed, and placed a series of soft kisses on Bridget's enflamed pussy lips.

"That's a good boy," she said before reaching down to run her fingers through his hair. "Remember, good boys get rewarded."

He was determined to be good.

"Now kiss my clit."

Jonathan pursed his lips and pressed them against her clit, which had emerged from its protective hood in search of pleasure. Bridget moaned softly and her fingers entwined in his hair. He kissed her clit again, and again, and again. He wanted to extend his tongue and put it to work, but she hadn't told him to so and Jonathan was determined to be good.

"This toy has given me more orgasms than any one man," she said. "And perhaps more than all the men I've been with put together."

"I'd like to surpass that toy someday," he replied.

Bridget looked genuinely overjoyed at his statement. She ran her fingers through his hair and then sat up, lifted his lips to hers, and kissed him with such passion that it caught Jonathan off guard.

"I'd like that too," she whispered. "You'd have to be a very, very good boy for that to happen, though."

It felt to him like she was being very clear about her expectations in a long term relationship. For some reason, Jonathan found it intoxicating. "I will be," he replied.

Bridget leaned back a little and held the toy between them. "Kiss the toy," she said. "Show it a little bit of affection for how good it makes me feel."

Jonathan pursed his lips and kissed the purple dildo as he stared into Bridget's eyes. It was such a small, seemingly inconsequential act, and yet he felt a blissful surge of desire work its way through him.

She laid back, spread her legs, and turned the vibrator on once more before placing it against her pussy. Jonathan watched in utter fascination as Bridget closed her eyes, grasped one of her breasts, and arched her back while unleashing a beautiful moan.

"May I kiss your thighs?" he asked.

"Yes."

He kissed his way up and down her soft thighs. He got as close to her pussy as he could. He ran his fingers over her smooth skin, too. He listened to her beautiful moans and watched as her pussy somehow get wetter, leaving one side of the vibrator completely coated in her juices.

Possessed by a desire he didn't quite understand, Jonathan leaned in and kissed the tip of the vibrator. He kissed it again, moving up the shaft of the purple toy as Bridget held it against her pussy. He repeated the process until he was kissing her fingers. It wasn't until then that he looked up and saw the smile on her face.

She twisted the knob and turned the vibrator off and for a moment Jonathan was worried. Bridget was still smiling, though, and when she reached down to caress his face he knew he wasn't in trouble.

Instead, she slid the toy into her pussy, burying every inch inside her as he felt a surge of pleasure work its way through him. When the toy emerged from her body, it was coated in a thin layer of her juices.

"Would you kiss it now?" she asked.

Jonathan nodded and kissed the tip of the toy as Bridget rubbed her clit and moaned. He wasn't sure why, but she seemed excited at his willingness to show affection to the object that had just been inside her. As a result, Jonathan kept on kissing it, working his way from the tip to her fingers and back down to the tip.

Again she penetrated herself, this time moving the toy in and out while rubbing her clit. Jonathan's fascination grew deeper and he felt an unexpectedly intense kind of pleasure at watching Bridget fuck herself.

Then she pulled the toy from her pussy, lifted it, and presented the tip. Jonathan stared at the glistening dildo, crawled a little closer, parted his lips, and took it in his mouth.

"Oh, fuck," Bridget said as she rubbed her clit furiously.

Jonathan wasn't sure why, but he felt the same arousal Bridget seemed to be experiencing as he sucked on the toy. He went for it, too. He took it in his mouth. He sealed his lips around it. He sucked on it hard. He swirled his tongue around it. He tasted her pussy, her sweetness, the juices of her arousal and it felt incredible.

"Oh my god, I'm cumming!" she cried out.

Jonathan met her gaze as he sucked more of the toy into his mouth. She moaned louder and then her head fell to the pillow and she dropped the toy, leading it to fall from his lips and onto the bed between her legs.

Jonathan had never seen a woman cum like that before. It was an astoundingly pleasurable sight to behold and he was delighted that his willingness to suck on the toy seemed to be the driving force behind her pleasure.

As he softly kissed her thighs - which were still gently trembling - Bridget looked up, smiled, and said, "Come here. Come lie next to me."

Jonathan crawled forward and rolled onto his back next to Bridget, who cuddled up next to him and took his cock in her hand. She used his precum as lube and stroked him slowly while showering his neck in erotic kisses.

"I don't know if I've ever cum like that," she whispered. "That was amazing. You were amazing."

"It turned me on," he admitted. "To do that. To watch you get so turned on while I did it. It was...it was hot in a way I really don't understand, but I loved it."

She tightened her grip on his cock and delivered extra pleasure, punctuating her strokes with a twist of her hand and a series of beautiful moans as Jonathan felt his orgasm approach.

"To watch you be a good boy like that, to suck that toy fresh out of my pussy...to watch you suck on it without being told...Jonathan, it was so beautiful...it was so sexy. It made me cum so hard. You were such a good boy...you sucked like such a good boy."

Jonathan came. His loins tensed up and exploded in pleasure. His toes curled and his torso shot up in the air a few inches before he fell back to the bed as Bridget gently worked the tip of his cock and ensured the most pleasurable orgasm imaginable. Cum sprayed onto his stomach, his upper thighs, and her hand, making a spectacular mess, though that somehow made the orgasm feel even better.

"That was amazing," he said after he’d recovered. "This whole day. This whole week. Every moment since I met you, Bridget, has been amazing."

"I feel the same way," she replied. "And thank you, Jonathan, for being such a good boy for me."

Even after he'd cum it felt so erotic to hear her utter those words.

"It was my pleasure," he said.

"Let's get cleaned up and go out for a drink and dinner."

He smiled. "Nothing would make me happier."