Good Boy - Part 9

Click here to read the previous parts of the story.

 "Two pain au chocolat, please."

The girl behind the register rang up the order and Jonathan tapped his card against the reader as she bagged two chocolate croissants. He added a generous tip, took the bag, and turned to head back to the sidewalk where Bridget waited.

Jonathan stopped when he saw her talking to a guy. He was tall and good-looking and their body language seemed to indicate they knew each other. The fact that Bridget reached out and rubbed the guy's arm - in a friendly sort of way - provided further evidence that she'd run into someone they knew.

Bridget turned as Jonathan stepped out of the bakery and smiled brightly at him. He came over and she offered a quick kiss on the cheek before introducing her friend.

"Jonathan, this is my friend Brad," she said. "We knew each other in college."

"Nice to meet you."

Brad smiled as they shook hands. "You too, Jonathan." He turned to Bridget. "And it was really, really good to see you again, Bridget. I'd love to meet up for a drink or take you guys to dinner while you're in town, so let me know if you have any free time."

Bridget entwined her arm with Jonathan's, smiled, and said, "I will. Good to see you."

Brad waved and stepped into the bakery as Bridget and Jonathan set off down the sidewalk of the beautiful seaside town they'd picked for their first weekend getaway as a couple.

"Who was that?"

"An ex-boyfriend," Bridget answered. "We dated in college."

Jonathan noted the smile on her face and surmised that it had been a good relationship.

"Is he on vacation too?"

She shook her head. "No. He lives here, actually. He was in the city for a few years but he wanted something quieter so he bought a property here. He works remotely. He says he's never been happier."

Bridget guided them towards the water and they found a seat on a bench with a lovely ocean view. The sound of the waves lapping at the retaining wall proved rather pleasant as Jonathan pulled napkins and the baked treats out of the bag.

"I was thinking I'd give Brad a handjob while we're here."

Jonathan stopped short of biting into his pastry as he studied Bridget's face to see if she was serious. "Wait, what? Really?"

She took a bite of the flaky dessert and nodded. "God, this is so good. The recommendations for that bakery were spot on."

"Bridget...you're going to give him a handjob?"

She smiled and swallowed. "Well, I'm going to hook up with him. We'll kiss. We'll touch each other in all the right spots. He'll probably play with my breasts. If I'm feeling especially good I'll let him free them so he can kiss and lick and suck on them. He used to love doing that and he was remarkably good at it, so I wouldn't be against it. Eventually, though, I'll have his cock in my hand. I'll stroke it nice and slow. Maybe I'll do it while he fingers my pussy. Either way, the night is going to end with a handjob and with both of us having an orgasm."

Jonathan was stunned. Bridget had been clear she intended on giving someone a handjob while he watched, but he hadn't expected it to happen on their vacation, though he wasn't sure why.

"Oh, and of course you'll be watching," she added.

She took another bite of her chocolate croissant and gestured towards his, which remained intact. Jonathan took a bite and he too marveled at how good it was. He wasn't sure he'd ever had such a good croissant, in fact, certainly not in the city.

"How long did you go out with him?" he asked.

"Four months or so."

"Was it good?"

Bridget nodded and smiled. "Very good, actually. We broke up before summer break and we didn't get back together after the summer. It was a college thing, you know? It was good, though. Really good. He's a nice guy and more skilled than you might think. He's got a really nice cock, too, if I remember correctly."

It felt strange to be talking about another man's cock while eating chocolate croissants on a bench overlooking the ocean, but Jonathan had gotten used to the fact that his relationship with Bridget was different than most. That's what he liked best about it.

"At that point I wasn't in touch with my...well, my desire to be in charge. I was just exploring and so was Brad. It was everything a college relationship is supposed to be."

She leaned over and kissed Jonathan's cheek and then reached up to wipe away a bit of chocolate that had been on her lips.

"I do remember that he fucked me exceptionally well, though."

Jonanthan's cock stirred, though his arousal was unsurprising. He'd become increasingly aroused at the notion of Bridget finding pleasure with other men, so of course talk of her past sexual partners was bound to bring about at least a bit of excitement.

"Do you think...when you were talking to him, do you think that he was thinking about your past? About the fun you used to have together?"

She smiled. "About fucking me, you mean? Was he looking at me in this pretty dress and thinking about lifting it over my head, tossing me into his bed, and having his way with me?"

Bridget was teasing him. She was trying to turn him on. She'd become increasingly delighted at her ability to do so when talking about other men and Jonathan wouldn't have been surprised to find dampness between her legs in that moment.

"I'm pretty sure he was. He glanced at my breasts a few times and he kept looking at my lips, like he was thinking about kissing me, or perhaps about feeling my lips around his cock one more time."

Jonathan was a little embarrassed that he'd gotten fully erect, but there was no helping it. The fact that he'd gone more than a week without an orgasm didn't help as his arousal was on a hair trigger.

Bridget leaned in again, this time kissing his neck softly before she whispered, "I liked sucking his dick. I liked feeling him in my mouth. I liked that it turned him on so much that I was willing - even eager - to give him head, to make him feel good, to make him cum in my mouth. I was a good girlfriend, too, because I always swallowed his cum."

Her hand moved between his legs and she caressed his cock a little. Jonathan was so turned on that he moaned and he was a little alarmed to discover that it would have been very simple for Bridget to make him cum in his pants. Thankfully, she released his cock after just a few strokes and sat back with a smile on her face.

"I love that you're so into this," she said.

"You're into it too, right?"

Bridget nodded. "I'm turned on. Very much so, in fact. I got a little turned on just talking to Brad. Not because of the memories but because I knew that I could hook up with him if I wanted to, that I could make you watch as I hooked up with him, that I could pleasure another man - and be pleasured by him - while my boyfriend happily sat there and watched. You have no idea how much of a turn on that is for me."

She was right that Jonathan couldn't really understand her arousal. It was different than his, after all. What was an absolute truth was that they were both turned on at the idea of Bridget fooling around with Brad.

"So, are you going to do it? Hook up with him, I mean?"

She nodded and took another bite of her croissant. Jonathan watched her lips as she chewed and he couldn't help but think of them wrapped around someone else's cock. That hadn't happened yet and there was every chance it wouldn't happen, but the thought still danced through his head and kept his cock in an erect state, which he found delightful.

"I got his number. I'll text him soon. I'll set something up for tonight."

"Are you sure he'll be willing to let me watch?"

Bridget smiled. "I'm sure I can convince most men to do just about anything for me, and given that Brad knows that I can make him feel good - that I'm very good at it, in fact - I'm certain I can convince him to let you watch."

Jonathan was curious to see if Bridget was right.

---

"I'll be right back, boys," Bridget said as she slipped out of the booth and headed for the bathroom.

Brad's eyes were glued to her as she walked away, though Jonathan couldn't blame him given that Bridget had worn a skirt that was short enough to make it feel like there was a real chance her ass would be exposed at any given point. It didn't happen, of course, but most men couldn't help but stare in the hope that it would and Brad was not immune to that desire.

"She's amazing, isn't she?" he said before turning his attention back to Jonathan.

It wasn't the sort of thing that needed to be pointed out to the man dating Bridget, but it had been clear since the start of dinner that Brad had rediscovered his desire for his ex-girlfriend.

"She is," Jonathan replied. Under normal circumstances he would have been annoyed with Brad's unbridled and obvious desire, but these were far from normal circumstances. If all went well, the night would end with Jonathan watching as his girlfriend stroked Brad's cock to an orgasm.

"Where did you two meet?"

"At an engagement party. We clicked right away."

Brad nodded as a wistful look crossed his face. "Yeah, I get that. It was the same way when I met her."

Jonathan wasn't entirely sure where to go from there so he was thankful that Bridget returned. She paused at the table and then looked at Brad and said, "Scoot over."

He did and she sat next to him as his lips curled into a delighted smile.

"I had a question," Bridget said to her ex-boyfriend.

"Okay. Ask away."

"If I told you to kiss me right now, would you do it?"

Brad glanced at Jonathan and then back to Bridget and studied her face for a few seconds. "Yes, I would."

"Even though my boyfriend is sitting right there?"

"Well, if you're asking me to kiss you in front of your boyfriend I guess I'd assume that he's okay with it."

Bridget smiled and reached up to caress Brad's face. "You were always very smart. The truth is, Jonathan is more than okay with it because he knows it's what I want. He's a very good boy in that way."

Jonathan's cock stirred as Bridget used that lovely phrase in front of another man.

"The question is," she continued while caressing his face once more, "could you handle the fact that I'm only interested in a one night thing, that I'm with Jonathan and unavailable for a relationship?"

"Yes, I can handle that," Brad answered.

Bridget leaned in until her lips were tantalizingly close to Brad's. He seemed to understand that it wasn't his place to initiate the kiss and Bridget rewarded him by pressing her lips against his cheek and offering a soft moment of affection.

"There's just one more thing," she whispered as her hand moved under the table.

"Anything," he replied.

"I want Jonathan to watch. I want him to be a good boy and watch as I pleasure another man, as another man pleasures me. I want him to witness my bliss as you make me cum, Brad. Would you be willing to let me boyfriend watch?"

Jonathan was fairly certain that his girlfriend was stroking Brad's cock under the table. The look on his face made it obvious he was lost in pleasure, at the very least.

"Yes, I'd be okay with that."

"Are you sure?" she asked.

Brad nodded. "Yes, absolutely. He can watch."

Bridget rewarded him with a kiss. A long, slow, deep kiss. A kiss where their tongues entwined. A kiss where he had time to run his hand up her torso and very nearly cup her breasts in the delicate sleeveless blouse that housed them.

"We should get the check," she said.

Brad flagged down their waiter and offered his credit card without hesitation. He and Bridget kissed again as they waited for the check to return. Brad signed it and Bridget took his hand and led him out of the restaurant with Jonathan closed behind.

"I'll ride with Brad. You can follow us to his house, okay?" Bridget said.

Jonathan nodded and watched as his girlfriend walked with her ex-boyfriend to his car. Brad opened the passenger door for her and pulled her into another deep kiss before she got inside.

Soon enough they were on the road and Jonathan stayed close behind as they drove through the winding streets of the small seaside town. He caught a glimpse of them kissing at a stop sign and he was fairly certain he saw Bridget reach over - presumably to stroke Brad's cock - while they drove down a relatively straight patch of road.

Being in a separate car proved difficult for Jonathan. Jealousy and insecurity coursed through him. He loved Bridget and he knew she loved him, but he couldn't quite tame those feelings. He was turned on, too, and that helped counter the unpleasantness of worrying that hooking up with an old boyfriend was going to stir feelings and desires that Bridget would have a hard time resisting.

Eventually they arrived at Brad's home, which featured beautiful stonework reminiscent of homes found more frequently in the English countryside. Jonathan immediately saw the appeal, especially since the home seemed to come with a fair amount of land given that there were no neighbors in sight.

"This is beautiful, Brad," Bridget said as they all got out of their cars and headed for the house. "I can see why you moved here."

Brad took her hand and Bridget offered a smile as he unlocked the front door and they all stepped inside.

"Can I get you a drink?" their host asked.

"I'd really like to see your bedroom," Bridget replied.

Before Brad could move she kissed him. She ran her fingers through his hair and he ran his hands down her back until he'd firmly gripped her ass. He squeezed and she moaned into his mouth while Jonathan stood there with both jealousy and arousal coursing through his body.

As they headed for the bedroom Bridget grabbed Brad's hand and stopped. "I want a chair for Jonathan to sit in while he watches. Do you have one in the bedroom?"

Brad shook his head and pointed to one of the chairs at the kitchen table. "He can grab one of those."

Bridget nodded towards Jonathan and he grabbed a chair - the chair he'd sit in while watching his girlfriend make someone else cum - and walked behind them. Brad put his arm around her and grabbed her ass as they neared the bedroom and she looked up at him and offered a soft, delighted laugh.

"Put the chair at the foot of the bed, baby," Bridget said.

He did so and turned to see her smiling at him.

"You're such a good boy."

Jonathan was a little embarrassed for her to use that term in front of Brad, though he still found it arousing.

"I need you to be a good boy through all of this, because I think you might struggle with some of it. I need you to sit there and watch. I need you to keep quiet unless I ask you a question. I need you to let happen whatever is going to happen tonight. Most of all, I need you to refrain from cumming. You can play with your cock over your pants, but you're not allowed to cum. Okay?"

It was the first time Jonathan was made to feel so deeply submissive in front of another man and it was far more challenging than he'd expected. He wasn't going to disappoint Bridget, though, so he nodded and said, "I'll be a good boy."

She rewarded him with a bright, beautiful smile that made him feel so good and then turned to Brad and began to unbutton his shirt. She kissed him while doing so and Jonathan sat and watched his girlfriend's tongue entwine with Brad's as they both moaned softly.

Bridget opened his shirt and ran her fingers over his chest. She did so in a remarkably erotic manner and Jonathan was struck by a powerful sense of jealousy, though he was also stroking himself through his pants without really thinking about it, leading to a throbbing erection.

"I want you so badly," Brad said.

Bridget unbuttoned his pants and reached into his underwear. She looked up at Brad and smiled as he moaned. Her hand was moving in a manner that indicated she was stroking his cock. Jonathan was sitting there and watching as his girlfriend stroked another man's cock. As the jealousy got worse he told himself he was being a good boy for Bridget, that being a good boy was the thing that made her happiest and that all he really wanted in life was to make her happy.

The jealousy got worse when Brad's pants and underwear came off. His cock was long and fairly thick and he was certainly bigger than Jonathan. Bridget hadn't mentioned that, but perhaps she hadn't wanted to make him more insecure than he needed to be.

They kissed as she stroked his dick to a remarkably erect state and then Bridget pushed him into the bed, stepped back, and did a little striptease. Brad's eyes were glued to her the entire time and Jonathan couldn't blame him. She looked stunningly sexy and was clearly putting effort into her tease.

Once she was down to her bra and panties, Bridget climbed into Brad's bed, laid next to him, and pressed her beautiful body against his as they shared a deep kiss. His hands moved over her body and her fingers found their way around his cock. She stroked him slowly, producing the occasional moan while Jonathan sat in a chair at the foot of the bed and watched it all unfold.

His emotions ran wild as Bridget hooked up with another man. He was jealous. He was turned on. He was anxious. He was horny. He wanted to stop it. He wanted to unzip his pants to pull out his cock and masturbate. He wanted to close his eyes. He wanted to crawl into the bed and massage her feet as she hooked up with Brad.

"Fuck, this feels so good," Brad said before slipping a hand into her panties. He smiled. "And you're so wet."

Their bodies looked perfectly entwined in that moment, like they'd arranged themselves to create maximum contact. They looked like they belonged together, which drove Jonathan mad with equal parts lust and jealousy.

"How long has it been since a woman handled your beautiful cock, Brad?"

"Six months," he answered.

Bridget kissed him softly as Jonathan watched her fingers move up and down his impressive shaft. Brad was already dripping quite a lot of precum and the sounds of wetness only made the viewing experience more intoxicating.

"That must make my hand feel even better," she said softly.

Jonathan could see that Bridget relished the sensation of control she had over Brad in that moment. He was on his back. She was lying on her side next to him. She had his cock in her hand. He would have done anything for her in that moment.

"It feels so fucking good," he answered.

Bridget moaned as Brad's fingers moved faster in her panties. He was clearly working her with some measure of skill as her arousal seemed to increase with each passing moment.

"Jonathan, be a good boy and take my panties off."

He hopped from his chair, crawled into the bed, and removed his girlfriend's panties. She spread her legs immediately, giving Brad full access to her pussy. Jonathan sat down and held her panties under his nose. He inhaled deeply and moaned at the intoxicating scent of her pussy.

"Brad...fuck...that feels so good."

Brad kissed her neck and worked her pussy. He had two fingers moving in and out of her while a third rubbed her clit. His lips worked her neck expertly, too, offering the sort of kisses that brought with them a world of erotic pleasure.

"Make me cum, Brad. Make me cum!"

Bridget's toes curled and her thighs trembled. Jonathan sniffed her panties again and watched as another man gave her an orgasm. She managed to keep stroking Brad's cock while cumming, though her grip relaxed and her pace slowed. She came loudly as Brad continued to play with her pussy and kiss her neck, ensuring that her pleasure lasted as long as possible.

Bridget kissed him deeply as her orgasm came to an end. She resumed stroking his cock at a rapid pace and right as it swelled up she released him and grabbed his balls, caressing them gently while precum leaked from the head and ran down the shaft.

"When was the last time you came in a woman's mouth?" Bridget asked softly.

"Shit...almost a year, I think."

Bridget smiled and then kissed her way down Brad's chest and past his stomach. Jonathan's heart pounded as he watched. It was only going to be a handjob. That's what he thought, at least. It seemed that Bridget had other ideas.

With her lips near the head of Brad's cock, Bridget looked at her boyfriend and said, "I'm going to suck his cock, Jonathan. He made me cum so hard that he deserves a blowjob, he deserves to feel good. I want you to be a good boy and watch as I pleasure him."

Jonathan nodded. He was turned on and massively anxious. He wanted to watch and to leave the room. He'd never felt so many things in such a short span of time. It was agonizing and thrilling.

Bridget was on her knees next to Brad as she took him in her mouth, giving Jonathan a perfect view of her lips moving up and down his thick shaft. Her hand joined her mouth as she stroked and sucked him. She gave a truly artful blowjob, taking her time at first. Jonathan wondered if she was doing so to make the viewing experience more thrilling for him. If that was the case, it was working, as it was truly astounding to witness her efforts to pleasure her ex-boyfriend.

Eventually, Bridget sped up. Her mouth and fingers moved faster. She deeply sucked in her cheeks on the way up and moved her tongue on the way down. She was a woman determined to make a man cum in her mouth and Jonathan was overwhelmed with the vast array of feelings coursing through him as he sat in a chair and watched.

"Bridget...I'm close...fuck...I'm gonna cum!"

Brad's shaft pulsed as Bridget pulled back until just the head was in her mouth. She kept her lips sealed tight around his stiff flesh and not a drop of cum leaked out. It seemed to Jonathan that his girlfriend probably had a decent amount of experience in the particular act of ensuring a man's cum ended up in her mouth. Either that or she had really good instincts.

Eventually Bridget sat up and swallowed. She looked so perfect on her knees in another man's bed. Her breasts were wondrous in a bra and her ass looked so smooth and soft.

"That was amazing," Brad said. "Just...just incredible. I can't believe how good that felt, Bridget."

She smiled and leaned over to kiss him on the cheek. Then she got out of bed and sauntered towards Jonathan.

"You were such a good boy," she said before sitting in his lap. Her pussy felt warm against his crotch and Jonathan desperately wished he was naked so he could be inside her. "I'd like to kiss you, Jonathan. I know it might be difficult to kiss your girlfriend after she's just swallowed someone else's cum, but I'd like to kiss you. How would you feel about that?"

He nodded. "I want to kiss you."

Bridget kissed him while grinding her hips back and forth. She was likely soaking his jeans with her pussy juices, but Jonathan didn't care. Her tongue was in his mouth. Her lips were pressed against his. Though it was strange and a little humiliating, he was turned on by the faint taste of another man's cum in his mouth.

"You're such a good boy," she whispered while caressing his face. "I'm going to make you feel so good when we get back to our hotel. So, so good."

"Thank you," he said.

"We'll leave soon. I'm going to cuddle with Brad a little bit before we do, though."

Bridget stood and crawled into the bed. Brad took her into his arms and she kissed his neck before resting her head on his chest. That moment inspired deeper jealousy than any other, mostly because they looked like a happy couple.

Jonathan assumed she wanted him to feel that jealousy, though, so he withstood it. He told himself he was being a good boy and that made him smile. It turned him on, too, which affirmed the notion that being a good boy for his girlfriend is what brought Jonathan true happiness.

He very nearly declared his love for her but chose to keep quiet. He didn't want to interrupt their moment. He wanted to be good. It was hard, but Jonathan was determined to be good, for that was where life's deepest pleasure could be found.