Good Boy - Part 11

Click here to read the previous parts of the story.

 "Would you agree that sex is better when the desire is more intense?" Bridget asked.

Jonathan ran his fingers up her calves as she teased his cock with her toes. "I would agree, yes," he answered before returning to massaging her feet.

She smiled at him, closed her eyes, and let her head fall to the pillows. Jonathan admired his girlfriend's soft, smooth, milky white thighs as the bottom of her robe rode up. He caught a glimpse of her pussy, too - she hadn't bothered putting on panties after her shower - and he was tempted to crawl between her legs to tend to her clit for as long as she'd let him.

"I texted Brad," she said. "I told him I'd like him to take me on a date tonight."

Brad was Bridget's ex-boyfriend and he happened to live in the small town they'd chosen for their first weekend getaway as a couple. That bit of serendipity had inspired Bridget to fuck another man for the first time and it was happening that night. The date was a new wrinkle, though.

"A date? Really?" Jonathan asked with obvious insecurity in his voice.

Bridget lifted her head and smiled. "Yes, a date. We'll spend the evening together. We'll touch and kiss and get each other all worked up. We'll build that desire that makes sex so good. Brad will spend the night thinking about how much he used to enjoy fucking me. He'll spend the night thinking about how good it's going to feel when his cock fills me again. I'll spend the night thinking those very same things."

Jonathan couldn't help but feel a sense of arousal that delivered a surplus of blood between his legs and left his cock half hard.

"I know it's going to be hard for you to sit here in our room while I'm on a date with another man. I know you're going to experience all manner of feelings. I know some of those feelings will be deeply unpleasant. I also know that you'll be a good boy for me, Jonathan."

His cock got harder. "I will," he said.

Bridget pulled her feet back and moved to her hands and knees. She crawled towards him while her lips curled into a seductive smile. Her fingers encircled his cock as they kissed. Her tongue darted into his mouth and pulled back. He chased her tongue and she rewarded him with a deep kiss while gently stroking him.

"When I bring Brad back to our room, I'll expect you to behave yourself," she whispered before kissing his neck softly. "I'll expect you to do as you're told."

Bridget hadn't mentioned wanting Jonathan to do anything other than watch as another man fucked her. "What...what do you imagine I'll have to do?"

She leaned back and opened her robe, exposing her perfect breasts and smooth stomach. "I like the idea of you being helpful in whatever way I desire. That might mean holding my hand while Brad fucks me. It might mean using your tongue to prepare my pussy before he enters me. It might mean helping me undress. It might mean a lot of things, Jonathan. The truth is, a big part of what excites me about tonight is challenging you to be a good boy even though it might prove difficult."

Bridget kissed him before he could say a word and as her tongue explored his mouth he reached between her legs and found her pussy utterly soaked. The proof of her desire provided a shot of lust for Jonathan and he was overcome by a need to be a good boy for her.

"I'll be good," he said softly. "It's all I really want, Bridget. To be a good boy for you."

She looked as happy as he'd ever seen her and it was as if her joy transferred to Jonathan. It deepened his determination to be good for her, to do as she desired, to offer himself for her happiness.

"I love you," she whispered.

"I love you too."

They shared another deep kiss as he continued to finger her pussy. She moaned into his mouth and Jonathan thought he might get a chance to make her cum. Bridget inched backwards after the kiss, though, depriving him of the opportunity to get her off.

"I'm already turned on," she said with a smile. "Thank you for that. Maybe I'll have you tend to my pussy a few more times before I leave for my date with Brad. I think I might enjoy myself even more if I'm all worked up from the moment I walk out of this room. In fact, I really like the idea of being so turned on that I'm tempted to drag Brad up to our room before we even go on our date. I think I'd like to spend the entire night thinking about how good it's going to feel to have him inside me."

Jonathan knew it was going to be a long night, at least based on the discomfort he felt at the notion of Bridget being on a date with another man and thinking about how desperately she wanted to get fucked by that man. He would be a good boy, though. That was the most important thing and he wasn't going to let Bridget down.

---

Bridget wore a low cut red dress for her date. It was sexier than anything Jonathan had ever seen her in. He wasn't even sure she owned a dress like that. She'd informed him that she'd originally brought the dress to wear for him. Then she'd told him that it excited her to get to wear it for someone else.

Jonathan remained in their hotel room for the three hours that Bridget was on her date with her ex-boyfriend. She texted him regular updates - informing him of where they went, when they kissed, when Brad grabbed her ass, when he fingered her at the restaurant, when she stroked his dick while they made out on a park bench - and even sent along a few pictures. 

Bridget repeatedly made it clear that the date was so much more exciting because her good boy was waiting in the hotel room. On multiple occasions she made sure to point out that she was soaking wet for Brad and that she'd made sure to regularly remind her ex-boyfriend that she couldn't wait to have his cock inside her again.

Eventually, Bridget texted Jonathan to let him know they were on their way to the hotel. She informed him that he should greet them at the door and offer to take both their coats - it was chilly out, after all - like a good boy would. She would offer further instruction once they arrived.

A knock on the hotel door put Jonathan into action. He opened it to see Brad's arm around Bridget while she kissed his neck. His eyes were closed and he had a lusty smile plastered across his face. Jonathan felt an instant and intense sense of jealousy, but he stepped aside and welcomed them into the room.

"May I take your coats?" he asked.

Bridget smiled and Jonathan removed her coat first before taking Brad's. He slung both over his arm and hung them up in the closet. When he was finished, Bridget and Jonathan were sitting on the edge of the bed sharing a long, deep kiss. Her hand was between his legs and slowly stroking his cock as his tongue slipped into her mouth.

Watching just a few seconds of their passionate kissing proved more arousing than Jonathan imagined it might and his cock quickly grew to a semi-erect state, forming a bulge in his jeans.

As Brad kissed her neck, Bridget looked at Jonathan, glanced at the bulge in his pants, and said, "Jonathan, darling, I'd like you to remove Brad's shoes for him. He's quite busy making your girlfriend feel so very good right now and I'm sure you'd be more than happy to be useful, wouldn't you?"

Jonathan felt a deep sense of self-consciousness and more than a little embarrassment at the idea of acting like little more than a servant for Brad. That feeling passed quickly, though, thanks in large part to look on Bridget's face. Merely making the request of him had turned her on and he knew that actually doing as she wanted would deepen her desire, so he moved towards the foot of the bed and fell to his knees.

Jonathan carefully untied the laces of Brad's shoes and removed them while he listened to the sounds of kissing and the occasional moan of pleasure. He set the shoes aside and looked up to see Bridget looking down at him.

"Remove his socks, too, and then you can help me out of my heels," she instructed.

Brad glanced down at Jonathan and smiled. He was clearly enjoying his role that evening, especially with Bridget so eager to make Jonathan prove that he was willing to be a good boy no matter what it took.

Jonathan was a good boy, though. He took of Brad's socks and then scooted over and helped Bridget out of her heels. He made sure to caress her feet as he did so and she spread her legs a little, which prompted Brad to run his fingers up her thighs. She moaned as he pressed them against her panties and she spread her legs a little wider, inviting the man she was going to fuck that night to continue his pursuit of her arousal.

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

Jonathan's cock throbbed at her simple-but-sexy instruction and he looked up to see both Brad and Bridget smiling down at him as he ran his fingers up her thighs and into the waistband of her red panties. He pulled them down, revealing her perfect pussy. Brad's hand moved between her legs as they turned to each other and shared a deep kiss while Jonathan lifted his girlfriend's panties to his nose and inhaled the scent of her sex. He was fairly certain it was the first time in his life he'd done so and it proved quite thrilling.

"Does that feel good?" Brad asked as he fingered her wet pussy.

Bridget kissed his neck and moaned. "It feels good to have any part of you inside me."

Jonathan remained on his knees in front of his girlfriend and her ex-boyfriend as they fooled around at the foot of the bed. He wasn't sure how much time passed, but every second of it was enthralling and his cock dripped precum into his underwear.

"Jonathan," Bridget began as she looked down at him, "I'd like you to remove Brad's pants."

Brad stood and Jonathan felt that same sense of self-consciousness with a touch of embarrassment as he looked up at the man that would soon be inside his girlfriend. He didn't want to remove his pants. He wanted to back away, to find a nice spot to sit, and to watch as Bridget got fucked by another man. That clearly wasn't in her plans, though.

"Be a good boy, Jonathan. Take his pants off for me."

Jonathan's hands shook a little as he reached up to loosen Brad's belt. He struggled with the button for a bit - and Brad chuckled - but Bridget reached out to caress his face, which was more than enough to calm Jonathan. Soon enough, Brad's pants were on the ground and his cock was bulging proudly in his boxer briefs.

He sat as Bridget caressed that bulge. Their lips met for a kiss and Jonathan watched his girlfriend lower another man's underwear and wrap her fingers around the throbbing cock she'd exposed.

"Fuck that feels good," Brad said.

As she stroked her ex-boyfriend, Bridget looked down at Jonathan, smiled, spread her legs, and said, "Be a good boy and lick my pussy. Make sure I'm absolutely soaked for his cock."

Jonathan crawled between her legs and watched them kiss for a few moments before pushing his tongue inside her. He knew better than to tend to her clit. That wasn't his purpose in the moment. He was merely between her thighs to get her wet, to ensure that she was as soaked as could be so that Brad's cock would enter her with ease.

Bridget put a hand on the back of his head as she and her ex-boyfriend made out. It grounded Jonathan in the moment and he considered that just a handful of months ago he never would have imagined going down on his girlfriend while she stroked another man's cock. It was the unexpected things that often made life most interesting, though.

"Jonathan, be a good boy and get a condom from the nightstand," Bridget instructed.

Jonathan got to his feet and rushed towards the nightstand. He retrieved a condom and moved back to the foot of the bed to offer it to Bridget.

"Open it."

He tore it open and pulled the lubricated prophylactic from the foil wrapper.

"Now be a good boy and put it on Brad's cock."

Jonathan felt a tightness in his chest as he stared at Brad's cock. His hands trembled and a deep sense of humiliation washed over him. For a moment he wondered why Bridget would ask him to do something like that. She could certainly put the condom on herself. That wasn't the point, though. Jonathan knew that. She was pushing him. She was seeing how far he'd be willing to go to be a good boy for her.

Jonathan moved in front of Brad, who was now fully naked. His dick looked even bigger from Jonathan's position on his knees, with a rather large head and noticeable veins running down the shaft.

"Put the condom on his beautiful cock, Jonathan. Dress him to fuck me."

As embarrassing as it was to do so, Jonathan lifted his hand. He placed the condom over the head of Brad's cock and rolled it down. He struggled, though. He'd never put a condom on someone else's cock, after all.

"Use both hands," Bridget said. "One hand around the base of his shaft to keep it stable and the other hand working the condom down. Be a good boy, Jonathan, and use both hands to dress the thick cock that's going to fuck your girlfriend."

Jonathan did as he was told and Bridget leaned over to kiss her ex-boyfriend's neck.

"Are you going to fuck me like I need to be fucked, Brad? Are you going to fuck me like you used to fuck me?"

"Yes I am," he replied with a smile. "I'm going to give you exactly what you need, Bridget."

He reached over and slipped his fingers into her pussy. He pushed deep and she moaned before their lips met for a long kiss. Jonathan finished putting the condom on Brad's cock and pulled his hands away as quickly as he could manage.

Brad then removed his fingers from Bridget's pussy and fed them to her mouth. She sucked them clean while moaning and Jonathan felt like he was watching an entirely different woman from the one he'd been dating. Gone was the sweet, controlling girl. In her place was a far more wanton, wild, lust-filled creature. Jonathan wondered if it was his willingness to be a good boy that had turned her on to such a degree or if she was really that eager to be fucked by Brad.

"I need to fuck you," Brad said. "Right now."

Bridget smiled, stood, and looked down at Jonathan. "Help me out of my dress."

He did so without hesitation and she then removed her bra and crawled into the bed to join Brad, who was on his back with his condom-wrapped cock pointing towards the ceiling.

Bridget curled up next to him and they kissed as she stroked his shaft. The kiss continued as Brad rolled on top of her. Jonathan fell to his knees at the foot of the bed and watched as the head of Brad's cock rubbed over Bridget's pussy lips.

"Jonathan, get naked and then come hold my hand," Bridget said.

Jonathan stood and stripped quickly, moved to the side of the bed and fell to his knees as Bridget looked over at him. She reached out and he did the same. Their fingers entwined and she squeezed his hand and smiled before turning back to Brad.

"Fuck me," she said. "Fuck me hard."

Brad slipped inside her and Bridget squeezed Jonathan's hand again. He watched from his knees as another man's cock began to move in and out of his girlfriend's pussy. He watched as their bodies seemed to melt together like they'd quickly rediscovered the sexual chemistry that had fueled their relationship. They kissed with intense passion, their mouths open wide to welcome probing, eager tongues.

Jonathan felt like he was both out of place and exactly where he was meant to be. His arousal - and the throbbing erection that came with it - was proof that he was, indeed, the sort of man that could handle watching someone else fuck his girlfriend. He wasn't overcome with angst. He wasn't on the verge of shouting at them to stop. He found pleasure in witnessing Bridget's pleasure.

"Oh, fuck, Brad, I'm cumming!" she cried out as Brad picked up the pace and pounded her with the kind of vigor that Jonathan imagined had been a part of their sexual relationship when they dated.

Bridget squeezed Jonathan's hand as she climaxed and she wrapped her other arm around Brad along with her legs. She held him close as he kissed her neck and slowed his thrusts. Each time he bottomed out inside her he moved his hips a little, likely providing extra stimulation for her clit in the process.

As her orgasm faded, Bridget turned towards Jonathan, squeezed his hand once more, smiled, and let go. She pushed gently on Brad's chest and he pulled out and rolled off of her.

Bridget got on her hands and knees and crawled towards Jonathan. He sat up and inched closer to the bed and was rewarded with a kiss. Her lips parted and her tongue pushed into his mouth in a lusty, insistent fashion that lured him deeper into a state of desire.

"I came so hard," she said softly. "I came so hard on his cock, Jonathan, and I came harder because you were watching, because you were being a good boy and watching without interrupting, because you've been a good boy all night and did as you were told even when you didn't want to."

"I love you," he whispered.

Bridget smiled and looked over her shoulder. "Take me from behind," she said. "Fuck me as hard as you want until you cum."

That put a smile on Brad's face as he moved behind her. He slipped his cock into her pussy, grabbed her hips, and began to thrust hard and deep.

"Kiss me," Bridget said.

Jonathan kissed his girlfriend. Her lips mashed into his with every thrust that Brad delivered, but that only made it hotter for Jonathan. Her tongue was deep in his mouth and he couldn't help but suck on it as he lost himself in the thrill of kissing her while someone else fucked her.

"Play with my tits."

He did so with both hands, deftly working her breasts in the hope of enhancing her pleasure as Brad took her from behind. Jonathan tried his best not to look at the man fucking his girlfriend, but every once in a while he caught a glimpse and saw a look of determined pleasure on Brad's face. He was fucking Bridget hard - just like she wanted - and he was quite clearly enjoying himself as he did so.

"Fuck, Bridget, I'm close."

She looked over her shoulder as Jonathan continued to play with her tits. "Cum for me, Brad. Cum while your big dick is buried in my pussy. Cum for me while Jonathan watches."

Brad liked that. The look on his face made it clear. He liked it enough that he buried his dick inside her and came.

Jonathan watched another man cum while in his girlfriend's pussy and he felt a shudder of unexpected pleasure wash over him. For just a moment his whole body trembled and he couldn't help but smile at how fantastically good it felt.

Brad fell forward until his body was pressed against Bridget's. A genuine smile crossed her face before she turned her head and kissed her ex-boyfriend deeply.

"I always loved getting fucked by you," she said softly. "You haven't lost your touch."

Brad smiled. "Neither have you. You're still the best I've ever had."

Jonathan felt a surge of jealousy, but he let it wash over him without paying it any mind.

After another kiss, Brad pulled out and rolled onto his back. Bridget kissed Jonathan again while caressing his face. Then she smiled and crawled towards the man that had just fucked her. Bridget curled up next to her ex-boyfriend, kissed his neck softly, and rested her hand on his chest.

Jonathan remained on his knees next to the bed as his girlfriend cuddled with another man. He remained there for five solid minutes as Brad's cock slowly went soft. He listened to them talk quietly and heard them share dozens of kisses of varying lengths. He felt jealous and annoyed and ignored, though he was also turned on, which was confusing, though not unpleasant.

Finally, after the longest five minutes of his life, Bridget removed the used and cum-filled condom from Brad's cock and crawled to the foot of the bed. She then stood, looked at Jonathan, and beckoned him to follow her.

He got to his feet and they stepped into the bathroom together. She closed the door, pushed him up against it, and kissed him deeply. Jonathan closed his eyes and sank into it as he felt something on his cock.

It took a few moments to realize it was the condom. The used condom. The used condom filled with another man's cum.

Before he could react, Bridget was jerking him off with the used condom. His body was quickly awash in pleasure. Fantastically intense pleasure.

"Be a good boy and cum into his condom for me," she said with intense lust in her voice. "Cum for me, Jonathan."

Jonathan looked down. The condom was over his cock. The cum was all around his cock. Another man's cum. Cum that his girlfriend's pussy had extracted from another man's cock.

Jonathan came. He closed his eyes, slammed his head back against the bathroom door, and came in a manner that had his legs trembling. For just a few blissful moments the whole world disappeared and he got to enjoy the most perfect pleasure imaginable. He didn't want to admit it, but the truth was the condom handjob made the orgasm better. So much better.

"Thank you," he said almost immediately after he'd finished cumming.

Bridget stepped back and smiled with the condom still resting on his cock. "You're welcome," she said.

She then removed the condom and tossed it in the trash before giving his cock a quick rinse with a washcloth.

"Brad's going to leave now. Then we're going to cuddle for quite a long time. After that, we'll get some champagne and drink it out on the deck. After that we'll make love."

"This is the best night of my life," Jonathan said.

Bridget laughed and pressed her naked body against his. She kissed him softly and deeply and he ran his hands down her back, grabbed her ass, and held her close.

"I love you, Jonathan," she said softly.

"I love you too."

“You’re a very good boy, you know.”

He smiled. “That’s all I want to be.”