The Pool Party – Part 4

"Jess is worried that meeting Jack's friends at a pool party will affect the casual nature of their relationship, but the surprise that Jack has planned is not at all what she was expecting."

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“Everything okay?” Jack asked as soon as we were alone.

“I was going to ask you,” I said. “Did you talk to Pete any more before I texted you?” 

“No,” Jack said, shaking his head. “I wanted to call him an asshole and maybe even hit him for upsetting you like that, but I know it’s really my fault for not telling you everything.” 

“Maybe,” I admitted. “But he’s still being an asshole to you. Is he always like that?” 

“Pretty much. I really didn’t want him to be part of this. I just keep thinking about all the things I should’ve said or done differently, or not at all.”

I softened then, realizing how much Jack was beating himself up. I stood and stepped closer to him, my hands coming to his chest. “It’s okay,” I told him. 

“Yeah?” he asked, searching my eyes for the truth.

I nodded. “I’m not really mad about any of it. I was just surprised, I guess. But Claire told me about how it all happened, and I just appreciate how you were trying to do this for me. To make me happy.” 

“That’s all it was,” he affirmed.

“I know. I believe you.”

Jack pulled me in and kissed me deeply. My hands slid over his chest as his fingers dug into my hip, his other hand cupping my cheek. He moaned, and I wondered if he was tasting Claire in my mouth. 

We were both breathing hard when I finally pressed back on Jack’s chest to end the kiss. I felt and looked at his hard length pressing into my stomach and ached to feel him inside of me again. But there was still something else bothering me. 

“What about what you said before, about not feeling sure if you want to share me anymore?” 

Jack swallowed. “I guess I do sort of feel like that. But maybe it’s equal parts feeling turned on and feeling possessive and jealous.” 

I smiled. “Well, I only want to do any of it if you want it, too.” 

“Yeah?” 

I nodded. “A big part of the turn-on for me would be knowing that you’re there watching, wanting me to do all of it, and telling me what you do and don’t want me to do. If you think you’d just feel stressed or pissed the whole time, or if you’re only going along because you think it’s what I want, then we should just go.” 

Jack took a moment to think, but then shook his head. “No, I want this for you. Watching you with Claire was so fucking hot. Seeing the other guys getting hard and jerking off to you was such a fucking turn on. Knowing how much they want you. But you’re mine.” 

“I am?” I asked, playfully. Biting my lip.

He smiled back. “Aren’t you?” 

I laughed. All the worry and thoughts I’d been having about not wanting to let things get too serious with Jack were still there, swirling in my mind. But at that moment, I realized it was a moot point, because I already knew how I really felt. 

“I want to be.” 

There was that flash of light in Jack’s eyes again. I felt his fingers digging into my hips again. “Then you are,” he breathed, pulling me in and kissing me again, hard. 

I moaned into his mouth and pulled him closer, my hands sliding up to his neck, behind his head, combing into his hair and tugging. I started winding one of my legs around him, needing to feel more of him, wanting to wrap my body around his. 

Jack groaned and cursed, his hands sliding down to my ass and squeezing, then lifting me and turning me around to sit me up on the desk. 

I whimpered, my arms and legs wrapping around him, squeezing, my nails digging into his back and ass. 

He held the backs of my thighs, holding my legs around him and grinding against me. 

“Fuck,” I gasped, pulling back just slightly to look down at his hard cock pressing against me. 

Jack’s mouth slid over my cheek to my ear, sucking and nibbling, then to my neck. “I want you so fucking much, Jess,” he breathed. 

“Ohhh god,” I moaned, reaching to stroke him. “I want you, too. I love the way you fuck me. I always think about feeling your cock inside of me. When I’m at home and touching myself, or playing with one of my toys, I always think about your cock.” 

“Fuck!” Jack pulled back from my neck to grab his cock, rubbing it along my slit.

But just as he was about to push into me, I held him back, pressing a hand against his chest. 

“What’s wrong?” he asked. “Want me to get a condom?” 

“No,” I shook my head, smiling. “I think I want them to watch you fuck me, though. I want them to see how much you turn me on. And how hard you make me come when you’re inside me.” 

Jack growled, squeezing my ass, his fingers digging in again. 

I bit my lip and moaned with him, smiling. “Would that be okay?” 

He nodded right away, smiling. “Yeah, that would be okay,” he chucked, kissing me again. 

I laughed a little too as he kissed me, squeezing around him again, affectionately. 

When Jack pulled back again, he asked, “Want me to call them back in here, then?” 

I shook my head coyly. “No, we can go join them out by the pool. It was a bit of a tight squeeze in here, anyway.” 

Jack laughed and cursed again. “Fuck. Okay.” 

He pulled back further, hesitantly, and reached for his trunks. He pulled them back on and up, tucking his hard cock up into the waistband. Then he found my scattered bikini pieces and handed them to me. 

“Thanks,” I smiled, putting the suit back on and tying the strings. I thought again about how insecure I’d been just the other day when trying this suit on for the first time, and how Christina needed to threaten me into buying it in the first place. It was almost inconceivable how much everything had developed since then. As soon as I finished retying the strings, Jack smiled and reached out his hand for me to take. I did, and we left the room together, heading back out to join the others. 

***

Jack and I made a stop in the kitchen first to get some fresh drinks. We joked around and laughed as we heard the others’ chatter dying down outside as they saw and/or heard us come out into the kitchen. I felt Jack’s hand on my hip again, playing with the bikini strings as he took a sip of his beer. 

“Are you getting turned on, thinking about all of those hard cocks out there and how much they all want you right now?” Jack asked, leaning in close.

I smiled, biting my lip. “Yes. Are you?”

“Yes,” he smiled back. 

I laughed. “Are you ready to give them another show?” 

He leaned in to kiss the side of my neck, right behind my ear. “Very ready,” he whispered, licking and biting my earlobe again.  

We started getting carried away again right there. I hooked both index fingers into the waistband of his trunks and tugged him closer, and he kept kissing, licking, and sucking on my neck and shoulder, driving me wild. I felt one of his hands squeezing my ass hard, the other combed into my hair, holding it away from my neck. I reached down to rub him through his trunks, then pulled the string to loosen his waistband and slipped my hand inside. I wrapped my hand firmly around his hard cock and started stroking, earning another groan against my neck. 

Then I heard footsteps as someone approached the open doorway from outside. “Are you guys still busy? Up for any more participants yet?” 

It was Pete, interrupting again. I knew Jack had basically made his peace with the situation, but I still felt a need to speak up, either on Jack’s behalf or my own, or both. So I did. I reluctantly released my grip on Jack’s cock and pulled away slightly to look right at Pete, making sure I was speaking loudly enough for the others to hear as well. “Yeah, almost ready. But I need to say something first. I know we’re at your house, Pete, but I don’t give a shit. I’m only into doing what Jack wants. And you pissed him off by hijacking this party and everything he was trying to plan. So if he wants you to sit out or leave, you’re going to. Or we will.” 

One of the other guys whistled once I’d finished. 

Another yelled, “Dammmmn!”

I heard Claire say, “Thank you! That needed to be said.” 

There was some chuckling too, that gradually died down. 

Pete’s face was inscrutable at first, but then his grin returned. “Fair enough,” he said. 

I looked at Jack then, curious what expression I’d find on his face. He looked like he was fighting back a smile and just winked at me. 

Then Pete took things a step further. “You’re right, I’ve been too pushy about everything. I’m sorry. No disrespect intended, to either of you.” 

I just nodded a little, looking at Jack again, to see if he’d accept the apology. Knowing he was really the one that deserved it. 

When Jack didn’t respond, Pete continued even further. “You’ve always been a good friend to me, and to everyone, really. So I’m sorry for being such a dick. I totally understand if you don’t want me anywhere near you or Jess tonight, and I’ll respect that. I’m happy to have you all stay either way. Mi casa es su casa, as they say.” 

Jack seemed to contemplate. “What do you think?” he asked me, softly.

I shrugged. “It’s really up to you.” 

After another few moments, Jack sighed and let it go. “It’s fine,” he said to Pete, his hand still on my hip possessively. “As long as you don’t say or do anything else to upset Jess, I don’t care.” 

I squeezed my hand around his affectionately. 

“Thanks, man,” Pete said, sincerely. Then he looked back at me. “Is that okay with you too, Jess?” he asked. 

I couldn’t tell if it was a sincere question of consent, or if he was trying to tease me into admitting that I wanted his enormous cock. But if his words intended to taunt me, he did a good enough job of hiding it. “Yes, it’s fine with me,” I answered. 

“Cool. So where did we leave off? Do you guys want to go back to the bedroom or hang out by the pool? Or the living room, perhaps?” 

“Out by the pool is fine,” I answered decisively.

“Right on,” Pete agreed, then asked around to see if anyone else needed more drinks before making his way back out to the deck.

Jack and I followed, hand in hand. I noticed some of the guys adjusting themselves in their trunks as we came back out, feeling a stirring between my legs again at the thought. I smiled and started pushing Jack over just a few steps until he was leaning back against a post holding up the pergola. Then, in full view of the others as they stood or sat around on the deck and in the pool, I slid down onto my knees, staring up at Jack and smiling as I knelt down. 

“Fuck,” he cursed. 

I pulled his trunks down enough to get his cock out and resumed stroking right away, then wrapped my lips around the head of his cock, and rolled my tongue around him there.

Jack hissed in a breath, his head rolling back, squeezing his eyes shut for a moment before looking back down at me, cupping my cheek and pushing my hair back off of my shoulders. 

There were some sighs and groans from our audience, which just spurred me on. I moaned and started sucking Jack deeper, my hand still stroking from the base of his cock. My lips wrapped around him tightly as I took more of him into my mouth with each bob of my head. 

“Your mouth feels fucking amazing,” Jack breathed. 

“You look so fucking hot on your knees like that, Jess,” someone else said. 

I moaned around Jack’s cock and continued, stroking and sucking, my spare hand coming to tease his balls. I cupped them in my hand and squeezed just a little, lightly. Then I pulled back from Jack’s cock, still stroking while I brought my mouth to his balls, flicking my tongue at them and kissing, pinching the skin between my lips lightly. Then I rubbed him there with my tongue before taking his balls into my mouth, sucking lightly as I pulled back and released them, letting them pop back out of my mouth. 

A smattering of curses sounded around me. 

“Holy fuck. Jesus, Jess,” Jack muttered, a pained look on his face as he watched me playing with his balls. 

I moaned around him there before moving back up to take more of his cock, sucking deeper, bobbing faster, pressing on his hands as they held back my hair, knowing he knew what I wanted. 

“Fuck!” Jack yelled as he started pulling my head onto his cock. 

I felt him from both sides, thrusting further into my mouth while his hands pulled my head onto him further. I moaned, looking up at him and resting my hands on his hips, tugging a bit to encourage him. 

“Holy shit, that’s so hot!” someone said.

“Fuck, I’m so fucking close already,” someone else added.

“How are you not coming all over her face right now, dude?” a third guy wanted to know.

Jack grunted through a few more thrusts before pulling me back by my hair. “I want to come inside you again.”

I wiped my lips and smiled up at him. “I want that, too.” 

Jack leaned down to help me up, grabbing me by my hips. As soon as I was standing, he cupped my cheek and pulled me into another deep kiss, already turning me and lifting me up onto the patio table. I moaned and wrapped my arms and legs around him right away as he hastily tugged at the strings to my bikini and pushed the fabric away once again. Then he was gripping his cock and sliding the head along my slit again, not hesitating before pushing into me this time. 

“Ohhhhhhh fuck,” I moaned, my head arching back. 

Jack shuddered as he pushed in further, holding my hips and pressing himself all the way deep into me. 

More groans sounded as Jack slid into me.

I took a chance and glanced around at our audience, feeling my pussy clench at the sight of the others stroking and watching us. 

“Fuck, your pussy feels so fucking good wrapped around my cock like this,” Jack muttered. “I felt you squeeze around me just then. How turned on are you to have them watching us like this?” 

I muttered and moaned, tensing up and arching my back as I felt Jack’s cock thrusting into me so deeply. It was overwhelming, and I could hardly remember how to form the words to answer him. “So fucking hot… I love it so much. That feels so good. Fuck, don’t stop!  I’m gonna come on your cock!” 

Jack groaned and started fucking me harder. “Fuck! Reach down and rub your clit. I want to feel you come so fucking hard on my bare cock.”

I yelled out and shuddered as I followed Jack’s command, reaching down. My index and middle fingers found my clit right away and started rubbing in familiar, frantic circles. “Fuck! Yessss, fuck, that’s it. Don’t stop! I’m gonna come. Fuck, your cock feels so good inside of me, Jack. You make me feel so fucking good.” 

I could tell how close he was from the sounds he was making, grunting and growling over me. It turned me on so much to hear him losing control like that, fighting it desperately, to make me come first. 

“Come on my cock, Jess. I want to feel you squeeze around me, soaking me.”

“Ahhhhhhh fuck, yes! I’m coming!” And then I was. My whole body convulsed, writhing, spasming, and squeezing around him. 

Jack held my hips steady, keeping me in place and pressing his cock all the way into me. “Ohhh fuck.” 

“Mmmmmm,” I moaned, smiling and squeezing around him again as I came down. I opened my eyes to see Jack grinning right back at me and couldn’t help laughing a little. I felt so good it was crazy. Better than I’d ever imagined I could feel before I met Jack.

He leaned down to kiss me again and resumed thrusting, slowly at first, as he felt my swollen walls gripping his cock. 

“Holy shit, you’re so tight right now,” he breathed, pulling back again. 

As he kept thrusting, we both heard the sloshing, sucking sound his cock made as it slid in and out of my soaking wet pussy. Our eyes met, smiles fading as each of our faces furrowed with arousal. 

There was another chorus of groans, letting me know the others could hear it, too.

“FUCK! I want to feel that!” someone groaned.  

“Oh god, I’m gonna come.” Jack barely got the words out before he was grunting and jerking into me, yelling out and cursing. 

I felt his cum shooting into me in fiery bursts and gasped, gripping his waist, pulling him into me deeper as he filled me. 

When he stilled, we were both left breathless, gripping each other tightly. I pulled him in to kiss me again and he kept squeezing my hips, his fingers still digging in. 

Eventually, Jack started pulling back slowly. We smiled at each other, breathing hard, and he kissed me again, his hands once again squeezing my hips and ass affectionately. I was about to get up when Dan yelled for me to wait. 

Published 3 years ago

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