Earning It - Pool Party

It was almost another boring pool party.  The water was cool, the sun was hot, and most everyone there was looking to impress.  Most guys were in swimming briefs, one was bold enough to wear a thong, a few guys were in trunks. 

I was drifting on an inflatable lounge chair with a beer in my hand when I spotted him.  Our eyes locked for a moment before he looked back to one of the guys next to him, forced himself back into the conversation.  He was with a couple of beefcakes at the bar.  They joked and laughed with each other.  Handsome with a five o’clock shadow, he was a little shorter than the others and he was still dressed in t-shirt and shorts.

Anywhere else they would have looked like a group of bros, real lady killers who competed over how many numbers they could get and who got the hottest woman in the club.  I had the feeling that here they weren’t much different.

If I hooked up with one of them I’d be another crack from the headboard hitting the wall.  At least if we did it his way, I thought, but there is another way.  I watched to see if he looked back my way and when he didn’t I just relaxed in the sunshine, distracted myself with other thoughts.  By the time I ran out of beer I was thinking about work and when I'd get another day off.

I was pretty distracted by own thoughts by the time I made it to the bar.  I stepped to the side of it, ordered another beer, and looked up to the guys as they laughed.  The guy who had caught my eye earlier was still there but his head was down as he listened to the others talking.  He almost looked embarrassed to be with them.  The bar tender set the beer down in front of me.  One of them noticed me staring and he nodded to me so I smiled back.

“How you doing?” he asked.

“I’m good,” I replied.  “I’m really enjoying the sun.”

“You look good out there, but I don’t see you with anyone,” he said.

I looked past him to the shy guy who looked up to me a little.  This other guy talking to me was a meat head, but him, the one in the back, he might just be worth meeting. 

“Don’t you guys like being in the sun?” I asked.

“What?” the lead guy replied.

“Oh, nothing, just you guys are all standing over here in the shade with your shirts on and it doesn’t look like you came to swim.  That’s fine with me, I’m just saying.”

“Come here,” the guy said with a little motion of his head.

I walked around the corner of the bar to where he stood and looked up into his brown eyes.  He had the smile of a manipulator, someone who hit on everyone because it was bound to work with at least one person.  I decided to play his game a little if it would get me to the other guy behind him.

“You’re a cutie,” the guy said.

“Thanks,” I replied.

“What brings you here?”

“I made a donation.  How about you boys?”

“Us too,” he said.  “I don’t see how I missed you at other functions.”

“This is the first one I’ve come to since I broke up with my boyfriend.”

“Really?”

“Yeah, he was kind of shy.”

“But you’re not,” the guy said.

“I’m here in all my glory,” I said noting my comparatively liberal state of undress.

“That is a nice suit,” he said.

“Why don’t you come swimming with me?”

“I didn’t really come prepared for that.  I forgot my sunscreen.”

“There’s plenty around,” I said.

“Actually, I’m not dressed for it.”

“You could borrow a swimsuit, unless you don’t like swim briefs.”

“I find them a bit tight,” he said.

“It’s swimming wear optional,” I said.

“So what’s your point?”

“I dare you to jump in the pool wearing nothing,” I said.

The other guys laughed.

“What do you think I’d be embarrassed?” he asked.

“You’ve seen my assets so now I want to see yours,” I said.

He grabbed hold of the hem of his shirt, pulled it up his stomach slowly until it bunched around his shoulders where he paused for a moment before he finished pulling it off.  He was muscled, big muscles.  I thought about the feel of him, the way he could push me to the bed and have his way with me, but I decided it wasn’t going to be that easy.  I had guys like him before and I could have them again.  He dropped his shorts and set them on the bar stool along with his shirt.  He tugged at his dick and balls a little through his boxer shorts as he looked to his friends to see if they’d join him.  This was my chance to get all of them into the water, especially the shy one.

“Come on boys, this is a pool party.  I can’t believe you showed up not ready to get wet.  What’s it going to be?”

They looked to each other and tried to laugh it off as they shuffled in front of me.  I looked them over, readied myself for some kind of retort.  When they didn’t have one except embarrassed laughter I decided to push them a little more.

“Come on guys.  What does it matter?  I’m barely wearing anything.”

“Go ahead,” one of the guys behind him said as he elbowed someone else.  I could see that there was some kind of rivalry between them.  “I’ll do it if you do.”

“You wouldn’t,” he replied.

“We’re all adults here,” I said.

“What do you guys do?”

“We’re fire fighters,” the lead guy said.

“Brave enough to run into a burning building but a pool is too much for you.”

Had I gone too far?  I started to think I had as I saw them start to posture defensively by crossing their arms and putting their hands on their hips.  It was all over.  I had ruined it, but maybe I didn’t ever really have a chance.  Oh well, I thought, maybe I could catch the shy one on another pass.  I was about to walk away when one of the competitive guys said, “fuck it,” then began to strip.  He didn’t stop at his boxers either.  His limp dick bounced as he stepped out of his underwear.  The guy beside him did the same and the lead guy finally pulled down his boxers.  They ran around me to the pool but the shy guy hesitated.  They hooped and hollered as they jumped into the water.  He looked to me with desperate eyes.

“You don’t have to do it.  I was just messing with them.”

“Thanks,” he said, “I’m Matt.”

I told him my name and we shook hands as we looked to the other guys who swam and bobbed along with the guys who had already been in the water.  It was almost as if they had forgotten about me as they got a whole new amount of attention.

“Your friends seem to be having a good time,” I said.

“Yeah, they’re good guys,” he replied.

“Well, it’s better than them standing around just bragging.”

“I’m kind of impressed you got them to strip down.”

“Yeah, I don’t really know where that came from.”

We started to walk along the side of the pool as we kept talking.  I told him a little about myself.  He told me about what the guys were like, how they treated him like a tag along because he wasn’t as boisterous as them and how he resented it.  We rounded the pool several times until we were all talked out as we stood facing each other.  Sure, there were other things we could have told each other about our lives, about the world, but I felt like I was out of breath for words and he seemed to be the same. 

“They look like they’re having fun,” I said.

“It looks like they’re having a good time.  I kind of wish I’d jumped in with them.”

“It’s not too late,” I said.

He looked away to the grass but his eyes came back to me.  There was something mischievous there aching to be released.  I wanted to help him, another dare, I thought, a kind of prank, maybe an embarrassment, but it was here amongst this crowd where no one would care and it would be mostly without meaning.  I untied the string of my swim briefs, stuck my thumbs in at the sides and with one quick motion had them around my ankles, one foot then the other and they were off.  I tossed them aside and he looked to me then completely.  I was doing it for him and he was waiting for me.

I reached out to him with a firm, gentle hand and took hold of his shirt that I unbuttoned with several quick twists of fabric all the way down to his belt buckle.  I took hold of the leather, unfastened it.  His jeans were next, one button, then the zipper.  He gave a twist of his shoulders, a brush of his hand, and his clothes fell to the ground leaving him standing there in a pair of white briefs.  I took hold of the front of them, pulled out so I could look down inside.  His plump, limp dick sat amongst a nest of hair atop two big balls.  He took hold of his underwear, I let go letting them slap back against his six-pack abs, and then he stripped off that one last piece of clothing. 

I took his hand, pulled him to the pool’s edge.  Some of the guys had taken note of us.  They began to count down from three.  We jumped after one.  The water swallowed us whole as we sunk to the bottom still holding hands.  We kicked up from the floor and popped out of the water with a laugh as we pushed and grabbed at each other amazed at what each of us had done. 

As the fear left us we stared at each other.  It felt good to be courageous.  It felt good to have taken the plunge with someone else.  I felt as if I had been stripped to my very nature, a pure joy.  We stared into each other’s eyes.  His hand went to my shoulder but it didn’t feel like he was trying to take control but rather that he was just trying to hold onto me, onto the moment.  I stepped closer into his body.  We kissed.

His lips parted easily for me as I pushed my tongue into his mouth.  He tasted of beer and something sweet.  His tongue pushed back against mine and I retreated a little to invite him into my mouth, his fingers dug into my skin so I twisted a little, took hold of him.  That’s when nearly everyone began cheering for us.  We kissed for a moment later, just long enough for me to return the favor.  Most people were watching us yet I felt like there was no one else there.

Forty-five minutes later we were back at my place, naked and grabbing at each other on my bed.  I hadn’t brought a guy home for months, not since breaking up with my boyfriend, but he felt special to me.  There was something attractive about his reserved strength.  He was sincere.

When he started kissing down my stomach to my dick I grabbed hold of the back of his head but I didn’t force him, just nudged him until he took it in his mouth.  His lips were wet, drool leaked onto my pubes as he sucked on the first few inches.  I thought for a moment he was going to stop as he repositioned himself but then he swallowed me deeper into his throat.  I thrust my hips up impulsively, that’s when he moved to my balls, sucked them back down until I ached.

“I want you so bad,” I said.

He pulled off my dick, licked his way up my chest to my neck where he sucked a little until I stopped him as I was worried about getting a hickey that would show.  One of his hands took hold of dick, the other at my wrist.  I felt as if I was losing control as he moved up to my lips.  We kissed for a minute.  My free hand went to his chest, grabbed hold of his pectoral before I ran it down to his own dick where I began to tickle at the head as it stuck up against his abs.  He pulled from my lips and we looked each other in the eye.

“I’m strictly a top,” he said.

“Good,” I said.

But his words flipped a switch in my head.  It wasn’t enough to be together but he had a role for me to play.  I thought back to the guy before him and how I rode him on his own bed, tied him up with his own jock straps.  This guy Matt, as sweet as he had been had those same rules, some kind of pride or maybe something about his masculinity.  What did he think about me?  Was he the same as those guys he was with at the pool and he just didn’t show it as easily?

I pinched and pulled at his dick until I felt him begin to leak ejaculate onto my fingers.  That’s when I decided to make my move.  I pushed at his body, told him I needed to get the lubricant from the nightstand drawer.  He rolled with me onto his back where I put my body over his, pushed his arms up, pinned his wrists together.  Our dicks rubbed together as I reached for the bottle.  I sat back on his thighs, tore open the condom pack, took the reservoir tip in my fingers as I pressed the ring to the head of his dick.  I rolled it to the base before I squirted some lubricant into my hand, then took hold of his dick.  The shaft became slick easily so I moved to the head where I tickled it with my fingertips.

“Do you want to get fucked?” he asked.

“I want you to fuck me,” I said.  “I want to feel you inside me.  I want to make you sweat and writhe until you have the best orgasm of your life.  I want to milk every breath from your body.  Your muscles will ache when I’m done with you and you won’t be able to walk normal afterwards.”

“Please,” he said.  “I want that too.”

“Now you’re begging,” I said.  “It looks like I’m the one on top.”

“I’m not into getting penetrated,” he replied.

“No, I just mean I’m the one in control.”

“You keep me happy and you can do just about anything you want.”

“Really?” I asked.

“Yes,” he said.

“Can I tie you up?”

“What?”

“I want to tie your wrists, maybe your ankles,” I said before I ran my finger along the side of his dick causing it to spasm a little.  I ran my slick fingers up his stomach over his ribs to his nipples where I rubbed them as I shifted a little to squash his dick with mine.  “How bad do you want it?”

“Oh fuck,” he said, “it feels so good.”

“Do you want me to tie you up?”

“Yes,” he sighed.

I leaned down onto him, kissed at his neck until he was so lost in the moment that I could bare my teeth a little and suck at his flesh.  He writhed on the bed under me as his head rolled back.  He groaned with pleasure.  I ran my fingers out his arms to his wrists where I took hold of them.  I pushed myself from his body, the bed, and pulled him along with me to a chair.  I teased his hard dick by rubbing my hand along the desensitized shaft before going to the base where I gripped with enough force to make him grunt.  I felt for his balls with my other hand as I pulled him into another kiss. 

Our sensitive lips touched for a moment before I pulled away and gave him a slap to his balls.  He tried to retreat but I kept hold of the base of his dick.  He grabbed at my arms, took hold of my biceps.  There was little he could do because his eyes were closed and I knew he was too lost in the moment. 

“I’m sorry,” I said.

“Please,” he replied.

I tapped at his balls again eliciting another grunt of pain before I took hold of them and pulled at them gently to loosen them.  With my other hand I slid along the shaft to the head where I squeezed.  Once his balls loosened I played with them some more as I leaned in to kiss him.  He pressed his body into mine, his dick up at a painful angle he grabbed at my ass, took hold of my cheeks.  I ran my fingers up his hips, his sides, around his back to his ears where I teased him with slow strokes.  He broke the kiss but stayed there with his dick trapped against me.  Our hot breath blew out against each other’s lips.  I could see that his eyes were still closed even as he dug his fingertips into my flesh and pulled my cheeks apart.

“I want you to beg for it,” I said.

“Please,” he said, “tie me up, use me.”

“Sit, and play with yourself a little but don’t you dare have an orgasm.  If you do then I’m going to have to punish you,” I said.

“Would that be so bad?”

“You tease,” I said before I stepped away from him. 

I went to where I had some rope that I had recently bought at an adult store.  Obediently he sat on the chair and began to stroke his dick with one hand, the other he rubbed at his chest.  I moved to him, pulled his hands from his body.  He sighed in frustration as I moved to sit on his lap facing him.  I tied the rope around one wrist, anchored it to the chair, then ran it loose behind his back to his other wrist, tied it and anchored it in the same way. 

At first he grinned at what I had done as if I had made some mistake, that is until he reached for his dick to find only his finger tips could touch it unless he shifted awkwardly on the chair.  He looked to me and smirked.

“That’s clever,” he said.

“It gets better,” I replied.

I stood up, turned my back and lowered my ass to his crotch, took hold of his dick and slowly pushed myself down onto him.  He moaned in pleasure and I groaned a little as I put his dick into my asshole.  Slowly, I lowered myself as much as I could and when I couldn’t go any further I pulled off then retried.  I worked myself up and down several times until I was able to slip to the base and feel the pubes of his balls.

That’s when he reached for me, tried to take hold of me, but found that his fingers could only rest on my skin.  There would be no ass slapping tonight.  It would be hard to claim me as some property or some toy, no he was the one to be used.  His fingers slipped on my skin as I worked myself up and down, one hand on my nipples and the other at my dick.  I worked myself to a full erection as I felt myself tighten on his dick, squeezing at him every time I got myself close to an orgasm.

“Oh please,” he said.

I pulled myself from him, turned to him, and moved to sit on his lap facing him.  His hands went to my legs as I reached behind me to his dick, worked it up inside of me until I was down to his balls again.  My hard on pressed into his belly button I rubbed the sensitive tip there as I began to rock gently.  I grabbed at his pectorals, his nipples, ran my hands up to his shoulders where I grabbed at his sweaty flesh before I ran them up to his ears where I teased them again as I got more aggressive. 

Finally he thrust up at me as best he could with a groan of pleasure and pain as he shuddered.  My own sensitive dick squished between us I moved a little until I felt my own orgasm, my ejaculate shot up between us to hit us on our chins.  I pulled his head to my chest. Our bodies felt bound together in that moment, our breath as one, our heartbeats as one.  We stayed like that for a long time until we ached and needed sleep.  I pulled myself from him, untied him, and helped him to his feet and we moved to the bathroom.  I pulled the condom from his limp dick.  I tossed it in the garbage before we stepped into the shower together.  He leaned on me a little so I washed him, then myself until he could stand on his own.

“Can I stay the night?” he asked.

“I wouldn’t want you to drive home in this condition,” I said.