Being a Pool Boy has Its Perks Ch. 03

The next few weeks went by much the same way. I would go over, clean Gavin's pool, and then we would fuck. Sometimes Rocco was there, sometimes other new friends were there instead. One Wednesday it was pouring rain and all my appointments were cancelled, but Gavin texted me to come over anyway and we fucked in his lavish bedroom for hours. I gave myself over to my newfound bisexuality openly and freely and was having the best and sexiest summer of my life.

It was the last week of August when an ornate envelope appeared in my mailbox. I broke the wax seal and slid out the heavy cardstock. It was an invitation.

"You are cordially invited to the estate of Gavin Winsfeld for his 33rd birthday bash!"

I broke into a grin. I knew we had become friends but I didn't realize we were friends enough to be invited to birthday parties. I went to put the invitation on the fridge and noticed a second, smaller piece of cardstock still in the envelope. It had my name on one side, and I flipped it over to read the back.

"I have a surprise planned for you, but I don't want to spoil what it is!"

My brow furrowed. A surprise? For me? On his birthday? And why tell me but not actually tell me?

I shrugged and put both cards on the fridge. I would just have to wait and see!

~~~

I pulled my car into his familiar driveway, not used to seeing so many cars along the side. I found a spot and parked, feeling a bit self-conscious about how my beat up old Honda Civic looked parked next to a bunch of Maseratis and BMWs. I had guessed most of his other friends were probably rich like him, but this really put it into perspective.

I shrugged it off and walked up to the front door, swinging the heavy brass door knocker twice. Almost immediately the solid wood door swung open, and Gavin wrapped me in a big hug.

"Kyle! You made it!" He was beaming, and clearly already a bit buzzed.

"Wouldn't miss it!" I smiled sheepishly and handed him a small gift bag.

He looked down at it for a second, seemingly a bit perplexed as the pieces slotted together in his head. "You didn't have to buy me anything."

I shrugged. "It's your birthday; of course I got you a present."

He smiled again and led me into the house. The next hour was spent introducing me to all sorts of different people. Artists, lawyers, architects, other ambiguously rich folk who came from family money like Gavin. Everyone seemed pleased to meet me.

Not just pleased, almost... excited?

I didn't realize all these wealthy people would find a pool boy so interesting, but I was glad that they all seemed to be very nice. It didn't escape my notice that everyone there was a guy.

An hour into the party, Gavin led me to a small sitting room that was unoccupied. He pulled me into a quick kiss, catching me by surprise. I bounced back quickly and kissed him back, feeling blood already starting to head south.

"Are you ready for your surprise?"

I took a quick glance around and didn't see any gift bags or wrapped presents. "Uhh... Sure?"

"Okay, so, it's more of a present for me?"

I cocked an eyebrow and waited for him to continue.

"And of course you don't have to do it if you don't want to," he went on, my curiosity starting to shift into nervousness, "but you've been such a good boy I was wondering if you'd be willing to take it to the next level."

I froze. "The... next level? Like what?"

Gavin trailed his finger down my chest in small circles. "Would you like to be the night's entertainment?"

I furrowed my brow. "Entertainment? Like... singing or something?"

He laughed loudly, "Or something!"

I shifted nervously, a mixture of slightly turned on and anxious about the fact that he was not elaborating.

"What would that entail?"

"It's simple! I want to show all my friends how much fun you are!"

The pieces started to fit together. "Like you want me to fuck some of your friends?"

"I was hoping I could bring you out there and let them do whatever they wanted to you. But I know that's a big ask so if the answer is no, there are no hard feelings."

I thought about it for a minute. Part of my brain was very nervous about the idea of that many strangers, but another part was thrilled at the idea of being basically a party fuck toy. My dick made it clear which side it was on pretty quickly. I decided to take the leap.

"I'm in. How do we start?"

Gavin's face lit up as a huge grin broke across his face. "Oh, Kyle! You've given me the best birthday present ever!"

He told me to strip down to my boxers and led me back out to the room, where everyone turned to look at us in anticipation.

I realized in that instant that everyone already knew except for me.

"He's game!" Gavin shouted, and a cheer swept across the room. I felt my face grow hot at so many people being this excited about me, but my boner currently tenting my boxers made it clear to me and everyone else how I felt about it.

Gavin led me over to the coffee table and instructed me to lay down on it. I complied and once I was in position, he slid off my boxers to another raucous cheer. My dick was pointing straight up and I could see a bead of precum at the tip of my head.

"Me first, of course," Gavin said, stripping down to nude and climbing onto his knees between mine. "I am the birthday boy after all!"

He wasted no time taking me into his mouth and blowing me eagerly, seemingly putting on a show for everyone in the crowd. They watched with hungry eyes, clearly enjoying the show immensely. The lust and anticipation in the room was so thick I could almost feel it.

He pulled back and turned to the room. "Alright," he called out, "who wants to join in?"

I watched as the partygoers started to strip down eagerly. A few of them began to make out or get busy with each other, and I realized this was turning into a bona fide orgy. Within a matter of minutes, the room was full of the wet, erotic sounds of sex from every angle.

Gavin continued to work me expertly, deepthroating me and using his tongue skillfully as I moaned and squirmed against the table.

Finally, someone took the plunge and walked towards the two of us. He got down onto his knees and I realized the table was the perfect height for his dick to be exactly in line with my mouth. I didn't need an invitation and opened my mouth obediently, letting the man slide his fat cock between my lips. I had become quite skilled at sucking dick over the summer, and got to work with my tongue immediately.

I moaned around him, the musky smell of him flooding my nose as he fucked my throat. It wasn't long before his breathing picked up, and he emptied himself into me with a moan. As he slid out and stood up I realized that his load would be far from the last I would be taking at this party. The thought pushed me over the edge and I came almost unexpectedly into Gavin's mouth. He swallowed every single drop without missing a beat.

The next few hours were a blur of pleasure and bodily fluids. The next guy came over and eagerly started eating my ass, his tongue deftly working my hole as I moaned loudly. My mouth was quickly filled with another hard cock, this one uncut and long. The next guy had me eat his ass as someone climbed onto me and fucked themself with my dick until I blew my load deep into their ass.

At one point a huge, hairy bear of a man lifted my legs and pushed his fat dick into me, bigger than I had ever taken before. I felt like I could feel every single ridge and vein as he slid in, and let out a long moan when he bottomed out. He fucked me slowly at first, picking up speed over time until he was absolutely plowing me. It was all I could do to grip the coffee table with both hands for dear life. Quite a few people had stopped what they were doing to enjoy this particular show. When he emptied his massive balls into my ass it felt like I was being stuffed to the brim and I wasn't shy about moaning loudly about it.

A little while later a trans guy came over and sat on my face. I gleefully sucked his t-dick as he moaned and writhed above me. I felt another person climb into my lap, and the guy on my face turned around to make out with the newcomer as they both used me. I lost myself in lust and pleasure completely.

By the time the party came to a close I had an unbelievable amount of cum in and on me. Gavin helped me up from the table and led me up to his en suite for a nice hot shower. We made out languidly, both fairly spent from an evening of rigorous activity.

"That was an incredible birthday gift you gave me, Kyle."

I smiled warmly, too tired to really respond. We finished getting cleaned up and got dressed again. As he walked me to the door I felt a pang of sadness that the summer was at an end and I wouldn't have an excuse to come over every week anymore. Almost as if he could read my mind, Gavin stopped at the door.

"Oh, by the way, once the outdoor pool is closed for season I'll be opening the indoor pool. Can I rely on your excellent service to continue?"

I smiled. "Wouldn't miss it."