Summer Lovin, Secret Hookups, and Hidden Desires at the Beginning of Summer Party

Ahhh summer, finally! I thought to myself as I woke up the sun streaming through the curtains in my room. It was midday, 12:00 noon to be exact and I was surprised at the fact that my father let me sleep so late. Perks of being on summer vacation I suppose. I yawned and stretch widely and that’s when I noticed my erection pressing against my boxers. Ugh every morning, not that I really mind, I enjoy the rush of pleasure I get every time I masturbate- like every guy, ever. But, unfortunately, I don’t have time today. I need to clean and get my house ready for the little ‘Beginning of Summer Party’ I’m having today.

I get up, shower, pee, eat breakfast and start to clean. I pick up stuff in the basement/playroom area, vacuum, dust and generally make everything look pretty. When I’m satisfied with the work indoor I start out to the pool. I repeat the process from inside on the little pool room we have outside. This, of course, has much more dust and when I finally finish there’s sweat dripping down my face. I take off my shirt and jump in the pool, swim a few laps and then get out, dry off and head inside to wait for people.

First to show up is my best friend, Greg. Greg is tall, broad shouldered, a little chubby with short black hair and brown eyes. He’s a grade younger than me but we’re still great friends.

“You ready for today dude?” I ask when we get to the safety of the basement, where no parents can eavesdrop on our conversations.

“Hell yes!” He exclaims excitedly, “I finally get to see Melissa in a bikini!!” I roll my eyes; he’s been in love with this girl forever, even if he claims he isn’t. Although, it doesn’t stop him from lusting after all the other girls in our little group.

“I just can’t wait to finally see Jessie’s tight ass in a bikini.” Jessie has been the object of my fantasies for a very long time. She’s tiny in every way; short, skinny, small tits. Except her ass. Her ass is perfection. It’s the perfect size for her tiny frame and seems to be very firm.

“But duuude Madison’s tits!”

“Holy crap yes!” I reply. Madison is short, though not as short as Jessie, has long brown hair and very, very big boobs. It’s impossible not to stare at them and we finally get to see them with very little on them. This is how most of my conversations with Greg go. They start off innocent enough but always end up turning sexual. “Come on, let’s go out to the pool, my mom can send everyone else out as they show up.”

We get out there, strip off our shirts and jump in. I take a minute to check out Greg’s body. He’s definitely slimmed down since he started going to the gym, but I’m still skinnier which makes me happy. Neither of us is fat in any way, however, we do not have perfect pecs and abs.

We hear a car door slam shut in the drive way. Greg and I look at each other in anticipation, only to be disappointed when we see Phil’s shaggy black hair appear climbing up the stairs to the deck. Phil is big. In every way. He’s tall and a little over weight. Even at this age he could be a bouncer at a nightclub. And yet, as tough as he appears, he’s really just a fluffy teddy bear. He has a much higher pitched voice than you’d expect and not a speck of hair anywhere except on his bushy head. I wonder how big his cock is I think before shaking my head No. No. No. No. Stop. I always wonder how big other guys are. I wonder the same thing about Greg. Does that make me gay? I’m not sure. But I know for sure I’m never letting anyone else find out about those thoughts.

“PHIL!!”

“GREG!!” They exchange, as they always do when they see each other.

“Hey Phil,” I add in when they’re done. “Come on in, the water feels great!” I say before hearing another two doors slam shut. This time, up the stairs comes Jessie. I look over to Greg with a wide smile on my face. “Perfect timing, Jessie! Phil was just about to come in with us,” I say hoping she’ll strip her clothes quickly and jump right in.

“But it seems cooold,” she whines shaking her head, blonde hair practically glowing in the sunlight.

“Just jump in,” Phil says before jumping in, sending a large splash over the sides of the pool and right into Jessie. She squeals loudly and skips back, away from the water.

“Ya know, you could jump in or we could throw you in,” Greg said menacingly, and yet in a joking manner.

“Ugh, fine” She says YES!! Finally!” I watch in anticipation as she takes off her shirt, back turned to us, her slim back and nice curves on display to us drooling guys. Next she bends down and slides her shorts off. I almost right then. I can’t stop staring. It’s just such a nice ass. Pert and tight and one piece of clothing away from my eyes. I bet she has no hair on her pussy. I bet her pussy is super tight. I can feel a stirring in my pants and tear my eyes away before it can get any worse. I notice Greg and Phil look a bit uncomfortable as well. “Well here goes nothing,” She says before diving in the pool.

“Hey guuuys,” I hear, turning my head to see Madison and Melissa strolling up the stairs. I gasp; they’re already in their bikinis, ready to go. My eyes are glued to Madison’s large breasts, almost popping out of her top. It looks two sizes too small and I loved it! Next to her Melissa was… Well average. I suppose she did look pretty hot, but next to Madison’s tits and Jessie’s ass, she just couldn’t compare. I glanced over and saw that Greg was staring at Melissa’s toned stomach. Ohh as much as I love this, it’s gonna be a long day of hiding boners.

A few minutes later, everyone is in the pool splashing around and having a merry old time. “Hey guys! Let’s have a chicken fight!” said Melissa excitedly.

“Sounds good, who’s partners with whom?” asked Phil.

“Melissa will go on my shoulders,” Said Greg. Surprise, surprise I thought to myself. “Madison will go on your shoulders Phil, and Jessie can go on John’s shoulders.” Yes yes yes! I get to feel Jessie’s tight ass on my shoulders. And I might even get a quick feel of Madison’s tits I thought eyeing them.

The game commenced and everyone began pushing and shoving everyone else, trying to knock one of the girls off the guys shoulders. I moved my way toward Phil and started shoving at him. I swiped Phil’s feet out from under him and watched him fall toward me. I positioned myself perfectly and stuck my hands up getting a direct feel of Madison’s large breasts. I swear I saw her smirk at me the second before we all hit the water with a huge splash.

Oh please, she didn’t smirk, I berated myself, She’s got a boyfriend! They had sex! She’s not interested in me. I quickly untangled myself from the limbs of others and came up for air. “Alright, maybe that’s enough of Chicken” I laughed and everyone agreed. We continued to have splash fights and water fights. Maybe it was my imagination, but it seemed like Madison was getting closer and closer to me; Brushing against me, pressing her tits against me, rubbing her ass on my crotch. And when she knew no one was watching she’d wink at me. I had to stay far away from everyone else to make sure no one would brush against my very erect cock.

Later that day, everyone was getting out of the pool, drying off getting dressed and getting ready to get picked up. Except Madison. She stayed in for longer than the rest, and even when she got out, she stayed in her bikini, which pressed tight against her breasts. I couldn’t take my eyes off them and she knew it. Eventually, everyone left my house and Madison and I were alone.

“Ya know,” She said suddenly, “It feels like you have a nice big cock there.” I blushed bright red.

“Uh, thanks…” I mumbled. “Wha… What about Ben?” I ask, “You told me you two had sex and now you’re here turning me on and complimenting me on my cock?” I ask confused and wanting answers.

“My mom found out!! She won’t let me anywhere near him anymore! And I’m so so horny! After having a cock inside you, fingers just don’t work the same.” I thought I could tell where this was going but I wanted to be sure.

“Soo you want to be like fuck-buddies?” I ask looking for confirmation.

“Yes!! But you can’t tell anyone, I still do love Ben.”

I smirk, Finally! I’ll get to see her tits! “Well then, let’s do this” I say standing up, showing off my partially hard cock. I can see the lust in her eyes as she looks at my cock. She stands up as well and reaches behind her, untying the strings of her bikini. “I know you like these” She smile letting the top fall away, revealing her bare breasts to my hungry eyes.

“They’re amazing” I say shocked. And they were. Large and round, they were easily bigger than anything I could fit in my hand, tanned, clearly she spent time tanning in the nude, with dark brown areolas and erect nipples. I took them in my hands and gently squeezed, eliciting a soft moan from her. I leaned my head down and locked my mouth around a nipple and started sucking, louder moans coming from her mouth. On the other boob, I pinched her nipple, and twisted it lightly, while with her other hand I traced a path down her stomach and started rubbing my hand on her pussy, above the bikini bottoms.

“Pl… Please” She mutters softly. I move the bottoms aside and come in contact with her sopping wet pussy. She’s been waiting a while for some action I think as I easily slide a finger deep inside her. Her walls clench around my finger and she moans loudly. I move my mouth away from her breast and kiss down her stomach to her pussy. I slide the bottoms off and throw them across the room. With my tongue, I lick from the bottom of her slit up to her clit, enjoying the taste of her juices. I plunge my tongue inside her and start eating her out; a personal fantasy of mine. She walks back so she’s sitting on the couch, me still between her legs. This time when I go in I attack her clit. She thrashes her head and body around as I suck and nibble on the sensitive nub. Her moans turn to screams and her legs wrap around my head. She’s about to cum I think excitedly. I suck harder and harder as I feel a rush of her juices enter my mouth. I lap up all I can and then stand up in front of her.

“Wow,” Madison says breathlessly, “Ben’s not that good.” I smile wide when I hear that, nothing like hearing you’re better than another man to boost your self-esteem. I lower my bathing suit and line my cock up at her pussy, rubbing against her lightly. “Put it in me! Please I need it!” I don’t wait any longer. I slowly slide myself into her. God she’s tight Is the first thing I think as I slide balls deep inside her. Her eyes are shut tight and her breathing is heavy, I can tell she’s enjoying it. I start thrusting back and forth, gaining speed as I go. I hear Madison making noises but whatever she’s trying to say is completely incoherent. I ignore her moans for the moment and focus of pounding her with my cock. She wraps her legs around my waist and I can feel her walls clenching around my cock. She starts shuddering and her moans get louder. No way is she cumming again?! I think in disbelief. Barely finishing the thought I hear “Ahh I’m cumming!!” And I know it’s true. She tightens around me even more and I can feel a flood of juices on my cock. I keep thrusting through her orgasm and she continues to moan loudly, as if she isn’t coming down off the orgasmic high.

I can feel it coming. I don’t want it to end and yet I know I don’t have much longer. “Madison… I’m gonna cum” I manage to get out between pants and moans. She immediately pulls herself away from my cock and turns us so that I’m the one on the couch. She takes my cock in her mouth and starts bobbing up and down. My moans pick up and get louder, knowing I’m close. She must know it too because she starts taking my cock all the way in and I can feel the head hitting the back of her throat. “Fuck fuck I’m cumming” I say. Right before I do she pulls my cock out of her mouth and starts jerking me off.

“Cum on my tits,” She says breathlessly, “You’ve been looking at em all day, I know you love them. Shoot your cum all over my big, round titties.” Hearing her talk like that is the last straw. I grunt and shoot my load all over her breasts. One, two, three, four, five ropes of cum cover her tan tits with white. I collapse back against the couch. I pull up my pants as she collects her bikini. “Good thing I told my mother later than everyone else” She laughs.

Right as she says that we hear a honk from my drive way, “That’s my ride!” She says, “Thanks, I reaaaally needed that. I haven’t cum that hard in a while.” And with that she turns and heads out. A few moments later I hear the car pulling away.

“Wow” I mutter, before falling asleep on the couch.