The Redhead and the Pool Party (Maddy & Rory Part 6)

She told me later that the whole reason she threw the party was to tease me.

Maddy’s parents were out of town for the weekend so she decided to throw a party at her place. Though we’d been hooking up for a little while we hadn’t gone out anywhere together yet so I was nervous. Obviously I’d been to the house before; Maddy’s sister Zoe is my best friend and I’d been visiting her there for years, and this whole thing with Maddy started when she sucked me off in her room. 

Mostly I was nervous to be around Maddy’s friends. I’d never really met any of them and I didn’t know if I’d fit in. Also, I wasn’t sure exactly what my relationship with Maddy was. We’d both said ‘I love you’ that first night we fucked and since then our connection–physically and emotionally–had only grown, but neither of us had made anything official yet. I was anxious to see how she would introduce me.

The other thing I was nervous about was Zoe. She was onto us. I think she at least suspected that something was going on between me and Maddy but she hadn’t confronted me about it yet. Zoe was going to be at the party, obviously, she lived in the same house. I didn’t think I’d be able to hide it if both of them were there.

When the night of the party rolled around I was on edge. The nerves were one thing but, I confess, it had been a few days since I’d seen Maddy and I was getting a bit pent up. We’d been fucking pretty regularly since that first night and I was starting to get used to having her around to drain my balls every couple days. But we hadn’t seen each other for nearly a week before the party and during that week she’d been teasing me non-stop, sending me photos and telling me what she was going to do next time we were together (this teasing and building me up were also part of her master plan as I found out later).

I was trying to decide what to wear when I got a text from Maddy.

_____

Maddy: I’m excited to see you tonight! When are you gonna get here?

_____

Accompanying the message was a selfie. Maddy and a sheer white tank top with a white bra showing under it and a pair of ripped, very short jean shorts. There was a stirring in my pants at the picture–I was getting desperate, what can I say. As I looked at the photo again my eyes caught on something I hadn’t noticed. I’d been too distracted by Maddy the first time, but looking again I saw there was someone else in the background of the photo. Another girl.

She had red hair and pale skin. She apparently hadn’t noticed that Maddy was taking the photo because she was in her underwear. I knew it was wrong to look but I couldn’t help myself. From what I could see she was a little shorter than Maddy. Her legs and ass were toned though not as thick as Maddy’s, but her tits…Holy shit her tits were huge. The bra she was wearing looked like it was barely containing them. They were magnificent. I’ve always been an ass man, that’s part of the reason I was so into Maddy to begin with. But even I can’t deny that there’s something captivating about a nice big pair of tits.

I don’t know how long I stared at the photo but eventually I realised I had to respond. 

_____

Rory: Just figuring out what to wear then I was gonna head over

Maddy: Don’t take too long, I’ve missed youuuu

Maddy: And don’t worry about being early, some of my friends are already showing up

Rory: I’ll be there as soon as I can

_____

I’d noticed at least one of her friends had already shown up.

I picked out a nice enough outfit, grabbed my phone and my keys and headed to Maddy’s.

The thought of that photo and both the girls in it kept me semi-hard all the way there. When I arrived and saw that most of the friends Maddy had invited were girls–and that some of those girls had already got in the pool–it only worsened.

Again, I want to stress that I was pent up.

As I walked up to the house Maddy came out to greet me. She ran at me squealing and jumped into my arms. I staggered at first under the surprise weight but steadied and held her tight. 

“Mmmmm I missed you,” she said softly into my ear. 

“I missed you too.” She looked at me, beaming and kissed me. Only then did it occur to me that Zoe might see us. I broke off the kiss and put Maddy down, glancing around nervously.

“Don’t worry,” she said. “She’s gone to get drinks.” I relaxed a little. Maddy took my hand and led me into the house. “I’m so excited!” she said as we walked out to the backyard where the pool was. “I can’t wait for you to meet all my friends.”

There were a lot friends. There were a number of girls already in the pool wearing bikinis or tight swim shirts and many others hanging around, none of them wearing very much. There were a fews guys moping around on the patio, boyfriends I presumed. I looked for the redheaded girl from the photo but couldn’t see her.

The sight of the scantily-clad girls splashing around in the pool sent me almost all the way to full-mast. I was just thinking I should try and hide my growing bulge when Maddy burst out, “oh my god, Bella there you are!” I turned to look at who Maddy was speaking to and there she was. The redhead. 

She’d changed from that revealing underwear I’d seen to an even more revealing bikini top. It was a dark green, complementing her hair and her tits bulged out of it. They looked even bigger now than in the photo. Huge but firm, pale and round, a few slight stretch marks showing at the sides. Despite the massive size of her tits, the rest of her body was slim. Her waist curved down into round hips and toned legs. I couldn’t see her ass cause she had a pair of shorts on, I assumed, over the matching bottom part of that bikini.

“Rory, this is Bella, one of my best friends,” she said looking at me. “Bella this is my…” I pulled my eyes away from Bella to look at Maddy, eager to hear how she would introduce me, if she would call me her boyfriend. “...my Rory,” she said finally. Close enough. I beamed at her.

“Nice to meet you, Rory,” Bella said with a knowing smirk. Then, turning to Maddy she said, “I’m going to hop in the pool for a little while.” She walked away and I could swear there was a sashay in her hips that was meant to be seductive. She approached the pool and I watched as she bent down and pulled those little shorts off. Her ass was perky, firm looking and pale like the rest of her. She put her hair up in a bun and stepped into the pool.

“So what do you think of my friends?” Maddy asked me. The smirk on her face said it was a joke but there was something in her tone that made it sound like a genuine question.

“They all seem…” I hesitated, glancing over the collection of very attractive girls in the yard. “...nice.”

Maddy smiled, I think she knew what I was really thinking. “Come on,” she said, “we’re gonna go have some fun.” She took my hand and pulled me back into the house.

As we entered, we ran into another couple walking together holding hands. The girl was short and dressed (relatively) modestly in a green top and brown pants. The guy next to her, I assumed her boyfriend, looked sour, like he’d rather be somewhere else.

“Annie!” Maddy squealed, running to hug her. “You came! I didn’t think you’d make it.” Her face and tone dropped as she looked at the boy next to Annie. “...and you brought Declan…” the tone made it very clear, at least to me, what she thought of Declan.

“I know,” said Annie, apparently not catching the cold look on Maddy’s face. “I wasn’t going to but my plans freed up last minute.” She looked up at her boyfriend. “We’re happy to be here.” Declan grunted noncommittally and looked away from Annie. I saw her smile falter for a second. “Is Bella here?” she asked Maddy.

“She’s just got in the pool, she’ll be happy to see you.” As Annie and her boyfriend walked away, Maddy grabbed me by the arm again and dragged me further into the house. “Come on.”

I let her lead me. I thought we were going to her room but instead she pulled me into a bathroom, closed the door behind her and jumped on me. The suddenness of it startled me. I knew I’d been pent up but apparently so had she. 

She grabbed my face with both hands, pulling me into a deep kiss as she pressed her body against me. I grabbed her waist and held her close to me. “I fucking need you,” she said, reaching down to my shorts and fumbling to untie them. I slid my hands to her ass, barely covered by her short shorts, and squeezed hard. 

She got my pants undone and pulled them down, dropping to her knees as she did. She pulled my underwear down as well and my cock sprang free, slapping her in the face. She laughed, grabbed it with one hand and, without hesitating, took it all in her mouth.

From that first time she’d sucked me off she’d been skilled, but those skills had only improved over the last few weeks we’d been fucking. As she learned what I liked and how to get me going she’d gone from good to fucking oustanding.

With one hand she stroked the base of my shaft, with the other she gently cupped my balls. Her head bobbed up and down, my dick sliding in and out of her mouth as she sucked and licked all over me.

It wasn’t long before I was getting close. I wanted so bad to cum right then and drain my balls into her mouth, but I wanted more. I grabbed her by the hair and pulled her off me. We stared at each other for a moment, breathing heavy, our eyes full of lust. “Stand up,” I told her. She did and I immediately picked her up and placed her on the bathroom counter. I pulled those tiny shorts off her to reveal white panties beneath, a wet patch showing clearly. I pulled them off too.

I wanted to enter her right then and there but I knew if I did I’d still be too close to finishing. So instead I grabbed one of her thighs in each hand, spread her legs apart and buried my face in her pussy. It was warm and wet and sweet, and I ate it up greedily. I pushed her thighs back together on either side of my head, burying me further. After our weeks together she knew what I wanted and she started to squeeze my head lightly between her thighs. I let out a moan as she did and shoved my tongue deep into her pussy. She let out a short squeak of pleasure then covered her mouth, we didn’t want the whole party to know we couldn’t spend ten minutes together without fucking.

I continued working my tongue until I felt Maddy start to squirm around me. The little moans that she couldn’t help but let out started coming faster and more high pitched. Finally her thighs tightened even more around my head and I felt her cumming all over my face. She continued to squeeze me while the orgasm lasted then slowly released me. I rose, taking deep breaths, my mouth dripping with her juices. I looked in her eyes. There was need there, desire, lust. I felt it too. Her legs were still spread, waiting for me. I grabbed her by the hips and placed my cock over her still dripping pussy.

“Please Rory, I need it so bad, I-”

“Maddy!” a voice from outside the bathroom. It sounded like Bella. “Maddy!?!” She looked up at me, my cock was pressed against her lips, barely an inch from entering her fully. Then the door opened.

The next couple of seconds lasted an eternity. Bella stopped mid step and stared at us. We stared at her. I could see she was still wet from being in the pool. My eyes went straight to her tits. Little droplets of water still glistened on her cleavage and I could see her nipples were hard through the fabric of her bikini top. I had no pants on, standing between Maddy’s spread legs, my cock about to enter her. I could see the shock I felt mirrored on Bella’s face and on Maddy’s.

“Bell…” Maddy said, rolling off the counter and pulling her tiny shorts back up. Bella was already leaving hastily. “Bella, wait.” Maddy went after her.

I was left dumbstruck. Eventually I realised I was standing there fully erect with the door wide open and scrambled to put my pants back on. I followed Maddy and Bella out but I didn’t know where they’d gone. I was about to go check Maddy’s room when I heard a new voice.

“Rory!” Shit. It was Zoe. Was this going to get any worse? “Rory, can I talk to you?” Maybe it was.

“Hey, Zoe,” I said cautiously. “I was just looking for…”

“It can wait. Come with me.” She grabbed my arm and dragged me into the kitchen where there were less people around. Once we’d found a little privacy she turned and confronted me. “Are you fucking my sister?”

Needless to say this was probably the most scared I’d ever been. “...Wh…what?” I stammered. “What are you talking about?”

“Don’t lie to me, you’re bad at it. Are you fucking my sister?”

Should I deny it? “I…I don’t know what you’re talking about.” I could feel my face flushing red, colouring the lie.

“She’s always ‘staying at a friend’s’ on the same nights you’re mysteriously busy and she invited you to a party full of her friends.”

“She invited me because I’m your friend.” I was digging myself a deeper grave and I knew it. “I’ve…I’ve been busy with studying lately, you know, I guess it’s a coincidence that she’s been busy as well.” It sounded weak even to me but once I’d started I couldn’t stop.

“Remember that morning I came to your house and you were hiding a girl in your room?” The look in her eyes was fierce.

“Uhh…yeah I guess.” 

“Maddy’s car was parked outside your house.”

Shit.

“Shit.” She only raised her eyebrows questioningly. She obviously knew the answer already but I could tell she wanted me to say it. I couldn’t help it, I collapsed under the weight of that stare. “Yes,” I muttered.

“Yes what?” she demanded.

I flinched. Putting it into words in front of Zoe was difficult. “Yes…” I said, “I’m fucking your sister.” I flinched again in preparation for the onslaught that I knew was coming.

She took a deep breath then exhaled. “Well,” she said with a sigh. “Thank you for telling me. I’m not going to talk about it anymore, I want no details.” 

“What?” I asked, perplexed.

“I’m not saying I approve of it,” she went on as if I hadn’t said anything. “But she has had much worse boyfriends before.” She turned to go then stopped and looked back. “Don’t break her heart.”

I was astounded, utterly nonplussed. “I…I’m not…” I couldn’t figure out what to say. I looked her in the eyes and saw the fierceness. She was defensive of her sister. “I won’t,” I said finally. I meant it.

She nodded once sharply, turned on her heel and left.

Bewildered. That’s the only word for it, I think. I had spent so long dreading what Zoe would say when she found out about Maddy and I. This possibility never even occurred to me. All things considered, I don’t think I could have asked for a better outcome.

I stood there for a while, my jaw still dropped in amazement, until I remembered that I was supposed to be looking for Maddy. A quick search outside at the pool didn’t show me Maddy or Bella so I figured I’d check inside the house. The obvious place to look was Maddy’s room. The memory of the last time I’d looked in Maddy’s room brought back some of the erection I’d had before talking to Zoe and, eager to perhaps finish what we’d started earlier, I hurried to find Maddy.

I did find her. In hindsight I think I should have known it was a setup. She was in her room. The door was ajar, just like when this all started, and just like that time, Maddy was naked in there. Unlike that time, though, Maddy wasn’t alone. Bella was in there with her.

I stopped dead in my tracks. They were standing at the edge of the bed, arms wrapped around each other, faces pressed together in a passionate kiss. I watched as Bella’s hand slid down Maddy’s back and gripped her fat ass tight before giving it a light smack. I heard the soft moan Maddy let out and then the louder squeal as Bella slapped her again harder. They never stopped the kiss, just kept running their hands all over each other’s bodies. 

I saw Maddy reach for Bella’s tits and again I was in awe at them. She’d taken off the bikini top she’d been wearing and now I could see her huge boobs in all their glory. They were pale like the rest of her, they looked soft but despite their obvious weight they were still perky. Maddy grabbed one in each hand and squeezed gently, she wasn’t able to hold them entirely, her small hands sunk into the soft flesh. Bella started moaning as well and, though I was standing feet away, I could see her nipples harden as Maddy started to play with them. 

Now, Bella reached up to Maddy’s tits. Though they were smaller than her own, she too had small hands and was able to knead and play with them as Maddy did the same. Then they both stopped and wrapped their arms around each other, pressing their chests together, squishing their tits against one another.

My erection had fully returned now, my cock was throbbing in my pants, practically ready to burst right then. Then a thought occurred to me. Maddy had left me just as we were about to fuck and had instead gone to this other girl. Was she cheating on me? Is it cheating if we’re not technically dating?

These were stupid questions, I should have known, should have realised that the whole thing was set up by Maddy. But in that moment–maybe it was the blue balls from earlier, maybe it was what Zoe had said about not breaking her heart, maybe it was jealousy (it was definitely jealousy)--in that moment I was mad that Maddy was with someone else.

At that moment Bella broke away from Maddy and looked toward me. She gave me an evil smile. Maddy glanced over at me as well, but before she could do or say anything Bella pulled her back and started making out even harder than they had been before. Maddy melted into it and I, in my utter stupidity, stormed out of the house to my car and drove home in a fury.

Maddy tried to call me later that night. I ignored her, I was being an idiot. I couldn’t stop thinking about the two of them wrapped around each other. I went to sleep still hard from the memory of it.

The next day was probably one of the highlights of my whole life…