Caught fucking my (23f) brother’s best friend at a party

I was 13 when I first met Drew. My brother, Will, had brought him home from university for Thanksgiving. His family lived 8 hours away and he didn’t want to catch the flight. I remember helping my mom when he walked in and dropping the spatula on the floor in awe of him.

He’s tall with broad shoulders, with tan skin and piercing amber eyes. His dirty blond hair covered his head in waves, which he would occasionally shake away from his eyes. I regained my composure and introduced myself, unable to stop staring for the rest of that night… and every time I saw him after that.

The last time I’d seen him was when I was 18. I’d been busy with school, and life in general, that I hadn’t even seen my family in at least a year.

Last summer, my mom invited me to Will’s pool party for his birthday. I’d saved up enough PTO so I took time off and drove the three hours home. I’d chosen a blue and green strapless sundress to wear there, and a purple bikini to wear underneath. I looked different than the last time they’d saw me thanks to Pilates, and I wanted to show off… plus, I knew Drew would be there.

I’d gotten stuck in construction on the way, so I arrived late. I greeted my parents with hugs and after a quick catch up, they took me back to the pool where everyone was already drinking and swimming. There was about 20 people, maybe a few more. I didn’t know what I was wanting to happen that night, but my anxiety still kept me wondering about the what-if’s.

“Daphne!” Will yelled from across the pool. I ran over to him and we gave each other a big hug. “Where have you been? Why haven’t you come to visit?”

We talked about my life for the past year, and began to talk about his when Drew walked into the backyard. I couldn’t stop myself from staring over Will’s shoulder at him. He had stopped to talk to a couple of guys, before grabbing a beer at the bar.

He didn’t look much different from the last time I’d seen him. His hair was longer, to his shoulders and his muscles more defined. I could feel my heart pound in my ears as he turned to look at us. I blinked and turned back to Will, who was smirking at me.

“Shut up.” I quickly said before he could say anything.

His smirk turned to a grin, “I wasn’t going to say anything.”

“Daph!” Drew smiled brightly as he approached us, his voice warm and deep. “It’s been too long,” he pulled me in by my waist for a hug. I felt my heart stop as I felt his hard chest against my cheek and his hips against my belly. It felt too soon when he pulled away. “How long has it been? 5 years?”

“Something like that,” I shrugged, “I’ve been busy.”

“Oh, right, college. I miss those days. Do you want a drink?” He pointed at the bar.

I nodded and we walked towards the makeshift bar my dad had set up. All the booze & mixers you could want, you just had to make it yourself. I made a cosmopolitan while he grabbed another beer, and we settled in a couple of chairs under an umbrella.

“What are you majoring in?” He leaned back into the chair, his blue swim trunks pulling tight against the muscles of his legs, I tried to keep my eyes from wandering on his thighs and the slight bulge I could make out.

“Business. You’re a dietitian now, right?” I sipped my drink, scanning through the crowds to find anyone else I knew, needing a distraction.

“Yeah, at an Endocrinologist’s office. I’m also a personal trainer at the Y with Will.”

I nodded, “That’s awesome…” I spotted my childhood friend, Felicity, and stood up. “I’m gonna go catch up with my old friend. We’ll chat later?” I leaned down and punched his shoulder playfully and set off for Felicity. I could feel his eyes on my ass as I walked. The fun was only starting.

Felicity squealed my name when she saw me, running up to me to give me a hug. “I’ve missed you so much! I’m so glad you’re finally home!”

I hugged her tightly, and we made way for the pool while catching up. Drew stood near the bar talking to a few guys, but I was directly in his sight so I took the opportunity. I pulled my sundress up just slow enough to be teasing. When I threw it down onto the nearest lounge, I caught him staring at me and I smiled at him. He smiled back, sipping his beer nonchalantly as he watched me get in the pool.

“Who are you looking at?” Felicity asked, spinning in the water to look at Drew. “Oh my god, is that Drew?” She gasped, “He looks goooood.”

I laughed, “Quit staring… I’m trying to see if I can start something tonight.”

“Oooooh, get it. I totally support your sluttiness. Think he’s got a friend here?” She wiggled her eyebrows.

“I’m sure. You know who Will hangs around with.” I shrugged.

“Oh, that I do. If you weren’t my best friend, I’d just go right for him.”

I snorted, “please, like I care. Just don’t hate me when he breaks your heart!”

“You mean it?”

“Yes. You’re an adult and so is he. I don’t see any harm in it besides the awkwardness if it doesn’t work out.” She was looking at me like I’d just told her we were going to Disney World and I couldn’t help but laugh at her for crushing on my brother.

We talked, drank and swam around for awhile before Will shouted out to everyone and jumped into the pool, splashing both of us. He came up next to Felicity and smiled at her. “Felicity, what’s up?” I could tell he’d had more than his fill of alcohol. She giggled and splashed him playfully.

“Ugh, you got water in my drink.” I rolled my eyes and made way to the steps. Wasting no time, Felicity started flirting with Will immediately.

As I mixed up a margarita, Drew approached. “You look hot in that swimsuit…” he smiled at me charmingly.

I snorted. “Right to the point, huh? Don’t I deserve to be wooed a little?”

“I…” he began, but I cut him off.

“I’m joking. Thank you for the compliment.” I winked.

“Well, I meant it. Not just trying to get into your pants, like some of these guys.” I’d noticed a few looks from my brother’s other friends, but I’m used to that. His eye was the only one I was hoping to catch.

“Uh huh,” I sipped from my solo cup, “of course you’re not.”

He scoffed, “I’m not.”

I stepped towards him, “I don’t believe you.”

He narrowed his eyes at me, “It wouldn’t be right.”

I laughed, “Umm, might wanna look at how close Felicity and Will are right now. Pretty much the same thing with us.”

He stared at me for a moment, “Are you *trying* to start something?”

“Isn’t that obvious?” He didn’t respond, so I continued, “I’ve always liked you. Ever since I met you nearly a decade ago. I’ll tell you the same thing I told Felicity, we’re both adults and… it won’t hurt anything. We don’t see each other that much anyway.” Being three cups in, the alcohol helped the words roll off my tongue.

He raised his eyebrows in surprise as he stared down at me. He considered for a moment and then said, “well, if we’re being honest now… I’ve wanted you for awhile too. I’ve watched you change through Facebook, and I like what you’ve become.”

I smiled, flattered, “So, why waste the opportunity we’re being presented with?”

He smiled back, “Where would we go though?”

I’d waited so long for this with him that I wanted it to be perfect. The only place I could think was my old bedroom, but there was constant traffic through the house so we’d need to be quiet. We snuck through the small crowd and up the stairs.

A woman came out of the upstairs bathroom and headed back downstairs. As soon as she disappeared, Drew shoved me up against the wall, lifting me around his waist. He pressed his lips to mine, hungrily kissing me. He held onto my ass with one hand and untied the neck of my bikini top with his other. He kissed down my chin and neck to one of my nipples, which he took in his mouth and bit gently.

I moaned and looked down the hall at the stairs, listening to the constant chatter underneath us. “Drew…” I whimpered as he bit my neck, “someone will catch us right here.”

He paused, his breathing hot against my skin. He carried me into my old room, and dropped me onto the bed. I could see all the ridges of his hard cock underneath his swim shorts. I pulled his shorts down and smiled at how big and perfect he was, just like I’d imagined. I leaned forward and licked around his tip before taking his head into my mouth and sucking gently, rolling my lips down as far as I could and then back up. He was so big that I could only get him halfway in and I’d have to go back up. Because of this, I showed his head extra love by sucking on it and swirling my tongue around. His groans inspired me to try and take him deeper, feeling him stretch my throat slightly.

After a few moments, he pulled out of my mouth and pushed me by my shoulders onto my back. He pulled my bottoms off and threw my top to the floor. He kissed my chest again, twirling his tongue around my nipples one at a time and then trailed kisses down my stomach. My breath hitched as he got lower and lower.

He spread my legs wide and brushed the tip of his tongue over my clit a few times before gently flicking. I jerked my hips slightly and moaned as he explored my slit with his wet, hot tongue. His lips closed over my clit and he sucked, gently at first and then harder. I shuddered and moaned loudly. I could feel him smile against me as I started to grind against his face. He pressed a finger at my entrance, and I raised my hips eagerly as he slid it in slowly. He curled his finger, flexing it to brush against just the right spot. He expertly pumped his finger in and. I pushed his head away gently, trembling from the aftermath. “Oh my god…” I mumbled.

“How was that?” He grinned.

“Amazing. Beyond amazing.”

I pulled him up to me, rolling him onto his back. I kissed down his chest and stomach, wrapping the fingers of my hand around the shaft of his big dick. I jerked him off in my hand and sucked on his cock until he was hard.

Unable to wait to feel him any longer, I climbed up to his waist and positioned my pussy above his cock. I guided him to my wet entrance and slowly sat down onto him. He slid into me with ease at first, but his size was bigger than I was used to and it was a struggle to get him all the way in. He took control and raised his hips slowly, stretching me in a way I can only describe as heavenly.

“Fuck…” he breathed, looking down at his cock disappearing inside of me. “You’re tight.”

“And you’re huge…” I groaned when I finally felt him fully nestled inside of me. I slowly began to move up and down him, picking up the pace as I got used to his size.

After a few moments, he gripped my hips and flipped me onto my back without pulling out. I wrapped my legs around him as he thrusted in and out of me, angling to hit my g-spot. I’m not usually a fan of missionary, but the way his dick was angled made it so much more satisfying. He leaned up on his knees and pulled my hips to meet his thrusts.

I started to play with my clit, rubbing circles with his rhythm. I couldn’t keep my moans down as I edged closer to release. He leaned down and covered my mouth with his hand and wrapped his other hand around my throat, applying pressure to my carotid. As he pressed harder, I got closer. I arched and moaned loudly into his hand as the wave crashed over me.

As I came down, I could hear someone walking down the hall outside. My eyes widened as the doorknob rattled and I cursed myself for not thinking to lock it. I looked up at Drew, but his speed didn’t falter and I could tell he was close.

As the door opened, he groaned loudly and pressed into me fully, his hot cum coating my walls with each twitch of his cock. I peeked over his shoulder at the wide eyed woman looking at us.

She started to stutter and back up, “I-I’m so sorry… I… I thought this was the bathroom.” She quickly shut the door and ran back down the hall.

He looked back down at me and burst into laughter, “I guess I should’ve locked the door.”

“Maybe so. Seems like you enjoyed being walked in on though.” I winked as he rolled off of me. I leaned up, looking back down on my conquest. His load was already starting to leak out slowly; my favorite feeling.

“I may have dabbled in exhibitionism,” He shrugged.

I stood up and started to put my swimsuit back on, in disbelief of what just happened. “I can’t believe we just did that.”

“Why?”

“Because I’ve fantasized about you for so long. I just can’t believe you got with me…”

“Oh, please. You’re hot and you know it. Why wouldn’t I go after you?” He flashed his white smile.

I shrugged, “We should probably go back down. They’ll wonder what happened.”

“If Sadie doesn’t tell everyone…” I assumed that was who walked in and we headed back down.

We couldn’t keep our eyes off each other the rest of the night. The word did get around that we’d been caught together, but I didn’t care. He stayed the night with me there that night and I rode him for over an hour, enjoying the feeling of him inside me. The excitement I felt about being with him didn’t die down until a few days after I got home.

With everything going on in the world, I’ve only seen him a couple times this year, but every time feels like the first…

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Source: reddit.com/r/eroticliterature/comments/kfy202/caught_fucking_my_23f_brothers_best_friend_at_a

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