I started seeing Anthony two months prior to this, casually at first. When we started sleeping together, he kept coming back after that. In the first few weeks, we didn’t tell each other much about our lives outside of sex.
We met at a bar while I was out with my girlfriends, and he was out with his friends. It had been convenient that there was an even number of girls and guys. When my friends and I had noticed, we picked out which one we wanted.
Of course I picked the tall, muscular one in the leather jacket. His hair was dark brown and slicked back, and his eyes were just as dark; a contrast to my light auburn hair and pale green eyes. I liked the way he looked at me, like he already knew exactly where he wanted the night to go with me.
“Hey,” he smiled at me when I approached, “I’m Anthony.” He held his hand out.
I shook it firmly, “I’m Daphne. How old are you?”
He eyed me warily, “does it matter?”
I smiled and shook my head, “no. I’m just filling space.”
“29. You?”
“23. Are you from here?”
“Yeah… more north though. Do you wanna dance?”
He didn’t really talk much about himself after that. I let him come back with me to my apartment after a few too many tequila shots.
As soon as I’d gotten my door open, he was on me. He kissed down my neck, and pulled me up into his arms, firmly holding my ass. I moaned when he bit down on my shoulder.
We’d made our way to the bedroom, pulling one article of clothing off at a time. He kissed my tits, lightly flicking my nipples with his tongue.
Unable to resist any longer, I rolled him over onto his back and pulled his briefs down. His cock was large, long but slightly skinny. I started with his head, gently licking with the tip of my tongue around the curves, before taking it in my mouth and sucking. I licked up his shaft, and back over his tip before taking him all in.
I sucked him and fondled his balls for a good five minutes until I couldn’t take it anymore and needed him inside of me. “How do you want to fuck me?” I asked him, still stroking his cock with my hand.
He stared at me for a moment, considering. “On your back, legs spread wide.”
I blushed slightly at the thought of being so exposed with this near stranger… but I did ask.
I laid back on the bed with my legs spread wide, pussy completely exposed to him. He gasped quietly, as if he hadn’t expected me to really do it. He reached down and stroked me, circling around my clit and then down to my wet entrance. “I can already tell thIs pussy is tight,” he grunted. I held him in my hand, and if he’d been any harder he would’ve burst. “You’re so wet…” he pushed a finger inside of me, forcing a moan out of me at the slow invasion.
“Goddamn…” he murmured. He withdrew his finger, which disappointed me for a moment. He quickly replaced it with his dick. Slowly, he pushed inside of me… I moaned loudly from how good his cock felt. I arched my back and pulled my legs open further. “You’re so fucking tight.” He groaned.
I could feel my climax growing with each thrust, and my hips raised to meet him. I moaned loudly, and squeezed him tightly as I came. I shuddered as he fucked me even harder, with longer strokes.
I could feel his body tense up and the idea of him cumming pushed me over the edge again. I cried out at the same time he groaned his own release, pulling out and spraying ropes of thick cum onto my stomach.
Our first time was incredible and it wasn’t even 24 hours before he was texting me for more.
***
Each time we met, he had only wanted to fuck, or eat and then fuck. It wasn’t until just this month that he told me more about himself, after asking me to be his girlfriend.
His uncle had died and he had been close with him, so had his twin brother, Michael. Anthony needed company up north at the family cabin for the funeral, and I agreed.
If there’s one thing I know about men, it’s that sex can often help with their problems. So I packed my sexy black corset lingerie, dark green babydoll, and purple teddy for the four day/three night trip.
On the car ride up, he told me stories about his uncle and twin brother. They got their first beer from their uncle at 12, and he taught them how to talk to girls. Even how to unhook a bra, using one of his girlfriends.
“Sounds like quite the bachelor…” I laughed.
“Oh, he was. He always had some new woman around every time we saw him. Michael actually slept with one of them when we were 17.” He chuckled.
“Are you guys identical or fraternal twins?”
“Identical. We’ve even got the same hair; it just suits us.” He winked at me. “He’s got a dumb tattoo on his back that’s fairly large though. That sets us apart.”
“I’ve got two older sisters. Five and seven years older.” I started to say.
We talked about our lives for the next hour of the trip until we reached the cabin. It was large, with two stories and six
bedrooms he’d said. We parked next to two other cars and brought our stuff in through the front door.
It opened up into a large den area, with taxidermied animals decorating the walls and a large stone fireplace. Four people sat in the sofas in front of the fireplace, chatting amongst themselves. A pretty, older woman looked up and smiled, “Anthony!” She stood and ran to him with arms wide.
“Hi, mom.” He smiled and hugged her back.
While I said hi and introduced myself to his mom, Michael came up behind him. I noticed his voice was slightly deeper and his hair an inch or two longer, but other than that… they really were identical.
He was polite enough, but I noticed how he stared at my tight ass, or how he eyed my tits when I leaned forward.
When we made it to our room, I cleaned up and dressed for the wake. I slipped on the black corset and matching thong underneath a black, short dress. I pulled on my black strappy heels and red blazer and followed Anthony out to the garden. I noticed Michaels room was right across from ours.
During the wake, I sipped champagne like it was my job. Social anxiety often got the best of me in these situations, and alcohol could always numb me. I stood alone while Anthony mingled with his family. Michael approached me, “Daphne, right?”
“Yeah.” I smiled at him, and sipped from my flute. I couldn’t help but admire him and the slight differences between he and Anthony. I wondered what else could be different.
“Hard to forget a name like that. How’d you meet my brother?”
I laughed, “well, at a bar actually.”
He laughed too. “That makes sense for him.”
“Oh yeah?”
“Not to say he’s a playboy, but… he does follow in Uncle Glenn’s footsteps pretty closely.” He sipped his beer, eyeing Anthony in the distance.
“I’ll keep that in mind. He said something similar about you.”
“Ah, he told you slept with one of Uncle Glenn’s girlfriends? That’s true, but that was over a decade ago. You know, you’re not his usual type.” He sipped his own champagne.
“No? And what’s his usual type?” I leaned forward, staring into deep and dark familiar, but different eyes.
“He likes them… I don’t know, naive? He’s noncommittal, he likes easy hearts to break.” I considered this, but it didn’t really bother me to think about. I hadn’t been with Anthony long, and I hadn’t found any real permanence in the relationship.
“That’s fine with me. I can’t say I’m here for the long haul or anything, but I’m here in support.” I smiled at him, running my fingers through my long hair.
“That’s good to know. I’d hate to see such a pretty face shed a tear over him.” He tapped my flute with his own and turned to carry on with another conversation.
I watched him as he went. Anthony had confidence, but Michael’s confidence was effortless. He knew what he had to offer and I knew deep down, that I wanted to see what else there was to offer.
**
We sat in the great room later that evening, with about 30 guests still remaining to wind down and drink. I’d had one too many champagne flutes and I tugged on Anthony’s sleeve. “I’m really tired. I’m going to lay down.” I said over the music playing. His uncles favorite was The Police, and I’d heard enough Roxanne to last me a lifetime.
He nodded, “okay. I’ll be up there in a few hours. Goodnight.” He gave me a kiss on the cheek and started to make his way through the crowd towards someone else. I turned towards the stairs and stumbled up them.
When I stepped into our room, I noticed it smelled different than I remember. Slightly muskier, no hint of me anywhere. I kicked my shoes off and made my way to the bed, falling down on the closest pillow.
The door opened and Anthony came in. “Are you okay, Daphne? I saw you stumbling up the stairs and now you’re in here?” His voice sounded different somehow.
I sat up and my head spun slowly, and I laughed, “what do you mean? I told you I was coming up here, silly…” I poked him gently and before he could reply, I said, “Mmm… I don’t care… just come here.” I pulled him on top of me by his shirt and kissed him, lightly flicking his tongue with mine.
He pulled away, “are you drunk?”
“Mmm… yes? Why does it matter?” I stood up and shimmied my dress off, “just look… look what I wore, to make you feel better.” I pulled his hands toward my waist, then down to my thonged ass. I rolled him over and straddled him and kissed him again, this time he didn’t pull away.
He flipped me back onto my back, and stood up. I thought he was going to stop, but instead he undressed, and pulled me by my ankles to the edge of the bed. He pressed his fingers into the fabric of the thong, feeling how wet I was through it before removing it completely. He rubbed my thighs and moved his hand along my hips and up my waist, then removed the corset. I lay completely bare in front of him, and he paused to admire me.
“You’re absolutely beautiful…” he murmured, before leaning down and kissing my lips. He bit my lip, then kissed down my jaw and neck, and then to my breasts. I moaned when he bit my nipple hard, then sucked on it just as hard until it was swollen, then repeated with the other.
He kissed down my stomach from my chest, and pushed my legs up so I was spread wide for his viewing. He kissed my inner thigh slowly, then teased me by softly licking across my clit before kissing up the other thigh. He repeated until I was panting and begging for his mouth, “pleeeease…” I moaned, pushing my hips up towards his lips.
“Please what?” He grinned devilishly.
“Please eat my pussy, suck on my clit… I don’t care, just please!”
He bit my inner thigh, causing me to yelp. He chuckled, and kissed down my thigh to my lips and kissed them before pushing my legs further apart to unhood my clit and spread my opening. “You’re even beautiful down here.” He moved a finger down my slit to my opening, swirling it around in my wetness. “You’re soaked…” he muttered.
His tongue lowered to my clit and I felt him begin to flick it against me slowly, then faster. I moaned quietly, grinding my hips lightly against his mouth. He wrapped his lips around my clit and sucked, causing me to jolt up and gasp. He pushed me back down and sucked on it gently, then quicker as I started grinding my hips faster against him. I felt the tip of his finger return to my entrance, and soon it was pushing into me slowly, curling in and out. I moaned louder, grinding against him quicker as the pressure in my center built… until I exploded with a loud cry.
He pulled away and smiled at me. “Where did that come from?” I asked, “you never do that!” I was trembling when he flipped me onto my stomach.
“I should more often then.” He chuckled.
I felt his hard cock at my entrance, but I thought the champagne must’ve made him feel bigger because when he pushed into me, I had to really stretch to accommodate him. “Mmm…” I moaned loudly, and gasped, “you’re… sooo big…”
“And you’re so tight…” he grunted, picking up the pace until the bed was squeaking.
I moaned with each thrust, that pressure building up again. I arched my back and spread my knees to welcome him in even more, he tapped my cervix with each thrust. He pulled my hair with one hand and gripped my throat with the other, pulling me up to kiss my neck from behind. “You like being fucked like this, slut?” He grunted. Fuck, he felt so good and his words made me shiver.
He usually never called me things like that, but being called it right now caused me to moan and nod. “Yes, oh, yes.” He threw me down and pulled out of me.
“Ride me. I want to see what you can do.” He laid down next to me and I rolled up, and straddled his hips. He even felt bigger in my hand as I guided him inside of me.
I slowly sat all the way down to the hilt before leaning forward, and moving up and down a couple times while kissing him passionately. When I pulled away, I began to bounce up and down on his cock with a steady rhythm. I leaned back and massaged his balls, gently squeezing them.
“Oh, fuck…” he groaned, moving his hands from my legs to my hips. “Goddamn, you’re gonna make me cum.”
I moaned in response, quickening my pace. I felt another orgasm building from the angle, and I could feel him stiffening beneath me. Digging his fingers into my hips, he let out a loud moan at the same time I did and I felt him release rope after rope inside of me. I crumpled on top of him, panting heavily.
After a few moments, I rolled off of him. I cuddled up under his arm and kissed his chest. “That was amazing… definitely our personal best.”
He grinned victoriously, “Oh, yeah?” He sat up slowly and I gasped. On his back was a large pair of tattooed grey angel wings.
“Ohh… fuck! Michael!?” I jumped up and scrambled for my clothes.
“I’ve already seen you spread wide open for me, no need to cover yourself so quickly.” He laughed.
“I… I didn’t know it was you.”
He nodded, “sure, sure you didn’t. I think deep down, you did know it was me. Didn’t you?”
I paused. There had been the things I’d noticed like how big his cock was or how his voice was deeper. “I… you didn’t deny being Anthony when I obviously thought I was talking to him in the beginning.”
“Hm. I suppose you got me there… but honestly, look at you. Who could blame me?” He bit his lip as he looked me up and down.
“You slept with!—“I began to shout, before catching myself and whispering instead, “your brother’s girlfriend.“
“And loved every second of it.” He winked, sending shivers up my spine. “Look, I won’t tell if you don’t.”
“You came inside of me!” I hissed.
“You wanted me to.”
“I don’t recall asking for that.”
“You didn’t need to.”
“You cocky motherfucker…” I leaned down to where he was and raised my fist to jab him for tricking me, but before I could, he flipped me onto my back and rolled on top of me.
“You liked it,” he forced his lips on mine and cupped one of my breasts as I squealed. “Say you liked it,” He pinched my nipple and bit my neck lightly. I moaned uncontrollably. I regained my senses after a few moments and tried to squirm away from him but he held me down. “Not until you admit that you wanted it…” he held my shoulders down and kissed down to my nipples, biting and sucking on them as he went, “that you wanted me, not my brother.”
He held my arms down and his mouth descended on my clit once again and I cried out. His lips and tongue were relentless. “Oh, god! Okay, just stop!” The feeling was overwhelming and he knew it. He stopped and looked up at my expectantly. “I wanted it…” I said, blushing. “I wanted you.”
He smiled at me and pulled himself up to press his lips on mine. I kissed him back, but no matter how much passion I felt, I also felt guilt. That quickly faded however, when I felt the head of his thick cock back at my entrance. “Do you want me one more time?” He asked, kissing me gently. I nodded instantly.
He thrusted into me and I felt only ecstasy as he stretched me open. I wrapped my legs around his hips, to brace for his deep thrusts better. I moaned with nearly each one, and with each one it felt like he was spreading me open wider and wider. “Fuck, I love stretching out that tight little pussy… you’re so slick from my cum, little slut.” He sat up on his knees taller and pressed my legs further apart, fucking me even deeper. “Goddamn, I know my brother never fucks you this good.”
I moaned, “God, no…” I arched against him and gasped, “Your dick is so much bigger. You’re stretching me with each thrust.”
He smiled greedily down at me and pulled out. He flipped me over onto my stomach, spreading my knees wide and thrusting into me. I trembled as his big cock pressed into my g-spot, the wave building once again in my core and threatening to crash over me. “Ohhhh, god… I’m gonna cum!” I arched my back and he thrusted into me harder and faster. I moaned loudly and shivered against him.
He pulled out of me and pressed his thumb against my asshole. “Have you ever been fucked in your tight ass?” He rubbed my ass cheek with his other hand before raising it and spanking me hard, pressing his thumb into my ass at the same time. I groaned loudly and shook my head.
“Mmm, I think tonight is your night. Your asshole is so tight but begging for more…” the feeling was so new, but it felt beyond amazing. After a few more strokes with his thumb, he pulled it out. I heard him spit a couple times and soon, his cock was at the entrance to my ass. He pressed in and I groaned loudly as the head of his cock pushed all the way into my tight ass.
“Oh, god, it’s too much…” I moaned, attempting to crawl up the bed from him.
He held me firmly, planting me still, “oh, no, you don’t. Just relax… when I’m all the way in, you’ll love it.” He caressed my ass, and pushed in a little more. I tensed and groaned from the painful invasion. “Just breathe, Daphne…”
I did as he said, breathing in and out slowly. I leaned down and bit one of the pillows to brace myself for the full length. As he pushed in, I arched my back to welcome him in further. He rocked me forward and back, pushing in a bit more at a time.
When at last he was fully in, I felt like I couldn’t breathe, he was so big. Slowly he pulled out, and then back in, rubbing my ass cheeks and groaning loudly. After a few minutes, the pain had subsided and I was mostly comfortable. I pushed back against him and propped myself up, I started to fuck him by bouncing my ass against his hips. I went fast for a few seconds and then would slow down to an agonizingly teasing pace.
“Fuck, so tight… you’re gonna make me cum…” He sped up his rhythm and groaned, digging his fingers into my asscheeks.
“Mmm cum for me, Michael,” I moaned, pressing against him to push him in even deeper. “Cum in my tight virgin asshole.” I hummed, reaching down to fondle his balls until I felt him tense him and moan his release.
We laid next to each other, breathing heavy and recovering our senses. “That was amazing…” I managed to say, “My body aches.”
“I’d had a feeling you would be good, but holy fuck. I didn’t think you’d be THAT good.” He kissed my chest, and up to my lips.
But realization soon hit me and I looked at him with my eyes wide, “oh god, what do I do about Anthony?”
His smile disappeared, “I… I don’t know. I do love my brother, but I don’t want this to be the last time this happens. I want to enjoy your body any time I want.” He held my hand, squeezing gently and then kissing the back of it.
I did like Anthony, but I’d felt something unreal with Michael. Not to mention the way he’d just fucked me.
“I can cut things off. We haven’t been together long. Just two months. Then… you and I can pick up where we’ve left off.” I kissed his jawline up to his lips, sucking on his bottom lip.
“That’s fine with me, I doubt it’ll be too much of a big deal. As long as we keep this night between us.”
I gave him a final kiss and stood, “I have to go back the room. Right now isn’t the time to end it. I will when we get back home.”
“You still have two days here,” he smiled at me.
I’d forgotten. “Oh no…” I considered what that meant.
“Look, whatever you’re need to do, I understand. Just bring that tight ass back to me in the end.” He grinned at me, leaning up and slapping my ass.
I rolled my eyes, but smiled at him, and dressed quickly. I tiptoed back across to my room and showered, then got ready for bed. Anthony didn’t come to bed for another hour or so.
Anthony didn’t really want much to do with me the days following. I assumed it was because he was grieving. Michael couldn’t keep his eyes off me the rest of the weekend though, neither could I with him.
When we got home, it was pretty easy to break things off with Anthony. I told him I just wasn’t wanting anything serious and he said he understood. By that point, I’d sent Michael all kinds of pictures in anticipation of our reunion.
He lives a couple hours away, so now I see him only a few times a month, but every time feels like the first. He loves building up the anticipation by requesting and sending videos and pictures. I’ve never taken so many videos riding dildos like I have the past couple months with him.
Anthony isn’t aware of our relationship. For now, Michael wants to keep it that way. Only time will tell if it’s a permanent deal or not, but still…
It’s an arrangement I plan to keep for awhile.
Source: reddit.com/r/eroticliterature/comments/k0lluy/i_23f_accidentally_slept_with_my_boyfriends
Loved this!! Great work
Holy FUCK that is a hot story!
Wow I just can’t deny it. It was really hot. For a second I wished if I could be there in Michael place I think if it was a movie it gonna be on trending
morally dubious, but I won’t deny this was hot as fuck!!
Great story. Made me hard as a rock
Another disgusting whore and POS brother