I enjoyed writing this one, if it's well received I'll be adding more chapters to it too. No anal, no M/M.
We were all standing in the hotel lobby in Cancun. One of our cousins on our stepmom, Lisa's side, was getting married and Lisa was going to be doing her hair. Lisa was talking to the receptionist with Dad but she wasn't happy when she came back to my sister Clara and I.
"You'll have to make do. The hotel is fully booked, they made a mistake and you're both in a double queen room," Lisa said to us.
"We have to share a fucking bed? No, I'm not doing that, Lisa," said Clara.
"Hey, watch your mouth, it's not her fault. You both get a queen bed each. Work out a schedule between you, get shitfaced at the bar, I don't care but don't take it out on Lisa," said Dad.
"Sorry Lisa," said Clara.
Lisa gave us both a key and we made our way to our rooms. The resort was really nice. I wasn't one for lazing on the beach but being 19, I was allowed to drink at the bars there and our dad approved. Clara was a year older than I was and I knew she had already been drinking at home so she wasn't as excited for the green light to drink. I let her chose the bed, she picked one closest to the door and 'angrily' flopped on the bed with her phone when she'd unpacked.
"So, you better get up early to shower because I'm not going to rush for you. If I get lucky with one of the waiters, you can just wait until he leaves. Bad enough I have to share a fucking room with you, you will not stop me getting laid," said Clara.
"Whatever, sure you'll get what you want with your winning personality as always, sis," I replied.
"Look, I'm in Cancun with our parents and You. Not what I wanted for my first time here."
Clara and I used to get on pretty well. When she started growing tits and looking sexy instead of the skinny kid that I stayed for a while, she wanted less to do with me and gradually pushed me away. I wasn't too concerned; I worked out a lot and kept myself in shape while I did cross country.
We had a day to relax before the wedding events the next day. Clara changed into her slutty looking bikini and did her best to flirt with every waiter on the resort and I just sat in the shade and enjoyed a few drinks as I people watched. I saw a few women on our stepmom's side that were really hot and I hoped to see more of them at the party. After dinner that night with our parents, I went for a swim then went to the room to relax. Clara was already there in a robe, talking on the phone with her friend. I took a quick shower then got into bed.
"Oh, I flirted with like, all of them, I expect at least 2 are interested..... I know. Hey, I can't talk anymore, loser brother is back and I have zero privacy, I'll call you tomorrow," she said then hung up.
"The balcony is nice and private," I said to her.
"Well go sleep out there then. I was here first. I hope you're not going to be a buzzkill this whole time."
"Clara, I just want to sleep."
I rolled over and actually managed to crash out despite her stomping around in her tantrum. I got up early while she was still sleeping and got in a swim before breakfast. The women all had hair and makeup stuff planned and the guys were just to hang out, I didn't want to get too drunk so I stayed hydrated and relaxed in the shade again.
The wedding itself was pretty boring to me. I didn't know either of the 2 getting married but everyone was fussing over how amazing Lisa had made the bride's hair look. I had something to eat then headed to the reception party. I'd had a couple of drinks, just beer so I wasn't anywhere near drunk and I started talking to a really pretty blonde girl. Her name was Kelly and she was wearing a dress that did not leave much to the imagination. The conversation was going pretty well, she was single, same kind of interests and I was hoping I'd be getting lucky with her.
"So how do you know Ginger, the bride?" she said to me.
"I don't really, I think she is my stepmom's niece or something?" I replied.
"Oh, she's my sister, that makes us sort of cousins?" she said with a laugh.
"Well, not really, I mean step cousins or something but not by blood or anything."
"Why would that matter?"
"Well, was thinking we could have some fun."
I will fully admit to not being the smoothest when it came to women but her reaction was a little harsh.
"You want to fuck your cousin? That's pretty fucking sick," she said then threw her full drink in my face, cocktail fruit and all.
To emphasize her point, she took my drink and poured it on my head too then walked away in disgust. I was thankful that we weren't in the middle of the room. I shook my head then just made my way back to my room to get changed out of my fruity cocktail and beer smelling shirt and pants. I looked and all I had left to wear was lounging clothes, not the slightly smarter clothes the party required and made a point right then to just have an early night. I showered, washing my dejection and drink from myself and took one of my strong sleeping pills. The beer had it kicking in pretty fast, I didn't even bother with boxer shorts and just flopped into bed.
I wasn't sure what time it was. My pill had me really groggy but I knew I wasn't alone in my bed. My cock was already hard and the unmistakable feeling of a naked woman pressed up against me explained why. She pressed her ass towards me more and rubbed up and down when she felt I was hard. She reached back and pulled my hand to her breasts, they felt amazing and by then my cock was throbbing. I couldn't see who she was, maybe the hottie changed her mind but my brain was like jello and I didn't care. I felt her reach between us and feed my cock into herself from behind. Her pussy felt like heaven, she pushed back until I got the message and began to thrust nice and slow, moving my hand to her hip to give myself leverage. She was making soft whimpers as I fucked her, her pussy was so warm and tight. I knew the sleeping pill was the only thing that kept me from cumming right away but when I felt her pussy tighten and her whimpers became gasps of 'oh fuck yes', I couldn't hold back and pushed deep inside her as I climaxed. I hadn't jerked off in a few days so I had a monster load for her. She didn't seem to care and by the time I had finished cumming, she actually fell asleep, my softening cock still inside her. I caught my breath then did the same myself, grinning at my luck as I drifted back into my pill induced deep sleep.
When I woke, things went a little rough.
"Mmm, I'm glad you found the room handsome..." said Clara.
I woke up as she started talking. I'd woke up with a boner and was hoping to get morning after sex.
She looked over at her own bed then slowly rolled onto her back to look at me. I was on my side, facing her and as we woke up fully, it hit us both at the same time.
"I.... I'm in your bed. You're naked and...." she touched herself and looked down at my cock. "Di.... Did you cum in me?" she said, a look of shock on her face.
"Why are you in my bed? I took a sleeping pill and was out cold," I replied.
"And fucking your own sister didn't wake you up?"
"Clara, it was dark, all I felt was a naked ass pressing against me, my hand being pulled up to a nice pair of tits then I'm inside a woman. I didn't know it was you."
She stared at me for what felt like forever then looked down at my cock.
"One of the waiters was meant to come and see me. I told him where to find me. I was so fucking drunk I didn't even know I was in the wrong bed," she said softly.
"I had a drink thrown on me and came to bed early. I was so depressed about being rejected so harshly I just crashed out. I thought she'd maybe changed her mind when I felt someone next to me."
"Don't tell anyone about this, you hear me?"
"I won't."
Clara didn't say anything else. She got up, showered and was out the door faster than she'd ever got ready. I didn't know what to feel about it all. Our parents were pretty open minded and quite open about sex. Dad was certainly not shy about showing his affection towards our stepmom in front of us. He'd always say 'if we have to hide our love for each other then it's not the love I want' and Lisa would smile and stop faking her embarrassment. I'd had a few girlfriends, fun but nothing too serious. I got up and showered then headed to breakfast. I was sitting eating when the girl from the night before came and sat with me. I picked up my coffee mug.
"My coffee's still pretty hot, you'll have to open my water if you're still throwing," I said to her. She actually laughed.
"I'm Megan, we didn't really get that far. I'm so sorry. I was a complete cunt and way out of line," she replied.
"It's okay, I'm over it."
"I talked to my mom and she gave me a pretty hard time about what I did. I'm not going to tell you what she said but basically, I was stupid and I shouldn't have treated you that way."
"Like I said, I'm over it."
"Is there a way I can make it up to you?" she said, touching my arm.
"What did you have in mind?" I could feel my cock begin to stir.
"Is this her?" said Clara.
"What?" I replied, I hadn't seen her approach.
"That threw a drink over you?"
"Yes, we've chatted and I apologized."
"I need to talk to my brother a moment, maybe go get him a fresh coffee or something?" Clara said to her, pretty coldly.
"I'll be right back," said Megan. She ran her fingers up my arm as she walked away.
Clara sat in her chair and got closer to me.
"Her or me," she said quietly.
"What are you talking about?" I replied.
"If you fuck her, you lose me. She can be your little vacation fling if you want but you woke something in me that I can't seem to shake and if you come to the room alone after breakfast, I'll be naked."
"You left without saying anything, I thought you were mad."
"I didn't know what to think, Marcus. I still don't but I want to do it again. Maybe we can blame the water or the shitty beer. Maybe I'm just a slut and don't care about the 'shouldn't do that' bullshit, I don't know. She's cute and all but think of how much fun we could have. Don't keep me waiting too long."
I watched Clara as she walked away. She looked sexy as hell and my cock told me who to choose.
"Hey, thank you for apologizing but I was pretty upset after last night. Was nice meeting you, Megan," I said to her when she came back then walked away from her.
How I managed to not sprint to our room, I don't know but I made sure nobody was watching then got back as quick as I could. True to her word, Clara was laying on her bed naked when I walked in. She smiled at me.
"Good choice. What did you say to her?" she asked.
"The truth. She upset me last night and my sister is hotter," I replied.
"I know you didn't say that."
"Well, I meant to say that, I did say she upset me."
"You have too many clothes on."
"Are you sure about this?"
