Chapter 1-Day 1: Megan and Her Desires
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My girlfriend Megan and I had planned a vacation and were very excited to go spend some time and enjoy a couples vacation. It was our first vacation in a long time and we couldn’t wait to finally get away from the cold. Megan and I met in college and have been dating for over 7 years. She is the love of my life and is the most stunning girl you’ll ever put your eyes upon.
We met during our freshman year of college as we lived in the same dorm room together. We hit it off right away and within the first few weeks of each other we hooked up for the first time and started dating shortly after. We were both our first, as we both went to college being virgins, and it was a magical moment we’ll both never forget.
I was just a young college freshman and so was Megan, but I always thought she was beautiful. Although she has changed and grown up over the years, she is still a very sexy woman who guys can’t get their eyes off of. Megan is 5’3” and definitely on the slim and petite side. She has smaller but perky boobs with perfect nipples that fit her body so well. She has a perfect plump ass and skinny, but toned legs. She has beautiful blonde hair and big brown eyes with a great smile that can seduce any guy she looks at. I always catch guys staring at her and although I should be getting jealous, I’m happy to say that she’s mine and I get to go home to her every night.
Myself on the other hand, I’m not too bad looking. I’m 6 '2 ", about 200lbs, and I'm in pretty good shape. I don’t have a crazy six pack or anything but I’m in the gym almost every day and have a good physique. I have short brown hair and blue eyes and I wouldn't say I’m a 10 like Megan, but definitely above average. Girls check me out too, but none of them could come close to Megan so I never bother looking back.
We arrived on a Sunday and immediately got to our hotel and checked in. We were staying at a beautiful all-inclusive resort with a swim-up bar, multiple pools, and multiple beautiful white sandy beaches. We were lucky enough to get a hotel room on the top floor and our view was incredible. We had one bed, a small living room, and a beautiful balcony to step out on. It really was paradise on Earth.
“Wow! This is incredible!” Megan said,
"I can't believe we're here for a full week! " I said,
“We’re going to have so much fun!" said Megan,
We both started to unpack our clothes and get settled in the room and then laid on the bed as we were tired from our long day of travel.
Megan then climbed on top of me and straddled my waist. I immediately got hard and she looked me right in the eyes.
“This is going to be such a fun trip.” She said in a sexy voice.
I grabbed her and we started kissing on the bed. She quickly started taking off her clothes and pulled down my pants and started sucking my dick. Megan has always given good blow jobs but throughout the year she's gotten better and better. Her eye contact always gets me going and I get so hard looking at her pretty eyes. She quickly got up and started riding my dick and we ended up having some great sex.
"Wow, what got you so horny? " I said.
"I’m not sure, I’m just really excited to be on vacation and I love the warm weather." She said in return.
"Well that was amazing and I certainly am excited to see you in a bikini this whole trip. " I said smiling,
"Yeah, you and all the other guys here," she said, teasing me.
We changed shortly after into our bathing suits and decided to head down to the pool. It was the late afternoon and we knew we wanted to get some drinks before heading out for the night. We decided to go to the swim-up bar pool area. We put our stuff down on some pool chairs and we noticed the crowd was a lot of younger people, which we thought was nice. I was checking out some of the girls and I could tell that Megan was doing the same to some of the guys.
“You better not be looking at any of these girls," She said, teasing me again,"Trust me once you take off that cover and you’re in your bikini, all eyes are going to turn to you." I said.
"Damn right," She said, "Everyone’s going to love looking at my big ass."
"I know I certainly will." I said.
"Try not to give the guys too much attention, I know they’re going to be getting boners looking at you." I said unexpectedly,
"Haha, that sure would be funny to see." She said,
We finally got into the pool and swam up to the bar together and ordered some drinks. We were chatting with each other for a while and then more people started coming over and we sparked some conversations. I was talking with a younger couple that was there on vacation but had a big group of friends with them as well. The guy’s name was Jake, and he was a financial advisor who seemed to be pretty successful. His girlfriend was Amber and she was an absolute smoke show. I was surprised they were together but I could tell the guy was really nice so it made sense. Amber was about 5’8”, with tan skin, dark hair and perfect D cup breasts.
We were really kicking it off and they invited me to come up to their room with Megan to pregame before going out later. I turned to Megan to see if she would be down, not realizing I haven’t spoken with her for about 20 minutes.
I turned around and noticed that Megan was talking to a large man. The guy was probably 6’5” and towered over her. He had a very impressive body, not too muscular but definitely had an impressive six pack, and dark and smooth skin. He noticed me turn around and stuck out his hand.
"Hey you must be Joe." He said, as he shook my hand with a very firm grip.
"Uh, yeah I am." I said with a slight stutter,
"Hi, I’m Jason."
"He's friends with Jake and Amber." Megan said,
I looked at her confused, wondering how she knew Jake and Amber.
"I was talking with Jason and he was explaining the situation because you didn’t want to introduce me to your new friends." She said, looking at me.
"I’m sorry babe." I said,
"Jake and Amber, this is my girlfriend Megan. Megan, Jake and Amber."
They introduced themselves and we chatted for a little longer at the bar before heading back to our room to get ready for the night.
"They all seem nice." I said to Megan,
"Yeah, I'm excited to pregame with them and go out." Megan said.
"What were you and Jason talking about?" I said.
"Oohhh, is someone jealous?" Megan said, teasing me.
"Haha, maybe a little, a big guy was checking out my sexy ass girlfriend, just want to know what you guys were saying."
"Oh not much." She said
"What? Were you too busy checking each other out?"
"Oh stop it." Megan said.
"We were just talking about the trip and what we had planned. He’s staying by himself and wanted to be looped in on what the plans were for later, which I didn’t know because you didn’t want to introduce me to Jake and Amber."
"I'm sorry again about that. " I said.
"It's okay, I’m just teasing." She said,
"Wait, did Jason tell you he was single?" I said.
"What do you mean?" She said,
"You just said he was staying by himself, How do you know that?"
"When he first came up he introduced himself, I think he was probably trying to get my number but I said I was here with my boyfriend, then we started talking more and he said he was with Jake and Amber and the big group they have but was staying by himself." She said
"Oh, okay." I said.
"Did you think he was going to invite me up to his room or something?" She said, smirking at me.
"What, did you want to go? I bet he would have loved that." I said.
"Babe stop it, of course not. " She said.
"I saw the way he was looking at you, I wouldn’t have been surprised if he asked you that. I wouldn’t blame him." I said.
" I wouldn’t have blamed him either, look at this sexy body." She said as she slowly undid the top to her bathing suit.
She took off her bathing suit and went into the bathroom to shower. We both were getting ready and I finished before her so I sat on the couch in the living room and sipped a beer.
"Okay, I'm ready!" Megan said enthusiastically.
I turned around and saw the hottest woman you could ever imagine. She was wearing a short black dress that hugged her flat stomach tight. She did a 360 and I could see her perfect ass stretching the dress out. She started walking towards me and gave me a passionate kiss on the mouth.
"Are you not wearing a bra?" I said.
"Hey baby, you look amazing, wow I’m so lucky." She said sarcastically,
"Babe, you look fucking incredible don’t get me wrong I just saw your nipples were poking through that sexy dress." I said,
"Yeah, it looked weird so I ditched it." She said,
"What about those little nipple covers?"
"Oh come on, what’s the big deal? It’s just my nipples, we're on vacation babe, remember?" She said,
"Yeah, I guess you’re right. You look so sexy, baby." I said.
"Oh, I know, let’s go." She said,
She got up and started walking to the door and the dress slid up a little bit so I could see the bottom of her ass, and the red panties she had on underneath.
"I can see your underwear." I said,
She grabbed her dress and attempted to pull it down but it didn’t do much, just covering her underwear for a brief moment.
"Oh stop babe, it’s fine I just had to pull it down." she said,
"I’m not complaining." I replied,
We started walking towards the elevator and once again her dress was rising up but I didn’t say anything. Her ass was looking incredible. We got to Jake and Amber’s room and there were about 10 people in it, Jason included, all drinking and chatting.
"Everyone this is Joe and his girlfriend Megan, Joe and Megan this is everyone." Jake announced,
We introduced ourselves to everyone slowly and after about an hour we all headed out to the club located in the resort.
The club was a short walk and when we got in we noticed lots of young people dancing. Jake got us A VIP table that we all stayed at. We danced at the table throughout the night and chatted with our new friends we made. At one point Megan suggested we all go on the dance floor.
"Babe are you coming?" Meg asked me,
"Of course!" I said.
"Jason?" She said,
"I'm in!" He said with excitement,
We all got on the main dance floor and we’re having a good time. I could tell all of the guys were checking her out and I don’t blame them cause she looked sexy as hell. I made sure to keep her close, and we danced together for a while. Megan was grinding on me which wasn’t anything out of the ordinary, but she seemed really into it. I don’t know if she was drunk or super horny but either way I loved it. At one point her skirt was almost all the way lifted up and her bare ass was rubbing on my hard dick through my pants.
"What got into you tonight?" I said,
"What do you mean?" she said, confused.
"You seem really horny I’ve never seen you lift up your dress and grind on me like that." I said,
"Did you like it?"
"Of course I did"
"Well then what's the problem?"
"Nothing! Just don't want other guys seeing your perfect ass."
"Well then you shouldn’t have let me leave the hotel with this little dress on. Guys have been staring at my ass all night!” She said,
I had a surprise look on my face and she quickly said
"I'm just teasing." she replied,
"So guys have been checking you out?" I said teasing her,
" Oh I'm sure they have but you're the only one that's getting lucky tonight.”
"I can't wait"
We continued dancing and I let my eye off Megan for a bit after what she said. It made me realize that I have nothing to be jealous about and I’m the only one that's going to be sleeping with her for a full week. We continued dancing with the group and at one point Amber got close to me and I got a chance to check her out. She was wearing a red dress with lots of cleavage but a bit more humble than Megan's dress.
"Are you having fun?" Amber said to me,
I was completely checked out, looking at her beautiful D cups in the revealing dress and I paused before looking up at her eyes.
"Oh yeah, tons of fun." I said embarrassingly, knowing she just caught me checking her out.
She gave me a quick seductive smile before turning away and continuing to dance again. I saw Jake look at me and start laughing.
"What?" I said,
“I see you like Amber’s dress." Jake said.
"What do you mean? I said,
"I don't blame you for looking man, I’m just messing with you."
"Oh, haha, sorry bro."
"Don’t say sorry she has them out for a reason, she likes the attention, seriously I’m messing with you, don’t worry about it. She knows guys are going to look at her, I don’t blame you, everyone else is doing the same thing."
"Yeah she's cute, you're a lucky guy." I said,
"I know I'm a lucky guy, but you're the luckiest guy. Megan is a smoke show and every guy in here is checking her out. I won’t lie, I’ve gotten caught staring once or twice."
"Haha it's all good man, I don’t blame you either."
I kept dancing with Jake and Amber for a while stealing some glances at Amber’s tits again. After a while I noticed I hadn’t seen Megan in a little bit so I started to look for her. I pushed through the crowd and found her dancing with Jason and some of the rest of the friend group. Before I went up to her I wanted to see if guys really were checking her out and it was true. There were plenty of young guys, some single, some with girlfriends, all taking glances at Megan at one point or another.
She was dancing with the group like everybody else but the guys seem to like getting teased by her in her short little dress. They were checking out her titties poking through her dress and trying to catch glances at her ass when the dress got pulled up. I didn’t mind, I would have been doing the same thing.
I kept watching for a little longer to see her sexy ass dance from a distance. At one point Jason came over to say hi to her. He put his arm around her shoulder to greet her. Megan looked at him and smiled before dancing closer to him. She started to dance really close and it looked like her ass was rubbing against his leg near his hip. He noticed and started checking her out and seemed to shift his waist towards her ass to try to get her to twerk on him. She didn’t quite twerk on him, but I could tell they were getting pretty close and she kept rubbing her ass against his leg and he grabbed her waist a few times. I came over and started to dance with the group and Megan finally saw me.
She looked at me with her “horny eyes", as I like to call them. It’s a super seductive look she gives me when I know she wants to fuck. Most guys would probably cum in their pants if she looked at them like this.
"Hey babe," she said in a seductive tone,
"Hey, are you having fun?" I said,
"Yeah, lots of fun, let’s get out of here though,"
She winked at me, before grabbing my hand and pulling me through the crowd. I looked down and almost half her ass was out and it looked so sexy. A few guys were watching us walk out and looked at her before looking at me. Some of them were looking at her ass while others looked extremely jealous but gave me a smile that read "congrats bro."
We walked back to the hotel quickly and walked towards the elevator. I smacked her bare ass and said
"You know your ass was hanging out all night, all the guys were looking at it."
She lifted her dress up to her belly button as we waited for the elevator and bounced up and down so her ass bounced and jiggled.
"Does it look nice?" She said,
"Yeah, it looks amazing. I love those red panties."
"Oh do you?" She said and gave me the horny eyes look again,
"Yeah of course I do." I said.
She started grinding on me with her dress still pulled up. Eventually, she pulled me in and started making out with me. She then pushed me away after not too long and said,
"You have to wait a little longer, horny boy."
I looked at her with lust and love but obliged to her commands and quickly pressed the elevator button to get up to our floor. The elevator finally came and the ride up seemed like an eternity. She got into the corner of the elevator and spread her legs so I could see her panties. I went to grab her and make out with her but she pushed me back with her foot and said
“You’re going to have to wait.”
I continued to stare at her and she continued to tease me. She put her fingers in her mouth and acted like she was sucking a cock and then grabbed her panties and pulled them to the side and started rubbing her clit and fingering herself while moaning. I sat and watched and rubbed my hard dick. She stopped and moved my hand away from my pants and said
“Not yet.”
She then stared straight ahead, and we waited for the rest of the ride up. I was super horny. I closed my eyes and waited for the elevator to go up. We started to slow down and were almost at the top when she hit her hand on my chest in a fist. I looked at her and she said
"Here's a present, I heard you like these."
I looked down and she opened up her fist and her panties were on my chest. I looked back in shock as she started to walk out of the elevator with her dress pulled up to her belly button again and her full bare ass out. I stood in the elevator for a couple of seconds, shocked, before following her out and walking down the hallway. She looked back at me and put her hand down to her bare and freshly shaved pussy.
She gave me another wink before doing a cat walk down the hall and I watched as her ass jiggled. We were almost in our room when I heard the stairs door open and a group of Jake and Megan's friends entered the hallway. Megan was opening the door to her room but a couple of guys saw her, and her bare ass and said,
"Damnnnn, nice ass."
They looked at me before one of them said
"Oh shit, Joe’s getting some pussy tonight."
She looked at all of us and smiled, giving me the horny eyes again, before entering our room. I was surprised that she didn’t feel uncomfortable with the guys looking at her, but I felt proud knowing I was about to go in there and sleep with the most beautiful girl in the world.
I got into the room and noticed that Meg was in the bathroom. I got onto the bed and laid down waiting for her to come out. A few minutes later I had the surprise of a lifetime.
Meg was wearing a sexy lingerie set I’ve only seen her wear a few times, on special occasions. It was a red one piece that wasn’t exactly see-through, but left little to the imagination.
She walked over to me and said
"Are you ready to fuck my little pussy."
"Fuck ya babe." I said,
She climbed on top of me and was straddling my dick through my pants.
"I’ve been a bad girl, are you going to punish me?"
My mind was racing and I was rock hard.
"Fuckk." was all I managed to say.
She layed down and whispered in my ear
"I think a proper punishment would be stretching my little pussy out till I can’t take it anymore,"
As she ran a finger down my stomach and touched my cock.
"What do you think?"
"I think I can do that," I said.
We started to make out and she slowly backed down and started kissing my stomach before taking my pants off. My 7-inch rock hard cock sprung out and slapped against my stomach.
“I think this should do." She said looking at me,
She licked up and down my shaft and sucked on my balls before getting up to sit on it.
"I need a really big dick to destroy my pussy, are you going to be able to do that?" She said, rubbing my dick against her pussy lips.
"Fuckk" I moaned again,
She finally sat down on it and she was super wet and it slipped right in. I was surprised as usually it’s a little bit of a struggle to get my dick in right away. Normally, I would eat her out or finger her to stretch her out before putting my dick in because she has the tightest little pussy.
I was shocked but in the moment it felt so good I didn’t even care. She was soaking wet and started moaning right away and bouncing up and down very quickly. She was never this aggressive but I loved every second of it. She started grinding really fast on my cock I was trying to get every inch inside of her.
"Oh my God baby you’re so sexy." I said,
"Yeah, you like fucking this little pussy?”
"Yes baby, it feels so good."
She kept grinding on me quickly. I had to grab her hips to slow her down.
"Oh is somebody about to cum already?" She said,
"Oh fuck baby, I don’t want to cum too quickly."
I never have a problem cumming too fast but I was so turned on and she was riding me like never before. I threw her off with me onto her back and stuck my dick in her in missionary. I started pounding her hard right away and she had her legs behind her head and I had every single inch of my dick inside of her. I was shocked as normally she isn't able to take my whole dick, but here she was with her legs behind her head wanting every inch of it.
It seemed like she wasn’t in any pain either. She was looking at me smiling and would moan when I went deep inside of her. I slowed down and had my entire dick in her moving around slowly, trying to stretch her out. She aggressively grabbed my ass cheeks and pulled me in so I was as deep as possible, which caught me off guard. She had never done that before.
"Oh fuck baby, give me more I want all of that dick." She said,
I was already balls deep in her so there wasn’t much more to give but I started pounding her hard and deep and she started to moan.
"I’m going to come baby, please fuck me from behind."
I pulled my dick out of her and she flipped around and bent over in doggystyle and stuck her ass high in the air. Her ass was perfect, and just looking at it almost made me cum. I had never seen her so eager and aggressive to have sex and she arched her ass higher than I'd ever seen before. Once again I stuck my dick in her quickly and she had no problem taking it. I pounded her hard for about 15 seconds before she said she was about to cum. She moaned incredibly loud and started shaking as I pulled out. I flipped her over and was about to come all over her stomach and perfect perky titties.
"I’ve been a naughty girl, cum all over my face."
She stuck her tongue out and looked at me while stroking my cock. I was absolutely shocked as she normally says no to facials but I wasn’t going to question it. I came all over her face and it dripped down her chin, onto her tits.
She licked her lips and grabbed the extra cum with her finger and put it in her mouth, sucking her whole entire finger. She kissed me with a little bit of cum on her lips, which I found a bit uncomfortable but I didn’t care cuz I was so horny. She grabbed my head and pushed it down to her pussy and I began to eat her out. She was super wet and after about a minute I stuck two fingers in easily and started fingering her. She seemed pretty loose so I stuck in a third and she moaned and slowly stuck in a fourth before putting almost my entire hand in her, to really stretch her out.
"OMG BABY, THAT FEELS AMAZING!" She screamed,
Her pussy was completely stretched out and I could feel her orgasm coming.
"YOUR GONNA MAKE ME CUM!"
I now had basically my whole hand in her, fingering her aggressively before pulling them out. A huge stream squirted out of her pussy. I was shocked about how fast it came out. She started rubbing her clit super fast and before I knew it there were another few streams that shot out.
"OH MY FUCKING GOD!"
She screamed nearly at the top of her lungs in pleasure before closing her legs and shaking. She laid on the bed breathing heavily for about 30 seconds before turning on her side to fall asleep. I had never seen her squirt like this and thought it was super hot. I layed next to her, still surprised by how the night went. We then both slowly drifted away into a deep sleep.
Chapter 2-Day 2
I woke up the next morning and kissed Megan on the cheek to wake her up.
“Oh my God, my head is pounding. What happened last night? " She said,
“You had quite the night.” I said,
“What do you mean? I can barely remember anything right now.”
“Do you remember having sex last night?” I said,
“Yeah a little bit, but it's blurry.”
“You were super horny, and were talking really dirty to me.”
“Really? What did I say?” she asked,
“You were just saying how you’ve been a naughty girl and you need a big dick.”
“Oh wow, I must have been pretty drunk.”
I wondered if she remembered the whole scene in the hallway.
*“*Do you remember when we got back in the elevator and in the hallway?”
“Not really, what happened?”
“Well, you were teasing me, and kissing me and before we got out of the elevator you gave me your panties and walked down the hallway with your dress pulled up and your bare ass out. It was super hot, but before we got into our room a few of the guys from last night saw you.”
“Oh my god! No they didn’t, you're lying!”
“I’m not lying, but they thought it was pretty funny and said I’m a lucky guy. I’m sure they didn’t mind getting to see your perfect ass either.”
“Oh my God! I'm so embarrassed.” She said,
“Don’t be. You're super hot and you definitely don’t have anything to be embarrassed about. I’m sure they loved the show.”
“Oh jeez, did I do anything else embarrassing last night?”
“I wouldn't say embarrassing but I definitely saw you dancing with some guys… at one point you were twerking on Jason.”
“Oh really?” she said, confused, but also intrigued.
“Yeah I saw you guys getting pretty touchy.”
“Is someone jealous?” she said to me,
“I'm just joking, sorry if that hurt your feelings babe,” She said.
“I don't blame him for trying to get a dance with you, you looked amazing.” I said,
“Well I'm sure you had fun dancing with Amber, didn’t you? She asked me,
“What do you mean?” I said
“Don’t think I didn’t see you checking her out. I don’t blame you either, she looked pretty good too.:”
“Not as good as you babe,” as I kissed her.
We got up and went down to breakfast and saw some of our friends from last night.
“Did you have fun last night?” Jake said to us,
“Oh hey Jake, yeah last night was super fun.” Megan said,
“Good to hear. We will definitely get up to some more fun later, see you guys in a bit.”
We kept eating and went back to the elevator to go up to her room. The door opened and Jason was standing there.
“Oh hey Jason!” Megan said, a little too enthusiastically,
“Hey what's up guys? Just heading to breakfast, am I going to see you guys at the pool later?”
“Definitely!” Megan said in return,
“Yeah, we’ll be there.” I said,
“Sounds good. See you guys there.” Jason said,
We got back to the room and started to change.
“You seemed excited to see Jason, do you have a little crush on him?” I said
“Babe stop, you know you’re the only man I love.”
“I don't mind, I think it's kind of cute you have a little vacation crush.”
“Don't act like Amber isn’t yours.”
“Haha, okay I deserve that, let's go down to the pool.”
We went down to the pool and met up with our friends and all had drinks at the bar and played some pool volleyball. It was a super fun day and at one point I noticed Megan had gone off so I went looking for her. I found her sitting at a pool chair across from Jason, talking. She was wearing her small red two-piece bikini that really made her curves pop and I knew he was checking her out. I got closer and was about to say hi when I noticed one of Meg’s nipples was hanging out of her bikini a little bit.
“Hey babe,” Megan said,
“Me and Jason were just talking about some plans for tonight.”
“Oh really, what did you guys have in mind?” I said,
“Well, last night was a lot of fun, but we thought tonight could be a little bit more relaxed, maybe just watch the sunset and hang on the beach for a little.” Jason replied,
“Yeah, that sounds like fun.” I said,
“Perfect. See you guys later.” Jason said, as he left to go and return to the group.
I sat across from Megan.
“Jason seems like a really nice guy.” I said,
“Yeah, he's super sweet. We were just chatting for a while.” She said,
“Did you purposely have a nip slip for him?” I said,
“What!? What do you mean?” she said, confused,
“I walked over here and noticed your nipple is hanging out of your bikini, it still is. Did you do that on purpose for him?”
Megan looked down and quickly fixed her top before getting red in the face.
“Oh my God,” she said quietly, “I had no idea.”
“Sure you didn’t,.” I said teasing her,
“I swear babe. I’m so sorry, I can’t believe he didn't say anything!”
“I don’t blame him, I wouldn’t have either. It must be nice getting a close up of you and your sexy bikini.”
“Babeee.” She said
“And if you did do it on purpose, I get it, he's a good looking guy and you like the attention. Just don’t forget who your boyfriend is.” I said.
“Babe c’mon, you know I didn’t do it on purpose.” She said,
“Do you really think I would purposely do that to flirt and try to go after another guy?”
“I don’t know, you tell me, I saw you looking down at his trunks. Did he have a boner looking at you?”
“Babe, stop! Come on, I wasn’t doing that.”
“Babe, don’t worry I’m not jealous. I get he’s an attractive guy and you're checking him out. If you guys are flirting and touching each other, it's natural, but like I said, just remember who your boyfriend is.”
“Are you sure you’re not jealous? I’m sorry if I did anything last night or today with Jason that might have upset you, I didn’t mean it”
“It's okay babe.” I said, “Just didn’t know you were so into black guys.”
“Babe, I’m not, I’m into you,” she said, defensively,
“I’m just kidding, and hey I’ve been all over Amber anyways.” I said teasing her.
“What!?” she said concerned,
“I’m just kidding babe, you know I wouldn’t do anything with another girl.”
“Okay, well don’t be surprised when I’m all over Jason later on.” She said, teasing me. She winked at my befores slowly getting up and turning around and putting her ass right in front of my face. She started to walk away and I watched her ass jiggle.
We continued to swim in the pool and hang out with our friends. Throughout the rest of the afternoon there were points where Megan and Jason were being a little touchy, which I thought was kind of hot for some reason. I think the size difference just looked good naturally, and I liked how she was showing off in front of him and the others. We headed back up into our room and got ready for the night. Megan threw on a short skirt and a tube top with no bra again, but I didn’t question it this time. I liked how she was showing off and was confident in her body.
“You look amazing again babe.” I said.
“Thanks baby, so do you.”
We headed down to the beach to watch the sunset with the group and after we sat by the pool bar and had some drinks. Most of the group was worn out and by about 9:00 it was just Megan and I, Jake and Amber, and Jason.
“So what do you guys want to do? Jake asked,
“Not sure, it might be an early night for us.” I said
“How about we go in the hot tub, there’s a private one on the roof of the hotel.” Megan said,
“Oh that sounds like fun.” said Jason right after.
“Yeah, let's do it!” Amber said.
We headed back to our rooms to change. I threw on my bathing suit and Megan walked out of the bathroom with the smallest bikini I’d ever seen. The top was triangles that barely covered her boobs, and the bottoms were essentially a thong. My jaw almost dropped to the floor.
“Oh my god, when did you get that babe?” I said,
“I bought it yesterday when me and the girls went shopping, do you like it?”
“Yeah, it looks awesome but it's really, really small. Are you sure you want to wear that around everyone?”
“What? Are you jealous that Jason is going to see me like this?” She said as she turned around a bent over a bit looking back at me.
Her perfect ass looked incredible and you could see her pussy lips through the bathing suit. My dick instantly got hard.
“I'm not jealous, I'm sure he'll love to look at you.”
“Hmm, maybe I'll even let him have a touch.” She said as she grabbed my finger and put it on her bikini top, rubbing her nipple.
My dick even harder. She noticed my boner and went in front of me, and got on her knees.
“Ooooh, does someone like the idea of Jason touching me?” She said as she rubbed a finger on the outline of my dick print. I was so hard I thought I might cum. Her little bikini definitely wasn’t helping. She got back on her feet and turned around and sat on my lap. She started to grind on my cock.
“Mmmhmmm, I think you do.” She said,
“I wonder how Jason would feel if I sat on his lap like this.”
I’m not sure why but my dick twitched in my pants even more and I was really turned on. She grinded on my dick a little more before slowly getting up.
“Okay, Let's go, I'm excited now!”
We walked to the elevator and made our way to the rooftop.
“Were you serious about sitting on Jasons lap?” I said,
“Haha, Would that make you jealous? What if I did?” She said smiling at me,
“I guess we’ll see where the night takes us.” I said,
“Don’t get mad if Amber ends up on my lap.” I said to tease her back.
We got up to the top floor and we were the first ones there so we grabbed our drinks and got in the tub. A few minutes later we heard the door open and Jason started walking towards us.
I’m not gay in any way, nor have I had any thoughts for another man, but I will say Jason was an attractive guy. He threw his towel down on the chair and started walking towards us and you could really see his chiseled stomach and broad shoulders. I looked at Megan to see if she was checking him out, and I saw her eyes weren’t directly looking at his eyes. I turned back and noticed that Jason was wearing some pretty short board shorts and you could definitely see a bit of a bulge. I tapped Megan with my foot underwater to get her out of her daze.
“Whatcha looking at?” I said,
She looked at me for a few seconds before saying,
“Oh nothing, I just zoned out.”
I knew what she was looking at, but I didn’t want to embarrass her.
“What’s up guys? Jason said he got into the hot tub. I could immediately tell he was checking out Megan in her tiny bikini.
Megan seemed to still be in a daze.
“Just having a few drinks waiting for Jake and Amber.” I said “Do you want a drink?”
“If you don't mind,” Jason said,
“Yeah babe, why don 't you grab Jason a drink.” Megan said as she chugged her drink.
“And grab me another one while you’re at it, please.”
I went to our chairs to grab a drink and I started walking back. I noticed Jason and Megan were sitting closer together, not quite next to each other but definitely noticeable. I got back in the hot tub and shortly after Jake and Amber arrived. Amber had on a beautiful blue two-piece bikini and her big tits looked great. Megan definitely caught me staring. They got in the hot tub and we all started chatting about the trip and the plans for the next few days. We had plenty of drinks in us and everyone seemed pretty tipsy.
Things got quiet for a few seconds and Jake said,
“What now?”
No one responded for a few seconds. Then Megan said,
“How about truth or dare?”
“What are we, a bunch of high schoolers?” I said,
“Oh come on, it would be fun.” said Megan, smiling at me and wiking.
We all agreed, and started playing. At first it was pretty modest but I started to get hot pretty quickly.