Vacation Pt. 01: Meeting the Family

"Finally!" I exclaimed as I threw my duffel bag to the side of the room and ran to the window. Ripping back the curtains to reveal the white sandy beach in its full glory. The water sparking as if tiny gemstones were floating on the surface under the hot Florida sun.

I stood a moment longer to stare at the horizon. This was a far cry away from the rocky beaches and muddy water I was used too.

"Don't act like you've never seen water before. Get over here and help us unpack," My mother barked as she walked in the door, snapping me out of my trance.

"I've never seen water like that before," I replied as my father rolled the luggage cart though the door. He was too cheap and stubborn to ask the bellhop for help even though he clearly needed it.

"I still think it would've been better if we went to Gettysburg," My mother scoffed, "not enough people respect the young men who died fighting on American soil."

I rolled my eyes. My parents were both huge history buffs, and every year instead of vacationing to some place fun like a beach or a resort we'd go to some historical landmark. Not saying I don't like history or anything, far from it actually, I'm just grateful my aunt Lisa finally convinced my Mom to cut loose a little.

My Dad was struggling with the large bright red suitcase on the cart, so I moved over to give him a hand. I never could understand how such a small woman could pack so much for one vacation. It felt like it was filled with bricks.

"Oh my God you're finally here! We've been waiting for you all morning!" Aunt Lisa yelled though the door while pushing herself into our cramped room. She sounded, and looked, exactly like a Kardashian. The fact that she was already changed into her skimpy bikini didn't help much.

"How did you know we were here already?" My mom asked looking annoyed. "Also would it kill you to put on a cover up? Have some decency." She added.

"We're about to head down to the pool Barbra, you can wear a turtleneck if you want but I want to get tan. Plus I think Steve would enjoy it if you followed my lead." She said as she flashed a seductive smile at my Dad.

My dad simply stood there awkwardly for a moment scratching the back of his head while his face began to turn red.

"Umm I'm going to go check if we left anything in the car," My dad said in almost a whisper as he hurried towards the door. He tried to move to where he could slide past Lisa in the hallway without touching her, but Lisa remained in the middle so dad would have to lightly brush up against her incredible body to get to the door.

She had a sly smile on her face as she turned to check him out as he hurried out the door. I glanced at my mom and immediately grew nervous. Her arms were crossed, her brow was furrowed, and her eyes were fixed on Aunt Lisa. This is a look that I learned to fear very quickly in my youth.

"If I would've know that you were going to act like this I never would've agreed to come here," She said in a menacing voice. Lisa seemed to be caught off guard and grew flustered.

"I... I didn't mean anything by it. I swear," Lisa stuttered.

"Well I swear that we will put all this luggage back in the car and leave if you keep up this disgusting act," My mom stated firmly. I started to panic. How could my first beach vacation end before it even started! This isn't fair!

Lisa glanced over and saw the concern on my face. She knew that my mom wasn't bluffing.

"Ok! Ok! I'll go put on a cover up and be more modest from now on. Just remember why you decided to come in the first place. We need to reconnect! It's been far too long since the last time I saw my sister!" Lisa exclaimed.

"You're right," my mom sighed while she relaxed her features and rubbed her eyes with one hand, "All I ask is that you'll promise me that this will be a normal vacation. Without any of that.. craziness that you love to bring with you everywhere you go," she said.

My aunt smiled widely and ran forward to embrace her sister. Wrapping my mom in a hung that she didn't want to reciprocate.

"I'm so glad we're on the same page! This is going to be the best vacation ever!" she squealed.

She let go of my mom and turned her attention to me.

"And how could I forget you! Jason you sure have grown into a hunk since the last time I saw you," she said as my mom shot her a warning glare. She had to catch herself a bit. It was obvious she wasn't used to restraining herself this much.

"Well I know you're 18 now, but you're never too old to give your aunt a hug," She said as she walked towards me with her arms stretched out to the side. Giving me a perfect view of her massive breasts slightly shaking from side to side as she moved towards me. It was obvious I was flustered. Her figure was something that looked like it was ripped straight out of a porno. Which made sense since that's basically what she did for a living as a model.

It felt so wrong, but I couldn't help but be aroused by her beauty. She is absolutely gorgeous, but I still felt ashamed and uncomfortable about being in such close proximity to her.

It got much worse as she pulled me in to her hug. She firmly pressed her entire body against mine. The tiny slivers of fabric weren't stopping me from feeling the surprising softness of her tits as they were mashed against my chest. Honestly, this is the first time I've even felt a woman's breast. Aand my body responded accordingly.

I tried to shift so that Lisa wouldn't feel the growing bulge in my pants, but despite her softness she had a very strong grip. I could tell she noticed my cock being pressed up against her hip. It would be impossible not to. Weirdly she seemed to pull me closer. Further grinding her body into mine and then finally letting go from a hug that lasted a little too long to be normal.

"You certainly have gotten a lot bigger since the last time I saw you," she said with a wink as I got down on one knee pretending to unpack the suitcase on the floor. Trying as hard as I could to hide the erection in my pants.

"It must be from the football workouts," I said meekly.

"Those workouts must not be the only hard thing about going to an all-boys school," she quipped. "OH! I almost forgot. You both have to come see Emily and Katie! They've been dying to see you both!" She said.

"Hold on I've gotta use the restroom first," I said as I hurried in to shift my boner to the right spot to where it wouldn't be noticeable.

"Who is Katie?" I heard my mother said as they left the room.

My mom would know if she had Facebook. And if she did know she probably wouldn't have agreed to come.

Katie is the most current in a long line of lovers Aunt Lisa has had over the years. Sometimes it seems like she goes through relationships faster than bikinis. It doesn't seem like she had a preferred gender either, as long as they were attractive and could pay for things.

No one could deny that she was attractive. Her brown hair and tanned olive skin stood in contrast with the blonde hair that typically ran in my family. She also stood taller than my aunt and had a very elegant beauty about her. Like she was some sort of foreign dignitary. It will be interesting to see how she's introduced to my mom, knowing how strongly she feels about same sex relationships.

Emily I'm more familiar with. She's my cousin. It's been a long time since I've seen her in person. Gosh I think it's been around seven years now since the last time we met. Crazy to think about.

I've kept up with her over Instagram though. She goes to school at Arizona State. Well, it's clear school isn't her top priority. Takes after her mother in that regard. She's always posting pictures modeling in exotic locations around the globe. Her natural beauty combined with her tasteful camera angles have gotten her quite the following. Over 100,000 followers and she's even landed some brand deals recently.

She much more petite than her mother, but her background in gymnastics does her a lot of favors. In fact, she came to ASU to be a cheerleader before she decided that it was too much of a time commitment.

Seeing them in bathing suits for the next two weeks is going to drive me crazy.

Feeling better now, I exited the bathroom and followed the sound of loud conversation to the room adjacent to ours. How Aunt Lisa managed to book two rooms directly next to each other in this nice, busy hotel I'll never know.

I walked through the open door and greeted everyone. Lisa, Katie and my mom were standing in the hallway talking. Katie was wearing a gold bathing suit that was just as skimpy as Lisa's. Standing there confidently and giving me a subtle nod when she saw me. As if she was very aware the effect her long legs exotic appearance had on men. My mom was standing there with her arms folded, not quite buying whatever story Lisa was telling her about their relationship.

Emily was off to the side, down on one knee loading bottles of wine into their mini-fridge. She was wearing a bright red bikini and didn't even bother to look up to greet me.

I'm curious about the alcohol. I've always wanted to see what it feels like to be drunk, but I never really had the chance to even sneak any because my parents never kept any in the house. I wonder if Lisa would let me try a glass.

"Hey Jason! This is my friend and business partner Katie," She said as she gave Katie a side hug.

"Nice to meet you Jason. I've heard a lot about you," Katie said in a lower, sultry voice. Much less assuming than Lisa but she had a certain confidence behind everything she said.

"Thanks," I said while shuffling around nervously and avoiding her gaze.

"Lisa says you're doing very well in school, you were named valedictorian recently correct?" She said bluntly.

"Well yes. It's not that impressive though because the class sizes are pretty small," I responded.

"Nonsense! You're too hard on yourself!" Lisa said while throwing her arm around my shoulder. "You'll have your pick of any college in the country!"

"Steve and I decided that he should go to Cornell," My mom said. "He'll get a good engineering degree that will set him up for life, just like Steve."

"Not as fun as ASU though," Emily chimed in from behind. It seemed like she was done unloading the wine and was ready to join our conversation. "I bet they've never even seen the sun that far north."

"We'll see how that works out for you in the long run," My mom scoffed.

"If you're really smart, you'll make it to where you barley have to work at all. I've made arrangements with the dean to where I can take online classes to focus on my modeling career," Emily said with a smug smile.

"Enough of this nonsense! We're her to relax not be at each other's throats. Let's go down to the pool and do what we came here for!" Lisa said while becoming everyone to follow her out the door. Seemingly forgetting that my mother was still uncomfortable by her lack of a cover up.

Everyone began filing out the door, until I noticed that they had four-door keys sitting on the counter. Then I glanced back at the fridge filled with wine and liquor. It would be unlikely for my mom to let me drink since I'm underaged, even with family. But since they have some here, I might be able to sneak some without anyone noticing.

I reached over and grabbed all four keys on the counter, slid on into my pocket, then shouted "Aren't y'all forgetting something!?" to the group.

They turned around to see me standing with three cards fanned out in my hand.

"How could we forget! You've saved us a lot of trouble Jason," she said with embarrassment as she took the keys out of my hand. "We got a bit of a head start on the wine," She whispered then chuckled to herself.

"We'll unpack and change then meet you at the pool," my mom said as she walked back into our room.

My father was back in the room with the remainder of our stuff. Already changed and ready to head to the pool it seemed.

"Katie seems nice," I said as I shut our door behind me and moved to my suitcase.

"I would've appreciated if Lisa wouldn't have brought her friends along. I thought this was a family vacation," She huffed as she pulled her bathing suit and long white cover up out of the bag. The thing was so long it almost looked like a dress. I don't know how she's expecting to get tan wearing that.

"I suppose it is nice though. We haven't seen each other for so long. We were actually very close when we were growing up together. But she changed very quickly when she got to high school," She stated while moving towards the bathroom.

"She's very friendly. I'm sure you will get along now," I said almost pleading with her. I knew if Lisa rubbed her the wrong way and she got offended, then the vacation would be ruined for everyone.

"Yeah she's friendly. Too friendly. That was the reason why we stopped talking. I sincerely hope the years have made her less friendly," She responded as she shot an angry look at dad. He responded by looking away and moving to get something from his bag nervously.

What the hell does she mean by too friendly? That doesn't sound like a bad thing too me. I've always been fond of friendly people personally.

I didn't have time to respond before she slammed the bathroom door behind her. Giving me time to slip into my simple grey board shorts. We then headed downstairs to the pool together. I would have to wait for a better opportunity to get some alcohol later.

The hotel pool was both bigger, and more crowded than we had anticipated. It looked like a long oval shape with a hot tub at one end and stairs and a wading area on the other. The children were laughing and playing in the water while the parents lounged in their chairs and enjoyed drinks from the tiki bar adjacent to the pool.

I immediately noticed Lisa, Emily and Katie staking claim to four chairs near the bar. They are very hard to miss. Even drawing gazes from men who seemed to be married. It's obvious that they love the attention. I watched in amazement as Lisa bent over to grab something out of her bag. Flaunting her perfect ass for everyone to see.

"Hey guys!" Lisa said as she pulled sunscreen out of the bag. "We were only able to grab these four chairs since it's so packed right now."

"David and I can share a chair for now," My mom said bluntly.

"I'm sure we can grab another chair when someone else decides to leave," My dad added while sitting on the chair. My mom joined him and sat uncomfortably with her legs crossed. Not thrilled about not being able to lay down.

"James can sit with me," Emily said while she laid on the next chair. She drew her knees up to allow me to have room to sit on the edge. I obliged.

I sat in silence for a moment, just taking in the scenery. It felt amazing to have a vacation where I can just lounge around instead of rushing off to complete an entire itinerary my mom made that was a little too ambitious. My only goals now are to try to drink and to enjoy the sunshine.

"Hey freeloader! Are you listening?" Emily said while lightly tapping her foot on my back, jolting me back to reality.

"What? Sorry I zoned out for a second," I said as I turned to her.

"I'm not going to be able to get my back myself. So make yourself useful and get to work," She said.

"Umm ok," I was still a little uncomfortable being so close to such an amazing ass. I was practically inches from it and she was asking me to rub lotion on her. It's like a scene ripped straight out of a porno.

I poured some lotion in my hands and began gingerly rubbing Emily's shoulders. Hovering over her in a position to where if I slipped she would feel my growing bulge pressed against her ass, like how Lisa felt it earlier. But I had a feeling Emily would be much less forgiving.

"Make sure you give her a little massage while you're at it James. She was very tense earlier," Lisa teased.

"Uhhh she just said to rub it in," I said

"No she's right, I've gotta get my monies worth," she said. "Make sure you get me back well, that's were all the tension is," she said while she reached back and untied the string on her bikini, letting it fall to the side so I could have full access to her back.

She is basically naked at this point. This family is insane. I've never even given a girl a massage before. I don't know what to do. I figured I'd start with her neck and shoulders. From what I've seen it looks like I just have to press down with my thumbs and rub the tense parts of her back.

I pressed into the base of her neck while gripping her shoulders to rub the lotion in as I moved along. She moved her arms under her head and let out a slight moan. That's the first time I've seen her smile this trip.

I continued moving down her back. Applying sunscreen as I went. Her soft skin glistened in the sunlight. I grew more comfortable the further I moved down her back. Slowly kneading her muscles and releasing the tension that filled her body.

"I'm jealous of Emily right now. He looks more like a professional masseuse than a Cornell student." Katie joked.

"He's got the strong hands for it," Lisa added with a wink.

"Stop trying to limit my son's potential," My mom scoffed.

"He's got a lot of potential here," Emily said. "Could you move down and get my legs too?" She asked.

"Uhh sure," I said nervously. Does she really want me to rub her ass? I'll just start with the calves.

It is amazing how toned her muscles are. Even after not doing cheerleading for almost a year it was clear she was still an athlete. Her legs were so powerful. She reached back and grabbed the bottom of her bikini, then pulled it up even more. Exposing more of her ass than before since she was basically wearing a thong now. It's clearly an indication that she wanted me to get that as well.

"Are you sure you want me to get all of your legs? It seems a little inappropriate," I said tentatively.

"Oh my God you're my cousin stop being gross. Plus, you need to get my whole ass because that's the reason why I'm able to travel so much," She said firmly.

I quickly glanced over to the other chair. Only to find that my parents had left to grab a drink at the bar. Of course the only time I might need them to be strict they leave. Just my luck.

I shook my head in shock. I'm going to be feeling up my cousin's ass. My movement were very slow and meticulous, not wanting to make a mistake and touch something I wasn't supposed too.

God it feels amazing. It's so incredibly firm. But also so soft at the same time. I think I could squeeze and play with it all day. If it felt this good on the outside I could only imagine how good it would feel on the inside. This is an ass that has gotten thousands of likes on a single post. An ass that so many men have daydreamed and jerked off to. And here I was fondling it.

Wait a minute I'm getting to carried away with this! I stopped abruptly.

"I think that's good," I said as I moved back to sit. Avoiding eye contact with Lisa and Katie, who were sitting there giggling.

"You really made sure to get all of it. Especially for someone so shy in the beginning," Emily jeered.

My face grew bright red.

"I think I forgot something in my room," I'll be back down in a minute I said as I quickly adjusted my shorts once again. Making sure that my erection wasn't too obvious before I rushed off away from the chairs.

"Hurry back!" Lisa yelled after me as I darted towards the hotel.

Jesus! I've only been here for about 20 minutes and I've already been turned on by both my aunt and my cousin! What the fuck is wrong with me!

I walked down the hotel hallway towards my room door. My hands shoved into my pockets. Disengaged from everything around me. I reached into my pocket to grab my key, only to remember that I had two now.

I glanced over at Aunt Lisa's room door. There wouldn't be anyone in there right now. They're all at the pool. Maybe I'm too wound up right now and that's why I'm acting so weird. I know alcohol is supposed to relax people and calm their nerves. I think anyways. Plus there's no way they would notice one drink missing. They had so much they loaded into that fridge it would be impossible to tell.