Beach House Kalligan

Author notes. This is a multi part series diving into the the Lifestyle. It follows Kalligan and his thoughts as he is introduced to his dad's girlfriend Sara. These stories intersect each other and are connected in multiple ways. This will explore kinks in the LS; BDSM, Dom/Sub, Threesomes, orgies, cucking, step brother/step sister/ and other forms. This is a work of fiction. All characters are over 18. This is my first time ever writing Literotica.

I am not your stereotypical boy next door. I've had some ups and downs in my life that have left me with some different perspectives on dating, relationships and life choices. I guess you can say I'm different in some ways but still just a regular guy. I am 6 foot tall, 200 pounds, and 18 years old. I process things a bit different and I'm a lifeguard down in Long Beach Island, NJ. I live with my dad, and I'm about to have dad's girlfriend staying in our beach house for the summer. This was my first summer as an adult.

Dad is a great guy and did the best he could raising me to be a man. Mom passed away a few years ago and while that hurt a lot our family and friends were always around to fill in and support us both. High school is about to finish up and I'll be graduating. Summer was just about here. Memorial Day weekend, the unofficial start to summer, was in full swing. I've always been that kid that put it all away and smiled. I have plenty of reasons to be pissed, but I don't see the point. Mom dying left a hole in our family. It was only the three of us and now just the two of us. I didn't cause drama, and I tried hard in school. No point sharing with everyone because people wouldn't understand or were just immersed in their own world. As a result, I was able to do my thing and have my internal thoughts.

I didn't know much about dad's past. He and mom were always hanging with friends and all the kids played around hanging at the beach year after year. Life seemed relatively normal if my family was anything but normal. My friends Ben, Morgan and Tom would ride our bikes around town, stop for pizza and sandwiches when we had off from lifeguarding. It's been this way for a few years now. Madison and Riley were also our friends in lifeguarding. We all lived in a small beach town on the island.

Dad told me that Sydney was going to be staying with us this summer and her daughter Sara was going to be staying too. Sara was 20 years old, I'd seen a few pics of her but couldn't quite tell from the pictures I've seen anything other than she was a brunette. She had an athletic build and went to a big university in PA. Can't even remember which one Maybe Penn State. I could be making that up and was in some sorority. Her mom and dad divorced a few years ago. When dad told me they were staying I didn't react but to say, "No problem dad." I had my job, life and my friends. My shore friends as I called them. I'm sure she would do her thing and I would do mine.

I helped dad get the house ready and started in the guest room which would be Sara's room. I placed fresh sheets on the bed, fluffed the pillows and made sure the corners were tucked in, had some flowers put in her room and around the house to make it ready and ensured the windows were cleaned. Mom always made sure we had a well kept house. It was always polite to make your guests feel welcome.

Dad called to me let me know they're here. I'd seen some pics of Sara when Sydney and dad first met but since Sara was at school we never ended up meeting. After a few years of Sara going between her dad and mom our paths just never crossed. We had different lives. I went out on the balcony, looking down.

I saw her getting out of the car. It wasn't one of those slow motion exits you see in the movies. There was no music playing just Sydney and Sara getting out raising the back of their suv up to get their things. Her hair was in a tight ponytail. She had emerald green eyes. A beautiful thin face. She had the whitest teeth. Her jean shorts were bunched up and open at the waist. She was trying to unbunch them. It was funny looking at her while she squatted and kicked her feet around to shake her legs. Her tank top was loose and white. It subtly showed her bikini top. I walked down with dad to greet Sydney and Sara and help them with their things.

Dad gave Sydney a big hug and kiss, lifting her up. Her right leg bent back as he lifted her, spinning her around. I guess they were trying to emulate a movie. He was holding her up by her butt. She slid back down through his arms.

My thoughts went a little dark. Get it together Kal.

"This is my daughter, Sara." They both parted to reveal her. Sara looked a bit shy. Seeing her timid I decided polite and funny was how to calm her down. No reason to show the whole personality at once.

"Sara, don't worry. I won't pick you up like that until tomorrow, so today you're safe but only today...got it?"

Sara looked up and laughed.

"Alright, let's grab your things," I said as I walked behind the car to the trunk.

I carried her suitcases up the stairs. Both ladies commented on the view of the area and furniture on the deck. As they walked ahead and up the stairs, Sara's jean shorts were so loose and open, I was able to see her butt do a sexy bounce. I could see the underside of her ass cheek. They formed a curved line with just a hint of tan line. As I walked with her suitcase I had so many thoughts in my head.

"Here's your room. I just put sheets on and you have fresh pillowcases on. Flowers are fresh from the market. Hope you're not allergic. If you want more of them, let me know."

Sara was taken back, " You did all this?"

Not sure why she had a rhetorical question but I'll bite. "Why wouldn't I?"

Just wanted to make sure you were set up. I'm sure it's overwhelming to come to a random house for the summer. We're going to have fun. Well I am at least," I said with a grin.

Sara puzzled and in disbelief thought to herself, who the hell is this high school kid? He helped with luggage and kept my bed for me, offered additional pillows, gave me flowers, and had a sense of humor. Damn, mom, you and I might have a good summer after all. Keep it together Sara. Don't stare. Shit, he's looking at me. Quick look away. Say something...

"Alright, I'm going to check the car for more bags. Get settled. I'll be back in a few. Keep out of trouble." Kalligan said, trying to keep the intro light and fun.

I left Sara in her room to her own devices. Walking out I noticed dad and Sydney talking on the deck. He was happy, smiling ear to ear.

"Hey bud... You want to head to the beach soon?"

"Definitely, let me just get the rest of their things inside."

"He's so mature and independent. Is he always this helpful?"

I was now wondering what dad would say. Here it comes.

Greg replied, "Kalligan has never had the luxury of siblings. He's been an only child his whole life. I'm not into coddling and can't afford to get it wrong. He's all I've got. The hardest part is being a role model, trainer, coach, nutritionist, counselor, banker and friend isn't always as easy as the movies make it."

"Well it looks like you're doing just fine," Sydney looked at dad with a complimentary smile and licked her lips, watching Kal walk off to the stairs.

Grabbing the rest of the bags I noticed one open with some cords hanging out. Hair dryer, curling iron, and a massager wand. Interesting, wonder who's bag this is? Sydney's or Sara's? Thinking to myself, could it be both of theirs or either or?

"Hey, I'll grab that!''

I looked behind as Sara came rushing into the back of their SUV. She reached over me frantically grabbing both handles, her hand and arm brushing up against my hip. I lifted my left arm up and leaned back to get out of the way. Sara reached in and was bent over the back putting her left knee into the trunk to reach in. I noticed the small of her back had sweat beads catching the sun's light. Her skin was tan. She had tiny little peach blonde hairs. Her bikini bottom showed with her shorts riding up. I admired the view thinking how sexy her ass looked. Don't be a dick. Pull it together. I don't even know her yet. I've been given rules.

"Do you have anything I can grab," I said looking with a devilish smirk.

Sara looked back at me, "There's one more suitcase on the seat. Would you grab that," and under her breath added "and me!"

What the hell, Sara. Calm down, he's only 18 still in high school. Is he staring at me? I can't read him. I can't tell if he's bored or horny. Seems like nothing phases him. Did he actually check me out or was he just being helpful? He is pretty damn cute. Wonder what his body looks like. He's definitely 6ft or close to it. Looks like he's pretty built too. Stop it Sara; you don't even know him. He's probably going to be another typical asshole. Sara thought about this summer and her new found summer arrangement, watching her new roommate walk away. Most guys gawk and fumble all over me. Kalligan wasn't phased or at least didn't lead on he was phased at all.

"Hey Sydney, Sara has some bags and this looked like the last one. Should I put this in your room or Sara's? I didn't ask who it belongs to?"

"That's mine, I'll take it."

"It's fine, I'm heading that way anyway to get changed. Are you ready to go to the beach?"

"I am," Sara blurted from the front entrance.

Here, the bedrooms and kitchen were what you call reverse living. Kitchen, family room, living room were all on the top floor while the bedrooms were below. They designed them this way to maximize views. My room had a bathroom connected to it and the bathroom was shared with Sara. I dropped Sydney's bag off and went in to get changed. I was facing the closet away from the bathroom, pushing my gym shorts and boxer briefs down. I reached down to pull my suit on and heard the door move. I looked up and saw Sara standing there. Was she staring or did she just get there?

"You found my room. I'll be out in a minute."

Sara's eyes were locked on mine as I was closing the door. My board shorts were open showing some of my happy trail out to my stomach hairs. I closed the door in an unaggressive way. Just adding some casual humor to a situation where things could've gone south quickly.

Sara entered her room and wanted to use the bathroom as she tried to process what she just did. I didn't realize the bathroom was connected to another room. Then all of a sudden I saw Kalligan changing and I'm staring at him.

Look away, act normal. Don't be weird. You just met him.

As my hand hit the door, Kal looked up from pulling his swim trunks on. I couldn't see much but I did see some abs and was that a happy trail from his open shorts as he was closing the door. At least he wasn't weird or weirder than me staring.

"Hey Sara, come up here and take a look. The view is perfect," Sydney yelled from the roof deck. Sara walked up the stairs to the roof deck and looked out at the ocean. You could see for miles. They had comfy couches and a hot tub.

Damn, I could get used to this. I'm going to be here all summer. Sara thought. She heard Kalligan from behind.

"It's really nice at night. The waves crashing and every once and a while a moon bridge. You see when the full moon is up it creates an infinite illuminated bridge. It's really romantic and I love getting pics when it's out."

"Dad you should make sure Sydney gets to experience it, by the way, I'm heading down, the gang's all there. Sara, would you like to join me?"

"I'm good, Kalligan, do your thing. Thank you for the pleasant and warm welcome," Sara rejected Kalligan's reply, trying not to be awkward again.

........

I walked out onto the sand. I set up my chair and the canopy. I had a backpack cooler filled with drinks. All of my lifeguard friends were already hanging. Surfboards and wetsuits were in a few piles off to the side and they were all in a semi circle hanging on their towels. All my shore friends and I had grown up on these same blocks running to the same mini golf and ice cream hangouts. Memorial Day was still early for the Jersey shore and most years it's been cold and rainy. My lifeguarding job doesn't start for a few more weeks so this weekend was about hanging.

Music was playing, kids were throwing a football, others were playing different beach games like spike ball. Flags were sticking up on poles celebrating the United States.

I've always had an attraction to older women. Dad always told me not to date in the friend group. I can see why that gets complicated and never really saw the point. Ben pointed out that my dad was walking down and couldn't help notice two women walking with him.

"Boys incoming," Ben said, trying not to make it look like he was checking out the hot and sexy milf walking towards him.

I looked up and saw Sydney and Sara walking with their cover ups on towards us with all the chairs and bags in tow.

"Morgan and Tom, would you please give me a hand and help them with their beach gear?

All three of us walked up, smiling and greeting the two bombshells accompanying dad.

"Sara, Sydney meet Morgan and Tom, and that's Ben, sitting by the chair spreading the blanket out."

The women looked around for a spot to sit and set up when dad said, "let's leave them to do their thing we can park it over here near the water."

Sara set up her chair, took a seat and off to her side noticed Kalligan talking to two girls. Their eyes were laser focused in our direction. Kalligan was looking at Sara talking to them. Sara asked, "Is that Kalligan's girlfriend?"

Kal's dad looked over and explained with a laugh. "Kalligan does not date and doesn't have a girlfriend. He doesn't date anyone. They've all been friends for years." Greg went on.

"It's not for a lack of effort on the girls' part. They practically throw themselves at him but Kal is more their bigger brother."

Sydney and Sara were relaxing just talking, just looking around watching the water when something caught Sara's eye. She turned her head around and set her eyes on Kal talking to his friends. Sara noticed rying to be discreet. Wow, Kal's nice white teeth you could see from a distance as he smiled. His shoulders, chest and abs were on full display bulging with a well built swimmers body. Noticing he didn't have a high school build. He stood out from his friends.

Swimming, and lifting were definitely part of his daily routine. His body fat had to be under 5%. His hair was slightly curly on top and was neatly trimmed around his ears. He had a small patch of hair leading down to his shorts. She looked on and saw Madison playing with her hair. She was long and slender. Her legs were kicking back and forth as she laid on her stomach. She had a perfectly formed little bubble butt and wearing cheeky bottoms that showed tan skin with a tan like that showed she also wears thongs bikinis. Morgan was looking at her. They were in deep thought. Riley was laughing bent over like someone just told a joke. Tom, I think that his name was holding a football. He motioned to Kal and in a second started running this way. He released the ball as Kal ran towards it. Kal dove, reaching for the ball, catching it one handed.

Sydney commented, "Nicely done Kal!"

"Thanks Sydney, you want to throw? Sand washes off in the water?" Kalligan said.

Sydney stood up she showed off her full body. Her curly brown hair was in an updo. Her bikini was small and sexy. There was enough covering her bits but you could tell not only was Sydney smooth but she was hairless. Her top covered her nipples and areolas but left her side boob exposed. Her bottom was a Brazilian cheeky thong and very low cut.. Her round plump ass was held tight with just enough wiggle that when she ran her ass moved perfectly side to side.

For 41 she was a smokeshow. She looked about 5'4'' and was about 120 lbs. Dad was lucky as hell.

Sydney and Kal threw the ball a few times laughing, enjoying the time on the beach. Dad asked us to join him in the water. Kal and Sydney went for one last throw and upon catching it Sydney tackled Kal in the sand. Her hand reached around him as he fell brushing up against his rock hard stomach.

"Wow you're in some shape Kal," Sydney looked down at him lying under her. Both of them caught in an intimate position unintentionally.

"Thanks Sydney, you're quite fit too. You must run 10 miles uphill to school, both ways," Kal replied smirking.

Sydney lifted her arms into the air to gain balance unsuccessfully and almost lost her balance in the process until Kal's hand raised up and palmed her ass to steady her.

"Oh my, thanks Kal, I thought I was going head first in the sand."

"Not a problem. The pleasure was mine. Besides, any one of my friends would've gladly assist you from falling. If you feel like you're going to lose your balance again we have you covered."

Dear lord, what was that... don't palm your soon to be stepmom's ass. What are you thinking? Get it together. Why'd you say that to her as Kal internalizes again.

"Come on Sydney, let's meet dad and Sara by the water."

Walking over with Sydney, Madison appeared next to him

"Hey Kal, race you in!" Madison ran quickly as Kal yelled followed close behind trying to catch up. Madison dove into the crest of the wave like a dolphin. Kal seemed like he was going to miss it but slid right under the wave disappearing from sight. Madison came up and didn't see Kal. She turned and looked unable to find him. All of a sudden Madison screamed as she was lifted into the air by Kal. His body on full display showing a man's physique water pouring off of him. His suit was pulled slightly down. Madison was beaming ear to ear being lifted on display for all to see her with Kal. Sara was watching them both and she could see that there was attraction but no action. It did look like Kal was just having fun.

As I jumped in after Madison I couldn't help but notice Sara's ass. Oh no the wave crested. Oh shit go low. As the surf stirred the sand Madison's leg came into view as I swam under the break. I grabbed her leg as she sprung up out of the water lifting her up. She was screaming as I held her up then dropped her carefully down into the clear, cold water. Walking out of the water Sara looked at me and just smiled.

Talk to him.... "Are you hungry?"

"I can cut up some fruit but if you have something else in mind let me know," Kal replied.

I swooped my arm and said "Shall we?"

Leading the way up the sand back to the beach house. Sara walked next to Kal taking in the sun, the beach, this new normal.

What have I gotten myself into? Sara thought.

"Kal are we going to have a good summer?"

"I plan on it... you?"

"Definitely." Sara said as she walked into the beach house. Sarah's phone rang and as she looked down at the phone.

I noticed she looked a little disturbed. She walked away with some urgency like something was wrong. I guess she was speaking to a guy. I think his name was Todd. Must be serious. I was cutting up some fruit, when she walked back in.

"Everything all right," I said?

"Yeah everything's fine. I appreciate you cutting up the fruit and I appreciate how you've handled this entire day. You've been really cool. So why don't you tell me about Madison and Riley?"

Kal kept cutting the fruit. "I've known Madison and Riley for years now. We did lifeguard training when we were younger. We have this little thing but I'm really not interested in them like that. It's not really my style if that makes any sense."

"Makes sense! However, what doesn't make sense is why you don't like either of them. Are you gay?"

I let out a chuckle and rolled my eyes. Taking in a deep breath.

"Believe it or not, you can have friends, not want to date them and just hang out with them while you keep your options open without being gay. I think you're gonna see several gay people here and they're friends of ours. We all hang out but like I said, down here the vibe is different. Very different. Here it's our shore life and then back home, we have that life but down here nobody knows the little kid. Everybody knows me as the lifeguard, the guy everybody depends on for several years now. Up north it's a little different. All of those things are still true but it's different. This is our own little paradise down here like that. We can do anything we want down here. It's very laid-back and very open minded. We just hang out and chill. We have friends in different circles and we're all just not as uptight as they are up there. Might be hard to understand and I might not be explaining it very well."