My Aunt's Summertime Dick

Story Info
Dana’s aunt has a big surprise for her on her summer break.
4.3k words
4.4
58.4k
98

Part 1 of the 4 part series

Updated 06/11/2023
Created 06/18/2022
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
DanCastle
DanCastle
146 Followers

Dana watched as the house came into view from the back of the taxi. She saw her aunt waiting out front waving as she saw the car pulling up. Once the taxi parked, Dana climbed out, her aunt Ailen immediately pulled her into a hug. Dana's face pulled right into her chest. Danny couldn't help but notice how large and soft her breasts were. Despite pushing forty, aunt Ailen still looked amazing. She was tall, made to look even taller with the heels she was wearing. She had bronzed skin, a natural tan, and long black hair. She wore a long. White sundress with spaghetti straps that seemed to strain to contain her generous chest.

"I haven't seen you in forever!" Ailen said as she hugged her niece tightly.

"Yeah, it's been a few years" Dana said, her voice muffled with her head between Ailen's breasts. Her aunt finally let her go and paid the cab driver once they had finished getting Dana's bags from the trunk.

Dana was too young to actually remember seeing her aunt last time she visited. Her mother told her she got married to some terrible man who tried to control and abuse her and kept her away from the family. She finally divorced him four years ago, taking half of everything with her. Considering he was a CEO of a major corporation, that was a lot.

What Dana was confused about is why she waited until now to reach out, and why Ailen would invite her, and only her, to her summer home while Dana was on break from college. What's more is that her parents seemed oddly encouraging her to go. They were usually very overprotective of her, it was their idea that she go to an in-state school so she'd be closer. But now they were practically pushing her out the door all the way down to Florida for a whole month on a moment's notice.

"I'm so excited to have you," Ailen said as she and Dana carried Dana's bags inside. The house was large, it looked like it could have been and old bed and breakfast from the outside. But the inside was all new from what Dana could see. Ailen led her upstairs to one of the guest rooms she had.

"I admit I was a bit confused when I got your message," Dana admitted.

"I know, it's strange," Ailen admitted. "When my ex and I divorced I was left in a... not good place. I wasn't ready to be part of the family again. I spent a long time finding myself and in therapy. This house was actually part of my process. Something to focus my mind and hands on. Now that it's finished, I feel complete again."

Dana was surprised to hear her aunt tell her all this, "Well, I'm glad you're better now," she said. "And I'm sorry we never could really connect before now."

"That's what this month is for," Ailen told her, "Not getting to see you grow up was one of my biggest regrets. Since I couldn't have kids of my own and George didn't want to adopt, I may have lived a little vicariously through your mom as much as I could. But on top of that I know how my sister is. You're only eighteen once and I couldn't bear to let her stifle you while you're still young. She'll never tell you this but she was quite the wild thing at your age."

That seemed hard to believe for Dana, her mother was the strictest of strict and incredibly uptight. "You'll have to tell me sometime," Dana said.

"I will, but I don't want to take up all your time while you're here. I want you to have fun. There's tons to do in town and the beach is always lively so you have plenty of opportunities to find yourself a summer boyfriend, or girlfriend, if you swing that way.

The idea made Dana blush a little. She had had a boyfriend in high school and she fooled around a little bit with a guy in college but overall her romantic experience was limited. The thought of other girls didn't turn her off but she never really got the chance to explore that. She was the only girl in her computer engineering program so her options were very slim.

Dana also wasn't exactly the prettiest girl in her own opinion. Like most shut-ins, her skin was pale, her jet-black hair was usually hidden under a hat of some kind. Her face was obscured by large glasses and her body covered by baggy clothes. Not to mention she was incredibly shy. Her mother was never interested in boosting her body confidence either so it all wrapped up into a package of personal issues when it came to how she felt about herself.

"I mean... well we'll se about that," Dana said. "I don't even have a swimsuit."

"Well, I can fix that," Ailen said. Once you're unpacked and settled we can head into town and go shopping. I'm guessing you don't really have much for summer wear all the way up in Vermont."

"No, not really," Dana admitted.

"That's okay, we can fix that," Ailen said. Once you're unpacked and settled in, we can go into town and go shopping. It'll be a great way for me to show you around."

She left before Dana could answer and suddenly the room was silent. Dana started to unpack. She sorted her clothes into he dresser, personal items on the desk in the room, including her laptop. Overall it didn't take too long, she didn't bring too many things.

She put her now empty luggage bags in the closet and looked around the room. It was plain, but if it was recently renovated that was not surprising. She stepped across the room to the small balcony that she found out wrapped around the entire second floor. She could see the beach down below, full of young attractive people.

She didn't think she should be among them but she tried her best not to think about that. Her aunt had a point, she was only young once and she should try new things while she has the chance.

She continued exploring the balcony as it led around the building, looking into the empty rooms until she found one that wasn't so empty. The room was bigger than the others, it was also more furnished than the others so it was likely her aunt Ailen's room. But what really gave that away was aunt Ailen laying back on the bed. She had slipped out of her sundress, it and her underwear had been discarded on the floor, Ailen was completely naked.

It didn't seem like Ailen had noticed Dana yet as she was too busy masturbating and Dana couldn't help but notice that her aunt Ailen had a dick between her legs. But not just that. Ailen happened to be facing the balcony doorway with her legs spread, almost as if she expected someone to see her and Dana got a very good look. Ailen had both a dick and balls and a vagina.

Dana couldn't take her eyes off her aunt's bronzed body as she stroked her cock, moaning loudly. Dana bit her lip as she felt her face turn red, was this turning her on? She didn't have time to ponder this though as she saw her aunt was starting to cum. Ailen groaned as her cock throbbed, shooting white cum over her. Dana snapped out of her trance and quietly backed away from the door before her aunt noticed her peeping.

She was quick, but quiet as she went back to her room. Her face was red. What was that? Had her aunt always been like that? She took a breath to calm herself down. It was fine, it didn't matter. She shouldn't think any differently of her aunt just because her body was different right? Then why does the thought of it still make her warm between her legs?

She forced herself to stop thinking about it, she was just a little pent up is all. She took a minute to calm down and when she was ready she left her room and headed downstairs. Her aunt was out on the patio, looking down at the people on the beach.

"Hey," Dana said, as she approached. "I'm all unpacked if you're ready to go." For some reason the idea that her aunt knew she saw her was lingering in her mind but Ailen turned to her and smiled as if nothing ha happened.

"Great, let me grab my keys," she said as she stepped inside. She led Dana to the garage where a few very nice cars were waiting. Ailen pressed the button on the key fob to unlock a shiny red convertible Corvette. Dana wasn't really one who cared much about cars but she had to admit, this one looked nice.

The two of them climbed in and Ailen turned the key in the ignition, the engine roaring to life before she pressed a button to take the top down. She backed out of the garage into the bright sunlight and onto the street. Dana watched with the wind in her hair as the scenery rolled by and they drove into town. They were surrounded by shops and other businesses and tourist attractions. As expected, the sidewalks were full of people going about.

"Parking here always sucks so it may be a bit of a walk," Ailen said as she finally found a spot to park before they got out. Dana couldn't help but notice how much she stood out among the crowd of people as they walked. She was still wearing jeans and a black t-shirt while everyone was in tank tops and sleeveless shirts, short shorts and some just straight-up in bathing suits and bikinis having likely just walked off the beach.

Ailen first took her to a clothing shop around the corner, it had racks of summer clothes and swimsuits filling up the shop. They two of them browsed and Ailen grabbed a few things she thought would look good. A few pairs of shorts, tank tops and such.

But after that came swimsuits. Ailen hand picked out a few she thought would look good. Dana couldn't help but notice she picked all the skimpy ones. Dana considered her options and decided on a bikini with a tube top that felt a little tight around her chest. Dana's breasts maybe on the larger side of average, she had definitely seen other girls with bigger. But this top still managed to squeeze them pretty tightly. But it felt secure enough that she didn't think it was going to fall off.

She put the bottoms on and tied them in place. Unlike the top the bottoms felt very loose, even though they barely even covered her ass. She had to admit though, it was kind of sexy.

"Sooo, how's it look?" Ailen asked. "Let me see."

Dana hesitated, could she really go out looking like this? She took a breath, and opened the curtain to the dressing room. This was the summer of trying new things, after all.

"Oh my," Ailen said as she stepped out.

"It's not... too much is it?" Dana asked.

"Oh no, it's super hot," Ailen said. "You'll have them lined up around the block."

Dana blushed a little but turned to look at herself in the mirror. She never really considered herself all that sexy but looking now, she could see it.

As she was looking at herself in the mirror, she couldn't help but notice her aunt was definitely checking her out. It made her heart race a little bit as she turned around again. "Uh, well," she said, trying to act natural. "I think this'll do it then." She said.

"Want to wear it out?" Ailen asked.

Dana hadn't considered that. On one hand, the thought of putting her dark, warm clothes on again in this heat didn't sound ideal. But she wasn't sure if she could just walk around like this. She felt practically naked.

She slipped on a pair of the shorts they had picked out and a pair of flip-flops. She didn't mind her boobs being out so much as she wanted to avoid people staring at her ass.

They walked out of the shop and Dana already felt like she fit in a lot more. Already she could see people glancing at her as they passed. Previously she always felt so invisible in crowds.

She didn't get a lot of time to process that as Ailen was already on her way to the next stop. She led Dana into a hair salon that she frequented. The woman behind the counter recognized her. She was younger but still seemed older than Dana, maybe 30-ish with bleached blonde hair

"Oh, and who's this little thing?" She teased when she saw Dana standing beside her.

"This is my niece I told you about," Ailen said, "We're having a little bit of a makeover day."

"Ooh, and what were we thinking today?" The woman asked, the name tag on her shirt said "Anna."

Dana had never considered what she would want for something like this. She came to the realization she had never dyed her hair before, that might be fun. But maybe dying all of it would be too much. While she thought about this she spotted a poster of a model on the wall. She had short dark hair with a bright streak of red.

"Um," she said, "how about some color?" She asked, pointing to the poster. "Like this, but... maybe blue instead?"

"Oh we can do that, just you watch," Anna said cheerfully as she led Dana to one of the chairs in the back in front of a sink. First she washed and rinsed her hair out before they started applying the color. The process didn't take very long since they weren't doing all of her hair. Waiting while the color set in was the longest part. While she waited she could hear her aunt gossiping with one of the other hairdressers.

When it was all finished, Ailen smiled to her. "Ooh, that is really nice," she said. Dana took a moment to admire it. God, if only her mom could see her now.

After that they walked back to the car and rode back home. There was still sun left in the afternoon and Dana was feeling more sexy and confident than ever.

After they got inside, Dana glanced out the window, down to the beach below and saw a group of people that seemed relatively her age playing volleyball. For the first time in possibly ever she kinda wanted to go join them.

"I know that look," Ailen teased her, drawing Dana's attention away.

"Uh... what do you mean by that," Dana asked bashfully.

"The beach is calling," she said, "And it's bad karma to deny it. Besides, I've got one of my friends from my support group coming over. We're going to drink some wine and gossip and I doubt you'd be interested in that. Just make sure you take sunscreen, I'd hate to see you get burnt."

Dana nodded and went upstairs to put away the new clothes she had gotten and grabbed a bag for the beach, packing in a towel, some water and sunscreen, making sure to apply some before coming back down.

"Alright, I'm heading out," she called.

Ailen emerged from the kitchen, "Before you go," she said before giving her a big hug.

It could have been her imagination but Dana couldn't help but feel something hard pressed against her as her aunt hugged her. Was she hard? Until this moment, Dana had forgotten about her aunt's dick. It brought a redness to her cheeks but Ailen released her before Dana could work up the courage to say anything. "Alright, go have fun," She said and Dana nodded basfully and tried to casually rush out of the house.

She tried to push the thought out of her head again, but this time it lingered as she walked down the steps to the beach. She hadn't even noticed she was approaching the people she saw earlier until one of them spoke up.

"Hey," one of the guys said. He was good looking with dirty blonde hair.

"Oh. Uh, hey," Dana said, "Sorry I was spaced out. But I saw you guys and was hoping I could join in. I'm here by myself except for my aunt so..."

"Yeah sure," the boy said, "I'm Robbie. The other guys are Joey and Felix." He pointed to each person he named. Joey was black with a buzz cut, Felix was pale and covered in freckles with short red hair.

"And then the ladies," Robbie continued. "We got Paula, Olivia, and Antonia." Paula was tall with a naturally bronzed skin and dark hair. Olivia was pale with red hair similar to Felix and Antonia had her blonde hair tied in braids.

"Is the new girl playing or what?" Antonia asked, she spoke with a Russian accent. "If so she's on our team since Olivia wants to be a spoilsport."

"I burn easily," Olivia called from where she sat beneath an umbrella.

"Spoilsport," Antonia repeated.

"I mean, you're welcome to if you want?" Robbie said, "you go to school around here?"

"I'm visiting from Vermont," Dana answered.

"Ooh nice, we all go to Florida State, so may I be the first to welcome you to our state. We have theme parks and alligators and Florida Man."

"Hey," Antonia called again, "make fuck eyes at each other later. I'll make sure to beat you fast so you can get to it faster."

Dana couldn't help but laugh a little but she joined the team on the other side of the net and the game commenced. She didn't have a lot of volleyball experience but she got the gist of it. Though Antonia seemed to be the pro of the group, or she was just highly competitive.

She spent the next few hours with them, playing on the beach and swimming int he ocean. She didn't even mind the lustful eyes on her from the boys as she slipped out of her shorts. She was pretty sure she caught Olivia checking her out.

She learned a lot about their little group, turns out Felix and Oliva were siblings. Twins even, non-identical. Joey and Paula were dating, as were Robbie and Olivia, which disappointed Dana at first before it was pointed out they were polyamorus. Dana had hears of it before but never actually met anyone who was in that sort of relationship.

For a moment the idea crossed her mind that she could have both of them if she wanted. She smirked a little bit at was likely just a fantasy, but one she'd entertain for the time being.

But as the sun set and the night drew long, it came time to pack it in and call it a night.

"So, you going to be around tomorrow?" Robbie asked her.

"Maybe, I don't really have a lot of plans but who knows what my aunt will want to do. But if I have some free time I'll keep an eye out for you." It felt so odd to flirt, she had rarely done it before but while she was feeling confident she figured she'd go for broke. "But until then," she said as she inched closer to him, kissing him on the lips. It lasted just a moment before she pulled back. "Until next time," she said.

"Until next time," Robbie said as she left, ascending the stairs to her aunt's house. All the windows were dark. It was awfully late, her aunt was probably asleep by now. She was quiet when she slipped inside. She went up the stairs and found her room. Quietly she opened the door and turned the lights on.

"Hey," Ailen said as she was sitting on Dana's bed. She was naked with her legs crossed.

Dana froze, "uh... hey," she said, confused. Was Ailen drunk, she did say she was going to be drinking with her friend. But she didn't seem drunk, not that Dana was an expert.

"Did you have fun?" Ailen asked. She was smiling but there was suddenly something sinister behind her smile.

"Y-yes," Dana answered, starting to get nervous.

"Good," Ailen said, "now it's my turn to have fun." She pointed to a spot on the floor in front of her. "Get on your knees."

"What?" Dana asked, hesitant. She wasn't sure she wanted to know what Ailen had in mind for her.

"Now," she said much more sternly. Dana was startled but suddenly did as she was told. Even if she ran there'd be nowhere for her to go.

"Do you know the real reason why you're here?" Ailen asked her.

"I have a feeling I haven't been told that," Dana said nervously.

"I had you pegged for a smart girl," Ailen smirked. "The real reason you are here, is because your parents are in debt. A lot. Turns out dear old dad can't seem to kick the old gambling habit and your mother has been hiring fuckboys on the side. It all adds up. They came to me, desperate. And I offered to pay off their debts, in exchange for you. So for the next month, your mouth, ass and pussy belong to me. Be good and do as I say and by the end of the month, you and your family will have nothing to worry about."

A sinking pit formed in Dana's stomach, to know that her parents effectively sold her like that. It was a lot to process, but why did this also excite her? Was this some kind of unknown fetish?

Her pondering were interrupted when Ailen uncrossed her legs, exposing her erect cock and stood up. "I think for tonight we'll start you off slow. Have you ever sucked dick before?"

"A little..." Dana answered. "I had a boyfriend in college... it didn't last very long. We did it a couple of times." Her heart was racing, a mix of emotions she couldn't identify in the moment saw she looked up at her aunt. Her eyes could only focus on the hard dick just inches from her face.

DanCastle
DanCastle
146 Followers
12