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Mommy Will Help You!

Oliver was a shy boy who always got nervous whenever he interacted with girls, which is why he had no girlfriend throughout high school. However, all that changes when his parents decide to help boost his confidence so that he doesn't have any problems interacting with people of the opposite gender in the future. But how do they do that? **** https://discord.gg/XjsJKvZU For Advanced Chapters of My Story Visit the below link. https://subscribestar.adult/midnight_tales **** Smut - Milf - Taboo - Incest - Adultery - Affair - BDSM - Betrayal - Character Growth - Cheating - Complex Family Relationships - Doting Parents - Exhibitionism - Familial Love - Girl's Love (Yuri) - Netorase - Netori - Nudity - Older Love Interests - Outdoor Intercourse - Pretend Lovers - Sex Friends - Threesome - Foursome - Fivesome - Unconditional Love - Unrequited Love - Voyeurism.

Mid_Night_Tales · Realistic
Not enough ratings
39 Chs

One Room... With Only One Bed.

After a long plane flight and a drive in a cab, they finally arrived at their destination. The first thing Oliver noticed was how warm the weather was compared to his hometown. He could feel the humidity sticking to his skin already, making him want to jump into the ocean right away.

When the cab pulled up to the resort's main lobby, Adam and Mia got out first, while Oliver stayed behind, waiting for them to check in. He stared out the window, admiring the beautiful beachfront hotel they would be staying in for a week.

A part of him was happy that he had a chance to enjoy this wonderful place with his parents because he knew that they loved him very much. They have always been there for him whenever he needed anything. They were the only ones who cared about him enough to give him constant attention and love.

Their doting often puts him under pressure. However, he didn't want to upset his mom and dad by being ungrateful.

Oliver was broken from his thoughts as his parents returned to the taxi.

"We have checked in now, honey. Follow us!"

"Okay."

Soon, they walked up to one of the hotel's elevators and pressed the button for the tenth floor. Once the doors opened again, the family exited, making their way down the hallway until they reached their room.

But at that moment, Oliver realized something.

They only booked one room... with only one bed.

"Dad, don't tell me we are all going to share one bed?!" he asked, staring at his father in shock.

However, before Adam could respond, Mia chimed in.

"Well, I made a little mistake regarding the booking since it's hard to find a free one-week in the peak season, but we can make it work. We are a family, after all. Right, Adam?"

"Of course, Mia. It's no problem at all. The bed is big enough for three adults anyway. Besides, it's just for a week, so it'll be fine, buddy," Adam also chimed in as he tousled his son's black hair.

"M-Mom...Dad..."

Noticing how uncomfortable he seemed at the idea, Mia wrapped an arm around his shoulders.

"Come on, Ollie. It won't be bad. It's just sleeping in one bed, right? I used to sleep on the same bed with my parents when I was a little girl. This is no different. Now, stop worrying and just try to enjoy our time together. Okay?" she soothed.

After a brief pause, Oliver gave up and nodded his head.

"Good boy," Mia purred, and she leaned in to kiss her son's cheek again.

"Mom, please don't make this weird."

"What? I can't give my son a kiss anymore?"

"I-I never said that."

As soon as everyone brought their luggage into the room, they right away left to explore the beautiful beach in front of the hotel. Oliver walked ahead, being too shy to be seen with his parents. He hated whenever they showed so much affection towards him in public because it made him feel even more like a child who needed someone to hold his hand all the time.

And there was also his mom's revealing swimsuit...

She was wearing a black string bikini that displayed an incredible amount of cleavage, with most of her giant tits spilling out from the tiny triangular top, while her big bubble butt was on display in her super skimpy thong bottom.

Just when Mia asked Adam to take pictures of her, Oliver stopped and turned his head to look at his mom posing in seductive poses, posing with her hands above her head, and looking back over her shoulder, her big, juicy ass sticking out.

Oliver could only stare as he watched the show, blushing like crazy. His heart beat faster than ever before as he watched his mother move around.

"Ollie, could you come here for a moment and join me? I want to have some pictures with my precious son," Mia said, waving at him.

"Mom, I-I don't feel comfortable doing that... Everyone is staring."

"Oh, please! Don't be a drama queen. You will regret it one day if you don't have any pictures to look at and remember your vacation."

"But..."

"Please! Pretty please..."

"Fine."

Oliver approached his mother, feeling self-conscious about all the people around him and averting eye contact with anyone nearby as he stood next to her, hoping that this wouldn't take too long.

Mia then hugged her son, her large bosom pressing against him. "Now hold onto my waist and smile for the camera," she instructed as she wrapped an arm around his shoulders, holding him close against her body.

Oliver forced a weak smile as he put a trembling hand on Mia's hip while trying not to focus on how soft and warm his mom's body was against his or how her smell was hypnotizing.

On the other hand, Mia noticed how tense her son was. She could tell by the way his hands trembled while he touched her body.

'So he gets nervous because of physical contact with a woman?' Mia thought while Adam took a few pictures. 'He is just too sensitive.'

"Thank you for playing along with me, honey. You can leave now and explore the beach if you like."

After hearing those words, Oliver took off towards the water as fast as he could, leaving his parents behind. As soon as he reached the water, he began swimming around without looking back.

There were many beautiful women on the beach, each in skimpy bikinis just like his mom, running around and playing on the sand with their huge bouncy tits jiggling and their big round juicy butts wiggling around, but Oliver didn't want to let his eyes wander, afraid that people might think he's being a pervert.

He swam around by himself without paying much attention to anything else, letting the cool waves wash away all of his worries.

Meanwhile, Adam asked Mia whether they should follow him, but she said that it'd be better to leave their son be for now, so he just laid back and enjoyed the sunlight while his beautiful wife rested next to him.