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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
44 Chs

What Are You Planning To Do With Me Now?

"Mmmm... I can't wait to fuck you again, Sheila. You taste so good." He said between kisses.

Her body trembled at his words, and she could feel herself getting aroused as his hand caressed her butt.

"Oh baby, you have no idea how much I want you too." She whispered before biting his lower lip.

They kept making out in the elevator until it stopped moving. When the doors opened, they walked out together, hand in hand, and headed towards the pool area.

Everyone wore either bikinis or trunks and sipped drinks while sitting near the edge of the pool. Some people even sat inside the pool itself and chatted happily as they cooled off under the moonlight.

Soon, Oliver went inside one of the male changing rooms after borrowing a swimming trunk, while Sheila also entered the woman's changing room.

A short while later, Oliver came out wearing nothing but simple navy blue swimming trunks.

He looked around while waiting for Sheila, noticing that the majority of people present at the party were either young women or couples enjoying their vacation.

The atmosphere was very relaxed and laid-back, with everyone having fun and enjoying themselves while drinking alcoholic beverages and eating delicious snacks provided by the hotel staff.

The sound system played a variety of different types of music, ranging from classical tunes to modern hits. Some guests even danced along to the beat, while others just watched in amusement.

After a few minutes had passed, Oliver spotted Sheila coming out of the women's dressing room dressed in a skimpy black bikini that showed off her sexy curves. She also wore a black semi-transparent sarong that covered the lower half of her body, which accentuated her figure even more.

However, he noticed that there were no other women who dressed as sexy as her. Most of them only wore regular two-piece bikinis.

And he also saw someone else that he had never met before walking beside her.

It was a woman with short brown hair and blue eyes. In addition, she wore a red two-piece bikini that revealed a lot of cleavage, showing off her large breasts and wide hips along with smooth white skin.

As the pair walked over to him, Oliver noticed that both women had very attractive faces and bodies that could easily turn heads wherever they went.

Upon reaching him, Sheila introduced him to her friend. "Hey Ollie. Sorry for the delay. This is Amanda, my coworker."

"Good evening, Amanda. Nice to meet you." Oliver extended his hands to greet her.

Amanda shook his hand and smiled warmly at him. "Nice to meet you too, Oliver. I've heard so much about you from Sheila. And wow, you're even more handsome than what she described."

"Thank you. You're quite beautiful yourself." He replied as he felt his face turning red. Although he had decided to be more proactive with girls, he still got shy when faced with an attractive woman like Amanda. But he quickly regained his composure and continued speaking. "Anyway, what should we do first?"

Sheila answered for both of them. "Let's go swimming first."

Soon, the three of them headed towards a less crowded area near the edge of the pool and dove in together.

When they surfaced again, Oliver found himself standing right next to Amanda, while Sheila stood in front of him. They began splashing water at each other playfully before engaging in a little game of chase through the water.

He chased after both women as they swam away from him, giggling all the way while he tried his best to catch them.

Soon, he managed to grab hold of Amanda's arm and pull her towards him. However, before he could do anything else, she wrapped her arms around his neck and pressed her body against his.

"Ohhhh... you caught me. What are you planning to do with me now?" She whispered seductively while rubbing her breasts against his chest.

Oliver swallowed hard as he felt his heart racing faster than ever before. He looked down at Amanda's cleavage and saw that her nipples were already poking through her bikini top.

He remembered what his mom said about women's nipples becoming erect when they get aroused. And from the looks of it, Amanda was getting excited about being close to him.

Without thinking twice, Oliver leaned forward and placed his lips against hers for a brief kiss before pulling away again.

"Mmmm... That felt nice." She said while brushing her hand against his cheek. "But don't tell me you are satisfied with just a light kiss like that?"

Oliver smiled back at her and kissed her again, this time longer than before.

As soon as their lips touched, his hands slid down her back and squeezed her big, juicy ass through her bikini. She moaned into his mouth and returned his affections by running her fingers through his wet hair while she rubbed her body against his.

A short distance away, Sheila watched them make out and smiled to herself as she swam closer towards them. She wanted to join in their fun, but she also didn't want to interrupt them. So when she got within arm's length, she waited patiently for the perfect opportunity to make her presence known.

Meanwhile, Amanda pushed Oliver backwards until his back hit the edge of the pool and pressed her tits harder against his chest before kissing him deeper. She wanted him to touch her all over. And if he wasn't going to do it on his own, then she would make sure he did.

She guided his hands underneath her bikini top until they came into contact with her bare breasts. Oliver didn't need to be told twice, as he immediately began squeezing them gently. He massaged them, groped them, and played with them while making out with Amanda.

She moaned in response, letting her desire be heard by anyone nearby, and tightened her hold around his neck as her body reacted to his touch.