The Gift Ch. 02

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Sam slowly woke up and felt comfortable as he did. He could tell this was going to be a good day. Looking down he saw Tina’s immaculate hair bobbing up and down while she looked up at him with her alluring green eyes. They locked eyes as he watched her pink lipstick covered mouth slide down his cock.

Smiling at her, Sam felt Tina moan and enjoyed every moment of her response. As soon as she began stroking his scrotum, he felt himself ready to explode despite having drained himself in her the night before.

“Oooh,” Sam said calmly as he exploded in her mouth.

Tina greedily sucked on his cock, swallowing his cum with loud gulps. She squeezed his testicles to make sure he emptied everything into her mouth. As the last load blasted into her, Sam’s body melted into the sheets.

Tina climbed over him, showing Sam her throat as she swallowed the last of his load. He laughed and smiled up at the woman while she looked down at him, her make-up intact and giving her a sexy, smoky look.

“Did I do good, Sammy?” Tina asked.

“Better than ever,” Sam replied. “Good morning, Mom.”

“Good morning,” she said, “my good boy. My king.”

He shook his head at the ridiculous nature of it. She had been calling him that for a week since she heard someone referring to her man on Tiktok as her “king.” He didn’t dislike it, but it had only made their relationship seem a bit farcical.

She kissed his forehead, assuming he did not want to kiss her mouth after she’d swallowed his cum, and raised off him.

“I wanted to make sure that you woke up properly,” Tina said. “I know you have a huge day today, and I wanted you to be as focused as possible.”

“You left me pretty focused last night,” Sam argued.

“And now you are extra focused, Sammy,” Tina replied.

She walked across the room, her lithe body moving with grace. Sam watched her bend over and pick up her clothes from inside her dresser, showing him her well-formed ass. She had been doing barbell hip thrusts for the last month to improve her tone, and he could see the result. He smiled.

As she stood up, she turned toward him, intentionally bending to let him see the breasts she’d recently augmented to match his love of large, almost too massive breasts. They hadn’t added more than 100cc of solution, but now they were at that exact level he’d wanted.

“I’ll have the cooks make up your favorite,” Tina said. “Spicy lamb benedict, Manchego polenta, and a glass of pineapple juice.”

“Sounds perfect,” Sam said, sitting up in the Alaskan King mattress they’d brought in to replace his father’s bed when Sam began sharing a room with Tina.

“I’ll probably be on my jog when you’re getting ready, but I’ll be back in time for your good luck kiss,” Tina said, pulling her tiny sports bra over her new breasts.

Sam smiled and watched his mother pull her pink yoga pants over her tight ass. She smiled at him when she realized he was watching and made a few exaggerated stretches to show him more of her body. He saw it every day and in every way, but he still couldn’t get enough of the woman. He knew exactly what his father had seen in her.

As she left for her daily jog, Sam got up and headed to the shower. He had a huge day, one which would see the merger of his company with Calibaster Properties, entering him into the world of Real Estate and Property Development, something he’d been interested in for years. He knew it was going to be a big day.

~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~

Stepping out of the conference room that served as the meeting room for the merger, Sam stepped to the side to let Ashton Umberger, another millionaire in his 20’s, step beside him. They both smiled and waited as the cameras snapped dozens of photos of them.

“My mother is going to frame this photo, I’m sure,” Ashton said.

“I guess I’m the lucky one,” Sam replied.

They turned and faced each other, reaching out with their right hands. The grasped each other and held still, allowing the photographers to snap dozens of more photos.

“Oh shit,” Ashton said. “I forgot your mom is dead. Sorry man.”

“No problem,” Sam said, placing his left hand over their right hands, a symbol of emphatic enthusiasm about the merger.

“No,” Ashton said. “I feel like shit now. Why don’t you come to my annual BonFest. Used to call it the Fire Festival, but couldn’t after that nonsense with Ja Rule.”

“It’s okay-” Sam started.

Ashton pulled Sam in for a “bro” hug, and interrupted him. “Nah, look, it’s really just an excuse for all of us to bring main or side pieces to a secluded mansion in the tropics for a few days and chill out without cameras, cops, or judgement.”

As they separated, Sam thought about it. He had to admit that if it wasn’t for Tina, he probably would have snapped from all the stress the last few weeks. Now that they’d locked this merger down, there wasn’t anything pressing for the next for a couple weeks, so if he were to take a vacation, this was the right time.

“Okay,” Sam said, Magosa Escort “send me the details.”

“Hell yeah,” Ashton said as they turned toward the cameras for the final shots. “Are you bringing that milf I always see you with?”

“My stepmom?” Sam asked.

“The one with the huge tits,” Ashton answered.

“That’s her,” Sam said.

“Dude,” Ashton said, “if I had a stepmom like that…”

Sam smiled and turned to Ashton as they moved to part ways. “Sounds like we think the same.”

Ashton gave Sam a long look before the deviant smile crossed his face. He lifted a discrete fist bump that Sam returned before the both of them walked toward their separate legal teams.

Sam and Tina had decided a long time ago to keep up the image that they were stepmother and stepson, living together because it just made sense. Sam was taking over and expanding his father’s empire and Tina was just existing off the money everyone assumed had been left to her by her husband’s death. That cover was the best cover, and even among the uber rich like the Umbergers, indiscretions would be ignored.

Of course, that was only if they thought they knew the secret. No one suspected the deeper secrets of the Standish Estate.

~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~

Ashton Umberger was there to greet them when they arrived at the mansion in Cape Santa Balaise, the Umberger private island in the Florida Keys. It wasn’t really an island, more like a strip of land that connected to a larger piece of land via a very narrow sandbar that disappeared during high tides. They had to leave their vehicle back at the main road and take ATV’s in.

Both Sam and Tina had enjoyed the ATV ride, having never ridden them before. Their guide let them ride around madly, unaware that they were scouting locations to walk to if they wanted some private outdoor time. As they walked in, everyone could see the smiles on their faces.

“You made it,” Ashton said. “Glad to see you.”

“You too,” Sam replied. Motioning to Tina, he said, “My stepmother, Tina. Tina, this is Ashton Umberger.”

“Pleased,” Ashton said, taking Tina’s hand.

“I knew your father,” Tina said. “He was a complete piece of shit.”

Ashton laughed. “That’s right, and the reason my mother broke him off. Speaking of which…”

Sam followed Ashton’s hands and looked at the bar just to the side of the foyer. Sitting at the bar, which was manned by a young Cuban male in a pressed sports jacket, was a gorgeous woman in her 50’s wearing a tight-fitting one-piece bathing suit. She had decent sized breasts and a tight back, holding herself up with poise but sat in a soft, round ass.

“My mother,” Ashton said.

“Harriet,” Tina said, walking toward the woman.

The woman turned, looking at the newcomers through her sunglasses, and smiled. “Tina Standish?” She asked

The women approached each other as if they had met before, but Sam immediately noticed that they didn’t approach as if they were friends, but more like acquaintances. He had seen this kind of greeting many times before by the people his father considered business partners that he tolerated but did not consider friends.

And in this case, he knew why. Tina was a trophy wife. Harriet Umberger was actually the breadwinner and heir of the Duncoon Fortune. Her money was what saved the dying Umbergers, and once she’d gained control of her husband’s assets, she dropped him from her life. He committed suicide not long after.

Harriet Umberger was ruthless. Her only weakness was her son Ashton, whom she doted on as if he were a young emperor.

“Who else is here?” Sam asked.

“Just the staff so far,” Ashton replied. “Most everyone else is coming tomorrow. That’s when the party yacht arrives.”

“Nice,” Sam returned. “So tonight…”

“It’s just drinks, poolside or beachside, whatever you want man,” Ashton said. “Since this is your first time at Umberger Beach, let me tell you the rules. Rule 1, no judgements. I don’t give a damn what you do or with whom as long as it’s consensual. And like, if you want to wander off and be by yourself and not do the bonfires or whatever, that’s cool. You’re an adult, you do you. I didn’t invite you so you spend time with me, I invited you to enjoy the comforts of the place. Have that same respect for others and everyone is good.

“Rule 2, no drama llamas. If you got beef or wanna start something, go back to the mainland and hit up those guys. This is a chill zone here.”

Sam nodded. Chill, fun, relaxing weekend. Got it.

“Final rule, don’t destroy property. Have fun, get wasted, do whatever, but don’t set fire to your mattress or anything like that,” Ashton finished.

“You actually had to make that a rule?” Sam asked.

“Fuck man,” Ashton said, “I started with only one rule.”

The two laughed and walked over to the bar where the two women were talking. Behind them, the two Latin servants carried the Standish suitcases, mostly various bathing suits and Kıbrıs Escort a cosmetic case, up to the suite that would act as Sam and Tina’s conjoined rooms during their stay.

“Sampson Standish,” Harriet said as the men approached. “I haven’t seen you since graduation from St. Ignacios.”

“I didn’t realize you were there,” Sam said. Turning to Ashton, he asked, “You are an Ignacio alum?”

“Aren’t all the men of proper standing?” Ashton replied. “Three years ahead of you I think.”

“Ah,” Sam stated, “now I understand why I didn’t see you in the halls.”

“Yes,” Harriet confirmed, “Ash graduated a year early even. Of course, they constantly press the donor’s club to attend every year.”

“Cutty attended the graduations up until about four years ago,” Tina added.

“Oh,” Sam replied. “I honestly didn’t realize that.”

“What will you be having, sir?” The bartender asked.

“I know you’re probably about to say something boring, like mojito or old fashioned,” Ashton interrupted, “but let me recommend the spiced diamond sour to start off your BonFest?”

“Sure,” Sam replied.

“I’ll still have that mojito,” Tina added.

“Yes, sir,” the bartender replied.

“So, tell me,” Harriet said, taking off her sunglasses. “What have you been up to all this time? I can see that working out is one thing.”

Sam crooked a smile. He’d always been into fitness, but lately, Tina had been giving him a decent amount of cardio. “Mostly looking into various business interests and prepping to take over the Standish Estate.”

“And too busy to find a wife,” Harriet added.

Tina shifted in her chair at the bar, but she was outside Harriet’s line of sight. However, Sam noticed it and was sure that Ashton did as well.

“Mother,” Ashton spoke. “Rule 1. That sounded pretty judgmental.”

“Not at all,” Harriet replied. “I was actually more curious to know if there’d be other women joining us or if Sampson here would be fluttering around our gathering to see what happens on his weekend retreat.”

“I’m just here to let go and take each day,” Sam answered.

“That’s the right spirit for this place,” Ashton declared.

“Good to know,” Harriet replied.

Taking his drink from the bartender, Sam sipped and realized he had a new favorite beverage. He gave Ashton an approving nod and smiled at Harriet who seemed to be looking him over. Something told him she would be following up with him before their stay was over.

~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~

After several drinks, a tour of the large structure that seemed more like a hotel than a house, and a well-prepared dinner, during which Sam got more pressing questions from Harriet Umberger, the Standishes found themselves in their suite as the sun dipped into the ocean. Standing with each other on the balcony, side-by-side rather than front-to-back like they might have when they were at home, they watched it together.

“That was nice,” Tina said.

“It was,” Sam replied. “We should probably talk about how we should act around here.”

“I guess we’re doing Resort Rules?” Tina said.

“Resort Rules?” Sam asked.

“Oh,” Tina replied, turning to Sam. “Your dad had rules for when we traveled. Rule 1, if you’re with someone, I should be somewhere else. Rule 2, I should not be with someone without your consent. Rule 3, if I’m with someone, they should be expecting you to join.”

“That’s horrible,” Sam replied. “Dad was a jerk sometimes.”

“I’m okay with these rules,” Tina argued.

“No you’re not,” Sam said. “I care too much about you. How about this: Ashton clearly likes you, so he’s probably going to try something. I consent if you want to do it. He’s our host, so he should be able to come on these tits, but only if you’re okay with that.”

“Okay,” Tina said. She adjusted so Sam could get a better view of her cleavage.

“Next,” Sam continued, “we should probably play the role of stepmom and stepson for everyone, so there might be some people who-“

Sam stopped as the door to the exterior below them opened. Their balcony was fairly private thanks to the trees, but Sam knew they could be heard. Hanging over the edge to see through a gap in the trees, Sam managed to catch a glimpse of Ashton and his mother coming out of the door.

“I thought we’d have another night together,” Harriet said.

“Sorry, Mother,” Ashton replied. “They showed up a day earlier. I couldn’t exactly send them away. Plus…”

“I know,” Harriet said, “you like that bimbo and want to fuck her tits.”

“Yeah,” Ashton confessed. “Have you seen them?”

Sam looked at Tina whose eyes were wide and she had a hand covering her mouth. He was afraid she’d react badly to being called a bimbo, but instead, she was trying not to laugh. She gave him a whispering hand gesture.

“I have, Ash,” Harriet replied. They heard the sound of a belt jingling as it was being undone. “And I can see that the thought of them has made you extremely hard.”

Tina’s Lefkoşa Escort mouth suddenly dropped open as they both realized what was happening.

“Yes, Mother,” Ashton agreed.

There was the sound of a slap.

“What have I told you about getting horny for cheap sluts?” Harriet asked menacingly.

“That it’s what stupid boys do,” Ashton replied.

“That’s right,” Harriet agreed. “And are you a stupid boy?”

“No, Mother,” Ashton replied.

“Good,” Harriet returned. “Because stupid boys don’t get to cum inside their mothers, do they?”

“No, Mother,” Ashton replied.

A moment later, they began to hear the soft panting and light moaning of the two people below them. Tina and Sam stared at each other, but Sam could see the growing desire in her eyes. Nodding slightly, he reached over to start pulling her bikini bottoms.

Tina turned, leaning against the stone railing for support. As the moaning grew heavier, Sam stepped behind his mother and pulled the elastic waistband of his trunks below his heavy sack. It had been a few days and his body was ready. Just as they began to hear the wet sounds from below, Sam entered Tina, her juices dripping down her leg by the time he got to her.

“Good boy,” Harriet moaned. “Good boy. Now…”

Sam heard two rapid snaps from below and although Tina had been making circles with her hips, she suddenly went rigid. The sounds from below also stopped. Sam paused, waiting to find out what would happen.

When Tina began to move again, she arched her back so that her forehead was touching his chin and she began twerking her hips against his. He felt her Kegel muscle flex and he knew she was trying to milk his cock. He’d never tried the two snaps before, so this was a new experience.

Below, Sam heard Ashton suddenly growl barbarically and it was followed by the loud, wet sounds of hard sex. Each sound was punctuated by a growling moan from Ashton and a choked squeal from Harriet.

“Good boy,” Sam heard Harriet say as if she were fighting the words out. “Cum in your mother.”

Sam grabbed two handfuls of his mother’s massive tits and closed his mouth to muffle the sound of his orgasm as he exploded inside her. Tina pinned herself to his hips and let all of him inside her.

“Fuck!” Ashton growled.

The sounds of the sex below stopped. Sam braced himself against the railing to keep from falling while Tina stretched like a content kitten underneath him. She moaned quietly as a louder moan came up from below.

“Goooood boy, Ash,” Harriet said. “That was exactly what I needed.”

Sam grabbed Tina and moved toward the balcony door. Once inside the room, he closed the door quietly and turned to his mother. She had already laid down on his bed and was playing with the cum inside her. He smiled and dropped his shorts all the way to the floor.

~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~

As Sam walked into the dining room, he found Harriet sitting at the large table that stretched the length of the room. It was absolutely the largest table he’d seen in his life and assumed it served the family well during BonFest. Pulling out a chair near the entrance to the room, Sam began to sit.

“You can sit closer,” Harriet said. “I don’t bite.”

Sam thought about the evening before, knowing a bit of her secret life, and wondered if that were true. He wouldn’t be surprised if she actually did. However, he stood up and moved to a chair across from her at the far end of the table.

She was half-finished with a bacon and spinach frittata and a glass of what he can only assume was a Mimosa. As he sat, an older man dressed impeccably in a stereotypical butler’s uniform. Sam nodded, wondering if the man was sweating in the early morning heat.

“What would sir enjoy for breakfast?” The servant asked with a deep British accent.

“Something with eggs and English muffins,” Sam answered.

“Would sir enjoy eggs benedict?” The servant asked.

“Sir would,” Sam answered. “And I assume you have pineapple juice.”

“We do, sir,” the servant replied.

“A large glass,” Sam returned.

“Pineapple juice?” Harriet said. “Interesting.”

“Very good, sir,” the servant said as he nodded and turned to the kitchen.

“So, Sampson,” Harriet started, “how has business been since-“

“Mother,” Ashton interrupted as he came into the room. “He doesn’t want to talk about business at breakfast.”

Sam noticed that Ashton was only wearing swim trunks in contrast to the slacks and polo shirt he was wearing the day before. He approached his mother and kissed her cheek before sitting next to her.

“And how is the world’s youngest millionaire this morning?” Ashton asked.

“Refreshed already,” Sam answered.

“Will your stepmother be joining us this morning?” Ashton asked

“She’s a bit exhausted from the trip,” Sam answered. “She wanted to sleep in, but she might join us later. I don’t know.”

“I look forward to that,” Ashton replied.

Sam noticed Harriet reacting to her son’s statement. She was not happy about his interest, but she wasn’t going to say anything in front of their guest.

“Honestly though,” Sam said, “I actually had some business questions for you, Mrs. Umberger, if you had some time to talk about them after breakfast.”

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