Sherry and Mr. Charles

Sherry woke up slowly, looking around as she got her bearings. She had gone to sleep on the pool lounge outside so someone must have brought her back to her room. She was in a bedroom in the Brown mansion. She felt wet, so she reached down to her pussy and winced when she felt it. Last night Sherry had been a virgin, she was pretty sure that label no longer applied to her. She had recently been fucked, her pussy was wet, gaping and when she reached down there she felt a large amount of cum had dripped out of her and onto the mattress. Sherry smiled and remembered what last night had brought.

Zack her boyfriend had tried to get a bit randy, he had her top off and was suckling at her breast. He had done that before but when it came time to actually have sex, he always chickened out. She would jack him off or he would play with her pussy but they never went further. This time he had stopped and both were startled when Mr. Charles spoke up. Neither were aware Mr. Charles had been there watching. Sherry was topless, Zack was laying on the lounge chair next to her. Mr. Charles told Zack he either needed to get it done or get out of the way. Zack was startled and stepped back, falling over the chair in the process. That was all Mr. Charles needed it and he walked up and sat in the lounge with Sherry.

Mr. Charles was an older guy, he lived in the brown mansion all by himself. Well him and 10 or so servants. There were landscapers, cooks, and maids but Mr. Charles was the person that owned the mansion. Sherry had grown up in a trailer park with her mother. Her mother was Sharla Barrisata the somewhat famous local stripper who on Sherry's 18th birthday had basically given her to Mr. Charles to finish raising.

Mr. Charles had instilled some strict rules in Sherry's life, she had to go to school, get good grades, and be home at a respectable hour. She also had to treat Mr. Charles respectfully. Under Mr. Charles' watchful eye, Sherry graduated high school (top 10 in her class) and was accepted to a community college. She made good grades, had friends, and was thankful for all Mr. Charles had given her.

Mr. Charles on the other hand allowed her to have access to the mansion and all of the amenities. Sherry became very popular once it got out that she had access to the Brown Mansion's pool and hot tub. During the summer she usually had friends over. The guys were no big deal, but the girls who were in bikinis, well Sherry had caught Mr. Charles looking a bit too long at some of her friends, especially the ones who wore the smaller, more revealing bikinis.

As Mr. Charles sat, Sherry started to pull her top back on. Zack had tried to get up and fell over the side of the lounge, he stared at them silently from the deck. "No Sherry, you don't need to do that," said Mr. Charles, he then reached over and threw her bikini top into the water. Seconds later Sherry arched her back as she felt Mr. Charles sucking on her nipple. She could feel herself getting wet and she was already worked up from what Zack had started.

Sherry was still sitting in the lounge topless in her bikini bottoms. Mr. Charles sat back, "I hope that was ok", Sherry squeaked "yes". Mr. Charles then said, "well you're going to love this". Seconds later Sherry felt the strings of her bikini bottoms slack off and her bottoms joined her top in the swimming pool. Soon after she felt a finger playing with her clit. She shivered and slid down the lounge and her legs opened as he ran his finger through her wet folds. Closing her eyes she started feeling an orgasm coming on but as soon as it started everything stopped. Sherry opened her eyes and what she saw caused her to cry out. The reason everything had stopped was that Mr. Charles had stood up and pulled down his shorts. What Sherry was looking at was the largest cock she had ever seen. There was no way that was going to fit in her. Now mind you, Sherry had not had a lot of experience in the area. She had only seen two cocks in her life. but compared to Zack, Mr. Charles was twice as thick and at least twice as long. Sherry glanced over at Zack but he was transfixed by what was going on. He didn't say anything, just looked between her and Mr. Charles.

Mr. Charles took the initiative and told Sherry to suck his cock. He was gentle and with some coaxing she was able to get about half of it down her throat. Mr. Charles worked it in and out of her throat and before long his cock was a slimy, wet, mess. Mr. Charles then opened Sherry's legs, admiring her freshly waxed pussy and slowly started inserting it in her. Sherry's mouth opened and closed and her eyes slowly closed as she felt him enter her. As this was her first time, there was some pain and some blood, but before long she felt Mr. Charles bottom out in her with his large balls resting against her ass.

She opened her eyes looking first at Mr. Charles and finally at Zack who couldn't seem to look away. Mr. Charles started to slowly rock in and out of Sherry and she closed her eyes, lost in the feelings of his large cock stretching her out. After just a few minutes, she felt Mr. Charles start speeding up and his cock started crashing into her with force. It was amazing, a little painful, but soon Sherry felt her orgasm building. Next thing she knew she had her first orgasm, Sherry screamed and tightened her body against Mr. Charles, soon after she felt his cock erupting in her pussy. It felt like he was shooting cum clear up into her womb. It felt like he stayed in there for an hour but it was likely only a few minutes and his cock softened and fell out with a plop.

Sherry looked over at Zack and was startled at what she saw. Zack was madder than she had ever seen him. He was standing and cursing, "How could you do this you sick fuck?" he screamed at Mr. Charles. You were supposed to raise her not fuck her. Mr. Charles got up, pulled his shorts on and walked Zack out. Sherry was exhausted and fell asleep right there on the lounge.