Heather decides it's her turn, but she wants to try a new location
There is something special about a virgin. Their fresh innocence almost makes them glow. A virgin girl is pure magic. And most men never get to fully appreciate her. Most men only sleep with one virgin in their lives and it’s usually when they are virgins themselves. That first encounter is clumsy, awkward, fast, and while the guy usually gets his rocks off, the girl is left wondering why everyone makes a big deal about sex, while the guy never understands just how great it could have been if only he knew what he was doing.
Even fewer men ever get to sleep with a cheerleader. One of the hottest sexual experiences one could ever have. Their bodies are tight, smooth, hot, and perfect. And while every girl is a virgin until she gives it up, only a few are ever cheerleaders. And when a cheerleader gives it up, she’s still a cheerleader. Ready to rock the world of whatever lucky guy she chooses.
And Scott, who by the end of the weekend, will have bagged his second virgin and third cheerleader in just a few weeks. Yes, Scott was the luckiest son of a bitch on Earth.
A couple of weeks ago, after he deflowered Amy, Heather decided she wanted Scott to be her first too. Scott was willing to go immediately, but the girls decided that a big production was needed. Jenny, the first of his daughter’s friends he had fucked wasn’t a virgin. Then he fucked Amy, who while a virgin, had given several handjobs and a couple blowjobs. She had made out with several guys that didn’t even get that far with her because she didn’t like the way they kissed.
But Heather hadn’t done anything. No blowjobs, no handjobs. No one had felt up her firm boobs (size 32B). She had never been kissed. Not even a game of spin the bottle. So the girls felt that her first time for everything needed to be more than just a romp in Scott’s bed. It really needed to mean something.
After some brainstorming where several ideas were rejected for one reason or another, Lilly finally suggested the cabin. It was in an isolated spot in the woods on the shore of a beautiful lake. A lake that Scott owned entirely. A few years ago, he had won a huge lawsuit for a big name Hollywood client, and the client offered him the lake and cabin as payment. But, he’d been so busy that he hadn‘t been there for almost two years. He was concerned about the condition it was in.
So the trip to the cabin had to be put on hold for a couple of weeks while he drove up and got everything in order. Plus, they needed time to make arrangements for all the girls to be able to come. They had only met each other at cheerleading tryouts but now they were inseparable. Scott was surprised no one had suggested an orgy. Well, Jenny had suggested it but just to the other girls when she thought Scott was out of earshot and they all thought she was joking. She might have been. It’s hard to tell when it came to Jenny and sex. She was really curious and really wild.
Anyway, the cabin was fixed up and a three day weekend was chosen. And that’s how Scott found himself driving a rented mini-van in the middle of nowhere with Taylor fucking Swift blasting from the speakers.
They had arrived around noon and the girls were asking about lunch. Scott reassured them that he had stocked the kitchen with plenty of food. As they pulled into the driveway, the girls were shocked. They were expecting some small shack. Instead it was huge. At least by cabin standards. And it was totally modern. Electricity, running hot and cold water, and indoor plumbing, . The only thing it didn’t have was wifi and cell service. And that was on purpose. If there were a true emergency, Scott had a satellite phone but the girls weren’t allowed to use it.
Scott decided that this trip wasn’t going to just be about sex. They were going hiking, fishing, exploring, and getting back to nature. But before that happened, he had a surprise. While getting the cabin ready, he spent whatever it took to ensure that his surprise was ready on time. Not even Lilly knew about it.
“Ladies,” he said, “Did you all bring your bathing suits like I told you to?”
They all said yes and Lilly asked, “But why, Dad? The lake is way too cold to swim in this time of year.”
“Take a peek on the back porch.”
Lilly opened the back door and let out a shriek. “A HOT TUB! You got a hot tub.” She threw herself into her father’s arms kissing his cheeks and neck, “Thank you, thank you, thank you, thank you. Can we use now?”
“Wait, wait,” said Scott. “We’ll use it later tonight. Right now, let’s fire up the grill and have some burgers, then let’s go on a hike while we still have daylight. We don’t need the sun up to use the hot tub, so we’ll do that after dinner.”
The girls were a little disappointed but got over it quickly. Lunch was good and they didn’t worry too much about eating a lot of junk food since they were planning to go hiking and burn it off.
After the hike, they all had a light dinner, cleaned up, and then the girls looked at Scott expectantly.
“Is it tub time?” asked Jenny.
“Yes,” replied Scott, “Go get your suits on and meet me on the back porch.”
As the girls went to get changed, Scott went into his room and quickly put his own suit on. One might expect him to wear a speedo, but he never liked those. It was just a normal pair of swim trucks. After putting them on, he went outside and turned on the jets and heater for the hot tub. It was a bit cool when he got in, but the water started warming up quickly and was reaching the perfect temperature when the girls stepped out. What he saw took his breath away
Jenny, with her 34B breasts was wearing a string bikini with little triangles that barely covered anything. Including her pussy. Just a very small piece of fabric with strings tied high in her hips.
Amy, with her 32F breasts was wearing a halter style that looked a lot like a sports bra. Though that compressed her breasts some, it also gave her magnificent cleavage. Her bottoms were more like shorts than traditional bottoms, but they highlighted her camel toe very nicely.
Heather, the reason for being here, had her 32B breasts in a bandeau top (he wondered if that were for easier access) and a low cut bottoms that barely covered her ass when she turned around to give him a full view.
Maria had 34C breasts and was wearing a fairly traditional bikini with a scoop neckline and regular bottoms, but like Amy, a very pronounced camel toe that caused his boner to pop up.
And then there was Lilly. She was his daughter, but he couldn’t deny that she was making his dick even harder. Fuck she was hot. She was super-petite and her breasts were small, 32A, she was wearing an off-the shoulder style that accentuated her figure perfectly.
The girls climbed into the tub, and everyone settled back and relaxed. But just for a moment, then Jenny moved in front of Scott and without warning reached out grabbed his dick through his suit. He jumped, startled, then laughed and reached out and grabbed her breasts.
“Help me girls,” Jenny cried. They all jumped on Scott trying to dunk him but even combined they couldn’t match his strength. He pushed them away, gently of course, but they kept coming back for more. As the roughhousing continued, Scott took advantage and felt a lot of asses. He couldn’t keep track of who own which ass, though, and he unknowingly grabbed Lilly’s several times.
Lilly was shocked at first, but also intrigued. She continued to put herself into a position for him to grab her and found herself getting somewhat aroused. Even though he was her father, she also saw why the other girls liked him so much. He really was handsome with a nice body.
Suddenly, Jenny let out of small scream, “My top.” In all the action, her top had come untied and her breasts were out there for all to see. And everyone was looking at her, having stopped roughhousing to do so. Then she remembered that everyone had already seen her boobs before, she smiled and removed it completely, tossing it onto the deck.
“Come on,” she said, “take off your tops. Scott can’t be the only one topless.”
Amy didn’t need any more coaxing, and after a moment, Maria joined her in removing their tops and tossing them onto the deck next to Jenny’s. Heather hesitated but then decided that was the reason she was here and removed hers as well.
Everyone then looked a Lilly. Scott spoke up , “It’s ok. You can leave yours on.”
For some reason, this hurt Lilly. Did her father not want to see her tits? Did he think she wasn’t as pretty as the other girls? She pushed those feelings down, removed her top and said, “All the beaches in Europe are topless. Heck many of them are totally nude and entire families go to those.”
Scott looked at Lilly’s breast. They sat high on her chest, they were firm and round. Her nipples were pink and contrasted nicely with the paleness of her skin. If it was possible, he got even harder.
But his silent staring made things feel awkward and sensing that awkwardness, Jenny started trying to dunk him again. The other girls joined her and the game was back on.
After awhile, everyone was out of breath and they all leaned back against the sides of the tub. Scott looked around at all of them. Water dripping off their bodies, they were so perfect. He really couldn’t believe how lucky he was.
He looked over at Heather, then told the other girls, “Why don’t you all go inside and get ready for bed while Heather and I talk for a few minutes.”
Heather turned red, but smiled. The other girls started giggling. They knew what “talk” meant. They climbed out of the tub, gathered their tops and went inside. No one noticed that Amy had also grabbed Heather’s top.
When they were gone, Scott moved over to sit next to Heather. “Tonight is about you,” he said, “You don’t have to do anything you don’t want to do. You don’t have to do anything at all, if you don’t want to. I look forward to teaching you about sex tonight, but the most important lesson is that you get to do what you want. You don’t owe anyone use of your body. It’s yours. You can do as much or as little as you want.”
Heather smiled again and said quietly, “I want to do it all.”
Scott turned her faced towards his and gently gave her, her very first kiss. He kissed her again and again, several quick pecks actually. Just to get her used to her mouth touching his mouth. The kisses got a little longer each time, less pecks. Soon, he gave her a very long kiss. Then just has he tried to break it, she reached her hand around his neck and wouldn’t let him. Finally, she relaxed her grip, he pulled back for a moment then moved back in, this time with his lips parted enough to let his tongue touch her lips.
He slowly pushed it between her upper and lower lips, but just the very tip. Then he pulled it back, then pressed forward again, just a little further this time. He repeated this slow invasion of her mouth until she couldn’t stand it anymore and opened her mouth wide and when he put his tongue in again, she instinctively closed her lips down on it. She started sucking his tongue like it was the most delicious milkshake she had ever tasted. Scott was surprised, but very happy. If she enjoyed sucking his tongue this much, she was going to love sucking his cock.
He moved his kisses down her face, to her neck and started kissed hard. On impulse, he started biting it, just hard enough to give her hickey. A little trophy to show off to her friends. Then he continued kissing down to her breasts. He drew one of her nipples into his mouth and started sucking. It was the most incredible feeling she had ever had. When he pulled his mouth off, she desperately begged, “Don’t stop, keep sucking.” Scott, being a gentleman, did exactly that. Stopping just long enough to grab a breath while his switched back and forth from nipple to nipple.
Her breathing got faster and faster and she grabbed his head clutched to her breast and screamed, “SUCK MY TITS!”
Scott, for all his experience, had never seen a woman have a nipple orgasm before. He started feeling rather proud himself that he was able to give Heather one.
As she came down from her climax and her breathing returned to normal, she said, “I didn’t know you could do that.”
“Well,” Scott replied, “most women can’t. You are very special. When you get with other men, they are going to love that about you.”
“Do you love that about me?”
“Of course. Like I said, it’s rare to orgasm from nipples alone. This is the first time I’ve ever seen it.”
Heather blushed, but smiled, “So what’s next?”
“That’s up to you. I could finger or eat you out.”
“No, I want sex.”
“Ok, let’s go to my room.”
“No, I want it here.”
“Are you sure? Sex in water can be tough. It’s weird, but it actually makes you pussy less wet.”
“I don’t care. I’m sure. Let’s do it.”
“Ok, then we need to remove some clothing.”
He stood up, then took her hand and helped her to her feet. He reached over to her bikini bottoms and pulled them down. After she stepped out of them, he took both her hands and moved them to the waistband of his suit. She knew what to do and pulled it down, exposing his hard to her for the first time. Since she was bent over removing his suit, she was eye to eye with his one eyed monster.
“Your turn to suck,” he said.
Heather put her mouth in his dick as Scott guided her down to her knees and continued to give her instructions.
“Lick it. The whole thing. Suck my balls too.”
Scott had predicted accurately, she really was loving sucking him off. She seemed to have natural instincts for it. But then she suddenly had a thought that scared her.
She pulled her mouth off him and asked, “Are you going to cum in my mouth?”
“Not if you don’t want me to,” he replied.
“I don’t. I’m sorry.”
“Don’t be sorry. Like I said, you don’t owe anyone anything.”
“Even after you made me cum?”
“Even after that.”
“You aren’t disappointed?”
“Sure. I would have loved to cum in your pretty little mouth. But I’m not going to force you.”
“Ok, thank you. I guess that means it’s time to fuck?”
“Again, only if you still want to.”
“I do. But I’m starting to think that maybe we should go to the bedroom after all.”
“Of course.”
They got out of the tub, and Scott grabbed towel and wrapped it around her. Then he wrapped another one around his waist. They hadn’t noticed while they were in the tub, but the night had turned chilly. They quickly went inside and were surprised to see the other girls sitting in the living room. They had apparently been spying on them.
“Well,” said Jenny, “You never made my nipples cum. Maybe I’m not special.” She pretended to pout, then smiled. All the girls surrounded Heather and gave her hug. They congratulated her on her first orgasm and her first blowjob. They all sat down and started talking. She showed off her hicky.
Scott was feeling concerned. He felt like the other girls talking to Heather was killing the mood. He was truthful when he told Heather that she didn’t owe him anything and she didn’t have to do anything she didn’t want to do, but damn he was disappointed. He really had wanted to fuck her. Well, they were going to be here two more days, so there was still time.
Heather then stood up and said, “I’m going to get my cherry popped now. I really would appreciate it if you guys didn’t eavesdrop on us when it happens.”
Amy said, “We won’t eavesdrop, but if you scream again like you did before, everyone within 10 miles will know it.”
The girls then went to their room. Heather took Scott’s hand and they went to his room. They laid down on his bed side by side and started kissing again.
Scott’s hand slid down her body and found her pussy. He started massaging it and she got wet quickly. His hardon returned and he really couldn’t restrain himself anymore. “Are you ready?” he asked.
“Yes. I’m yours.”
Scott knelt between her legs and placed his dick on her pussy lips. Then in an imitation of what he had done earlier with is tongue, he just moved it inside a little at a time until he met the resistance that told him he had found her maidenhead.
He pushed hard and broke through. Heather gasped at the sharp pain, but it was almost instantly gone. He pumped in and out. She really enjoyed what he was doing and she could feel a climax building. Soon, she was ready. She needed release. She wrapped her legs around him desperately.
He too had been building up to this moment, with each thrust he had gotten closer. He felt like his dick was getting even harder, if that was possible.
Despite her best efforts to stay quiet, she couldn’t help herself and started screaming as her orgasm his and she clenched her legs even tighter.
Her orgasm sent him over the edge. He started cumming and filled her with his seed. He shot it over and over again. It was so much that her pussy couldn’t hold it all and it started leaking out all over the bed.
Finally, he rolled off her. After taking a moment to catch their breath, they smiled at each other.
“Thank you,” Heather said, “I’m glad it was you.”
“Thank you for letting it be me,” Scott replied.
The wet spot from his jizz leaking out was too much to ignore, though. The got up and went to the front room where Scott laid down on the couch.
Heather leaned over for one more kiss, then went to the bedroom to sleep with the other girls.