Truth of Dare is a slumber party standard, but no one ever could have predicted just how wild the dares would get.
“Truth or Dare, Jenny?”
“Truth,” Jenny replied.
“Who took your virginity?” Amy asked.
“My virginity?”
“Yeah,” the other girls chimed in, “Who popped your cherry?”
Jenny looked pensive for a moment and then said, “That’s two different questions.” Jenny enjoyed the confused look on the other girls’ faces and then said, “Chad Larson is the first guy to stick his dick inside me, but he didn’t pop my cherry. He just got in a little bit when the tip touched my hymen and then he came before he could actually break it.”
“So who broke it?” asked Heather.
“Mr. Johnson.”
Now the other girls just looked shocked. “Mr. Johnson the biology teacher?” Maria blurted out.
“Yes,” said Jenny with a giggle, “and he taught me a lot about biology. For starters, he taught me that the best feeling in the world is to have your pussy eaten. Then he taught me that if you are wet, it doesn’t matter how big the guy is.”
“Mr. Johnson has a big dick?” asked Lilly.
“The biggest I’ve had so far. Not like porn big, but a lot bigger than Chad or any of the other guys in school.”
“Wait,” asked Heather, “How many guys have you been with?”
“Sorry,” Jenny said with a sly smile, “That’s a new question. If you want to know, you’ll have to use your next truth or dare turn to ask. Now it’s my turn. Lilly, truth or dare?”
“Truth,” Lilly replied.
“Is your father gay?”
Lily was stunned. She hadn’t expected this question. She thought she would be asked about her virginity like all the other girls had been. She was a little embarrassed at the idea of admitting that she had never even been kissed, let alone had sex yet, but it turned out that Heather and Maria were still virgins that had never done anything, and Amy had given a couple of handjobs and one blowjob, but her cherry was still intact. Only Jenny had actually had sex. Which made sense, Jenny was the oldest and had the hottest body. As captain of the varsity cheer squad, she had to set the example. She was 5’3”, had long blond hair, 34C breasts, a flat stomach, and proportional hips. It might not be humanly possible to achieve 0% body fat, but she came as close as possible.
Lilly finally spoke, “Why would you even ask that?”
“Well,” Jenny said, “He’s hot, rich, and you said that he’s never had a girlfriend.”
“He has had a girlfriend,” Lilly protested, “more than a girlfriend, a wife. He was married to my mom.”
“Yeah, but you said she took off when you were just a baby. Maybe she didn’t want to pretend.”
“I hadn’t thought of that. But he always told me that he was just too busy with work and raising me to have time for a relationship. I know he’s gone out on dates with a couple women from his office. I just figured they didn’t connect. But, he’s never dated another man, you know.”
“It’s fine, your Dad’s cool.”
“I thought you said he was hot,” said Amy causing everyone to break out in laughter.
Lilly turned to Heather, “Truth or dare?”
“Dare,” she replied.
A wicked grin came across Lilly’s face as she said, “I dare you to show us your pubes.”
Heather turned bright red, but then sighed, stood up and pulled down her shorts and panties just enough to show the very top of her patch of hair.
“No, no, no,” shouted the other girls. “We want to see it all.”
Heather’s face got even redder, but she sighed again and dropped her shorts and panties to the ground, displaying a thin, light brown bush that matched the color of her hair perfectly. “The carpet matches the drapes. Beautiful,” exclaimed Maria.
Then it was Maria’s turn to look embarrassed. She was an out of the closet lesbian, even though she had never actually been with anyone. Her comment took everyone by surprise though and after a moment of stunned silence, they all broke down laughing again.
The game continued late into the night with truths getting more personal and the dares getting more sexual. Eventually, they were all nude, they had all kissed each other and felt each other’s breasts, and Heather had been taught how to shave her pussy. But no one could have ever predicted what the next dare would bring.
“Jenny,” Amy asked, “truth or dare?”
“Dare,” replied Jenny. “I dare you to find out if Lilly’s Dad is gay or straight”
All the girls just stared at Amy. A full minute of silence passed until Jenny finally asked, “What do you mean?”
“You know what I mean,” said Amy. “Sleep with him.”
“Wait a minute,” Lilly interrupted. “I don’t want my Dad to get in trouble.”
Maria spoke up, “We all have to promise not to say anything. What happens at Lilly’s house, stays at Lilly’s house.”
Everyone agreed, though Lilly still looked concerned.
Jenny put her arms around Lilly and gently said, “It’s all good. It’s not like your dad is some perv that is spying on us with a hidden camera. He’s not forcing himself on me. I want to do this.
Lilly hugged her back and said, “Make him happy, please.”
There was some discussion about what to wear, should she go naked? Pajamas? Shorts and t-shirt? It was finally decided that she would wear her cheerleading uniform, sexy black lace panties, but no bra.
She took a quick shower, blow dried and brushed her hair, and got dressed.
She left Lilly’s room and quietly walked down the hall to her father’s bedroom. When she got there, she started feeling a little nervous. She had never actually seduced anyone before. What should she do? Just grab his dick? That might be a bit too forward. She decided to just see what happened and opened the door.
Lilly’s father, Scott, was sleeping. He wasn’t snoring, but you could hear his breathing. He was covered by a sheet from the waist down, but his upper body was uncovered. Jenny looked at him and suddenly was overcome with lust. Despite his age, he was indeed hot. He clearly worked out. He wasn’t a musclehead, but he did have a nice chest, and noticeable abs. Unlike other men his age, he still had a full head of dark brown hair. It was cut short, businesslike but stylish. A strong jawline, noticiale even while sleeping and a very handsome face. If the man hadn’t become a lawyer, he could have gone to Hollywood.
Jenny took a deep breath, and then softly climbed into bed with Scott, laying her head on his chest. Disturbed, Scott woke up and was confused at first. He was 99% sure that he had gone to bed alone. Maybe he was still asleep? Was this a dream? But as he became more awake, he knew it wasn’t a dream, but he was still confused. What was this hot girl doing in bed with him? He had heard stories about people getting drunk and accidently going to a stranger’s house instead of their own. But he was sure he had locked all the doors and set the alarm, so no one should have been able to get in. He finally spoke up.
“Excuse me,” he said, “Are you sure you’re in the right house?”
Jenny giggled and said, “It’s me, Mr. Kennedy, Jenny.”
“Jenny? What are you doing in my room? In my bed?”
She decided to just go for broke and said, “I want a man to make love to me.”
Scott was quiet for a moment and then said, “I’m old enough to be your father”
Jenny suddenly realized that if he were going to reject her, he would have done so by now. “I like older men. I’ve been with boys my own age, and they are boys. I want a man.”
As she was speaking, she started lightly running her fingers across his chest. He responded by put his arm around her and pulling her into his chest tightly.
She turned her face towards his and kissed him lovingly.
“What if the other girls catch us?” he asked.
“They already know I’m in here.”
“Lilly knows?”
“Lilly knows.”
And with that, all hesitation was gone. Scott pulled up so that she was completely laying on top of him. They were kissing passionately, their tongues darting
back and forth into each other’s mouths. His hands were roaming all over her body. He reached under hop top and cupped those perfect breasts.
She sat up and straddled him while she removed her top. He gently pinched her nipples between his thumbs and forefingers getting them hard and erect.
She leaned forward and place a nipple in his mouth. He licked and sucked each in turn, making them even harder.
She then moved down and started licking his nipples. They got as hard as hers and that wasn’t the only thing. His dick very quickly rose to the occasion.
She could feel it through the sheet and her clothes. It felt bigger than any she’d come across before and she just had to see. She moved off him, pulled the sheet back and discovered that he slept in the nude. And his dick really was the biggest she had ever seen.
Her earlier fears about just grabbing his dick being too forward were no longer a concern. She had to wrap her hands around it. Fuck her hands, she had to wrap her mouth around it. As she started sucking, he started massaging her tight little ass. He moved her bottoms and panties to the side and ran his fingers across her pussy lips. Then he plunged a finger deep inside. She gasped, letting his dick pop out of her mouth for just a moment she begged him, “play with my clit please. Make me cum.” Scott obliged and really went to work rubbing her clit until she screamed with pleasure.
As her orgasm subsided, Jenny just lay there unable to move for a few moments. It was the best orgasm she’d ever had. Even when she masturbated, she never came that hard, let alone with anyone else she’d ever been with.
Finally, she had recovered enough to continue. She stood up, removed the rest of her clothes, then laid back down and spread her legs. “Your turn,” she whispered coquettishly.
Scott knelt between her legs, his slowly guided his dick into her pussy and began to slide back and forth. He used it expertly. Adjusting speed, angle, depth, and had no problem at all finding her G-spot. And he lasted forever. Longer than anyone else she’d known. Even so, it didn’t take long until she felt another orgasm coming on. It was stronger and more powerful than her previous one and she screamed so loudly, it was a surprise people outside didn’t hear her. Her screams were enough to finally drive Scott over the edge and he filled her up with his seed. He couldn’t remember the last time he came that much. Probably the last time he was with a girl her age. She was so hot and so perfect, he just couldn’t believe that she had wanted him.
Spent, they fell asleep next to each other and slept longer than Scott had in years. He was usually an early riser, but Jenny had drained him.
They awoke to see all the other girls sitting around his bed smiling like Cheshire cats. He quickly grabbed the sheet to cover up, but he too couldn’t stop smiling.
Lilly finally spoke and asked, “Jenny, what do you think? Is my dad gay or straight?”