Virgin Sitter

Leeann was a beautiful brunette. She stood about 5'5" with baby blue eyes and cute freckles. She had beautiful curves from her big breasts all the way down to her plump ass and thighs. She had just turned 18 and took on a job babysitting for a single father. The single father, Michael was a very handsome man for his age. He was in his mid-fifties and balding slightly. He had light brown hair and green eyes. He was about 5'11" and average build.

Leeann had a beautiful smile that attracted Michael from the git-go. He thought she was incredibly sexy. He had to contain his desires on a daily basis as he knew any sexual contact with her would probably result in the loss of a good babysitter.

One late night Michael came home as Leeann was sitting on the couch. She had on a tight tshirt and tight sweat pants. She stood up immediately to greet him.

"Hey! How was work?" she asked.

"Ha, long and tiring as usual. How'd things go tonight?" he said.

"Oh everything went well, as usual!" she replied.

After a short time Michael could feel his cock beginning to get hard. He casually sat down to hide it. He knew it was wrong but he began to think of a way that he could get Leeann alone some time. He instantly created a plan.

"Are you free this Wednesday? I have to cover someone's hours at work and I don't have anyone to watch Johnathan." said Michael.

"Uhm, sure. What time would you need me here?" Leeann asked.

"Noon." he replied.

Leeann agreed and went on her way home. Over the next few nights Michael was alone with his thoughts and planning out exactly what would happen. The truth was that Johnathan was going to be sent to his mother's for a few days and Michael would be alone. But not for long.

Wednesday came around and Michael awoke and got himself ready by showering, shaving and putting on some cologne. He shaved his cock and balls and made sure that everything was in order. He was praying that he'd be blessed with invading Leeann's tight cunt.

Before he knew it, it was noon. Michael heard a quiet knock on the door and he rushed to answer it.

"Hello!" he said with a big smile.

"Hey Mike! What's up? How's Johnny doing?" Leeann asked.

"Uh, well...turns out, Johnathan left for his Mom's this morning. I completely forgot that it was her day to have him!" he blushed.

"Oh. Well that's okay." Leeann said awkwardly as she put her hand on the door.

Michael knew he was about to lose his chance. He put his hand on her shoulder,

"Hey, if you wanted, I'm not doing anything. Would you want to stay for a little bit and watch this new movie that I just bought." he asked, hoping that she'd say yes.

Reluctantly, Leeann agreed to stay.

"Sure, what movie?" she asked.

"I can't remember the title." he said as he strolled into the living room.

She took a seat on the couch in her gym shorts and cute t-shirt. He could feel his bulge rub against his boxers inside his jeans that suddenly felt so tight. He grabbed a beer out of the fridge and motioned toward her to see if she'd like one. She shook her head no and giggled. He entered the living room and sat on the couch next to her. He was so nervous and wasn't sure how he'd make a move. Her phone vibrated. She had a text. As she closed her phone Michael noticed a photo of Leeann and a boy as her background.

"Is that your boyfriend?" Michael asked curiously.

"Oh, no. Haha, that's my cousin." she laughed.

"Oh, I'm surprised." he said.

"Why's that?" she began to get nervous.

"Well, you're a pretty girl, I'm just surprised that you're not with anyone." he said kindly.

"Oh, nope. There's never been anyone worth my time." she said confidently.

He suddenly asked himself if she were a virgin. He almost had to know.

"So..you've never even had sex?" he asked. He knew he was crossing the line.

"...no..." she laughed uncomfortably.

"Sorry. I shouldn't have asked." he replied.

"It's okay. No big deal." she smiled. "There's nothing wrong with being a virgin or anything, it just sucks being the only one of my friends that is." she said.

"Oh. That's unfortunate." he said as he locked eyes with her. He placed his hand on her knee. "There's nothing wrong with being a virgin. And guys your age don't know anything about women and how to treat them anyway!" he said, his bulge growing by the moment.

She noticed his member bulging at the zipper of his jeans. She giggled.

"I take it that you know how to treat a woman then?" she asked.

She suddenly felt a little bit anxious and kindof wondered what it'd be like to have a sexual relationship with an older man. Michael couldn't contain himself any longer. He began to move his hand up Leeann's thigh.

"In fact, I do know how to treat a woman." he said as he smiled and leaned in to kiss her neck.

Leeann smiled.

"I don't know if this is a good idea." she suddenly pulled away.

"Oh..I'm sorry. I...I wasn't trying to make you feel uncomfortable...I..I just..I think you're beautiful...And I can't help it. I just wanted to..." he stuttered.

Leeann cut him off "you just wanted to what? fuck me?" she asked.

"Oh..oh no. I wouldn't say that...I've just wanted to explore you. And have you explore me. Make love I guess.." he was so nervous.

Leeann cracked a half-smile and leaned back toward him. Michael smiled back and began to kiss her neck again as he slowly moved his hand up her thigh. Leeann could feel her nipples getting hard and a strange sensation going from her stomach all the way down to her tight virgin cunt. Michael began to lift Leeann's shirt with his other hand and slowly, he exposed her 32D breasts. He pinched one of her nipples as she let out a quiet moan. Michael smiled devilishly.

"Are you enjoying this?" he asked.

"Mhm." she quietly moaned.

Michael's hand was now directly over Leeann's mound. He began to move his hand up and down along her slit. He could feel her warmth and slight wetness through her shorts. She groaned in pleasure. He was rock hard now. His pants were suffocating his member. Michael stood up and unbuttoned his pants. Leeann's eyes grew wide.

"Don't worry." Michael said reassuringly, "I'm not going to make you do anything you don't want to, I'm just giving it some air." he smiled.

Suddenly Leeann felt more comfortable and took off her shirt and bra the rest of the way. Michael grinned as he leaned down to suck on Leeann's nipples as he stood in his boxers, his member protruding. She groaned and moaned as he went back and forth between breasts while using his thumb to massage her throbbing clit through her shorts. she was moaning and groaning and grinding her cunt into his hand. Michael knew she was really liking everything. He knelt down as he slowly began to remove her shorts. To his surprise, she wasn't wearing panties! Michael gasped and smiled at Leeann. He pulled her shorts down farther to reveal a shaved cunt.

"Oh wow!" he said, "you shave!?"

"Yes." she giggled.

Michael was so surprised. He could feel his cock throbbing. He wanted so badly for Leeann to voluntarily take his cock into her hot, wet mouth. But instead, he decided to take her juicy cunt into his mouth. He moved in slowly, inhaling her sweet scent. He was groaning in anticipation. He slowly inserted one finger into her tight hole. She groaned loudly and ground her hips into him. He grinned as he slowly moved his finger in and out of her virgin cunt. He picked up speed and twisted his finger around before suddenly adding another. She groaned again, this time wincing a little bit.

"Everything okay?" he asked.

"Mmm, yeah." she panted.

He knew she wanted more, and he knew he needed to taste her sweet juices. He moved in closer and slowly extended his tongue and slowly slid it across her clit. Leeann let out a loud moan. Michael couldn't resist. He began flicking his tongue up and down against her clit. She writhed and bucked like mad as he held her legs over his shoulders and buried his face into her cunt. She was moaning and screaming begging him to stop as he relentlessly ate her pussy until she came. He licked up all of her juices and stared up at her. After licking her cunt clean, he slowly kissed from her cunt up to her breasts, to her lips. He passionately kissed her as his cock was bulging into Leeann's warm and tired cunt. He didn't want to ask for favors, but he wanted so badly for her to suck his cock. He rolled off of her and sat, lets spread on the couch. He began to rub his cock through his boxers groaning slightly. Leeann's curiosity led her over to him. She sat there naked and stared at his member. She casually looked up at Michael and he assured her with a silent nod. She began to slowly remove his boxers to expose his 7 inch cock.

"Wow." she gasped "that's huge"

Michael just snickered as he guided her hand around his throbbing cock. The touch of her skin against him made him groan. He began guiding her hand up and down his member. Soon, he let go and let her do the rubbing. Her hands were silky smooth and her grip was perfect. She changed speed and could occasionally run her thumb over the tip of his cock. She watched pre-cum seeping out of the tip and suddenly, she yearned for a taste.

"Can I?" she asked as she looked from Michael's eyes to his cock.

"Of course." Michael replied, not trying to sound too anxious.

Leeann moved onto the floor and knelt between Michael's legs. With one hand holding onto his cock, she slowly kissed the tip. The sensation sent shivers down Michael's spine. He moaned in pleasure. Leeann stuck out her tongue and began to lick slowly from the base to the tip, and slowly flicking her tongue on his tip much like he did to her clit. He knew he wouldn't be able to hold his load much longer. Leeann opened her mouth and slowly took his cock. Inch by inch Leeann consumed his big cock. She couldn't take it all. But that was fine. She sucked and licked like a pro. Michael couldn't believe how talented she was with her mouth and hands.

"Are you sure you've never done this before?" Michael panted.

"Nope. I swear." Leeann giggled as she went back to his cock.

It didn't take long before Michael knew he was going to blow.

"I'm going to cum any second now." Michael groaned.

"Should I take it in my mouth?" Leeann asked curiously.

"If you want, yes.." Michael grunted.

Leeann curiously placed her mouth around Michael's cock again and began to suck and bob her head up and down along his shaft. Within moments he unleashed his load into her hot, wet mouth. Leeann winced a little at the taste but swallowed his entire load. Michael was baffled at how amazing she was at giving a blowjob. For her first one especially.

After Michael had finished and put back on his clothing. Leeann got herself ready and was curious as to what was going to happen now that she and Michael had done something sexual together.

"So...what happens now?" Leeann asked.

"If you're not busy, you can come over tomorrow." Michael replied with a big grin.

Leeann smiled and nodded and gave Michael a kiss on the cheek.

"Same time tomorrow?" she asked.

"Same time tomorrow!" he said.