50 SHADES of SEX: Mega Collection of 50 Erotic Short Sex Stories (Daddy Daughter Sex Stories,Babysitter Sex Stories, Hot Wife Sex Stories, Quickie Sex and More)

by Hunt, Lexi

  “You have got to be kidding me,” he finally said when recognition struck and he joined in the laughing.

  “So you do remember after all,” the woman said.

  “Of course I do,” the twenty one year old man answered. “I wouldn’t forget my favorite babysitter now would I. How are you Millie?”

  “I’m good,” she replied, “how about you?”

  “Yeah I’m doing good too,” Sean answered. “I thought you left town.”

  “I did,” Millie went on. “I’m just back to see my family for the weekend and meet up with a few old friends.”

  Sean looked down and saw that her glass was almost empty. “Can I get you a drink?” he asked.

  “Yeah sure,” the older woman answered. “That would be nice. I’ll have a white wine.”

  Sean elbowed his way to the counter and tried to catch the attention of the barman to order the drink. He stood thinking as he waited for it to be served. Millie was his babysitter when he was thirteen and she’d always teased him that he was way too old for a sitter. At that age he was just starting to take an interest in girls and he remembered that even though she was more than ten years older than him, he spent a lot of time fantasizing about Millie. It brought a grin to his face and he felt a quick rush of excitement at the thought, but as the drink was served he shook the images from his mind and returned to hand over the wine.

  “Cheers,” Millie said and clinked his glass. Even though they were there with other friends, the two of them spent much of the night chatting about old times. As the alcohol flowed their inhibitions lowered and they started to tease each other. “So anyway…,” Millie suddenly said with a grin. “Did you ever get over your crush on me?”

  Sean’s mouth opened wide and he was suddenly a little embarrassed. “I did not have a crush on…” he started, but the words stopped when he saw the expression on Millie’s face and he laughed. “Yeah OK,” he confessed. “But what did you expect. I was thirteen years old and you were cute. Can you blame me for having fantasies?”

  “Oh…,” went on the older woman. “So you thought I was cute and it wasn’t just a crush. You were having fantasies about me you dirty little pervert.”

  “Well…, I…,” stammered Sean. “Hey c’mon, it was eight years ago. You’re not going to hold it against me are you?”

  Millie laughed. “No I won’t hold it against you. So what did you think about doing?”

  “What?” he exclaimed. “I can’t tell you that.”

  “Did you try to get any sneaky looks at me?” she pressed on and grinned. Sean’s face reddened slightly and the older woman was quick to notice. “You did you little pervert,” she teased. “Tell me.”

  “Umm…, well there were some times when you arrived late and seemed to be a little tired. On a couple of occasions you fell asleep on the couch and I kind of looked up your skirt. I told my friends what I did and said that you were my MILF.”

  Millie laughed, but Sean noticed that she moved closer so that her arm touched against his. “I wasn’t exactly a mother at the time so could hardly be a MILF.”

  “Yeah I know that…,” Sean replied. “Do you have any kids now?”

  “One daughter,” Millie replied.

  “And a husband?” asked Sean.

  Millie shook her head. “He’s long gone and I’m single and free again.”

  “So now you definitely are a MILF,” he teased.

  “So little Sean is still having fantasies about his cute babysitter,” said Millie. “It’s a shame you are too old for me to babysit. Maybe I would fall asleep on the sofa!”

  Sean could sense his excitement growing as the flirting continued and he wondered if there was a chance that his fantasies might actually come true. “Well my parents are gone for the weekend so I do have to stay at home all alone.”

  “Really?” Millie said and he could hear the interest coming through in her voice. “Maybe I could come and have a look around your house, just for old times sake.”

  “Sure, you would be more than welcome,” Sean replied quickly. He could feel his erection coming to life and tried to hold it down. It seemed as if things were moving towards some fun with an older woman, but he didn’t want to jump the gun in case he was mistaken. He looked down and saw Millie’s almost empty glass. “I was just about to leave,” he went on. “So if you really do want to come just let me know.”

  The older woman put her glass down on a nearby table and turned to her friends to tell them she was leaving. Sean did the same and the pair of them headed for the exit to leave. They chatted on the taxi ride to his home, but when they finally stepped out and moved up to the house the tension between them grew. Sean unlocked the door and let them in then led Millie to the lounge. She laughed as she walked in.

  “I am pretty sure the wallpaper has changed,” she said, “but the furniture looks the same.”

  “It is,” Sean said.

  “So this must be the sofa where a little teen pervert was trying to look up my skirt,” she said. “I better make sure I don’t fall asleep.”

  Sean could feel his pulse racing as Millie moved to the sofa and lay down on it. The skirt she was wearing wasn’t as short as those she favored in her younger years, but the hem rode up a little and put some naked thigh on view. His eyes locked on the pretty sight and he decided to see if he could get her to pull it higher.

  “Not much chance of me reliving my fantasy,” he said. “As far as I remember your skirt was much further up your legs.”

  “Oh…,” Millie said. “You mean like this.” Sean’s eyes followed the hem as it slid higher until it was almost at the top of her legs.

  “Yeah like that,” he said. His pulse was now really racing and he made no effort to control the erection that was growing in his pants. “And then when you fell asleep, your legs kind of parted to expose your panties.” He held his breath as he waited to see what happened.

  “You mean like this,” Millie repeated and moved her knees apart. The white panties she was wearing slowly came into view.

  “Yes,” said Sean and his voice was strained.

  “So now that you are twenty one,” Millie went on. “What would you do when you saw me like this? Would you just look or…” The sentence went unfinished, but Sean picked up on the note of excitement in Millie’s breathless voice.

  He moved to sit on the edge of the sofa and stared down at the smooth skin. He held his breath again as he stretched out his hand and it came out in a rush as he touched on Millie’s legs. He shuddered as his fingers stroked on the soft skin and he quickly started to slide them higher. Millie parted her legs wider to show what she wanted and closed her eyes as the pleasure flowed through her body. The touch crept higher until it moved under the hem of the skirt and she let out a gasp as the fingers caressed onto her panties. Sean was suddenly living his fantasy as he stroked over the soft material. When he worked his fingers to the outline of the pussy lips he could feel the dampness that began staining the panties. The material got wetter as he slid a touch up and down the pussy and Millie’s soft groans encouraged him to more. Bending down his head he kissed on the panties and flicked out his tongue to taste pussy. It sent a shudder through his body and he licked harder. The older woman’s moans got louder as the touch continued to caress along the outline of her pussy lips and the sweet sensations made her wriggle around on the couch. She lifted her ass up from the seat.

  “Take them down,” she said.

  Sean lifted his head and reached hands under her butt. Grabbing the waistband of the panties he sensed his anticipation rising and let out a gasp as he slowly peeled the soft material down. The shaved pink slit was gorgeous and the desire to kiss it flooded his body. He dragged the panties to Millie’s ankles and pulled them off and then ducked his head between her legs. He couldn’t believe that his teenage boy fantasies about his babysitter were coming true, but there was no denying the taste of pussy that was suddenly filling his mouth. He licked eagerly at the slick skin a
nd teased his tongue onto the pussy lips. Millie groaned as she was split open and the touch slipped inside to work against the soft inner skin of her pussy. Sean was suddenly forcing his head forward so that his lips caressed onto the slick skin and his tongue burrowed in the wet hole. He lapped eagerly to get more of the taste in his mouth and only pulled back when he needed to catch his breath. Millie was gasping heavily at the thrill of a younger man’s mouth on her pussy and wanted more. Sean was still trying to recover as she sat up and grabbed at the back of his neck to pull him down between her thighs. She forced her pussy against his mouth as he slid his tongue back inside and the pressure on the back of his head increased. It was the most erotic moment of his life to be licking out his former babysitter and he went all out to make her feel good.

  Millie finally released her grip on Sean, but his mouth didn’t pull away and she felt her excitement surging. She slid fingers to her clit to add to the thrill and her back arched almost painfully as the ecstasy flowed through her body. She encouraged her young lover to keep his tongue inside as she rubbed her fingers more forcefully on her clit. Her head rocked back as she rushed headlong towards an orgasm and her craving for it quickly grew out of control. Millie was crying out louder and louder as the climax neared and when Sean pushed his hand under her butt and forced a touch on her asshole it suddenly burst into life. Her hips bucked up from the seat as the pleasure in her body intensified. The sensation of the tongue working her pussy walls was driving her crazy and her shudders grew out of control as she was swept up to a moment of pure bliss. Her pussy muscles tightened as the peak of the orgasm took hold of her body and the tension only released when the climax started to fade away. She closed her eyes as she tried to catch her breath and grinned when she opened them again to see Sean looking at her.

  “Bet you couldn’t have done that when I was your babysitter for real,” she teased.

  Sean’s grin grew wider. “I’ve learnt a lot since then.”

  “Me too,” said Millie. She sat up on the sofa and forced Sean to his feet in front of her. She shuddered as the sweet sensation of the orgasm continued fading away and grinned as she saw the bulge in the pants right before her face. She looked up as she stroked her fingertips along it. “So what exactly did you do in these dirty teen fantasies of yours?”

  Sean was breathing hard. “It started with you giving me a blowjob and then I fucked you in the doggy position over the sofa.”

  “Dirty boy,” she teased, but started to bring the fantasy to life by unzipping the pants. Her hand slid inside and she gasped as her fingers circled around the thick length. She pulled it out and leaned down to kiss the tip. Sean rocked his head back as the pleasure of the touch took hold. His breath spilled out in a rush as the mouth caressed over the head of his cock and ran down the shaft. Millie was in no mood to waste time and her lips were quickly flashing along the erect length. She pushed down on it so that the tip nudged against the back of her throat and every so often held it deep throat. As she worked the cock her movements sped up. When she brought her hand to the base of the shaft and began to use it in combination with her mouth Sean felt his hunger for sex with his babysitter spiraling out of control. He finally couldn’t wait any longer and grabbed at Millie to turn her around and push her down so that she was bent over the sofa. He dropped his pants then dragged the skirt up the back of Millie’s thighs to expose her butt and took a second to just savor the moment. The sight of the naked ass before him was the biggest turn on ever and he finally pushed forward.

  Millie groaned as the cock touched on her ass and was pressed in her butt crease. It stroked into the softness and as Sean pushed further forward she could feel the hardness sliding over her asshole. The touch of the hands on her butt cheeks brought out a gasp and she felt herself being spread open. When the tip of the cock was touched on her tight hole she thought she was about to be ass fucked, but Sean only played for a second before sliding his cock between her thighs. He worked the head of his shaft along the slick pussy lips and finally settled the tip at the wet opening. His eyes closed as he pushed his weight forward and felt the pussy softness surround his cock. He didn’t stop pushing until he was buried all the way inside and shuddered as Millie squeezed her pussy around him. At first he just held inside, but then wanted more and took hold of the older woman’s ample hips. His fingers dug into the soft skin to tighten his grip and when he was finally ready he began to fuck pussy with long, smooth strokes.

  The groans of the older woman as the hardness stroked along her wet pussy walls was another massive turn on for Sean and the movements of his hips sped up until he was thrusting forward in an excited frenzy. The pressure in his balls quickly grew and he needed to slow down again to hold on. He wanted to make sure the fuck of his babysitter lasted as long as possible and worked himself between fast and slow thrusts to keep control. As he continued to fuck pussy it became harder to hold back and finally he knew that it was becoming impossible. His movements sped up and this time he knew there would be no slowing down again. Millie sensed his urgency and started to push back to meet his thrusts. His cock slammed in pussy savagely as he completely lost control and worked himself to a release. When it came he let out a loud groan of satisfaction at the feel of his cum flooding Millie’s wet hole. He kept thrusting until there was nothing left to give and even after that worked his cock to enjoy slamming in a cum-soaked pussy. His erection eventually lost power though and he pulled back out. He looked down to see exactly the same sight that he always fantasized about and Millie reached behind herself to touch on the thick white that was seeping from her pussy and sliding down her thighs.

  “Fuck,” she gasped. “This is the most fun I ever had while babysitting.”

  Sean laughed. “I don’t think my parents will pay you for this one though,” he said.

  “I’ve got my payment already,” she said and continued to stroke her fingers through the cum on her skin. She finally straightened up. “Will you be here alone tomorrow?” she asked.

  “My parents don’t get back until Sunday,” he replied with a grin.

  Millie returned the grin and stood. “Well I wouldn’t want a young boy like you to be alone and frightened,” she teased. “Do you think you’ll need a babysitter?”

  “Definitely,” he said. And if she tells me her kinky fantasies I’d be more than happy to play them out.”

  “Dirty boy,” said Millie with a laugh. Thoughts of her fantasies were already filling her mind and she grinned at the idea of just what she was going to get Sean to do.

  Seduced by the Teenage Babysitter

  SYNOPSIS:

  A man driving to the gym in the pouring rain spots his teenage babysitter trying to take cover from the deluge. He gets her in the car and can’t help noticing how her clothes are sticking to her skin to reveal her cute figure. When he offers her the towel from his sports bag she seems to be teasing him by flashing her bra and panties while drying herself. It gets him hard and when the girl notices she takes an interest and before he knows what is happening he is being sucked and fucked in his car by a babysitter slut.

  Even with his nose pressed right against the windscreen, Aaron could hardly see five feet in front of his car. The windscreen wipers tried valiantly to clear the deluge, but the rain was so heavy that they were struggling to make any sort of impact. Not that Aaron needed to worry about crashing as he sat in the line of vehicles slowly edging along. The downpour seemed to have come from nowhere, with the sky darkening and the rain starting to fall in what seemed like a matter of minutes. He slumped back in his seat as the traffic came to a halt again. He suddenly wished that he’d gone home after work instead of taking the decision to visit the gym. The roads leading to home were usually quieter and he suspected had he done that he would already be sitting in his house rather than being stuck in his car. There was nothing he could do though and knew he just needed to sit it out and wait for the rain to stop so that the traffic could get moving again.

  As th
e minutes passed the deluge seemed to ease off a little and he reduced the speed of his windscreen wipers. Rain was still falling, but suddenly he could see a little further ahead. He guessed the build up of traffic would take a little time to clear and settled back to wait. He cleaned some condensation from the driver side window and then did the same to the passenger side window. His eyes narrowed as he caught sight of a girl sheltering in a doorway. Her clothes were drenched and it looked as if she got caught in the downpour to the point that she was soaked to the skin. The girl was holding a book over her head as she tried to shelter, but as the rain eased off a little more she finally moved it away.

  “Fucking hell,” muttered Aaron under his breath as he realized the girl was his babysitter. He quickly wound down the window and shouted her name. Shelley didn’t appear to hear at first so he shouted louder. The sudden tooting of horns caught his attention and he turned to see the cars in front of him finally starting to move. When he looked back at his eighteen year old babysitter she was glancing in his direction. He waved her over and she finally stepped up to the car.