Twin Babysitters I: Sherry

by Jodi Sylph

  Twin Babysitters I: Sherry

  By Jessica Longstreet & Jodi Sylph

  Published by Jodi Sylph at Smashwords

  Copyright 2012 Jodi Sylph

  Smashwords Edition, License Notes

  This ebook is licensed for your personal enjoyment only. This ebook may not be re-sold or given away to other people. If you would like to share this book with another person, please purchase an additional copy for each recipient. If you’re reading this book and did not purchase it, or it was not purchased for your use only, then please return to Smashwords.com and purchase your own copy. Thank you for respecting the hard work of this author.

  This is a work of fiction. The people, events, and circumstances depicted are fictitious and the product of the author's imagination. Any resemblance of any character to any actual person, whether living or dead, is purely coincidental.

  He forgot to call the babysitter. Shit.

  He looked at his phone, and Chris would be home in 20 minutes, no time for finding a babysitter. He flipped open the calendar on the wall to the last page with the notes section and a list of possibilities.

  Stacie. He dialed the number and waited. The voice mail sounded and he decided to not even bother...surely there would be one on the list.

  Martha, Darlene, Jackie, and Billi Jo… none of them would even answer their phones. Really, he was a good employer, he always tipped the girls and he always made sure they were college kids, so he gave them more money.

  Finally he found Mandy, and dialed her number.

  “Hello?”

  “Oh…Hi, this is Mark Smith….I have you down on my babysitter list as a possibility and was hoping you might be open tonight. I’m sorry it’s so last minute, but I completely forgot.” He sounded as pathetic as he could, “Do you think you could help us tonight, Sandy?”

  “It’s actually Mandy, and I’m at the Watson’s tonight, but, there’s a couple new freshmen this quarter that transferred here and are in the dorm. I know both of them were looking for any kind of work they could find.” Mandy was polite and gave him two numbers, one for Shelly, one for Sherry. He never even noticed how close the numbers were as he scribbled them on the calendar.

  He quickly dialed the number repeating it back to himself, “4828, 4828…” He held the phone up to his ear and heard a female voice say hello.

  “Hi, is this Shelly?” Mark asked the sweet young voice.

  “No, this is actually Sherry, my sister is named Shelly though.”

  Dan looked at the calendar and he had written Shelly beside the 4828. He scribbled out his mistake as he spoke.

  “Oh, my name is Mark, and I just spoke with Sand…. Mandy, and she gave me your number, she’s our babysitter…well OUR babysitter, we’re a gay couple and we have an adopted son from Asia.

  “We pay well,” he threw in at the last second.

  “Oh, well, I can totally babysit for you. Do you need to see my references? I'm 18 and a student at the University.” She sounded so nice on the phone that Mark was sure his day was saved. He hung up after giving her directions and she said she would be there in a few minutes. When Chris got him he gave Mark a kiss and then went scurrying off to the nursery.

  Mark could hear Chris talking to Sebastian, and nervously waited for Sherry to arrive. Chris came out of the nursery and announced he was going to take a shower, and Mark poured himself a glass of wine hoping this girl was going to show up. They had no-shows quite a bit; it was because they were gay. So many people said they were ok with gay people and then when they were presented with working for one as a babysitter, it caused them problems.

  Just then the window lit up and Mark put down the glass on the counter and walked to the window over the sink. A car pulled up and a young lady got out. She was beautiful. He couldn’t tell how tall she was, but she wore her blond hair in a ponytail, and wore shorts that seemed a bit shorter than he would have worn if he was her.

  “It’s a crazy world, thank heavens she showed up,” Mark said as he went to the front door and welcomed Sherry in.

  He walked her straight to the nursery to make sure she knew where to find the baby. He was sleeping and would sleep the rest of the night, Mark assured her, just give him a bottle if there’s any trouble, or if he needs a change…

  Chris was still in their room getting ready, he walked out as he turned to be quickly introduced to Sherry, and then they were off.

  Mark and Chris left and Sherry sat down on the couch to watch TV. They had every channel, and were doing pretty well, obviously. She thought one of them must be a doctor because the house was fantastic. They had money that was for sure.

  She stretched out on the couch. She should try to study but watching TV was something she hadn’t done for quite a while. It was Thursday night and she started flipping through the channels. Chris and Mark would be gone most of the night, not getting back until after midnight, and it was just now 7pm. She ordered a pizza and thirty minutes later the doorbell rang.

  Mark had left her a twenty to buy pizza, so she had ordered a 2 liter jug of soda too; they only had wine. She went to the kitchen and got a plate and served herself with a glass of cola. “I could live like this,” she thought. In truth it was the first pizza she had since she’d moved into the dorm, her mother was a single mom and Sherry and Shelly were twin sisters going to school together.

  She checked the clock and saw it was almost 9 now, and she got up the check the baby again. He was so cute. She thought of the irony and how lucky this kid would be, “Rich parents…must be nice.”

  She turned off the light and pulled the door almost closed. As she walked to the couch, she reached down and casually undid the button on her shorts. So damn tight, she thought.

  She returned to channel flipping and ended up in the movie channels, and as she flipped through a sex scene came on the screen. She caught herself staring and then changed the channel, feeling her cheeks heat up. When she was about 5 channels from that one, she found another sex scene, but this time she kept it on just a little longer.

  “I’ll stop if there’s another one,” she said and hummed under her breath.

  Sure enough, three channels later, she came across another one. She looked at the TV, and then looked at the clock again, 9:20. Plenty of time, she thought.

  She put down the remote and leaned back into the comfortable couch. It was leather and was worth more than the car she shared with her sister. It felt great against her skin, kind of tugging at it when she moved, like it was trying to hold on to her.

  Anything would want to hold onto her, she knew, she was actually stunning. What Mark didn’t see was what Mark never noticed in girls, her face was pretty and her hair was blond and she had legs and boobs. In truth, she was a vibrant female with quite a history with boys.

  She slid her shorts down off her tanned legs, and spread her legs open to reveal a glistening and tiny pussy. Her delicate hands were moving down her breasts, both ample for her frame, and teased the nipple through the tight little t-shirt. It’s too bad Mark was gay…he was a sexy looking man.

  She pushed her hand down the flat of her stomach, getting to her bellybutton and continuing south slowly, making little circular motions on her skin to appease her until she got her hand on her hot pussy. Oh it was hot too. The scene on the TV had made her nice and moist; or was she moist pretending she lived here?

  She had her eyes closed listening to the sound on the TV, imaging Mark doing that to her, ravishing her, intruding her, almost forcing he. She pulled her lips apart and slid a finger into herself. She moaned as she did, feeling it slide into her waiting pussy. He was so sexy. He was shorter, kind of stocky, but built. There were pictures of him hanging all over the place in tank top
s and without his shirt on. He was hot, and so was Chris for that matter, what would that be like…to make a gay man want to fuck a girl?

  She jaw clenched as she felt it coming on. She enjoyed the rush over her body, smooth and easily she moved her left hand to her bra strap and undid the clasp. Her bra fell against her and she quickly pulled it out of her shirt through her sleeve. Then she went back to pushing her finger into her pussy. This time she used two fingers. Her nipples were standing up and her tits already seemed like they were going to bust through the shirt. She kept looking down at them and now and then would raise her left hand to squeeze her boob. Here it came, feeling the orgasm build. She swore she could do it forever.

  Mark and Chris got home right at midnight and walked into a flawless house. The dishes were all done, and there was no mess at all anywhere. Little did they know about the mess she had made on their couch. She’d cleaned it up, it had been quite a puddle, and she was proud to have to use three paper towels to get all the pussy juice she had expelled from her series of orgasms.

  “How did Sebastian do?” Mark asked as he walked into the living room.

  “Easiest sitting job I’ve ever had, if you EVER need a sitter just call me. I’ll be happy to sit for you anytime.” Sherry’s graciousness set him at ease and no nightmares waited with in the house like they had found on previous occasions of one-time babysitters.

  “Sounds great!” Mark said, “We actually have a party we’re supposed to go to tomorrow night, but Chris is off tomorrow so we’ll be leaving a bit earlier than tonight. Could you make it at like five?”

  “I’ll be in a class at 5, but, my sister Shelly will be around, I can ask her if she can come that early and then she could watch Sebastian. She’s my identical twin.” Sherry hoped the twin thing might spark a bit more manliness in him, but it didn’t even faze him.

  “Let me call her and see if she’ll do it, but I’m sure she will.” She grabbed her cell phone and called her sister. A minute later she hung up and walked back over to Mark. “Yes, she can be available tomorrow at 5, but she can’t come get me tonight. Is there a taxi service that comes out this far? I didn’t even realize she was going to be busy this late.”

  Mark insisted that she let them give her a lift, and when Chris came in, Mark asked if Chris could run her home. It was Sherry’s first good look at Chris; he was a handsome man. He was taller than Mark, but he looked much more masculine, Sherry felt herself go mushy inside when he said he’d love to give her a ride home.

  “You can ride me home,” she said as she walked to the other side of his car.

  “What was that?” Chris asked over the top of his car.

  “Oh, Thanks for the ride home,” she said, like she said it the first time.

  Chris thought back to fifteen years ago when he looked at Sherry. She looked so cute and he hadn’t always been openly gay. He had come out after college and met Mark and fell in love, but every now and then, he still watched girls fucking men; it drove Mark crazy. Mark always said that real women don’t act like porn stars, just for the cameras.

  Well, this little hottie had Chris stirring in his slacks.

  “You have a great house Chris, I hope you don’t mind but I kind of made myself at home, I picked up though.” Sherry turned in her seat and it made her breasts mash together and created a gap in the top of her shirt. As soon as Chris turned his head, she knew she had him. He looked down her shirt and licked his lips for a mere second, but she saw him do it.

  He tried to keep his eyes on the road, but her tits kept distracting him. She squared herself in her seat, and put her legs together with her hands on her knees. She dragged her hands up her legs to the hem of her shorts, but she didn’t stop there.

  Chris’s eyes darted between watching her and the road. “You know I consider myself married to Mark, right? I mean… not legally, but we’re in love.” Sherry continued to play with her shorts, now moving to the front of them and undoing the button. She grabbed her pantie band and pulled it up and then let it slap back down against her midriff, and Chris started looking for a place to park.

  What a great night! Mark was so happy about finding a good babysitter; he was excited to know they were finally going to have a dating life again. Sebastian had been a blessing and they loved him, but it was so hard to find good babysitters. Still, just to make sure, he had placed a camera in the living room to make sure no one else came in the front door. Well, that’s what he told himself, after all he didn’t know Shelly (or was it Sherry?) from Adam…and he didn’t know Adam either.

  He went to the mantle and grabbed the little camera, popped the disc out, and went to his computer. The camera was set to take pictures every 15 seconds, and he played them as a movie.

  She wouldn’t let anyone come in, she’s a good kid, he thought. He was worried about that because one babysitter had let a couple guys into their house and then they’d had a break-in a few weeks later. They had caught them and recovered their stuff, but still, better safe than sorry. The clock was moving in the still frame movie on his monitor, and she was getting up every 10 minutes to check the baby.

  That’s pretty impressive, he thought, and watched as she spilled her soda on his couch. She immediately cleaned it up and came back to the couch. This time she lay down and leaned way back, the pictures showed her moving her hands slowly down her chest, and then her shorts were off and her legs were spread.

  “What in the hell is this?” Mark said as he saw the scene unravel before him. It was one of the most erotic things he had ever seen.

  Chris put the car in park and then turned to Sherry.

  “Listen, it’s not just you that has me worked up, it’s Mark. He kept flirting and playing with me tonight when no one was looking, but you’re killing me here. I’m gay, Sherry, and I can’t….”

  He never finished before Sherry lunged and kiss him on the mouth. She pressed her tongue between his lips and his mouth opened to receive it. His hands were undoing his seatbelt and trying to touch her tits at the same time, he fumbled, completely out of practice with women.

  “Lean your seat back, Chris,” she said, as she stroked her crotch with her right hand, “Lean it as far back as you can.”

  Chris did as he was told and moved the steering wheel to the highest position possible. Sherry dove her head to his crotch. A huge dick swelled under his zipper, and she pulled it out, feeling it start to grow in her hands. Precum leaked on top of the circumcised head, and she looked up at him while licking it off with the flat of her tongue.

  “Oh that’s good,” she said with a moan, and took it into her mouth. She had lots of experience on cocks, and she loved sucking. Her right hand rubbed her pussy while she tended to the monster in her mouth. She rolled the tip of his dick around with her tongue, and then forced her mouth to open wider to fit the rest of it in. It didn’t all fit and she gagged when she tried to go deeper.

  “Sorry about that,” she said, “This dick is huge.” Chris threw his head back on the seat. Mark was going to kill him if he ever found out he’d let this little slut suck on his cock, but it felt so good.

  “You’re doing fantastic,” he said, “It’s been a long time since a woman has sucked my cock, oh it’s nice. Look at that little body of yours, it’s so fucking tight. I bet all the boys want to fuck you, huh?” Chris was now holding his hand on the top of her head, trying to guide her deeper on his cock. “Oh you’re so fucking hot Sherry, suck my dick for me.”

  Something about it excited Sherry, she’d been able to seduce him in under 10 minutes. Why would she have wasted any time on Mark? Chris was definitely just as hot and his dick was already in her mouth. She wanted to take that dick home with her, but knew she just had time to make this fast.

  “Do you want to cum in my mouth, Chris?” She looked up at him and his face contorted, while she worked his dick with her left hand. “Wanna cum for your babysitter…. want… to cum in my hot little teenaged mouth?” She dove her head back onto his cock..
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br />   “YES!” Chris moaned as he started to feel his cum leave his balls, “Oh wow, suck it, I’m cumming right now in your mouth!”

  Sherry tried to swallow as fast as she could, but there was no chance. Too much cum spilled across her tongue and filled her throat, and she spit it back out down the shaft of his dick with his cock still buried in her throat. She looked down and noticed she was taking the full length of it and could slide her mouth all the way down to the base of his dick. She looked up at him and she pulled her lips up his shaft sucking all the fluid she could get into her mouth.

  “Fucking A,” Chris said as she slowly slid her mouth up his rod, “That was amazing!” Chris still felt spurts of cum leaking out of his cock. She didn’t miss any more of it; she was as cum hungry as Mark was.

  He looked at her and said, “Come here.” He grabbed the back of her head and kissed her so hard she felt her pussy gush. He tongued her mouth and she gave it back to him as best as she could. He could taste himself on her mouth, but it didn’t bother him at all. He normally didn’t care for that with Mark, but for some reason this turned him on.

  They broke off the kiss and she moved back to her seat and started straightening herself out. Chris saw her buttoning up her pants and worried he had done something wrong.

  “Are… you ok, Sherry? I’m sorry...”

  She cut him off, “Oh I love sucking dick, and that’s the biggest dick I’ve ever seen! It tasted good too. I’ll go back to my dorm room and take care of myself later, and next time you get to drive me home too, and you better be able to fuck me then.”

  That reminded him he needed to get back to the house. He too buttoned his pants and fixed his shirt, and then fixed his seat. He started the car again and fixed the steering wheel. Just as he was adjusting it, he saw the flashing lights behind him.