Babysitter Makes Her MoveAshley chose her outfit carefully. She wore a simple white blouse with buttons. It was tight, but Mr. Brenner couldn’t tell since she kept her sweater on till after he left. Her skirt was loose and short–well above the knees. She decided against a plaid, thinking it was cliché and, instead, went for bright blue. She completed the outfit with a pair of pink ankle socks. She was going for a look that was both innocent and sexy–just short of slutty.And she succeeded beautifully.At the same time, Ashley was more nervous than she had ever been in her life–and she was starting to get second thoughts. Sure, Mr. Brenner was good-looking and friendly, and they got along very well–but she’d known him for years and didn’t want to risk hurting their relationship. He was a father figure, and not once did she think of him sexually–that is, until four weeks earlier. That was when she used his computer to look up something online and stumbled across his collection of porn videos. Ashley didn’t think a lot about it until she realized most of the videos had to do with babysitters–and most of the girls were blonde, just like her!That changed everything. From then on, she couldn’t stop thinking of Mr. Brenner in a sexual way. The discovery of his porn videos came at a time when she was already thinking of having sex for the first time–of finally getting fucked–but the idea of doing it with a boy from her school didn’t appeal to her. She didn’t want to lose her virginity to someone who didn’t know what he was doing; she wanted an experience that she would always treasure. She wanted a man.Ashley didn’t think that would ever be possible–that is, until she discovered a different side to Mr. Brenner. What started as an innocent fantasy turned into an obsession. Did he think of her sexually? Could she really be the object of his fantasies? Ashley’s urges kept growing stronger, and she couldn’t pass up the opportunity to find out–but she was going to tread carefully, just in case she misread the signs. Ashley wasn’t sure how to go about seducing Mr. Brenner–or just letting him know she was sexually available. She found some guidance in his video collection. Even if they didn’t show real-life scenarios, Ashley figured anything that reflected his sexually fantasies would help.It was almost 10:30, and she heard a car pull up in the driveway. Ready or not, it was time to find out if Mr. Richmond thought of her as more than a babysitter.Ashley quickly took her place on the sofa with her face turned away. She brought up her knees which let her ass stick out. Then she pulled up her small skirt till it showed off most of her left hip, just barely covering her lace panties. Finally, she undid the top three buttons of her blouse. She was ready.Her heart pounded, and she waited.After what felt like half-an-hour, the door to the kitchen opened, and Mr. Brenner called out, “Ashley. I’m home.”As hard as it was, she resisted the urge to respond, wanting him to think she was sound asleep.She heard him walk into the living room and then just stop. There was no movement, no sound. He must have been looking at her, and Ashley hoped–even prayed–that he liked what he saw. Maybe his eyes were following the curves from her feet, all along her smooth legs, up to the roundness of her hip and her half-exposed ass.He wasn’t moving–and that had to be a good sign.Finally, Mr. Brenner half whispered her name.”Ashley? Are you awake?”She moved her head with her eyes half-closed and looked his way.”Oh, Mr. Brenner. I didn’t hear you come in. Sorry.”She slowly turned around on the sofa, letting the skirt ride up to the tops of her thighs and sat down facing him.”No problem, Ashley. You must be very tired. I hope everything went well with the baby.””Absolutely. He was easy, as always.”Ashley bent down to rub her ankle, knowing he could easily see down her blouse.”How was your night, Mr. Brenner?”There was a noticeable silence that prompted Ashely to look up. That’s when she saw him staring at her half-bare tits being held by a red lacy bra. Maybe he was starting to think of her as more than a babysitter, after all. “My night? It was fine, but frankly, I’m just glad to be home after a long day.”She was glad, too–and started feeling confident that she was on the right track.”Did you get a lot of homework done?”She saw an opening. In one of the videos, the babysitter turned the topic of discussion to sex to help create the right mood. Ashley would do the same.”Not really. I just wasn’t up to it tonight.””Why not? Are you OK?””Something’s been bothering me a little, but I’m not sure if I should talk about it.”Ashley atakum escort knew Mr. Brenner couldn’t ignore that opening. He had a sensitive side and was sure to find out if she needed someone to talk or not.”We’ve known each other for years. You can talk to me about anything, Ash.”She loved it when he called her Ash. It somehow made her feel closer to him. “This is different, Mr. Brenner. It’s…well…it’s about sex.”Mr. Brenner paused for just a moment. He wasn’t expecting that response.”I don’t want to interfere in something that’s maybe best left to your parents, but we can talk if you want.””That’s OK. It’s not something I can talk to my parents about, and I don’t know if I can talk to anyone about it. I’m sorry I mentioned it.”Mr. Brenner sat down on the sofa to be more reassuring.”But you can talk to me. Please tell me what’s bothering you.”Ashley looked at him, took a deep breath, and got herself ready to take the next step.””I want to have sex. I mean, real sex. I’m a virgin right now, but I decided it’s time for me to have sex with a guy. I just don’t want to do it with a boy who doesn’t know anything about it.”Mr. Brenner opened his mouth to say something, but just stopped.”I mean, shouldn’t the first time be special–something to enjoy and remember fondly? I don’t want my first time to be something to just get out of the way. Can you understand that?””Yes, that makes perfect sense, Ashley. But are you really ready for sex?””This is a little embarrassing, but, I am horny a lot. Sometimes, all I can think about is sex. And I have gone on the pill. So, yes, I am ready.”Mr. Brenner looked at Ashley. For the first time, he didn’t see her as just a babysitter; she was all grown up–she was a woman.”I think I’m making you uncomfortable, Mr. Brenner. We should talk about something else. Or maybe I should just leave.””No, Ashley. I’m just not sure how much I should tell you. I mean, you’re my babysitter.””I know, Mr. Brenner, but I’m 18 now and not a k** anymore.”Mr. Brenner paused, then said “You’re right, Ashley. And please call me Steve from now on. Like you said–you’re not a k**.”Ashley smiled at those words, instantly feeling closer to him, now that that he was Steve, and no longer Mr. Brenner.”What was your first time like, Mr. Brenner…I mean, Steve? Did you enjoy it?””No, not really. I had no idea what I was doing. And I really didn’t take care of the girl I was with. I wish I could do it all over.””That’s why I want to lose my virginity to someone who knows what he’s’ doing. I want it be memorable for all the right reasons. I want it to be pleasurable. Isn’t that what it’s all about?””Yes. Yes, it is, Ashley. Just don’t rush into anything. Make sure he’s the right guy, and please make sure you’re ready.””I’m definitely ready, and I’ve made up my mind that I’m going to have sex. The only question is who the guy will be. I’m thinking I should look for a college guy–or maybe someone older. I think an older guy would be good. He’d be more mature and have all that college mentality out of his system. Yeah, that’s what I’d like–someone who’s done with college.”Ashley looked straight at Steve as she said those last words. His face turned slightly red and his breathing stopped for just a moment. She wanted him more than ever, and she started to think that he wanted her, too. All she needed was to find a way for them to touch. And thanks to his video collection, she knew exactly what to do.Ashley hung her head and sighed. “You must think I’m a silly girl, and maybe I am. But this is so hard to sort out, and it’s embarrassing. I should leave.”Ashley hid her face in her hands and let out a sob. Steve quickly slid closer on the sofa and put his arm around her. Ashley immediately curled up into him and put her hand on his chest. With that, he put his other arm around Ashley and pulled her closer.”Thank you, Steve. Sometimes a girl just needs to be held.”The encouragement worked, as Steve instinctively began rubbing her back.Ashley cooed. “That feels nice. You’ve always known just what to say and do.”Steve rubbed her back, starting at the shoulder blades and gradually moved his hand lower and lower. Ashley snuggled up closer and began gently caressing his chest. She pressed her head against him and felt his breathing quicken, which she took as a very good sign.”You don’t look very comfortable, Steve. Wouldn’t you rather lean back a little?”Steve took her suggestion, but since the arm of the sofa was far enough away, he wound up lying flat on the sofa with Ashley on top of him. He didn’t mind at all–and neither did she.”Isn’t that better?””Yes. Yes it is.””I have a question, if you don’t escort atakum mind. You said your first sexual experience wasn’t very good and that you didn’t take care of the girl you were with. What do you wish you did differently?””It’s a little embarrassing to talk about, but it’s a fair question. I should have taken care of her better. Teenage boys sometimes cum too quickly, and I certainly did that day. I wished I made sure she came that night.””And that’s my point, Steve. You did nothing wrong. You were both just brand new at it. Wouldn’t it make more sense if one person knew what he or she was doing?””That’s a little hard for boys. To be honest, guys like to think they’re in charge and know what they’re doing.””Well, maybe I can find a man with some experience for my first time.” Ashley looked at him as she finished that sentence.Steve squirmed a little at what he just heard. “Be careful, Ash. You want to make sure you’re with someone nice who won’t take advantage of you.””That’s easy, Steve. I’ll look for someone like you.”She wondered for a moment if she went too far. She looked up to see Steve smiling as he looked right at her. Ashley smiled back and caressed him along his belly, letting her elbow “accidently” run up against his now-hard cock. “I think I’m making you uncomfortable. I’m sorry.””Don’t be sorry.””I just needed to talk to someone I trust. Maybe I should leave now. “”Don’t leave, Ash. Please stay.” There was a near urgency in his voice, making Ashley think she could get away with pushing things a little further.”But what about this,” she said, moving her hand lower until she was gently rubbing his cock. “Doesn’t this mean I’m causing you some…difficulty?””In a way, yes.” Steve chuckled ever-so-slightly. “I just can’t help my reaction. I hope you don’t mind.””No, I don’t mind at all. I like the idea that you find me appealing. At least I hope you do.”Ashley looked at his face for some reassurance. “You’re definitely appealing, Ashley,” Steve said, squirming a little as she continued to rub his cock. “But maybe we’re taking this a little too far.””But why is that? We’re both enjoying each other’s company. And, as you said, we can’t help how we react.”Steve closed his eyes for a moment and enjoyed the feeling of her touch.”Plus, I was hoping you can explain things to me a little more. In case I don’t find the right man soon, I could use some help on what to do.”Ashley paused for a moment, then said, “Or maybe you can show me. Will you, Steve?”Steve’s eyes popped open, and he looked straight at her in disbelief at what he just heard. Of course, he wanted her. But he was older, and she was still his babysitter. Part of him insisted he should ask her to leave, but he simply couldn’t find the will to do that.”Can I take a look? I’ve never seen a cock up close before.”It was a lie, but one she knew would appeal to his ego. “Sure, Ashley. I’d like that.”She looked up at him and smiled broadly as she undid his belt buckle, unsnapped his jeans, and slowly lowered his zipper.Ashley was done being coy and put her hands on the waistband of his pants. Steve took the hint and raised his hips off the sofa, allowing her to pull down his jeans and shorts. After one final tug past his hips, Steve’s cock sprung from the confines of his clothing. Ashley assumed it wouldn’t be small, but she was not at all prepared for the size and hardness of what appeared before her. She said nothing as she stared at his beautiful, firm cock–and she smiled, knowing it would soon be inside her. “Do you mind if I touch it? ” Ashley didn’t bother waiting for an answer, knowing full well that he very much wanted her hands–and more–on his cock.She reached out and grabbed his hardness with both hands and massaged his cock repeatedly from the base to the head. Her body tingled with anticipation as she wondered how it would fit inside her virgin cunt. Looking up, she saw Steve close his eyes and tilt his head back in pleasure and–she hoped–his own anticipation.There was no turning back for either of them. She wanted more and leaned forward to give his cock a brief kiss–then another and a third–each time letting her mouth linger all the longer. Remembering what she saw on Steve’s videos, she caressed the head of his cock with her lips, then opened her mouth, allowing the tip to slide inside. Ashley savored the feel of his rigid penis and the taste–and she felt herself become increasingly wet.She took him deeper, as far as her young mouth could take him, and began stroking him with her hand. She loved feeling his cock throb and grow harder–loved it so much more than she ever imagined. Ashley released atakum escort bayan him from her mouth so she could look at his beautiful, erect penis. Leaning down, she simply kissed his shaft–first once, then again and again–before placing a final, lingering kiss on the head of his cock. “Steve?””Yes, Ashley?””Would you like to lick my pussy? No one’s done that before, and I want you to be the first.”Steve was stunned by those words, and could only muster a soft, “Of course.”With that, Ashley motioned for Steve to lie down on the sofa so she could straddle his face, just like she’d seen it done in his videos. Slowly, she lowered herself until she could feel his mouth pressing against her cunt. A spark shot up her spine as his lips began massaging her wetness. She had guys–more like boys–touch her and finger her before, but never did she feel anything like this. Steve’s tongue licked at the outside of her slit, then pushed through her opening. As he probed the inside of her pussy, Ashley threw her head back and moaned, louder and louder, praying the moment would never end. But she wanted something else. The evening was about losing her virginity to Steve, and Ashely needed that to happen now.She lowered herself from Steve’s mouth and leaned forward to whisper in his ear.”Please fuck me. Steve. Fuck me now.”Steve lifted her by the waist and positioned her on the sofa, where she spread her legs beckoning him to take her. Unable to bear the anticipation any longer, Ashley held him by the hips to pull him closer. She watched as he bent over to kiss her gently before locking his lips onto hers with his tongue finding hers. She could taste herself in their deep kiss, which took her to new heights. She was now more than ready for his cock. Though this was her first time, Ashley instinctively knew what to do, as she reached down, found his rock-hard penis, and placed it at the opening of her pussy. She held his hips as Steve slowly, gently pushed his way into her. Ashley wondered how her virgin pussy could take all of Steve’s cock. She held her breath as he went deeper into her, letting out only the smallest grimace when he broke through. Ashley trembled with pleasure as his cock filled her. It was then that Steve pulled out till his cock was just inside her opening, then slowly thrust it back in. He did this again and again, moving faster and pushing harder each time. Ashley pushed back with her hips to match his rhythm and felt wave after wave of pleasure starting at her pussy and spreading over her entire body. “Steve, Steve,” she cried out. “I can’t believe how good your cock feels in me. Please, don’t stop!”The tightness of Ashley’s young pussy and her cries of pleasure drove him to thrust harder and harder into her. With each push, the excitement coursed through every fiber, every inch of her body till she it reached a fever pitch. Her fingers dug into his hips, and she stopped pushing back as her body began to convulse repeatedly. Ashley let out a soft moan, then a louder one, releasing any inhibitions that may have been lingering.Knowing that Ashley had already cum, Steve continued his thrusting, feeling that rush of excitement build to the point of no return until his cock exploded with an intensity he had never felt before. Stream after stream of cum erupted inside Ashley, who threw her head back as she let out a soft moan. Then there was silence. The two stopped and looked at each other, each trying to savor the moment and fully grasp what had just happened. Ashley was no longer a virgin–and she couldn’t have been happier. Steve, in turn, saw the look of contentment on her face and was pleased that her first sexual experience turned out well.He began to push himself off of her, but Ashley stopped him.”Please don’t. I want to feel you inside me as long as possible.”With that, he lowered himself back onto Ashley, kissing her softly and stroking her hair.”That was wonderful, Steve–and so much better than I ever hoped it would be. Thank you.””I should be thanking you, Ashley. Being with you tonight was a true gift.””I’m glad you feel that way. But I still have so much to learn.”Ashley let those words linger in the air before going on.”I want to learn more. I’m not even sure how to give a proper blowjob–and to swallow. Would you teach me?”Steve looked at her in silence, unable to fully process what he just heard. He had assumed that fucking Ashley was a one-time opportunity, and he was fine with that. But she was asking to continue their sexual activities, perhaps indefinitely.”I promise to be good to you, Steve. I’ll do whatever you tell me. I just want you to teach me what I need to know about sex.””I’d love nothing more, Ashley. And I’ve got a feeling you’ll be able to show me a thing or two yourself.”They held each other tightly, each re-living the experience they just shared and looking forward to the encounters yet to come.