Mega Huge Collection of Rougher Daddies

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Mega Huge Collection of Rougher Daddies Page 100

by Lara Friedman


  "Do you like it?" he asked when he broke contact. Lisa instinctively groaned and pushed back against his face.

  "Yes!" she cried out, "yes I like it very much." In response Oscar pressed himself in as far as he could go. Slowly he untangled his hands and pulled them around. With one hand he cupped and massaged one ass cheek. The other pressed against her back. It took a moment of feeling past her sexual exploitation to realize he wanted her to fall forward. She eagerly did so.

  Oscar now parted her ass and pushed his tongue against her sphincter. Lisa couldn't help but tense up. He was persistent. Lisa suddenly felt a new form of pleasure as he entered her.

  "Oh ... oh yes ..." she panted. She wiggled her ass even more feeling his tongue twisting around.

  He moved one hand around her hips until it grazed her pussy. It didn't stop there, but rose to cup her pubic area and play with her hair. This time Lisa was on the ball. She placed her hand on Oscars, while keeping propped up with the other arm. She wove their fingers together once more, and didn't hesitate to move his fingers down to place their first two tips within her. Two fingers felt good. Knowing one was his was much, much better.

  Oscar pushed his hand around her ass and stuck a second (or was that third?) finger into Lisa. She picked up the pace of her breathing as I worked it in to his second knuckle. He withdrew it, but pulled their entwined fingers deeper in to take its place. It didn't take Lisa long to find out because Oscar moved his face aside and pressed his finger into her anus. Lisa bucked.

  "Ow ... that was a little hard ... lover," Lisa moaned. Oscar kissed her gingerly on each cheek.

  "I apologize my love; this is new to me," he smiled from behind her.

  "That's okay Oscar, it is feeling better and better. Please don't stop," she sighed with contentment. When had Mike ever apologized to her about anything in bed?

  After some tentative movements, Oscar propelled his finger farther in and it was getting easier and more enjoyable. She began matching his thrusts with their combined fingers. His thumb touched hers as she plunged in, tickling her clit. Lisa gasped. She followed through by rubbing her clit between his thumb and hers. She picked up the pace, fingers pleasuring her in all kinds of ways new and old.

  "I ... I ... aaahhh ..." she panted then she screamed out from deep inside her diaphragm. When she regained the fringes of rational thought she was aware that she'd fallen forward onto the bed. Her hips, torso, and head were resting on the bed. Her thighs were trembling and her toes tingled. Oscar said something she couldn't make out.

  "What?" she whispered with tortured lungs.

  "I asked if I could be inside you now," he told her as he came to rest on her back, supported by his arms.

  "A moment," she panted, "I can't feel my pussy." He chuckled lovingly.

  "You're welcome?" he asked.

  "I want you inside me now," was her sensual answer. Oscar answered with his body, lowering himself and pushing his penis up against her opening.

  "Oh," was her little sound as he parted her lip and expanded her to his intrusion. He had glacial patience. Lisa had never been engaged in such a manner.

  It didn't feel like an invasion. It was highly personal, almost self-induced as she grew around him. She had to bite down on the mattress to stop from crying out in pleasure. It was almost a disappointment when she felt his hips push down on her butt. He held himself there but she wanted more. He moved her hips up to get in every last inch of him inside. She heard him groan. She couldn't help but feel triumphant.

  "You can begin," she whispered to him as she turned her head to the side to speak. It felt so fantastic, being where she was, saying what she was saying at that moment. He slowly but steadily pulled out. As she felt his penis head touch the inside of her lips he stopped then reversed direction in one fluid motion.

  "Oscar," she pleaded, "just a little faster." When he complied she moaned her appreciation. She felt his weight increase on her and his chin pressed onto her shoulder.

  "Kiss me Lisa, please," he pleaded. She twisted her upper body and put her face toward his. They kissed gingerly, awkwardly at first, but as she twisted more he was able to safely deepen their embrace.

  Oscar broke the embrace much to Lisa's displeasure. What he planned to do was soon evident as he moved his hands to each breast.

  "Join me," he teased. Lisa moved but Oscar tricked her, they ended up rolling onto their sides. She laughed joyfully and beamed a smile up to the ceiling. Oscar wasn't done yet.

  They rolled over and up so that Oscars butt was on the bed and Lisa sat in his lap. That elicited a little 'eeep!" form Lisa who was now in the driver's seat. He pulled her hands around so that Lisa was on his thighs and she could push up and down at her pleasure. Right now she was happy to grind down on his cock and let it sink even deeper into her womb.

  She pushed her thighs outside his thighs, placed her palms down on the bed and pushed up with her fingers and toes. She'd done it; she'd pushed herself up from him. With a slight tremble in her forearms she lowered herself slowly back down.

  "Oh yeah ..." she groaned. "Like that." Oscar responded by moving one hand down to her ass, slipping a finger insider her anus once more and using his palm to help her rise and fall. His other hand kept gingerly pinching her nipple and drawing circles around her areola. A low guttural sound of ecstasy boiled out of her.

  When she felt like she couldn't take any more, Oscar quickly moved his fingers down from her breast to her clit. He pinched it and twirled it with two fingers. Lisa found herself screaming again until her lungs were squeezed of all her air. She flopped back down with Oscar underneath her. She didn't say anything for the longest time and the only sensation she felt was the wetness between her thighs and wherever her buttocks met his crotch, and his free hand rubbing his fingertip across her belly.

  "You still haven't come," Lisa panted with a little distress. Wasn't she good enough for him?

  "I have been struggling to hold out for something -- something new I want to try," he responded with a bit of embarrassment.

  "What is it?" she purred.

  "I want to have ... sex with your ass," he blurted out. Lisa was scared but then felt silly.

  "Of course you can, just take it easy. This is new to me too," she agreed readily.

  "Roll over onto your hands and knees," he asked. Lisa was slow in responding. Her arms and legs were trembling for her last (second?) orgasm. She'd never had a second one before and here she was already hoping for a third with some really chance of fulfillment.

  Oscar didn't rush right. Instead when she was in positioned at the top of the bed; Lisa found herself clutching a pillow to her chest, her ass was up in the air and nearly drooling in anticipation. He ran his hands all over her back, butt and thighs.

  "Mmmm ... could you play with yourself; I love to watch your hands move over your own body," Oscar suggested. Lisa nodded and began to move one hand down her chest.

  Lisa stopped at her chest and rolled one of her nipples between her thumb and finger. She'd done this so many times before but it had never felt so good, complete in the symphony that was her body's sensuality.

  "Let me get ready," he whispered to her as he entered her vagina with more urgency than before. She sensed he was close and had that satisfaction that she was the source of his sexual arousal.

  He waited until had sunk all the way in her before making several piston-like thrusts that caused both of them to grunt from the impact. She had been through this many times with Mike, but nothing she had ever done with him could compare to Oscar. With her new lover this was a prelude to much more to come, not a culmination of his desire for love-making- no, with Mike it had only been fucking. Oscar had opened he eyes to what real love-making was.

  "I'm ready," he asked, "Are you ready?" Lisa was frightened. Oscar seemed so large. She nodded quickly before she could chicken out and leave him frustrated -- and worse, disappointed with her. "Let me know if the pain ... if it gets to be too much. I'm told it is intense at
the start but if you relax it isn't so bad ... or so I've been told." Lisa nodded again.

  Relaxing wasn't as hard as Lisa though it would be. Oscar steadied himself with one hand as he guided his member to her anus with the other. When he was pushing slightly against her entrance, he began slowly stroking her back and shoulders. His now-free hand joined it and together they began to massage strongly her lower and middle back. Lisa found her body pushing back against his penis.

  There was pain when he popped inside. Her back arched slightly but his hands were there to help her through it. No one said a word. Lisa felt her hips push back a little farther, stopping when the pain became too much. Oscar started to moan.

  "So tight," he said, "it feels like you are squeezing me in a vice. It feels so good." Lisa liked the sound of that even though the pain was pretty constant.

  Lisa worked her way down his shaft. It didn't stop being painful, but Oscar couldn't stop his moaning and whispers of encouragement. He was fully inside of her with her barely noticing. Again they stopped for a few seconds before he moved his hands from her back to her hips. He withdrew a little bit then slid back in.

  "Can you take it, my Love?" he inquired.

  "Yes ... it ... I ... it's painful but less so now. Keep going," she gasped in way of a reply. Oscar did so several more times. Each time he inched out a little more and came in a little harder.

  "God you are so good," he panted.

  "I am?" she questioned.

  "You keep squeezing me on the way back in," he stated. "Are you sure you haven't done this before because if you haven't, you are a natural." All Lisa could think to do in response to that was moan. She was good in bed? She was a natural? She liked the sound of that. Hell, she loved it. She'd never felt sexier. Mike could go fuck himself because she wasn't doing him anymore.

  He was moving with greater urgency, rocking her forward with each down stroke. She began urging him one with cries of "harder" and "yes". His fingers were digging delightfully into her thighs.

  "I'm about to ..." he ground out. Lisa wanted to ... then an idea occurred to her that she found highly risky yet sexually charged.

  "Wait!" she shouted. She leaned forward until he was nearly out. He tried to follow.

  "No, I want to," she gulped, hoping not to turn him off, "taste you." She hoped she didn't taste foul. He slowly pulled the rest of the way out and Lisa hurried around. Oscar was leaning back.

  "Let me help you with that," Lisa said in her most sultry voice. She grasped his member with one hand and lowered her lips over the head with the other. Her ass didn't taste that bad at all, especially mixed with her own cunt juices. Lisa had given enough blowjobs to Mike but not too many to climax since they'd become married. Now she was reaching back to her college bag of tricks to make this as enjoyable to Oscar as she could.

  She gobbled down maybe a third of his cock with her hand pumping the remainder when she saw Oscar's face scrunch up in a desperate struggle. This man was dying to cum, but was fighting back with all his concentration. That made Lisa hungrier and willing to go to even greater lengths to make him erupt. Not swallowing now didn't even occur to her.

  Lisa felt intense satisfaction. She had taken half of him into her mouth and he was growling like a jungle cat. She stopped pumping him and instead rolled his cum-soaked balls in her hand. She slid one finger back toward ...

  "Now!" he screamed. Lisa barely had a second to start swallowing. She had to remember to breathe through the nose because when he came, Oscar came hard and long. She must have gulped down eight loads.

  Lisa looked up and Oscar had his eyes closed, he was bathed in sweat, and was twitching in his abdomen and thighs. She felt exultant, triumphant, and complete.

  "What now?" she teased him. He took a deep breath and looked over to her.

  "How about we take a shower?" he suggested. Lisa suddenly felt self-conscious of her own sweat and bodily fluids.

  "Oh yes, I guess so," she muttered.

  "I've always wished I could have sex standing up in the shower," he told her with a hint of mischievousness. That brought Lisa up short. He wanted more ... of her?"

  "Well, we'll see if you get lucky," she countered playfully. "I'm all about wish fulfillment." Lisa couldn't believe she'd had such sexual banter with a near stranger. "See if you can keep up," she taunted him. He was on her before she go through the bathroom door and her giggles rang in their ears.

  (Saturday noon)

  "Will I ever see you again?" Lisa asked hopefully. Oscar looked at her. There was real sympathy in his eyes.

  "I don't know," he responded. He stretched over to her and kissed her eyes. "I am not alone in this and other people may not think it is right for me to see you for a while."

  "Oh," she sighed. "I wasn't ... bad was I?"

  "You were more than I hoped for," he assured her. She gave him a warm almost tragic smile. There were tears welling up in her eyes. "You have done more than most women are able to do; you have saved yourself."

  "I feel bad ... about the woman ... Alice Delacroix. She ... Mike; I'll never be able to make that up to her will I?"

  "I think you have," Oscar confessed.

  "How?" she said sadly bewildered.

  "You stepped away from him and to Mike you were little more than property. You will never be that to me. You area a very special woman and you deserve better," he answered.

  "Do I deserve you?" she hoped.

  "Today you have," he smiled. "I would say you've earned me several times over." Lisa couldn't help but blush.

  He had certainly very vocal in his appreciation of her and she had been very vocal with him. Considering she knew only grunts and commands before Oscar had opened a whole new world for her. She'd wanted and been wanted. She realized she'd never really been hungry for sex before this morning. She wondered how she could ever even consider going back to Mike.

  She knew the answer as soon as the thought rebounded in her head. She couldn't go back. She had to find a way out.

  "Oscar, I don't want to go back to him."

  "I can certainly tell someone who might be able to help you," Oscar smiled. He actually hoped he was right.

  (Saturday afternoon)

  Oscar handed Taylor the recording of himself and Lisa together.

  "You'll find it quite entertaining," Oscar joked. Taylor handed him an envelope.

  "Here's your money." Oscar didn't bother counting it. He and Taylor got along. If he handed you a paycheck, it was the amount promised.

  "Were there any difficulties?" Taylor asked.

  "She's bit inexperienced, a bit shy, but nothing I couldn't work around. Do I need to know who this is for?"

  "Nah, even if the husband sees you in any of your videos, he'll be looking for 'Oscar'. The concerned party isn't a Brainiac, and won't have the resources to find you."

  "If this goes on-line, I'll want my cut."

  "It shouldn't," Taylor told him, "but if it does, you will be compensated."

  "Until you need me again," Oscar said as he got out of the booth. He thought it was a hell of a way to make a living, seducing women and getting paid handsomely for it.

  "Taylor, she wants to leave her husband," Oscar brought himself to say. His back was to Taylor. He didn't want to seem soft -- unprofessional.

  "I'll see what I can do," Taylor responded after a moment. Oscar took a step away.

  "I'll let her know you told me," Taylor added.

  For now Taylor had to work on his primary problem. His first concern was that Alice had gone through three more hours of torment at Mike's hands.

  That he could do something about, as long as Mike didn't know Alice's family history. He didn't come across as the small talk kind of guy. He dialed Alice's number. It rang a few times.

  "Yes," she answered. She sounded harried.

  "Ms. Delacroix, this is Memorial Hospital. Your grandmother has been in a terrible car accident and she has requested that you come down. She will be going into surgery soon, so you
need to hurry." Even if she didn't recognize Taylor's voice, she knew something was wrong. After all, she didn't have a grandmother. Taylor heard some noise on the other end.

  "Who is this?" Mike asked. He sounded a bit out of breath.

  "Memorial Hospital -- Emergency Room Desk -- Nurse Riley; who am I speaking to?"

  "Never mind," Mike grunted. Alice got back on the phone.

  "I'm on my way."

  "Please hurry. I'll meet you at the Emergency Room entrance," Taylor replied. The hospital was two blocks away from him. He paid his tab and took a casual stroll. It helped work of the tension, and the guilt. He had a bad habit of putting women he liked through hell.

  When she pulled up, Taylor went with her as she parked and then walked her in.

  "What are we doing here?" she whispered.

  "I want you to do a Rape Kit," Taylor told her. Alice balked. "It's leverage. You don't say who raped you. You tell them you have to think about it before filing charges. You get the detectives' cards, and I'll take you home."

  "I can't charge him with rape," Alice cringed.

  "He doesn't have to know that. Alice, rapists get twenty years in prison; employees who embezzle, but end up taking no money have to find a new job. When faced with those facts, what do you think he's going to do?" Alice looked stunned. "I have him on tape raping you. I am about to have physical evidence he's raped you as well. I also have one other gift to put the nail in the coffin."

  "What is that?"

  "I'm going to stomp on his pride," Taylor nodded grimly.

  (Monday morning)

  It was early in the morning and Alice was at her desk. She was trying to keep the fear off her face.

  "What do we do now?" Alice grinned wildly with relief.

  "You call those detectives investigating your rape right now. Breaking some laws, Mike can be home in twenty-two minutes."

  "I've arranged for the cops to respond well before then. You tell them you have confronted your rapist and he's on his way home to attack his wife. They will be inside when he arrives and I think we can rely on him to go ballistic," Taylor speculated. "They will put him in jail for assaulting a police officer."

 

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