Helping Mrs. Masters

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Helping Mrs. Masters Page 9

by Jason Lenov


  She let out another shriek but started to grind against my face.

  I worked a hand out from her grasp and slid it along her ass until I felt the wet split of her slit beneath my fingers. Working them into the clear juice dripping from her, I found her hole and pushed two of them inside.

  She started breathing heavily and squirming on the bed.

  I pulled the fingers out, then pushed back in, the whole time licking around her clit with gentle but firm strokes.

  Her shrieks turned into a steady mewl, a pained and begging sound that had my cock aching and jumping between my legs again.

  As I felt her pussy start to clench, I slowed my fingers, fucking her softly as my mouth did most of the work on her clit.

  The mewling stopped and her breath came in short, ragged gasps, then stopped completely. For a moment she seemed to hang above the abyss of an orgasm, her mind suspended by what I'd done to her pussy. A split second later she came crashing out of the seeming bliss, convulsing on the bed and screaming as her pussy clamped down on my fingers and I felt her clit rise in my mouth.

  I didn't expect the hot splash of cum that shot out of her, past my fingers and onto my bare chest. I'd never seen a woman squirt before, at least not in real life but it was hot once I realized what was happening. By the time her orgasm had faded, clear and sticky liquid was dripping from me as I climbed up onto the bed ready to shove my cock in her still throbbing puss.

  Stef slapped her hands down on my ass, spread her thighs and welcomed me into her soft, tight hole. She looked up into my eyes and bit her lip, moaning as I sank into her wet heat to let me know it felt good.

  I wasn't quite as close this time. I fucked her slowly, letting my dick slide in and out, enjoying the way she closed around me, sealing me inside. When she started squirming and clawing her nails into my ass, I knew she was ready to come again.

  My thrusts got harder and I drove my head deeper into her cunt as she locked her legs around my back.

  She looked up. Her eyes were wild but with a shadow of worry. "Sammy," she whispered, biting her lip.

  "What's up?" I asked, still pumping, my body ready to seed.

  "I... never mind. Never mind, it's fine."

  Well fuck.

  I knew exactly what she had wanted to say. I knew because Laura had sounded exactly the same that day she let me come in her pussy. I slowed my fucking and sighed. "You're not on anything, are you?" I asked.

  Her eyes narrowed for a moment. "What? How did you know that?" she asked, sounding suspicious.

  "I can pull out," I said, not really wanting to have a whole conversation about it now.

  She slapped her hands back on my ass and I felt her legs tighten around me. "No. I'm serious. It's fine. I'm sure it's going to be fine. I want to feel it. I want to feel you fill me."

  And with that any hope of me being reasonable and pulling my dick out of her went up in smoke. I started fucking her hard, trying to punch the end of her womb with my cock. The noise of my hard dick slurping into her wet pussy drove me nuts. I felt my face heat up. My nuts tightened. I grunted and felt the first pulse of sperm shoot through my cock. "Oh fuck," I whispered as my spewing cock started to fill her up.

  Her eyes widened as her body started to grind against mine. "Are you coming inside me?" she whispered, breathless.

  "Yes," I moaned through the thickest part of my orgasm.

  "Fuck. Say it, Sammy. Say it!" she shrieked.

  "I'm fucking coming inside you!" I roared, another burst of hot seed coating her womb.

  In that moment I felt her legs tighten around me even harder. She threw her head back onto the pillow and screamed. Grabbing her breasts with both hands she worked her fingers down to the nipples and started tugging at them. The whole time her pussy clenched and clamped around my cock, squeezing the last drops of my semen from the head.

  Her squirming got more violent and she twisted from side to side on the bed until her body just seemed to give up and she collapsed, exhausted but seemingly fulfilled.

  I pulled my cock out of the gooey mess inside her cunt, crawled over her thigh and laid down next to her.

  And fuck me if I didn't start feeling that same feeling I'd had for Laura. It really felt like there was something there between us. Something remarkable and original. Something that could be strong. "That was fun," I whispered, touching a finger to her cheek.

  She opened her eyes and a smile fluttered across her lips as her head rolled to one side. "I had a good time," she said, her voice sleepy. Then, without even crawling under the covers, she drifted off to sleep.

  Chapter 16

  I slept pretty well that night despite my fucked up dreams. When I woke up I could tell by the light coming in through the window that it was still early. Stef was snoring gently next to me and I crept out of bed to go take a shower.

  As I stood under the shower, the hot water waking me up, the light of day along with the sobriety that came after a good night's sleep brought fresh questions to my mind.

  This was, in fact, quite a fucked up situation. Maybe the fact that I'd fucked Laura had been a little hot the night before, but now it was nothing but a headache. I sat there with steam billowing into the bathroom and hot water running down my back, wondering what I should do.

  As I stepped out of the shower I'd almost made up my mind to face the music when Stef stepped into the bathroom. Completely naked and rubbing the sleep out of her eyes.

  "Hey there," I said, forcing myself to smile good morning.

  "Hey," she muttered. Like a zombie she shuffled over to the tub, stepped inside and turned on the water. She groaned loudly as the water splashed against her back.

  I couldn't help but glance through the translucent shower curtain and sneak a peek at her nipples hardening from the temperature change. I stood there for just long enough to make it awkward before wrapping myself in a towel and opening the door.

  "Hey!" Stef called out from the shower.

  "What's up?"

  "What are you just going to walk out of here like we're married and you don't want to stare at my body anymore because it's so old?"

  I smiled at her joke, walked over to the curtain and pulled it open a little bit. I let my eyes roam down her wet body, rivulets of water running down all the valleys her toned muscles made. My cock jumped at the sight of her tight pussy and the thought that maybe I'd be inside it again soon. "Is that better?" I asked.

  "Get in here," she said. She reached out and pinched my nipple.

  The pain from it made me yelp but it sent a pulse of lust through me, too. I stepped into the shower with my towel still on, only letting it fall off after it was already soaked with water.

  "Oops!" Stef giggled. She was still holding my nipple and she gave it a twist making me wince with pain.

  "Shit, stop that!" I said with a chuckle and swatted her hand away.

  "Alright, alright!" she said, smiling and pretending to swat back at my hands.

  Her playfulness was very cute and of course my cock started to grow from being naked with her in the shower.

  She looked down at it then, without any embarrassment, cupped her palm beneath it and lifted it up. "You've got a really nice cock, you know that?"

  It felt great having her warm hand squeezing me and I grew in her palm which made her smile. But at the back of my mind I had the nagging feeling that I should take care of something before this went any further. Even if it was just going to be a fling it didn't feel right not telling her that I had a history with Laura. "Hey Stef?" I asked, stepping back and pulling myself out of her hand.

  She frowned as she looked up at me, her blue eyes darkening. "Wait, what?" she asked. "You're a guy. You don't get to do that!" Then she cracked a grin and reached out and grabbed my cock again which was a much easier target now that it was hard. She tightened her grip around it and gave it a stroke, then another one.

  I felt my resolve start to weaken with the promise of sex but I did my best to resist the temptat
ion. "Seriously," I said quietly, trying to pull myself away again.

  "Seriously?" she asked. "You want to talk seriously? I'll tell you something serious. I'm serious about getting you off in the shower this morning so that you're not the two minute wonder today!" she said with a sly grin.

  It only stung for a second and I thought I did a pretty good job of covering up my reaction but I guess not.

  "Oh... shit, Sammy, I'm sorry! I didn't mean it! I was just joking!" She stepped closer, still holding onto my cock and put the palm of her other hand on my cheek then pressed her forehead against mine. "I was just joking," she repeated. "It was a stupid joke. I should... I'm an idiot sometimes. Just ignore me, okay?"

  I felt like a little boy being comforted after his mommy had told him something that hurt his feelings. That was slightly humiliating in its own right. The fact that she'd started stroking my cock as she consoled me was... just really fucking confusing. "I'm sorry about that," I muttered, trying to think of some other way to apologize for my overactive orgasms.

  "Sammy," she whispered, caressing my cheek, "I told you, don't worry about it. I had fun." She paused for a moment until I looked up into her eyes. "But I'm still going to pump one out of you this morning. I want you ready for anything today."

  I was already breathing heavily with excitement and I'd felt my nuts tightening up but I was determined to last a little longer than I had the night before. But when I looked down and saw her wet hand running up and down my cock, when it dipped to the underside and the tips of her fingers touched my balls, I knew it was kind of a lost cause. Maybe she was right. Maybe I just needed to stroke one out every morning so that I was ready for whatever the day brought?

  "Oh my God, Sammy, you're totally getting ready to come, aren't you?"

  Yeah. I was like, totally ready to come and it was annoying and fucking hot that she was pointing it out.

  Stef was staring into my eyes, a smile flirting with one side of her mouth, then the other, like she was enjoying my awkwardness and arousal. She squeezed her hand and started pumping me pretty hard and felt the first wave of pleasure surge through me.

  My jaw dropped a moment before I thought I was going to come.

  But instead of stroking harder and finishing me off, Stef stepped away, let go of my cock and pressed her thumb and forefinger against my glans instead.

  I felt the most intense shiver pass through me as I balanced on the edge of climax then slowly edged away. I had been so close, my pelvis tight and ready, and feeling myself drift from the moment was an incredible rush. I looked down to see the smallest glob of pre-seed drip out of the head of my cock but no more. I looked back up to see Stef grinning.

  "Yeah? Did you like that?" she whispered.

  I had liked it but I think more than anything I had liked how in control she was. There was no guessing or wondering what she wanted sexually. She knew what she wanted and she went for it. And that was fucking hot.

  She stepped closer again and lifted my hand, putting on her breast and making me squeeze.

  My cock jumped in her hand at the feeling of her soft boob and that made her start stroking again.

  "Tell me when you're almost there," she whispered.

  I stood there kneading her breast and letting her stroke me back up to the brink of an orgasm before I grunted "Fuck, I'm almost there!"

  She pushed my hand away from her tit and stepped back again. I felt her finger and thumb press against my glans a split second before I felt cum rush into my shaft. The pressure was enough to stem the tide. Instead I stood there gasping and staring at my own cock being squeezed, my legs almost shaking from exhaustion.

  Stef held me like that for twenty or thirty seconds before giggling and stepping back into position. I felt my cock tough the inside of her thigh. "Okay," she said "I think you've been a pretty good boy. Would you like your reward?"

  I knew she was enjoying this. She was enjoying toying with me even if she wouldn't have called it that. She would have just said she's assertive and if a man got upset about something she did, she would apologize right away and let him have whatever control he thought she'd taken. But then, when his guard was down, she'd inch her way back into it, taking tiny little pieces here and there until she had him eating out of her hand.

  I knew this. I knew women like her. I'd never dated one because I'd been terrified of it but I knew women like her. They scared me and at the same time turned me on like nothing else did.

  As Stef started stroking my cock again and staring into my eyes, I knew also that there was no way I wasn't going down this rabbit hole. It was too exciting, letting her steal tiny bits of control from me. I wanted to see where it ended. I wanted to know where my boundary was. Where would I say enough is enough? Maybe this was only going to be a fling but it was going to be a roller coaster of one. I felt the cum pool at the base of my cock again as I hardened in her hand. "Careful," I whispered. "I'm going to come."

  The smile faded from her lips but she kept staring at me with those deep blue eyes. She was jerking me hard now, insisting that I come. "I already told you. That's what I want."

  It was so hot hearing her talk to me like that. It was almost like she was scolding me and it really turned me on. Looking down I saw my cock, red from rubbing and heat, start to jerk and flex as warm cum started to spill out. I looked back up to see Stef smiling at me as she racked my body with pleasure with her hand. It wasn't the warm smile of a new lover happy to be pleasing their partner. It was much more sinister and sexy than that.

  It was the smile of a woman who knew she was taking control.

  Chapter 17

  We had an early dinner at Laura's that night and it was single-handedly the most awkward moment in my life up to that point.

  It wasn't for anyone else being awkward. Laura acted like nothing weird was happening at all. Stef, who was clueless, just chatted away about the weather and how much trouble she'd had getting time off from her job to come visit.

  I sat there mostly staring at my plate and trying not to meet either of their gazes because of how badly I felt. By the time we'd all finished our breakfast Stef said she had to change and headed upstairs leaving me alone with Laura.

  Laura waited until she'd heard the door close upstairs before saying anything. "So?" she asked.

  I looked up at her but all I could do was look confused and shake my head.

  "Did you have a nice time?"

  Talk about feeling like a school boy. My face started to burn with... fuck, I didn't even know what anymore. It wasn't shame. I wasn't ashamed at what I'd done. Although I wondered if that was what Laura was trying to make me feel. I wasn't really embarrassed by it either. The whole thing was just so weird and that was making me blush. "Why'd you invite me over here last night? If you knew something like this could happen?" I snapped. I didn't even understand where that had come from.

  Laura's eyes opened in shock. "Sammy," she said quietly, "what are you talking about?"

  I immediately regretted what I'd said because her reaction seemed so genuine. Maybe she really wasn't trying to make me feel bad? Maybe she had just asked an honest question and I'd snapped at her like a dick? "I'm sorry," I muttered, "I thought you were... " I trailed off without saying it because I would have felt even stupider if I had said it out loud.

  "You thought I was trying to make you feel guilty? For sleeping with Stef?"

  For fuck's sake. Did she really have to say that out loud?

  "This is fucked," I said, shaking my head and pushing my chair away from the table.

  "Sam, hold on." Laura put a hand on mine to keep me from getting up. "I'm not saying any of this to make you feel bad. Hell, I'd love it if you and Stef ended up together." She was speaking quietly and glancing in the direction of the stairs like she really didn't want Stef to hear what she was saying. "This is just about what I said last night."

  "Last night?"

  Laura sighed. "I told you. Stef has always been a little... wild. You're such a
sweet guy. I don't want to see you get hurt. That's all."

  Now that I was sober, hearing her say that made me more resentful than it had last night. Who the fuck was she to talk to me like that? It didn't make any sense to start arguing with her, though. I'm not that kind of guy and she seemed pretty genuine about what she was saying, no matter how misguided it was. "Look, I'm not worried about that part. What about this?"

  "This?" Laura asked.

  "This!" I said, wagging a finger between us. "What about this? This is fucked up!"

  "Oh, you mean us," Laura replied. She started shaking her head and opened her mouth to explain when Stef showed up.

  "You ready?" she asked, bubbling with enthusiasm about whatever it was I was supposed to be ready for.

  "Uh, ready for what?"

  "Aren't we going to hang out? Mom said you're doing not much of anything for the next few weeks."

  "Uh, sure," I replied, completely unsure. I glanced at Laura but she'd put on a tight smile that meant that whatever conversation we were about to have was over. At least for now. "What are we doing?" I asked.

  "You like dancing?" she asked.

  "Dancing? What kind of dancing?" I asked.

  Stef cracked a smile. "You'll see!" she said, slapping her hand on my shoulder. She reached down and grabbed my arm and hauled me up out of my seat. "Come on. I'll tell you about it on the way. Bye Laura!"

  I looked over my shoulder to see Laura's smile waning as we left. As Stef dragged me through the door and out of the house I started wondering about what Laura had been going to say about Stef and I. I barely noticed that we weren't taking the car, my mind lost in my thoughts, until I realized we were stepping onto a city bus. I looked over at Stef who seemed giddy. "Okay. So seriously, where are you taking me?" I asked.

  It was only then that I realized she'd changed. She was wearing a loose fitting shirt and shorts that were a little loose, too.

  She saw me checking her out and giggled. "What's the matter? Don't like my outfit?" she asked.

  "Uh, no. I didn't say that. It's... relaxed."

 

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