Olivia: The Hottest Mom Ch. 01

"How long, M...Olivia?" I wanted to avoid answering her question, not wanting her to laugh at me. That would have been so much worse than getting caught seeing her.

"A long while." That made sense; her husband Maximilian (never 'Max') had left her four years ago, and married his hot blonde second wife a year later, even though there were rumors he'd been fucking her long before the divorce. Mom gossip was the main source of my intelligence on the other parents, such as it was, and their break-up had provided ample fodder for hushed conversations.

"I'm sorry," I blurted out, not really knowing what I was sorry about.

Olivia leaned forward, pendulous breasts swaying with the movement, and touched my hand, gripping it for a moment. "That's okay, too, Cody." She paused. "So, do you like how I look?"

"Y-yes." I never stuttered, but the vision of loveliness in front of me, mere inches away, holding my hand the way no girl, no woman, had ever done, robbed me of my composure. It was a delicious sensation though, and I could easily imagine continuing to sit there for a long, long time, maintaining this most tenuous and fragile of physical connections there.

Her gorgeous skin had almost completely dried thanks to the heat, even though we were under the umbrella, and Olivia stood, releasing my hand while still watching my face. "Do me a favor, and yourself. Don't tell anyone you saw me naked, or that we had this little talk. You'll get bombarded with questions, and it would make things a little uncomfortable for me, too. Okay, Cody? Our secret?" She wasn't pleading, but really wanted my agreement not to reveal anything. It dawned on me she was talking to me like I was an adult, which I technically was already, virginity notwithstanding.

To be honest, I would have agreed to almost anything at that point. "Okay. I promise."

"Thank you, Cody." She picked up the towel and draped it over her shoulders again.

I stood awkwardly, and she smiled and looked down at my crotch, then stood herself, and stepped closer to me, looking into my eyes steadily, knowingly. "I know what you're going to do tonight, Cody." Her eyes bored into mine, intense, smoky, filled with lust and need. "You're going get naked in bed, or in the shower, and remember how I looked naked just now." Her voice dropped, low and sultry. "Then you're going to touch yourself, humping your fist until you shoot your load. You'll keep your moans quiet because you don't want anyone to hear, and you'll treasure those memories every time you jack off for a long time. I know I'm right..."

I couldn't deny it, couldn't say a thing, didn't know why she was telling me this, how she even knew.

Her voice was a soft purr. "It's okay, Cody. You have my permission to jack off to whatever you remember of me under the shower. Any time." She stepped back two paces, and grinned. "That's normal, too, and I'm okay with it." She indicated the table. "Don't forget your sunglasses, Cody. And I still want you to come by tomorrow for the pool. Okay?"

I scooped up my glasses, hadn't even been aware I'd set them down again, and this time put them in my shirt pocket. "Tomorrow, then..."

"Same Bat-Time, same Bat-Channel, Cody. Thank you for the talk." Then she turned and walked to the sliding door, her buttocks bare and moving with a delicious feminine motion I'd noticed before, but never with her, and she opened it and stepped through. I heard the click as the latch locked the door, and I finally headed home.

* * * * *

Olivia was wrong, a little. The instant I got home, I practically leapt into the shower to clean up from the yard work, and my cock had remained at full attention since her shower, and the whole walk home. Closing my eyes, I pictured her again, covered with nothing but water and sun. If she was perfect before, she was even more perfect now. This time, I envisioned her stepping up to me, slipping my shorts off, her hands cradling and gently rubbing my shaft, smiling, telling me it was okay for her to do this for me.

Grabbing a washcloth, I soaped it to a thick lather, then turned away from the water, furiously jacking off into it. I didn't last long, and had to lean on the wall of the shower stall, chest heaving for several minutes after my cock spit out the white, creamy semen I'd kept dammed inside. "Olivia, fuck me...," I moaned too softly for anyone to hear over the running water.

* * * * *

The community pool was filled with people, friends of mine and their families. Several of the moms were laying out, heads leaned in confidentially as they shared the latest rumors and news, some of them with their bikini straps daringly undone, sunning their sexy backs. Olivia wasn't there, and I felt some disappointment, wanting to see her in her bikini again, imagining it coming off under my fingers, leaning over to suck on her dark, waiting nipples...

"Dude!" One of my swim buddies pointed discreetly at my swimsuit. My cock was erect, and the thin material was tented and obvious as I sat there thinking of the older woman who was the first I'd seen naked in real life. I immediately sat up and hunched over, covering my thickening crotch with my t-shirt, making my erection less obvious. Embarrassment made it recede, and all thoughts of Olivia left my mind briefly when I saw a couple of girls my age, Nancy and Sheila, walk by and wave to us all. They were brunette and blonde, respectively, and their bikinis showed enough to be exciting to any boy or man here, and covered enough to keep disapproving fathers happy, or at least not scowling.

I dove into the pool, and the cool water made my hard-on recede further. I heard a couple of feminine giggles, probably at some private joke, and I hoped not at my waning erection under the thin swimsuit. I spent most of the rest of the afternoon and into the evening in the pool, coming out only when the PA announced they were close to closing for the night.

That night, I masturbated twice more to the memory of Olivia's gorgeous body, full lips which kissed me longingly as I imagined us naked in her backyard, under the stars. She was laid full-length against my body, and our hands wandered all over each other before she lay back and spread her legs, telling me to put my cock inside her, to fuck her all night. I heard her tell me it was okay before her back arched and my right hand picked up speed in time to the imagined humping I was giving her. Both times I came hard, biting back a loud, horny moan, putting my pillow on my face to muffle my orgasm, feeling my balls empty themselves convulsively, blanketing my fist with hot, sticky semen.

I did it again during my morning shower, watching as cum streamed out of my rigid shaft, washed away promptly by the hot spray. Getting dressed, I headed over to Olivia's, arriving right at ten-thirty and knocking on the door.

She opened it up, and I was relieved to see she was wearing blue jeans and a plaid blouse with green and pink lines on a field of white, the latter knotted just above her bellybutton. "Come in, Cody!" The house smelled clean, and she smelled of the same soap as yesterday, the same strawberry shampoo, and my breath caught when I saw a tiny droplet the towel had missed glide down her neck and under the shirt. Paying my stare no heed, she continued. "Right on time! I like that you're prompt and honest!" She walked me through the house to the sliding glass door, and to the pool.

I didn't dare mention our conversation from yesterday, and she seemed content to let me avoid the discomfort of seeing her naked again. No, not discomfort, desire. I wanted her body against mine, our lips locked in passion, full breasts pressed against my shirtless chest, before we sank to the ground and started frantically fucking...

"I'm sorry, what?" She had said something, and it sounded important. She pointed out the leaf scooper again. "Shake it out, but don't bang it against anything. It could break."

"Yeah. Sorry, Mrs. Nichols..."

Her lips parted in an adorable, fetching smile, with no slightest sign of the lust I was feeling. "I hope you get used to calling me Olivia, Cody."

"Sorry...Olivia." Did she want to be friends, like with my parents? All I could think of was that vision of her in the pool shower, her hands guiding water over her naked, inviting body, her ass and tits delightfully highlighted by the pale areas she didn't always tan, her lush bush, as thick and dark as the hair on her head.

She patted my hand maternally. "I'll let you get to it, Cody. Come in when you're done."

There weren't a lot of leaves, but there was some other trash, including a few single long black hairs that were almost certainly hers, and I used the brush to lightly scrub the sides. It took about an hour only because my thoughts kept wandering to yesterday afternoon, and the glorious vision of Jack's mother rinsing herself off, showering after her mid-day swim. I thought about it, and realized I hadn't seen a bikini on the ground, by the shower or anywhere, and wondered if she swam naked, too.

The leaves were all in a pile, gently shaken out of the scoop, which never touched the ground or anything until I hung it on the hooks over the long pool brush, both along the brick back wall. I gathered them into another lawn bag and tied it off. Knocking on the glass, I was relieved that my cock, probably tired from the multiple beatings I'd given it, was still quiescent, not looking for any reason to make itself prominent.

Olivia opened the screen door, amazingly still fully dressed, and asked me in. This time, my five was on the counter, and I folded it and put it in my pocket. "I don't need to check. I saw how hard you were working, and you did everything right. I'm going to have to keep you in mind for any other chores I need done." She turned, proffering an icy pitcher, filled with a frosty yellow beverage, redolent of citrus. "Lemonade?"

I gratefully took a glass, and tried to keep from gulping it down. She poured one for herself, and topped mine off, then shepherded me to the conversation pit to sit and join me.

For anyone who hasn't seen one, the conversation pit was an artifact of the sixties, and later the seventies, a lowered portion of the floor, or a sunken living room. Couches with backs lining the outside of the space, with one corner left open for access, and other cushions, bigger than ottomans, filling in the space between. It was wall-to-wall furniture, and my friends and I always thought it looked like the perfect place for sex, just rolling around and never worrying about falling off. I'd seen it many times when visiting Jack. The cushions on this one were a deep chocolate brown, exquisitely soft and sensual to the touch, and my mind wandered to how it would feel being naked with her on it.

Olivia kicked off her sandals, then climbed into the pit, made herself comfortable, sitting cross-legged and sipping her lemonade. I took another sip myself. It was cool, lemony and refreshing, and I fought the urge to drain it in one chug.

"Cody, I admire your work ethic. You work hard, you're on time, and you do the job right the first time. Other kids do a half-assed job while peeking in the windows, hoping to catch me with my top off or changing. One of them peeked into Carla's"—Jack's annoying little sister—" when she was about to change. She screamed and ran into the living room. That didn't half piss me off! Chased him out of here, never hired him again."

"Who?" I didn't mean to ask, and didn't need to know, really.

Olivia pondered my question for a moment, then, "No. I had some words with his parents, and they grounded him for a month. He still blushes when he sees me in the store." She seemed satisfied, and I saw no reason to press.

"How's the lemonade?"

"Great! Cold... I really appreciate you letting me do some work for you."

"You do good work, Cody. I'm happy to reward that kind of work ethic." She set her glass on the table behind the couch back, carefully settling it on a coaster, then she scooted forward a couple of feet, coming to rest, kneeling on the cushions, inches from my legs. Her tongue, pink and soft, darted out to moisten her lips, nervously or...something else. "Want to ask you something."

"Sure...Olivia."

"Was I right?"

"Right?"

Leaning forward, her voice low and husky, secretive even though we were the only ones in the whole house. "Did you?"

"Did I what?"

"Did you play with yourself last night while thinking of me?" She sounded eager, and this time she was panting a little, licked her lips again. "Tell me," she urged, not an order, almost a plea.

"Um, yeah." I became uncomfortably aware that my penis was bent downward, in the wrong direction, and was starting to thicken and awaken.

She grinned. "How was I?" When I just stared, my face burning, she chuckled. "I know I wasn't there, Cody, but was I good? When you imagined me, was I just naked or were we..." She trailed off, and I knew she wanted me to say the words first.

My mouth worked, and I thought about what I could say to her. "I imagined... We...had sex. I pictured you and me naked by your pool... It was night and the stars were out, and you wanted me to...fuck you, and I imagined I was inside you when I came..."

Olivia looked very gratified. "I thought you would. That look in your eyes when you saw me, and how hard you were when you saw my tits in front of your face. I knew you would." She heaved a deep sigh and closed her eyes for an instant, before opening them again. Still whispering, "Can I tell you a secret?"

"Okay."

Her breaths were coming heavily now, and I wondered if she was as horny as I was. "As soon as you left, I ran upstairs naked to my bedroom, lay back on my bed and rubbed my pussy until I came. Thinking of you jacking off to me being naked out back. Later, I was still horny, and I did it again, but this time pushed the handle of my hair brush all the way inside me. I imagined it was your cock filling me up, and I did it twice more afterwards, letting the handle fuck me hard." One hand crept forward and gingerly touched the top of my thigh, just above where my shorts ended. "Not scaring you, am I?"

Far from it, actually. Now my cock was almost painfully stiff, bent uncomfortably downward, and I was panting too, wanting our clothes strewn on the floor and her sleek sexy body against me, fuck the fact that she was my best friend's mom. "No," was all I could manage. Her hand crept up my thigh, stopping just below my crotch. Her eyes were luminous, drinking me in, and I coughed nervously.

"Can I ask you something else, Cody?"

"Okay." My whole vocabulary had shrunk to single words, and I couldn't move.

"I want you ask you to do something for me. If you want to. You don't have to."

I wanted to fulfill any request she had, especially if it meant her climbing on top of me naked and ripping away my virginity, but all I managed was a nod, and a quiet, "What do you want me to do?"

Olivia closed her eyes and gathered herself, then opened them. "Please take off your pants. Please. I want to...see it. See you hard..."

Stunned, I realized I wanted her to see it. I handed her my glass, which she placed next to hers, and fumbled with my belt, then the button and zipper on my shorts, slipping them and my boxers all the way down, past my sneakers and finally all the way off, and moved them away, just within reach. Now all I was wearing was my sweaty t-shirt and my socks and shoes. My hard-on, freed from its denim prison, sprang up, the head nearly at my navel, and Olivia voiced a soft, "oooh..." The fabric of the furniture was cool on my ass, and I spread my legs a few inches to give her a better view.

"Do you like how it looks?" I asked her that, not out of impertinence, but to know for sure that she liked what I had.

"Yes, Cody..." She was still whispering, sounding like she was in awe of it. No-one else had ever seen my cock out and hard, and she stayed still, her tongue wetting her lips once more. "Cody, do something for me." Her hand laid itself on the inside of my bare thigh, halfway to my balls. "Please..."

"What, Olivia?"

"Let me see you touch it for me. Gently."

My right hand moved almost without my volition, and my fingertips grazed the rigid pole. My cock jumped a little from the contact, and I heard her inward hiss of breath, the joy and anticipation of unspoken, overwhelming lust. I closed my eyes and ran my fingertips the length of my cock, from my balls all the way up to the swollen purple head, then back down.

Olivia whispered, "Yes..."

Still barely grazing the fleshy shaft, I repeated the motion, feeling my hand start to pick up speed but still going slowly, building the pressure inside me, along the whole length of my straining penis. Her breathing and mine synchronized, and I heard her covetous panting in time to my soft moans. I wanted her there, watching how much she had driven me wild, how much joy the vision of her naked body under the streaming water gave me, was now giving me again.

Her hand withdrew, and I felt her shift and move for a few moments, but nothing interrupted the stroking of my fingertips on my now-quivering hard-on. Intent on dragging this out as long as I could, I swallowed, and maintained the same speed. A moan escaped my throat as my excitement raged along the length of my shaft.

"Cody..." Her whisper was even softer this time, but startling anyway in the stillness of her living room. "Open your eyes..."

I peeked out from under my eyelids, and when they focused they shot all the way open. Olivia had slipped her own pants off along with her panties, and pulled her shirt above her ample tits, still bound by a black bra. She was leaning against the couch back just a couple of feet away, naked all the way below her tits, bare feet almost touching me. Two of her fingers were inserted inside her pussy, while the other hand stroked her clit. Her legs were spread wide, and she moaned when both her fingers went past the first joint, and further, almost all the way to her palm.

"Don't stop, Cody. Let me watch..." She cooed the last word, and her eyes flickered up to mine for an instant, fingers still working her snatch slowly, before going back to the view of my cock and hand, still playing along the length of my erection. I heard the moist sound of her fingers stroking the inside of her pussy, and smelled the musky scent of her womanhood, warm and thick and heady. I knew that was what I'd smelled on the bills she'd given me yesterday, and that awareness, and my questioning if she had purposely rubbed them on her twat, doubled my desire.

Now my fingers gripped my shaft, still moving slowly, building more and more pressure in my balls and cock. I kept my eyes open now, watching her masturbate, watching her watching me and being turned on by me, my cock. It seemed only fair after seeing her showering yesterday. "Fuck... You're beautiful..." Those words barely made it out before I wanted to speed up, finish and cum all over.

Olivia moaned again, and I saw her fingers, covered in her pussy juices, disappear and reappear inside her as she, too, picked up speed. Still whispering, "Cody, this is what I did last night, imagining you jacking off." She moaned again, still panting, but her eyes never left my erection. "Then I put the...ah!...brush handle inside me. Ahh! I pretended it was your nice, thick cock, baby. Slipped it in and out of me, like your were fucking my cunt, pounding me, making me...cum..." She moaned again, laying her head back, still she fingering her pussy. Her other hand moved up to her breasts and started kneading them, playing with them, too.

Fuck it... Gripping my cock with my whole fist, I dropped all pretense of going slowly, of lasting for her. She was hot and sexy, and seeing her finger-fucking herself drove me over the top. We were still alone, the house cool and secluded, our own private world in the conversation pit, both of us being turned on by the sight of the other's pleasure.