This is the eleventh story.

This is the story of Lily.

One of my odd jobs in my twenties was working at a small coffee shop in one of the beach towns south of LAX. It was a hell of a commute from where I was living at the time, but it paid well and the shifts were always in the morning, leaving the rest of my day free. Also the clientele tended to be well-off, and a lot of the women, young to old, were really hot.

Lily was a patron of this coffee shop. She was a mom, a wife, forty-years-old, with a natural brightness and beauty, stunning eyes and stunning smile, a fair freckled face framed by the sexiest sweep of dirty blonde hair. She gave off the vibe that she'd been living by a white sandy beach her whole life. Remember Jennifer Connelly in Top Gun: Maverick? That vibe.

She had an amazing body to go along with it, one that she wasn't afraid to flaunt. She'd come in wearing low cut tank tops that emphasized her c-cup breasts, over leggings that made her thick ass look firm and juicy.

She projected power and confidence but was always kind and always listened. We'd chat briefly by the end of the counter as I made her drinks, her clearly going through a bit of midlife boredom and very interested in me. I'd recommend books to her, fiction and poetry, and she'd come back in a few weeks later glowing about them, wanting to discuss them.  

I really got the sense if there wasn't a huge stone on her finger, and if her two kids wouldn't have needed a lifetime of therapy if mom cheated on dad with the local barista, we would've fucked very quickly.

And then she didn't come into the coffee shop for a couple months, and when she finally reappeared, the ring wasn't there. Apparently she and her husband had separated, were in early divorce proceedings. The kids were gonna need therapy but not because of mom, because of dad, who'd revealed he'd been sleeping with the nanny for a couple years.

"I'm so sorry," I said, after she told me. "Married to a woman like you. What an idiot."

With her powerful aura, I didn't think it'd be possible to make her blush, but I did.

"Yeah?" she said.

"Yeah," I said.

The eye contact lingered.

I got the sense from her subsequent visits that, fresh from the obligation to be faithful, to him or for her kids, she was eager to experience the same thing he had. And I was the lucky beneficiary.

One day when we were talking about the most recent novel we'd both read, I asked if she wanted to get coffee sometime and talk about it more. I'd just handed her a 12 oz. drip, and she looked at me wryly.

"A different coffee," I clarified. "Somewhere else."

She pulled out a business card and a pen, scrawled her cell number across it, and handed it to me.

"Text me," she said.

"I will," I said.

We eye fucked briefly and then she left.

I texted her that evening with no shame. She replied almost immediately, brightly, suggested we get brunch that weekend. We settled on 11 AM on Saturday, at a spot not too far from the shop I worked at. It was an annoying distance to drive on my day off, but if I did it for work, I'd do it for sex.

I got there first and grabbed a table on the outside patio. I ordered her favorite coffee drink and then sat back and waited. When she arrived, I couldn't believe that the woman walking in could was there to eat with me. She was wearing a white linen shirt and white linen slacks, looking like she'd just walked off a Windsor family safari. The shirt was unbuttoned down to her cleavage, and at a certain angle the fabric hung open enough that you could see the cups of her bra (but not that I was looking).

I stood and we shared a brief, intimate hug, and then she sat down.

"I've never been here before," I said.

"Oh, it's incredible," she said.

I looked around at the other patrons, a lot of couples, and I noticed I was getting a glance here and there from a husband or a wife.

"You think you might be recognized?" I said.

"I'm counting on it."

She was smiling at me, challenging me. Our coffees were dropped off. I took a sip.

"So hubby finds out from a golf buddy that Lily's fucking some young thing?"

"Pretty much."

"What makes you think I want to be part of your psychosexual revenge game?"

She lifted her leg beneath the table and pushed her foot against my crotch.

"Don't you?"

My cock stiffened against the sole of her shoe.

"Are we going somewhere after this?" I asked.

"'Hubby' has an apartment now," she said. "Up in Santa Monica. The kids are there for the weekend."

"I've always wanted to see your house."

"I've always wanted you to too."

The toe of her shoe pushed harder against my dick.

Brunch was now superfluous. We went through the motions, eating good food, drinking good coffee, having good conversation. But now that the cards were on the table, both of us just wanted to get back to her house for good sex.

When the bill came she paid and we left, her striding out in front of me. I noticed the same people giving us glances on the way out. I smiled back at them, feeling no shame about what I was involved in, happy to help serve Lily's purposes.

I walked her to her car, a white Range Rover, then got in mine and followed her back to her house. We drove closer to the ocean, the neighborhood getting cushier, the houses getting larger. We crested a small hill and she turned into the driveway of an absolute palace. I parked behind her.

She led me through the front door and closed it behind me. I looked around the foyer, two staircases sweeping up and away to the second floor. I looked ahead into the living room.

"Holy shit," I said.

The entire far wall was just floor-to-ceiling windows, and the Pacific Ocean was the only thing I could see on the other side, twinkling purple-blue beneath the sky.

I turned to Lily, and she was suddenly very close to me, her eyes just beneath mine, looking at the floor. She didn't move her head, but her eyes moved up to mine, and she took my hands in hers. I leaned in and kissed her. She kissed back and we held it, a single gentle kiss, the first foray. Then she pulled away, and led me by the hand into the living room.

"I have a question," she said.

"Shoot."

The living room was large enough to have a few distinct spaces, a sunken den with couches, a fireplace surrounded by chairs.

"If you wanted a blowjob from the nanny, where would you want it?"

My cock stirred. I looked at her.

"Where would I want it...in this room?"

She nodded.

I looked around. I stepped down into the recessed area, looked at the couches. I walked by the fireplaces, looked at the chairs. Then I looked out at the ocean, and followed its gaze back into the living room, saw a chair that directly faced it.

"Here," I said.

She walked over to the chair.

"Why here?"

"View of the ocean," I said. "Get pleasured by my servant while looking out at my domain."

She sat down in the chair, leaned back. Considered it. Nodded.

"Great."

She stood up, unbuckled her belt, pulled it off with a snap. I watched her watching me, her expression defiant. Then she unbuttoned her slacks, pulled them down her legs. Her legs were tan, slightly thick around the thighs, but with defined calves. She was wearing tan panties, and she pulled those down as well. Her pussy was shaved bare. As I took her in, she unbuttoned her top fully. She left it on, hanging open, then sat down in the chair, scooted her hips and butt to the edge, and spread her legs, baring her vagina to me.

"I want you to eat me out."

I looked down at her, content to be what she wanted from me, but wanting to challenge her too.

"I'm not your servant," I said.

"I know," she said.

"Just so you know that when I eat you out, you're not in control. You're at my mercy."

I got down on my knees between her legs and looked up at her.

"You'll have no choice but to come."

She bit her lip. "Fuck, I just got so wet."

I lifted her thighs onto my shoulders and looked down at her pussy. It was a beautiful pink vulva, a full flower, starting to glisten.

"You have a beautiful pussy," I said.

"Thank you," she said, softly.

I looked up at her. She looked more vulnerable than I'd ever seen her. I realized she probably hadn't slept with anyone but her husband in over a decade. This was a game, but there were humans involved. She deserved my best.

I lowered my face to where her butt pressed into the chair and I licked her pussy in one long go from the bottom to the top.

She gasped and thew her head back, her hands gripping the arms of the chair.

I smiled, and did it again. My tongue pushed over the edges of her hole, ran up her labia, over her clit. She tasted incredible, mature and salty sweet.

Her hands went to the sides of my head, grasping the hair around my ears. I put my hands around her waist, squeezing it, feeling the thickness. I licked up her pussy again, giving her clit a couple flicks at the end.

"When's the last time your husband ate you out?" I said.

"It's been years," she said, her voice breathy.

I licked her clit three times quickly.

"You deserve better," I said. "This beautiful pussy deserves better."

She moaned, her hands running around the back of my head.

I licked her clit in a few quick circles.

"Look out at the ocean and enjoy it."

I started licking her clit in a rapid light rhythm, up and up and up, over and over again. I moved my hands up under her shirt to her belly and applied light pressure, holding her down as her hips pushed up into my face. Then I dragged my fingers down her stomach and down her crotch and down the inside of her thighs and pushed out on her knees. I pushed my head deeper into her pussy and whipped my tongue back and forth across her clit.

She moaned, high-pitched. Her hands held my head tight and I felt her torso curve up against it.

"You're getting me close so fast," she said.

I moaned into her pussy, to show I heard her, to show I was enjoying it. I increased the speed and pressure of my tongue, dragging the whole flat surface up over her clit, making her feel every muscle.

"You're fucking amazing," she said. "Fucking amazing."

Her pussy was absolutely drenched now. I gripped her thighs just above her knees and increased the motion of my head and the speed of my tongue, devouring her. Her torso pushed back against the chair, her hands flew to the arms of the chair, her hips pushed up against my face, and she yelled:

"OH FUCK!"

And then screamed and came. Her body jolted back and forth, her legs shaking madly, and I kept licking her clit. She started moaning loudly, put her hands on my head and wrapped her body briefly around it, before letting go and spreading out again. I slowed up the motion of my tongue and her shaking subsided, and I felt her body relax fully into the chair, and I stood up.

She looked up at me. She was angled in the chair, her body and face flushed. Her shirt was hanging open around her breasts, heaving under a tan bra. My chin was drenched with her juices, and I wiped my hand across it. Her eyes moved down to where my hardening cock pressed out against the leg of my jeans.

"Oh my god," she said, staring at its length.

She pushed herself up in the chair and sat in front of me, running her hands down the outside of my thighs, staring at my bulge. She brought a finger to the base of my shaft and dragged it down its entire length and off the head. She looked up at me, her eyes wide with awe, before looking back down at it. She brought her hands to my zipper, pulled it down, and pushed a hand into my pants. Her fingers felt down my length, wrapped themselves around my girth, and then she furrowed her brow in concentration as she worked to drag it out through my fly.

When it swung up and out, she put her head against my thigh and looked out its length.

"You're twice as big as 'hubby,'" she said.

She looked up at me.

"I don't know if my pussy will be able to handle it."

"It's gonna have to," I said.

She bit her lip, looked at my dick again, and gave it one long tug. A bit of pre-cum oozed out the end, and she opened her mouth, stuck out her tongue, and gently licked it up.

"Holy shit," I said.

She smiled up at me.

"Your turn in the chair," she said.

She stood up, and as I pulled my jeans off she pulled her shirt off and undid her bra. She tossed them both aside, and as I sat down I looked up at her breasts, big and full, a slight sag to them, with dark brown nipples. I looked over her entire body.

"You're stunning," I said.

She smiled and lowered herself to her knees between my legs. She wrapped both of her hands around my cock and started slowly tugging up and down its length.

"I'm your servant now," she said. "I'll do anything you want."

"Anything?" I said.

"Anything."

I leaned forward, grabbed her chin, lifted her face, and kissed her fiercely. She kissed back, hard. Then I pulled away and, still holding her chin, looked her in the eye and said:

"Suck my cock. And swallow my cum."

She grinned, I let go of her chin and sat back, and she dove onto my cock. I moaned as she started sucking, her mouth stretched open to fit my girth, her lips wrapped tight around it. She was passionate and vigorous like older women tend to be, not wasting any time or energy on anything but enjoying the act of sex. She was able to fit about half my length in her mouth, making wet gagging noises each time she pushed it as far as she could. Her hands twisted and tugged around the base of my shaft, every part of my cock being stimulated at once.

I exhaled and sat back and looked out at the ocean as she worked. I could see the appeal of fucking the nanny, that tight young thing in awe of you as a man, dedicated to pleasing you, letting you stretch her every hole, but it was matched for me by the appeal of fucking the beautiful, experienced, confident older woman, more likely to actually fuck you back and fuck you well.

I looked back down at her, watched her beautiful face furrowed in concentration as she blew me. I sat up and leaned forward, looked down her back to where her ass curved against the heels of her feet. I gathered her glorious blonde hair up in my hands and held it in a bunch behind her head, and she moaned and on her next push in kept my cock buried in her mouth and just bobbed on it here, pushing it against the back of her throat, making quick gagging noises.

"You're so fucking sexy," I said. "I don't know what the fuck he was thinking. You're so fucking good at this."

She pulled off my cock and gasped, drool falling out of her mouth, and she looked up at me, my hands still holding the hair behind her head, pulling her neck back.

"Your cock is amazing," she said. "So big. It stretches my mouth so wide."

"You're getting me so close. You're gonna make me cum so hard."

"I can't wait to swallow it. Suck you dry. I want all your cum."

I pushed her mouth back onto my cock and she started sucking with even greater vigor, her hands tugging and twisting even faster. Pleasure swelled throughout the entire lower half of my body.

"Jesus Christ," I said. "I'm gonna cum so fucking hard."

She mmhmmed and kept sucking and my whole cock sung with pleasure now and I looked out at the water and I came, my hips bucking up, an ocean of cum spurting into her mouth. She moaned long and deep and her throat started working, and she kept moving up and down my length, my dick feeling electrified. I twisted back and forth in the seat, my hands batting at the arms of the chair, everything feeling so fucking good, until I was done coming and she slowed up, swallowed the last little bit, and popped her mouth off my dick.

"Holy shit holy shit holy shit," I said, my hands covering my face.

She giggled, the sound of a woman twenty years younger, and stood up.

I looked at her naked body, then up at her face looking down at me.

"When's he gonna be ready to go again?" she asked.

"With your body? Soon."

She grinned.

"Good. Because now I wanna know where you'd fuck the nanny."

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Thanks for reading! Part 2 coming next week. If you want more stories like it, plus NSFW AI-generated images of Lily and the other girls I write about, please consider subscribing to the Jack's Adventures Patreon.