Chapter 06


As I maneuvered through the suburb’s streets, I lifted my hand from her thigh and enjoyed her sigh of disappointment. There would be plenty of time to enjoy her body later. It was better to work her into a frenzy to break past those long-standing inhibitions.

Her condo was a three-story place, tucked up against its neighbors and with a tiny little back yard. I noticed a cat dart away from one of the upstairs windows when the garage door rolled open, and I pulled the Porsche inside. The garage was barren, which I guess made sense if you were a late 30s single woman.

There was an awkward moment when I stood beside the stairs leading up to her place, but I didn’t make it any less so when I refused to step aside and make it easy for Nancy to sidle past me.

“You can squeeze through,” I said, enjoying the way she hesitated for only a moment before pressing herself against me and sliding past.

As she did, I made sure to grind my crotch against her and I watched her eyes wide, pupils dilating as its length dug into her hip. I could have kissed her there. I saw the hunger for it in her face, but I suspected that would be rushing things. As eager for it as Nancy was, she was like a skittish bird, ready to fly away or fall into emotional pieces of pushing too far too fast.

“Would you like a drink?” She asked, after unlocking the door and pushing her way into the apartment.

The inside was richly decorated. I don’t have an eye for such things, but it felt homey, while looking like it came out of a catalogue. Instead of stopping in the living room, I followed Nancy into the kitchen, where she took down a bottle of wine and poured two glasses. When she turned with them I her hands she let out a little squeak of shock when she found me standing right behind her.

“I didn’t come here to drink wine,” I said, “I came here to fuck.”

I loved the shock that swept over her face, and almost laughed when she lifted a trembling hand, nearly spilling the wine across her front when she drank it down. The second glass emptied as quickly as the first and raising an eyebrow to ask, ‘are you done?’ She blushed, passed me the empty glasses shyly.

“You have no idea how beautiful and sexy you are,” I breathed, setting the glasses aside and slipping a hand over her hip and the other up to cup her smooth cheek. Nancy’s breath caught at the unexpected compliment, but she didn’t shy away from the contact and even darted forward, stealing a quick kiss.

“You really think so?” She asked, blushing as she tasted the place on her lips where ours had touched.

“You know I do,” I said, pressing my hips forward and trapping her between myself and the counter as I pressed my hardness against her.

She still didn’t look like she believed me, and I set the glass down and cupped both of her cheeks in my hands. Drawing her face forward, I pressed a kiss to the MILF’s thick lips. There wasn’t the explosion of emotions or the taboo charge when I’d first kissed my stepmom, but I was surprised to find Nancy was an excellent kisser.

Her lips were soft and responsive, while her tongue darted into my mouth, teasing and caressing my own. The kiss dragged on, and I couldn’t help running my hands down her body and feeling the curves I’d been longing to all week.

Nancy wore a pantsuit from work, and I pushed the jacket off her shoulders, hands slipping beneath it to cup first one massive breast then the other. I heard a moan of desire escape my throat when I felt their solid weight in my hands, and again when her large nipples hardened beneath my touch.

“Where is your bedroom?” I asked, after breaking off the kiss.

Nancy’s eyes looked lost for a moment. It looked like she’d forgotten who and where she was in the heat of our embrace. Then what I’d asked registered, and I saw the spots of color in her cheeks deepen as excitement filled her.

“Upstairs… but I need to freshen up first and… oh god.”

Ignoring her words, I reached up and plucked the top button free of her blouse. The silky material parted, revealing the pale skin beneath. Plucking at the next button, I pulled the fabric away from her body and glanced down inside with a critical eye.

“You need to get naked, woman. Because I’m tired of wanting what’s right in front of me.”

“Oh god,” she repeated, eyes wide and lips wet as she backed up before me.

“You still want to hear that story, right?” I asked, and she nodded eagerly.

“I want to hear everything! Every wicked detail.” her face was scarlet, but Nancy ignored her own embarrassment as she spoke.

“Good,” we were at the stairs, and I backed her up them, unable to keep my hands off her soft curves as she stumbled before me. “Because I can’t wait to feel these lips around my dick.”

“Oh god!”

The repeated refrain was getting tiresome, but I forgave the woman, because she was clearly in a new situation. Her kisses and touch were eager, but shy and oddly innocent. Her hands gripped my waist, and touched my chest, abs and arms, but she hesitated to touch my hardness, even through pants unless coaxed into it. She was shy about being touched, or looked at as well, and I sensed this had to do with insecurities.

When she staggered backwards into her room, I snagged her hand and pulled her with me towards her bathroom. It wasn’t into the lavatory I took her, but to the closet beside it with its full-length standing mirrors. Light reached us from the kitchen and through the bedroom windows, giving just enough illumination so we could see each other clearly, while still standing in shadow.

Turning her to face the mirror, I reached up and ran my hands down her shoulders and the outside of her arms. Nancy shivered, but I ignored her shyness as I began peeling her clothing off, one piece at a time. When she reached up to stay my hand, I pushed it down to her side.

“I’m in charge this evening,” I whispered in her ear as I stepped right up behind her, pressing my stiffness against her plump rear. “And I want to see this sexy body before I use it.”

“You’re serious,” she said, and I saw the truth of it sink home as she watched my face’s reaction in the mirror.

Still disbelieving but watching me with a kind of shocked awe, she accepted my touch as I plucked the blouse off her, slipping if over her shoulders and down her arms. Nancy shivered and her blush extended down her neck to the top of her chest, but she stood tall and proud as I drank in her curves.

A thick black bra encased her heavy breasts and my dick throbbed with need as I hefted and cupped both. She stood like a toy for me to play with, as I tugged the clasp free and ran my hands beneath the thick material. Finding her hard nipples, I gave both a pinch, and Nancy let out a gasp, eyelids fluttering and tongue touching the roof of her mouth as she ground her ass against my crotch.

Taking my time while using my hands to tease and caress her body, I slipped her jeans down over the swell of her ass. It was all I could do not to push the busty MILF down right there and pound into her soft butt, but I sensed if I rushed things, Nancy would freak out, ruining the experience for both of us.

When Nancy was practically vibrating with desire, and the only article of clothing she wore was a pair of black panties, I stepped away from her. Nancy staggered as if I’d removed her support, and looked around in fear, like I might be abandoning her. When she saw me moving back to her tall bed, my hands on the belt of my pants, she raised a hand to her lips, eyes widening, and her massive breasts gave a delicious wobble.

“I want to watch you crawl over here,” I said, licking my lips as I took in her sexy body. She dropped instantly to her hands and knees and bit her bottom lip nervously as she crawled towards me. The sensitive nipples capping her heavy breasts brushed the carpet as she made her way towards me, causing Nancy to shiver every time they did.

“You weren’t joking about telling me, were you?” She asked, with more than a hint of worry in her tone.

“No,” I grinned. “But I’m surprised you want to hear them.”

“It’s like having a rockstar of my very own,” she hunched a little as she stopped before me, and I tilted her head up with a finger under her chin.

“Never be ashamed around me,” I said softly, trapping her eyes with mine, “And I’ll never lie to you.”

Nancy’s eyes softened, and I kissed her, our tongue warring. Surprisingly, she took the initiative as her hands fumbled at my waist, tugging down the zipper of my pants and slipping her fingers into the waistband. I sat back on the edge of her bed as she tugged them down and almost laughed out loud at her gasp of shock when my dick sprang free.

“Oh, Jake,” my MILF boss breathed, the air warm against the bloated tip of my dick. “It’s beautiful… Jesus!”

Running her fingers along either side, lightly, she turned her head to the side to take in my turgid length. She blushed when she saw me watching her, but didn’t stop with her inspection. Nancy reached up to remove her glasses, but I stopped her.

“Leave them on,” I said, feeling my cheeks heat. “I like them.” Nancy smiled and pressed her lips to the head, earning a hiss of pleasure from me that brought a smile to her lips.

Her tongue slipped out and circled the head, slowly, while her fingers circled my girth. She seemed scared to take it into her mouth, but I guided her with a firm hand on the back of her head. Coaxing her thick lips apart, I watched her eyes widen and jaw creak as she sucked me into her mouth.

“Mhmm, it all started when she walked into my threesome in the hot tub… or maybe even before then,” I grinned when Nancy let out an eager moan and continued with my tale.

I told her about that first night with mom and was surprised at how excited Nancy got hearing the taboo tale. The scent of her sex filled the bedroom, and I caught several lines of her wetness dripping down her thighs as she worshipped my dick.​
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