Leah

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An Old Affair. Renewed.
4.1k words
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It's 3:30 and Leah is waiting in my office's reception space.

A 5'4" brunette beauty, I first met Leah for a networking coffee six years ago. Although I was married and she wore a large and beautiful diamond engagement ring on her left hand, I was mesmerized by her beautiful blue-green eyes, beautiful 28-year-old face, and a body that — well, just wouldn't quit. She couldn't weigh but 110 pounds, with a beautiful taut ass that I noticed as she walked to the table, and stocking-clad legs in an appropriately professional skirt that ended just a few inches above her thigh.

I could hardly focus on her business pitch as my mind wandered to what must be under those clothes. And when I went home that night, I couldn't help but send her a casual text message. One thing led to another and soon I was confessing my attraction. She reciprocated with a photo from her bathroom, a bra pulled down just a few inches so that it only half-covered her small, perky tits ... allowing a perfect, pink nipple to poke out from above the fabric.

A torrid affair followed for about a year, with her typically sneaking into my home during the workday — and I spending the time after fastidiously vacuuming the marital bed so that my blonde wife would not question a stray brunette hair on the comforter.

After one particularly amazing morning, Leah stopped responding to my texts. Without explanation. And I was left for the next five years with only the photos, videos, and memories of our time together. Countless nights, and mornings, and afternoons were spent watching those videos. My cock disappearing into her perfect, tiny, shaved pussy. Her riding me cowgirl and screeching with pleasure as she bucked like no woman I've ever known. Her mouth around my cock. Her rubbing her pussy with her left hand, engagement ring still on. And on one occasion that was thankfully documented, my cock slipping into her ass as she moans and shrieks, including one particularly squeaky, "You feel huge!" as my cock inched further and further into her perfect ass.

But the videos and memories were no replacement for our time together. And I frequently wondered what went wrong, why she ghosted me, and why I had never made a play for more than a casual sexual relationship.

Until one day two weeks ago when she sent me a LinkedIn message. Some casual platonic catch-up led to me asking the question that I had been resounding in my mind for years: what went wrong? "That's an in-person discussion," the bubble popped up in the message window. "Why don't we have coffee and talk about it?"

A few days later, we sat at a coffee shop, hailing back memories of that first coffee we'd shared years ago. We caught up on life. She married the man who had put that ring on her hand and had a young baby. I had divorced and remarried myself. I don't know what gave me the nerve, but I slid my leg under the table and pressed my shin against the underside of her calf. She looked at me with a sultry smile, and my brain went into overdrive. Was she going to fuck me again?

Our messaging began growing more frequent. Until soon the pictures resumed. This woman takes amazing care of herself, and her perfect body had somehow gotten better - and not softer - after motherhood. Her flat feminine stomach had melted away just a bit, revealing amazing abdominal muscles in a visible "V." Her breasts were slightly larger, but without a hint of sag. And her nipples had somehow grown even more prominent and beautiful.

"Are we going to do this?" I asked her one night.

"I'm going to fuck you again. I don't know when. But it WILL happen," she responded.

A few days later, I am checking into a hotel and she is riding up the elevator a few minutes later to meet me. I met her at the elevator and walked back to the room, and as the door clicked behind us I turned around and before I could take her in my arms, she moved into me, put her hands on my face, and sunk into a beautiful, lover's kiss. All of the intensity and passion that I remembered was back, with an urgency that only five years' of absence could create. She pressed her body into mine (I had been working out myself and the paunch I carried years ago had itself grown flat as my shoulders and arms strengthened). Her hard stomach pressed against my harder cock and she moaned as we bit one another's lips and our tongues danced.

I grabbed the hem of her dress and pulled it up around her ass, my hands grabbing her spunky cheeks. As our kiss continued, I slid the thong to the side, and reached behind her tiny ass and between the cheeks until I found the wetness of her perfect pussy. She moaned that moan I had come to know and love, and she slid the shoulders off her dress and soon I was lifting it over her head, and she followed by sliding her panties down. She looked even better than I remembered, not a hint of hair above her pussy. I threw her to the bed and kneeled before it, and her legs wrapped around my head.

I didn't have the patience to tease her, and instead my mouth dove straight into her beautiful nectar. She tasted beautiful, a hint of lemon and a beautiful musk betraying her arousal. Her legs squeezed my head as my tongue slid into her opening and my nose brushed her clit. I remembered what did it for her, though, and I moved my mouth up to her clit and gently sucked it into my lips while I extended my tongue to play on her swollen button.

She came. Repeatedly. And the sounds of her orgasm echoed around the room. When she couldn't take another, I stood up and shed my own clothes. Taking her by the hand, I paraded her to the floor-to-ceiling window and pressed her chest up against it, mashing those perfect breasts against the glass.

My cock was more ready than it had ever been. I didn't need to use my hand, as it was standing straight up at attention, allowing me to guide it up to her soaking wet pussy. As I got ready to plunge inside, I felt a cold wind blow through the room and she exhaled a breath. Somehow it was a different breath than I had expected. And I paused. Only to have her turn around, collapse into my arms, and start crying. "I just can't..." she sobbed.

Excuse me? She met me in a hotel, shed her clothes, and wrapped her legs around my head while I tongued her to orgasm time and time again. And suddenly ... a bout of conscience.

Of course I was frustrated. Confused. Even a little scared. Was she going to feel a need to confess to her husband? Was she going to try and paint this as my fault, or that I had forced her to do anything? But I took her into my arms, and we moved to the bed. Our bodies pressed against one another, and she rested her head on my shoulder as she choked back sobs. "I'm so sorry, I'm so sorry..." she repeated. "This is so not fair."

You're telling me, I heard my still rock-hard cock exclaim.

"It's okay, love," I comforted her, stroking my fingers through her hair, and then my fingernails up and down her back. "It's okay."

"I want to," Leah purred. "You have no idea how much I want to. But it's just ... wrong."

I knew she was right. Unlike when Leah and I first met, I was actually happily married this time. And yet here I was, risking it all in a hotel room. But as I soaked up the feel of her precious body splayed against mine, I knew why. It was worth the risk. All of it.

My fortunes turned as she looked up and locked eyes with me and said, "It will happen. I just .... can't. Not right now."

My cock wanted me to roll her over and plunge into her, taking her, and removing any choice - and therefore guilty - from the situation. But of course I could not, would not, do that. Ever.

We parted that evening and she messaged me that night. "You're so special," she wrote. "You could have taken me. Five more seconds and my defenses would have been broken and I'd have taken you into my body."

Now you tell me.

"But you didn't. You respected me. And that makes me love you even more deeply."

Love? We'd never said that before. Nothing close to it.

I don't know how or why, but my fingers of their own volition typed back, "I love you too, Leah."

I froze, worrying about her reply. Had I taken it too far? "I love you too, and I always will," came the blue bubbled words in return.

And then: "I want to."

"You want to what?" I replied.

"You know. I want to feel your body inside mine."

A sexual charge passed through my body, even as I grew a little annoyed lamenting the empty hotel room that had afforded just that opportunity this afternoon.

"I still have the room card, and checkout isn't until 11 AM."

Was I going to get another chance?

"I can't, I have meeting in the morning," came the reply. But then the famous three dots emerged below and I held my breath with apprehension. "But what about tomorrow afternoon?"

Booking a hotel room was a risk. My wife and I kept our finances separate, but still there was a risk. I had developed a cover story just in case I needed — I simply needed a nap away from the kids one day after a late work-night, and I didn't trust that nanny to keep them quiet. But that line wasn't going to work for two separate bookings on back-to-back days.

I explained my dilemma to Leah. "How about I make an appointment at your office?" she asked.

Hmmm, risky. But this woman was worth a risk.

The next afternoon at 3:30 p.m. was the moment of truth.

"Sir, you have a client waiting in reception" said the voice on the other end of the telephone. And I was walking out to greet her, hoping my already hardening cock in my suit pants would not betray me.

I turned the corner and there she was. Tight black suit pants. A beautiful green blouse that complemented her eyes. Her face and hair were beautifully made up, not that she needed it — her beauty could stand alone.

I guided her back down the long series of hallways to my corner office. And I thought about the rich leather couch that sat against one wall of the office, and thanked my assistant for insisting that I add some comfortable furniture to balance the austere glass desk and minimalist black office chair. I thanked our managing partner for seeing fit to reward me with a corner office, with floor-to-ceiling windows that looked out across the skyline and then Lake Michigan.

The door clicked behind us and I locked it, and this time the kiss started slower. She ambled over to me and looked up at me girlishly, locking eyes with a sexy, sultry smile. "I'm going to make it up to you," she purred.

And I started kissing her.

"You should know something," she whispered into my ear. With a sense of disappointment brewing. "I just started my period . . ."

God damn it. What now?

But I was resolved to make the most of the afternoon, and I guided toward the return on that couch. And I sat down as she straddled me and kissed me with a burning passion. My hands roamed her amazing body again, and I hoped that in an hour's time I would be exploding into those beautiful lips. But first I wanted to explore her amazing body again.

Would I go down on her anyway? I thought. In my experience, nothing made a woman more motivated and appreciative than a man's willingness to look past the string and lap a woman's clit until she explodes - even if it's that time of the month.

She stood back off me and rose to her feet. What now? She looked at me and peeled those skin-tight pants down, and tugged off her high-heels. She had on black, lacy, mostly transparent panties. And I was ready to feel her grind her body against mine. She unbuttoned her shirt and then shed her bra and soon she was standing naked before me.

I didn't know what was going to happen next, but I knew I wasn't going to need my pants for it. So I unbuckled my belt, slid them off, and kicked off my dress shoes. She came back to my lap and began to grind her panty-clad pussy against my boxer briefs. "Ohhhh" she exclaimed. And I felt her start to grind herself harder against me.

I needed more. And pushed my boxers down so that the elastic was pinned below my balls, and now her panties were pressing against the underside of my hard, seven-inch cock. The material scratched just a little, so I pulled her panties aside and soon she began to stripper-slide on my cock. Her pussy lips felt amazing, and she was dripping wetness onto my shaft — which I found befuddling, expecting that a tampon would have absorbed anything that arose inside her.

I reached around her ass to find her pussy again, and explored between her lips. I didn't feel what I expected. And I looked at her. She replied breathily, "It's not heavy yet, but it's there..."

And I knew, period or not, I was going to fuck her. I looked up at her as she bit her lip, and braced her hands against my chest. I saw the heat in her eyes and I grabbed the waistband of those delicate panties and tore them off. Her eyes popped out of her head and I grabbed her ass against to guide her to me.

A moment later I was entering bliss, with my cockhead pressing up against her impossibly small opening — I began to doubt her claims that she had a child just a year ago — and she moaned as her pussy walls gave way just enough to sink down onto my shaft without stripping it of its skin.

I felt my cockhead press up against her cervix, and heard that moan from her that always turned me on so much. And then her squeak, and her shriek, as she started thrusting her hips forward and back causing my cock to slide and probe and change pressure spots inside her.

I hadn't been inside her in five years, and I hadn't felt anything as tight and warm and wet as this in that same time. And, forty-six or not, I knew my cum wasn't long for my balls with my shaft inside this beautiful early-thirties temptress.

I couldn't believe it was going to be over so soon. "Babe," I hummed....

"I'm not on birth control," she said.

Fuck.

"Okay, okay. I need you to slow down for a second then."

And she did. For a second. But moments later she was squirming her hips and causing her tight pussy walls to milk my cock for all it was worth. Leah had this habit, that I remembered so well, of letting out short little squeals of pleasure as she rode me. And they were starting again. There is nothing hotter in the world than that sound. But there was one problem .... that there was nothing hotter in the world than that sound. And I wasn't going to be able to hold back long.

I took matters into my own hand, and placed my hand up against her mouth and firmly covered her lips. I saw her smile in her eyes as she started to shriek into my hand. I could barely hear a sound but I could feel it against my fingers. And it was so hot. Covering her mouth had the added benefit of minimizing sound that might be heard by my colleagues walking by my office door.

Having taken charge of her, suddenly a new feeling of control surged through my body. And I could hold back my cock's need to finish immediately. She sensed it and started to buck and ride me with abandon, and I felt her pussy clamp down on me as her first orgasm of the day washed over her. I felt her teeth bite the part of my palm that she could reach and she stifled a scream of pleasure. After a brief second's pause, she was at it again. And soon she was rising and falling on her knees, slamming herself onto my cock, the wetness of her pussy allowing me to glide seamlessly through her impossibly tight walls. She shuddered as she came again. And this time collapsed into my arms, her head on my shoulder.

I wasn't done with her though.

I stood up, thankful for my health-kick the last year that allowed me to effortless lift her tall frame as I stayed impaled inside her. I held her ass and started to thrust as she wrapped her legs around my waist and her arms around my neck. I don't know that I'd ever been as deep inside of Leah as I felt at this moment, as her pubic bone slammed against mine and somehow she found room for seven inches inside her three-inch deep pussy.

Fuck, this girl is everything I remember.

I was unable to cover her mouth and stifle her screams in this position, but I ceased caring as her fourth orgasm coursed over her body and caused her pussy to spasm and pulse on my cock. Were it not for the physical bodily exertion of holding her and throwing her body up and down six inches in the air, I'd not doubt have let loose an explosion of cum. But so far, so good.

"Leah. You have three holes. And I'm going to be cumming in one of them before you walk out of here," I said to her with a dead-serious face.

She gave me a look that answered the question.

I let her down and she swayed those tiny hips as she walked to my glass desk, put her hands on it, and stuck her ass out toward me. Was she going to let me? It had only happened once before...

Not wanting to look a gift horse in the mouth, I walked up behind her, gathered some more wetness from her pussy and moved my cockhead up to that tiny asshole.

Folks, I was looking at it for a moment before I approached. And I simply wasn't going to fit. I could barely detect an opening in her star, and knowing that her pussy was an almost impossible squeeze, I had no idea how I had ever gotten into her ass before. And I didn't know how I would do it again, especially without the benefit of synthetic lubricant.

But she reached back and took my cock and guided it to her asshole. Gently I nudged forward, but it wasn't going to happen. There simply was not going to be a way that tiny passage would accept me, as hard as I was right now. I settled for a little teasing and playing, and reached around to stroke her clit against with the palms of my fingers. "God, what do you do to me?" she exclaimed as she shuddered and came again just a moment later ... and as she did... pop.

The head of my cock had slipped into her warm ass. It felt amazing. I had never experienced anal except for that one time with Leah five years ago. And I didn't know how it could possibly feel this good. Tighter than even her pussy, and somehow warmer. I was still coated with her pussy wetness, but there was nevertheless a tighter grip, a firmer friction. She looked back over her shoulder at me with those sexy blue-green eyes, and I saw her relax, and suddenly she slid back and soon my entire cock had disappeared inside her. It was simply surreal.

I thought I would cum just resting inside her. Feeling the naughtiness, the newness, the warmth and grip as she held me in her most delicate place. "I don't let my husband do this," she whispered. Holy fuck, I hadn't even thought about the fact that she's married. Here she is, buck naked in the middle of the day. My cock deep in her ass. Me hoping that a knock would not come on my office door. And it hadn't even registered to me that a whole other level of risk and naughtiness and excitement came from the fact that here I was, where apparently no man had been before.

I should mention, now. We only had an hour. She had a Zoom meeting at 4:30 that I promised she could take from my office. "What time is it, she breathed?"

Fuck my life. 4:23.

She looked at me with desperation over her shoulder and said, "Do it ..."

And so I started to thrust. Slightly at first, fearful I would tear her open. But apparently, she had other ideas because she started to rock back harder and faster on me until I was fucking her as if I was in her pussy. But better.

There was only one problem. Not even a hand on her mouth could stifle her shrieks as she pistoned her ass up and down my cock. This was already so risky, I couldn't tolerate the sound of her shrieking joined by the sound of my thighs slapping against her ass-cheek. Surely the sounds, even muffled, would escape my office, and if there was a knock on the door, I would have no possible alibi.

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