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The Serendipitous Hook-up

Tags: sex, friend
I like to make amends and I am good at it.

Dan was close to six-foot-four and was strikingly handsome for a middle-aged guy. He was also very married and so I was relegated to wishful thinking when it came to getting to really know Dan. I had been divorced for several years and while I did manage to find a boyfriend, who kept me happy most of the time, our relationship was tenuous at best. Still, I could never really get Dan out of my mind.

Dan was the husband of my sister’s best friend. We all lived in a small community, so I was constantly running into either Dan or his wife or the entire family in our community. I never let on about my secret desires and did my best to maintain my distance.

Dan was an affable guy and seemingly, well liked in the community. I am, by nature, a hugger, so every time I see someone, I approach with my hands extended and arms open, for the obligatory hug. With Dan, I wanted to latch on to him and not let go, but I didn’t dare do so.

Then, something happened at a holiday gathering last year that gave me cause to rethink how I was approaching things. I was seated at my sister’s dining room table, which was a tight fit in the small dining area she had carved out in her two-bedroom house. I was there with some friends and my teenage daughters, along with Dan and his wife and their teenage son.

I had forgotten to place a special salad on the table and asked that my sister fetched it from the refrigerator. You’d have to know my sister, to understand, but she said we already had enough food on the table. But I wanted everyone to taste my special salad. My sister wasn’t going to budge, so, being hemmed in and not wanting to ask anyone to move, I ducked under the table and crawled to the far side.

As I crawled under the table, Dan lifted his foot to block my progress. I grabbed his calf and attempted to move his leg, but Dan simply held his leg in place.

“Move your leg,” I called out.

“What in the world is going on?” someone called out.

“Wendolin is under the table,” someone declared.

Dan lowered his leg and I managed to squeeze by him and poke my head out from under the table cloth. I’m sure I was pretty red-faced.

“I’m going for the salad,” I replied. I tried to crawl forward, but someone had pinned me against a table leg support. It was Dan.

“Can you let me up?” I begged.

Dan smiled.

“Tight fit?” he asked looking down at me.

“Yes,” I replied, as I peered up at him. Dan shifted and I was able to scramble to my feet.

I fetched the salad from the refrigerator and room was made for me to make my way back to my side of the table. As I squeezed past my girls and my friends, Dan remarked that perhaps I should go back the way I came. I simply ignored his request an settled back into my seat. The rest of the dinner was uneventful.

After dinner, we all retreated to the living for a gift exchange. I hadn’t gotten Dan and his family anything because I didn’t know they were going to be attending the holiday meal and gathering. Dan accepted my apologies and said that I’d have to make it up later.

I smiled and said, “I’d be more than happy to make amends on another day.”

Little did I know, that my innocuous comment would open a door of opportunity.

We took a break and I headed to the restroom to relive some serious bladder buildup. As I exited the restroom, I walked right into Dan, who was standing outside the restroom door, waiting his turn to use the facility. My open palm instinctively found its way to his chest as I apologized for bumping into him.

Dan replied, “That’s OK, I know you’re just trying to make amends.”

My heart skipped a beat as I took in the aroma of his body wash.

“Maybe on another day,” I said. 'What was I doing?' Dan was a married man.

Dan slipped into the restroom as I quickly retreated back to the family and the living room crowd. My heart was beating a thousand miles an hour. I was a nervous wreck. Fortunately, no one noticed. As Dan and his family left that day, I told him he should call me one day. He smiled and said he would be happy to do so.

I put Dan out of my mind because I knew he would never call me. He was very married and I knew it. Then, last week, serendipitously, we met up at an art show in town. Dan was his usual affable self as we exchanged hugs and greetings.

“Where is the wife?” I asked.

“She is working late,” Dan said. “You know how that goes, right?”

Since I am a self-employed person, I fully understood working late hours. I was feeling emboldened by a glass of wine I had just downed, so I asked Dan if he wanted to share a glass of wine with me. To my surprise, he agreed.

Dan walked with me to the corner bar. I was more than a little nervous.

“So what do you think about the art show?” I asked.

“It’s pretty cool,” Dan replied. “It’s interesting that in our small conservative town that someone was able to sneak in a few nudes.”

I laughed.

“Yeah.” I replied, “We can be quite prudish when it comes to nudity.”

“I think it shows character when the human experience is captured in its natural state,” Dan replied.

I was thinking, 'Screw the human experience, just woo me.'

“You know,” I said, placing my hand casually on Dan’s arm, “The nudes are actually mine.”

Dan looked shocked.

“No way!” he exclaimed.

“Let’s just keep it my secret,” I said. “They are done under a pen name. If folks found out, they’d run me out of town.”

Dan was inquisitive.

“Do folks model for you?” He asked.

“Sometimes,” I replied. “It depends on the person. Not everyone is comfortable getting naked and sitting around in the buff.”

Dan laughed. He said he totally understood. The proverbial door was open.

“So what about you?” I asked. “Would you model in the buff?”

Dan blushed.

“I hardly have a model-like physique,” he replied.

I took a step back and slowly worked my eyes from his feet up to his blue eyes.

“I think you’d be the perfect person,” I said after a moment of sizing up.

Dan stayed quiet for a moment as he sipped on his wine. I felt like my opportunity was slipping away with each second of silence.

“You don’t have to be perfect,” I said. “Lord knows I am not. That is what makes everyone unique.”

“I don’t know,” Dan replied, “You look pretty good from where I stand.”

His compliment was not lost on me. I was so excited that I thought I would melt right then and there.

“Do you want to see my studio?” I asked.

“Lead the way,” Dan replied.

My studio was located a few doors down from the art show. As we stepped down the hallway, my heels made a loud pop as we traversed the wood floor. The low murmur of the show faded as we stepped into my studio and I closed the door behind us. My heart was racing.

“Do you want to get comfortable?” I asked, looping my arm under Dan’s arm and leading him over to a couch I had positioned against a brick wall in my studio.

Dan sat down on the couch and I enthusiastically and surprisingly launched myself on to his lap, my knees astraddle his hips, as I faced him. The look on his face was priceless as I settled down on to his manhood, my skirt bunching up between us. I could feel his erection pressing against me.

I grabbed Dan’s shirt and thrust myself on to him, pressing my lips to his. At first, he seemed shocked but then opened his mouth to receive my probing tongue. His eyes were closed, as I slipped my hands up to his face and cupped it in my grasp.

His hands nervously found their way to my sides.

I leaned back, putting my hands behind me on his legs, my boobs practically on full display, as the fabric for my button-down blouse stretched taunt across my chest.

I bit down on my lower lip and whispered, “Do you see anything you like?”

Dan nervously unfastened the top button of my blouse and then the second and then the third button and finally the fourth button. My shirt parted, and he had a clean shot at my 38-d breasts that were barely containable in my silky white brassiere.

My panties were now soaked though and though. There was no turning back. I lowered the zipper on my skirt, stood between Dan’s parted legs and allowed it to drop to the floor. I stepped out of it and pirouetted around, so my ass was facing Dan. I slowly peeled my damp panties down my thighs. They fell to the floor and stepped out of them. I turned and faced Danny, I slipped out of my button-down shirt, tossing it on to the couch beside him.

I reached behind me and unfasten my bra, allowing it to slip from me. I re-launched myself, completely naked and horny as hell, on to Dan’s lap, facing him, my pussy resting against his cloth covered trousers. I grabbed his hands and placed them on my breasts.

He nervously cupped my breasts as I whispered, “Fuck me.”

Dan needed no instructions. He was slow and methodical. We kissed again, only this time, more passionately than ever, as he ran his strong hands across my breasts and over my naked body. I rocked my hips back and forth on his erection, unbuttoning his shirt in the process.

His pectoral muscles were unbelievable strong. I gently raked my fingertips across his chest and then fumbled with his belt. Sensing my exasperation, he unfastened his belt, and I yanked it from his trousers. I wrapped his belt around his neck and pulled him in closer, as I pressed my lips to his.

Dan pushed me back and I stood up, as he did the same, dropping his trousers to the floor. I could see the outline of his masculinity pressing against his cotton briefs. I looped a finger into the sides of his briefs and pulled them down to expose his cut cock. 'Oh, my Gawd!' It was beautiful.

I knelt down in front of my conquest and slipped my mouth on to his tool. He grabbed my head, not in a threatening way, but to help guide what was transpiring. I looked up at him and he had his eyes closed. I gently took his testicles into my hand and held on to the base of his shaft, as I stuffed as much of him into my mouth as possible. I took in a deep breath through my nose as the tip of his cock reached the back of my mouth. I could feel the sum welling up at the base of his manhood. An explosion was imminent.

“No,” I said as I pulled his cock out of my mouth. “I want you inside of me.”

I turned and thrust myself back on to his lap, his tool resting against my pussy. I raised up and slid his massive steel rod into my pussy. I was already dripping wet, so priming wasn’t even needed. As I settled down on to his tool, I could feel the walls of my vagina pulsating. I rocked back and forth, my hands on my forehead.

Dan took in a deep breath and forcefully exhaled.

He let out a loud, “Ugh!” as he unloaded inside of me.

I could feel his hot cum shooting deep inside of my pussy. I couldn’t control myself and flooded him with an avalanche of love juices. My body trembled and shook. I collapsed forward, my head coming to rest against his shoulder.

I don’t know how long we were locked into our respective positions, but I know that I didn’t want to move. Nature eventually took its course and Dan’s manhood slipped ever so slowly out of me. My entire body ached. I was still trembling when I collapsed on to the side of Dan, on my back. He looked over at me and smiled.

“When you make amends,” he said, “You go all out.”

I was happy. Dan was much more than I had expected. We forged a great relationship out of happenstance and yes, he made for a great subject. You can bet on that!

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