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Michael & Athy: Michael's Dilemma

Michael & Athy: Michael's Dilemma

by Newteacherspet
19 min read
4.72 (5000 views)
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Jeff and I had fallen asleep in a 69 position, sort of an erotic 'good night kiss' I guess you could say. It was the second time I'd swallowed a man's cum. Kathy always said it tasted like the sea smells and she was right. She had spooned up to me breathing softly, hair spread like a halo across the pillow, streaks of our combined dried semen on the inside of her thighs.

I don't know what time it was; the battery on my Apple Watch had long since died and I couldn't see a clock anywhere in the room. I guessed it was just before false dawn because it was still dark. Jeff was stirring, urging me for some oral sex. I was sleepy but took him in my mouth. It felt like a sweet dream. I didn't want to awaken Kathy with my head rhythmically bobbing against her so I did most of it with my tongue and lips, teasing the underside length of the shaft with my tongue while my lip curled around the underside of the helmet. It didn't take long for his cock to fill my mouth. It was fully engorged, hard as wood.

He pushed at my hip for me to turn on my side, so I did. The tip of his cock was slick with my saliva and slick clear drops of precum oozing out of the slit at the tip of his cock. He rubbed against my anus, pushed in gently, and slowly fucked me awake. It was the best waking dream ever: his hands on my hips, his cock in perfect tempo with my ass pushing against him.

For me, his dick is perfect: about my size, with maybe a little more girth, and curved slightly upward. The protruding base of his helmet slides over the top of my prostate so that every thrust sends a shockwave up my spine. When he thrusts deep and ejaculates, the head goes well above the prostate. I can feel hundreds of little electric volts as it throbs and pumps thick ropes of spunk deep inside me. He will thrust hard into me a few more times and that's when I shoot my load.

This time my warm load of semen spit out onto Kathy's hip. She mindlessly rubbed it into her skin as if it were a lotion. She never opened her eyes.

I drifted back to sleep, Jeff's arm around my waist, feeling warm semen drip down my ass onto the sheets.

We all got up late, had some toast and coffee, chatted about how much fun the night had been, then Kathy and I poured ourselves into our jerseys and rode the few miles uphill to our car. In spite of sleeping in kind of late, we were both exhausted.

Kathy looked at me as we turned left onto Jamboree. She was animated as she spoke, her hands moving in all directions at once. "Michael, babe, it was incredible watching you and Jeff last night. You were so, so hot!" She paused, then added, "I hope you want to do that again. I've never been so turned on... even when you're with another woman, it never, ever got me this sexually aroused, excited... do you want to do it again?" She was as much pleading with me as asking a question. "You do, don't you?"

"We fucked- well, he fucked me- this morning while you were still asleep. He came inside me; I had an orgasm, too."

"I thought so," she laughed, "I vaguely remember rubbing your cum over my body, like it was in a dream."

"Just your thighs, baby" I said, "you just rubbed it into your thighs like it was baby lotion or something. I was trying hard not to wake you up"

"It would have been ok if you had," she said, her voice tinted with disappointment, "in fact, I wish you had..." then silence.

"You want to maybe have him stay with us in a couple of weeks?" I asked, having contrition to a sin I hadn't known I'd committed. "See if he wants to ride Oaks, or maybe Weir Canyon? Go to Reunion for lunch and order from Yung's with Door Dash in bed for diner?"

The scene played sensually in her mind for a minute so I was off the hook- more or less. "For a whole weekend," she whipped back, "and I get to watch everything. Every! Thing!"

I know how much I enjoy her sharing unencumbered carnal pleasures with other men and women, and I knew she loved to watch other women have casual sex with me, but sexual pleasure with a man? Up util last night it had never occurred to me that watching me with another man would get her off, but there it was. She didn't want to miss a thing, I guess. And now I know. In fact, I know a lot more this morning that I did yesterday. I know what most men will never know: a man's cock feels good inside any human cavity.

"When is Steve supposed to be here?" I asked. I knew it was coming up quick.

"Not until mid November; he'll be here and around SoCal for a few weeks. Some new acquisition in The Valley."

"We'll be in Vegas next weekend, with Phil and Emily," he said, picturing her exquisite body impaled on his cock. Maybe he could impale himself on Phil's while the girls have some fun. Pure musings.

"So it will have to be in three weeks, if I'm counting right, or not until well after Thanksgiving."

"So, you wanna invite him then?" she said in excited anticipation. She really liked this threesome and I liked most of it, especially his cock, but there's more to casual recreational sex than just dicks and places to put them. It's as much about what shouldn't, or more to the point, what simply can't ever, happen.

I did, he agreed, and we were both excited. Who knows were this might lead? To be honest, there was no 'might' about it; it was going to lead somewhere

He pulled into our driveway on that Friday in the late afternoon.

"We've got time for a ride," I said, "if you're up to it."

"Weir?" he replied, "you up to that? I haven't done that in years."

"I'm game." Weir Canyon is not technical, until it is. It's about a ten mile loop from Robber's Roost, which is a short ride from our house. Several steep rockfalls, some tight turns and uphill switchbacks make it a challenge, but most riders with moderate skills could manage it well.

"I used to ride this all the time," he said as we puffed our way up from the school. "Lived in the flats above the river going to Canyon JC." So he was more or less from this area.

"How has it changed?" I asked.

"Well, let's see," he laughed, "most of these houses," he fanned his arms around,"weren't here."

I laughed. "Our place was built in the early '80's."

"That would be about right," he laughed as we crested the fire trail leading up to Flagpole and the entrance to the Weir Canyon trail. "Your place is really cute, great view of the reservoir and golf course."

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"We like it," I said as we lowered our saddles for the first downhill, "quiet, friendly, no really nosey neighbors." He smiled: he knew what I meant.

At about halfway through the loop he stopped. There was a short, steep single track leading down to a tree shrouded creek. I'd passed it dozens of time but never gone down. It seemed to lead to nowhere.

"Let's go down here," he suggested, "I'd like to get some shots of you in the afternoon shadows. And there's a story here."

A warning bell went off in the back of the back of my mind, barely audible: pictures, photos. But I was interested in the story; besides, it was from the back of the back of my mind, not like a deafening four alarm. We took the short drop down to the creek and dismounted.

He removed his cellphone from the handlebar mount. I could tell he was fiddling with the camera ap. "Do you know how incredibly sexy you are, Michael?" The way he was pointing it, following my movements, told me he was in video mode.

I didn't really know how to answers, but I knew I was being led down a path. "Kathy has mentioned that once or twice," I replied coyly. Not boasting, but yeah, I knew it. But OK, he has a fantasy right now: older guy seducing sexy younger guy. I'd play until I didn't.

"Looks like you work out, Michael," he asked from behind the phone, "can you show me your abs? Do you really have a six pack, washboards?"

Ok, I think I see where this was going. I lifted up my jersey. "You said there was a story about this place."

"Very nice, Michael," he said, ignoring my comment completely. "Do you do a lot of work on your chest? Your pects? Shoulders? Can you show me?"

"Should I take off my jersey?" I asked innocently. This was getting a bit cheesy and I hadn't expected it from him. He was going to get in my pants in a few hours so what was he trying to do?

"Yes, that would be nice."

I took it off and tossed it onto my bike.

"Start taking off the bottoms, baby," he commanded, "slide the waistband down maybe just to, well, around your tan line, the top of your pubic hair."

As cheesy as this was, it was still erotically exciting. I was outside, just yards off a very public hiking trail, and I knew that soon I would be wearing only my helmet and a pair of riding gloves.

"A little more, baby," he directed, "to just see some of that cock- just a little bit." I did it. "Now, baby, take them off, along with the shoes and socks." I did it. My cock was reacting to the eroticism and swelled noticeably. Not erect, just plumped up a bit.

"Do you have any idea how hot you look right now?" he said as he came up to me. I knew he wanted to fuck me right then and there. "This is where I first shot my load into another man's mouth." He stroked my cock. "Two young college kids, one totally gay, the other as curious as hell what it was all about." He continued stroking me to a full erection. "He sucked my cock. Women had done that with me and we usually screwed a few minutes later. But this guy sucked me till I came in his mouth. He stayed with me for the rest of the school year and we sucked and fucked damn near every night." He kissed me.

In spite of being hard as a brick, and as erotic as this was, I did not want to have sex. Well, not quite true: I wanted him to fuck my brains out, but not then, not at that moment. The alarm bells were now at four. "Jeff," I said softly, quietly, "we'll be back at my place in about an hour and you can fuck me until you cum, baby, I want you to cum in me," which I really, really did, "but we need to get back."

He tried to continue kissing me, stroking my erection, pulling me onto his crotch, I forcefully pulled away. "No baby," I demanded, "just get on your bike, let's get back home." I said, "We don't fuck without Kathy watching." It was emphatic and he knew it.

He stopped. "I'm sorry Michael," he said, "I just had this fantasy..."

He was a little churlish but I felt he was genuine in his apology. I guess being spurned when you're in heat can hurt. "I get it, baby," I said as I dressed myself, "sometimes it's hard to figure out what's real and what's not, fantasy from reality. At a different time I'd be on my knees moaning like a bitch, but it's not a different time, is it?"

This weekend was supposed to be fun. He mounted his bike; I kissed him before I mounted mine. "It's ok Jeff, we're good..." It was good now, it would get better, and it would be bawdy fun.

"I feel so boorish, so crude..," he said. The churlish was replaced with shame.

I smiled. "Let's ride." We were back at the house as the sun lingered a few inches above the Palos Verdes peninsula. It had been a fantasy I had let move too far into the real world; I'd keep that in mind as we moved along, the three of us.

Kathy and I discovered that a Go Pro 'fish eye' lens isn't good at capturing porn in a poorly lit room where detailed close-ups are in order. The only thing that came out was me giving head to Jeff in the shower, and even then it looked like we were having sex in a fishbowl. We laughed and deleted all of it.

But this time we had our real video camera. Kathy took vids of us horsing around in the shower and finally settling down to washing each other. Special attention and lots of suds dedicated to our erections. She caught my head bobbing up and down on his cock, him going down on me, and me bent over getting fucked while water streamed down and over our bodies.

"Come on boys," she demanded as she placed the camera on the sink, "reservations are at 7..."

"... can you change them to 7:30?..." I replied. His dick felt so good inside me I didn't care about Reunion, or even McDonald's for that matter. But I was hungry.

"... or how about 10 AM," Jeff interjected.

"No," she shot back in mock anger, smiling all the while. "I'm famished... and I want to get back so I can join in the fun, too!"

We got out, toweled each other off, and dressed in casual cotton for the evening. It was going to be a casual everything.

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We talked in the car on the way home: shrimp was amazing!... Creamed corn was better than... waitress was fantastic... how was your steak?... and got back to the house a little after 9.

The rest of the evening started as we walked through the door. Jeff took Kathy by the waist and kissed her... a long, sensual kiss. I unbuttoned her dress from the back. It fell off her shoulders, baring her perfect teardrop breasts. Even in her 30's they were firm and full. I fondled them, pinched the nipples, squeezed the flesh.

She separated us from herself, her dress falling to the floor as she did. She'd slipped out of her sandals and stood between us wearing only a sheer pair of very tiny bikini underwear.

I leaned over and took a nipple between my teeth and teased it with my tongue. She cooed. Jeff had shed all but his briefest of briefs. He fondled her ass cheeks, allowing a finger to journey a few inches into her pussy. She gasped at the sensation. "Oh Kathy," he exclaimed, "you are already so fuckin' wet!" He was hard, the swollen flesh bulging lewdly against the black mesh briefs. I was in the same state, my red bikini underwear bulging.

"Dessert will have to wait, boys," she said, "I'm gonna go get the camera. Hate to say it but you two are going to have to re-enact your porn scene all over."

"Awwww, really?" Jeff moaned, acting like a three year old.

"The sacrifices one must make..." I replied, laughing, "... oh darn!"

She went into the bathroom to retrieve the camera. Jeff and I went into the bedroom, his hand cupping one of my cheeks. I kissed him on the cheek. "Now is the time, baby, now it the time."

Kathy took a few minutes to set up the equipment on a tripod but she'd already started filming. Kathy and I had never videotaped ourselves having sex with anyone else, not even with Steve. And really, we hadn't taken a lot of video of just us, either.

She started shooting while I was on my knees pulling Jeff's underwear down his legs. He impaled my mouth on his cock, guiding it up and down on the swollen shaft. "You know, for a newbie you're pretty good at his." I just reveled in the sensations of his sex being in my mouth. In a strange way, it gave me power over him. Sometimes I think that way: I'd rather have a woman's mouth around my cock than her pussy. I think women know that, and it gives them the power of denial. I had that now with Jeff. I pulled away.

"On the bed, baby," I demanded, slapping my hand on the mattress, "I want you to suck my cock."

"Ohhh bitchy," came a chuckling voice from behind the camera.

But Jeff didn't argue. He climbed up onto the mattress. He was on top of me, my cock inches from his mouth. I took him back into my mouth, precum dripping from the eye at the tip. He fucked my mouth while he sucked my cock and played with my anus. His middle finger slid in, then the index, then the ring. All three were moving like a herd of snakes. The sensation was exquisite, delectable, sublime. And yes, I'd finished the ritual before he arrived. Even if I had let him fuck me in Weir Canyon- and for a few minutes I was tempted- it would have been enjoyable.

"Do you have lube?" he asked to no one in particular. Kathy pulled a drawer open and handed a black pump bottle over. "Kathy, can you do it? Squirt some on my fingers and cock, and lather it up." All this, while he's fingering me to a near orgasm, I'm trying to concentrate on the flesh in my mouth. She stroked him until his entire erection was slick as ice. "Here yeh go baby, you wanna suck him a little before..."

"You want me to?" She said, hesitating, "because I don't want to make him..."

"Oh, just for a few minutes, keep him fluffed up..."

Her head bobbed up and down on my tortured cock while Jeff kept playing inside my rectum like a piano.

"Listen to him, baby," Jeff laughed, 'he's, jeez, squeeling like a pack of animals!"

He pulled out of my mouth. "On your knees, baby." His cock glistened with my spittle, my ass glistened with lube. I got on my knees. He settled in behind me, using his legs to part my thighs.

"Oh fuuuuccck," a long string of vowels before the final frictive consonant as his penis parted my sphincter and penetrated slowly deep into my body. "God, I've wanted this since..." he stroked in, the helmet crossed over my prostate and a little bolt sped up my spine, "... fuck, since we rode..." a stroke out, back over the prostate and another little shock wave, "... jeez baby, faster, I want it...," stroke in, another wave of intense pleasure, "... oh fuck oh fuck oh fuck your cock feels...," stroke out, still another wave, and another...

He unexpectedly moved his arms under mine and cupped his hands behind my head, pulling me up toward his chest. As he did, he slammed his hips hard against my ass, driving his cock deeper than it had ever been. I had entered the kingdom of heaven. All of my body weight was pressing on the tip of his cock. "Oh fuck, I'm cumming so hard Kathy," I screamed, "suck my cock, oh god suck it take my cum swallow it shit shit shit." She was just a nanosecond late for the first stream; a shot on the cheek. She swallowed all the rest and spooned the cheek shot with her finger into her mouth. Jeff lowered me back to doggie and kept fucking. I thought I was spent, had nothing left, but that constant rhythm of his cock sliding over my prostate kept me going for three more orgasms before he finally came.

I was a fucking dishrag.

"All on camera," she announced. Jeff got up to clean himself. Kathy got on the bed and snuggled up to me, played with my flaccid cock, bit my nipples. "That was so fucking HOT, baby, so fucking HOT!" she said, her voice and eyes teeming with sexual excitement. "Michael, I can't believe how, jeez, I don't have the words. Intense? Sublime? Erotic? You were so turned on, so into the sex act itself. It was amazing, beautiful watching you cum four times. FOUR TIMES baby! Without stopping. He is an amazing lover, Michael, and I can't begin to tell you how turned on I am."

Jeff emerged through the doorway. "Why don't you try to fluff him up a little bit, see what happens."

Somehow she knew what he wanted. She got on her knees, clit almost touching my lips, and started giving me head while I teased her swollen labia with my lips. Jeff inched in behind her, his cock hard as nails. The head, slippery with secretions, parted her flesh. "Oh god oh god fuck fuck fuck," she gasped. I watched as the red veiny shaft slid between her swollen pink lips; I lapped at it with the tip of my tongue. "Fuck, fuck fuck, oh shit, oh god, Jesus fuck fuck..." it was her whole vocabulary. She was right: she was turned on. He slid into her effortlessly, with each thrust her hair moved in waves, in perfect rhythm with her swaying breasts. Slap on her ass. Each thrust, each slap, another cascade.

She came, then came again, and finally, as he pumped her full of his sperm with his final thrusts, she came hard. And so did I. Somehow, in all of this, she swallowed.

And it was all on film. And it was all fun. Casual. Recreational. Fun.

Saturday morning we played in the shower laughing and goosing each other. We were all a little spent and she was a little sore. We'd made love out on the patio while Jeff slept. I'd pounded her pussy pretty hard and she did a lot of moaning and screaming. We found out he was a sound sleeper.

I told her about what had happened at Weir.

"I wonder what would have happened if you had been a woman?" she asked rhetorically.

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