Sharing the erotic act of voyeurism from a rooftop perch brings this couple to a new level of orgasmic heights.

Cady had a fun, twisted streak that went right up through the middle of her fine firm self. We both worked at a big-box outlet, and we’d been seeing a lot of each other socially. At some point, casual dating had turned into a romance. And now, a couple months in, it was maybe turning to something else — something crazy, sexy, and wild.

Though we had an energetic love life, she also liked to hear about my past. I’d never met a woman who wanted to know so much about my previous erotic adventures. She never showed any hint of jealousy, and afterward, if the story aroused her enough, she’d pounce on me.

So, one night at my apartment when she asked if I’d ever watched other people fucking, I knew fun was ahead. I just didn’t know how much fun.

“I guess you don’t mean ‘watch’ like in a porno?”

“Nope, Sid,” she said, with a mischievous grin. “I mean real people, doing it live, like where they don’t know you’re there.”

I found myself blushing and looking away. Cady leapt onto the couch, tackling me. “You’ve done it! Tell me all about it, you fucker!”

I laughed, pulled her on top of me as I sprawled across the cushions, and kissed her. “Okay,” I said as she lay there, fingers drumming my chest expectantly. I took a breath as I gathered up the memory and readied myself to relay a story I had never told another person, let alone a lover.

Sometimes you are completely innocent. Sometimes you stumble into things. You don’t plan for them; you don’t even fantasize about them ever happening. But sometimes they do indeed happen. And these events can stay with you and change you.

“I was taking the train home for Christmas. I was twenty-one, so this was three years ago. Didn’t have money for a sleeper, so I sat in the observation car, watching scenery and dozing. One of the times I woke up, from what must have been a deep snooze, it was night. The rest of the car was empty. I looked out at the dark, passing countryside. The train rocked along. The hum of the rails gets into your balls after a while.”

“I can picture this,” Cady said, her hand moving slowly down my body. “You’re horny and alone in a train car. Then what happens?”

I smiled, liking the feel of her body atop mine — and liking where her hand was heading. “Then the train stopped. Probably went onto a siding to let a freight pass. We’d stopped alongside a little town. I saw lighted windows here and there, and I wondered what the townsfolk were up to.

“But as I was about to zone out again, I zeroed in on this one window of a house. Its curtains were open wide, and I could see straight into a bedroom. There were two naked people inside. And... and...”

“And they were fucking!” Cady crowed gleefully and closed her hand over the crotch of my jeans.

I groaned happily. “Not quite fucking. But obviously getting ready to fuck.”

I could still see the scene vividly in my head. It was a secret I’d carried all these years, afraid if I told anybody they’d think I was a pervert for watching people about to have sex. But Cady definitely liked my story. She started slowly, firmly rubbing my hardening cock through the denim.

The two people in the bedroom of the house were in athletic shape. The man was dark-haired, the woman blonde. The observation car had stopped nearest their house, at about the distance of a movie screen in a theater — except this wasn’t any movie.

“They moved toward each other from opposite sides of the room, meeting in the middle, right in front of that big, lit-up window. He took her into his arms, and they kissed, long and deep. I looked around the car guiltily, but there was still no one around. I felt strange. I hadn’t meant to spy on these two people, understand. I was completely innocent. All I’d done was sit there, and this show had appeared in front of me.”

Cady unsnapped my jeans and took hold of my cock. As she fondled me and grinned, she said, “But you didn’t look away. Did you?”

I blushed again. I told her I couldn’t look away by then. I gazed wide-eyed at the couple. His hands were moving over her bare back. She reached around to squeeze his ass. They were rubbing their nicely toned bodies together. As he groped her full tits, she worked a hand between them and started pumping his meat.

Cady, meanwhile, was slowly, deliciously jerking my hard rod. I slipped a hand inside the back of her pants and caressed her shapely ass. She pressed her crotch against my leg, moving her hips in tight, little grinding motions.

In my memory, the blonde woman in the bedroom sank to her knees. I gasped out loud in the train car. It wasn’t like I’d never seen people fucking in a porn movie, but there was something so immediate, so exciting, so real about watching those two through the window. They were actual people, not actors.

When the woman put her mouth on the man’s cock, I had to free my throbbing dick from my pants. With a shaking hand, I touched myself, a hot quivery thrill racing all over my body. That blonde head bobbed up and down, hair swaying over her bare shoulders. She was sucking him right down to the hilt, taking every inch. The man planted his feet, put a hand on her head, and started thrusting into her mouth. As the woman blew him, she slid a couple of fingers into her pussy.

Cady was breathing in little pants. I grazed my fingers along the crack of her ass, and then slipped them into the sopping furrow of her pussy from behind. She bucked on top of me, jerking my cock harder.

I went on to describe the blonde woman fingering herself to orgasm as she kept up that amazing sucking rhythm. She didn’t miss a beat as her beautiful body shuddered visibly. Afterward, the man pulled his gleaming cock out of her mouth, turned her around on her hands and knees, and got into position behind her.

By that point, I had been actively pulling on my staff in the empty observation car. My eyes were glued to the erotic scene. As the man slotted himself into the woman’s waiting hole, I started muttering to myself, “Yeah, yeah, fuck that hot cunt! Fuck her hard! Fuck her good!” Of course, anybody could have entered that car at any moment, but I was too far gone to care. The experience had touched some need in me. I’d never before imagined I was any kind of voyeur, but I fully understood the allure of it. These two people couldn’t see me, but I could see them. The experience was exhilarating.

I fingered Cady harder, jamming two fingers right up to the first knuckle into her flowing pussy. With my thumb, I toyed with her butt hole, exactly the way she liked it. She was writhing on me madly. Her hand worked my cock furiously, and I felt a great eruptive pleasure gathering within me.

In the bedroom, the dark-haired man was fucking the blonde doggy-style, her knees spread and planted, his cock slamming into her from behind. Her whole body rippled with the lustful impact each time they collided. She was clawing at the carpet, yelling out words I couldn’t hear. Her tits swayed as she whipped her head from side to side.

I was still jerking off in my seat, still making my obscene encouragements: “Fuck that cunt! Fuck it deep!”

She appeared to come again, a big wriggling climax this time, her head flailing wildly, mouth wide with what had to be a shattering orgasmic scream. Her legs gave way, and she collapsed to the floor. At the same instant, the man shot his load. I could see the white drops rain across the woman’s back.

I shot off as well, spattering the observation car window. It was as intense a climax as I’d ever had in my life up to that point.

Back in the present, Cady cried out, her lovely pussy closing tight around my intruding fingers. She still managed to give my cock the final jerks that touched off my orgasm. She turned her head and caught the flinging spurts of cream on her tongue. I grunted with satisfaction. I was glad my story had pleased her.

On the train, I’d hastily wiped off the window with a napkin. As the train pulled away, the light went out in the house’s bedroom. But the memory stayed with me, branded into my mind forever.

Cady stretched languidly atop me. She turned her face toward mine, and I pointed out where a few stray drops of my load had landed on her chin and cheeks. She scooped them up with a fingertip and put the finger in her mouth, savoring my flavor. Finally, she said, “You know those people knew what they were doing, right? They didn’t know you were looking at them, but they had to figure somebody on that train had eyes on them. Why do you think they had the curtains open, the lights on?”

Sometimes when someone points out the obvious, it can seem like a magic trick. I gaped. The intensity of that memory must have clouded my thinking. I had never tried to guess the motives of those two anonymous lovers.

Cady giggled. “Some folks like to be watched. And some like to do the watching. Would you like to watch again, Sid? I know where we could do it, together. Are you interested?”

Oh, I was interested. I was very fucking interested.

Cady phoned me one night the following week, telling me to head over to her place. Even without her saying another word, I knew she had something special in mind — sinfully special. When I hurried over, I found a note on her apartment door telling me to come up to the roof. She’d been cryptic, only saying I was in for a treat. My cock jerked in anticipation

On the dark roof, I stumbled around a bit until I saw Cady waving me over. The spot was protected on a couple sides by shafts but left a view over the roof edge to the adjacent building.

Cady kissed me fiercely, grinning with excitement. “I found out about this months ago. I like to come up here and watch the window and finger myself. I never thought I’d find somebody who might want to share the experience with me.”

I gathered she meant the top-floor window opposite where we stood. We had a view into a broad bedroom with a huge bed and fleecy carpeting. I didn’t see anybody in there, though the room was lit and the drapes opened wide to not impede anyone’s view.

“A guy lives there,” Cady said, bouncing on her toes next to me. “He’s got this rotating cast of lovers. He always parades them through the bedroom beforehand, kind of like a preview.”

“You mean he knows people watch?” The idea still astonished me.

“Why else the open-window policy?” She gave my ass a cheerful squeeze. “Tonight’s going to be special!”

I wanted to tell her it was already special. I loved that we could indulge our mutual need. I’d been harboring this secret desire for years.

Then the show began.

Two beautiful women entered the bedroom, followed by the guy Cady had mentioned. My eyes went wide. Both women were stunning, their shapely bodies taut, their tits full. The one with caramel skin wore white stockings and garters, while the paler one’s black stockings/garters combo offset her flesh nicely. Both women moved with runway-model ease in their impressively high heels.

The man was naked and sporting an impressive hard-on. The pair of women preceded him to the center of the bedroom. Nobody looked at the open window. The two lovely females turned to each other, leaned forward and kissed. It started as something soft and demure, though the slutty lingerie made them look less than innocent.

Then their kiss deepened, and they slid into one another’s arms. They looked like photo negatives of each other. I liked how their limbs slipped together, one leg sliding against another of contrasting color. Their mouths ground together as they kissed passionately. I saw their tongues flash wetly.

The man, meanwhile, gazed on this erotic display with smiling satisfaction. His cock twitched. My own meat was swelling in my pants. Cady stood in front of me. As I was taller, I could watch over her head. She pressed back against me, and I automatically started rubbing my crotch against her. I felt her body quivering with excitement.

The two women sank to the floor of the bedroom. The paler one sucked avidly on the other’s tits, flicking the stiff nipples with her tongue. After a minute, the darker-complected woman flipped her friend over onto her back and started stroking her shaved furrow with her fingers.

“Yeah, yeah, finger that sweet hole!”

For a second, I thought I’d said the words out loud. But the breathy whisper had come from Cady, who was tightly gripping the edge of the parapet. I pressed my cock harder against her, then reached around under her sweater to close my hands on her breasts. Her nips were as hard as pebbles, and when I tweaked them, she groaned and muttered more obscenities. An excited heat built rapidly within me.

The two women on the carpet were now mutually fingering each other. They writhed on the floor. This was a perfect view into that bedroom, like the ideal duck blind for a hunter by a lake. Anybody else who might be watching from one of the nearby buildings wouldn’t have as fine a view as we did.

When the women moved into a sixty-nine and began to lap furiously at each other’s pussy, somebody growled, “Eat that cunt! Lick it good!” This time, the voice came from me.

Cady unsnapped her pants and wriggled them down around her knees. I did the same, dying by now to free my aching cock. She bent forward, and I slid my swollen cockhead along her streaming cleft, loving the slippery feel of her well-primed entrance. With a grunt, I slotted myself into her from behind. Her inner walls gripped me, and she gasped. We were hidden from view, unlike the exhibitionists across the way, but our coupling still felt like a brazen act.

As the gorgeous pair of females thrashed about, one atop the other, the man at last stepped into the action. I wondered how he’d held himself back this long. He knelt behind the woman currently on top and slid his long cock into her pussy from behind. Beneath her, her companion reached for the man’s balls as they dangled tantalizingly above.

He advanced into that pussy with deliberate strokes. As he drew out, the woman underneath reached up and ran her tongue along his glistening shaft. I couldn’t believe how much detail I could see. Cady had sure picked this spot well.

I clutched her waist, slowly thrusting into her, savoring every movement of our joining. Even though we’d fucked a lot before, I knew this was going to be an extraordinary event. Cady ground her body against mine, taking my cock in deep.

The man fucked the darker woman in the white stockings and garters until she shuddered with orgasm. I watched her cry out, though I could hear nothing through the glass. Then, everyone cooperating, the women changed positions. The pale woman in the black lingerie was now on top, presenting her pussy to the man while burying her face in her counterpart’s sweet muff. Her lover thrust his cock into her.

I didn’t know how this anonymous, handsome man had arranged all this. Maybe he was the luckiest guy on Earth — except I felt like the lucky one. I was here with my girlfriend, watching this incredible exhibition, sharing the voyeuristic pleasure of it. Also I was fucking her while we watched.

By now I was pounding Cady. I could hear our fleshy slaps ring out across the empty rooftop. When she said, “Fuck, fuck, fuck!” I knew that this time she was talking to me.

The man screwed the second woman as thoroughly as the first, all while getting his balls sucked. As I stared in awe, he brought the woman to what looked like an eruptive climax. She collapsed onto the woman beneath her. Both females rolled limply free. Dazedly, they raised their heads, faces gleaming with pussy juice.

Gently, in an almost courtly manner, the man helped them off the floor and escorted them to the wide, waiting bed. He lay back against the plentiful pillows. His two beautiful companions arranged themselves on either side of his rampant cock. Then they both lowered their heads and went to work on him with their talented mouths.

“Suck him good! Suck him deep!” Cady and I sang out our unheard encouragements together. I felt utterly in sync with her, our carnal appetites matching perfectly. Our bodies were as joined as our spirits, and I slammed into her with the cool night air on our exposed flesh. A powerful rapture raged through me, still escalating toward a final crisis point. Cady trembled and shuddered.

The women started out taking their turns on the man on the bed. One would lick his balls while the other deep-throated him. Then they changed their approach. The man’s hands flailed and clawed at the silken sheets, as they did him harmonica style, each racing her open mouth up and down one side of his shaft. Their lips seemed to just touch around his girth. His face was twisted into violent ecstasy.

When he sat halfway up, his strong abs tightening, the women backed off a little bit. His come rocketed upward. I watched the fat white droplets sail through the air. The cream spattered the women’s bodies, to their obvious delight. They grinned and laughed and milked the man’s cock for the last few spurts.

As they were licking his load from one another’s flesh, that ultimate spasm started deep in me and took me away. Cady writhed as I shot my hot seed into her, both of us letting out ragged cries of joy. The pleasure thumped me again and again, speeding me off into absolute bliss. It only gradually slowed as I spewed my last jets up into her quivering pussy.

We sagged against each other, our bodies gloriously spent, our spirits bonded. Across the way, the drapes had been drawn over the bedroom window. The show was over. But I knew I would never forget this experience, or the amazing woman I had shared it with.

— S.K., Via E-Mail