I remember that day like it was yesterday. In fact, it actually may have been yesterday. I apologize; my sense of time has been a little out of whack lately. Regardless of when it happened, it was a day I'll never forget; that's for sure.
I recently celebrated my fiftieth birthday. Well, "celebrated" isn't entirely accurate, given the deep depression that came along with reaching that milestone. I have been divorced for nearly five years, and I live alone in an apartment. I have a job that I hate, and I'm already counting the days until retirement. At first, I enjoyed the peace and quiet of solitary living, but after a while, I began to yearn for something – anything – to break up the monotony. I certainly found it.
I've always had a healthy sex drive, but it seemed as though it kicked into overdrive after the divorce. I can't really explain why. I was hoping my libido would fade with age, but it seems my penis isn't ready for retirement as much as the rest of me.
I certainly didn't miss my ex-wife on that fateful day, but I did miss the company of a woman. I tried the online dating scene for a while before quickly discovering what a depressing wasteland it is. I hadn't had sex since the divorce, and my desperate need for physical intimacy dominated all my other senses. It got to the point where I was actually considering paying for sex. Thankfully, my sense of pride got in the way, and I never actually went through with it.
I lived vicariously through others by reading stories online about men with exciting sex lives, and watching porn videos featuring enthusiastic wives and girlfriends pleasing their partners in ways that I could only imagine. In the course of my online searches, I discovered a site with classified ads from singles and couples looking to have casual sex. I never planned to answer any of those ads, but it was fun to look.
Then, on that fateful day, I came across an ad with a title that read: "Looking for a place to fuck. You can watch us."
The idea of watching two people have sex, live and in person, was incredibly thrilling. I had always been a bit of a voyeur, so I clicked on the ad. It read:
Hot 22-year-old female and sexy 25-year-old male looking 4 a place to fuck. If u have a place or hotel room near the Salisbury area, hit us up. Offer is 4 tonight only. Looking 4 someone laid-back and safe. WATCHING ONLY. No contact with either of us. Pics available if u r serious. Reply with ur cell number to speed things up.
Aside from pornography – and my own experiences, of course – I had never seen two people having sex before. It had always been a huge fantasy of mine, and one that I had for as long as I could remember. Just the thought of it made me instantly aroused. I assumed this couple probably had received a huge response to their ad, and the odds that they would want a dirty old man like me watching them have sex were long, but I figured it was worth a shot. It's not like I had anything better to do on a Friday night.
I quickly typed out an email to the couple and gave them my best sales pitch. I figured the best approach would be to tell them why they should pick me over all the others who responded. I explained that I was a lonely, balding, out-of-shape, old man who could use a thrill. I figured that would convey the message that I wasn't a physical threat. I told them I had plenty of money, and could splurge on one of the deluxe hotel rooms in Salisbury that had a Jacuzzi tub. And I mentioned that I'd be happy to bring a bottle of wine or whatever else they liked to drink.
I gave them my cellphone number, fired off the email, and waited. As soon as I hit the "send" button, I was overwhelmed with nervousness and panic. What if these two were con artists who would rob me at gunpoint as soon as they got me into the room? They could be serial killers for all I knew.
A couple hours passed and I began to relax. Then my phone rang and I nearly jumped out of my skin.
"Is this Walter?" the caller asked.
"It is," I said, hesitantly. "Who's this?"
"This is Derek. You answered our ad online."
A sharp pain gripped my chest and it was suddenly difficult to breathe. I tried to ignore it and acted as casually as possible.
"Hey, Derek. How's it going?"
"Good," he responded. "I was just talking with my girl, Jasmine, and we might take you up on your offer."
"Great," I said. My heart beat so rapidly, I considered hanging up and calling for an ambulance instead.
"I just have a few questions for you," Derek continued. "Can you really get that room with the hot tub?"
I assured him I could.
"And you know you can't touch us. Either one of us. I'm not into guys and she's off-limits. You can only watch."
"Derek," I said, "I promise you, I'm a complete gentleman. I'm more than happy to just watch."
There was a long pause.
"Okay," he said. "Let's do this." My heart stopped. Or, at least, it felt like it.
"I have a question for you, too," I interjected. "Why do you want to do this?"
"Well," Derek said with a snort, "we both have roommates, so it's hard to find a place to...you know. Jasmine, she's a wild one, and she likes showing off. She wanted to do this. This was her idea, not mine, bro."
"Okay, fair enough," I said. I thought about adding "bro" to the end of that sentence, but figured it would sound ridiculous. "And one more question?"
"Shoot."
"Is she as hot as you say she is in your ad?"
There was a long pause. For a moment, I thought I had offended him by asking. Then I received a text message with a photo attached. It nearly took my breath away once more.
"I'll see you at nine o'clock," I said.
***
I waited for them in the hotel lobby as we had arranged. I spotted her easily, as soon as she walked through the front door, twenty minutes late. She looked absolutely stunning, just as she appeared in her photo. Beautiful, dark eyes and a cute and youthful face framed by long, poker-straight, black hair. She had large, full, lips and a devious expression. She appeared to be Asian, or maybe half-Asian. Whatever her heritage, she had an exotic look to her.
It was the middle of the summer, and she wore tiny little shorts that hugged her tight little body. She had a petite frame, and it was clear by the muscular tone of her legs that she worked out regularly. She wore a tight-fitting tee-shirt with a Red Sox logo on it. Her breasts were rather small in size, and her perky nipples seemed to respond to the cool air conditioning in the lobby.
I barely noticed that she was holding hands with her boyfriend. Derek was as fit and handsome as I assumed he would be. He looked like a body builder, with bulky muscles from head to toe. He wore a tee-shirt that was at least two sizes too small, and his arms were covered with black, tribal-looking tattoos. He towered over her in height, and his massive hand seemed to swallow hers whole. He displayed the cocky attitude of a handsome young man holding hands with the hottest girl in the building – and with good reason.
I rose from my chair and approached the two of them. I shook hands with Derek first, and then – with my hand still throbbing – politely shook Jasmine's hand as well. She gave me a bright and pretty smile, and my heart leapt in my chest. I was so nervous and light-headed, I felt as though I might pass out, but somehow I was able to compose myself and directed them toward the elevator.
I purposefully allowed them to walk ahead of me so that I could get a long look at Jasmine's ass. My god, this girl was spectacular. I allowed my gaze to linger for a bit before dropping lower to admire her muscular calves, which were made tighter by the high-heeled sandals she wore. I couldn't believe that I would soon be seeing this gorgeous woman naked. It all seemed too good to be true.
I slid my key card through the slot, and Derek and Jasmine burst through the door into my room. Jasmine went right to the window, which overlooked the parking lot. I don't know what type of view she expected to see. Derek made a bee-line toward the hot tub and dipped his hand into the bubbling water.
"Not bad," he remarked with a cocky grin.
He snatched the remote from the table, turned on the TV, and flipped around until he found the pay-per-view porn channel.
"You mind?" he asked me. Hell, why not, I thought to myself. I'm already paying for your room and wine. I nodded, and he gave me a grunt and began playing a movie featuring lesbian action.
"Nice," he said to no one in particular.
He plopped himself down on the king-sized bed and wedged a few pillows behind his massive neck, while Jasmine continued to peer out the window. I had no idea what to do with myself, so I took a spot on the chair in the corner of the room.
"So, what's your story?" Jasmine suddenly asked me.
"Me?" I responded like an idiot. "I don't have much of a story. Divorced, living alone, two kids all grown up."
"What do you do for a living?" Derek asked without taking his eyes off the screen.
"Engineer," I responded.
"Seriously?" he said. "You drive a fucking train? Sweet, bro!"
Jesus, this kid was dumber than he looked. Rather than correct him, I figured I'd just let it go. I looked at Jasmine, and she smiled and shook her head. I surmised that she was the smart one in the relationship.
"How long have you two been together?" I asked.
"About a year," Jasmine answered. She was still standing, and swaying to the background music of the porno movie. I couldn't keep my eyes off her long, smooth, perfectly-toned, legs.
"Do you two do this sort of thing often?" I asked.
"First time," Derek said. "What about you?"
"First time," I responded.
"Jasmine is a fucking adrenaline junky, bro," Derek continued. "She loves doing crazy shit, don't you baby?" Although he was addressing the two of us, he still hadn't taken his eyes off the screen, where a pair of beautiful naked women were licking each other in a "69" position. Without any sense of bashfulness whatsoever, he was freely and inconspicuously rubbing his cock through the fabric of his shorts.
Jasmine didn't seem shy, either, as she began rubbing her breasts while transfixed on the action on the screen. "I love danger," she said. "Rock-climbing, bungee-jumping, cliff-diving...you name it."
Oh, to be young again, I thought. To grab life by the balls and live every day to the fullest. If only I had a second chance...oh, who was I kidding? I would have lived a second life just as I lived my first. I am who I am. For one night, at least, it was more fun to live vicariously through these two. I was always more comfortable watching than doing.
"Baby, come over here and suck my dick," Derek said, suddenly. I felt a rush of adrenaline. They were really going to do this. They were really going to have sex, right there in front of me.
Without skipping a beat, she moved to the foot of the bed and yanked down his shorts and boxer briefs. Of course, in addition to being handsome and physically fit, this punk was hung like a horse. Life just isn't fair sometimes.
As big and thick as it was, Jasmine seemed to have no trouble stuffing his cock into her mouth. She teased him a bit by rolling her tongue around his huge mushroom head before she practically devoured it. She swallowed half his length, bobbed back up to the tip, and then went back down again. Each time, she took more and more of his length into her mouth, until finally the entire thing disappeared. It was like watching a snake devour another (much larger) snake on the nature channel.
I felt an urgent need to touch myself, but it seemed awkward to just whip it out and start jerking off in front of these two complete strangers. My fully-engorged cock strained against my pants, forcing me to adjust myself. Jasmine seemed to notice, as she stopped what she was doing and looked over to me.
"You can take it out, you know," she said. "I don't mind."
"Yeah, whatever," Derek said. "Just keep it over there, okay?"
I hesitated for a moment, debating what to do. Jasmine continued to look at me, and it seemed as though she was waiting for me before she continued. With some reluctance, I reached down and freed my cock from the opening in the zipper. Jasmine smiled beautifully and then continued her expert-level blowjob.
I stroked myself while I watched. She was an absolute genius in the art of cocksucking. She could have easily made a good living as a porn star. She took that huge cock all the way to the back of her throat with such ease. She held the base of it with her dainty fingers, and rotated her hand in slow circles. I placed myself in Derek's position and tried to imagine how wonderful it must have felt for him.
"Take your clothes off, baby," Derek said, interrupting my fantasy.
Jasmine removed him from her mouth with a fantastic slurp and stood at the foot of the bed. She reached down and pulled her tee shirt over her head, revealing a lacy black bra. She flashed me a wicked grin and her eyes sparkled as she reached behind her. She unsnapped the clasp and let the bra fall in front of her. Her breasts were absolutely magnificent: small, but perky, with long, erect nipples that I would have given any amount of money to suckle.
She unsnapped the button on her tiny shorts and wriggled out of them, revealing silk panties that were purple and black. She lowered those as well, and I instantly noticed that she was completely shaved. She stood for a moment, still wearing the naughty grin, allowing me to soak in the view. I could tell she enjoyed having me look at her.
What struck me the most about her was her skin. It was olive-colored, and practically glowed. I couldn't spot a single blemish: not one pimple, not one freckle, not a scar nor wrinkle nor hair. It was as if she were made of porcelain. Then she turned to place her clothes on a chair, and I noticed a black-inked tattoo that covered her entire rib cage along her right side. It displayed a single acronym: "YOLO." Why on earth would she ruin such a flawless work of art with such dreadful graffiti?
I was so transfixed upon Jasmine's strip show that I hadn't noticed Derek had completely undressed as well. He now lay on the bed, and I saw that his torso was also covered with ugly tattoos. Why go through all of that work to build your body, only to cover it up with permanent ink? It didn't make sense to me.
Derek slid down the bed and gave Jasmine another order. It was amazing how she did whatever he asked. She moved on top of him in a "69" position, placing her pussy over his mouth while taking his cock back into her throat. My god, what an ass she had. It was perfectly sized and shaped, and once again, I couldn't help but imagine myself in Derek's place. What I would give to touch that ass for even a second or two.
Jasmine began moaning as Derek went to work on her. She gyrated her hips over his head and swallowed his cock with added zeal. I had to slow the pace of my own stroking, as I could feel a surge building already. I made it my goal to time my orgasm with theirs, for no other reason than the challenge of it.
The two lovers continued to lick and suck each other, much like the lesbians on the flat screen on the wall. I found the action on the bed far more riveting than the action on the screen. I was mesmerized by Jasmine's toned and petite little body, with her glowing skin and perfectly-shaped figure, writhing on top of Derek. Her soft moaning was muffled by the large cock she devoured with such expertise and enthusiasm.
Just when I began to think I wasn't going to last much longer, Derek gave Jasmine a slap on the ass. This must have been a signal, as she instantly spun around and mounted him. As she rode on top of him, she squeezed her breasts and emitted a soft moan with an almost child-like whimper. She glanced toward me, and I could see the lust in her eyes.
"You like riding that big cock, don't you baby?" Derek asked.
"Mmm, yeah, daddy," Jasmine responded in a little girl voice. I've always found it off-putting when women refer to their lovers as "daddy" while they're getting fucked, but for some reason, it didn't bother me when Jasmine said it.
Derek grabbed her ass and squeezed it as she continued to ride up and down his pole, faster and faster. I could tell by the sound that she was extremely wet. My cock throbbed and pulsed in my hand. I was only seconds away from cumming, so I stopped and waited. Jasmine looked at me, and then my cock. She licked her lips, practically making me cum without touching me.
"I'm close, baby," Derek said. "Are you ready?"
"Yes, daddy," Jasmine said, looking straight at me. "Give it to me. Give me your hot cum!"
She bounced up and down in his lap at a furious pace, and I could see his hands gripping her with intensity, lifting her up and slamming her down.
"I'm gonna cum," he announced.
In a flash, Jasmine swiftly rose off of him and engulfed his cock with her mouth. Her head quickly bobbed over his shaft, and he grabbed a hold of her hair with both hands. He emitted a loud and sustained groan.
"Oh, fuuuuuuck!" he shouted. His muscles tensed and his face reddened. I quickly stroked my cock and felt an intense wave rise up the length my cock. Long strands of milky-white fluid spurted into the air, covering my dress shirt in several long streams.
Jasmine continued to bob her head up and down in Derek's lap until he finally began to relax.
"Fuck!" he said. "That was a big one!"
Jasmine sat up on knees and held out her hand. She slightly opened her mouth, and a large amount of cum spilled from her lips into her hand. I got the impression she was making a display of it for my benefit.
"No kidding!" she said.