Money Can Buy You Love

Sometimes when you pay for sex you get a bit of love thrown in for free.

  • Score 8.9 (16 votes)
  • 658 Readers
  • 2096 Words
  • 9 Min Read

I was humping a pillow on his bed, making sure that my legs were wide apart and my arse lifted high enough with each thrust to afford a good view of my balls and hole; after all, he was paying good money to watch the performance. 

He was naked as well and had positioned himself in a chair at the end of the bed, semi-hard cock in one hand, my piss stained y-fronts (made to order) held to his nose in the other. Probably in his mid to late seventies, he reminded me of my grandfather in his casual, sexy physicality.

I’m 47 years old and as horny as I was in my teens, an attribute I decided to put to good use after a lifetime of well paid but dead-end jobs in the computer industry. As a colleague once said, while we were surreptitiously wanking each other under our desks, “You can’t fuck a computer, but they can sure fuck you!”

I decided there had to be better ways to get fucked, and trusting my proclivities and a perceived gap in the market, I set out to see if there was an older clientele looking for sexual shenanigans, and willing to pay a moderately good looking chap like me to provide them. I’m no oil painting, but I’ve turned a few heads in my time and I guess my air of general horniness is its own attraction.

I’d always been attracted to older men (and was fast becoming one myself) and I figured there might be enough gents out there willing to pay for some no-questions-asked sex with an experienced and discreet guy who enjoyed their company as much as they (hopefully) enjoyed mine.

My computer background, not to mention many hours spent surfing porn sites, came in handy as I put out feelers on various websites and even took out some paid ads, complete with carefully worded service offer and increasingly revealing photos for those willing to pay a modest sum for my immodesty.

Within a few weeks I had a small cohort of interested gents all signed up and keen to see what I had to offer, and Dan (that’s the name he gave me anyway) was the first to click into place and make a definite booking. He’d asked if I needed a photo of him before deciding, but my rental policy was simple and blunt, you pay the money and I turn up. 

“You’re very beautiful” he said, almost in a whisper, unsure whether such an observation was entirely suitable for the situation. I stopped humping the pillow, keeping my hairy bum in the air and my legs spread wide, enjoying the feel of his eyes. 

“Thank you” I replied, “you’re a sexy man yourself.” I meant it, he held his years well,  his face was handsome with its gentle creases and slightly careworn look, and his body was clearly that of a man who had looked after himself, or had worked physically hard for most of his life.

“You can touch me, if you like” I suggested, moving myself back to the edge of the bed so that he could reach out if he wanted. 

“Thank you” he replied softly. A moments hesitation and then I felt his fingers brush lightly across my left buttock, and then my right, caressing the soft fur that covers them both. His touch became firmer after a few seconds and I was pleasantly surprised when his fingers played in the thick patch of hair at the base of my spine before slowly travelling down my crack, ever so gently moving through the hair with his fingertips before brushing against the smooth dark muscle of my anus, which pouted and puckered appreciatively.

“Hmmmm, that’s nice” I purred encouragingly, pleased to see him loosening up. He stood and moved in closer, his right hand cupping my heavy balls from behind, pulling them firmly but with great care.

“You don’t know how long I’ve wanted to do this” he sighed, and I noticed that his breathing had become more rapid, the sexual moment fast overtaking him. I felt his stiff cock press against my buttocks and then liquid warmth as he came, totally unexpectedly and with great force, all over my bum and legs. 

He cried out, and it was hard to know if it was in pleasure or pain so deep was the sound within him. His grip on my balls tightened, just the right side of painful, and then slowly loosened as his breathing flattened out and the force of his orgasm began to dissipate.

He leant against me with his hands pressing on my back and I slowly lowered myself onto the mattress, taking him with him. He lay heavily on top, his heavy breathing pushing through me, his lips pressed against my neck. He was crying I realised, and I lay there for a few minutes listening to his gentle sobs, his tears moistening my shoulder, making me love him in that moment.

He eventually rolled off and we faced each other, my cock still hard, his limp and leaking jizz. I kissed him on the lips (not usually part of the service), and told him that everything was alright, which it was at that moment. 

“Sorry” he sighed, a trail of tears rolling down his cheeks, “I didn’t think I’d ever be with a man again.” We were silent for a while, just enjoying the warmth and intimacy. I wiped his tears away and gently rubbed his nipples, which looked like they’d enjoy such attention. They did. 

He explained that his wife of over 40 years had died recently and he’d assumed that his sexual life was over, not having been with anyone else after they’d married all those years ago. But memories of times he’d spent with a friend of his youth, Mark, had been intruding into his thoughts ever since, to the point where he knew that he had to be with another man again, even after so many years of heterosexuality.

“Sometimes when I was fucking my wife, I’d be thinking of Mark” he whispered, as if afraid she would overhear the confession. “I’ve never told anyone that, not even myself.” He laughed at the notion, but I knew how much it meant to say it out loud at last.

“You’re allowed to have secrets” I said, “and I bet your wife still enjoyed the fucks.”

We both laughed then, pulling back from the brink. My stiff prick jerked and bobbed and he took hold of it, pulling on it forcefully before cupping my balls in his hand and squeezing them tightly, making me gasp.

“Mark loved having his balls squeezed,” he explained, “he even let me slap them sometimes.” His cock twitched at the memory, fast recovering from its earlier release, and I closed my eyes as he stretched my ball sack until my testicles were tight inside.

“Go ahead, slap mine” I responded, never averse to a bit of rough handling.

“Really?” he asked, his cock twitching some more. In answer I hauled myself to my knees, legs apart, balls still in his grasp. He let them go and they swung loose and heavy below my tumescent prick, there for the taking. He got onto his knees in front of me, cock at half-mast, and gently tapped them with his right hand and then his left, making me moan approvingly.

“Harder” I commanded, “I’ll let you know when to stop.”

He obeyed, making my heavy sack swing back and forth between my thighs. I gasped as each slap fell, my body spasming slightly with the jolts of pleasure and pain. My cock stiffened even more, the foreskin drawn back to reveal the swollen purple knob, slick with precum. 

“Keep going” I gasped, lost in the intense sensations coursing through my balls, my cock, my belly, my legs. 

“Just like Mark!” he exclaimed, a big smile on his face.

“Fuuuuuck!” I gasped as I realised that I was about to cum. He realised it too and grabbing my balls he pulled them tight and bent low to take my throbbing cock into his mouth.

He was just in time! I exploded as soon as I felt his lips close around my swollen knob, his tongue massaging the tightly drawn skin of my frenulum, pulling the trigger on my pent up orgasm. 

Now, I’m a pretty heavy cummer at the best of times, but with the addition of such intense ball stimulation I unloaded in his mouth with a force that literally took my breath away, and almost drowned him! 

I gripped his shoulders as I thrust my cock into the back of his throat, filling his mouth with hot spunk, forcing him to swallow fast in order to cope. He did a good job but couldn’t take it all and had to remove my dick from his mouth before he gagged, grabbing my taut shaft and jerking it hard as I sprayed all over his face, spattering him with my thick cream.

“Fuuuuuuuuuuuuuuck!!!!!” I cried out again as my spasms crescendoed and then slowly diminished, even while he continued to jerk my cock hard and fast, pumping yet more cream onto his smiling face, forcing out those last painful dribbles.

I slumped against him, the pleasure/pain line having been crossed, and grabbed his hand, forcing him to release my cock before I cried out in agony. As it was, I began laughing uncontrollably as I gulped in air and tried to recover from such a powerful orgasm.

He laughed too and tried to grab my cock back, not quite finished with it yet, but I held his hand firmly and managed to keep him at bay. With my free hand I grabbed his balls and tugged on them menacingly, the threat implicit.

“Enough, enough” I gasped, “you’ll pull it off!” We both laughed and fell back onto the bed facing each other, both of us sucking in breath from our exertions, happily exhausted.

We lay there for I don’t know how long, agreeing to hold each others cocks more gently now. His face was still covered in my jizz and I leant in and kissed him, tasting my seed on his mouth and tongue. I reached up and rubbed the pools all over his cheeks and forehead and nose before sliding my slippery fingers between his lips, enjoying the feel of his tongue as he licked them clean.

“Will you stay the night?” he asked hesitantly, worried that he’d crossed a line. He probably had, but I felt good and it was getting late and I liked him a lot, so I flipped over and pulled his arms around me, encouraging him to hold me tight.

“Sure” I replied, “no extra charge.” I laughed and he held me closer, nuzzling the back of my neck as we both drifted off to sleep.

He fucked me early the next morning, whispering Mark’s name into my ear with each thrust, deep in the thrall of his past. He cried out when he came inside me, and I pushed back hard against his cock, the way I imagined Mark would have done; I felt I knew him quite well by this stage.

We drifted off again and when I awoke he was still fast asleep. I woke him up with a kiss and told him that I had to go, another day another dollar. He wanted me to stay a bit longer but I lied and told him that I had to get myself ready for another client, which brought him back down to earth. 

He rolled out of bed and headed for the kitchen promising to make me a coffee, which I was happy to accept. I dressed and followed him to the back of the house where I found him still naked and poised over the coffee-maker. As I drank he searched out his wallet and handed me the agreed fee for the evening’s entertainment, assuring me that it was money well spent, which I already knew.

I kissed him again as I pocketed the cash and reminded him that he knew where to find me, should the need arise. His cock was semi erect and bobbed noticeably, making me pretty sure that I’d be hearing from him again. 

As I headed for the door I heard him softly whisper “goodbye Mark”, not meant for my ears. I smiled, knowing that the next time we met it would be just him and me, without a ghost from the past.


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