Making Him Wait

She wouldn’t let me fuck her. That was the arrangement.

I accepted this, happy to just have her around me. I couldn’t believe my luck, to be honest. I was pushing 60 and she had just waltzed past 20 summers.

I was rich and alone. She was young and accustomed to being pampered. I have no idea why she singled me out that evening we met, a month ago, in a posh club in St. Tropez. But since then, I lavished gifts on her. She had her own room in my mansion on the coast, a brand new Alfa and all the money she could spend.

I’m wasn’t stupid. I knew that she wouldn’t stick around forever. She had that ability to wrap rich, overweight men around her finger for a while and then just fade away. I sometimes felt pathetic - a textbook example of a lonely old man. Nevertheless, even though she wouldn’t let me fuck her, I’d rather have her around than fuck a $10,000 a night call girl.

I was a sugar daddy who wasn’t allowed near the honey pot.

Sure, we played around, by her rules. She would doing simple little strip shows for me in the living room and I was allowed to pull on my cock while I watched. And Christ, did I ever watch. When she was done, she would lounge naked in the big leather chair and lazily, sensually, play with herself. Fingering herself to quiet yet intense orgasms. I got to stand next to her while she did this, jerking myself off. Never allowed to be naked, she insisted that my trousers puddle around my ankles.

When I came, she permitted me to shoot my hot cum on her perfect breasts. No contact but for my seed splattering rudely on her soft skin. She would then massage it into her skin and continue playing with herself with small, circular motions on her clit, until she came. Eyes closed, biting her lower lip. Every time.

Or I could watch her take showers and jack off, sitting on the toilet, only standing up to aim my cock into the shower and spray my cum on her thighs. Every time I came, I said, “thank you”, and she smiled.

That was the arrangement. Her name was Claudia.

She was a product of Southern Europe. Graceful movements, narrow, smoky-blue eyes, and everything she did was erotic. Just the act of brushing her blonde hair behind her ear sent bolts of electricity to my crotch. She was born with the ability to know exactly how to make even a simple summer dress look exquisite. A built-in sense of style.

Her body was a masterpiece and I knew every nook and cranny from all my watching. Long, slender legs, thin hips, flat stomach with shadows of muscles and the roundest, firmest tits you could imagine. Crowned with bullet-nipples that rose on the slightest breeze. The whole body golden brown from the insistent Mediterranean sun. And her hot little cunt – well, that was shaved bare and she kept it silky smooth. I held the shaving cream and razor for her when she shaved.

She drove me mad with desire and she knew it. She was all too aware of her power over me. A man who had built a hotel empire out of nothing was now a meek, pathetic wimp, content with gripping his 60 year old cock and jerking it hard and fast until he came on this beautiful creature. Even when she was out shopping, I would jerk off madly into the toilet, supporting myself with one hand on the wall. Grunting roughly, uncaring that saliva dripped over my lip and ran down my chin. This is what I was reduced to.

She wanted to go sailing, she said. Around noon, we headed out on my 60 foot yacht, into the cool, calm waters of the Med. Like every other day, little was said. This wasn’t a relationship based on conversation. There was little wind, so I shut down the motor and we drifted lazily on the ripples.

Claudia wore one of the bikinis I had bought for her. It was white and sheer. Two tiny triangles of fabric clung precariously to her breasts, with only her erect nipples holding them in place. Tiny, thread-like straps snaked luxuriously up around her neck. The triangle of fabric on her cunt was just as tiny. She sat cross-legged, reading Italian Vogue and her puffy cunt lips seemed to suck at the fabric. The single strand of the g-string disappeared into the crack of her ass.

I eyed her constantly and she ignored me completely, with a faint, crooked smile barely visible on her lips. I catered to her every whim. Refilling her glass with white wine, serving her delicate sandwiches I made down in the galley.

I was aching to pull out my cock and jack off. I tried to reveal my ragged breathing and control myself, hoping she would give me the signal.

I sat motionless across from her, watching her every move. Nibbling at her nails, brushing her hair behind an ear, sliding a finger into her bikini bottom to readjust it.

Finally, she noticed me. Fixed me with those secretive eyes and a little smile. She raised her eyebrows and nodded every so slightly. The signal.

I tried not to appear too eager as I got up. As I approached her, I hastily undid my shorts. I was shirtless, my large stomach rising and falling with every desperate breath. I knelt on the bench next to her. She glanced over briefly to watch me grab my hard, thick cock and start the familiar motions. Then she merely turned her head back to her magazine and continued reading.

I stared down at her breasts straining against the bikini and down between her legs. She made no signs of masturbating herself. Didn’t matter, I needed to cum.

I grunted and groaned as my hand flew up and down my shaft. She knew my sounds by now and when she could tell I was about to cum, she merely held out the spread pages of Italian Vogue and my cum splattered onto photos of a Versace fashion show in Milano.

When I was down, she turned the pages, squishing my cum between them, and kept reading. My ‘thank you’ was greeted with a little nod and I pulled up my shorts and tucked my cock back in. Satiated. For now.

We lounged about on the sea for a few hours and in that time I felt my urgent need to cum rising again.

Claudia stood up, stretched luxuriously and walked over to the ladder on the stern. I watched her hard, firm ass jiggle imperceptibly as she went. The thin g-string hiding nothing. She dipped her toes into the water to test the temperature and then dove in to cool off.

I resisted the temptation to jerk off again. I pondered, as I did constantly, how I could end up like this. Completely obsessed by this young creature. Unable to live a normal life. Jerking off several times a day like a schoolboy.

Claudia swam for awhile, don’t know how long, before appearing climbing up the ladder. Her hair was slicked back, darker when wet, and her white bikini did nothing to hide her precious parts. It was rendered completely see-through. Her nipples poked out of the dark areoles and the cleft of her cunt lips were all too visible. She was a vision.

She walked slowly over to me. I couldn’t be sure, but there was a different expression in her eyes. She stood before me, water dripping onto the deck, and stared into my eyes.

I didn’t know where to look or what to do. This made me uncomfortable. She nodded and raised her eyebrows, giving me the signal. Yes. I scrambled to undo my shorts and pull them down round my ankles.

She watched me. When my hand, as per usual, reached for my considerable erection, she shook her head. I didn’t quite understand so she reached down and moved my hand away. I let it fall to my side. Something was different now. My breath caught in my throat. My cock throbbed on every heartbeat, resting against my large, tanned stomach.

She reached around her back and undid her bikini straps. She tossed the top away, without looking at it. She hooked her thumbs into her bikini bottoms and slid them slowly down her long legs. Stepping out of them and flicking them away with a toe.

She stood there for a lifetime, looking me right in the eye. I was paralysed. Caught in her headlights. This was definitely not the arrangement.

Her hands glided up her body to her tits and she took her nipples between her fingers and thumbs and pinched them hard, pulling them slightly out and away from her breasts. If they were hard before, they were now made of stone.

I was breathing hard now. My chest and belly rising and falling like a fast-forward tide. I was completely unprepared for her next move.

She straddled me. A knee on either side of my hips on the cushioned bench. I tore my eyes away from hers and looked down, past her perfect tits, at her slick, shaved cunt. It was hovering impossibly close to the head of my cock.

No. It couldn’t be... she wouldn’t... I looked up at her in disbelief, my eyes seeking answers to my unspoken questions.

She merely nodded. Her hand went down and my body jolted quite suddenly at the touch of her slim, soft fingers on my shaft. She had never touched my cock before and I desperately tried to keep breathing.

There was little ceremony. She grabbed my cock, her fingers barely reaching around my girth, until it was pointing upwards. With her other hand she spread her swollen, aroused cunt lips and showed me her pink.

My jaw was open and my eyes were wide with disbelief as I watched her hold my cock there for a moment, right below her spread lips. She shifted slightly and her hole fell towards my cockhead.

No. It couldn’t be... yes...

I saw and I felt my cockhead cleave past her lips and nudge against her entrance. Everything was vivid. The intense heat of her cunt, her moist juices, my every heartbeat slamming violently inside the head of my cock, her soft folds of skin.

She shifted again, forcing her hips downwards onto my pulsing cock. I watched as my cockhead struggled to enter her, like a burglar forcing his way into a basement window.

Her hole was so tight I panicked at the thought that I would be able to get up inside her... but she sat down on it and suddenly, gloriously, my cockhead popped inside. I groaned loudly, gutterally, primevally.

She didn’t stop there. She kept pushing down and saliva dripped down my chin, out of my open mouth, as I watched the length of my cock glide inside her silken fuckhole. It just kept sliding, like it was never going to stop.

But it stopped. When my cock was buried completely inside of her, impossibly deep inside of her, it stopped. Her smooth cunt lips rested on the base of my cock.

Never in my life did a cunt feel so amazing. Every inch of skin was forced tightly inside her searingly hot, vice-like, sopping wet silken pussy.

I looked up at her in disbelief. She smiled sweetly at me and I felt tears well in my eyes. They flowed freely down my face and I couldn’t control the hulking, silent sobs that followed them.

After letting the sensation of being inside of her settle in, she began to fuck my cock. Rising up and down, gently, sensually. Every nerve in my cock was on fire as it slid in and out of her silken hole. Right out to the tip of my cockhead and then in again, to the hilt.

She took my hands and placed them on her tits and, after a moment of feeling their weight in my hands, I started squeezing them.

She rode my cock easily at first but then started to fuck it harder. Bobbing up and down on it with increasing tempo.

Her cunt sucked hard on my cock, her muscles gripping it tightly when she rose up, releasing when she slammed back down.

She placed her hands on my shoulders and leaned into it. Her perfect ass slamming down on my cock. She suckled on my ear lobe and I felt her hot, sweet breath in my ear, along with short, sharp squeals.

It didn’t take me long. It took one word from her, whispered in my ear:

“Cum”.

And I did. I felt my sperm boil in my balls and start to shoot down my shaft. I threw my head back and roared as I spurted the first ropes of cum deep into her womb.

It lasted forever and one day. She gradually slowed her pace and, when I was spent, she crawled off of me, standing there, watching me try to recover with a gentle smile on her lips. Backlit by the hot, Mediterreanen sun.

The next day she was gone.