I wrote this story a while back. I hope you enjoy it...
Sex with my then-girlfriend Jill was better than great, it was fucking fantastic, but other aspects of our relationship didn't click. So we split but remained in touch. She was the one who opened my mind to anal sex and the joys of pegging. I recall the excitement of me purchasing a purple strap-on, and the joy of her penetrating me for the first time.
I'd been single for a while when I got a text from Jill. Nothing unusual about that; we'd often text to see how each of us was getting on. Following the lockdown, she reassessed her career and decided to turn her amateur hobby of photography into a fledgling business. Her text asked if we could meet up; she had a business proposition to put to me.
We met a couple of days later in a local coffee shop.
We chatted over our drinks for a while and got each of us up to speed with our lives. Eventually, the conversation turned to the business proposal. It turns out that Jill had been offered a good sum of money by a client to take some erotic pictures of him and another guy for his own personal collection. He lived in Monaco, but was in the UK for a business meeting, and therefore had a short window of opportunity to get the pictures taken. "So where do I come in?" I asked. "Well," said Jill, "I'd arranged for another model to be there, but he's broken his leg skiing and is stuck abroad. I need a model...and I thought of you."
There followed a good few minutes of me trying to explain that I was not the bloke to do it, while she was explaining the setup and arrangements. "Look," she said finally, "I'm desperate. This is my chance to make a name for myself, and you are the only guy I trust." When she started to cry, I knew she'd reeled me in.
We met the following week, in Hugo's hotel suite. He was a little younger than me, well-tanned, with a short beard. He described himself as bisexual but wanted a private collection of images that were a bit "more gay than bi," as he put it.
While we chatted, Jill set up the room and lights. Soon, we were ready. Hugo changed into a tux, while I had to put on an array of leather items: shorts, belt, collar, cuffs, and a leather hood, with holes for the mouth and eyes to hide my identity from the camera.
We began with pictures of him standing over me, being dominant. Then he got me kneeling in front of him; all the time, I could hear the mechanical click, click, click of Jill's camera. Soon, his cock was out, and I was licking and sucking it. Although these were still photos, Hugo was, by now, getting fully into the act, calling me a slut and demanding I take his cock down my pussy mouth. I soon found myself choking on the size, and could sense Jill's camera getting closer so she could see how deep I was taking him. My mouth was full of saliva and pre-cum. And I did wonder how much more mouth-fucking I could take. His hands thrust my head forward as his hips forced forward.
Jill then suggested he release his cock, and I had the chance to gulp some air while she took a few shots of his wet cock-head on my lips and tongue.
I was then told to get on the bed. The cuffs on my limbs became apparent. Hugo used them to initially lock my hands to the headboard. I was then made to kneel, and my ankles were tied in place. Click, click, click went the camera in Jill's hand.
I felt Hugo place his hands on my leather-clad ass. Initially, I thought he was about to unzip the opening at the back, but to my surprise, I felt a sharp pain as he spanked my ass, hard. Again and again, his hand connected with my ass, again and again, the camera in Jill's hand clicked as it caught the action. I've never been properly spanked, only a playful smack. Hugo meant business, and soon my ass felt numb.
Despite the initial pain, the feeling was overwhelmingly erotic. The heat and the tingling in my ass transferred somehow to my cock, which was, by now, growing against the material of my shorts. And then it stopped, and his hands massaged my bum-cheeks. Click, click, click went the ever-seeing camera.
The shorts I was wearing had a zip at the rear. Hugo slowly unzipped me, exposing my reddened rear to the room. More pictures were being taken as my tingling ass was released.
Behind me, I could hear Hugo undressing. The sound of lube being smeared on his cock was obvious. My body seemed to jump as a cold, moist hand delivered a good portion of the silky-smooth lube to my asshole. Expertly, Hugo fingered my ass, getting me ready for penetration. Click, click, click went Jill's camera. And then I felt the tip of his cock nudge the entrance of my hole. Then, holding the belt across my body, he eased himself in. I'd had Jill's purple strap-on in me before, but a real cock, and such a powerful one, took the experience to a new level. Jill got near for the close-up shots as Hugo eased in and out. I felt wet and full. Once the pictures were taken, he began to build up the rhythm. Faster and faster and faster, thrusting and thrusting, click, click, click. And then, a sudden shudder as he stopped, deeply buried in me. And he came. Floods of hot seed filled me. I could feel the pulsing of his cock as it delivered its hot prize.
After a moment of pause, he released himself from me. Opening my ass to the camera, he allowed Jill to capture the cum oozing from my hole. Click, click, click. |
