This story was co-written with
Sandy Monroe
.
*
One Friday morning, mid-November, I was surprised to receive a call from Ben. With his new job in the City, I never usually heard from him during the day, and rarely saw him except at the weekends.
"Hi Ali," he said, sounding very anxious. "Are you free to talk?"
I looked around, intrigued, a little worried, but there was no one in earshot. "Yes. What's up?"
He was silent for a few seconds, which only made me more nervous. "You remember the other night?" he asked eventually.
"In the conference room?"
"Yes."
"I remember." I'd visited him in his new office, dropping in at the end of the day as everyone was heading home. We'd soon had the place to ourselves. The conference room had a large glass wall with a magnificent view across London from a height of twenty-something storeys. I stripped out of everything except my heels and insisted that Ben take advantage of me in that thrilling setting. I bent over, my breasts squashed against the polished hardwood table, and Ben took me from behind. Neither of us had a condom handy, so he fucked me in the ass while I looked out at the neighbouring office blocks, wondering whether anyone was watching us. All the way home, I'd had that exquisitely dirty sensation of cum trickling from my ass.
"We were caught on film," Ben said, interrupting my memory of this delicious encounter.
"What? How?"
"Apparently there's a secret security camera in there."
I laughed. "So now the whole office knows what a stud you are?"
"No," he said, not amused. "Just the boss, I think. He called me to come see him this morning, gave me a bollocking, said it was completely unacceptable and grounds for immediate dismissal."
I was aghast. "He fired you?"
"I really thought he was going to. But he just stood there studying me for a minute, then said, 'As it happens, I need an escort for tonight. If you'll give me your girlfriend for tonight, perhaps I can re-evaluate your performance based on hers.'"
I blinked, shocked. "What did you say?"
"Ali, if you were any other girl, I'd have said no immediately, but..." He trailed off.
"You said yes."
There was a guilty silence. "I said it was up to you," he muttered.
I sighed. Baffled. What kind of boyfriend asks his girlfriend for permission to give her to someone else. This wasn't on my list of fantasies. If I said no, would Ben lose his job? If I said yes, would Ben still respect me? More importantly, what the hell would I be getting myself into? I knew nothing about Ben's boss.
Well, that wasn't entirely true. Ben's boss was rich -- he had to be -- and unafraid to ask his employee for the use of his girlfriend, all of which reeked of power and confidence, and had done so after watching video of me getting fucked in the ass in a semi-public arena. I guess that whatever he wanted from me, it was more than a pretty girl to hang off his elbow.
"Well," I said eventually, "I can't help feeling partly responsible for this, but this has to be your decision, Ben. You will have to live with the consequences."
He breathed a sigh of relief. "Thank you, Ali. I love you. You're the best girlfriend ever."
"Let's hope you still feel that way tomorrow."
Five minutes later I received a text from him: "Car will collect you at 6.30. Wear your new black dress and my favourite heels. Have fun!"
*
I called off sick for the rest of the day. I spent the afternoon letting the professionals make me beautiful -- mani, pedi, waxing, threading, styling -- and made it home just before six. Fiona had moved out at the end of September, taken away by her new job, and I missed having her in my life. The little flat felt lonely without her, and Ben wasn't there often enough to make up for it. He wasn't there often enough to keep me properly satisfied with my love life. He was a great boyfriend, and I had no intention of cheating on him, but I'd been feeling increasingly restless of late.
This strange arrangement with his boss was something different, exciting. I felt like I was preparing for a blind date. What would he be like? Would he be a handsome-yet-damaged billionaire à la Christian Grey? The idea made me laugh, and yet a life of luxury and BDSM held a certain allure. Or would he be a brute of a man who used women for sex and I would just be a plaything to be used, abused and discarded -- which, I have to confess, was even more to my liking. My sexual fantasies can get very dark. As long as he wasn't boring. As long as he didn't do me any permanent damage. As long as the sex was safe... That was important. I have my limits.
I only had half an hour to clean up, put my make-up on and dress. At least I didn't need to decide what I was wearing. Ben had asked for my new Lipsy dress which is black with gorgeous sequined detail. Not only is it sleeveless, but it really draws attention to my breasts. It's a short dress, a very daring dress to wear without underwear, so I decided to play safe and wear a thong and some hold-ups. Finally I slipped into the black patent Pleaser Domina stripper heels that Ben bought me for my birthday and that I hadn't yet worn outside the bedroom. I hoped I wouldn't need to walk far in them.
I decided to risk going without a coat. There was a car being sent for me, after all. The weather was dry and fairly cold, but I could handle the cold if necessary. All I took was my small black handbag, just big enough for my essentials.
Finally I hastened out of the flat and down the stairs to the street, only five minutes late.
A black limousine waited immediately outside the street door. I knew immediately that it was for me, even before the door opened almost magically for me.
I peered inside nervously, but it was empty, a luxurious space of cream leather isolated from the outside world by tinted glass. The chauffeur was only dimly visible through the dark glass. He waited with infinite patience while I found the courage to step inside and take a seat, then the door closed gently by itself, and the sounds of the street were silenced.
It felt so unreal. The car seat was so comfortable I could have slept in it easily, if I weren't so nervous. The cool leather pressed against my bare thighs, and my dress barely covered anything of my cheeks. It was so quiet, even the engine, when it started, could hardly be felt.
A glass of champagne sat on a shelf near me, next to a little wooden box and a silver envelope. I opened the envelope and read the card inside:
"Tonight you are the guest and property of Mr Duncan Johnson. He will greet you on arrival. You will address him only as 'Sir'. He has a gift for you that he wishes you to wear. Apart from the dress and shoes, you may not wear anything else."
Wow. I laughed. Nothing else? In this dress? The card wasn't signed, but it was Ben's handwriting. He seemed to be enjoying giving me to his boss. Was he just selling me for his career? Or was this some cuckold fantasy he was playing out? Sighing, I kicked my shoes off and removed my hold-ups and thong, wondering just how well the chauffeur could see me.
Then I opened the box, and... Holy fuck. Holy. Fuck. A butt plug. A huge butt plug. Not novelty-monster huge, but much bigger than my usual medium-sized plug. Wearing this one would be like walking around with Ben's not-insignificant cock shoved up my ass. It was beautiful too. Black and shiny, and suspended from the drawstring was a little crystal pendant, designed to catch the light as it dangled below my wide-stretched ass.
Nestled next to it in the box was a tube of lube. I hitched up my skirt and squatted on the floor of the car. I gave the plug a liberal coating of lubricant, trying not to get my hands too messy, and squeezed more in and around the entrance of my ass. Wedging the plug between the floor and my tight ring, I lowered myself slowly. Very quickly I was being stretched wider than ever before, painfully wide, deliciously wide. My whole body was tense with the wonder of it.
Slowly I descended, slowly it penetrated, and when at last it popped into place I just sat there on the floor, with my eyes closed, delighting in being so utterly full. If the driver could see me, he would have been treated to the sight of a girl lost in pleasure, her legs wide, her ass stuffed, her bare pussy on display and very wet.