The Man Who Would Pay

I didn't speak to Daniel about our encounter once that week. We went about our business as usual and by Thursday I was checking my site for a new customer. I wanted things back to normal. If part-time prostitute could be considered normal.

I'd forced myself to view Daniel as a mistake. A stupid drunken escapade that couldn't be repeated. It was a secret we would both have to hold all our lives. But then I was beginning to specialise in having secrets. I glanced down at the various requests. More and more every week. More and more secrets. Christ. I could go full-time.

How would that be? Existing only for sex? Was I that obsessed? Did I have an addiction? To be honest, I didn't care if I did. I just loved fucking. And this was a gateway to doing it whenever I wanted.

I could be normal and have a boyfriend but then I'd have to negotiate what Lawrence had called baggage. There'd be times when a boyfriend didn't want to do it. He might wane after a few months and become boring. No. I couldn't go back to that. I craved the excitement this was bringing me. Every man was a new adventure with a fresh twist on how we did it.

My eyes settled on one message among the many. Lawrence had surfaced again. I opened his immediately. I think as my introduction to this crazy life, he held a special place so he got to go to the top of the pile.

I reassessed that idea as soon as he made his request.

'Anal. Usual delivery time.'

What the fuck? I'd never done that.

Reality dawned. Sooner or later I was going to be in a room with someone and they'd just assume. That could be a serious screw-up. If I was going to find out what it was like, better with Lawrence. At least I knew him.

'Agreed.'

I was shaking, just staring at the message thread, seeing what I'd committed myself to. What if I couldn't do it? Jesus Christ. I wished I'd said no. How the hell was I going to do this and not make a fool of myself? I wished I had a dildo I could practice with. I had a butt plug I'd bought in a moment of excitement while exploring a sex shop with my last boyfriend. I'd never used it and even if I shoved it up my arse right now, it wasn't going to test me. I needed something bigger. What else could I use?

Daniel.

It was like a lightbulb moment. I'd ask Daniel. Fuck being a mistake. There was nowhere else I could turn. I needed him. I could be truthful with Daniel and take it gently. If I did it once and knew what to expect, it'd be easier tomorrow.

I leaned over and banged on the wall.

"Daniel. My room. Now."

Bless his heart. He came running.

"Daniel. I need you to do something for me."

"Is it dirty?"

I reddened.

"Yeah."

His grin faded as he realised this was serious.

"Okay. What?"

I need you to fuck my arse." I answered quietly.

He looked stunned. Hardly surprising. It wasn't every brother who got asked that by their sister.

"What?"

"This guy wants to ... I said yes. Only I've never done it."

"Fucking hell, Danica.

When?"

"With him? Tomorrow night. So we have to do it now. I need experience."

He sat on my bed in shock.

"How?

Our parents are downstairs. I think they might notice you screaming."

I cringed.

"You think it hurts that much?"

He rolled his eyes, almost laughing at me.

"I don't know. I've only fucked you and Sally Newman. Once. And I didn't do her arse."

"Well, you can do mine. I need to practice. We can go out in the car somewhere. When it's dark."

He was just staring at me.

"Oh come on. Please. I don't want to have to back out. He's paying three hundred."

"I thought it wasn't about the money?"

"It's not. But I don't want to look like a twat either. Do this for me and I'll give you half."

"So I get to fuck my sister in the butt hole and get paid a hundred and fifty for the pleasure?"

"Yes."

"When it gets dark?"

"Again. Yes."

He shrugged.

"Fair enough. Every man's dream so I'm not turning down an opportunity."

A Cheshire Cat grin possessed his face.

"Oh. You are a darling."

I gave him my best seductive pose, jumping bolt upright as the door opened.

"Everything alright?"

Mum was standing there. She'd heard me shout and bang the wall just a little too loudly.

"Yeah. Sorry.

I thought Daniel had taken something but I made a mistake."

She glanced at him standing behind the door before leaving us to it.

"You'll be taking something. My bum virginity." I sniggered as soon as she had gone.

I sat in the car for a moment staring out into the dark. It wasn't hard to question my sanity on occasions. What was I doing? Why couldn't I be a sweet virginal thing like Daniel's Sally Newman? Lawrence had done this to me. And now he was going to fuck my arse. But not before I let my own brother do it. Jesus fuck. How deep was the hole I was digging for myself?

Perhaps I needed someone to give me a good shake and bring me to my senses before I became even more depraved. How long before I was making porn movies? Oh fuck. I'd already done that. Little private ones for Lawrence.

I let my head come back to the heat and now. We were deep in the woods at the edge of town. A dirt track to a clearing I'd used a few times for my more conventional nocturnal activities. No one ever came here and I had no idea why, but that was a blessing for me.

"Not a lot of room in here."

Daniel was looking around my Mini.

He was right. I'd tried to fuck an ex on the back seat once. It'd been a disaster and I'd ended up jerking him off and getting fingered.

"It's a warm night. I'll lean on the bonnet."

"Christ. You're really determined aren't you."

I was shaking. Shock and arousal. Curiosity and fear. A whole host of conflicting emotions. I swallowed back and reached for the lube.

"Yeah. Come on. Let's get this done before I panic and chicken out."

It was dark. Pitch black. Only the sidelights illuminated us in a small pool of light. At least it was summer. I checked around just to satisfy myself we were alone before turning to face him.

"Do you need any help getting ready?"

He laughed.

"I'm not hard if that's what you mean. Not yet.

How about you? I thought girls needed limbering up first. All that foreplay stuff you go on about?"

I thought things through. This wasn't going to go well if we treated it as some mechanical process we could just switch on. He was right. We did need to get aroused. I needed to be relaxed if that thing was going up my back passage. I stepped toward him and put my arms around his neck.

"Kiss me."

He was good at that as well. It became a full-on passionate smooch with tongues.

"Wow. Did Sally Newman teach you that?"

"I studied first. You can learn a lot from Pornhub."

"I'm sure you can. But it's mostly how to shag a MILF isn't it?"

"There's a lot of brother and sister on there."

I looked into his eyes, searching g for any sign of reticence. There wasn't any.

"They're all fake though. And it's always stepbrother or sister."

I kissed him again as I slid my hand inside his trousers, rubbing my fingers over his rigid cock. It was wet and sticky, juices I spread down to his balls. There was nothing fake about what we were doing.

Daniel began grappling with my jeans, just as eager to have his fingers on my pussy. His tongue found its way into my mouth and our rising heat turned on the passion.

I leaned against the car as my bottoms were pulled to my knees.

"Put your fingers in," I said pulling my panties to the side.

"Uhh."

He gave me a rhythmic finger fuck as I stroked his cock to keep it hard. To be honest, I was ready to just give him my arse at that point, but it felt too nice not to have some more play first. If I was going to hell for shagging my brother, I decided it might as well be worth it.

"Oh yeah. That's nice."

I was so wet on his fingers. I could smell us. My sweetness and his musk. And I could hear the little squelch of them slipping deep inside me.

"Uhh."

"I thought you wouldn't do it again."

I opened my eyes and looked at him. His face was little more than shadows, but I could see the questioning.

"I'd decided not to," I said quietly and honestly.

"But ... what the fuck."

My hunger for him expanded exponentially and I slipped to my knees to take his cock in my mouth. It was no longer about relaxing or even practising. I wanted him. I wanted him just as much as I had when my excuse had been alcohol. What could I blame now when I was sober?

My yearning was unmistakable in my relish of his meat. I caressed it with my hands and lips. I kissed and licked it. I teased his balls. I went way beyond what I needed to, enjoying every moment of it far more than I should. Daniel was so hard. So hot. I could feel him trembling and knew that if I didn't stop he'd shoot his load and my actual purpose for being out here would be shot with it.

Reluctantly, I let his cock slip from my mouth and stood up, turning toward the car. Daniel was hurried, desperate. He pushed my jeans lower until they bundled around my knees.

"Mmm."

His hands began caressing my cheeks, rubbing over my pussy. Then, soaked in my juices his fingers moved to my butt hole.

"Uhh."

It felt amazing as he drew circles around my tight crinkled little hole. I could feel my sphincter muscle jumping. It sent a shiver through me as I anticipated something happening I had never seriously contemplated.

"Oh god."

He pressed on it.

"Uh."

For the first time ever, something went in where it shouldn't. It was only a finger and I was already apprehensive. It felt dry and rough.

"Lube," I muttered, squirming on his digit.

"Lots and lots of lube."

"Have a little faith."

"Uhh."

I was beginning to accept the pleasurable sensations as he fingered my hole, stretching the muscle. I felt the lube arriving. It was cold and trickled down my crack. His finger worked it in, pressing deeper into my anus and lubricating the dry passage until it became slippery and that digit glided freely.

"Oh, Jesus."

"How does it feel?"

"A little weird. And fucking amazing."

It did. My ring was super sensitive and tingled with a pleasure that seemed connected directly to my bean. Deeper, it was more numb, lacking the nerves to feel anything but full. Still nice in a weird kinda way.

"Put your cock in."

His finger was replaced by his crown as I stared forward over the car and into the darkness. He added more lube and pressed home.

"Fuck."

I fell forward onto the bonnet. I felt stretched. As if my arse would tear. It stung, then became a ring of fire as he forced his way into virgin territory.

"Oh, Jesus fuck.

More lube. More lube."

Deeper and deeper it went with a constant pressure that felt all wrong.

"Uhh."

I lay flat on the car bonnet and waited.

"Uh."

It wasn't so bad once he was in.

"How that?"

Daniel was being tender. He was concerned for me and that returned my confidence.

"Fuck me," Was all I said.

He was slow. Extra gentle. He drew back and pressed in again.

"Uhh."

He did it a few times more before the discomfort eased. Then I was analysing the act like an attentive scientist. It began to feel kinda like a deep massage rather than an unnatural invasion. His cock fitted tightly and I felt every inch of him. It was satisfying in a strange way. More than I had expected. It gave me butterflies in the stomach that I was doing something so naughty.

"You can go faster."

Daniel took up the challenge, speeding up with each thrust until he was fucking my arse as if it was a tight little pussy.

"Uh. Uh. Uh."

It still stung a little around my ring, but everything else was tingling. A little uncomfortable, but also pleasant. His balls were banging on my pussy in this position as well which was quite nice.

"Oh god."

I could feel myself climbing. I hadn't expected that. I thought it would all be about the man's pleasure. But I was definitely feeling that distinctive build.

"Don't stop."

My legs turned to jelly as suddenly I felt so turned on. I had to reach for my bean to be sure I would tip. Fast circles, rubbing my flesh between fingers and clit.

"Harder."

Daniel was pummelling me, driving his cock deep into my arse. We were two wild beasts fucking in the open air and it was incredible.

"Oh fuck."

I was cuming. It felt different, mixed with a tiny bit of pain from my ring, but it was an orgasm.

"Uhh."

Fuck. It was an intense tickle I felt in my spine. Then my whole body followed as my clit exploded.

"Fuuck."

An orgasmic cry that echoed out through the night like a cry of an animal. And then I relaxed, becoming a tool for Daniel to finish in.

When he deposited his load it wasn't as spectacular as I'd expected. Just a small warm surge that became lost in all the lube. That was all that followed his telltale grunts.

It was a bit messy after he pulled out and I regretted not bringing a condom. I hadn't thought I'd need one with no risk of pregnancy.

"Stop laughing."

I felt like an absolute idiot waiting for his cum to trickle out. I pushed to empty myself, but not so much that I risked a poo. My jeans were still around my ankles and I had to push my arse back to avoid it dripping on them. I ended up staggering around all bent over looking like some kind of demented idiot.

"For fucks sake."

"Sorry. This is so funny."

"Keep laughing and I'll buy the biggest strap-on I can find and ram it up your arse. Pegging's popular. You might like it."

"No I fucking won't."

It was late when we crept in, going up the stairs in the dark trying not to make a noise. On the landing, I snatched at his hand and pulled him to me before he could go into his room. I kissed him, forgetting entirely that he was my brother.

"Thank you," I whispered before letting him go.

After that, Lawrence was going to be a walk in the park. And I could ask Daniel to add it to my list of services.

Sex with Lawrence was different to with anyone else I'd been with. Paid or otherwise. Boyfriends had been obsessed with their performance, constantly checking to see if I was enjoying it. They, like me, had been young and we'd mostly been finding our way. Despite what I'd said to Daniel about being shocked that someone could reach eighteen as a virgin, I had. Sex hadn't held the mystical illusion for me it had so many of my contemporaries. I'd been happy satisfying my urges alone. Rather obsessed with it in fact. Then when it had finally happened, I will admit I'd gone a bit wild. A new obsession that had to be experienced to the full. Six different guys before Lawrence. I'd thought each of them was the one at first. Then boredom had set in and I'd moved on to the next.

Now there were those who paid. They were more expecting. More assuming of my experience, but still considerate. They wanted variety. Blowjobs and fucking. They wanted to change positions. To suck my tits and eat my pussy. For them, it was about experiencing everything all at once because it could be the only time they bed me.

I was realising that my delve into this world should have been predictable. Each new sexual awakening had been followed by my wanting to have more. To reach for the extremes. Masturbation. Sex with boyfriends. Now it was sex with strangers. It was a kind of addiction. I was looking for a new high.

Lawrence matched none of the patterns the others did. His was something else. He placed his order as if buying spares for his car. My role was to get in position and do, or let him do that one specific thing. Nothing more. Nothing less. He had never put his face to my pussy, or my tits. He ordered a blowjob and that was all that was involved. As was fucking when he requested that.

So I knew that when he had said anal, that was exactly what it would be. There wouldn't be a warm-up as I'd done with Daniel. And no alternative sexual acts. It would be lay or bend over how he said, and have him fuck my arse into oblivion. Then I'd dress and leave.

With that in mind, I'd worn my one butt plug through the day. It wasn't a big thing, but any loosening up was welcome. It'd also given me a thrill at work feeling it up there while all those around me had no idea. Marie had asked me twice why I was smirking to myself. I hadn't told her.

Work however was over. I had to dress and get myself across town to his house. If Daniel had been home from college, I might even have dragged him into my room to have him loosen me up a little more. No such luck. It was take whatever Lawrence delivered.

"Aren't you stopping for anything to eat?" Mum asked.

"No time. I'll get something later."

"You could bring him home you know."

I looked at Mum. She had no idea what I was doing. I wondered what she would say if I brought home a different guy every week and took my payment over the dinner table. I imagined the only thing more likely to bring in cardiac arrest would be introducing Daniel as my lover.

"Maybe," I said with a smile.

"Gotta go."

It was the same routine. Lawrence waited in his dressing gown and we exchanged the payment with hardly an exchange of words. I undressed and stood in his living room naked, waiting for instruction. I looked around for his laptop finding the ever watchful eye in its usual place.

"Kneel on the rug please, and put your head down. Low as you can go.

I did as he asked, holding my face against the rug. I was bent over almost double, with my arse directed upwards. My little crinkled hole was tingling and jumping as I readied myself for what was coming.

"Hold your cheeks."

I reached up behind myself and pulled my bum wide. This really was degrading. And so fucking exciting as well. I quivered with the excited anticipation of being violated.

Lawrence knelt behind me without saying a word and poured lube. Copious amounts that trickled through my crack and down my legs. My arse was his. He'd paid for it and he treated it as his property.

"Hu.. Mm."

I whimpered as a finger worked my hole, stretching and pulling the muscle, conditioning me for what was to come. He was rougher than Daniel had been. This wasn't new for him and I think he was assuming I was as experienced. I winced but didn't stop him.

Lawrence stood over me and positioned his crown against my little starfish. A hard rod held between his fingers before using his weight to enter me, straight down.

"Urhh."

It was like being impaled by a hot poker. More pain and more pressure. Lawrence forced his way into my back passage making my eyes water.

"Jesus. Fuuck."

That probably woke the neighbours up. I spread my arms forward on the floor and arched my back to ease the intense discomfort.

Lawrence seemed not to notice, or he took even greater pleasure from my forced submission. He didn't ask or warn me before he started. Just zero to sixty in seconds. It felt like I was being hammer-drilled.

"Uh. Uh."

Jesus fuck. I hoped he didn't go at me like he had my pussy the previous time. It was just as weirdly arousing as it had been with Daniel, but I wasn't sure I could take it over and over.

"Oh, god."

Lawrence had his hands on my hips, his fingers gripping me tightly, digging into my flesh as he held me in place. I was treated like a target to be struck over and over. I could hear him grunting. Animalistic sounds that tore away our civilised exterior.

My orgasm came at me quickly, rushing over me like a warm ocean wave. It wasn't as satisfying, but it eased the hunger. It was more like an hors d'œuvre to a main course I knew wasn't on the menu.

"Uhhh."

Whether Lawrence had taken something before I still wasn't sure. But tonight it was different. He came like a normal man. Once. And not after so long that it was measured in geological time. And then he was finished. I was grateful for that.

A condom was a lot less messy. No cum dribbled from my arse when I lay catching my breath. I was sweating profusely. My ring stung and my pussy was dripping but the aftermath was a lot more comfortable than my experience in the woods with Daniel.