Click here to read the previous parts of the story.
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I was on my knees. I wore a leather collar around my neck. There was a leash attached to the collar. A man named Russ McGavin held the other end of the leash as I sucked his cock. Despite my eager service to Chloe, I never would have imagined I'd end up in that particular situation. I went willingly, though.
It didn't happen all at once, of course. It started with writing that summer camp slasher horror flick I mentioned in my last entry. As soon as the idea took hold, I spent every free moment I had on it. I worked my waiter job, I served Chloe when she needed it, and I wrote. I would occasionally put on a slasher flick if I had writer's block and needed inspiration, but for the most part my life was an absolute blur of work for a few months.
Writing a script isn't as simple as finishing the rough draft and going on your merry way, of course. You have to get notes on your draft. You have to implement those notes. Then you repeat that process as many times as is necessary to ensure the script is good enough to be sent to the kind of professionals - producers, mostly - that can get it funded.
I finished the first draft in three weeks, printed it out, and delivered it to Chloe. She looked genuinely excited as I offered her the pages and she invited me in. I was rewarded with a soft kiss on the cheek and then immediately put to work as she sat down to read. I cleaned her dishes, did her laundry, and thoroughly cleaned her apartment. Once I'd finished with that, Chloe had me join her on the couch so I could offer up a foot and leg massage while she finished the last handful of pages.
"I like it," she said.
You have no idea how big a relief it is to hear someone say that after they've read your script.
"I do have notes, though."
"Of course. Of course."
She smiled. "First, though, I want to say that I love the character you've written for me. I like that there's a bit of depth to her, that she's working through her trauma by...well, by killing all sorts of people in the bloodiest manner possible. I like that you've decided to make it really gory, too."
"Well, a gory movie can make a lot of money. Terrifier 3 and Evil Dead Rise were bloody as hell and they both made plenty of money. I see no reason to hold back, you know?"
"I noticed there's no sex scene," she said. "I think we need to add one. At least one, actually. I mean, what kind of summer camp movie doesn't have a sex scene?"
I'd felt a little awkward about writing a sex scene. I've heard so many actresses talk about how they hate doing them that I just figured Chloe wouldn't be interested.
"What kind of sex scene did you have in mind?"
She looked away for a moment and then turned back and smiled. "Let's say you're my boyfriend. We're young. We haven't had sex yet. We're going to spend our summer as counselors at a sleepaway camp. When we get there, we have a few days where it's just us and the other counselors. As it turns out, we're both determined to have sex for the first time in that span of a few days. How would you do it? Not as a writer. But as you."
I rubbed her feet as I gave it genuine thought. The first thing that popped to mind was how I'd lost my virginity, which happened on a camping trip. I wasn't dating the girl, though. I was 18. We'd met the first day of the camping trip. We'd made out by the second day. By the last day we'd determined that we were going to lose our virginity to each other. We'd scouted a spot in the woods where a rather sizable boulder provided cover. We brought a blanket and a condom and we had sex that probably wasn't very good but that I certainly remember as quite lovely. I'm pretty sure she came, but I could be wrong about that.
Transport that scene to a movie and it's the sort of thing that would make you like the characters as you get to see them both be quite vulnerable as they get naked and make love for the first times in their lives.
I shared my story with Chloe and she smiled and leafed through the script pages. She thought that was an ideal sex scene for two of the supporting characters, that it would make their eventual deaths more painful because we'd have gotten to know them on a deeper level after having witnessed their sex scene.
"What about for my character?" she asked. "She's not innocent. We know from the start that she's not innocent. I like it that way, actually. Nobody thinks of her as the final girl because of that. In fact, at first, you don't think she's the lead of the movie. You think she's the first one that's going to get killed, and in the tradition of these movies, that means she needs to have sex in a certain kind of way. She needs to be a little bit naughtier. She needs to seem like she's initiating the sex. Horror movies always kill the slutty-seeming girl, after all."
"And you don't mind playing a slutty-seeming girl?" I asked.
She smiled and moved one of her feet between my legs. Her toes massaged my cock and I was hard in an instant. Chloe had forbidden me from cumming until I'd finished the first draft, which had proved to be an excellent motivational tool and ensured that even the slightest bit of affection would give me an erection.
"I don't think I'd have a lot of luck playing the good girl, Milo," she said with a smile. "It's just not my thing. Nobody succeeds playing an outright whore, but I know what works for me, and the seductive, perhaps a little bit slutty kind of girl...that's what works for me. That's how I'm going to climb to the top, Milo."
She was right. She didn't come off as the good girl, the innocent ingénue. That was okay, though. There was always room for actresses that lit up the screen with sex appeal.
"Is there a chance you wouldn't know what to do with a girl like me, Milo? That you wouldn't have the foggiest idea how to seduce a girl like me?"
I nodded. She was right.
Then, to my surprise, Chloe pulled her feet from my lap, shifted to her knees, and crawled towards me. "Oddly enough, I think that works. I think you should reshape the relationship between my character and her boyfriend. Don't make him weak, but I don't love that he's a dickish jock. Make him a little quieter. Handsome, of course, and still pretty well built, but the kind of guy that intends on getting a computer science or engineering degree when he goes off to college in the fall. Make him the kind of guy that's more than happy to do what his beautiful, seductive girlfriend wants."
A moment later Chloe was sitting in my lap. She took my hands and placed them on her bare waist (she had on a cropped t-shirt and shorts). She leaned in and kissed me, which was everything I wanted in that moment, though it was entirely unexpected. The tongue that followed was equally surprising, though I rolled with it. I kissed her back. I let my hands wander up her stomach. I found her bare breasts - she rarely wore a bra in her apartment - and I was pretty stunned that she didn't pull back and slap me as I played with her tits. She didn't, though. Instead, Chloe moved her hips over my crotch, grinding into my stiff dick and flooding my body with arousal.
Then it was over. She smiled, stood up, and glanced at the tent in my pants. I wanted her with every fiber of my being. I wanted to kiss her, to strip her naked, to suck on her tits, to finger her pussy, to fuck her.
"That made me a little wet," she said before reaching into her shorts and rubbing her pussy just a few feet from where I sat. "Mmm, maybe more than a little wet. How nice."
"Can I...can I masturbate with you?"
She laughed. "Absolutely not. You're not worthy of that. You haven't earned the right to look at me while you jerk off, Milo. Not even close. That would be using my body for your pleasure, and you're not even close to earning that."
Instead of feeling defeated, all I wanted was to do whatever it took to earn that privilege.
"Can I go down on you?" I asked.
She shook her head. "I might let you eat my pussy after we finish going over the script. Until then, you're going to sit there like a good boy and take my notes."
It took another two hours to get all the notes, though there was a lot of discussion in there as we worked together to flesh out the characters, which was largely what she was concerned with. It made sense, too, as an actor is going to care more about the characters than anything else. I have to admit that on the first pass I was mostly concerned with creating a spectacular collection of kills to delight audiences with.
When we'd finished, Chloe stripped in her living room. She let me stare as she played with her tits and fingered her pussy a little, but I wasn't allowed to touch myself. In fact, I had to keep my hands behind my head to make sure there was no chance I could masturbate.
My hands remained in that position as Chloe straddled me on her couch. She was naked and utterly perfect and I wanted nothing more than to touch her. She didn't let me, though. She moved her hips over my lap. She leaned in close enough that her nipple brushed over my lips several times, but I wasn't allowed to do anything with it. I was being teased. I was being driven mad.
Eventually Chloe got up and took me to her bedroom. She put the sleep mask over my eyes and had me get in her bed. She straddled my face and took it for a ride until she'd had three orgasms. She was fully dressed by the time the sleep mask came off. She handed me the script with all of her notes written in red ink and kicked me out of her apartment. She informed me that I wasn't permitted to orgasm until I'd finished the second draft.
Thankfully, the second draft is almost always quicker than the first. In my case, it took a week. Again I printed it out and hand delivered it to Chloe. In return, she handed me her dry cleaning and told me to take it in and pay for it.
I did so without hesitation. I found it oddly pleasurable to pay for things for Chloe, though I'll admit that buying her lingerie to get fucked in was far more exciting than paying for her dry cleaning.
She'd given me a grocery list, as well, so I went to Gelson's to get everything and returned to find Chloe in her bedroom. She instructed me to put all the groceries away and join her. I did so with great haste, though I made sure to do a good job as Chloe could get quite frustrated if I was sloppy when I completed tasks for her.
When I returned to the bedroom, Chloe was dressed in the lingerie I'd bought her. She was seated in her bed with her legs crossed and I stood in the doorway and ogled her.
"The second draft is excellent, Milo," she said. "I'm going to send it to my manager in the morning. Now you get a reward."
I said nothing. I did nothing. I waited because I knew that's what I was supposed to do.
"Strip," she said.
I removed my clothes. My cock was half hard without being touched.
Chloe wiggled her toes. "You may suck on my toes."
I moved to the foot of the bed and crawled forward. I lowered my head. I took her big toe in my mouth. I sucked on it. As I did, Chloe rubbed her pussy through the delicate lace that covered it. She moaned softly and it was a glorious sound. I wanted to look up, but I knew better. I wasn't permitted to take such pleasures. I had to be granted them.
I sucked all ten of her toes. I did so for long enough that my back started to feel a little sore. Chloe masturbated the entire time, though I think it was at least partly designed to tease me, because she didn't cum.
"Crawl closer," she said after I'd given her toes a thorough bath with my mouth.
I crawled closer until my crotch was directly over her feet. I could smell her. It was a mixture of perfume and the scent of her arousal. It was intoxicating. She traced her fingers over my lips and pushed them into my mouth. I sucked on them as she smiled.
"You're so obedient," she said. "You've been so obedient from the very start. Does it make you happy to obey me, Milo?"
I nodded.
"Good, because it makes me happy to have an obedient man in my life. I like knowing that I can count on you to do as you're told, to serve me, and to do so without complaint."
Her fingers left my mouth and she leaned forward. Our lips met for a remarkably deep kiss. Her toes teased my cock and I was hard and dripping precum before long.
"Have you ever been propositioned, Milo?"
I shook my head.
"No one has ever suggested that you could further your career by offering a sexual favor of some kind?"
"No. Has that happened to you?"
She nodded. "Of course it has. It's happened to every single pretty young woman in Hollywood. I'd like you to add a kill scene to the movie. One where the head of the camp - let's make him in his 40s - propositions my character. Make it subtle. Have him suggest that she could be the one running the camp if she was willing to show him certain consideration. Make his death quick. Blood splatter across the window. That sort of thing."
"I will." I took a breath. "Did someone proposition you recently?"
She nodded. "A showrunner. Some shitty crime procedural. Said he could get me a guest star if I sucked his dick. He's a pig. As if a guest star on a single episode is worth sucking cock for."
I noted that she seemed to be implying she would suck cock for a greater reward. I suppose she was hardly alone in that, though.
"If only I could find a man who'd want to fuck your mouth," she said with a smile. "I could offer you up for my benefit. I could tell him that you'd be willing to do whatever it took to help me."
Her fingers entered my mouth again. I sucked as my cock throbbed harder. I did not want to suck cock, and yet there was a part of me that was turned on by the suggestion that I'd do so for Chloe's benefit.
"I don't even have to ask," she whispered, "I know you'd do it for me, Milo. I know you'd be a cocksucker for me. I know you'd get on your knees and suck dick if it would make me happy. I know you'd do anything for me."
I was glad she didn't ask because I might have disappointed her with my answer.
"Of course, I have a feeling that men like that are hardly ever satisfied with whatever they asked for. You give a blowjob and they want another. You give another and they want to fuck you. They keep moving the goal posts because they get off on having power over you. Though if it was you I was offering up, I suppose I wouldn't care that much if he wanted more than just a blowjob. It wouldn't cost me anything to offer up your ass, would it Milo?"
I felt genuine fear in that moment, but my dick still throbbed. Arousal is a confusing thing sometimes.
Then Chloe leaned in and kissed me on the cheek. She lifted her feet to stroke my dick as I held my position on my hands and knees in her bed. She kissed me softly before her lips moved to my neck and then my earlobe.
Then she whispered, "Would you let someone fuck you if it benefited me, Milo? Would you take it up the ass to help me achieve my goals?"
To my complete and utter embarrassment, I came. It wasn't because I wanted to get fucked. The idea was terrifying to me. I was, however, turned on by surrendering to that level of service, of suffering, I suppose, to be of service to her. I was also turned on by the kissing and the footjob.
Chloe didn't look happy when I finished cumming. She hadn't given me permission, after all.
"Clean up your mess right now," she said.
I backed up and licked my cum off her feet and sheets. I did as thorough a job as I could, though of course I couldn't lick it all out of her sheets.
"I'm sorry I came without permission."
"You should be," she replied, though Chloe looked less angry than I would have thought. "It's nice to know that you'd be willing to go to such great lengths to serve me, though."
"I...I don't know if that's true."
"Your orgasm was your answer, Milo. We both know it. I'm not saying you'd enjoy serving me in that way, but I think we both understand that you'd do it. I can't imagine I'll ever have use for that particular level of service from you, but now I know that you'd be willing to suck dick and get fucked up the ass if it would benefit me, and that's a very useful bit of information."
I wanted to argue with her, but I wasn't entirely sure she was wrong. I wouldn't have liked it, but there was a chance I'd do it. Instead of arguing I simply told myself that it would never come to that. I was wrong, of course, but I had no way of knowing that in that moment.
"I was going to let you watch me masturbate, you know," she said. "That won't be happening for quite some time, though, and now you have to strip my bed, wash my sheets, and make my bed while I go to your apartment to masturbate. Now give me your keys."
I did what she wanted. Chloe left her apartment as I washed her sheets and made her bed. She came back fifteen minutes later and handed me my keys.
"I masturbated twice," she said, but that was all.
Later, after I'd finished her laundry, I returned to my apartment. I tried to discern where she'd masturbated, but I couldn't tell. All I knew was that a beautiful girl had cum twice in my apartment. I liked that notion.
I added the scene Chloe wanted - the one where the guy propositions her - and then emailed her the new script with a watermark for her agent.
We got notes from her agent three days later. They were bigger and involved more substantial changes - mostly making it a little more audience friendly - so it took three weeks to implement them. I was again forbidden from cumming during that time and again my life was all work divided between the script, working as a waiter, and serving Chloe in whatever way she deemed necessary.
When I finished, the changes were again sent off to her agent. We were told it would be at least a week until we heard back.
A few days later I was called to Chloe's apartment well after midnight. It was lucky that I was still awake. I rushed down to her place and found Chloe sitting on her couch in a remarkably sexy skirt and cropped sleeveless turtleneck. Her hair was in a high, tight ponytail and she had on a dark eye shadow and matching dark lipstick. I found the whole look remarkably sexy.
Chloe stood as I came inside and closed the door. She stopped at the edge of the couch - putting a distance of a few yards between us - and said, "As I'm sure you know, some women find great allure in the idea of fucking a famous man. Some even find the idea of sucking a famous man's cock to be hugely arousing."
I nodded.
"You see, most famous men - especially those that are good looking - have their pick of almost any woman. So, when a man like that picks you, well, it feels good. It boosts your confidence. At least, that's the idea. I really couldn't care less. I like getting fucked by a hot guy, of course, but who gives a shit if he's famous? If his dick is big and he's got a great body, I'm all for it."
She seemed a little drunk, which might have accounted for the slight sway in her body and the gently off-kilter smile on her face. "Did you fuck someone famous tonight?" I asked.
Chloe nodded. "I did. I’m not going to say who, but we met at a party in the Hills. He was a little shorter than I would have preferred - so many actors are short - but he had a bigger cock than you'd expect and he used it better than famous men often do. I came three times on that gorgeous cock of his. I came hard enough that I screamed his name at one point, actually."
I stepped towards her. I wanted to go down on her.
Chloe held up her hand. "Where are you going?"
"I want to go down on you."
"Wouldn't that be a reward for you? Wouldn't eating my pussy be something that you crave?"
I nodded. "I finished the draft."
She smiled. "So you think you deserve a reward?"
I nodded again, though I probably shouldn't have. The truth was, I didn't deserve anything. That much had been made clear over the course of my relationship with Chloe. She decided what I got. What I deserved had nothing to do with it.
"I still haven't punished you for cumming on my feet," she said before stepping past me and heading for her kitchen. She was gone for just a handful of seconds before returning with a used condom in her hand. "Follow me."
I followed Chloe into her bedroom. I immediately spotted the dildo attached to the wall via a suction cup. It was at a very particular height. One that would match the height of my ass were I on my knees.
"Strip," she instructed.
I can tell you that I wasn't so fond of stripping as it was pretty damn obvious what was going to happen. I adore serving Chloe, though, and by that point my service to her had gotten wrapped up in advancing my screenwriting career, so I was even more motivated to do as she desired.
As I stripped, Chloe put the used condom on the dildo. She reached up, pulled the hair band that kept her ponytail in place, and double wrapped it around the base of the dildo to keep the condom in place. She then pointed to the floor and said, "Suck it."
I dropped to my hands and knees. I crawled forward. I wrapped my lips around the condom-wrapped dildo. I could feel the cum inside moving around as I sucked on the head like it was a perfectly natural thing to do.
As I sucked, I felt something cool and wet on my ass. I pulled back and whipped my head around and Chloe smacked my ass so hard I nearly fell over.
"Suck that cock!" she demanded.
I turned back and took the dildo in my mouth once more. I kept sucking while Chloe spread the cool liquid over my ass, making it perfectly clear what was coming next.
"Turn around," she said. "Get that dick up your ass."
I knew those words were coming, and yet hearing them was a little bit horrifying. I turned around, though. I backed up. My feet hit the wall first. My hips kept moving back until I felt the toy against my asshole. I pushed and searing pain exploded from my ass.
"I can't," I said.
"You can and you will," she replied. "You get to cum if you do it to my satisfaction, and you get to listen to me masturbate. I might even let you taste my pussy."
I closed my eyes, took a deep breath, and willed my asshole to relax. I pushed back and suddenly it felt very much like I had to take a huge dump. That's because I had something up my ass, though. As it turns out, your body makes clear to you that you need to evacuate your ass when you put something up there.
"Now fuck yourself," Chloe said before moving to her nightstand, opening the drawer, and pulling out the sleep mask. It was on me a moment later and I was plunged into darkness.
I fucked myself like she wanted. I did so slowly because anything else would have hurt far too much.
"You know, you look good," she said. "Better than I expected. I thought you'd look pathetic, but I can see why guys like watching a girl fuck a toy. This is kind of hot. It makes it hotter that you're doing it because I ordered it, though. Much hotter."
I listened to her masturbate. Her pussy was wet. She'd gotten fucked that night so that might have accounted for a lot of the wetness, but she was soaked and it sounded really hot.
Then her fingers filled my mouth. I felt her breath on my cheek. She fucked my face while I fucked my ass and I was a little bit horrified to feel precum dripping from my dick. I wasn't hard, but I was, in fact, turned on. There was a lot of precum dripping from my dick. It was so fucking strange.
"You know, I can't help but hope that I'm actually in a situation to whore you out," she whispered before pulling her fingers free and kissing me softly. Chloe resumed masturbating as her tongue entered my mouth and I found myself feeling quite happy that I'd done as I was told, that I'd fucked my ass with the condom-wrapped dildo because it had resulted in that blissful kiss.
"I probably won't," she continued, "but it would be so much fun if I got to advance my career by making you service someone else. Man or woman, to be honest. I don't give a fuck. I just wanna whore you out, Milo."
I suddenly wanted it. I knew I didn't really want it, but my body responded like I did. My dick actually started to grow. More precum poured from the tip.
Then Chloe came. Her pussy must have been really close to my face - maybe she'd stood up - because all the wetness was really loud.
After her orgasm, Chloe once more opened her nightstand drawer. Soon after I felt her hand on my cock. It took a few moments to realize she was putting a condom on me.
I didn't get a handjob, though.
"If you can cum, go ahead and do it," she said.
Not long after I felt her lips against mine. I felt her tongue in my mouth. She moaned softly and lifted one of my hands from the floor and placed it on her bare breast.
"Cum for me while you have a cock in your ass," she whispered. "Cum for me while you get fucked and play with my tits."
Unbelievably, I came for her. It took a while, but I came. I hadn't realized how vigorously I was fucking myself at that point, but it produced an orgasm. I don't know how and I don't care. It was spectacular. My cock pulsed wildly in the condom and my asshole clamped down hard on the toy, producing a gently unpleasant sensation that was easily overwhelmed by the pleasure of my climax.
When I'd finished, Chloe stood. "You can let that cock out of your ass."
I did so and my hole gaped for a moment. It felt nice to be empty, but there was a small part of me that found it strange to no longer be filled.
Chloe removed the sleep mask and she was dressed in shorts and a cropped hoodie. She pulled the condom from my cock and had me sit on my knees. She then poured my load into my mouth and had me swallow it.
"You can get dressed and leave," she said. "I have an audition tomorrow morning that I want you to drive me to. After that I have a meeting with a potential new manager. You can drive me to that, too, and you can wait in the car during the meeting. After that you can buy me lunch and then maybe, just maybe, I'll let you take me lingerie shopping and model the lingerie for you."
"All of that would make me very happy," I replied, and I meant it.
She smiled and walked away. I got dressed and headed out. I served her all day the next day. I even had to trade shifts at the restaurant so I could keep serving her. That was fine, though. Serving Chloe was the thing that made me happiest.
I'm running a little long here, so next time I'll finish telling you how I ended up on my knees with a dick in my mouth and a collar around my neck.
Thankfully, that particular act of service had a very positive outcome for my career and I can’t wait to share it with you.