I saw this comedian at a show, and there was something about him that made me want to fuck him. I was already plotting.
Unfortunately he ended up moving to LA, and I wondered how I would get my chance. Which presented itself in the form of a personal loss that really jolted me out of my slump.
I recently got a new job, and the first thing I did was buy a plane ticket to visit. Things were being set in motion.
Unfortunately, I was relying on friends to host me, but one by one, they suddenly weren't able to. I grew worried. I wouldn't have enough to stay elsewhere for an entire week, and I would hate to cancel my trip. I also didn't want to outright ask him if I could stay for the week, because we didn't know each other that well.
Luckily, things worked out. A friend would also be travelling that week, and would be there the day after I arrived. I felt more confident in DMing him for a few huge favor. He said sure thing, and gave me his number and address.
I was thrilled.
A few days later, I was in LA. I was greeted with warmth and palm trees. I took a cab to his place. While I waited for him, and older man with a thick Caribbean accent asked me if I was looking for "the young man in the back." I nodded and told myself, "Mind ya business, gramps."
My friend came out and hugged me. He seemed taller than I remembered (He said he was 6'2", and this delighted me). I thanked him profusely for letting me stay, and I offered to do a tarot reading for him as an expression of my gratitude (I wanted to express my gratitude in other ways, but that was for later).
Nothing happened the first night. We slept in the same bed, and he grazed my thigh, but that was it. The tension was crackling.
I was supposed to leave the next day, but I couldn't without hopping on this man's dick. I asked if it would be OK to stay another night, and he said yes.
I gave him a reading that essentially said if he wanted to maintain his success, he would need to put in the work. He had moved here to become a TV writer (a tale as old as time). We spent a few hours watching TV, and I noticed how late it was getting.
We fell asleep, but woke up just before dawn. We chatted a bit. As sexually aggressive as I can be, I'm terrible at flirting, and even more terrible at transitioning conversation into something spicier. I'm also painfully shy.
"Do you think I'm attractive?" I asked.
"Of course."
It's not that I don't think I'm not attractive. I used to model. No, my anxious brain was convinced that there was a possibility that this man would not think this half naked woman in his bed was attractive.
I didn't know where to go from here. So I switched subjects.
"Why did you ask me that?" he asked.
I didn't know how to respond, so I kept teasing about how his tall ass was pushing me off the bed. He told me I could come closer. We spent some time doing this, being awkward about what we both clearly wanted, until we finally kissed. It was frantic. A year of pent up lust, and it was finally here.
He kissed my neck, then went for my nipples before lowering himself to my stomach. He took off my panties with his teeth and ate my pussy for a long time.
He peeled himself from between my legs, put a condom on, and effortlessly slid inside me. I was in heaven. My legs were pressed against his chest as his fucked me long and hard. I sensed he was coming, so I moaned a bit louder. This excited me. I thought this was the finale.
I thought wrong. He kept going, and faster than before. This was a first for me. He went down on me again, and I came all over his face. We fucked for a few more hours after that and passed out. When I woke up, I noticed the golden Magnum wrapper on the floor.
This would be the first time he ruined my life.
I left for a few days to settle into my new place, but I couldn't stop thinking about this man's dick.
Over the weekend, after having a too tall glass of cider (I am unfortunately a light weight when it comes to drinking), I called and asked if I could come over again. He said sure. I hopped right into a cab and headed over.
We smoked, watched TV for a few hours before we got down to fucking again. He fucked me for a few hours before falling asleep. We woke up at dawn.
"I have something to tell you."
"Yeah?"
"I've been trying to fuck you for a year." We laughed. "I saw you on stage and I'd been plotting ever since."
He kissed me and fucked me for a few more hours, as a reward.
We were supposed to go to a movie later that night, but he had to cancel. He was working on a script for his manager that was due in a few days. I asked if I could come over, and I promised I wouldn't be a distraction.
"Oh, you'll be a distraction. We'll talk, watch TV, have lots of sex. Also the cards told me I need to put in the work lol."
"Not me getting cockblocked by the cards," I said.
He asked if I was free that Monday, the day before I was set to leave. I said yes. We made a plan to meet Monday evening. I couldn't wait.
Monday morning rolled around and gave me a gift - my period. It wasn't a lot, but enough to possibly ruin my plans.
We still met up. "Curb" was playing in the background. While I sat on his couch, I let him know that my period came, and I assured him that we didn't have to do anything that he didn't want to do. I then sat on his lap, and he pulled down the top of my dress and sucked my titties. I could feel his hard dick pressing against me. He moaned about me riding him. I could tell he felt conflicted.
He asked if I would suck his dick. I happily obliged. I got on my knees and helped him unzip his pants. This was the first time I was seeing his dick in the light.
"Are you aware that your dick is big?" I blurted out. He laughed. It was both long and girthy, and I struggled to think about how all of that fit in me. Still, I was up for the task.
I loved giving him head. And he loved what I was doing to him.
"Could we use a towel?" he asked. I nodded. He led me to his bed and fucked me. I felt more sensitive. He kept saying "Jesus Christ" over and over again.
We moved back to the living room. I rode him on his couch while he sucked on my titties again. I rode him reverse cowgirl. We fucked on the floor. My head was pressed against the carpet and he held onto my dress. We fucked against the wall.
I asked him how many times he came. He said he lost count but maybe six. I was shocked.
"Do you not have a refractory period?" I asked.
"What's that?"
I explained and he casually said, "Oh, I don't have that." Must be nice.
Eight episodes of Curb had been playing. He fucked me on the kitchen counter when my phone went off. My friend asked when I was coming back to where I was staying. I seriously contemplated staying for another day. I was willing to risk it all.
Sadly I had to go. We made out while I waited for my car. I left with a huge smile on my face and was waiting until the next time.