It was Thursday night, time for Paul to come for our weekly session. At this point, I was about two months into our arrangement and making more cash than I’ve ever seen as a young college girl. While Paul, multi-millionaire entrepreneur that he is, didn’t seem to mind spending his hard-earned money on me, I wondered if his wife harbored other feelings.

I had to push the thought of his marriage out of my head so I could perform for the three hours we had together. I had loved being submissive to Paul, who was twenty years my senior. He had control of me and I got off on it. So far Paul and I had only had oral sex, he loved 69, and also vaginal sex in multiple contorting positions. He stretched my mind, body, and pussy to the limit with his nine-inch thick uncircumcised cock. Tonight was different; I was instructed to be ready for anal. I had researched how porn stars prepared and planned to not eat lunch and to take a shower right before he arrived. I smelled like flowers, rose and lavender; Paul described it as youthful and naive. He liked his sluts to appear innocent but naughty in the bedroom.

Ding

My cell phone lit up, “I’m here,” flashed on the screen.

I opened my apartment door and let Paul inside; he made his way to the bathroom to freshen up after work and started telling me about his day.

“I hired a new secretary today. She was hot as fuck, tight body and big ass,” he casually stated as he brushed his teeth and sliding off his socks.

“Oh really? And how old was she?” I smirked, I wasn’t jealous, I knew what this arrangement was, as long as I got my allowance, I didn’t care who else he made eyes at.

I flashed him my bouncy double-D tits and hard pink nipples, teasing him, giving a peek of my naked flesh under my red lacy robe.

“Mmm…she’s too old for me anyways…thirty-seven,” he scoffed, taking off his dress pants next and unbuttoning his Oxford. “You have better tits anyways.”

“How else is work going? I’m sure you’re crushing it.” Part of my job was to make him feel important, so I liked to ask all about his day so it gives him a chance to show off how powerful he is.

“I closed another deal, baby. You should be so proud of Daddy.” He was fully naked, semi-erect, as he finished brushing his teeth.

Paul grabbed my hand, leading me towards the bedroom. I was getting anxious about the anal, I wanted to please him so badly.

"Wow, you’re such an impressive boss at work, that’s amazing, I’m sure everyone is jealous of you.” I giggled like a little girl, his favorite part I played.

“They would be even more jealous if they saw you on my arm, honey.” He pulled me in, the crisp mint on his breath made me shiver in pleasure as he thrust his tongue down my throat.

“Too bad we have to fuck in secret,” I murmured, teasing his tongue with mine and then biting his lip.

“Bad girl, turn around,” he demanded; he liked to be rough with me, and I wasn’t allowed to bite his lips back.

I did as I was told. I presented my bare ass to him as he slapped it three times, my cheeks flushed to a light pink handprint.

I liked the pain; I sometimes disobeyed so I could get punished.

“Were you a good little girl for Daddy today? Did you prepare like I asked you? I need that tight little asshole tonight, I had such a stressful day.” He pulled lube out of his bag and dripped some on his middle finger.

“I need to prep that pink hole so it can fit me.” He bent me over the bed and spread open my ass cheeks, sliding his lubricated finger slowly inside me.

His finger felt so large inside my butthole, I was praying it would stretch to accommodate his thickness.

I let out a small moan, almost a whimper as he stuck another finger inside. He took his other hand between my legs and rubbed my swelling clit.

"Yes, Daddy, that feels so good.” My eyes rolled back in my head as I moaned louder.

“I want to hear you moaning for me; beg me for it,” his voice commanded the room.

"Please, Daddy, fuck my little asshole! I crave it! I need it, now!”

Paul pushed me further up on the bed so I was on my knees, ass straight up in the air. He took control of my body.

“You’re ready now, baby girl. Present yourself to me, you know how I like it.”

I bent over, put my hands behind my back where he took hold of my wrists forcefully. He then spread my ass cheeks and put the tip of his rock hard dick inside. He slowly pushed. I could feel the lube coating his thick rod as he penetrated my tightest hole.

My face was pushed into the mattress, submissive little girl, moaning for more.

“I want it deeper,” I moaned louder this time.

“Good girl, that’s it. Take Daddy’s cock. I love seeing that asshole stretch for me.”

Inch by inch, Paul slid deeper inside. It felt like he was going to pop one of my organs, that’s how deep he felt. My pussy was soaking wet at this point, drenching my sheets. I could hear Paul’s balls slapping against the outside of my ass as he picked up speed. The intensity of Paul fucking my ass shook my whole body, I was so horny because of him taking what he wanted from me, he had all of me.

“Mmm yes, Sir, you own me, my body is all yours.” My knees started to shake as I got more aroused, wondering if I could climax from anal for the first time with no clitoris stimulation.

My breasts were bouncing faster as he thrusted harder, my back arching, heart racing.

“Little girl, cum for me,” He said with a mix of gentleness but still in charge.

"Yes, Boss,” he got harder when I called him dominant names.

"Mmm, baby you make Daddy so happy.” He slid his finger in my slit, coating it with my pussy juice.

“I live to serve you.”

And with that, Paul came inside my ass with such force. I couldn’t help but orgasm at the same time, feeling him up my hole with warm sticky cum. I got off on making him shoot his load inside me; I was honored to be pleasuring him.

He pulled out slowly, lube and cum dripped everywhere.

“Wait, baby, I want to clean you up.” His tone changed. He was relaxed and soft, not as demanding.

“Whatever you say,” I rolled over onto my back and let out a sigh of relief.

Paul returned from the bathroom with a towel and started wiping my pussy and ass, cleaning it with such a gentleness that I hadn’t seen before. Usually he leaves my body red and raw, sometimes bruised from the rough sex, but he was calmer today.

“You pleased your Daddy so much tonight, you deserve a reward,” He was smiling so big I thought he was going to explode.

“Oh? What did you have in mind?” I was curious.

“You earned a nice massage, naked of course…let me rub those nice young titties.” He pulled me closer to him, his dick still looked massive even though it was getting soft.

I wondered how I even fit that inside me.

I nodded. “I would love that, you take such good care of me.” I closed my eyes, still reeling in ecstasy from our orgasms.

“Let me touch you all over and worship your young, sexy curves. I want to do more foreplay for Round 2…”.