I was posting last year under a different account but things got deleted for “rule breaking” I got frustrated and just deleted the profile. Decided to try posting again with a different profile a few weeks after that but didn’t get around to it as I was still frustrated.
Anyways, I feel like trying again and seeing how it goes. If you want to read my old stuff its archived [https://www.reddit.com/user/TheAccidentalEscort/comments/nvqfjn/archived_posts/](https://www.reddit.com/user/TheAccidentalEscort/comments/nvqfjn/archived_posts/?utm_source=share&utm_medium=web2x&context=3)
Ignore my stats in the first post it was my first time posting and for whatever reason I made myself smaller than I am lol.
The briefest of summaries: I became a free use slut / escort to a friend’s wealthy dad in exchange for free rent and an allowance before the first semester of university. Things ended shortly before Covid but they have picked up again this year. Parts 1 thru 6 in the link above if you want the back story. Bless the internet for saving a copy. 21 now, 18 / 19 when these stories happened.
Skip to ********** if you want to get to the good part.
After the New York City trip – I may or may not finish that at this point – we took a small break. I was done with exams, holidays were rolling around and we needed to do our separate things. I promised to make it up to him in the new year.At the start of the new year he went to Miami and he invited me along for almost two weeks. Who was I to say no to escaping the snow and cold for the beaches of Miami. I would miss a few days of the first week of university but oh well and the extra allowance was always handy.
I was a little nervous having to spend all this time with him but he worked during the day so we had our breaks. Things ended up getting a little out of control and I submitted to him even further, which I did not think was possible.Anyways, we took the first flight out in the morning and got to the hotel before noon. St. Regis in Bal Harbour. Can I just say, a swanky part of town and one of swankiest hotels in town. Nothing but Ferrari’s and Bentley’s and Porsche’s and I think I even saw a Rolls Royce.
We got to the suite and I was floored. “What is with these rooms?!?!” I asked him in absolute awe of the oceanfront view. This was better than the one in New York.He just shrugged and said “I have money and it’s a travel expense … what does it matter.” Just like New York, I thought to myself.
I tried to service him to properly thank him for whisking me off but he had to run for meetings.
I pouted, jumped up on him, wrapped my legs and arms around him and made out with him. Trying to convince him to stay. He smacked my ass a few times and threw me onto the bed. “I have to go.” he said, smacking my face, “They’re waiting for me.”“Do what you want in the hotel. I’ll message when I’m leaving. Better be ready whore.” he said as he left the suite. We hadn’t fucked since New York. Not that I had a dry spell. While I hadn’t fucked anyone during finals, this time around I had had sex at least 7 times with different people. I was used to getting fucked at least 3 to 4 times a week by him and a girl has needs. I wasn’t sure about him. Maybe he called up an escort, I had thought to myself. I didn’t really care and I hadn’t asked.
I went out to the balcony for a bit and took in the breathtaking view. Clear blue skies. Nothing but the ocean for miles. The beach across the hotel was a little small but it would do. I remember thinking to myself “what a life…”I unpacked and decided to take a nap as I was tired from the early morning flight. I got up a little while later, freshened up in the rain shower, put on my sunglasses, bikini and cover up, and went over to the beach. A few random trust fund kids (I am just assuming) did their best to hit on me, a particularly chiseled one invited me back to his day villa as I was getting ready to head back to the suite.
“30 minutes whore” was the text I had just received, otherwise I might have entertained him. I politely declined and told him maybe another day as I had somewhere to be. “I’m here all week,” he said walking away. I admired him. More on him later.
**********
I got back to the hotel room and put on one of the AP lingerie sets I had picked up in New York. [Yesmine]([https://i.pinimg.com/564x/fe/7b/be/fe7bbe08d432d0d202ded44cead44dfe.jpg](https://i.pinimg.com/564x/fe/7b/be/fe7bbe08d432d0d202ded44cead44dfe.jpg)) + [Robe]([https://i.pinimg.com/564x/46/11/f5/4611f580b1e7b454604b7eeb1a59ec50.jpg](https://i.pinimg.com/564x/46/11/f5/4611f580b1e7b454604b7eeb1a59ec50.jpg))
As was customary, I also collared & leashed myself, put restraints on my wrists & ankles and plugged my ass. I was already wet. I pleasured myself a little as I admired myself in the mirror.
It had already been 30 minutes since I got the text, I figured he’d be here any minute now. I put on some music and decided to wait for him at the front on my knees with my back facing the door. I positioned the collar so the leash fell down my back.
Within a few minutes I heard the door unlock and open. My heart picked up its pace. I was ready to be used.
I heard him smirk and chuckle.
“Eager to please, aren’t you whore?” I didn’t say anything. He knelt to grab the leash and pushed me down. I took that to mean he wanted me on all fours and proceeded to position myself for a crawl to the bedroom.
He tugged on the leash to pull my neck up. I groaned as the collar dug into me.
“I asked you a question”
“Yes Daddy. I want to be used by you”
He knelt down again and smacked my ass a few times. I moaned in pleasure with every smack. He pulled on the leash again.
“What do you say?”
I didn’t know what he wanted me to say so I just said “Thank you Daddy”
“Good whore.” he smacked my ass again.
“Thank you Daddy” I moaned again and again as he smacked my ass again and again and again. It went on longer than usual and I even dropped my head to the ground, relaxing my hands, as he continued his onslaught on my firm ass.
He stopped and reached for the plug and tugged on it. Pulling it out and pushing it back in. “Ohhhhh Daddy” I moaned at the sensation. My pussy was wet. Really wet. I was ready to be fucked and here he was taking his sweet time.
Still kneeling, he suddenly tugged on the leash even harder and brought my head up from the ground. I groaned and reached for the collar with my hands as it dug into my neck.
He bit my ear and groped my tits. “So … fuck anyone during our break whore?”
“No..ugh” I started to say when he tugged on the leash again
“Don’t lie to me. How many times?”
“Ugh…I don’t know 5 … 7 times” I said, clawing at the collar.
He continued to explore my body with his hand. He turned me to the side for better access. Pulled my underwear aside and started to pleasure me.
“Same guy?” as he dug his fingers into my pussy as my hands reached for his hand to try and keep a gentler pace but it didn’t work.
“No … like 4 … ” I moaned with heavy breathing. He picked up his pace. “Oh god don’t stop”
His fingers were driving me crazy. My breathing was becoming erratic. I was going to cum soon.
“They make you squirt?” he spit on my face as he continued his onslaught.
“I’m close daddy. I’m so close daddy” I squirmed awaiting my orgasm and ignoring his question
He suddenly stopped. Pulled out of my wet pussy and stuck his fingers in my mouth before I could protest. I sucked on my juices as he spit on my face again.
He grabbed my jaw, kissed me and said “Did they make you squirt?”. I just shook my head sideways to say no. He spit on my face again, let go and stood up. Leash in his hand.
“Crawl and hop onto the bed” he commanded. I got back on all fours and started crawling towards the bedroom. He had denied me an orgasm. I could feel the wetness of my pussy with every movement. My juices were flowing down my legs. I was aching. The plug in my ass was providing further sensations, which made me think I might orgasm just from crawling.
When we got to the base of the bed I got onto the bed and got into position. Head down, ass up, ready to be fucked.
I moaned out as he began to rub and smack my ass cheeks again. They were sore by this point and each smack stung. Soon I was saying “owww thank you Daddy” as each smack landed on a random ass cheek.
“Stand up” he said
“Daddy I need to cum. Please daddy…” I begged still in my position.
He smacked my ass hard. “Ooowwww … please daddy … “ I screamed and begged again
“Stand up” he commanded more sternly as he went and sat on the sofa next to the bed. He pushed the table aside as I got off the bed, dejected, and stood in front of him. He undid his tie a little as I awaited my next command.
“We buy this in New York?” he said eyeing me up
I simply nodded
“Looks good on you… you know … for a whore…” there was his customary comment to me. I was always reminded I was a whore before he used me. His whore. “Dance for me…don’t strip”
I began to seductively dance for him. Or tried to at least. I was ready to collapse and finger myself to an orgasm. Feeling the plug in my ass. Feeling the soreness of my pussy with every move I made. It was driving me crazy. He was denying me on purpose.
“Strip. You’re boring me.” he said after what felt like an eternity to me but was probably just 2 mins or so. Guess I wasn’t putting on a good enough show.
I hurriedly removed all of the lingerie. Barely putting on a show if at all. I threw my underwear at him. He motioned at me to kneel in front of him. I did so and immediately grabbed his dick through his pants and started rubbing him.“Please daddy” I pleaded with him again “please make me cum.” I kissed his dick through his pants.
He pulled my hair and pushed my head back, I winced and continued to rub his dick. He wiped my underwear on my wet pussy and said “I assume you don’t want me to ruin these?”
“No …”
“Too bad” he said as he spit on my face and stuffed them inside my pussy. I squirmed as he did that as I was not expecting it. This was the first time he had done this actually.
“Get to work” he commanded.
Ass plugged. Aching pussy stuffed. I hungrily undid his belt and removed his pants and boxers. His dick sprung out, I put it in my mouth and let it grow as I sucked on it. I moaned with every suck. There is something about a thick meaty cock in your mouth that is liberating.
I didn’t even bother with foreplay once he was fully erect. I just went straight into deep throat and he put a hand on my head to keep my face buried in his crotch.
I tapped his thighs to signal I needed to be let up. But he didn’t budge. I tried to push up but he overpowered me. My eyes had watered and tears were streaming down my face. My lungs were on fire as I tapped his thighs again. He pushed me deeper into his crotch and finally released me.
Copious amounts of saliva came out, as I came up for air, coating his dick and crotch. I let go of his dick, sat back, coughed a few times and tried to catch my breath. A smile creeped up on my face as the whore in me enjoyed being used like that. I cleared my sinuses and wiped my mouth.
“Again. Hands behind your back.” he commanded. He obviously didn’t want me tapping out.
I nodded my head as I continued to catch my breath. I took him back in my mouth, put my hands behind my back and before I could take him in my throat he reached over and linked the wrist restraints.
Knowing what was about to come I quickly took out whatever length of his cock I could, took a deep breath before he pushed me back down again and held me there.“You like my dick in your throat?”
I nodded my head up and down signaling yes
“Can you breathe?”
I shook my head signaling no.
“Good. Stay there slut. Lick my balls”
My lungs were burning but I did what I could as I stuck my tongue out to lick his balls.
“That’s my girl. Do you want to breathe?”
I nodded my head up and down. He did not let me go. I slapped my ass with my cuffed hands, which hurt more than I thought it would due to his earlier spanking. I did it again and he finally released me.
More saliva came out as I pulled out. I gasped for air as I rested my head on his thigh. “Thank you Daddy” I gasped out thanking him for the abuse and the air but it was more for the abuse.
He shoved me back down and repeated this at least another dozen times. I think he enjoyed watching me tap out by slapping my ass with my cuffed hands. Everytime I came up for air he called me a “good girl”. After the last one he took the saliva I was spewing on to him and smeared my face with it “That’s a proper whore” … “Thank you daddy” I respondedMy throat and sinuses were done. I rested my head on his thigh as he stroked my hair.
He stood me up, undid my restraints, bent me over and cuffed my wrists to my ankles. It was not the most comfortable position, but I suppose that was the idea. He removed my plug as I moaned.He got out a condom, shoved himself in my mouth again to get hard, put on the condom, poured some lube and began to assault my ass. I had to bend a little at the knees.
This lasted for a few minutes until I had my first orgasm, which was massive given the earlier denial. He pounded me through my orgasm. After I recovered he pulled out, undid my restraints, lifted me up and threw me onto the bed.
“Head” he said, motioning to the side of the bed as he removed the condom. I slowly positioned myself as instructed and he proceeded to fuck my throat for a few minutes. By the end of it my face was covered in my drool.
After he was done with my throat he removed the underwear that had been stuffed into my pussy this whole time. It was positively soaked. He put it over my head and proceeded to annihilate my pussy in various positions with me being tied up in different positions. I cannot remember the number of times I orgasmed. After an eternity he finally unloaded like 10 ropes of cum onto my underwear-covered face.
“Clean up” he commanded as he undid my restraints. I was exhausted at this point. It took me a while to comply. He sat on the sofa and watched me remove the underwear from my head lick it clean. I then used my fingers to clean the rest of my face. Finger licking good. After I was done I crawled over to him and just rested with my head on his thighs.
I had just been used senseless for the better part of an hour and was thoroughly satisfied. I am not sure how long we stayed like that. But we eventually recovered and just cuddled and talked on the bed until it was time for dinner.
As I was getting ready he walked into the bathroom, turned me around, grabbed my neck with one hand, undid my robe with another and slid a vibrator (a lush) into my pussy. I gasped as it went in but didn’t say anything to him. “Enjoy” he said as he walked out of the bathroom.
I finished getting ready, ensuring the tail wasn’t visible through my clothes. He turned it on once while I was getting ready just to test it and I yelped out louder than I needed to so I was sure he heard.
In the cab ride to the restaurant he turned it on and played with me. I had to hold on to him tightly and bite my lips to avoid making noises as my lower body moved uncontrollably to the waves of pleasure I was receiving. I’m not sure what the cab driver saw or heard and I didn’t really care. I wasn’t paying attention to him. The cab ride was only 10 minutes but it was the longest 10 minutes of my life. I begged him to stop several times but to no avail. As we pulled into the hotel I orgasmed and buried my face into him to muffle any sounds.
The valet opened the door and it took a while before I was able to get out. The walk to the restaurant was really long from the hotel lobby and I could feel my juices trickle down. I was dreading dinner at this point.
When we got to the restaurant I was relieved to see the tables were rather spaced out, with dim lighting and was even more relieved when we got to our table as it was off to a corner with some privacy.
Dinner was torture. He made me cum another 2 or 3 times. I did my best not to scream at the top of my lungs. I’m sure some people in the restaurant noticed something was off. Normally I’m not open to doing things in public and I’m sure he would’ve stopped had I used my safe word but I let the onslaught continue. Eventually the battery died, which was a god send. I had to excuse myself to go clean up and remove the lush. Things were sticky by this point.
The rest of dinner was pretty normal. When we got back to the suite I showered, put on some black lingerie and a short black robe (from AP ofcourse) expecting to get fucked again. I found him outside on the balcony on one of the lounge chairs.
We cuddled for a bit and he told me to hop on. I was a little uncomfortable at first but it was pretty late at night and you couldn’t really see into the part of the balcony we were sitting in. I stood up, started to remove my robe.
“Leave it on”
I removed my underwear, reached into his PJs and pulled out his dick. Gave him a blowjob to get him hard and then hopped on for some vanilla cowgirl sex. I put in most if not all of the effort. He intermittently slapped my face, smacked my ass and mixed in some dirty talk that mostly degraded me. When he was close I got off and gave him a blowjob until he unloaded his sweet cum into my mouth. I dutifully swallowed.
This was just the end of the first day. Things definitely turned up a notch the rest of the trip. To be continued…
Source: reddit.com/r/gonewildstories/comments/nvqkzl/free_use_slutescort_to_my_friends_dad_part_7