My Sister the Escort

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Tiffany (^)

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Tiffany (^)

Tiffany (^)

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Jason (^)

Jason paced up and down the hotel room thinking to himself, 'this was a bad idea' he and Emily had only recently broke up, was buying an escort really the best way to get over her? Well that's what his boss had told him anyway.

He sat on the bed, his hands clasped together as his leg bounces nervously. He took a deep breath and stood up. He had made up his mind, this wasn't the right thing to do. He was going to leave.

His hand was on the knob when he heard a knock, "Is Jacob there?" the sultry voice asked. He hadn't used his real name out of fear that it may be recognized. He didn't know any escorts, and didn't give his last name but he was still nervous.

"Hello?" the voice asked again. "uh, um, just a second" he hesitated and sheepishly spoke. He turned to the mirror, fixing his hair, taking a breath he gave himself a pep talk. "Just tell her this was a mistake and you don't think you can go through with this" he breathed out deeply, but his heart was still pounding and he was still nervous.

He opened the door and looked at the escort. He started at her feet, she was in black heels and had soft dark skin. She was in a seductive, body fitting black dress that sparkled as the light hit it. He continued up to see her perfect breasts. He looked up to see her horrified face. "Oh fuck" Jason said as he saw that 'Candy' the girl he had ordered was in fact his younger sister Tiffany.

Jason grabbed her hand and pulled her into the room. She looked like she was about to cry. "Tiff, what the hell!" Jason sad angrily. Tiffany stood in shock as she muttered "no, no, no, no" over and over to herself. "You're an escort? How long? Do Mom and Dad know? Why?!?" Jason yelled but Tiffany fell to her knee's crying.

Jason took a deep breath before handing her some tissue's. He picked her up and placed her on the bed. "Tiff... I have so many questions, but my first is, why are you an escort? I thought you had that barista job?", Tiffany took half a second before responding. "I did *sniff* well still do, but it pays really really badly. And my friend Nicole said that she was making over $500 a night on it so I thought *sniff* why not?" Jason looked at his upset sister and asked his next burning question, "How long have you been an escort?" she sniffed and blew her nose. "Only a few days. You were my 2nd ever call out". Jason fell backwards on the bed covering his face with his hands. "I'm sorry" Tiffany said between sniffle's, "It's fine Tiff. For what it's worth, you look very sexy" she smiled "thanks Jason, you look like shit, break up going badly?" "somehow getting worse as well" he said smiling a little at his misfortune. Tiffany stood up, wiping the tears from her face "Well unfortunately this has been a waste for both of us" she began walking to the door. "Wait" Jason said halting her as she walked, "Why don't I order some room service, you can shower and jump into something more comfortable than high heels" "I don't know" she replied. "Why not? we never hang out anymore" Tiffany thought on it for a second. She took a deep breath and walked back to the bed, taking her shoes off. Jason rummaged through his bag grabbing a pair of shorts and an over sized shirt handing them to her. "Thanks" she said before walking into the bathroom, closing the frosted glass door.

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⏰ Last updated: Feb 08 ⏰

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