For dinner i allowed Rachel to go to her car and pick up some clothes. When she came back, she asked me what she should wear. I told her that she should surprise me. She came out of the bathroom a short time later wearing a free flowing yellow summer dress. The dress finished about halfway down her thigh and looked amazing on her petite body. I held her in my arms and leaned in to kiss her. "You look amazing" I said "Thankyou, sir. I may have one more small surprise for you" With that she grabbed my hand and placed it on her ass under her dress. As i gave it a little squeeze i could tell she was knickerless. "Mmmmm very good. I'll have to think of a reward" I whispered in her ear We made our way from the hotel to a small thai restaurant just around the corner. As we sat down we began talking about what we had been upto since we'd last spoke. I found out that she had moved jobs and didn't have a steady boyfriend. As the conversation continued and we ordered dinner we got talking about fantasies and more importantly about Rachel's ultimate fantasy. "It's weird" She said, "I love being told what to do. But only with certain people. An ex tried it, but it didn't work. However, with you anything goes" "Anything?" I replied "Pretty much" she replied. "See the thing is, i love to be humiliated. It is such a massive turn on." "Go on, elaborate. Please." I told her "Well, i don't know how to explain this so i'll try. I love to be humiliated but only between us. The thought of being caught is amazing, for example; the thought of someone knowing i am sat here with no underwear on and what we did earlier is giving me butterflies. However when i say humiliated i would hate it to get to a point where you would urinate on me. I'm not into that." "Very good" i said I sat back in my chair and looked at rachel contentedly. My mind was whirring with ideas. "You fancy a challenge?" I asked "Absolutely, sir" she smiled and said "Ok, here's what i want you to do. I want you to go to the ladies toilet. Once in there you can take off the dress. Hang it over one of the toilet doors. Than i want you to stand in front of the mirror for 2 minutes. I don't mind what excuses you use once you're in there but you must do as i say. Do you understand?" "Yes sir" Rachel got up and walked across the restaurant. I watched her and smiled to myself. She entered the ladies toilet. I looked at my watch and started timing. I knew that she would do the challenge. After about 50 seconds i saw a middle aged woman walking towards the toilet. She wasn't a touch on Rachel. She entered the toilet and within a minute she came back out. As she walked back to her table i could see she was flustered and rushing back. When she got back she spoke to a man i presumed to be her husband and whispered in his ear. They both started laughing. I knew Rachel had done exactly what i had said. About 20 seconds after the lady had exited the toilet out came Rachel. She seemed surprisingly calm. As she walked towards me i stood to greet her. We sat down, "So, how did it go?" I asked "Urm, i guess you saw the woman sir. I urm couldn't think of anything to say. She asked me why i was stood in front of the mirror naked. Eventually i replied that my master had told me to do it. That i was his slut and did everything he told me without question." "Wow, what did she say?" I asked "She said i was a very lucky woman and left the toilet." "Brilliant, how did it make you feel?" "I loved it sir, thankyou for the challenge." We had another couple of drinks and finished our dessert. I got the bill and we walked out of the restaurant hand in hand still laughing about the challenge. As we entered the lift i pulled Rachel close to me and kissed her. I held the bottom of her dress and lifted it up over her head. The lift beeped and as the doors opened i strolled out of the lift with Rachel's dress over my shoulder. She followed behind me. Once again i tried to walk as slowly as possible back to the hotel room and just as before my heart was pounding. We got to our room and went inside. Once inside i told Rachel to put her hands behind her head and close her eyes. I got the blindfold and gently placed it over her eyes. I kissed her as i did, our tongues angrily meeting. I than told Rachel to put her arms out in front of her with her arms crossed at the wrists. As she did this i took a velcro strap and tightened it around her wrists. I than pulled her wrists lower towards the floor. Rachel dropped to her knees. I than fastened her wrists using the second strap around the bottom of the bed post. "Stand up" I ordered Rachel tried to get up. "I can't sir, sorry" "Straighten your legs" I said Rachel did this as best she could. It made her so that she was bent over double but fully exposed. I picked up the phone in the hotel room and dialled "0" "Hello, room service" Came the voice on the other end of the phone. "I'd like to order a bottle of red wine. Please bring 2 glasses." I replaced the receiver. I than went into the bathroom and found Rachels hairbrush. It was solid wood on one side and plastic bristles on the other. I rubbed her ass gently and heard her purr. I than hit her left ass cheek gently with the brush. Rachel flinched. I hit her again, this time harder. "What do you say?" I said and was surprised at how stern i'd made myself sound "Sorry, sir. Thankyou, sir" I hit her left cheek again. "Thankyou, sir" Rachel said I continued with this. Alternating between her left and right cheek. Both were now a nice shade of red. I rubbed her ass and admired my handiwork. There was a knock on the door. "Hello?" I said. I felt Rachel stiffen. "Room service" said the female voice behind the door. I opened the door and invited in the waitress. She was very good looking with shoulder length dark hair and what i'd describe as receptionist glasses. She came in and put the bottle of wine along with 2 glasses on the dresser just inside the door. As i closed the door, i heard another gentle knock. I opened the door and there was the waitress. "Can i help?" I asked "urm, can i just ask you something?" Replied the waitress "I guess so" I replied "Did i just see a woman tied to your bed?" asked the waitress I stepped out of the way of the door and motioned her in. The waitress came in and had a look at Rachel bent over double tied to the bed, trying to keep her legs straight. Completely exposed. "Wow, that is such a turn on. I'm sorry i have to go" With that the waitress practically ran out of the hotel room. I chuckled out loud as i walked back towards Rachel. I slid a finger along her slit and felt the wetness practically running out of her. I inserted one finger at first than two. Rachel started to moan and was trying to increase the pressure by moving back as much as she could onto my hand. I slapped her ass and was greeted with a louder moan. I was soo horny by now however i felt i had to give Rachel a little more humiliation. I untied her hands and lead her towards the window. I told her to stretch her arms up high. I fastened her wrists around the curtain pole using the velcro strap. because of the height Rachel was on tip toes. She was almost pressed against the glass with her body facing out the window. I stood behind her and stroked her still slightly red ass "Wow, there's alot of people just 5 floors below. If just one person looks up they'll be able to see you." rachel squirmed a little. I could tell she was secretly loving this. I walked away from Rachel and grabbed the hairbrush again. "Imagine the scene, my little slut." I said "I'm about to spank your gorgeous ass, and you are completely visible to anyone who looks up" Again a deep breath from Rachel, i could feel the heat coming off her. I took a step back and brought the brush down hard on her left cheek "Thankyou sir" She said Again another hit "Thankyou sir" I alternated on both cheeks until they were almost glowing red. Rachel was starting to squirm and her breathing had become heavy. I threw the brush back onto the bed. I walked up behind Rachel and wrapped my arms around her. I whispered in her ear. "How you feeling?" "Brilliant, thankyou sir." I started to roam my hands over the front of Rachel. Her head fell back onto my shoulder. I worked my hands over her breasts cupping them. I pinched and tugged at her very erect nipples. A deep moan escaped Rachels lips. I let my hands roam down the front of her body and ran a hand down the front of her soaking pussy. I found her clit and started rubbing in small circles. Rachel was pushing back against me. I carried rubbing with one hand, while i pinched a nipple with the other. Rachel was moaning loudly, her breathing was getting heavier and quicker. I bit lightly on her neck, i sped up the rubbing on her clit. I let go of her nipple and slapped her ass. I slid a finger inside her, i kissed down the side of her ribs, gently biting while my finger was inside her. Rachel was trying to get away from my bites while grinding against my finger. I bit her ass, than started to kiss and bite up her back. I stood close behind her and moved my hand back to her clit. I grabbed her nipple again and kept working her clit. Rachel went right up onto her toes and her legs were shaking. Her head was back as a loud moan came from deep within. I kept on the pressure on her clit and ran my nails across her stomach. Rachel came right there and slumped as best she could. I could still feel small convulsions rippling through her body. I reached forward and held Rachel's chin. I pulled her head back so it was resting on my shoulder "Oh dear" I said "Somebody forgot to ask for permission. Didn't they?" " I'm sorry sir, it was, just, i couldn't help it" Rachel stammered "Don't worry" I replied "I'm pretty sure you're gonna like your punishment" With that i released Rachel's arms, she rubbed them together gently and reached for her blindfold. I grabbed her hand "I don't think so. Stand there hands behind your head" I said to her. Rachel did as she was told. Now for her punishment,...