We spent the day shopping. When we returned to our rooms, we both had an armful of bags. We went to my room and emptied the bags on the floor. All the items on the floor were from various sex shops we had gone to. Some of the items included a large twelve inch dildo, a pair of wrist and ankle restraints, a riding crop and a big paddle, a variety of vibrators, a selection of anal plugs and toys and some specialised leather panties.
It was these panties I wanted Ana to use. She looked excited and nervous at the same time. My mind raced with the possibilities.
"Ana remove your clothes now." I ordered her.
"Yes Tony." Ana said submissively.
She undid the buttons of her blouse and removed it. She then slipped out of her jeans and stood before me in her lacy underwear. She looked at me and smiled coyly. She bent over to undo the straps to her high heeled shoes giving me a clear view of her fantastically shaped ass. She then stood up straight and kicked her shoes off.
Next Ana raised her arms over her head as if she were stretching which had the effect of lift her breasts up high and separate them slightly so that her sexy cleavage was right in my line of site. She reached back and undid the bra and slipped out of it. Her tits now free swayed in front of me as she bent over again this time to slip out of her panties. She now stood in front of me naked.
I reached over and grabbed the leather panties. They had a couple of special straps on the inside at the crutch. It was designed to have different attachments added. I looked at the variety of toys that we bought and finally decided on two. One was a short vibrator which came with a wireless remote control. The other was a good sized anal plug.
I locked them into place and called Ana over. She stepped into the panties and lifted them up to her knees. I then squeezed a glob of lubricant on the tip of both the vibrator and the anal plug. I then put some on my index finger and smeared it around Ana's tight asshole.
I massaged it around and into her bum hole enjoying the sensation of fingering her ass. I then lifted the panties slowly up her thighs until the vibrator was at the opening of her pussy. I pushed it in a little bit until the tip of the anal plug pushed up against Ana's dark love passage. I pushed it in gently fascinated as her sphincter stretched to take the pair shaped plug.
Ana sucked in her breath as the widest part of the plug slipped through and her ass tightened immediately around the narrow base as if trying to swallow it. Both her holes were now tightly filled. The wire to the remote receiver fitted on the outside of the panties and could easily be concealed under clothes.
I got Ana to sit down.
"How does that feel?" I asked.
"A little uncomfortable, but doable." Ana said.
"Good. Come over here" I said.
Ana walked over to me. I had to give her credit, even with both of her holes filled she could still walk elegantly. I picked up the wide leather wrist cuffs and buckled them tightly. I then turned her around and brought her arms behind her. The wrist cuffs were designed to be locked together which I is what I did.
I then took a thin leather collar with small studs all the way around. I put this around Ana's throat and tightened it, so it was snug. I grabbed a black leather leash that came with the collar. I attached the clip on one end to the silver loop at the base of her throat. I looked her over. I liked what I saw.
"You need to go get ready for dinner tonight" I said.
"My hands are tied. You will need to get my things." Ana said smiling.
"No, we are going to go back to your room."
She looked at me quizzically and then understanding dawned on her. The smile left her face.
"I can' go out like this!" She exclaimed.
"You will do as I say." I ordered and to make my point I pinched one of her nipples between my fingers. Ana gasped and cast her eyes down as she nodded her acceptance.
Her room was two doors down, not far but far enough when you area essentially naked and bound in bondage gear. I opened the door and walked out tugging on the leash forcing her to come out like a reluctant dog. The corridor was empty except for a house cleaner coming out of one of the rooms.
She looked up at us as we walked past. Her eyes wide and her mouth hung open in disbelief as I led Ana, head down, eyes cast down, and blushing bright red, past her. We got to her room, and I opened the door and walked in. Once inside I closed the door and pushed Ana up against it. I kissed her hard while I fondled her breast. I was hard and needed release.
I moved away from Ana and began to remove her bindings. Time for that latter. She passed my test. I took out a small remote from my pocket.
"Let's evaluate that thing inside you." I said turning the switch to low. Ana sighed and I saw a shudder run through her.
"Well? How does that feel?" I asked.
"Oh god that feels nice." She said.
I smiled and decided to switch the setting to high. Ana nearly fell to the floor as her knees just about gave way as the sudden vibration electrified her clit.
"Now sit down." I said.
Ana sat on one of the chairs. Almost immediately her body started to shake as her orgasm raked her.
"That puts the pressure right on my clit" she said and smiled at her release.
"Get those panties off and shower. We need to get ready." I said turning the silent vibrator off.
Ana removed the panties and together we went to the shower. While we both showered together, I forced her against the wall and lifted one of her legs up so that I could get access to her pussy with my now throbbing cock. We fucked each other passionately in the warm shower.
When we had dried off, I lubed up her ass again and helped her put the panties back on. Again, her ass seemed to swallow the anal plug as the little pear was pushed in. Once she had her panties on, she reached for her bra.
"No. Not tonight. You are going bra less." I ordered.
She looked at me for a second then complied. She then began to put on her evening dress. It was beautiful black dress with no back. The front came over her breasts and was tied at the back of her neck. It had a very deep plunge at the front giving a spectacular view of Ana's generous cleavage.
From the side you could see the swell of her breast making this even more alluring. She put on her dark high heel shoes on and went to apply makeup. I dressed in my good evening suite and in a brief time we were heading to one of the expensive restaurants.
We hailed a cab and got into it. Once inside I decided it was time to play. I reached into my breast pocket where I had placed the remote to the vibrator buried deep in Ana's slick cunny. I switched it to low. Ana barely stirred though I could see in her face that it was stimulating her. I left it running on low for the short cab ride to the restaurant.
When we arrived, we were seated at a table in the middle of the room with many people around. There were a lot of couples sitting in intimate dinners, but more than one male partner (and a few women as well) turned to watch as Ana walked by. She was amazingly graceful in her walk and the dress which showed the soft swell of her breast and the cleavage that beckoned the eye to explore had the affect I wanted.
I planned to make her perform in public tonight. As we sat down a waiter came over to take our order for drinks. I had the remote in my hand under the table. As Ana was about to order some wine for herself, I switched the vibrator to max. Ana's eyes widened suddenly and she hissed an intake of breath. The waiter looked at her in concern.
"Are you alright Ma'am?" he asked.
"I am fine. You have the wine I like that is all." Ana tried to cover up. I'll give her credit she was doing a good job at pretending everything was normal, but her breathing had quickened slightly and she was having a hard time concentrating with that vibrating cock deep in her pussy. I turned it back down to low allowing her a chance to compose herself again. She picked the wine she liked, and I ordered a bottle.
