I picked up the key from the front desk and headed up the elevator to the fifth floor, feeling a bit nervous about finally getting to meet Sidney face to face. Since meeting on the internet nearly two years ago our relationship had intensified, moving from occasionally meeting in chat rooms, to private chat in instant message on to some pretty imaginative cyber play. We had experimented some with phone sex and even tried a bit of play in video meeting, but now we were taking a big step and meeting offline.
Most of our play had been explorations into some of my BDSM fantasies, basically play acting in instant message. We slowly worked in some real time techniques while cybering using some simple household items. Clothes and hair pins added some spice to it all as I clipped them to my nipples and balls as she described what she wanted to do to me. I played along, experimenting some with the pain while masturbating, trying to keep myself on the edge of orgasm, alternating between painful and pleasurable sensations.
One of Sydney's favorite things to do was to email me some specific instructions, involving one or several different activities. I would follow her instructions and then follow up with an email reply describing what I did and how it felt. Some of the things I did would leave marks on me, marks I would wear proudly the next day, often sending digital photos of them to her.
Fortunately the elevator was empty and I could remain lost in thought and anticipation. I also didn't have to worry too much about concealing my erection as I did in the hotel lobby. After a quick ride, the elevator opened and I stepped into the empty hallway, checking on the wall for the direction to her room. I followed a meandering path to the very last room on the floor and quietly slipped the key in the slot and opened the door.
I stepped into complete darkness, letting the door close behind me. "Sidney," I whispered.
"You're right on time, I like that," she replied. "Now, you'll find a chair next to you. You are to remove your clothes and place them in the chair."
Her voice came from across the room, but even as my eyes adjusted to the darkness I couldn't see her. Following her instructions, I removed my clothes, carefully placing them in the chair right next to me. When I finished I said, "Okay, my clothes are in the chair."
"Kneel down and hold your hands behind your back," I heard her say from a different location in the room. Now instead of across the room, her voice sounded closer and just off to the side of me. "Feel around on the floor, you'll find a leather harness. It will fit around your hands, I want you to put your right hand in the harness and fasten it, then hold your hands behind your back."
I could see her now, she was wearing a long night shirt, nothing provocative or sexy, just a night shirt. She moved beside me and ran her fingers through my hair. She then reached behind my back and put my left hand into the harness, pulling it tight. It was uncomfortable, but after the first jab of pain as she tightened the harness it didn't hurt.
Once my hands were bound behind me she leaned down and asked, "Do you have a call scheduled?"
"Yes," I whispered.
"What time?"
"Between eight-thirty and nine."
"Okay we have some time then," she replied walking over to the head of the bed. She reached out and turned on the light. "It's nice to finally see you."
"Yes, it is," I replied shyly, looking at her. I'd seen pictures of her, but I was shocked at how small she was. She could hardly be much over five feet tall and her arms looked so thin and delicate. I could see her nipples pushing out on the night shirt, but her breasts were proportionately small. Though her face was not beautiful, it wasn't unattractive either. Her nose was a bit large for the rest of her face, but her cheekbones were prominent, something that I find attractive.
I watched as she unbuttoned her night shirt and pulled it off exposing an intricate leather outfit that crossed over and around her breasts, leaving them completely exposed. It then ran down between her legs, wrapping around her thighs, but leaving her pussy uncovered. Tossing her night shirt onto the bed, she walked back over to me, standing so close I could rub my face on her thigh.
She stood for a moment, letting me feel her soft skin on my face then she squatted down beside me and I felt her hand grab my cock as she whispered, "The first harness was for your hands, the next one goes here," she said, holding up a leather contraption. I gritted my teeth as she slid it down my erection and then wrapped it tightly around my balls. When she was finished she moved over behind me and tugged on the leather strap in her hand. As she tugged, the harness tightened around my balls squeezing them.
The pain wasn't unbearable, but with just a bit more of a tug I could tell it could get excruciating. She was doing something to the harness behind me that I couldn't see, but after a few moments, she gave it a couple of tugs to make sure it was secure and then she moved in front of me.
She stood a few inches away resting her hands on her hips and opening her legs wide. I found myself looking directly at her light curly pubic hair and could see a bit of her slit. Moving her hips forward toward my face, she enticed me to push my face toward her pussy, but as I got to about three inches away I felt a dull pain in my balls and realized what she had done.
She had attached the strap to the chair behind me and now was standing just inches beyond my reach. Reaching down, she took my head in her hand and kneeled, moving closer. Holding my head, she rubbed her breasts on my face, letting me run my tongue over her nipples. I sucked one into my mouth and could hear her moan, "Oh Dan, I want you. Do you want me?"
"Yes," I whispered, lifting my face from her breast.
"Do you want to taste me, to eat my pussy," she asked wantonly.
"Oh yes Sidney, please let me taste you."