Another convention, another long day. I spied a woman I’d spent time with at the last one, and she grinned and winked and escorted who I assumed was a friend over to meet me. There was a bit of small talk, and then the new woman posed for a picture with me. I put my arm around her shoulders and smiled, as I always did, and then felt her hand slide into my back pocket and leave… a room key? Oh boy. I looked down at her, she was slightly shorter, and she smiled and leaned into me, giving me a very good look down her corset into her cleavage, and I was hooked. Tits do it to me every time.
Once they left, I casually went to the restroom, partialy to wait out the hard-on she had caused, and partially to check my pocket. Sure enough, it was a room key with a small post-it with the room number and the words ‘safe: red’. Looked like it was going to be another fun night.
After the events were over for the evening, I double-checked the room number after changing out of my floor clothes and into something more casual, and went up to her room.
I walked into the room, and there she was. I stopped for a moment, and my eyes slowly traveled over her. She was wearing a red… I don’t even know what you’d call it. It wasn’t lingerie, in the traditional sense. It was a series of straps that surrounded her breasts, went around her stomach, and two went between her legs, making her pussy stand out. Nipple clamps on her nipples were joined by a matte black chain, and there was a collar around her neck. In her hand, was a leash that was clipped to the collar.
As soon as I closed the door behind me, she held out the leash. “For you, sir.”
I pursed my lips and walked forward to take it from her hand. This was a new one on me. I’d heard of this kind of thing, read about it, seen porn, obviously, but I wasn’t really sure what to do. Well, I knew what I was going to do eventually, but…
She seemed to sense my uncertainty, and smiled that sexy smile again. Now she had piercings in her bottom lip. They weren’t there before. “Whatever you want, sir. I like it this way.”
I looked around the room, noticing it was a suite. We were in the living room area, and there was a door that undoubtedly led to the bedroom. Well, might as well be comfortable, I thought.
So, I walked toward the bedroom, and she got down to all fours, but didn’t move when the leash reached its legnth.
“I’m a little stubborn sometimes, sir,” she said with a wicked grin.
I licked my lips and realized this was going to be quite an experience. I gave it a bit of a tug, and she shook her head a bit. I raised an eyebrow, wrapped the handle of the leash in my hand, and walked, pulling her along. She gasped and crawled along after me, and I swear I thought I heard a moan of pleasure.
Once in the bedroom, I looked around and realized this room was not quite the way the hotel intended it. There were leather padded restraints at all four corners of the bed, as well as another set hooked to the top of the bathroom door. There was porn on the TV with the volume low, but audible, and along the credenza below the TV was a row of toys. Vibrators, dildos, plugs, and paddles. Apparently she liked it a little rough. Well, I’d fantasized about something like this…. why not?
I started to get into it, and gave the leash a good jerk toward the bathroom door. Again, a grunt and a moan, but she followed. Once there, I looked down at her. I had just the angle to see her tits hanging, one of my favorite things to see, and the chain between the clamps was almost dragging the floor.
“Stand up. Arms up there,” I said, nodding to the restraints.
“Yes, sir,” she said, and stood obediently, holding her hands to be restrained.
I dropped the leash and reached up to fasten the restraints. Now, she was looking down, I guess it was part of the game. I let my hands slide down her arms to her shoulders, and finally to her tits. I gave them a few good squeezes, and then flicked each nipple a few times. I dropped one hand, and ran my fingers along the chain before I pinched it between two fingers at its lowest hanging point, and pulled it toward me until it slipped out of my fingers.
“May I speak, sir?” she asked, without looking up.
I was about to answer, of course you can! But I stopped myself… part of the game. Part of the experience she was giving me.
“Yes,” I said.
“You can pull harder, sir. I like it.”
“Really?” I asked, and nodded to myself.
I grasped the chain again, and lifted it until the weight of her breasts were being held up by the clamps on her nipples. I could just barely see that she was biting her bottom lip, causing her piercings to stand out even more, but I figured she’d stop me if it became too much. I decided to try something I’d dreamed up for such a situation, and used the clip from the leash to clip the chain to her collar, so her breasts were held up, and there was constant tension on her nipples.
“Do you like that?” I asked.
“I’m getting wet, sir.”
I reached down and placed my fingers between her legs, and drew one finger between her lips, which came away very wet. “So you are. Open your mouth.”
She did, and I put my finger in her mouth. Instantly, she closed her lips around it and started sucking, and licking her own wetness from my finger.
I pulled my finger out, and walked over to pick up a wand vibrator. I turned it on low, and held it against the chain that led to the nipple clamps for a moment, which elicted a soft moan. I tucked it under my arm to undo one of the nipple clamps, and let her breast fall.
“I want to hear your pleasure,” I said as I moved the wand between her legs and placed the head against her already wet pussy, and leaned down to suck her nipple into my mouth and flick it with my tongue.
Almost instantly she was writhing with pleasure, and moan she did. She moved as much as she could, trying to press harder against the wand, but I pulled back and stood back up. “You want more?”
“Yes, sir. Please, sir.”
“Good. We have all night,” I said, and pushed the wand hard against her pussy, and rubbed it around on her clit with one hand, while I pinched and pulled her freed nipple with the other.
It was only a few moments before her breathing became more rapid. “Please sir, may I cum?”
“Cum hard for me. I want the neighbors to wonder what’s happening.”
“Oh Fuck! Yes siiiiiirrrr!” she screamed and finally let herself cum, and cum hard she did. I looked down and could see a streak of wetness running down each leg, but I kept the wand there, and let her grind against it herself until she came again, and moaned and screamed even louder.
After that, I set the wand aside, removed the other nipple clamp, and released her arms. She instantly fell to her hands and knees, gasping for breath.
I glanced at the bed, and considered more… but she looked so good down there. I pulled down my own pants and underwear, knelt between her legs, and easily slid inside her. I turned the collar so the leash attachment was at the back, and pulled her hard against me.
“Now, you make me cum,” I said.
“Yes, sir!” she said and rocked forward and back against me.
Source: reddit.com/r/Erotica/comments/11zfnax/sexy_on_a_leash_52m_f