Painful Pleasures

Chapter One-2

I did it even harder, stroking it up and down.

But she wasn’t finished. She pulled it out and made him lick her d**k clean before going to her cupboard. When she returned, she lubed up an even bigger butt plug and forced it in his ass, stretching him even further.

I continued beating my meat. I was nearly there.

“I’ll see you in the morning, slave. It sure has been fun,” she said, as the lights went out and the dungeon door was locked.

The story may have ended, but I wasn’t done. My c**k was as hard as a metal poker. Pre-c*m dripped down onto my hand. I stroked it harder, having been totally turned on by the author’s details. Moments later I felt that wonderful tingling in my c**k and balls. Long strings of cream-colored c*m shot from my d**k, creating a mess in my sweats, but I didn’t care. That whole episode excited me. I wished I had been the guy locked over the horse.

Finally, I shut down the story site and headed into the bathroom to clean up. When I returned there was a note on the screen.

“Naughty, naughty, naughty…. You got yourself off on that other guy’s misery. I can’t wait to make you my slave. I’ll paddle your ass and f**k you like that poor guy in the story if you want. After all, you’d willingly change places with him, wouldn’t you?”

Sheepishly, I responded by nodding my head up and down and writing, “Yes, Mistress.”

I quickly came to my senses and typed a response, “How do you know about the story I just read?”

“It’s simple. I hacked into your computer months ago. I’ve been monitoring your activities ever since you placed your ad on FetLife looking for a Mistress. I like to know who I’m dealing with before getting involved. It’s funny… turns out I actually live just a short distance from you. I know everything about you - where you work, who you see and what actually excites you.”

“So what do you want?”

“Isn’t it obvious? I want you groveling at my feet, begging to serve me, and even though you don’t realize it yet, you want me. We have so much in common. Our interests are nearly identical except that I’m the sadist and you’re the masochist – both liking s*x, pain and bondage. So, you asked what I want? I want to own you, abuse you and make you my slave.”

“Your slave?”

“Yes, my slave. I want you locked up in my shackles, willing to satisfy my every need and crave the pain I offer. You went trolling the internet looking for a Mistress, didn’t you?”

“Yes.”

“Well, she found you, and you seem to fit all her needs.”

“But I don’t even know you.”

“You’re wrong, dear friend. We’ve actually run into each other a few times since you moved here.”

“So, who are you?”

“I’m your Mistress. That’s all you need to know for now. Give some thought to what you have become and what you really want. I just might give it to you. I’ll contact you again soon.”

“But….”

There was no response. I just sat there and stared at the screen, but quickly noticed. I had another hard-on. My s*x juice had already dripped from the end of my throbbing c**k, leaving a large wet spot in my sweats.

I ran our conversation over and over again in my head. She was right. Being a slave would be a dream come true. It’s what I’ve always wanted, but what if she isn’t my type. I realize that once I agree and submit to her, I’m committed until she has no more use for me. My God! We never discussed limits or safe words. Panic instantly washed over me. There’s no way I could take the paddling the guy in the story endured. Sure it was only twenty-four strokes with her paddle, but the force would have been far beyond my limits. Hell, I don’t know my limits. And then there was the rape. Sure I’ve played with butt plugs, but mine are far smaller than the rubber c**k she used on him.

There’s an old saying that comes to mind. “Don’t bite off more than you can chew.” Am I going to get in too deep, because once I allow someone to tie me up or lock me in cuffs, it’s too late. She can do whatever she wants, and I won’t be able to stop her. I will have given up all control. But that’s what makes it so exciting. Somewhere I read it was all about trust and an exchange of power. I would need to submit to her completely. I guess that’s where it all starts. I’ll take it slow and see where it goes.

Finally I got my head together and decided to go get some beer for tonight. I headed to a small convenience store just a few miles away. I bought a 30 pack of Miller Lite and headed back to my apartment. On the way, however, I passed an adult book store. As excited as I was from what happened earlier, I had to stop. It drew me in. I wandered around and looked at the various bondage equipment.

As I started to move on, I heard a voice, “Can I show you something?”

“I was just looking.”

“We just got in a new selection of hand cuffs and leg irons,” the woman explained. “The cuffs are wider and stronger, so they don’t cut into your skin when squeezed down tight. Maybe you’d like to try them. How about slipping into one of these hoods or strait jackets?”

“Not today, thanks anyway.”

“They come in both leather and canvas, but I prefer the leather. There’s something about the smell of hot s*x and leather, don’t you think?”

“Yea, I like both and a mixture might be rather intoxicating.”

“Oh, trust me. It is.”

“Maybe another time,” I responded. “I have three women waiting for me to bring the beer to go along with their pizza.”

“Tell you what. Bring that beer to my house tonight, and we’ll play. I bet it will be a lot more fun than listening to three women gossip. And I get the feeling that you’d like to be wearing this tonight. You seem to be the submissive type. Imagine being buckled up tight in this strong leather jacket with no possibility of escape, so I can do what I want to you. I’d let you lick my p***y while I suck your long, hard c**k. Or maybe you’d prefer a crop across your naked ass a couple dozen times. I’d do either. Nope, I’d do both. You’d like that, wouldn’t you?”

“Oh yea. Maybe another night. I’ll keep it in mind.”

She smiled and started to walk away, but suddenly turned, “By the way, I’m Sally. I open this place every morning during the week and get off at four. Stop back soon.”

“I might just do that. Have a great night.”

“Wait,” she said, as she reached into her back pocket and pulled out a pen. On a scrap of paper, she wrote down her cell number. “Call me anytime if you want to play. It would be fun having you on your knees in front of me.”

“I’ll give it some thought.”

“Looks to me like you have,” she said with a big smile, as she noticed a bulge growing in my pants.”

As I drove home, I smiled. “Holy s**t! I’ve been propositioned twice today.”

When I got back to the condos, I saw that Erica and Jenny were already there, so I knocked on Marti’s door.

“Come on in. Why in hell are you knocking? You know if your door wasn’t locked, I’d walk right in. Never know what I might find you doing. Open us each a beer and sit down.”

“I’ve got to go across the hall for a couple of minutes. I’ll be right back.”

“You can use my toilet, after all, I do have running water.”

“That’s okay. I’ll be right back. I’ve got to check on something.”

When I got into my living room, I went right to my laptop and open it. I was disappointed. There was no message, but it was what I expected. I used my toilet and went back across the hall. I sat there listening to their chatter about who was seeing whom and who was sneaking around on their mate. Sally was right. It probably would have been more fun at her house.

Finally the pizza arrived. We ate and joked, but the conversation soon turned to me. Erica was wondering if I was seeing anyone. I told her I wasn’t, but I date every once in a while.

“Anyone we know?”

“Probably not. Besides, none are serious. They’re mostly dinner and drinks, sometimes with colleagues or friends. It’s something to do. Hell, I even took Marti out the other night. I wanted to try that new bar-b-que place out on Route 50. It was good, wasn’t it?”

“Yea,” Marti responded. “Their brisket was fantastic. I’d definitely go back there again.”

“So you had a few too many last night?”

“I guess. A couple of my old frat buddies were in town, so we met at Jake’s. I knew it wasn’t going to be good when Russ started buying shots.”

Finally Jenny said, “Hey, we’re going to the movies for the nine o’clock show. Wanna join us?”

“Thanks, but I have other plans.”

“Oh, got a date?”

“No, Bob and Russ are still in town. We’re getting together before they head home. Thanks anyway.”

I left them the beer and headed back across the hall. Again I opened my computer and hoped for a message, but there was nothing. So there I sat, wondering what to do. I opened the story site I liked and looked for something interesting. I tried a couple of stories, but for some reason they were totally boring. So I got up to relieve myself when I remembered the phone number that she left me earlier. I called.

“Hi, this is Sally. Leave me a message. I’ll either get back to you or I won’t!”

“Ah… this is the guy that you showed the jacket to earlier. I was wondering if you’d like me to bring over that beer and try on that leather outfit.”

Immediately she picked up. “I like Corona and lime. You can deliver it to 3545 Mountain Crest Drive.”

“I’ll be there shortly,” I said, but she had already hung up.

I immediately headed back to the convenience store, got a case of beer and two limes. I asked the attendant for directions and drove on. A few minutes later I was sitting in her driveway, wondering what I was doing there. I remembered what she said she wanted to do to me. Actually, I was scared to death. Was I really ready for this?

After taking a deep breath, I rang her door bell and was greeted with a smile. We made small talk while drinking a beer.

“Ready to try on that jacket?” she asked with a sadistic grin.

I knew that once I agreed, there was no turning back, but I finally told her that there was no time like the present. Moments later I was standing in her playroom wearing nothing but my underwear. She held out the jacket. I noticed the extra-long sleeves and the numerous straps and buckles that would secure it.

There was a bit of trepidation, as I held out my arms. They slid in deep, as she pulled it up over my shoulders.

“Turn around and surrender to me, slave.”

I did, as she requested. Moments later the straps in the back were buckled tight, and my arms were crossed to be secured tightly in the back as well. I knew there was no escape. I was hers to do with as she pleased. She reached around to draw one of the groin straps between my legs and felt my c**k getting ever harder.