My Unexpected Night with a Femdom

So I finally gave in to my submissive urges and messaged a local woman on a fetish website who said she was dying to explore her dominant side, and would like to try out some new things. Her name was Emily. As a joke I messaged her and asked if she wanted to come over sometime and help me buy some CBT devices. I wasn't expecting a reply but she did.

"Let me think....Sure. What night is good for you?"

"Tomorrow night? I'll give you my address."

"Okay. Can't wait."

Emily came over as she promised and we went to my laptop and searched for CBT devices. She found some she liked. A humbler, a ball crusher, and a spiked chastity device with a lock.

"So I get to try these out on you when they come in, right?"

"Whatever you wish. I'll let you know when they come in."

With that, she left. About 4 days later after I received all three items, I contacted her and made arrangements for her to come over Friday afternoon. She seemed excited, and I was getting a little nervous. What was I getting myself into? Did I really want to go through with this?

Too late to back out now. She arrived promptly at 4:00, and quickly ran to see her new toys. I could tell she was extremely eager to start her experiments on me.

"Take off your clothes. I want to try the humbler first."

"Yes. Mistress." Emily smiled and seemed to like how I addressed her.

"Get on all fours." So I did and she grabbed my cock and balls, and secured the humbler on me.

"Come over and kiss my feet." Even though it hurt somewhat I was able to do it.

I didn't expect her next move but I had no choice but to accept it. I didn't realize she had brought her own whip until she started using it on me. She whipped my cock and balls for about 15 minutes, every once in while letting out a vicious laugh.

"I've always wanted to do this. You're so helpless in this position, and you can't do anything about it."

She was right, I couldn't do anything to stop it, even if I wanted to. Might as well enjoy it. After a while though it started to really hurt and she wasn't stopping. She started to grunt as she hit me harder. She was really getting into it, but eventually got tired. Finally I thought.

"Well that was fun. I hope you did too. It doesn't really matter though, as long as I had fun. Let's try the ball crusher now."

So Emily removed the humbler, not very gently I might add. Then she inspected the ball crusher and figured out how to put it on.

"I think I've got it. Let me start tightening this thing up. You will let me know if it hurts, right? "

"Yes I will. Will it make a difference?"

"Guess not", she said as she laughed.

So she started tightening up the four screws. I don't recall her asking me if it hurt at all. I think she wanted to see how much she could tighten them. And turn them she did, until she couldn't turn them anymore.

"Wow! I can't believe how flat your balls are. We'll leave them like that for a while."

So Miss Emily started asking me some questions. "So how long have you been interested in Femdom activities? Is this what you've been looking for? I've been wanting to try some more extreme stuff, more sadistic I guess. Does that interest you?"

I gulped, and couldn't believe it when I said "Yes".

She smiled and said "Looks like we'll have some good times then."' With that, she turned the screws a little bit more, just to see how much I could take. I couldn't help but notice the evil grin on her face.

After about five more minutes, I told her it was starting to hurt.

She said, "That's okay. I'been dying to put that spiked chastity thing on you anyway."

What was I getting myself into?

So after she took off the ball crusher, she figured out how to put the spiked chastity on. I could feel the spikes dig into me a little, but didn't tell her that. I think she could tell though, especially after she gave my jewels a smack and she saw me flinch.

"Now the night begins!"

"What do you mean?"

"Well I just locked you up with the key, and I now have it. What are you going to do about it?'

Nothing I guess.

Miss Emily said "I'm hungry. Where's a nice restaurant we can go to? Nevermind. We can decide once we're in my car."

"But I'm still in chastity!"

"Yes you are, and will stay that way until the evening is over. And I'm going to leave the keys here so I won't be tempted to feel sorry for you and to take it off. It might be a long night for you."

And here I thought we were almost done for the day. I was so wrong.

Miss Emily found a nice restaurant in the next town over. It was somewhat secluded, which I liked since I was wearing the chastity device. I was trying to hide that fact, but still wasn't sure if the other patrons in the restaurant could tell. When I sat down I could feel the spikes digging in. Miss Emily saw me and grinned. I think she liked the power she had over me.

We ordered drinks, then our meal.

Miss Emily said 'I have to go to the bathroom. Be right back. But first give me your empty glass."

I hoped she wasn't going to do what I think she's going to do.

About five minutes later she came back, and opened her purse. She took out the glass which was now half full, She carefully placed it in front of me.

"Drink all of it Or I'll tell everyone out loud what you're wearing under your pants. Please don't test me."

I had no choice but to drink her piss in front of her. She watched me drink every single drop.

"Good boy. Or should I say slave. That was fun! I think I can make you do anything I want."

You probably can Mistress. As long as I'm wearing this spiked chastity I don't want to offend you in any way. I felt so helpless.

After we finished eating and were back in her car, she said "What can we do now? Oh I know. We'll go to my house. I have a cellar you know with a partial dungeon. Never really finished it but it will do for tonight."

Damn. What was I in for? Not looking forward to finding out. Starting to have second thoughts about texting her in the first place. Oh well. I don't really have a choice at this point.

As soon as we entered her house she took control.

"Strip naked. Nothing but you in chastity."

So I did. I stood in front of her and she placed a leash on my chastity device, and pulled me around her house. Giving me the tour so to speak. I had trouble keeping up with her as she walked pretty fast. She pulled harder if I wasn't keeping up to her satisfaction. She seemed to enjoy this aspect of our tour.

"Now for the cellar."

For a half finished dungeon, it was pretty well equipped. Miss Emily brought me over to this strange looking piece of furniture..

"Here put your hands through these holes and cock and balls over this board."

Once I did that, she lowered the upper board and my hands and cock and balls were trapped. She even had the nerve to lock the boards together. Then she put that key on the far table so I couldn't reach it even if I tried.

"Having fun yet slave? I bet you didn't expect this tonight, did you?"

No I didn't mistress. Not in my wildest dreams... or nightmares.

Just then I heard her upstairs door bell ring.

"Oh damn" Miss Emily said. "I forgot that today is Friday and my next door neighbor Sue usually comes over at 8:00 to have a few drinks and watch a movie,and to basically catch up on things. She doesn't know about my extracurricular activities, so you'll have to be quiet while I decide what to do. I'm going upstairs now. Keep absolutely quiet, or I'll make you regret it!

I looked up and saw a clock on the wall. It was definitely 8:00. I wondered how long she'll stay.

Time dragged on slowly. I heard laughter upstairs and probably a lot of drinking. By the time 10:30 rolled around, I could still hear Sue and Emily upstairs. The movie must have been over by now. Finally at about 11:00 Emily started coming down the stairs.

I said, "I thought she was never going to leave. What's next, Mistress?"

"I have a surprise for you. After a few drinks with Sue, I broke down and told her I had a slave in my dungeon downstairs. She didn't believe me so Itold her I would prove it. Sue, you can come down now."

Down came this tall buxom woman about 6 feet tall. She looked extremely surprised, almost in shock.

"I thought you were kidding me Emily. How did you do this? This is crazy! It looks like he's trapped in that thing. Can he get out?"

"No Sue. He can't get out until I let him out. What should we do to him, and how long shall we keep him there?"

"Well I have nothing to go home to. What do you have in mind?"

"So far I have him in a spiked chastity device. I'm sure it hurts pretty badly by now, but I think he likes it. I told him I wanted to try some sadistic activities and he agreed. For starters, I'll put my panties from my laundry basket in his mouth so he can't argue. I don't want any interruptions while I decide what to do next."

"Oh you're such a devil Emily. Who knew? Let the fun begin!"

"So I thought we would start by whipping him. Ever whip a man before? If it helps, don't think of him as a man, just as a slave."

I couldn't believe I was hearing this conversation. It's as if I wasn't there. Perhaps I wasn't in their eyes. Not a man, just a slave.

"Sue, why don't you start on his ass. It's still the normal color, not the red I see in many of the femdom pictures."

"OK. I'll try. Give me 15 or 20 minutes."

Sue started whipping me, slowly at first. Then she started whipping harder and harder, until she ran out of breath.

"I'm done for now. But look, his ass is really red and part of it is actually black and blue in spots. Maybe I should do this for a living."

"Damn girl. I think you would be great at it. Let me continue for a while. I feel deprived."

So Mistress Emily started whipping my ass some more. Eventually I saw blood on her whip.

"I guess that's enough for now. At least on his ass.But I've seen that some slaves like their cock and balls whipped. Let me try that now."

Even though my cock was still in chastity, my balls were completely exposed. The problem was that as she whipped my balls, my cock started getting hard, and pressing more against the spikes. The more she whipped, the more my cock tried to grow. She saw the predicament I was in but just continued on her merry way. Nothing was going to stop her sadistic adventure. Soon I was on the verge of crying, but she just continued on. I think she even whipped me harder, to maybe see if I would actually cry. But I didn't.

"Sue. How's your arm now? I think he wants more."

I didn't but that wasn't going to stop them.

"I'm ready. I'm a pretty big girl and recover fast."

"I'd like to see him cry, Sue? Think you can do that?"

"Oh I think I can. Give me the whip."

Sue started on me again. After about 5 minutes, I could feel a tear rolling down my face."

"Sue. You did it! Make him cry more! This is making me hot, I might even cum. Don't stop!"

Sue obliged her friend and whipped even harder. Emily was in the corner masturbating vigorously. The harder Sue whipped me, the more Emily was satisfying herself.

I started crying now.

"Is this what you wanted Emily? Your slave is really crying now."

"Yes Sue. Keep going until I climax. I never knew this would turn me on this much!"

Emily finally finished, and my ordeal was over. Both Emily and Sue sat and relished in the fun they just had.

"Wow. Thank you Sue for helping me with my slave. I couldn't have done it without you."

"My pleasure Emily. We'll have to do this again sometime."

"Now that I have myself a real slave, I can guarantee we'll do this again. And as often as we want. After all he's your slave now too."

"I guess that's what friends are for!"