How I See It Pt. 05

The task

I started a Shared Doc, but didn't grant sharing rights yet. I wanted time to think about what to have him do.

My notes:

Go shopping

Take your time. Get lots of photos. Go to Karstadt (his favorite department store).

New panties, G-string (spandex, polyester mix to house your clit and device); new chemise; new Wolford hose {image inserted}

Candles, jazz, whiskey, shave (or cream), bathe, photoshoot, send to me

Skype (for your punishment)

Sign-off

Film yourself orgasming and eating your cum

Talk to me while you're filming. Show me how devoted you are to me.

My email with task assignment

O,

I am so happy you have made it through the week. You have proven worthy. I will remain your dom for the time being. I am very satisfied with your abstinence.

From now on, I don't need to see images of your daily chastity. I miss us O. I miss our friendship. From now on, we'll have a weekly check to make sure you've followed the rules, but otherwise, we should communicate as friends. We need to catch up. We can do a skype next week and just catch up. Saturday morning for you, OK.

Today you are at work, when you get out go to Karstadt and buy a G-string, spandex/polyester blend, so your chastity device will fit snugly inside them. Buy a nice chemise, make sure the colors are matching. Then buy a nice pair of Wolford's. Something that exposes your sissy clit. You must ask the clerk to help you with sizes that will fit you. Get an audio recording, just put your phone in your pocket. Get photos of everything you do.

On your way home, but a bunch of scented candles, at least two for each room, only candlelight should illuminate your flat. Get a nice bottle of whiskey. Go home, shave or cream your body. No hair. You can leave your arms. Photos. You can take off your device to shave but put it back on as soon as you are clean. I'll know if you cheat.

Bathe for an hour drinking whiskey. Smoke some reefer. Be really stoned.

Put on your outfit and prance around your flat in heels. Make lots of noise with your heels. Keep the curtains open. The candlelit rooms will make it difficult, but not impossible for neighbors to see you prancing.

Follow these rules and I'll let you masturbate.

Your Queen

I sent the email Friday morning after I knew he'd gone to work already. I knew he'd ready it around lunch and be thinking about it until he was off work.

I got a stream of photos, most of them I just ignored. I listened to the recording.

"Excuse me, can you help me please." He sounded so sweet and polite.

"Yes sir?"

"I'm looking for these Wolford open-crotch hosen in my size. Is it queen?" Oh my god!

"Oh, yes, let me see."

"Thank you so much."

"Ok, here, these should be the right size. Anything else?"

"No, thank you."

About five my time, my boys were taking martial arts class and I was in my car waiting for them to finish. Dinner was in the oven and by the time I got home we'd all sit down to dinner. I skyped Otto.

"Otto, let me see you."

He backed up and showed himself off.

"I don't have a lot of time. If you want to masturbate tonight you may, but first promise me to film it. Cum on your vibrator and lick it clean. Do you understand?"

"Yes my queen."

"Good. Now you were good to admit you cheated. That is good. Did you cheat this time?"

"No my queen. I learned my lesson. I never want to lose you. You know exactly what I want. You know exactly how to treat me. I will never betray that again. Also, I will be more attentive to our friendship.I want to share more with you, and I want you to share more with me."

"Good, I believe you. As long as you are honest, I won't leave you. Now for your punishment. Spread your legs, Good. Make a ring with your forefinger and thumb, encircle your balls. Good. Squeeze. Sqeeeze, Good, Squeeze. Now with your other hand, slap your balls. Slap them hard I want to see you flinch."

He did. He slapped his balls so hard with his hand's fingertips that I could hear the slap and see his visceral reaction. I heard him yell.

"Harder Otto!"

"Harder, sissy!"

"Harder, slut!"

Each time he slapped himself harder and harder. I was laughing out loud.

"Ohhh, my god Otto. Good work. I have to go now. My boys need to get home to eat dinner. I want you to film yourself. I want to see you punishing your balls. Once you do that. take off your device and ejaculate. Cum in your hand and smear it on your face and then lick your fingers clean. Then thank me. I want you to talk to me in the video. I want to hear your thoughts. Understand?"

"Yes, thank you ##. I can't tell you how grateful I am to you."

I received the video, a completely edited and clean copy, it must have taken him hours to edit. I received the clip around eleven that night which meant he was up into the early hours making it. With minimal effort and time on my part, I had complete control over this man. If he got off work at three in the afternoon and didn't finish editing the video until three or four in the morning, he had just devoted 10 hours of time to complete this simple task. I had achieved total control over this man.

My findings

I initiated everything with my email and story that I'd already been writing for a couple of years. I never spent too much time, mostly I spent an hour, two at the most writing per week. It was a slow game. I sent him the recording of me reading a story and masturbating. After that everything was moved along by his own admissions.

Watching him punish his own balls was amazing. He inflicted pain upon himself simply because I'd asked. I knew now that I could get him to do anything. I wanted him to initiate it. I wanted him to make the next move. I knew it was important for a sissy to understand that his desires are his own and that his partner is just an excuse. They need to let go of the excuse and take ownership of what they have become.

I would wait for him to make the next move. We returned to our friendship. We skyped just to catch up. It was good. He was dressed like a man, drinking coffee and we laughed and talked like old friends. I stopped sending him tasks. I stopped responding to any messages that tried to engage L&L. He kept sending me photos and videos. He kept writing stories. He kept buying new outfits.

He shared his porn page on an adult porn site. His profile had photos I'd never seen, video clips of him I'd never seen, and I could see all his "favorite" clips that he'd marked to view later. He gave me his password so I could make changes. I never did, I did view all his content. He had photos of him sucking his own cock, his photos seemed to go back 15/20 years. He has been doing this for quite a while. Some of his photos depicted a very young man in very good shape. He's in decent shape, but now he was 45 years old. He had gray hair, a little belly and his face looked very masculine. As a young man, he looked very feminine. A couple of photos wherein he'd shielded his upper body, it was impossible to discern his body from that of a woman.

He shared his Literotica page with me. He still had no idea, I was the one who'd commented on his story, I was certain of it. After all,he'd done and how much he'd exposed and shared with me, it was impossible he wouldn't ask me if he suspected. He asked me to give him feedback on the stories, videos, and photos. He made it clear that he knew I was busy and when, and if I got the chance, to let him know what I thought. He just wanted to show me. He wanted to be seen. He wanted to know he was willing to do anything for me.

If I'm honest, it freaked me out a little. But it also felt very empowering. I had this man in the palm of my hand. I understood the level of trust he'd bestowed upon me, but I also understood that I'd shared a lot with him. I depended on his discretion too. But he'd sent me so much more. My photos, recordings, and writings had no way of tracking back to me. If anyone discovered the content I'd shared, they would never be able to attach my name and face to it.

Deep down, there was part of me that wanted to humiliate Otto. I wanted to make him understand that I owned him. I knew I had to be reasonable if I wanted him to remain honest with me. I didn't want him straying from the rules of chastisement.