Rest of the weekend was agony. Had never even been spanked. Caning left my ass burning. Covered in red welts turning into lines of bruises. Despite that my dick kept trying to grow. Wearing the cage is nasty. It tries to grow and can't. At least they had removed the shock collar from it.
New cell buzzed a few times with links to instructions. URLs a hexadecimal jumble. Nothing referencing her name. First link was an article about care and cleaning of the cock cage. Others were audio files. Some kind of self help ones. Titles like: 'Feminine Power', 'Woman Led Sex', 'Female Led Marriage', 'Please the Goddess'. Listened to them. Mostly bullshit. How was this going to help me?
Monday at work was really uncomfortable. Scared somebody might pick up on the cage in my pants.
Wednesday after work reported to Mistress Eve. Barton let me in and examined the cage. Squirmed.
"Stand still Dummy. Need to clean you and the cage." Utterly humiliating. Standing there as he removed the cage, cleaned it and my genitals. First man, except a doctor, who ever touched my junk.
Taken to the bondage room and strapped down. This time full lights were on. Thing I was on is a very fancy bondage table. Now I know she is a pro dominatrix. Tens of thousands of dollars worth of bondage paraphernalia.
Heard her enter behind me.
"Report." Barton said the cage and penis were properly maintained.
"Good Dummy. Cleanliness is godliness." Whack. Right on one of the old ones. Hurt twice as bad as the original.
"That will educate you. Cleaning failure would have gotten you ten. Did you read and listen to the training materials?"
"Yes Mistress Eve."
"What did you learn?" Not really sure what she expected.
"A lot about women in charge?" Five quick had hits. Ass just exploded in searing pain.
"Non specific answers are unacceptable. Barton will schedule you." She disappeared.
Barton informed me to arrive Wednesday evening and Saturday afternoon. Standing appointments. No cancellations allowed. Wednesday was just cleaning and another caning. Nothing said.
Thursday and Friday work were brutal. Sitting was excruciating. Links kept arriving daily. And a text from Carla setting up a Sunday brunch.
Researched cock cages. Floored by how big a business they are. Lot's of kinky shit worse than them too.
Saturday was a repeat. Didn't get the answer right.
"Mistress Eve please I need a release."
"I do not need you to release." She paused smiling at me.
"Please me first Ted." She was fucking with me. This was a nightmare.
"A million dollars would please me. Otherwise who knows?" Point made. For the first time caning included my back. Pure torture.
Sunday brunch met the matchmaker. She introduced herself as a dating coach. Daria is petite with long bleach blonde hair. Cute and looked about my age. On the way in Carla coached me to be quiet and just respond.
Thirty minutes in was totally bored. Usual women's chit chat. My mind was stuck on the pain. Sitting was the last thing I needed.
"Ted what do you know about me?"
"Carla said you're a specialized matchmaker. Help me find better women to date."
"What did we just talk about?"
"Sorry was kinda zoned out." Carla gave me a big frown shaking her head. Now I was alert and attentive.
"Ted my service is special for several reasons. I take on few clients. Extraordinary women with the means. I cull through thousands of men to find the exceptions who can meet demanding expectations. Strong smart man who can fit into and serve her life. The rare men who naturally have the right qualities are long taken. So we need to find the few who can be molded."
"Yes Ms Daria."
"Daria is fine. Don't forget." My head was nodding like a bobble head. Carla looked like she might laugh.
"Ted. Daria is the only person who can find you a wife."
"Tut tut Carla. Marriage is up to the lady. Maybe she just needs a gentleman escort. Or boyfriend. Either way not your business Ted. Right lady will lead you to what she wants."
"Sorry Daria. Just eager to have Ted find that life partner."
"Of course no problem. Have enough to get started."
"Wonderful."
"Ted will put you on practice dates. Ladies I arrange for who can teach you. My way of screening and helping you. Be prepared. I must be assured you have the minimum qualities."
"Thank you Daria."
"Mistake here was not paying attention to our conversation. You might have learned things. Important things. Male ego ignores women's interests. Her interests must be paramount."
"Yes Daria." Damn she's hot and my balls were dying. Desperate for release.
They said goodbyes. Carla and I took a little stroll.
"Carla am grateful for the help. But this stuff is freaking me out. Especially it." Nodded down at my junk.
"Sweetie. They're teaching you. Trust the women. Or go back to the disaster girls. Let's go shopping." Ugh three hours of shopping. Was she was testing me? I paid attention.
Wednesday visit to Eve I met Zoe. But first Barton had me drop pants and he reattached the shocker on my cage.
Eve introduced her "Zoe is your personal trainer. Be respectful and compliant. Touch her and I'll make you bleed." Am in great shape, why a personal trainer?
"Ted let's go back to your place. Come on." Good news no caning? Zoe's very thin with zero curve and an average face. But after almost three weeks of no release my dick was trying to grow.
At my place she took a quick look around.
"Why are you still standing Dummy?" Oh shit. Knelt.
"Put this on." She pulled out a large dog collar from her purse.