Chapter I: A Conversation

"Mark, would you please invite Danielle over to dinner on Sunday afternoon?" my sister Gail asked. "I'd like to have a talk with her". Gail was more than a big sister - she became my legal guardian when our mother was killed in a car crash three years earlier, and I lived with her and her husband Ron in the mansion she had inherited from Mom. My inheritance was locked up in a trust fund until I graduated from college, a fact that had caused a sudden improvement in my once miserable high school grades. I was still the only 19 year old senior in the school, but I would graduate in June. My first two misspent years in high school were also the reason for certain other bizarre requirements in the trust fund language.

"Sure, but what do you want to talk to her about?" I replied.

"As you know, I will be joining Ron on his sabbatical to China for six months and I'd like to talk to her about the Key." The Key! Would she really give Danielle control of the Key while she was gone? It was almost too much to hope for, but my cock immediately twitched in its metal prison at the thought. I quickly promised that I would have Danielle there for Sunday dinner.

My mother had been treated abominably by my father, a true bastard. She took him for everything he had in divorce court (and it was quite a lot, including full custody of Gail and I) when I was a small child. She was determined that I wouldn't turn out like him. So when I got into a pack of trouble sophomore year, she came down hard on me. Mother had been correct in her assessment that I had been thinking with my dick, and took measures to fix that problem. She had me fitted for a male chastity device! The thing is a particularly secure model called a Lori's tube. She controlled one security key and the family lawyer kept the other for safekeeping.

Mom had also changed the terms of my trust fund. Should anything happen to Mom, my sister would be my legal guardian and co-trustee of the fund, along with Mom's lawyer. With my mother's passing, my sister now keeps one of the keys to my tube, the lawyer the other. The terms of the trust fund were quite clear. I had to wear the device until I graduated from college and got married, or turned 28, whichever was sooner. Otherwise the eight figure trust fund would revert entirely to charity. Once every two weeks my sister, who was eight years older than me, would hand me the Key over the top of the shower stall and give me fifteen minutes. I could usually get off twice in that period. When my time was up I would have to show her that I had securely locked myself back up and give her back the Key. She quite enjoyed this ritual, in traditional sadistic older sister fashion, and would tease me relentlessly about it.

Needless to say, my attitude toward and treatment of women changed radically. I started dating the nice girls instead of the sluts, and met Danielle my junior year. Danielle is one year younger than me but in the same grade, since I had to do sophomore year twice. She's got a great body, an upbeat and assertive personality, and is smarter than me as well. I knew this was a girl Mom would've approved of. As far as intimacy is concerned, we took it slow but she gradually allowed me more and more access to her body with my hands. When she first reached into my pants she was shocked to discover the Lori's tube, but she quickly adapted. With the fear of pregnancy gone, she opened up more and six months into our relationship I was regularly getting her off with my fingers and tongue. She delighted in teasing and frustrating me, clearly taking the dominant role in our sex play. I am now completely in love with her.

Over the last year Gail had gotten to know Danielle pretty well, as she was a frequent guest at the house and at family gatherings. She definitely approved and often mentioned that Danielle seemed to be a very bright, mature, level headed girl who knew how to keep me in line.

Now there was chance Danielle would get control of the Key while Gail was in China. Even if she still wouldn't let me fuck her, I might get hand jobs, or even a glorious blow job! I couldn't wait for Sunday to arrive.

Sunday was a beautiful early November day. The sun was shining, temps had climbed into the high 50s, and my spirits were high. I went to church with Danielle and her family and then drove her to our house for dinner. When the meal was completed Ron headed to his man-cave, presumably to watch football, and Gail suggested that Danielle and I join her in the formal parlor.

Once we were seated Gail began. "Danielle, you've been dating my brother for over a year now. I'm sure you've discovered his penis is quite securely locked up. This is because he made some very bad decisions several years ago that could have landed him in prison. What he did to that girl, no matter her own culpability, would have ruined his life had he been from a family of lesser means. Even so, his actions cost the family millions of dollars in compensatory damages and legal fees. Are you aware of all this?"

"Yes, Mark has been very honest with me on this subject. I think he quite understands now that an inability to say 'no' does not mean 'yes'. Quite frankly, the fact that he is all locked up takes a lot of pressure off me," she replied. "And too be completely honest, it rather turns me on."

My sister smiled and continued "Well, I think he certainly made an excellent choice in girlfriends this time around! Anyway, has Mark told you that my husband Ron is taking a sabbatical in China starting in January for six months and I'm going to join him there?"

"Yes, he said that was the reason for you wanting to talk to me about the Key today."

"Well with Ron and me gone for so long, someone trustworthy here has to have control of the Key. "

"Why is that?" Danielle asked.

"Has Mark told you that I allow him, under the terms of the trust fund language, to masturbate once every two weeks? I thought that you might..."

"Actually, I've been meaning to ask you to stop allowing that," Danielle interrupted.

"What?" Gail and I both asked at the same time.

"Quiet Mark - this discussion is between me and your sister," Danielle said sternly and turned back to Gail. "Masturbation is a dirty habit, and besides he gets a lot more attentive to me the further away he is from his last jerk off," Danielle continued, talking to Gail as if I weren't there.

"But there are certain biological problems with not coming for long periods of time, especially for a young man," my sister objected, and I silently thanked her. "And I need to abide by the terms of the trust fund."

"But I'm under no obligation to adhere to the terms of the trust fund. I agree he needs to come, but he doesn't need to orgasm," Danielle replied. "His testicles can be milked without removing the Lori's tube or him getting an erection."

"What? How?" I asked in shock.

"Just a moment," she said to Gail. Then she stood up, reached under her skirt and pulled down her panties! She stepped out of them, picked them up and proceeded to quickly stuff them in my now gaping mouth before I could react. "I told you to be quiet!"

Turning back to a dumbstruck Gail, she said "I've researched this. If I massage his prostrate with a vibrator while he's still locked in the tube he'll pump all the semen out of his testicles without achieving an erection or having an orgasm. Or I can achieve the same results with a sufficiently large, knobby strap-on as well. So you can take the Key with you, or leave it here with me, it won't matter much to Mark."

My sister grinned wickedly, glanced at me, and reached into her pocket, withdrawing the Key. "In that case I may as well just give you the Key now," she said, and handed it Danielle.

Taking the Key, Danielle said, "Oh, thank you! Don't worry, if he is very, very good, I'll allow him to orgasm on New Year's Eve. Otherwise, his next opportunity will be Graduation Day." This was not fair! Not only had I lost the right to jerk off twice a month, I'd lost it two months sooner that I would have if Danielle hadn't become involved!

Danielle removed the long gold chain from around her neck, threaded the Key onto it, and replaced the necklace, allowing the Key to fall into her ample cleavage. She must have chosen the necklace for just this purpose. I stared at it, while my dick strained against its prison.

"There's another thing I've meant to discuss with you," Danielle continued. "I've been looking at the different styles of Lori's tubes on her website. The one your Mom got for Mark is one of what I'll call the kinder models. While it stifles his erections, it doesn't really punish him for them. I'd like to change his current model out for one with internal spikes. Also, since he'll be more desperate than ever to have an orgasm, I'd like to make it one of the most secure models, which incorporates attachment via a genital piercing. My older sister has a friend who works in a tattoo and piercing parlor that could do it, if that's okay with you."

"I think that's a wonderful idea!" my sister replied, condemning me.

Gail and Danielle stood and hugged. As she turned to leave, Gail looked at me and said "Boy, did you get the girl you deserved!"


Chapter II: A Shopping Trip (added: 2013/04/28)

Six weeks later my piercing was healing nicely, and the new #2D Lori's tube, with internal spikes, was to be delivered any day. After some debate between Gail, Danielle, and Danielle's sister (I had no say in the matter) it was decided I would get a Prince Albert piercing, which might later be expanded to an Apadravya piercing. Gail wanted to go with the Apadravya right away, but Danielle noted the much longer healing time and said she wanted to get me into the new, more secure Lori's tube before Gail and Ron left for China. It hurt less than I expected.

Danielle had milked me with a small but powerful vibrator three times since she'd gotten control of the Key. It had been just over seven weeks since my last orgasm and I was desperate to please her as New Year's Eve approached.

Christmas was a few days away and Danielle asked me to take her shopping. When we hopped into my car she gave me directions to the new super sex toy store that had opened in our suburb. We actually had to show id's when we entered the store. I was amazed, and a little intimidated, at the cornucopia of sex toys, lingerie, and fetish clothing offered for sale.

Danielle told me to let her do the talking and marched right up to the nearest sales clerk. "We're looking for some restraints and corporal punishment implements," she said.

"You've come to the right place! Are you looking for toys or the real deal?" the clerk asked. She was an attractive blonde in her mid-thirties with a cheery smile.

"Oh, definitely the real deal," Danielle replied. "My boyfriend here wears a male chastity device and I want to have complete control on those rare occasions when I remove it." The clerk's smile got broader and I turned bright red. "So I want some secure restraints and a range of whips and such to encourage good behavior."

"I understand completely," the clerk answered, and led us down the aisle towards the restraints. I was looking at the leather wrist cuffs when the clerk showed Danielle an armbinder. I was looking at dog collar when the clerk showed Danielle a ball stretcher with attached D-ring and leash. I was looking at ankle cuffs when the clerk showed Danielle a spreader bar. And I was looking at simple wiffleball gags when the clerk showed Danielle a leather hood with multiple gag attachments, including a ball gag, a dildo gag, and a funnel gag. In the end we left the aisle with the wrist and ankle cuffs, the armbinder, the spreader bar, the dog collar, the ball stretcher, two leashes, and the hood with all its attachments piled in our shopping cart.

"Now what sorts of whips were you thinking of," the clerk asked as we headed toward the punishment aisle.

"Well, I'd like a range of choices," Danielle replied. "You know, some for when he's just been annoying, some for when he's been bad, some for when he's made me really mad, and some for when I've got my period and I just need to beat the shit out of him for no other reason!" Oh crap, I thought. I urgently tried to recall when her last period was. Long enough ago that I wasn't sure, which meant the next one wasn't likely too far away. Shit.

The clerk, now bursting with enthusiasm, led us towards the paddles. "We have several styles of paddles, both leather and wood. Some of the wooden styles come with holes drilled in them to reduce trapped air between paddle and skin at contact, thus increasing the sting quite a bit. Leather paddles come in three basic styles: smooth, studded, or with designs that leave a slight impression on the skin."

"Which do you prefer?" Danielle asked.

Stupidly thinking she was talking to me, I answered "the smooth leather one." Danielle shot me a look and turned back to the clerk.

"In that case, we'll take a wooden one with holes and a metal-studded leather one." Ouch.

"Now for the whips and straps," the clerk continued, leading us further down the aisle. "We have simple leather straps of varying lengths, cat-o-nine tails of varying lengths and severity, floggers, the English tawse, and of course a wide selection of riding crops." Danielle selected one of each. At least there weren't any bullwhips!

"And now the coups de grace," the clerk fairly sang as she led us further along, "the canes!"

Danielle looked at the canes dubiously. "They're so thin," she said, "they don't look nearly as intense as some of the whips." I silently agreed with her assessment. I would learn differently.

"Don't be fooled," the clerk replied. "These pack a real sting. Even when swung with moderate force they'll leave a welt. This is just the thing for those times when he's made you really mad AND you've got your period." Oh joy.

Danielle and the clerk debated the merits of rattan, bamboo, and Lexan. She settled on the rattan.

"Alright, is there anything else you might want?" the clerk asked.

"Just one thing," Danielle responded, "a strapon dildo".

"Oh, we have a great selection of those," the clerk responded, and led us off towards another section of the store. I trudged along behind them as they chatted about various items in the shopping cart and best body parts and body positions for their use.

Suddenly, they made a U-turn and headed back towards the whips, apparently having decided they'd forgotten something. When we got to the whip section the clerk picked up a miniature cat-o-nine tails. Its handle was about four inches long and the tails about the same length. The tails were made of rubber. She handed the whip to Danielle who examined it closely, then looked around for the nearest dressing room. "Come with me," she commanded. I followed her, leaving the cart with the clerk. Still clueless, I followed her into the dressing room. "Open your fly and pull out your cock and balls," she ordered. I didn't like this turn of events at all, but complied. Remember I was doing everything in my power to earn my orgasm on New Year's Eve. "Now push your penis back in your fly, leaving your balls out." This caused the ring behind my balls to stretch them and push them out away from my body. "Now stand at parade rest," a position we'd all learned during Armed Forces Day celebrations at school.

Danielle swung the tiny whip. I yelped and doubled over, grabbing my balls.

"Two more," she said. "Or it'll be June before your next orgasm. Now get back in position." Once I was back in position she said "We'll call this 'unlucky position 13'," and she swung the whip again. And again.

I was in tears when we left the booth. I expected everyone in the store to be staring at us when we emerged, but no one seemed to think anything out of the ordinary had occurred. The clerk was waiting for us. "A suggestion?" she asked. When Danielle nodded her head approvingly, she continued, "When punishing a submissive, it's proper to have him say 'thank you' after each blow, and then ask for another." Danielle smiled and thanked her for the advice.

The clerk smiled broadly and added, "I found that other item as well," and held up a package that contained Japanese clover-style nipple clamps. She dropped the package into the cart when Danielle nodded.

Then we headed back to the strapon section. The clerk showed us several models of varying length, girth and added features. Danielle made three selections. The first was a double-ended dildo, which would fit into her pussy and my ass simultaneously. The proportions were normal, one end slightly longer and the other slightly wider. I guess which end she chose would depend on her mood.

The next item was a plug-shaped dildo that could be used in a harness as a strapon, removed from the harness and used as a butt plug, or used with the harness, but reversed so the harness buckled around the victim's waist and legs to hold the plug inside. It came with locks.

The final item was a fucking horse cock. It was obscenely large, both long and wide, with knobs all over it, and a studded harness. It had multiple speed vibrators in both the base (for her) and the shaft (for me). It scared the hell out of me.

At checkout the total came to about $1,800, essentially eating up the entire allocation I'd been authorized to remove from my trust fund for Christmas presents. I thought, at least this takes care of Danielle. However when she said she was going to take them home to wrap them and then give them to me on Christmas, I thought oh shit, now what am I going to give her?

On the way home I stopped and bought Gail and Ron each a $100 gift card for their Kindles - I figured they could use some new reading material for their long flight to China. They'd rightly assume I'd spent the rest on Danielle, which was true, but I was still going to have to come up with something else for her.

I needn't have worried. When I arrived home a FedEx truck was just leaving the driveway. Gail greeted me at the door with two similar looking packages in her hands. She handed me one and walked away with the other. Looking at the postmark, I guessed it was my new Lori's tube. That would make a fitting present for Danielle.