This is the second in a multi part series. Things make more sense, and the story is richer if read in order. Yes, I know how to spell Minnesota, but I had a typo in Ch01, and if I fix it in later chapters the site's "Series" function can't find the pieces.
My dinner meeting with the delivery guy to talk about my being his submissive went unbelievably well. I quickly got over that I was naked, in high heels, plugged and wearing wrist and ankle cuffs, talking to a gentleman in a leather sportscoat. We talked and explored each other's background. I learned that: he was not normally a delivery person; he was a corporate executive helping a shorthanded store during the blizzard; that he has a long track record as a dominant with a submissive; and that he could make my cunt wet with a smile.
I had already decided to say yes when he told me that since I had been drinking wine, he would not accept my submission that night. My cunt and submissive need had blocked my rational mind and I had gotten my paddle, crawled to him and begged him to spank my ass. He had me lay across his lap and his gentle hands explored my thighs and ass before the first paddle stroke tore a scream from my throat. Mom's spanking had nor prepared me for being paddled by a Dom. He warned me not to have my screams cause neighbors calling 911
He made me count and the next seven swats were not as strong as the first. My ass was on fire and my cunt was starting to clench and I'm sure was dripping onto his pants. Strokes nine and ten were as hard as the first one. I muffled my scream to just a squeal, the orgasm tore through my entire being, and I squirted all over my carpet. He dragged his fingernails across my burning ass, giving focus to some of the pain. He pulled and pushed my plug in and out of my ass, giving new sensations of pain and pleasure.
He pulled me up onto his lap, hugged me, and we kissed. He fingered my cunt and let me lick his fingers clean. I wanted to beg him to accept me, but his look said "wait." I walked him to the door, and we kissed again before he walked out and closed the door.
As soon as the door closed, I went to my knees sobbing, an odd mixture of pain, joy, hope and disappointment that he wouldn't take me that night. I had no doubt that I would beg him to accept me, and that he would say yes. This would hopefully open a new chapter in my life, one I had tried to open once before and instead wound up in an abusive relationship.
I cleaned up the table, put the food away, finished the wine, and blotted up the wet spot in the carpet. I reattached the suction cup of my dildo to the middle of my desk chair and lowered my soaking wet cunt slowly down its length. I squealed and jerked back up when my bruised ass met my unpadded oak chair. It took a couple more tries to get fully seated. Once there, I sat rocking on the dildo as I began to mentally draft the message begging him to accept my submission. I knew that I couldn't send it till tomorrow, but I like to draft important messages and let them set for a bit before I review them and send them.
But first I did a search on the grocery chain. On their corporate site I found short bios of their leadership team. My potential Dom is Bradley Andersen. Nothing in the short bio contradicted anything he had told me. A records search on Bradley Andersen revealed nothing other than he had a lead foot with speeding tickets. I also found his home address, business and personal phone numbers.
I set up a new Yahoo account, hoping that would keep it from being linked to my Gmail and office accounts on Microsoft.
I started typing my letter begging him to take me as his submissive, after numerous revisions I had:
Sir,
Thank you for last night. I enjoyed hearing your story and becoming even more convinced that you were what I have been searching for. I tried once before to explore my submissive side but wound up with the wrong partner. I believe you can teach me to be the submissive person that my heart believes I will someday be.
I beseech you to accept me as your submissive to own, train, mold, use, and enjoy. I promise you my: honesty, obedience, and willingness to stretch my comfort zone .
Deciding that was enough for tonight I went to the bathroom, removed my makeup, washed my face, ran a wet washrag up the insides of my thighs where my cunt had leaked, and brushed my teeth. I removed the plug from my ass. It was dirty so was rinsed it off and washed it with the sanitizing hand soap.
I knelt in front of my mirrored closet doors, knees apart, back straight, shoulders back, hips rotated forward and started edging and repeating the mantra. Two fingers in my dripping wet cunt stroking the G spot then withdrawn and dragged across my clit to my mouth, licked and sucked clean. While the other hand follows the mantra abusing my nipples, "pinch, pull, twist" again harder, switch nipples every time I suck my fingers clean. The goal is to go five minutes without cumming, my record is four, tonight I didn't get to two before I had to stop.
As I turned to crawl to bed my glowing ass in the mirror caught my eye. It was a bright cherry red, with several discernable stripes across it. The fire had died down a bit, but it was still very warm and very sore. As I studied it, the warmth of what it meant spread through my entire body.
I laid in bed caressing my body, playing with my nipples and cunt. The vision in my head was me kneeling at his feet offering him the paddle and begging him to spank me. Hearing the moan in the room convinced me that I was back on edge and nearing the denied orgasm. I realized as I drifted off to sleep that I was still wearing the wrist and ankle cuffs, that somehow felt right.
Early the next morning my ass was still stinging as I woke up, but on the other hand my cunt was still wet. I did my now usual routine, edging, crawling, toilet, shower, heels, and breakfast.
I sat again on the dildo in my chair and reread the request I had written last night. As I went through my office in box, I returned to it several times. I would change something, add something, then change it back to what I had the night before. Midmorning I gave up and sent it to the email address he had given me from my new mail account. I knew he would be at work and didn't expect an answer until evening.
Around noon I checked the road report, and it sounded pretty good. I decided to make a quick run to a local strip mall that had a couple upscale dress shops. I needed something besides the way too short tunic to answer the door. Given the temperature and the usual Minnesota wind, I wore slacks and a sweater under my coat, but no bra or underwear and snow boots instead of heels.
I made it there without incident despite my lack of winter driving skills. The first store apologized that they didn't have anything like I was looking for until they got in their spring collection. The second store was the same story, but the clerk suggested I check their Junior clearance rack in the back. I found the perfect wrap dress, fingertip length, short, flared skirt, low neckline. I also found a long cardigan sweater dress that was a bit longer, but with the button front could be good.
The third stop was the hosiery/lingerie store. Half a dozen pairs of thigh highs, and several suspender hose to try since I had never worn that style. Finding unpadded bras in my B cup was difficult but I found a few and a couple of very minimal coverage demi cup bras.
On the way home I stopped by the drug store and bought an enema kit and some castile soap. I bought one of the better ones that had a piece that clicked as the water flowed so you could tell when it stopped and the valve let you control the flow, not just on-off. I had never done an enema since I was a kid, but since my ass was on the menu, I wanted it clean for him.
Back at the apartment I dumped the bags on my bed and stripped. The heels went back on and on a whim so did the cuffs. I considered the gag but decided I would probably be on the phone to my office that afternoon.
I lubed the dildo on my chair and slowly lowered my cunt down until my still sore ass told me I had hit bottom. I checked my office messages and made several replies. I also noted that there was a meeting in the office tomorrow to discuss a case with the client. One of my fellow attorneys offered to drive me, but I responded that I had been out, and the roads were within my abilities. I started reviewing the notes and files on the client's case.
About an hour later something told me to check the Yahoo mail account. There was a message from his account! The message subject was "It is good to be nice to your delivery boy." I froze, I couldn't bring myself to hit the key to open the message. What if he said "no"? What if he said "yes?"
I finally forced myself to open the message.
Hello,
I accept your request to have you as my potential submissive. I expect your full honesty and obedience and will accept nothing less. Failure in either will result in correction and discipline, up to an including termination of this commitment. In return you will also receive my full honesty. I will be firm but fair. I am confident that neither of us has made this agreement without full expectation that it will be rewarding for both of us.
I will stretch your comfort zone. I expect your full obedient effort to succeed. You may sometimes not succeed, but if you truly tried and were obedient and honest in the effort and report, you have succeeded in my eyes.
You may now call me Master when we are alone and Sir when we are in public. For now, I leave you with your pronouns, at some future time I may give you a replacement name which will also take their place.
Continue to follow the rules in the story you have been following, including the rules for your office. If you need to adjust any of those rules, talk to me first.
Start training your ass, I will use it. Wear the small plug at least eight hours a day for the next four day, then move to the middle sized plug. When you do your morning edging spend time fingering your ass. Start with one finger and try to work your way up to three. At least once a day try to sit at your desk with the dildo up your ass. I expect failure at first, but success fairly soon.
