It began soon after we started working together. Deborah is three years older than me and was an admin assistant in one of our divisions. She was responsible for publishing updated price lists and other sales data. Among other things, I was in charge of the print shop and that is how we met. It was not a cordial relationship to start with. Her boss was very demanding, as was mine. While she expected me to put her jobs ahead of everyone else, I put them in the order received. She was often angry with me for not getting her work out on time. After all, it was always submitted late and often had last minute revisions.

After a major job was botched up and submitted late, Deborah came to my office and was quite upset. This was only about the third time I had met her and the first time I noticed how sexy she was. Deborah stands about 5’ 8" with beautiful long curly blonde hair to her waist. What really got me though were her legs. When she came in for our meeting, she was wearing a short skirt with black nylons with 3-inch heels. During our meeting I was constantly distracted by her beautiful legs, as she crossed and uncrossed her legs many times.

She explained her problem. I listened attentively and told her I would do my best to accommodate her needs. She liked what she heard. I liked what I saw.

For the next few weeks her work got top priority. She was very happy. In fact, one Friday afternoon she called and said she was so pleased that she wanted to buy me a drink after work. I was ecstatic. She told me to meet her at a bar near where we both live. I found out that we both live in the same city about 20 miles from the office. This was good because interoffice dating was not allowed at the time.

I showed up at the appointed time and she was sitting at a table with a glass of wine. She looked great in a tight sweater but I was disappointed because she was wearing jeans instead of a skirt. We chatted about work and after I had ordered a beer she told me that she was so happy with my work. She said I was lucky because if things hadn’t gotten better she would’ve had to spank me. As she told me this I was sipping my beer and almost choked. She looked at me and laughed and I turned red as a beet. I said "yeah, sure…like you could". She just laughed and said I might be surprised. After another drink we parted ways for the weekend. As we got up I could not take my eyes off the most incredible ass I had ever seen. I was enthralled.

I could not get her out of my mind. She was all I thought about the whole weekend. Those beautiful legs topped off by the most exquisite ass had me jerking off all weekend. And her comment about spanking! All I could think about was being over her knee with my cock wedged between her thighs. Oh what bliss that would be.

During the next week she was always on my mind. I called her daily to make sure everything was going well. When I called her on Thursday, she laughed and said she had never gotten such good service. Armed with confidence, I asked her out to lunch on the weekend. She said sure. I was overjoyed.

On Saturday we met at a local sushi bar and had a great meal and conversation, which included several rounds of saki. Afterwards we went to her condo for an after lunch drink. She asked me if I wanted to go for a dip in the spa and I said sure. Luckily I had a pair of trunks. (Living near the ocean, I usually had a pair in the car). I went to get them. When I came back she was wearing a black string biking that hid almost nothing. As I used the bathroom to change, my cock had gotten rock hard at he sight of Her. When I came out I tried to hide it with a towel. Deborah just laughed and said "Looks like you approve" I choked and said yes "you are very beautiful" Then She said it: "Do you want to fuck me?" I said "Yes—absolutely." "Okay. Maybe I’ll let you. But it has to be my way." I said "Sure, whatever you want." She laughed and said "Are you sure". I said "positively".

"Alright then. First I want you naked. Let me see that hard cock." I complied, ripping my trunks off in record time. "Sit on the couch. I want to give you a test." As I sat on the couch She walked up to me and turning around, stood with Her back to me and told me to kiss Her ass. I planted kisses all over that beautiful tush. Once I started I couldn’t stop. I was insane with lust for Her ass. At that point I would have even licked Her asshole had She asked me. Amazingly my cock got even harder. I could tell this pleased Her. Breaking Her stance, She walked over to a big chair and sat back. "Come here. On your knees" At this point I would do anything to plant my raging hard-on inside of Her. "I want you to come here and kiss my pussy." She still had the bikini on but I did as She said. Starting at Her knees I planted kisses up Her right leg until I got to the bikini. Then I went back and planted kisses on Her left leg all the way up to Her crotch. God was She soft. I was in heaven. "Do you want to lick my cunt?" "Oh yes, please let me lick you. Please, I have to taste that beautiful pussy."

She looked at me and laughed. "Okay, but before you do, I want my toes sucked." I couldn’t believe it! Now although I had heard of such things, toes didn’t turn me on—at all. But, I was crazed. I looked up at Her and She drew Her legs back so I had an even better view of Her bikini-clad cunt. God it looked delicious. "Start kissing boy". And I did. I kissed each toe and even took them entirely in my mouth. Finally She lifted Her bottom up and slid the g-string off. I gently pulled it I down Her legs. Her pussy was soaking. The g-string was like a soaking sponge, dripping with Her cunt-juice.

I dove in like a man possessed. I licked every inch of that beautiful pussy, all the way from Her asshole to Her clit. She was so wet; I licked up so much juice and it kept on coming. Finally She came and then again. She grabbed the back of my head and kept my tongue licking my clit. Finally She let me go after one last come.

Pushing me back on the floor, She said "now you can fuck me" She climbed on my cock and rode me for all She was worth. After coming once again She asked me if I was ready to come. Of course I was but She told me I had to ask Her if I could come. "Please let me come, oh please I’m ready to shoot." All of a sudden She stopped moving and told me She would let me come if I agreed to eat Her pussy again. I was on the edge and without any thought I said, "Yes I’ll lick you anytime. Just let me come." With that She started moving again, reached around, grabbed my balls and I shot a huge load into that steaming cunt. She laughed and getting off my still hard dick, walk Her way up my chest and planted that dripping puss right on my chin. I must have looked like a deer in the headlights. She looked down at me and said: "Eat me you fucking slut—eat that cum, bitch!" I hesitated a second but She reached around, grabbed my balls and said again, "I told you to eat me, slave". I dove in, eating our combined cum and She started rocking again on my face. Finally She came again. As we lay there drenched in sweat and exhausted, She asked if I liked being Her slave. With those words, my cock sprang to maximum hardness once again. She got up and left for the shower while I sat there and smelled Her bikini bottoms and jerked off like my life was about to end until I shot a wad all over my chest. I lay there and collapsed.

When She came out of the shower She saw the cum drying there on me and told me I shouldn’t have done that—"There’ll be hell to pay, boy. Now go get cleaned up and get out of here." I didn’t know what to think so I showered, said a nervous good bye and walked out the door. I could hear Her laughing as I left and I swear I detected a sadistic tinge to Her laughter.

As I went home I was drunk with lust and confusion. I had just been reduced to the lowly status of a slave. I never thought of myself as a slave, but just minutes before I had been on my knees sucking a beautiful woman’s toes and eating my cum out of Her pussy. To top it off when Deborah called me "slut" and "boy" and "slave" it made my cock harder than ever before. What was going on? Was I nuts? Even as I drove the few miles to my house, thinking of Deborah made my dick hard again and all I could think of was jerking off when I got home.

Parking the car in the garage, I ran into the house, thankful that I didn’t run into the neighbors. I felt like I had pussy juice running down my face—it was all I could smell and my beard and mustache seemed to be saturated with it even though I had already showered once. Despite being horny (still), I ran for the shower and spent a long time cleansing myself of Deborah’s juices. I even gargled so that I could get rid of the last traces of my own semen.

After I dried off I stumbled out to the couch and watched some stupid TV show. Suddenly everything paled in comparison with my enslavement to this beautiful woman. I nodded off, trying to tell myself that I would not do this again. Suddenly I woke up after hearing the phone ringing for what seemed like eternity. I was in a deep sleep and it was all I could do to pick up the phone.

"Slave, what are you doing?" Oh god, it was Deborah. "Nothing, I was asleep." "Sorry to wake you. I just called to see if you were all right. You know, I really enjoyed having you serve me today and I think you enjoyed it too. Didn’t you?" I was silent for a second or two. I didn’t want Her to know how much pleasure I had gotten myself. "What’s the matter, didn’t you have a good time?" Now I was really confused. Here was a woman who had nearly enslaved me and yet She seemed to be concerned about my feelings. "Um, yeah, I had a good time." "Are you sure?" "Yes". There was a pause and then She said, "Well, you don’t sound very sure. I guess I was wrong. Bye" Click. She hung up on me! Now I was panicked. I had just had the sexual experience of my life and I can’t even tell Deborah how I feel.

I dial her number. "Hello." "Hello, Deborah. This is Jeff. Please don’t hang up on me. I need to talk to you." "Oh really, are you sure? It sure didn’t sound that way just a minute ago." Now I was screwed. "Please Deborah. I really enjoyed being with you today. In fact I would do anything to do it again" Oh no, I let it slip out. She had me right where She wanted me. "Is that so? Did you like being my slave? " Again I hesitated. "Answer me, boy!" "Yes, Deborah, I loved being your slave. I would like to do it again." "There that wasn’t so hard to say, now was it?" "No." "There ‘s just one other thing, From now on you will call me Mistress Deborah. I may accept Mistress for short but if you want to stay in my good graces, Jeff, you will address me this way. What do you say?" "Yes, Mistress Deborah."

"Very Good! Now, here is something I want you to do for me. Tomorrow morning I want you at my door at 11:00 wearing a pair of panties underneath your regular clothes. Victoria’s Secret usually has a good selection and the sales girls are always very helpful." "What kind should I buy, Mistress?" I replied. "Use your imagination, slut. If I like them I will reward you, if I don’t, you’ll pay for it with your ass. One other thing, drink at least a half-gallon of milk tonight. I want your balls overflowing with come again. Oh, one other thing—don’t you dare jack off again." Click.

Oh lord, now I’m fucked. I’m in so deep I don’t know how to get out. After drinking a couple of beers (along with the milk) to clear my head, I fell asleep again and didn’t wake up until almost 8 the next morning. I woke up, showered, shaved and brushed my teeth. I was so nervous even my morning coffee and bagel gave me stomach cramps. I debated about not going. I could live without this. No I couldn’t. I went back and forth until I finally acquiesced, like a moth drawn to a flame.

At 9:30 I realize I must go get some panties. I figured I would just play it cool and tell anyone who asked that they were for my girlfriend. Victoria’s Secret wasn’t open yet so I went to Nordstrom’s, thinking they would have some high quality stuff. I went to the lingerie department and was amazed by all the different types they had. I was completely embarrassed to be looking at all the nasty panties when the saleswoman asked if She could help. I said no but she insisted and before I could get away she asked me all these questions for which I had to make up lies on the spot. I dared not buy a large size—that would be a dead giveaway that they were for me so I got three pair—one white, one black (see through), and one red. I’m sure my red face was obvious. By now it was 10:30 and I still had to change into the panties. I ran back home, changed into the black—I thought it would make a good impression and was off. On the way I stopped and bought a spring bouquet for my new Mistress. I figured if I was a few minutes late the flowers would make up for it. Wrong!

At 11:07 I was ringing Mistress Deborah’s doorbell. So nervous that my knees were literally shaking, I waited for what seemed like forever. Not wanting to seem impatient, I rang again. Seconds later the door swung open and I was told to come in. "Oh you brought me flowers. How sweet. They’re beautiful. But you are late, boy". You know what happens when you’re late?" I shake my head. "It means you’ve been bad. And you know what happens to bad boys, don’t you? Bad boys get spanked. Don’t they Jeff?" "Yes mistress" "That’s right—I don’t like to be kept waiting—and lets see, you were 10 minutes late." "No I wasn’t mistress, I was only seven minutes late—you didn’t open the"…. I stopped suddenly--I could see by the look in Her eye I was in deep shit. No only was I late but I had contradicted Her as well.

God She was beautiful. She was wearing a dark purple kimono and looked ravishing. "Put the flowers in the vase you’ll find above the sink. I need to go put on some clothes. When I come back I want to see you on your knees, naked except for the panties with your head resting on the seat of that chair." I quickly disrobed, now wondering if the panties I had gotten would satisfy my mistress. I was already in trouble for being late and I was hoping She would be gentle with me.

I could hear what sounded like furniture being moved in the next room and then I felt Her come into the room. "Hmm She said, when She saw my white ass in the black thong panties. Looks like you want to be in charge, huh?" I didn’t know what to say so I kept quiet. She then explained to me it was the Dom’s place to wear black and sissy slaves wore either white or pink. While She seemed to like the style of the panties the color didn’t go over well. "Since you didn’t wear pink I will take great pleasure in making your ass as red as those other panties you bought." With that She proceeded to put leather cuffs on my ankles and wrists. When She was satisfied of their tightness, She put a dog collar around my neck.

I couldn’t believe it. On Friday I was a man. Two days later I was a dog, wearing panties, waiting to be whipped. And I was hard. Rock fucking hard. My cock was dripping semen, making a huge wet spot in my panties.

Whap! I felt a nasty sting on my ass. "Thank your mistress for cuffing you, slut!" "Thank you mistress."

With that, She attached a leash and told me to crawl, leading led me into another room that looked like a workout room. From behind I finally got to see what She was wearing. A black bra, a short leather skirt and nothing else. Was She wearing panties? I couldn’t tell. The room was almost empty except for what looked like a big sawhorse type of thing covered with padded leather, a director’s chair, a cabinet, and something that looked like a massage table.

Mistress Deborah began to speak. "Jeff, today we are about to begin a wild ride. I like you and you seem to like me. But my needs are unique. I like nothing more than to have a naked sexy man at my beck and call 24 hours a day. I can be very demanding, but I can also bring you pleasure that until now you have only dreamed of." I was kneeling in front of Mistress Deborah. She told me to pull my panties down enough to let my cock and balls out of their silken pouch. Barefoot, She reached out and caressed my cock with Her feet. When She felt the wetness She smiled and raised Her foot to my mouth. "Clean my toes slut. Lick every bit of your cum off them now." I complied and seemingly my dick got even harder. There is something bizarre, kinky and wickedly decadent about cleaning the feet of a beautiful woman.

She told me my first step was to atone for disobeying Her. She told me that I was never to jack off unless I had Her permission and what I did yesterday was totally unacceptable. With that She strapped me into the sawhorse device which was like kneeling on a platform with my arms shackled to the front of the device and my ass up in the air and my legs spread and shackled about three feet apart.

"Are you feeling vulnerable, slut?" She teased me. She showed me the riding crop She had whacked me with earlier and told me my moment of truth was coming. She ran the tip of the crop all over my ass, making me squirm when She ran it right over my asshole. If this wasn’t bad enough, She made me lick the crop. Since She had access to my cock and balls, She put them in a harness that not only separated my balls but also tightened around the base of my cock and balls, making me feel very nervous and if anything kept me even harder.

She told me that She would cane me if I came without Her permission—She was putting the harness on only to help me obey Her. "How many slut? How many times should I stripe your ass for jerking off yesterday?" Afraid to answer, I kept my mouth shut. But that didn’t help. Walking in front of me She slapped my face, "I said how many?! Answer me bitch." "Whatever you want mistress, I am sorry I disobeyed you. I’ll take whatever you want to give me." With that She roared—Yeah sure—you are a fucking slut—what if I decide to give you 100 swats with a paddle? What I give you a 1000 cuts with my crop. What if I decide that since you were such a slut that you jerked off against my permission and basically fucked your hand, that I strap a dildo on and fuck your ass? That actually sounds like a good idea." With that I begged Her not to do that. I was almost crying I was so afraid. I couldn’t possibly take a cock up my ass. "Actually I think you would enjoy it too much. I think we’ll go for a just hundred altogether. Not only that you made me wait this morning. I think you deserve 5 for very minute. But I will be very generous and we’ll call it even with a hundred. But, there’s a catch." With that She went to the cabinet and pulled out a chain with two clamps on either end. "Most sluts like to have their nipples played with—how about you?" Before I could answer, She had clamped both my nipples and I was writhing in pain. As I started to moan She turned around in front of me and backed up until Her ass was smothering my face along with my groans of pain.

"Okay that’s enough pleasure for now." And with that She walked behind and to the side of me . Luckily for me I could watch Her. I was facing a huge mirror and could see almost every move of Hers.

Whap! Whap! Whap! My ass stung with the pain of Her flogger. Whap! Whap! Whap! "How many do you want, boy? If you don’t start counting I won’t know where I’m at and we could be here all day!

Whap! "One, thank you mistress Whap! Two, thank you mistress."

By the time we got to twenty-five, my ass was on fire, I couldn’t tell which hurt worse, my ass or my nipples. Just to make matters worse, She brought a large dressing mirror over to my ass. With the reflection in the mirrors, I could see the stripes on my ass. By the time we hit thirty She was using the crop and I was crying and sobbing and I could barely make out my count and thank yous. Since I was having such a hard time of it She told me She would do two things for me. One, She would gag me so I wouldn’t piss Her off any more. Two, if I could take fifty She would reward me handsomely.

At this time I would have agreed to anything. She brought this nasty looking black penis gag up to my face and told me to open wide. I was totally humiliated and hesitated a split-second too long. Mistress Deborah grabbed the nipple clamps and believe me, I opened wide. Shoving the foul tasting cock in my mouth, She tied it off to the back of my collar and told me to shut up and take the rest like a man. She told I better be ready to kiss some ass afterwards since She would count off the last 10..

In short order She cut the last ten stripes into my ass and thighs. Finally it was over. Finally She removed the gag and let me breathe. However the nipple clamps by this time had me in another world. I thought my nipples would literally fall off. She went and got some ice and rubbed it all over my ass. God I felt so good. "Does that feel better, boy? You know if you weren’t such a bad boy none of this would have happened. Just remember, I still owe you 50. But for now I’ll be generous and put you on probation and we won’t call your debt unless you slip. Now remember—no jerking off and promptness always!"

With that She finally took off the nipple clamps. Oh my god—they hurt even more now that when I had them on! She led me over to the table and told me to spread my arms and legs. She then attached chains from the cuffs to eyebolts arranged around the table and them locked them with padlocks. I was going nowhere. She told me that She had worked hard and now it was time for me to repay Her for Her time that She spent training me. With that She climbed on the table and smothered me with Her cunt. "Lick, bitch" That’s all you’re good for. Actually you were pretty good yesterday—I’ll expect you to worship me often." With that, She stripped off Her bikini panties and my face was instantly covered in Her juices. I licked like my life depended on it—it probably did! She rode me to two orgasms and the memory of the pain in my nipples and backside began to subside. With that my cock began to rise, wanting relief, begging to be touched.

Rising up and doing a pirouette as graceful as could be, Mistress Deborah slid Her asscheeks around by nose and mouth. "Remember what I told you slut…I want my ass licked right." Actually it was really clean tasting and I enjoyed the pussy juice that had rolled back. As She slid Her ass back and forth in a slow rocking motion I kept my tongue licking all along Her anal crevice. After three or for minutes of this She stopped and told me it was time to fuck Her ass with my tongue. I pushed gently and entered Her ass with my tongue. Breathing through my nose, I made my tongue as stiff as possible and pushed it in and out. Mistress started moaning and then I could feel Her playing with Her clit and pushing Her ass harder into my face. She came like nothing I had ever seen. Rolling and moaning, She crushed my face and juices covered my chin and neck.

"Thank you slave. That was awesome. You may be trainable yet." With that She got up and went to get bottled water. When She came back a few minutes later, She said You know, that was one of the best ever—I think I’ll reward you." With that She unlocked my legs, reconnected them to a spreader bar and brought them up over my head and attached them to a chain hanging from the ceiling slightly behind my shoulders. "Your ass should feel better now, doesn’t it?" "Yes mistress." "Good. Finally you show some respect and now I will reward you." What I saw scared me though. My hard cock was right above my face and I knew what mistress had in mind...slowly She started masturbating me. First slowly, then faster, slow now, faster now. In ten minutes I was begging to cum. Finally She relented. Unsnapping the leather cock and ball harness, mistress started jacking my cock for all it was worth, just like when I am ready to shoot.. With that She went faster and faster and just as I was at the point of no return She squeezed my balls, aimed my cock at my mouth and told me to open wide. Faster and faster She stroked and then it started deep in my ass—I couldn’t stop it if wanted . Splat! Splat! Splat! The first three shots landed on my tongue. Number four on my nose and moustache. Oh my god!! I had never cum so much or so hard in my life. Mistress smiled down on me as She unshackled and uncuffed me and told me to lie flat on the table. I waited. Mistress Deborah told me I had done better than expected and She would clean my face. Straddling me, She squatted over my face and let loose with a torrent of piss. Aiming for my mouth, She told me to open and I drank Mistress Deborah’s cleansing nectar greedily. Aiming for my moustache, She was able to clean the last remains of cum from my face. "Thank you mistress