I have always been sexually submissive, hence my username on this website. I have found, however, that as I get older, I have begun to lean toward the Dominant side. I am 62, financially secure, and still in decent shape for my age. I retired from my 9-5 job last year because I was burnt out and financially could afford to make the transition. My wife, unfortunately, passed away from cancer two years ago. So here I was, lots of time on my hands, financially secure, but looking for something to do. I decided to pursue my dominant inclinations.

I put a post on an adult website looking for a submissive to play with. I had never had much luck on these kinds of websites, but figured, what the heck.

Are you tired of dealing with life by yourself? Overwhelmed? Need someone to provide direction in your life and relieve you of all those responsibilities? Over your head financially? If you meet the following requirements, contact me, I can help.

Female, age 21-40, attractive, height/weight proportional

Flexible schedule

Submissive

Desire to be humiliated

Must be local and willing to meet for a face to face interview

A strong desire to be trained and owned

I included my contact email and posted my ad on a Friday after a couple of vodka tonics. Over the weekend I received the usual flood of initial responses from people who didn’t even come close to the requirements I had listed. Most of them were blatantly looking for a free handout and nothing else. The next couple of days did not yield any other responses at all, I considered pulling my ad. On Friday morning, a week after posting my ad, I logged on as I sipped my morning coffee. I found this email in my inbox, it had been sent late the night before:

Hi. I saw your ad. I have never responded to an ad like this so don’t really know what to say. I’ve had a horrible week, but they are all horrible it seems. I just can’t get ahead and I sure can’t catch a break it seems. I’m a single mom of two young boys. They are great kids, but really wear me out after a long day at work. My husband divorced me over a year ago and have I yet to receive a dime in alimony or child support. I’m tired of dealing with lawyers! I checked out this website because I AM submissive, or at least I think I am. I never really explored this side of me, but think I want to. I meet all of your requirements…I am 29, people tell me I am cute, and I live here in town. I guess my schedule is as flexible as anyone’s schedule can be these days. But it was your last bullet that really intrigued me, I think I need that. Please contact me.

She signed her email SJM and provided her contact info. I felt my cock begin to stir as I read her note and continued sipping my coffee. This response seemed legit and certainly heartfelt. I immediately wrote her back:

Hi SJM,

Thanks for your reply and I am glad you are interested. You certainly seem to have your hands full! If you would like to meet for your face to face interview, meet me at the Sly Fox Saloon tonight at 6:30. Wear a hot pink top so I know who you are. Grab a table and I will join you when I arrive.

I went about my day, wondering periodically if she would get cold feet or actually show up tonight. I decided to get to the Sly Fox a little early, grab a seat at the bar and observe her when she came in. Sure enough, right at 6:30 a cute little blond entered the bar. She was wearing tight yoga pants and a hot pink sports top, she looked like she had just been working out. Her hair was pulled back in a ponytail (which I love) and she looked nervous as hell! She reminded me of Mariel Hemingway, only younger and prettier! My first thought was “who the hell would be dumb enough to divorce this pretty girl!?” She was beautiful. Not “Playboy model” beautiful, but more like “girl next door” beautiful. She seemed to have an air of innocence about her.

I watched her as she scanned the room. She found an open table and took a seat. After ordering and receiving a glass of wine, she headed for the ladies’ room. She was surprised to see me sitting at her table when she returned.

“Oh, ummm, hi,” she stammered as she sat across from me.

“Been working out?” I asked.

“I wish. No time for that unfortunately. I just put these comfy clothes on after work,” She smiled a megawatt smile as she talked.

“What’s your name?” I asked.

“Sara Jane,” she replied. “What’s yours?”

I ignored her question and we went on to exchange small talk for the next several minutes. She explained that her ex-husband had the boys every other weekend and this weekend was his turn. I noticed the wine relaxing her and as soon as she finished, I ordered her another glass. We talked over drinks and appetizers for the next hour or so, and finally I decided to move forward.

“You know, besides this interview, there are a few small tests you need to pass. Assuming you pass the tests, you then get a preliminary acceptance into my training program,” I explained. “Your preliminary acceptance lasts for 30 days. Assuming I am pleased with your performance during that time period, you then will be accepted into my full-time training regimen,” I continued.

Sara Jane listed intently as I explained, just nodding, watching me closely, and sipping her wine.

Finally, I said “Do you want to proceed Sara?”

She lowered her eyes and said softly “Yes.”

“I didn’t quite hear you,” I said curtly.

“Yes, I want to proceed,” she said, this time looking me squarely in the eye.

My heartrate increased; this was going to be exciting! “Excellent,” I said. “You asked me earlier what my name is. You will call me Daddy.”

She quietly said, “Yes Daddy.”

“Time for your first test,” I told her. “What color panties are you wearing?”

She hesitated slightly, then said, “White.”

“What material are they made of?” I asked.

Sara looked up at the ceiling as if trying to remember, then said, “I think they are cotton.”

“Go to the ladies’ room, take them off and bring them to me,” I directed.

She smiled, grabbed her purse and stood to head to the ladies’ room. I didn’t want her to have the luxury of sticking her panties in her purse, I wanted her to have to carry them across the bar in the open. “Leave the purse,” I ordered.

She nodded and went to the restroom. I watched her ass in those tight yoga pants as she walked away and thought how nice it will feel to pound that tight little thing someday. While she was gone, I went into her purse and took a picture of her drivers’ license; always good to have that info. She was back a few minutes later and took her seat across from me. She reached under the table and tapped my knee, handing me her panties. I reached for her panties and purposely held her hand firmly as she handed them to me, staring into her eyes. That moment seemed like it lasted forever, but in reality, was less than a minute.

I took her panties from under the table and examined them. “Rule #1,” I said; “NEVER wear cotton lingerie with me again.” She nodded. “Rule #2, only wear white lingerie if I specifically request it.”

“Okay,” she said shyly.

“Excuse me?” I asked with exaggerated indignation.

“Yes Daddy,” she said softly.

We chatted a bit more as we finished our drinks. “How are you doing financially?” I asked.

Again, that shy, demure look that was beginning to give me a hard on. “Well, the boys need some back to school supplies. I haven’t been able to get them what they need,” she said.

I opened my wallet and slid two, crisp hundred-dollar bills across the table toward her. Her face lit up like a kid on Christmas morning. She leaned across the table and gave me a kiss on the cheek. “Thank you, Daddy.”

Since she was free that whole weekend, we made plans for a nice dinner the next night. Before she left I had her put my cell number in her phone under ‘Daddy’. Likewise, I entered her info in my cell. “I’ll text you tomorrow about dinner,” I told her as we left the saloon. She gave me another peck on the cheek and drove away. I drove home and felt my cock straining against my blue jeans. I immediately began planning her next test for Saturday night.

On Saturday morning I texted Sara Jane and told her what I wanted her to wear to our dinner that night. I was fairly blunt in my first text:

I’m not a big fan of flats. Rule #3: wear high heels every time you are with me unless I say otherwise. I don’t care if you’re wearing a skirt, leggings, blue jeans, or running shorts; you will wear high heels. I AM a big fan of nylons, both thigh high stockings and sheer to the waist pantyhose. I know girls your age prefer the bare leg look, but you will wear nylons when in my presence (Rule #4). If you need money to buy nylons and/or high heels, let me know.

Her reply text was simply: Yes Daddy.

My second text to Sara:

We’ll meet at Morton’s Steak House at 7:00. I want you to wear a short black skirt, black high heels, nylons, a white blouse and a black bra. Wear your hair down and do your make heavy.

She replied: Okay Daddy, see you then.

I got to Morton’s around 6:45, ordered a drink for me and a glass of wine for Sara Jane. I brought a little bag with me that held some goodies for her second test. Sara arrived right on time. She looked amazing; I wasn’t the only guy staring as she strolled in. I’m sure the other customers thought I was taking my daughter to dinner! She had followed my orders to the letter. Sara had on a short, faux leather mini skirt, off black nylons, 4″ closed toe, pointy, black patent leather heels, a white silky blouse that allowed just a glimpse of her sheer black bra underneath. Her blond hair was back in a high and tight ponytail. Her makeup was a little heavier, but not slutty. I instantly got hard; thank god I was sitting down!

“You look great!” I said as she gave me a kiss on the cheek before sitting across from me.

“Thanks! Seems like I don’t hear that much these days,” she sighed.

We enjoyed a wonderful meal and just chatted like old friends. I was growing to like this little girl. Toward the end of the meal I reminded her that tonight would be her second test. If she passed, she would be entered into my training program on a 30-day probationary period. If she made it through the 30 days, I would take her on as a full time submissive. Sara Jane listened intently and nodded as I reminded her of my requirements.

“Okay, I understand,” she said as I finished my explanation.

I handed her my little bag across the table. “There are instructions inside,” I said as she took the bag from me.

She opened the bag and read my instructions:

Take the bag and go into the restroom. Take your blouse and bra off and put on the sheer white, nylon, sleeveless top. It’s actually a body suit, so it will snap between your legs. I have included a small hairbrush and some hot pink hair ribbons. Put your hair in pig tails and tie a bow on each one with the hot pink ribbons. Put your blouse and bra in the bag. When you come back to the table, I expect you to be carrying the small pink teddy bear I included in the bag.

Sara looked up at me with her mouth agape. I could see the hesitation in her eyes. I knew all sorts of things were running through that pretty little head of hers. She nodded and headed off to the ladies’ room.

She was gone for at least 15 minutes, maybe more. When she finally returned to the table, she was carrying the bag and had not changed her blouse. She sat down across from me with tears in her eyes. “I can’t do this. Not here,” she whispered.

I didn’t say a word. I reached into my wallet and put money on the table for the bill. I grabbed a fresh drink napkin and scribbled down my address. Handing her the napkin I said, “If you change your mind, here’s my address.” I stood up and walked out of the restaurant.

It was a long ride home. I rode in silence, consumed with my thoughts. I was angry for sure, but mostly disappointed. I was disappointed in myself. Maybe I pushed her too far, too soon? Maybe I misjudged her, who knew? I felt like I had blown a golden opportunity. I got home, poured myself a nightcap and then went to bed.

In the middle of the night I heard my doorbell ring. I rolled over and looked at the clock, 2:15 AM. ‘Fucking neighborhood kids’ I grumbled. I sleep nude just for comfort, I threw back the covers and grabbed some boxer shorts next to the bed. I whipped the front door open. Sara Jane was standing there. Her makeup was trashed, she had obviously been crying. She seemed a little tipsy, but not shit faced drunk. She was wearing the sheer white nylon top, her tits clearly visible through the thin material and looking very hot. Her hair was in pigtails with the hot pink ribbons tied in a bow on each one. She clutched the teddy bear under her arm.

“I’m sorry Daddy,” she said softly, staring at the ground.

“Sorry for what?” I asked nonchalantly.

“For disobeying and being a bad little girl,” she said.

“Look at me Sara,” I said with sternness in my voice. She looked up. “What happens when bad little girls disobey?” I asked.

“They get punished?” she questioned.

“That’s right. Do you want to be punished Sara?”

“Yes Daddy, I’ve been bad and need to be punished,” she said softly as she met my gaze.

“Hand me your teddy bear,” I said.

“I named her Isabella,” she said smiling.

I took Isabella and set her on the table next to the door. “Take your skirt off and hand it to me,” I told her. She didn’t hesitate for a moment. She reached behind her back, unzipped her skirt, and let it fall to her feet. After she handed it to me, I said, “Kneel down Sara.” Again, she followed my direction immediately. “Clasp your hands behind your head,” I continued. In this position, her beautiful tits were thrust forward, straining against the sheer nylon.

She looked so beautiful and vulnerable in this position. Kneeling on my front porch, hands behind her head, sheer white top, sheer to the waist pantyhose, no panties, black patent leather high heels, and no skirt. With her hair in cute little pigtails and hot pink ribbons, she looked up at me expectantly.

I reached into my boxer shorts and pulled my cock out. “Open your mouth little girl,” I said with lust in my voice. She probably thought she was going to get to suck my cock. Instead, I started pissing on her. “Keep that mouth open!” I ordered. I soaked her face, hair, and tits in my hot piss. Her wet top showed off her tits perfectly! I then aimed for her open mouth. “Swallow my piss Sara,” I ordered. She obeyed.

When I finished pissing on her, I slammed the door in her face. I came back a moment later and tossed her a clean towel. “Dry off and then go shower,” I said. I showed her where the guest bathroom was. “After you shower, you can sleep in the guest room,” I said. I went back to bed and immediately jerked off thinking about what had just transpired. God she was hot! I quickly fell asleep thinking about what a wild night this had been!I woke up to use the restroom, it was 5:30 AM and still dark outside. As I swung my legs out of bed I almost stepped on Sara Jane! She was asleep on the floor next to my bed, curled up like a little puppy. She had her hair up in a towel on top of her head from the shower, not a stitch of clothing on her wonderful young body.

“Jesus Sara, what are you doing? I thought I told you to sleep in the guest bedroom?” I said gently.

“I wanted to be near you Daddy,” she whispered.

“That’s nice, but you’re going to catch pneumonia. I should have put the heat on last night,” I said with paternal concern. I helped her off the floor and walked her to the opposite side of my bed. Sitting her on the edge of the bed, I removed the bath towel from her head. Even with rumpled hair and no makeup in this dim light she was gorgeous. I grabbed one of my long sleeve t-shirts and helped her put it on. I laid her back on the bed, resting her head on the pillow. I grabbed a pair of my sweat socks from my drawer and put them on her pretty little feet. I pulled the covers up to her chin to keep her warm and started to walk away.

“Thank you for tucking me in Daddy,” she said sweetly.

My heart melted. I went back and kissed her on the forehead. “Get some sleep Baby Girl. I’ll check on you in a while,” I said quietly.

I went out to the kitchen to start the coffee, my hardon poking out of my boxer shorts.

The house was quiet as I sipped my coffee and played on my phone. Around 10:30 AM I heard the pitter patter of pretty feet on the wooden floor. I guess she had gotten warm and taken the socks off. I heard her pee in the toilet and then flush. More pitter patters. Then I heard the distinct sound of high heels heading toward the kitchen, she had found her heels by the front door. I looked up and saw Sara Jane standing in the doorway. She was naked from the waist down, except for her high heel pumps. My long sleeve T-shirt barely covered her ass and cunt. She cradled Isabella in her arm. Damn she was hot!

“Morning Daddy,” she said sweetly.

“Good morning Baby Girl, did you sleep well?” I asked.

“Oh my God! This is the most uninterrupted sleep I have gotten in months! I feel great!” she said cheerily.

She walked over to where I was sitting on a kitchen chair and gently pushed my legs apart. She put Isabella on the kitchen table and stepped between my legs. Wrapping her arms around my neck she gave me a long sexy kiss.

“Thank you for taking me back Daddy,” she said, “I need a relationship like this more than I ever thought. I actually enjoyed it when you pissed all over me last night, so erotic and so humiliating!” she continued. “But most of all, I want to be trained and owned, just like your ad said.”

I smiled and nodded. “Just remember, there are no more second chances,” I warned. She nodded her acknowledgement.

Lifting her T-shirt, a bit, I looked at her cunt. “Rule #5: the only hair on your body will be on your head. I suggest you go fix this,” I said sternly as I gestured to her pubic hair.

“Ok Daddy, I’ll be back shortly,” she said obediently. Before she walked away, she patted my cock through my boxer shorts and said coyly, “When do I get to play with this?”

“That privilege must be earned Sara. I’m confident you’ll get there, however. Now go shave that hairy thing!” I chided her. She smiled and strutted off toward the bathroom.

When I decided to pursue my dominant side, I also decided to convert my former game room into a bondage ‘playroom’. The room is a finished space over the garage and only accessible by an inside set of stairs. I’m pretty handy with a hammer and saw, so I am building most of the equipment myself. For the more elaborate pieces, I plan to order those online. While Sara Jane was shaving her pussy, I went upstairs to get a little work done on the room. After a while, I heard the click-click of her high heels on the wooden floor again.