If you haven't read part one you might want to go check out "Is it Punishment if You Enjoy it?"
Patty had a smile on her face as she released my legs from the leather straps securing them to the desk. She knew she had been played but wasn't mad about the outcome in the slightest. Even though I had been released I felt it would be a few minutes before my legs would be steady enough for it to be safe for me to walk in heels without falling over.
Still wearing the obscenely large strap on, Patty took a seat at the desk I was still laying across where she could see my face. She said "I'm sure you are feeling proud of yourself right now, but just be warned, now that I fully understand the literal depth of your depravity, in the future I will find a way to express my displeasure that will get the point across. Now get out of my office.....and don't forget to leave the money you owe."
I stood, and despite some doubt on my part, confirmed that my legs would still support me, though a bit unsteadily. I fished her money out of my purse, left it on the desk and made my way to the seat I usually claimed at the end of the bar. My pussy was still dripping wet and the next woman who occupied this seat might be in for a damp surprise. I was also pretty sure my ass was still gaping wide open and I flexed my sphincter muscles a bit to try to tighten things back up.
After ordering a drink, I started to scan the bar to see if anyone caught my attention. I was pretty sure I wasn't ready for round two yet, but you have to take opportunities as they present themselves. However, after nearly an hour I had not seen any of my regular customers and nobody new had approached.
Just when I thought I might have to be a little more pro-active in finding some nocturnal entertainment, I heard a weak voice, practically inaudible over the sound of the music. She mumbled, "ummm, excuse me, but ummmm, the woman behind the bar said that, ummm, I could pay you to, ummm, come home with me and ummm......". I turned to have a look at her. She appeared young, didn't even look old enough to be in a bar, but Patty had never been too scrupulous about such things. She was small, probably not much over 5 feet tall and maybe not even 100 pounds, but with the shapeless blouse and loose-fitting skirt down to the floor, it was hard to tell much else. I couldn't even see much of her face as she was looking squarely at the floor. As I was assessing her, she went on "ummm, I can pay. She, umm, the woman at the bar, umm, she said that I could pay you to ummmm......do things.... to, umm, let me do things."
Sitting on the bar stool I was still several inches taller than her and I was pretty sure if I stood up I would be a whole head taller than her. I reached out a hand to lift her chin so I could see her face. She stiffened at my touch, but she didn't back away. I gently raised her face up so I could see her. She was pretty but plain. Her brown hair was pinned up so it was hard to tell how long it was. If she worked at it a little she could be cute though. After seeing her face, I put her age at more like 22 or 23. It must have been her small size that gave me the impression she was even younger. I could tell she was nervous, but she held my gaze and didn't look away.
Normally this sort of thing wouldn't interest me. An obviously inexperienced young woman wasn't my usual preferred client but it was a slow night and I was intrigued. I figured this would just wind up being a little pussy licking and some light fondling but I felt like I would be disappointing her if I said no after she worked up the courage to approach me. And you never know maybe it would be fun.
I told her, "Lets step outside where we can talk a bit" and I headed for the door. She followed and we walked over to my car. I opened the passenger door, ushed her in, and then crossed around to the driver side and got in. She sat stiffly in the passenger seat facing forward, not looking at me. Now that we were out of the bar, I could smell her perfume and it was better than I would have expected. My estimation of her went up a notch or two.
I reached a hand over and put it on her knee and she stiffened again. I said "My name is Samantha, but I usually go by Sam. And you don't seem like my usual kind of client." She nodded her head slightly and in a small voice said her name was Kate. At this point I felt like I had two options. I could take the soft approach and be gentle with her, but something in the way she had said "do things to me" had made me think maybe taking a harder line was the way to go. So I told her "My usual clients are bull dykes and wanna be dominatrixes; women who want to flog my ass and fist my pussy while I am strapped down over a padded bench wearing nipple clamps and a gag."
And then she turned and for the first time she looked into my eyes and said "yes, that's what I want, all of that and more.....please". It was the please, almost pleading, that made me realize how badly she needed to have me and how badly I wanted to let her.
Then, sitting there in my car, looking forward and not at me, she spilled out her story. Her whole life she had been painfully shy. Rarely talking unless spoken to and even then, only saying the minimum of words in a mumbled whisper. Most people didn't bother to try to get to know her and those that did, quickly gave up when they couldn't get through her shell. As long as she could remember she had always been this way. Her mother had tried everything; play dates, enrolling her in activities, anything she could think of that might get her daughter to engage and interact. But eventually, even her mother had given up. When she had graduated from high school with a straight A average, she enrolled in college and was able to get a library science degree in only 3 years by taking heavy course loads and attending summers. Now she worked as a research librarian at the university where she gets by on as little personal interaction as possible.
But just because she couldn't seem to bring herself to interact didn't mean she didn't desperately want to. But her fear of rejection was stronger than her need for personal connection. And that's why she sought me out...or rather anyone she could pay to give her the release she so desperately needed. Since she figured if she was paying for it, there was no risk of them saying no. I didn't tell her that I had almost told her no and now I was glad I hadn't.
She went on to say that as a researcher she read voraciously for work and for pleasure but she now spent most evenings, curled up in her bed on her computer watching all manner of the raunchiest lesbian porn the internet could offer. At this point I was afraid to interrupt her narrative, but it seemed like she was opening up so I was willing to risk a question. I tried my best neutral, clinical voice and asked if she touched herself when she watched porn. For a second it looked like the question might be going to push her away, but she seemed to nod inwardly and force herself on. She turned toward me, but didn't look at me and in a meek, embarrassed, voice whispered "yes". I took her hand and said "Its ok, Kate, we all do it." She let me hold her hand, I wasn't sure she would, and continued on, still not looking me in the eye. She said I didn't understand. That it wasn't just masturbating. She had done things, used things.
I asked her if she hadn't heard what I had said earlier about being tied up, gagged, spanked, and generally fucked in all my holes by every slut who was willing to pay for the privilege of using my body. Her response what that she just though I was saying that for effect (which I had been) and things like that only happen in the videos.
After a moment's consideration, I reached for my purse, opened it and took out the butt plug I had put in there before heading out for the evening. At the sight of it, her eyes got wide and her mouth made a "oh" sound. It wasn't a huge plug, by my standards, but most women would have had trouble with something of that girth. I told her it was ok, she could touch it. And she reached out and encircled the thickest part with her thumb and forefinger. When she did, her eyes got even bigger. "Its huge!" she said and I took the plug back and dropped in back in my purse. "Let's get your car and we can head to your place and you can show me some of your toys."