by JB Duvane
I had come for him that first time within seconds. He hadn’t even been in the room with me, but the words he typed into the chat box made me come like no boy ever had in my life.
That was another reason I’d gotten involved in all of this. I was tired of the boys I always wound up dating. I’d had a boyfriend in high school, and he was sweet, but in the end he was just a boy. Then came Justin, and I thought since he was in college, things would be different, but I was wrong again.
I met Justin within the first week of starting classes at Westshire, and we’d been together for over almost six months now. I really liked Justin, when he wasn’t around his dipshit friends. His lips were soft and his body was really nice—muscular but not overly so. The problem was, his kisses were too soft and his hands seemed inexperienced. At least inexperienced in the things I wanted to experience.
He didn’t touch me the way I wanted to be touched—the way I’d fantasized about being touched for years now. I wasn’t a virgin because I was religious or anything like that. I was a virgin because the boys I’d been with bored me to tears.
Justin was still in my room at a quarter to ten, the time when I started getting ready to see BigSir. All I could think about while I was laying in bed with him was that BigSir might already be in my chatroom. I was terrified that he was there waiting for me and here I was in bed letting this total boy fumble with my bra and slobber all over my neck.
“Justin … wait.”
“What? What’s the matter?” he said as he pulled away, a scowl on his face. “You’re not going to stop everything again, are you?”
“Don’t be like that, Justin. I just don’t think I can go any further tonight.”
“Jeeze, Ashley. We’ve been going out for months. We’re in college. When do you think you’re going to want to go further?”
I really liked Justin but the thought of fighting off his grabby hands for even one more minute was too much for me to take. And that impatient tone was pretty much all I heard from him anymore. Which wasn’t putting me anywhere near the realm of wet in between my legs. I kept hoping that I would fall in love with him, or at the very least get turned on by him, and act like a normal college-aged girl like everyone I saw around me. But as time passed I realized that I wasn’t like everyone around me.
I told Justin that I was tired and that he should go. He got up off the bed and put on his shoes and left in a huff without kissing me or anything.
He walked through the door and only said one word before almost slamming it. “Later.”
I knew he was mad but I didn’t care. I was actually relieved. Maybe it was cold of me to string him along when I knew I was never going to give him what he wanted, but he was my only connection to the outside world and part of me was a little scared to break things off with him out of fear of becoming a total hermit.
I mean, I was going to classes occasionally, but I didn’t really have any friends at the college. Sasha was gone and she was the only female friend I’d had. The thing about being an introvert was I didn’t even really want to meet new people. I just wanted to stay in my room all day and night, and camming made that really easy.
After Justin was gone, I put a pretty pink slip and pair of panties on, and I opened up my laptop so I could see when BigSir entered my chatroom. I didn’t put the camera on, though. I didn’t want him to see me sitting here waiting for him. I made a feeble attempt at my latest homework assignment while I sat at my desk and waited for him to show up, but I was so distracted that I ended up staring at the computer screen like an idiot.
When I heard the ping of the chat box, my heart leapt into my throat.
It was BigSir.
I turned on the camera and gave him a big smile. I didn’t have to exaggerate or put on an act or anything when he came on. In fact, I felt like I had to tone my excitement down a little or he’d think I was too spazzy or too immature for him. I wanted him to think of me as a woman, and to want me as much as I wanted him.
The thing was, he usually didn’t even ask me to start out with anything sexy. A lot of times he just wanted to talk. He wanted to know about my day and my life and he seemed genuinely interested. Even though he was just talking to me through a box on a screen, I could pick up on things like that. He was different than the other clients.
Even in our first session, he asked me about myself. About things I liked to do and eat. He asked about the things he could see around my room and where they came from. He was interested in me. In what I wanted and what made me come. But he had a way about him. When he wanted me to perform for him he didn’t ask, he didn’t talk to me like I was a little girl, he didn’t try to persuade me to do anything. He told me.
His first words to me lit my body up from head to toe because I’d heard them before.
BigSir
Show me, Ashley. Show me how you do it
I didn’t even need to ask him what he was talking about. I knew he wanted me to make myself come for him, but I was a bit shaken by the memory that his request had jogged in my mind, so I didn’t move right away. What he said was so familiar. Words I’d heard in my head for years every time I made myself come on my own, when there was no man watching me through my computer camera. And now he was saying those very words to me.
BigSir
I’m waiting
When my fingers slipped in between my puffy outer lips and spread them apart, I could hear his groan through the one way video session. At least, I heard it in my head. I let the deepness of that voice that I remembered reverberate throughout every cell of my body until I felt a rush of tingles under my fingers.
I pulled my knees up toward my shoulders and stuck my feet up in the air while my middle finger flew back and forth over my clit. That first time, with BigSir on the other end of the computer screen—just a user name and a box of words that scrolled in front of me—I came harder than I ever had in my life.
Usually, the thrill of camming for a new client went on for maybe a week or two. After that it became the same thing over and over and I lost interest. Even some of the kinkier stuff, like stuffing myself with a big buttplug or bouncing up and down on a dildo in my ass while I played with my clit, didn’t do it for me. I hadn’t actually come during a session with any of my other clients in weeks. But I was really good at making my daddies think I was coming for them.
That all changed when BigSir showed up, though.
Now I practically waited an hour for him to show up. I would either sit at my computer with Daddyland open while I worked on other stuff, or I would keep my chat box up and do homework on my bed.
Tonight I was literally just sitting at my desk staring at the box, waiting for a message from him to appear.
BigSir
I hope I haven’t kept you waiting
Oh, God. How did he know? Am I that obvious? I thought as my fingers flew across the keys.
“Not long. I just got done with my homework right before you messaged me,” I lied.
BigSir
Good girl
Let me see those glossy lips of yours
I opened my legs and threw them over the arms of the chair, then looked up into the camera.
BigSir
That’s beautiful
But I like your other lips too
Put your finger in your mouth
I giggled and looked down, then put my left hand on the chair in front of my spread legs and leaned toward the computer screen as I looked up into the camera. I slid the index finger of my right hand in between my lips and moved it in and out slowly. I could taste the fruity flavor of the lip gloss I had applied multiple times as I sat waiting for Sir to message me.
BigSir
That’s perfect, Ashley
You’re perfect
Now sit back and put that finger in between your other lips
I did what he asked. I leaned back in the chair, scooting my ass forward to the front edge with my legs still hanging over the arms. I reached down and spread my pussy lips
apart with the fingers of my left hand, then took my finger out of my mouth and moved it down to the glistening space between them.
BigSir
You know what I want
I continued to look into the camera as I pushed my finger inside my dark, wet hole. I slowly moved it in and out, my breath quickening as my finger passed through my gaping inner lips. Nothing I did for Sir was any kind of act. It didn’t feel anything like what I did for the other clients. For weeks now, I hadn’t thought of Sir as a client anymore. I thought of him as mine. My master … my teacher … my everything.
I continued to move my finger in and out of myself slowly. I wanted to make this night last forever. I didn’t want to come and have it all end. I didn’t want to see those final words ’See you tomorrow night’ that he would always sign off with. I wanted to be with him all night long.
I didn’t realized I’d closed my eyes, lost in my fantasy of spending the night curled up in Sir’s arms, until I heard the ping sound of the chat box message.
BigSir
Show me, Ashley
I knew what he was telling me to do. As always, he wanted me to come for him. They all did, but with Sir it was different. I truly felt that I had no choice but to do what he told me, and it had nothing to do with the fact that he was paying me. I had to do it because, deep inside I could feel it. I couldn’t say no to him. It was unthinkable—and it was the sexiest thing I could imagine. Being made to come for Sir.
I brought my finger up over my clit and began to make small circles, slow at first but picking up speed as the intensity rose in my belly. I moved my left hand down and pushed two fingers inside my wet hole, curling them toward the front so that I could stimulate my g-spot.
As the sensations that my fingers were causing spread throughout my body, I opened my mouth even wider. My head was leaning back on the chair now and my eyes were closed. I had an image in my mind that always took over when I was this close to an orgasm. It was him … hovering over me and watching me while I obeyed his wishes—his cock just inches away from my mouth, ready to plunge down my throat.
As the intensity increased, I imagined his cock pressing into the space between my lips while my eyes stayed on his. He would watch my mouth as it stretched wide to accommodate his massive length and girth. In my fantasy it was always a struggle—fitting him into my mouth. But it’s all I wanted, to be filled by him.
My orgasm would start to envelop me when I imagined his hands on either side of my head, holding it still while he drove his cock to the back of my throat. And in my mind the climax would happen for both of us simultaneously—a stream of his hot come shooting down my throat while my body bucked and convulsed underneath him.
The thickness of his cock as it expanded in my mouth, as well as the force with which he drove it into me were the things that sent me over the edge and I felt my body heave forward when the waves of pleasure shot through me.
When I opened my eyes again and looked up at the chat box, I saw that Sir had sent another message. I’d been so wrapped up in my own pleasure that I hadn’t even heard the alert.
BigSir
Look at your phone
I immediately pulled my legs off the arms of the chair and sat up, rummaging around through the papers and Japanese toys that littered my desk for my phone. I hadn’t used it in a while and I wasn’t even sure where it was. When I finally found it under a pile of schoolwork I looked at the notification on the screen and gasped when I saw what Sir had texted me.
Sir
I want to meet you, Ashley
Tonight
I couldn’t believe what I’d just read. I stared at the screen reading the words he’d texted me over and over. The Daddyland chats were monitored for any mention of meeting up in person, so that was why he had texted me on my phone. It was strictly against the rules to meet with clients. It was one of the main reason some of the babygirls in the past had been discontinued.
The fact that it was forbidden wasn’t the reason I couldn’t move, though. The thought of actually meeting Sir—of actually seeing him and feeling him touch me—was almost too much for my mind to wrap around.
But the hardest thing for me to admit to myself was … what if I was disappointed. What if it really wasn’t him.
I’d been living in my fantasy world for so long now about who Sir was, that I didn’t know if I wanted to know the truth.
The ping of the chat box on my computer sounded again.
BigSir
Ashley
“Yes! Yes, Sir. I’m so sorry,” I said into the camera, giggling like an idiot. “I’ll text you right now.” I looked at the phone in my hand and texted Sir back:
Yes! I’d love to meet you, Sir. Where?
The moment I hit send and my head cleared a little, I snapped back to reality and was practically flying. I wouldn’t be disappointed. I knew it. Even if it wasn’t him, I knew that no matter what, meeting Sir would be amazing. I could feel it.
I held my phone to my chest while I waited to hear back from him and when I felt the vibration in my hands I looked at my phone.
The Meeting (Drake)
“I’m glad,” I typed. “You had me worried there for a second.” I hit send, not actually worried at all. I knew she was going to want to meet. I just wanted to give her a little more incentive, and create even more of a feeling of intimacy between us. Maybe even make her feel like she had a bit of an upper hand in this situation, although she absolutely did not.
“You don’t have anything to worry about, Sir,” Ashely said into the camera, her eyes bright and filled with excitement. “I would do anything for you.”
She was talking into the camera so I responded through the chat box on the screen. “Thank you, Ashley. That means a lot to me.”
And it did. It meant more than I could even admit to myself, because I knew that was one of the things that drew me to her, that had always drawn me to her. The feeling that I got whenever I was around her—that she would be an ideal submissive, and the idea of her submitting to me and only me. I wanted her as my plaything, but more than that I wanted to know that she wanted, above all else, to belong to me.
I switched back to the phone to finalize the meeting place. I had no intention of actually meeting her in public, but I gave her the name of a restaurant that was not far from my house and was near a park on the edge of the campus. I would have the advantage of being able to see her when she walked through the park while I remained in the shadows. I had no intention of letting her know who I really was—not yet anyway.
After I made the arrangements and set a time, I made sure her room was ready. An obsessive, compulsive moment, really, because the room had been ready for her for weeks. I double checked the monitors to make sure the feed was streaming properly, then I put on a dark coat and left the house.
I parked in the one spot near the park that was not illuminated by street lights, and waited a half hour in my car. I knew Ashley tended to be early, especially to the cam sessions—an incredibly cute habit she had that I particularly enjoyed exploiting. There were many nights when I would watch her on the closed circuit camera for a long time while she waited for me to show up for our nightly sessions. Sometimes she tried to get some schoolwork done while she waited, but more often she would just sit there patiently and wait for me. Tonight I didn’t want to take any chances, though.
I waited in the shadows behind a tree that stood right next to a path that crossed the entire park. I was taking a gamble that she would shoot through the park instead of walking the longer route along the streets. I hoped that she would want to get to the restaurant as quickly as possible—dangerous dark park be damned—and I was thrilled when I saw her in the distance walking quickly down the path, her fluffy white coat and blonde hair clearly visible even in the shadows.
She had changed since our session. She was wearing a short, black skirt under her coat, and it barely came down past her ass. I was tempted to spank her right there and then for wearin
g something so revealing while she made her way through a dark park in high heels at midnight.
The heels clicked on the pavement and became the only sound I could hear. I watched the silver straps around her ankles flash a reflection off of the nearby streetlights with each step. The closer she got, the more nervous I became. Not because I wasn’t sure about what I was doing. I’d wanted this for a long time. Years. But I was afraid that something might go wrong. I didn’t want to harm Ashley in any way and I didn’t want to scare her. What I wanted more than anything—more than watching her submit to me—was to make sure that she was safe. That she would always be safe.
She was within ten feet of the tree now, each step she took echoing through my ears as if we were both inside a dark tunnel. Each step that she took slowed to a crawl and I swear it took her five minutes to take those last few steps. Just as she passed in front of me I stepped out from behind the tree. I barely had to move at all. Just one step and my gloved hand slipped around the front of her face, the chemical-soaked cloth covering her nose and mouth completely.
I didn’t necessarily want to drug her. I knew that there were dangers when messing around with any kind of anesthetic, but I couldn’t risk her struggling or being seen. I also wanted to keep my identity and location from her for as long as possible. I hadn’t completely planned out how this was all going to go once I had her in my house, but I figured I’d have plenty of time to figure it out once I got her into her room.
I didn’t expect to be so effected by what happened just before she succumbed to the anesthetic, though. She struggled a bit—grabbing my arm and trying to wriggle free of my grasp—which I’d expected. But the sound that came from her throat, the sadness of her cry, filled me with a sense of self loathing that almost turned my stomach.