River Walk: Ten Kinky Collaborations

by Anthology

  “Lia, I will think about it, but I’m not sure I can make this happen. I will have to re-look at my work and travel schedule and see if there is anything I can do. But I’m not making any promises Lia. It may have to stay the way things are; at least for right now.”

  “I understand Sir. I just hope you can work things out so that we can finally meet in person.”

  At this point, I knew that I needed to back off and let him see what he could do. I didn’t want to push him or act disrespectful towards him. I’m sure it was just his job getting in the way. My feelings for him were just getting deeper, so even if he couldn’t work things out; at this point there was no way that I would leave. I would continue on with our online relationship and just hope that things would change soon. Not that I didn’t totally give up over the next couple of weeks. Every so often, I would drop subtle hints in our conversations or when I was touching myself, how much better it would feel if it was his hands touching me. Slowly, I began to wear him down and he finally stated that he had one afternoon off and that he could meet me for lunch. Words cannot describe how ecstatic I was! Finally I was going to meet him in person and actually get to touch his face and hold his hand.

  The day finally arrives and I can hardly contain my excitement. My stomach has butterflies and I just hope that I can keep my food down, if I can even eat at all. The date is set to meet Sir at La Paloma Riverwalk Restaurant at two o’clock. I take my time making sure my make-up and hair is just right. I even wear my high heels from the infamous office video, and of course I have my pearl thong on. Sir said that the reservation would be under the name ‘Mr. Wright’ and I can’t help but giggle snort at his sense of humor. I have no doubt that he is my Mr. Right. In fact I’m glad that I haven’t seen him yet because I have fallen in love with who he is, not what he looks like. He definitely has the “Dom attitude”; so self-assured, direct and commanding. But he also has a wonderful sense of humor, a kindness and concern for my wellbeing and a sexy as hell voice. What more could a girl ask for? Well, maybe a nice, thick cock. But even that is secondary to all of his other qualities.

  It’s time to go, so one last check in the mirror and I’m out the door to get into my car. I turn to my left and there is Mr. I Don’t Know His Last Name, but I think his first name is Rupert. How did I even know that? And now he’s smiling and waving at me again. How embarrassing is this? I mean the man watched me finger fuck myself and come all over my front window; with binoculars no less. I manage to turn my lips up into a small smile and throw my hand up to wave back. My car seems to have moved even farther away so I quicken my pace and make it without having to do anything else. By the time I back out of my driveway, he has gone back into his house. I turn the AC on high because now I’m sweating profusely and I don’t want to have pit stains when I meet Sir. I pop a CD in and start singing, if anything, just to calm myself.

  I arrive at La Paloma’s with five minutes to spare. Checking myself one last time in the mirror, I take a deep breath and walk up to the hostess and tell her that I’m meeting Mr. Wright. The hostess tries so hard not to laugh and manages to just smile broadly at my statement. She waves me on and I follow her through the restaurant and back outside to the patio tables. I start looking around as my heart starts to beat faster. She is leading me to a two person table against the railing where there is a man sitting with his back turned to me. She stops beside him and turns to me and says, “Here you are Miss” and then walks away. Sir stands up and turns to face me. I actually gasp when I look at him. He is around 6’2” with jet black hair that falls just above the collar. Blue eyes the color of the sky on a spring day and chiseled features that would rival any Greek God.

  “Hi Lia, I’m so glad to finally meet you in person. Please have a seat and breathe. We can’t have you passing out before we even have a chance to order.”

  He flashes one of those panty melting smiles and I almost feel around to make sure mine are still on me.

  “Uh, hi Sir, it’s so nice to um so nice to um meet you too.” Could I sound any more like a twelve year old, love struck teenager?

  “Lia, it’s ok. It’s just me. The same man that you have been talking to for the last couple of months. Your Dom remember? Which I think you have forgotten because you are still looking at me straight in the eyes.”

  “Oh, Sir, I’m so sorry. I didn’t mean to disrespect you like that. It’s just, I was so nervous that I forgot my place.”

  “It’s ok Lia. I’ll let that one slide without punishment this one time.”

  “Thank you Sir.”

  The waitress comes up to take our orders and I can’t help but think that Sir was a little harsh. He knew how nervous I was to meet him and that’s not like him to be so short with me, without explaining what I did wrong. Maybe he is just nervous considering he really wasn’t ready to meet me in person.

  ‘Lia, look at me.”

  Sir looks at me and reaches across the table and runs the back of his hand gently down my cheek. My skins shivers at the softness of his touch and his mouth turns up into a mischievous grin. I can’t help but smile back and exhale the breath that I didn’t know that I was holding.

  “Lia, there is nothing to be nervous about”, he says as he reaches for my hand. His hold is strong, yet he rubs his thumb hypnotically back and forth over my skin. I feel myself relaxing as our food arrives and we fall into a comfortable conversation. Sir is just as witty in person as he’s always been online. It makes me want to tease him back.

  “Sir, did you notice the heels I have on?”

  “Oh, yes I did Lia, are they new?”

  “Uh, no Sir, not really. They are the ones I wore in the video. The video from my boss’s office.”

  “Oh yes, yes they are. I’m sorry Lia. I guess they look a little different in the sunlight than in the office light. How could I ever forget that video? I think I’ve watched it hundreds of times and you are so fucking sexy with your heels up on your boss’s desk. We’ll definitely have to try that at my office very soon.”

  I can’t help but feel a little confused. How could he not recognize my heels, especially if he’s watched the video so many times? Maybe it’s just a man thing and they don’t pay attention to shoes like women do, but it still makes me feel a little uneasy.

  “I guess that I could also wear the beautiful thong that you bought me. The white lace one with the filigree.”

  “Yes, I definitely remember that one and how beautiful it was on you. I took special care in picking it out knowing how lovely it would look against your porcelain skin.”

  I try my best to act normal even though I am losing control on the inside. I have to get out of here now.

  “Sir, if you’ll excuse me, I need to go to the ladies room.” He stands up as I do and I’m afraid he’ll see the panic in my eyes and follow me. But he’s just being polite and sits back down as I walk away. As I get in my car and drive away, I try to reconcile what just happened. Who the fuck was this man? How did he know to meet me there and why didn’t Sir come? The thoughts are running through my head with answers I don’t have.

  I pull in my driveway and hope to God that Rupert is not outside. He’s not. So I run in the house, grab a glass of wine and head upstairs to my bedroom. I’ve been sitting here staring at my computer screen hoping it will ping, but at the same time, hoping that it won’t. It doesn’t take long before the dreaded ping comes, signaling a message from Sir.

  “Lia are you there? Are you ok?”

  What the fuck am I supposed to do? My thoughts are so conflicted, but eventually my heart wins out over my brain.

  “I’m here.”

  “Thank God you are ok! I was so worried about you when you didn’t come back from the restroom. What happened? Why did you leave?”

  “You don’t have to pretend. I know that wasn’t you at the restaurant and I sure as hell don’t know why I’m even talking to you……whoever you are.”

  “Lia, please. Let me explain.”

  �
�Why? Why should I believe anything you say? Is this whole internet relationship a scam? I’ve heard about so many women that have been taken in by men who pretend to be Dom’s just so they can look at naked women. Fuck, what was I thinking?”

  “No no no no! This is not a fucking scam. I know you don’t believe me right now and you have every right to feel that way. And no, that wasn’t me at the restaurant. You have to understand that I am an older man and you are a very beautiful and sexy young woman who deserves to be with someone who is more your equal. Someone that can provide you with the Dominance that you are searching for, on a long term basis. When we started this journey, it was not meant to last forever. It was to help you learn about this lifestyle and what I could teach you. To help you find the confidence and strength it takes to be a good submissive. I am a Dom and yes, I have the ego to match, but I’m not selfish in keeping you from finding someone who could make you happy over a long period of time. That’s why the online relationship has worked so well for us. Trust me Lia, I care for you more than I should and meeting you in person would be too tempting for me. I would never want to let you go and that’s not fair to you. So I asked my friend Nate, who is a Dom, to meet you at the restaurant thinking that the two of you would hit it off and be the perfect match. Of course I would have told you the truth, but I needed to see if there was a connection first between the two of you. In no way was I trying to hurt you or deceive you with any malice. It was done out of love and concern hoping you would find a Dom that would treasure you as much as I do. Can you forgive me Lia?”

  How am I supposed to respond to that? My head is spinning and I’m sure the wine is not helping either. Is he being honest? How could he feel that he is not the right Dom for me? We’ve never talked about a time limit on our relationship. So I take a big drink of my wine and start typing.

  “Sir, why would I care how old you are or what you look like? From the time we started talking, we just clicked, on a deeper, personal level. At no time did I ever feel like I needed or even wanted anyone else. My thoughts are so conflicted over the whole situation. On one hand, I feel what you did was terribly sweet, knowing that you were thinking of me and my future and what I needed to progress. But on the other hand, I’m hurt that you would think that I’m so superficial that I could never want a man for anything other than his looks. And to prove that, I want to meet you, the real you in person and show you how much I care for you.”

  “Lia, I really don’t think that’s a good idea. Maybe we should just end the relationship now before it goes any further and our feelings get any deeper.”

  “No, please don’t say that! Please, I’m begging you to meet me in person. Just once. If you feel after meeting me that we should end, then I’ll respect that knowing that at least we tried.”

  “Ok Lia. I will meet you but only under my conditions, no exceptions. Is that understood?”

  “Yes Sir. Thank you Sir.”

  “We’ll talk later and discuss the details. Sweet dreams Lia.”

  “Goodnight Sir.”

  Shutting down my computer, my mind starts to replay the day’s events. Although I’m not having second thoughts about our relationship and I feel better after talking to him, an uneasy feeling still sits at the corner of my mind. Hopefully, after we meet, those feelings will disappear and we can continue with our relationship.

  CHAPTER FOUR

  The day has come that Sir is finally coming over. Although I’m not exactly happy with his conditions, I have agreed in order to finally meet him in person. My instructions are to unlock the door at ten pm and then proceed to my bedroom, lay on my bed completely naked and blindfold myself with a thick scarf.

  Am I crazy for doing this? Probably, but once again my heart has won out over my brain. My curiosity has won over my common sense. My need to meet this man defies all logic that once controlled my decisions. Should I have drunk those four glasses of wine? Definitely not, but I was too nervous not to. I have to believe that this man, the one that I have been having a relationship with for the last several months, will not harm me. That the complete trust that I had in him will once again be restored.

  It’s a quarter till ten and I unlock my door and walk upstairs to my bedroom. My robe falls to the floor as I climb onto my bed. My thick winter scarf feels soft against my face as I tighten it in the back, making sure that I can’t see out of it. As I lie there, my mind racing through a hundred thoughts, I hear my front door open and then softly close. The sound of footsteps walking up my stairs become louder, the closer they get to me. His presence is suddenly felt and although I should be frightened; I instead feel a calm overcome me. He walks over to the bed and I start to speak, but feel two fingers immediately press against my lips. He lightly brushes my hair away from my face in a calm, soothing manner. Letting me know that everything is ok, but that I am to keep quiet.

  My senses are heightened by being blindfolded because I can hear him unzip a bag and start pulling items out. Again he touches my face and I feel myself leaning into his caress, softly sighing. My arms are lifted above my head and cuffed to my headboard. Each one is checked to make sure that they are not too tight and that I’m comfortable. My legs are spread and each cuffed to the footboard. I am now spread eagle and totally vulnerable to his control.

  Sir’s hands are on me, starting at my neck. He has lotion on his hands and he’s massaging it in. My muscles start to relax as he moves down to my breasts. His touch becomes firmer, kneading my breast inward until he reaches my nipples. They are already taut from his touch as he grabs the tips and twists and pulls until my whole body is writhing in a pain that turns into a deep, delicious pleasure. Suddenly I gasp as I feel the teeth of nipple clamps being slowly tightened on each nipple. Sir touches my face again, as a sign of comfort as my breathing returns to normal. He continues his massage moving down my body, rubbing one leg at a time. Even rubbing the soles of my feet. Taking his time with every inch of my skin.

  As he works his way up my thighs, I feel the wetness forming between my legs and slowly dripping onto the sheet. My body is shivering with anticipation knowing exactly where his hands are going. I feel one finger slide down the seam of my lips, opening me up completely. The tip of his finger is barely dipped into my wetness and then moves to my clit. Slowly his finger is circling the now hard nub, applying more pressure until I feel that it will burst. He pulls away and I whimper at the loss of his touch. Again, I gasp as I feel the clamp placed on my clit. It is not as tight as the nipple clamps. He attaches a small chain that connects all three clamps and if I move the slightest bit, the chain tightens and pulls on all of the clamps at once.

  Sir inserts two fingers in my now dripping pussy. His fingers working in and out at a slow but steady pace. Another finger is inserted, but it doesn’t stay in. Instead it is placed in my asshole and joins the steady rhythm of the other two. I can feel an orgasm starting, but I can’t move. All of these sensations are happening at once and I have to absorb them instead of moving with them. It is so intense. Sir can tell as I can hear how wet I am. As I get closer and I am about to cum, Sir removes the clamp on my clit and immediately starts licking and sucking on it with his warm mouth while still fucking my pussy and ass furiously with his fingers. This orgasm feels like it is going to rip me apart. Something unlike anything I have ever felt before. As I start to come down, I realize that Sir has removed his fingers, but is lapping up my juices like a starving man. He’s holding my lips apart so his tongue can reach even deeper to get every drop. When he’s finished, I feel him get off of the bed and walk over to his bag. He taps my lips for me to open my mouth. A ball gag is inserted and fastened behind my head. It’s not uncomfortable, but I can taste the rubber and I have no clue where I’m supposed to rest my tongue. I’m wondering with excitement what is coming next that I would need a gag and I don’t have to wait long. A small swat hits my left breast and then my right. Each stroke getting stronger and closer to my clamped nipples. This has to be a crop due to its smal
l size. Suddenly a quick stroke hits directly on the clamp and I scream, although no sound can come out. Before I can take another breath, the crop comes down on the other clamp. Sir goes back and forth until I feel like I can’t take another stroke. But again, the heat and the pain turn into pleasure as I feel myself almost floating. Another orgasm is building and the cropping stops. Sir takes both nipple clamps off and as the blood comes rushing in the pain sends me into another mind blowing release. I’m trying to catch my breath and I have saliva dripping out both sides of my mouth. Carefully the ball gag is removed and a soft cloth wipes my face. Sir, cradles my head and lifts it up while bringing a cold bottled water to my lips. He lets me get my fill of water before laying my head back down.

  Exhaustion creeps into my body, but I know that we are not finished. I hear Sir getting more things out of his goody bag. Lube covered fingers ease into my asshole, stretching it to accommodate what I don’t know. A cold, hard object is then placed at my opening and slowly pushed in. The plug is smaller than the one I had to wear that day at the office, so my body accepts it without any problem. A ribbed vibrator is placed in my pussy. No lube is needed for that. It slides in easily and I notice that it has an extra piece that rests against my clit.

  Sir straddles my shoulders, grabs the headboard and leans forward until his cock is laying against my lips. Feeling the pre-cum on my lips, I open my mouth and slip my tongue into the small slit on the head of his cock, sucking gently to get every drop. Sir shudders slightly and I can’t help but smile. The vibrator comes to life, obviously through a remote, just as Sir pushes his cock into my mouth. Since I can’t see, I have no idea how long it is, but it is thick, so I try to relax my throat and accept it. Just as soon as that thought leaves my head, I do find out how long it is as Sir pushes to the back of my throat and beyond. He holds still until tears start to form in my eyes and he backs out. It’s like he was trying to show me what to expect because after that initial thrust he pushes back in and starts a regular rhythm of fucking my face.