Chapter 7

Author’s Note: This story is a collaboration with my friend and editor, Harvey. We both contributed equally to its content and we hope you enjoy it.

It had been two weeks since my training with Robert. Classes had started for the fall of my senior year and I’d gone back to accepting only one date a week. Every day I checked Dana’s website to see if she was allowing me to accept BDSM dates, but I’d heard nothing from her and the silence was deafening. I was still only getting offers from older men, which I continued to accept, but that was something I now desperately wanted to change.

My training session with Robert had really set my internal fires burning brightly, and when I thought of sex now it was about him and our intense and very enjoyable evening together. Looking back, I realized that on some unconscious level I’d always been submissive. However, he’d also made me realize that I enjoyed having my control taken away by being restrained.

An even more shocking revelation was that I enjoyed being spanked and experiencing pain that, when done correctly, only intensified the sexual pleasure he’d given me. He’d even gone as far as insinuating that I might be a pain slut. That revelation was almost too difficult for me to handle, but, as with everything I did with him that evening, I tried to keep an open mind concerning the possibility of that being an additional facet of my sexuality that I hadn’t even known existed.

When I got home from my last afternoon class I spent about two hours in the gym. During the first hour I used the free weights and I spent the second hour in the pool, swimming laps to get in some cardio. Just as I was unlocking the door to my condo, my cell phone rang, and when I looked at the caller-ID I saw it was Dana.

“Dana, how are you?”

“I’m doing well, and yourself?”

“I’m doing great, just got back from the gym.”

“Excellent.” There were a few seconds of brief pause, and then she got down to business.

“I have some good news, Robert was very impressed with you during your session.”

“I’m glad he enjoyed it as much as I did,” I said shyly.

“If you’re still open to accepting BDSM dates, we can move forward.”

It was all I’d been thinking about for the past two weeks. “Yes, it’s still what I want.”

“Robert vouched for you, Elisa, and in our BDSM community his recommendation pulls even more weight than mine.”

“That’s a ... ummm ... good thing, right?”

“It’s a very good thing and he only confirmed what I suspected; he said you have the potential of being an excellent submissive.”

I could feel a deep blush breaking across my face. “Thank you,” I said shyly.

“I received a call this morning from the dominant that Robert spoke to and he requested a four-hour BDSM scene with you this Saturday evening.”

I took a deep breath and I could feel the butterflies nervously churning in my stomach. “Can you tell me about him?” I whispered into the phone.

“His name is Kyle, he’s 45 and currently unattached. He’s also a contemporary of Robert.”

“Contemporary?”

“Robert is Kyle’s mentor, Elisa.”

“Oh ... ummm ... okay.” I didn’t even know that was a thing but I didn’t feel the need to question her more about it.

“He’s viewed your BDSM questionnaire, and he will tailor the scene around what he likes and what you’re willing to have happen.”

Oh, God, she let someone else read how I answered those questions? My blood began to boil. Then, slowly, I realized there was no getting around him knowing what I was willing and not willing to do in a scene. Still, the realization that a complete stranger knew that much about me sexually was just a little disconcerting. As the big picture became clear, I hesitantly asked my next question.

“Everyone has access to that questionnaire and how I answered it, don’t they?”

“No, not everyone, only the clients who I’ve approved for BDSM dates. She paused for a moment. “I’m sorry, I guess this should have been something we discussed when you came into the office, I just assumed you’d know.”

I wasn’t sure how to respond to her. My mind was still grappling with the knowledge that so many intimate details about my sexuality were now available to God-knows-how-many of her BDSM clients who wanted to peruse them.

“I can tell you’re upset, Elisa, but think about it; why would a client request a scene with you unless he knew what you were willing and not willing to have happen?”

As my father liked to say, there was no way to put the shit back in the horse, especially now. What she said made sense and I saw the reasons behind it, and all I could do was let it drop and move on. “I understand, and it’s okay.” After hearing all this disturbing new information, I needed to hear some news that I hoped would be good. “What can I expect to make?”

“You’ve done an excellent job taking care of our clients, even the difficult ones that most of the other girls won’t, so I’m giving you a raise; I’m increasing your base fee to six hundred an hour. So with your share of the new base rate, all the sexual add-ons he’s requested, and the premium for BDSM, you’ll be getting paid $2,925 for each hour, $11,700 total for the date.”

Holy Shit! Almost 12,000 dollars for four hours? That improved my mood considerably. “I think I can live with that, Boss.”

She laughed. “Yeah, I thought you’d be okay with that figure.”

“More than okay,” I teased.

“There are some additional protocols for a BDSM date that we need to discuss.”

Oh, God, what now? “What additional protocols?”

“You’ll have a second safeword, yellow, to tell Kyle to slow down or not make things any more intense, at least for a while. You’ll also be making multiple safe calls to me, one after you’ve gotten acquainted with Kyle and decided to proceed, another roughly halfway through the date time, and a third after you’ve left Kyle and are on your way home.”

“I have to call you three times?”

“This is for your benefit and commonplace within the BDSM community. It’s your way of letting me know that you feel safe and you’re okay going forward in the scene or you’re safely away from it at the end; does that make sense?”

“Okay, I’ll call you as much as you want,” I said sheepishly.

“When we get off the phone you’ll text me three code words that you’re going to repeat for me, one for each time you call, that will let me know you’re okay.”

God, is this really necessary? Like everything else, I just gave in to her. “Okay, I can do that.”

She continued. “Because of the nature of the date, you won’t be meeting Kyle in a public place. Robert has agreed to let Kyle use his dungeon for the scene, so you’ll be meeting him at Robert’s house. One reason for the initial safe call is to let me know that after meeting Kyle you’ve agreed to continue the date with him. He’s aware of the possibility that you’ll choose not to do so, and if you so choose he’ll get a refund of all but the first hour’s base fee.”

I doubted that I’d call it off, that was something that I’d never done before, but I reasoned there was always a first time for everything. This was going to be a really big payday, and unless things went south I wanted to give BDSM dates a try. “Thank you for adding those extra precautions.”

“You’re welcome, any other questions?”

“What time should I arrive and what should I wear?”

“He wants you there at nine and you won’t be wearing anything but high heels for very long once the scene starts. Just wear clothes that will be easy to remove.” There was a little pause. “Robert liked the Louboutins, I’d wear those again.”

“Okay, I will.”

“I’ll be expecting your call on Saturday night, bye, Elisa.”

“Bye, Boss.”

I sent Dana a text, then thought about the interesting duality of emotions I was feeling. My stomach was already nervously churning as the butterflies once again kicked up. But as I mentally envisioned what this date could entail, there would, of course, be BDSM aspects but also, unlike my evening with Robert, sex would be added into the mix. Robert had given me some very intense orgasms, but I couldn’t help but think that all the sex acts I’d agreed to do when I filled out that questionnaire would only exponentially increase the effect of anything Kyle planned on doing to me. Those thoughts caused moisture to begin to build between my legs, and the only thing I knew for certain was that Saturday night couldn’t come soon enough.

I pulled up to the guard gate of MacDonald Highlands at 8:45. I reasoned that I must be becoming a ‘regular’ because the security guard waved me through the gate and I didn’t even have to stop. I pulled up to Robert’s house at 8:50; because the security guard didn’t hassle me this time, I was a little early.

I wanted to mix it up a little, so for something different I decided to do the ‘little school-girl’ thing. I was wearing a simple white cotton top and a little red-and-black plaid checkered skirt that fell to the middle of my thighs. I’d decided not to wear a bra and underneath the skirt I wore a white cotton thong. Just like I’d done two weeks earlier, I took off my red Sketchers, but unlike the last time I put on my five-inch Louboutin stilettos. I reasoned that if the student was anything like the master there wasn’t any reason to waste time wearing my four-inch Prada pumps.

As I started to get out of the car the front door of the house swung open to reveal a man standing in the foyer. Dana had said he was Robert’s contemporary, so I’d known he’d be older. He was barefoot and wearing black leather, a bar vest and pants; his chest was otherwise bare, and I wondered if he was going commando down below.

I got out of my car and walked towards the door, and as I got closer his salt-and-pepper hair and bright blue eyes reminded me of my father. Now where did that thought come from? I wondered. Why did I relate his appearance to my father’s? I quickly put those thoughts out of my mind as he addressed me.

“Hello, Elisa, you’re even more beautiful than your pictures. Please come in.”

“Thank you,” I said shyly.

Kyle led me to the living room and pointed at the couch. “Please have a seat.”

I quickly scanned the room and noticed large paintings adorning each wall. Unlike the hallway that I’d seen two weeks ago, there were large, more ornate sculptures in the corners of the room, which gave not-so-subtle hints of Robert’s wealth. I clasped my hands in my lap and waited to see what would happen next. Kyle took a seat in a large chair next to me and I focused my attention on him.

“Are you nervous?”

“Yes, a little,” I admitted.

“Well, let’s see what we can do about that,” he replied. “I never drink alcohol before or during a scene, but I will permit you one drink to calm your nerves, if you like.”

“Thank you,” I said graciously. “A glass of white wine would be nice.”

Kyle stood and left the room, then returned after a short time carrying a wine glass. “Here you go,” he said, handing it to me.

I took a sip of the chilled wine and felt myself start to relax. “Thank you again,” I told him.

Instead of sitting back down in the chair, he sat down next to me on the couch. “Did you enjoy your scene with Robert?”

“Yes, I ... ummm ... I did.”

“What did you like best about it?”

I wasn’t sure how to answer him, it was a very probing question, but I decided to be as honest as I could. “I’d never let anyone restrain me and I’d never had control taken away like that.”

“Did you enjoy giving up that power to him?”

“Yes.” I thought for a moment and tried to expand my answer. “Both in my private life and especially when I work, I’m the one in control. I have to gauge my client’s reactions and ensure that I’m pleasing him, that he’s having a good time. With Robert, I didn’t have to think, I only had to listen and obey him. I knew I had the ultimate control with my safeword, but other than that I just had to be, if that makes sense.”

“And you liked giving up that control?”

“Yes, when he restrained me I was at his mercy, but I felt free, free to just be myself.”

“Some younger women who are new to their submissiveness find it difficult to be naked for the first time in front of their dominant, but I have the sense that wasn’t a problem for you.”

“No,” I said shyly, “I’m comfortable with my body, and being naked in front of men I’ve just met, it’s something I’m used to now.”

“What was the most difficult thing for you about the session?”

God, another toughie. “I’m learning that I enjoy pain, how my body responds to it and how it intensifies my pleasure, and I’m still trying to wrap my mind around that.”

“When pain is administered properly, it can exponentially magnify the pleasure a submissive experiences.”

“Robert was ... you know ... very good at that with me.”

“He’s an excellent dominant, one of the best I know.”

I took a sip of wine and waited for his next question.

“How did he magnify, to use your word, the pleasure you received from him?”

“He spanked me, which was good, but when he flogged me, I ... I can’t even describe how good that was.”

“He’s masterful at combining pain with pleasure, isn’t he?”

“Yes ... he ... I’d just never experienced anything like that before,” I shyly admitted.

“When I spoke with him, he told me you asked to be marked, why?”

“I don’t know if I can answer that. I was in the moment, my body was reacting to everything he’d been doing, and I just wanted to experience everything he could give me.”

He smiled. “You’re very experimental, very adventurous, aren’t you?”

“Yes ... I’ve ... ummm ... I’ve been told that a couple of times now.”

“You experienced a lot of new things with him, and I have a good sense now about what you enjoyed. But what shocked you, what took you most by surprise?”

That one was easy. “He didn’t want sex from me, and every man I’ve ever met has wanted sex. But he told me that the pleasure he gave me was his satisfaction, and that’s still difficult for me to understand and grasp.”

“From the dominant’s perspective, a good scene doesn’t have to involve sex, Elisa. When a submissive really enjoys everything she’s experienced, that can be very pleasurable in itself, and the dominant can experience what’s called ‘top drop’ when the adrenaline rush fades and he needs aftercare just like the sub does.”

“Aftercare?”

“Did he hold you once he’d completed the scene, stay with you, take care of you?”

“Yes, he did, and it was wonderful.”

“That’s aftercare, and it’s always needed after such an intense scene as the one you experienced.”

I took another sip of my wine and attempted to digest everything he was telling me. It actually felt really good to talk to someone about this and I was starting to feel very comfortable with him.

“I want to remind you, though, that, unlike your scene with Robert, our scene will involve sex if you choose to go forward. That being said, I want to assure you that your safety is my utmost concern. But at the same time I want you to know that my style of play is different from Robert’s.” He paused for a moment. “I enjoy testing a submissive’s willingness to obey and serve.”

I shot him a playful smile. “Would you be willing to tell me what you have in store for this evening?”

“No, Elisa, I won’t tell you. The unknown is a powerful aphrodisiac for submissives and I promise it will heighten everything I plan to do to you this evening.”

“So you’re making me work without a net here?”

“You always have a net, Elisa. You have your safewords, and you should never hesitate to say them if you’ve reached your limit.”

Enough talk. “If you’re ready to do this, then so am I.”

His face split into a little grin. “Then you have a call to make.” With that, he rose and left the room. I pulled out my cell phone and speed-dialed Dana’s number.

“Hello, Elisa.”

“I’m calling to let you know that we’re going forward. The code word is lingonberry.”

“Thank you, enjoy,” she said.

I disconnected the call and Kyle must have been listening, because as soon as I put my phone away he came back into the living room. “From this point forward, you’ll address me as Sir, do you understand?”

“Yes, Sir,” I said shyly.

“Let’s go play,” he said in a more commanding tone, and then he took my hand and led me to Robert’s dungeon.

We stepped into the garage that had been converted into a dungeon. I felt much more comfortable this time. Even all the strange devices that were hanging on the walls didn’t raise the apprehension that I’d nervously felt the first time I entered. I was still a bit uneasy because I had no idea what he had in store for me, but the feelings weren’t quite as debilitating as they were two weeks before with Robert.

“I love that sexy little schoolgirl outfit, but I want you to remove it now, everything except the heels.”

“Yes, Sir.”

Under his lecherous gaze, I took the little top off, exposing my breasts. Slowly, I slid the little black-and-red plaid skirt down my thighs and then peeled my already-wet thong off my body. I watched as his eyes traveled up and down my body as he drank me in.

“Robert told me that you were stunning, but his words didn’t do you justice.”

“Thank you, Sir.”

“Spread your legs and extend your arms.”

I wasn’t sure just how far I was supposed to spread my legs, so I moved my feet about 18 inches apart, just like I’d done for Robert. Then, as instructed, I extended my arms. I watched as he walked over the wall of implements and retrieved a large bundle of what looked like a thin rope. He unraveled several feet of it and slid it over my breasts. Instantly, my body tingled and my nipples hardened, and I let out a little moan. I’d expected it to be coarse and rough, but it felt very soft against my flesh, like it had been washed dozens of times with fabric softener. Once he had it unwound, I judged that the rope was about 20 feet long.

“What are you going to do, Sir?” I whispered.

“Watch and you’ll see.”

For the next 20 minutes, he intricately wrapped the rope around my body. He tightly wound the rope around my breasts, compressing them, and around my waist with multiple knots down my breastbone and stomach that created three small rope circles. The rope strands ran between my legs twice, first on either side of my vagina and then directly between my lower lips and up through my ass crack. My entire body felt like it was being compressed by the rope. I felt pressure on my breasts, pussy, and asshole, and the rope slightly constricted my breathing. I was in no way being restrained, but my body felt very confined.

“So what do you think?” he asked.

I walked in front of the full-length mirror and turned around several times and studied the very intricate rope work. “I’ve ... I’ve never seen anything like this, Sir,” I responded in amazement. “Where did you learn to do this?”

“That, my dear, is a secret.”

I smiled. “Okay. May I take a picture of this?”

“You may, if you wish to.”

I walked over to my bag and pulled out my phone. I stood in front of the large mirror and took about a dozen pictures from every angle and then a short one-minute video. Once I’d documented his amazing rope work, I put my phone back into my bag.

“Are you ready to proceed now?”

“Yes, Sir.”

The rope had only been around me for a few minutes, but already the compression from the intricate design was causing my breasts to swell, and when he ran his fingers lightly over my nipples the pleasurable sensation was intense. I’d always had sensitive nipples, but now his light touch caused my whole body to shiver. His forefingers swirled around the little nubs and they became instantly hard and swelled to almost double their usual length.

“I’ve never experienced anything like this,” I whispered. “It’s almost as if I feel I’m wrapped up, or, I don’t know, mummified.”

“This is similar to Shibari, Japanese rope bondage,” he said conversationally, “and this part,” he tapped the rope where it went down from my belly and between my vaginal lips, “is called a crupper.”

I was still looking in the mirror in utter amazement and trying to take everything in as he was speaking.

“Feel what happens when you move around, how about getting us a couple of bottles of water from the fridge in the kitchen.”

“Yes, Sir.”

I started to move again, and the ropes rubbed against the sensitive areas on my body, stimulating my pussy, my ass, and especially my clit. The sensations were very arousing, and I felt myself getting wet. Once I’d retrieved the water, I walked back into the dungeon and handed him one. Taking me by surprise, he touched the cold plastic to my breast. I shivered from more than just the cold; my nipple was exquisitely sensitive, and I felt an intense tingle course through me that reverberated all the way down to my vagina. My whole body felt like it was on fire from the sensitivity and the compression of the rope. My pussy was a hot, damp mess and I knew my secretions were soaking into the rope. I could smell my arousal and, as it turned out, so could he.

“You’re really enjoying this, aren’t you?” he said with something between a smile and a smirk on his face. “Robert told me how easily you get wet, and he wasn’t lying to me, was he?”

I deep blush broke over my face. “He wasn’t lying, Sir.” Just admitting the truth to him only excited me more.

“The boys loved you in high school, didn’t they? I bet you had them lined up for miles.”

“It ... it wasn’t really like that,” I said shyly.

“How many men got inside that wet pussy of yours before you started working for Dana?”

“I ... ummm ... I don’t know ... I guess a few.”

I could tell he was loving this. I hated talking about this, to anyone, and it was as if he knew that. One of the questions I’d answered on Dana’s questionnaire dealt with humiliation in a BDSM scene. Is that what this is?

“Only a few?” he sneered. “I can smell you, Elisa, I can smell your wet pussy. With most submissives I have to feel for myself, but not with you, am I correct?”

I didn’t know how to answer him. My face was as red from his taunting as my breasts were from the rope that he’d tightly wound around them. Somehow, his strong verbal assault was heightening my arousal. “You’re correct, Sir, I’m wet.”

He was walking around me, inspecting me, his eyes roaming up and down my body like I was some sort of animal. “Were you slutty back then, like you are now?”

He gave my ass and my thighs a couple of light whacks with his hand. I stood still, accepting what he was giving me, but my mind flashed back to when Robert had spanked me, and how he’d reminded me of my father spanking me as a child, and those memories turned me on even more. I suddenly wondered how I would feel if it actually was my father spanking me now that I knew how submissive I was and how turned on I might get from that. My pussy spasmed and I felt my juices running down the inside of my thighs.

“No, Sir, I had sex when I wanted, but I wasn’t anything like how I am now,” I whispered.

His harsh words were breaking me down emotionally and I could no longer look him in the eyes. He was making me admit who I was and what I’d become working for Dana. I’d never been so humiliated in front of anyone, but to my amazement my embarrassment only increased my arousal.

“You fuck men for money, don’t you, Elisa? They pay you for a couple of hours of companionship, they pay to use your beautiful body, to do things their wives won’t, don’t they?” He gave my ass and my thighs several more smacks, harder ones, as he interrogated me.

“I ... I ... I guess they do, Sir,” I whispered. My nipples were now painfully erect and the large room was taking on the scent of my vagina.

He broke into a little smile and gently ran his fingers through my hair. “But you’re good at it, aren’t you? Dana told me you’re one of the best she’s ever had in her employ ... that’s true as well, isn’t it?”

It had felt like I was seconds away from tears, but then I broke into a little smile. His last question told me he’d just been toying with me. This was all just part of the scene and not what he thought of me personally. I looked into his eyes. “Yes, Sir, I’m the best at what I do, bar none.”

He leaned in and we exchanged a little kiss. “Are you ready to continue?”

“Yes, Sir, I am.”

Kyle picked up a shorter length of rope and tied my wrists together securely behind my back. Then he sat on the couch and pointed to the space on the floor between his legs. I knew what he wanted, and I walked over and knelt on the floor. Just like before, that movement caused the ropes, now wet with my secretions, to rub against my pussy, my clit, and my asshole, and I became even more aroused. Once I’d knelt between his legs, he pointed again, this time to the bulge in his tight leather pants, and again I knew what was required of me. After several attempts using my teeth, I’d only managed to work the zipper an inch or so.

“You’ve sucked how many cocks, and this is all the better you can do?” he said harshly.

“I’m ... ummm ... I’m trying, Sir.”

“You’re two seconds away from being punished, Elisa, get that fly down and my cock in your mouth, now.”

Desperately, I tried to work that tiny zipper down. I wanted to taste him, to please him, to give him pleasure, and it was normally never this difficult to make that happen. This shouldn’t be that difficult. It’s just more humiliation, the way he’s talking to me. I knew that this was just part of his game, part of the scene, his way of messing with me. But fuck, it’s turning me on.

Finally I was able to grasp the tab of the zipper between my teeth and work it all the way down. I used my mouth to push the sides of the fly apart and his erect cock popped out of its tight confines. It was big, about seven inches long and thicker than average. He was fully erect and the large head was already oozing pre-cum. I took it into my mouth and began to bob my head up and down, gradually taking him deeper with every movement.

“What are you waiting for?” he demanded. “I should be in your throat already, you’re supposed to be good at this,” he taunted.

I opened my mouth and a long string of saliva coated the bulbous head and ran down his shaft and collected on his balls. I took a deep breath, relaxed my throat, and took him all the way down to the root.

“Yeah, just like that, that’s my good little whore,” he moaned.

I continued to bob up and down at a frantic pace. I was taking him so deep his thick bushy pubic hair was tickling my nose and my lips were pressed against his body. I brought him out of my throat and then repeated the cycle, holding him all the way down for as long as I could before sucking hard on the head, which allowed me to breathe.

“My nut should be in your stomach by now, what’s taking you so long? he asked sarcastically.

His control was phenomenal and almost beyond belief. I was good at this, really good, but it felt like everything I was doing wasn’t fazing him. I never had to work this hard on any client, and truth be told it was normally the exact opposite. Because I wanted a good review, I’d stop a few times and let them settle back down so it would prolong the experience and delay their orgasm. Again, I had to tell myself this was part of the scene, and instead of being discouraged it only motivated me to try harder to please him.

I redoubled my efforts, lashing his shaft with my tongue each time I drew back and then pushing forward to bury him deep in my throat. But still nothing seemed to be happening and he was no closer, which earned me another sharp rebuke.

“All those stellar reviews, little girl, all those guys had me believing you were the cock-sucking queen of the Valley, but you’re with a real man now, aren’t you? Since I’ve only got four hours with you, I guess I’ll have to help you,” he said angrily.

He laced his fingers in my long brown hair and held my head still. Then he bucked his hips back and forth, roughly fucking my mouth like it was a pussy. What he’d said, what he was doing to me, was humiliating. I’m so embarrassed, I thought. It’s always been easy to get men off with my mouth. But at the same time the way he’s using me, this harsh treatment, is getting me unbelievably hot.

Kyle continued to pound my mouth and throat, and his power and sheer, unbridled dominant forcefulness were making me weak with desire. I longed to be able to use my hands to touch him, but of course, because of the rope restraint, I couldn’t, and that made me crazy with lust.

After savagely rutting into my mouth and throat for a couple of minutes, his breathing finally changed and I knew he was getting close. He pulled back so only the head of his cock was in my mouth and he released a torrent of hot cum. I felt a strong surge in my pussy when I tasted his semen, almost like a mini-climax. He produced an almost inhuman amount of volume, and even though I swallowed as fast as I could there was so much of it a small amount leaked around my lips and onto my chin.