The hustle and bustle of New York City rang up between the high-rise buildings. 34 floors up, I woke to the sound of a zipping suitcase. I sat up, rubbing my eyes into focus.
“I was trying not to wake you,” Ashley Benson said, setting her suitcase upright at the bedroom door, “What time is your flight?”
I rolled over and grabbed my phone and looked at my boarding pass. “Uhh, 2:40.”
“Don’t let it sneak up on you. With traffic, it’ll take longer than you think.”
I lifted the covers off me and placed my feet off the edge of the bed. I was still bottomless from the previous night’s exploits. My member was standing in full attention to welcome the morning. I stood and walked toward the bathroom, where Ashley was gathering her final few items.
As I entered, Ashley shut her make-up case and turned toward me, her smile twinkled.
“I’m gonna miss you!” she said, giving me a hug. Her hair and face pressed warmly against my bare chest.
“I’m going to miss you too,” I said, giving her a final squeeze.
“I’ve got another project starting in a few months. I’m going to put in a request to have you come stay with me, again.”
“I’d love that,” I smiled, giving her a kiss.
Ashley grabbed her make-up case and walked toward the bathroom door, playfully squeezing my butt as she exited.
It had been a bumpy begin to the two-month residency at the hotel. Running into Samantha and our resulting breakup had thrown me off my game. Fortunately, Ashley had a warmth that quickly helped ease my heartache. Samantha vanished after that night. Jonathan said she had been called away to visit a new resort opening in Japan, but I obviously knew that wasn’t the case. It hurt me that she had been hurt, but it was ultimately based on her own choices.
I exited the warm shower, steam covering the mirror. I wrapped myself in a towel and entered the bedroom to discover Ashley’s luggage was already gone. A note lay on my pillow:
Thank you for the last two months! Not only did I enjoy our time together, but I feel like I once again figure out my true worth. I hope this isn’t the last time we get to spend together; but if it is, just know how much you mean to me. I value the friendship we’ve forged over these two months and will be forever grateful for having met you.
I couldn’t help but smile. Deep down I knew she felt this way about our time, but it was great to hear it directly from her. Little did she know, she helped me more than she even knew.
30 minutes later, I was standing on the curb, searching for my ride, luggage in tow. A black Towncar slid between two taxis. The driver rushed from his seat and around toward me.
“Joseph?” He said, out of breath from the four-foot sprint.
I nodded, even though the last time I had been called Joseph was when I was eight, by my mom when I had gotten in trouble for something at college. He grabbed my bags and tossed them in the trunk. I slid into the rear passenger side door.
“There’s an envelope for you back there,” the driver said, as he flopped into the driver’s seat.
It was a familiar envelope. It was obviously a new assignment from Eliza. While I’d hoped for a short break, I was anxious to see what was awaiting me. Opening the envelope, I pulled out her letter:
Apologies for the issues that occurred with you and Samantha on this trip. Moving forward, we will do our best to ensure you aren’t put on adjoining cases.
You will be returning to Los Angeles; but unfortunately, we cannot afford to let you sit on the bench. Demand only continues to go up, as we’ve landed even more clientele this year. With your strong record, we are assigning you to a new client who has demanded confidentiality, Alexandra Daddario.
Alexandra is coming to us having wed about a year ago. She married someone nearly twenty years her senior, and while things are going well between them, she has found that she is not fulfilled in the bedroom. This is further exacerbated by their differing schedules and shoot locations. You will be keeping Alexandra business for three weeks in a beach house outside of Santa Monica, while she films a movie in the surrounding area.
Given her marital status, it is imperative that you are not seen in public with her. There is private beach access at the house and the area surrounding the house has been secured by our team. However, do not venture outside of the main plot of land for the house.
Here is a breakdown for the client:
Hair Color: Dark Brown
Eye Color: Blue
Bra Size: 34D
Sexual Experience: Advanced
Alexandra will be very open and honest with you about her wants and needs for this assignment. Please be aware that she will be looking to explore and satisfy some things that she hasn’t been able to over the last few year. We know that you will work to ensure she remains satisfied.
Setting down the letter, I began to question the previous assignment. Eliza, whom I’d had a minor relationship with before, had known about my relationship with Samantha, which she indicated on my last assignment letter from her. Had she intentionally set things up so we would cross paths in hopes that it would ruin our relationship? Or was I just being paranoid?
My mind was fixated on this question for the entire trip out west. Would she be that blatantly destructive? Did Eliza know that running into Samantha would have bothered me so? Was it purely happenstance? Did she think having us in the same location would actually be good for us? I couldn’t decide.
The mental battle I was having caused the trip to fly by. Next thing I knew, I was pulling into a tucked away alcove of the California coastline. A quaint house sat perched on a hill and was surrounded by vegetation, allowing for lots of privacy. A SUV sat parked in the circle drive. I walked toward the door as the driver unloaded my bags. The door quickly opened, as I approached.
“Come in, come in,” a voice frantically whispered from behind the door.
I quickly shuffled into the entryway, as the driver rolled my suitcases in behind me. The driver then turned and walked back toward the car, and the door shut behind him. This revealed to me the voice that had hustled me inside.
Eyes. Piercing blue eyes. Eyes blue like the Caribbean coast. These eyes had me in a trance. I suddenly realized it had been at least ten seconds and I hadn’t said a word.
“Uh, Joe. I’m Joe, from the Agency,” I stammered.
Alexandra smiled warmly and snickered, “I know! I’ve been expecting you. Please come inside and we can talk.”
I followed Alexandra through the modest beach house. It was nice and modern, but not the unnecessarily large house you’d expect a celebrity to stay in. Alexandra led me to a sitting room, which had a couch that faced the ocean.
“Can I get you anything?” Alexandra offered as she gestured for me to sit on the couch.
“A water would be nice.”
Alexandra walked toward the kitchen. Her tall, beautiful frame pacing toward the fridge. It was the first time I had an opportunity to admire more than her turquoise eyes. She was wearing a purple v-neck top, which showed just a pinch of cleavage. It fell beautifully against her full chest. She was wearing jean shorts that weren’t super short, but still showed plenty of her long legs. It was a comfortable look, which helped set a comfortable vibe immediately.
Alexandra returned and handed me a bottle of water, before sitting on the opposite end of the couch. Her body language wasn’t unwelcoming, but there was something that was slightly off. She wasn’t being flirty, if anything she felt somewhat disconnected from me.
“I guess, I’ll begin,” Alexandra quickly said with a nervous timbre to her voice.
She adjusted in her seat, trying to make herself comfortable. She nervously ran her hands through her beautiful brunette hair.
“I’m not sure how much they’ve told you. I’m married. Gosh, that seems awful to admit. I settled down a little over a year ago. I wondered it was time, I mean, I’m in my mid-30’s, I couldn’t stay single forever. He is awesome! We love each other and get along so well. It’s just, something is missing.”
I nodded along encouragingly, in hopes she’d relax and settle in.
“I knew when we were dating that we weren’t completely compatible in the bedroom. He isn’t bad, but I’ve grown to love certain things that he just isn’t into. His preferences clash a bit with mine,” Alexandra ran her hand through her hair, pulling it behind her ear.
“I don’t mean to interrupt, but I just need you to know, I’m not here to judge. The only way that this works is if you are comfortable with me and this situation, as a whole,” I encouraged.
“I didn’t expect I’d be this nervous, but now that you are here it has all sort of hit me. I’ve been in a committed relationship for a few years now. It has been a while since I’ve done anything like this, I’m excited and nervous.”
“And that is typical,” I assured her, “Just know that I am here to tend to you. Nothing more. We go at your speed and do the things you are comfortable with. Feel safe in this.”
Alexandra smiled and her body position relaxed a little.
“Like I was saying, our preferences clash a bit. He tends to be pretty vanilla in the bedroom, where I like to explore and try new things. He tends to take charge in the bedroom and at all times guides us into the same routine. It’s not that it is bad, it just leaves me wanting more.”
“Have you brought up to him the things that you’d prefer to be doing?”
“I have, and he wasn’t really that receptive. We tried a couple of pretty tame things, but eventually he went back to the typical routine. With how he reacted to the tamer things I wanted us to do, I knew I shouldn’t even think about asking for some of the kinkier things I miss doing.”
“What type of things are you looking to do?” I inquired.
Alexandra blushed a little and bit her lower lip, “Okay, so I’ve at all times loved trying new positions. I was the type of person who’d buy one of those ‘position of the day’ calendars and try each one. I love how each position brings something new. It keeps things fresh!”
“Well, that doesn’t seem too wild. I’m sure I wouldn’t have any problem helping you explore anything you’d like to try.”
“The other thing is a little kinkier,” she said quietly, looking down toward the coffee table.
“And what is that?” I asked.
“Well, I’m sort of into BDSM,” she blushed refusing to make eye contact with me.
“Oh,” I responded.
I had been at this job a few years now and had yet to meet anyone that was into this kink. Even outside the job, I hadn’t had any real experience with it. Besides playing with a set of furry handcuffs with a girlfriend in college, I was a relative virgin in the realm. However, I was being hired as an expert, so I had to react as such.
Alexandra continued, “I’m not like, super hardcore into it, but I did it off and on over the years and really enjoyed it. I had a few guys I dated who I could go to when I had those urges. But, I don’t feel like it is right to go to them now that I’m married. To be honest, I wasn’t so sure about even doing this, but a friend of mine recommended it.”
“Well, I certainly am here to help you with whatever you need. I’m here to serve.”
“I’m not really sure how this even works,” she chuckled, “I mean, I know how this works, but just not how this arrangement proceeds from here.”
“Well, like I said, it is really up to you. I have some clients who liked to jump straight into things, others who want to create a connection first. Really, it depends on what you are comfortable with.”
“I’m not looking to really ‘create feelings’. I want this to be a purely carnal thing for me. Like, it is fine if we create a friendship or whatever, but I’m not looking to replace my relationship.”
“That’s absolutely fine,” I nodded, “Why don’t we take the afternoon to just hang out and get to know each other a little, and then we can see if you are feeling more comfortable to try things out tonight?”
Alexandra smiled, as a weight seemed to be lifted from her. Those beautiful eyes locked onto mine, and chills shot down my arm. She really was stunning.
Alexandra showed me to my bedroom. She made sure to tell me that she wasn’t looking for me to “spend the night” with her, but to adjourn to my own quarters once our capades were complete.
She then showed me the rest of the beach house, which she had been staying at for close to a week. The house had a small pool in the rear that overlooked the ocean. The beach was a walk down a hill and was secluded from any other houses or tourists. It was a peaceful location.
Alexandra ordered food in for the evening. It wasn’t a typical DoorDash type delivery person, but instead someone who looked like they probably were a personal assistant. Alexandra welcomed the young lady into the home to set down the food. The girl didn’t acknowledge my presence, but Alexandra made no attempts to hide me from her. We ate and each had a drink. As each hour passed, Alexandra seemed to be more and more relaxed around me, but there was still nothing affectionate or flirtatious going on between us.
This was somewhat uncharted territory for me. I had been around other clients who were “just looking to have fun”, but even most of those had some sort of playfulness with me. I wasn’t sure if it was nerves on her part or if she truly wanted to remain that disconnected with our relationship. She wasn’t cold, but there was a distance she was putting between us that was palpable. We hadn’t even touched in the hours I’d been in the house. The closest we came was when she handed me the bottle of water when I first arrived.
Our talk remained very superficial. I asked her about her movie. She asked me where I had come from last. We discussed the house and the way it was decorated. Usually, by this point, I felt super connected with my client. Now, as we approached the end of the night, I felt no more connected to her than when I had snuck through the front door.
Taking a final sip of her drink she said, “You ready?”
I was taken a little off guard, given how things had gone thus far that she was ready to move the process along. Alexandra no longer seemed nervous, but she was being very business-like with her approach.
I nodded and she got up from the couch and guided me to her bedroom.
As I mentioned before, I had very little knowledge or experience with BDSM. To be frank, outside of knowing the general idea of it, I had no idea what to expect as we entered her bedroom. My mind wandered to a medieval dungeon with lit torches and dim light. Contraptions of all sorts in black leather and metal.
As we entered the bedroom, I found nothing of the sort. It was, simply, a bedroom. She gestured toward the queen-sized bed, and I went and sat on the edge.
“So, we didn’t really go into detail, but one of the things I’d like to play around with is BDSM. I’m not sure how familiar you are with it. Honestly, I’m not a pro in it by any means, but enjoy certain facets of it.”
“I’ll be honest with you, I have pretty limited experience in it myself,” I said, giving myself more credit than I deserved.
“Well, BDSM covers a lot of different things! The main things I am into from it are the bondage, and dominance/submission. I enjoy things getting a little rough, but I don’t like going all the way to masochism.”
I nod along with her, okay with everything she has detailed so far.
“I’m what I guess they call, ‘switch’. It means I enjoy being either the dominant or submissive. I’m not sure if you have a personal preference?”
Caught a little off guard by the request for my personal preference, I stammered a little bit before saying, “I’d say I’m sort of the same. Maybe it’d be good to begin with you leading the way, that way I can better figure out what you are looking for and into?”
Alexandra beamed, “Yeah, that seems like a good idea. Let me get some stuff real quick. Why don’t you lay back on the bed.”
Alexandra stepped into the walk-in closet and shut the door. I lay back on the bed, unsure of what was about to happen. Now I was the nervous one.
Alexandra exited the closet with a few items in her hand, that she went and placed on the dresser at the far end of the room. I couldn’t tell exactly what she had brought out with her, which only added to the nerves.
She then turned on a lamp in the far corner of the room and turned off the main overhead light. The room got significantly darker. I was still able to see her, but if you were trying to read a book, you would have had to strain to make out the words. She moved back to the dresser and grabbed a few items from the pile, sitting on the edge of the bed.
“Can you make sort of an ‘X’ shape with your body by sticking your arms and legs out?”
I did as she asked. Alexandra grabbed a black strap and attached it tightly to my wrist. She then went and attached the opposite end to the frame of the bed.
“That’s not too tight, is it?”
I shook my head no. She began to walk around the bed and do the same thing to the rest of my limbs. I was firmly attached to all four corners of the bed. I tried to adjust my body a little, but there was no slack in the lines. There I was, sprawled out unable to move.
Alexandra moved back to the dresser and grabbed another item. She sat next to me on the edge of the bed.
“Lift your head, please.”
I raised my head and she placed a large eye mask over my eyes.
“Can you see anything?” she asked.
“Good!” she responded.
I felt her stand from the bed, as the mattress relaxed. I could hear her move across the room quietly. It felt like an hour, but I’m sure it was only a few minutes, as she prepared herself for what came next. I lay quiet, motionless on top of the comforter of the bed.
Finally, I heard Alexandra shuffle toward me. The bed creaked as she climbed onto it. I felt the pressure of the bed move from my right side where she entered the bed, to then distribute to both sides, as I felt her body straddle over mine.
I was still fully clothed, wearing the dress shirt and jeans that I had travelled in. It wasn’t until she straddled me that it had really registered with me. I felt as two delicate hands gracefully touched the buttons on my shirt. One by one, I felt my shirt loosen as each button was freed. The coolness of the room slowly covering my chest as it became further exposed. The hands continued to move down, loosening my belt and popping loose the button on my jeans. The quiet mechanical noise of my zipper being slowly pulled down, echoed like a draw bridge being lowered to a castle.
With one firm tug, my jeans were yanked down to my knees along with my boxer briefs. The same coolness that had slowly graced my chest, now rushed upon my lower body.
I was nervous, albeit, excited. It was weird to be with one of the prettiest women I’d been with in my time with the Agency and have been completely robbed of my sight. But, with the loss of one sense, I could actually feel my others getting stronger. Every delicate brush, bump, graze of her body felt ten times more powerful. I could mentally build out exactly what was happening and where she was, based solely on the feel and sounds.
Alexandra moved toward the head of the bed, now straddling my chest, as her warm legs touched my sides. A hand touched my cheek and turned my head to the side. I heard her lean forward and suddenly felt the warmth of her breath breezing across my neck. Warm and wet, her tongue ran across my neck, along the ridge of my chin, guiding all the way to my ear. Her warm, plump lips grasped my ear lobe and her teeth lightly nibbled on it. A heavy breath sighed into my ear.
“How bad do you want me?” Alexandra whispered into my ear.
“More than you’d ever know,” I whispered back.