The Girlfriend Experience

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Chapter 08 | Two Roads

I tried my best to straighten out the pencil skirt I was wearing, somewhat worried that my blouse showed too much cleavage. This was an office job after all, and I shouldn’t dress the way I do for my other job.

For the entire morning, I was brought up to speed on what my responsibilities were and what the company schedules were like. It seemed that I could take as many breaks as I wanted as long as my deadlines were met.

My first responsibility was to analyze last quarter’s performance and gather ideas on how to optimize the feedback to improve the performance of next quarter. It was all boring numbers and letters, but I knew what I had to do and I finished it within half the time they expected me to.

Around lunch, I heard a knock at my door and looked up to see a smiling Alex staring at me with gleeful eyes. “You look so sexy at that desk,” he said as he closed the door behind him. My office was a tiny room, a little bigger than a closet, but not grand enough to have a nice view or have a fancy door. There was no window, so as soon as he closed that door, we were completely in private.

I didn’t quite understand why I had guest chairs in my office. The space itself was temporary until they could clean out the bigger office used for storage, and I wasn’t exactly working a job where I had to meet clients, at least not with this job. Still, I was glad the plush leather chairs were there for him to sit in as he smiled at me.

“And how may I help you, sir?” I said teasingly and froze when I noticed his eyes widening. “What?”

“Oh my god,” he whispered under his breath.

“What?” I began to panic. “What is it?”

Please call me that again,” he pleaded dramatically as he joined his hands to beg.

I let out a happy sigh and got up, approaching him. “Oh really,” I teased confidently as I kneeled on the chair, straddling him, “What else would you like, Sir?

I watched as his adam’s apple bobbed, his eyelids fluttered, and his lips parted ever so slowly. He was reacting to our proximity, and the heat was getting to him as much as it was to me.

“I want a kiss,” he demanded politely, and as I slowly leaned down for our lips to meet, he abruptly said, “No.”

I pulled back, looking at him in confusion.

“I meant, I want to kiss.”

“Where?” I asked him, curious as to where this would go.

With certain hands, he deliberately unbuttoned my blouse and ran his fingers in under my bra, pulling my breast out of its cup. He planted a soft kiss on the side of it, and then took my nipple into his mouth, sucking hard and running his tongue back and forth on the sensitive knob. I moaned loudly, and then remembering where we were, I quieted down, but not before he clasped a hand over my mouth.

He continued his mouth work on my chest with one hand over my lips and the other exploring the sex between my legs. He grunted lustfully against my skin, leaving a trail of heat as his fingers felt for the fabric the covered my femininity and found nothing. With his thumb massaging my clit, he inserted a finger into me. The foreign penetration proved to be impactful as I sighed in pleasure. His finger felt cool inside my warm moisture.

With shaky fingers, I unfastened his pants, letting his member spring loose between my legs. Slowly, I lowered myself onto him, and his finger pulled out of me, rubbing the dampness against my clit for further stimulation.

I felt my walls stretch to accommodate his size, and to my surprise, he thrusted up. All the air I had held in my lungs were quickly knocked out of me as my eyes widened at the sensation. There was something dirty about the way the corners of his lips curved up as he grabbed each side of my hips and stood up, still several inches deep inside me.

He set me down on the smooth surface of my warm wooden desk and began to thrust into me again and again. There was a determined look in his face that I met with a slack jawed, pleading expression. With my big brown eyes, I begged him for more, and when he gave it to me harder than before, I begged for even more.

It wasn’t until I felt him whisper into my ear, paired with the low animalistic grunt of his, “Mine,” that I finally bursted, every sense in my body giving into the earth shattering orgasm. As I quaked all around him, I felt him empty himself inside me, his body curling against me, his arms cradling me. Within moments, we were two sweaty bodies, out of breath and in full postcoital euphoria.

“Is this why you offered me this job?” I joked as we fixed our clothing.

“No,” he stared at me, wide eyed, “I offered this job, so that my beautiful and smart girlfriend can do something she spent years studying for.” He wrapped his arm around my waist and rested his forehead on mine. “I just want you to know that you have options and whatever you want to do is up to you, not the world.”

I could tell he was doing his best to stretch his patience. It didn’t sit right with him that I was still a working girl during my nights. I wished I could change something to ease his worries, but we were still new. My relationship with my night job has been going strong for several years and I can’t let a fresh relationship with a man compromise my entire system. Still, there was a part of me that was overcome with guilt, especially since I have this Friday night set aside for Lance, who was apparently Alex’s best friend.





“You came,” Lance spoke with significant surprise in his expression as he took in my figure. “I wasn’t sure we were still on.”

“We had the appointment for ages. Why wouldn’t I show up?”

He didn’t respond, but instead narrowed his eyes at me. The hotel bedroom was well lit tonight, unlike the other times. He gestured for me to take a seat across the table from him. I should have known he wouldn’t want to engage in our regular business.

“How’s Alex?” He asked casually as he took a sip of his coffee. I wanted to roll my eyes. Coffee. At ten o’clock in the evening.

“He’s fine,” I responded simply, but then added, “But you should know that since you two played tennis together yesterday.”

“Yeah, it’s been ages since he’s been out. You’ve done him good, Val.”

I smiled, knowing the awkwardness was probably at an all time high in this room, even worse than the time he had a major case of whiskey dick.

“Look, I don’t know what it is that you do to him, but,” he sighed as he continued, “Just keep doing it, because the kid seems happy.”

“If you’re asking me not to leave him, I’m not,” I said, unsure of what he wanted from me.

“I’m just hoping that you’re with him because you want him, not his money.”

I was playing around with my dainty Channel charm on my white gold necklace as I asked him with amused eyes, “You think I need money?”

He chuckled lightly before continuing, “One more thing.”

I stared at him patiently, and I could tell he was wording this in his head.

“I know you like this job, so at some point, it’s gonna be either this or him,” he paused for emphasis, “I want you to make sure that he has at least a chance of winning that decision. Because if you know for sure that you’ll choose the job over him, you should let him go now.”

I didn’t say anything, but rather nodded in response. I had a lot going through my mind, most of which I was already aware of but now forced to confront.

“Alright, Val. Go be with him,” he told me as he readjusted in his seat, “I’ve got a girl coming in right about now.”

I left without another word, still conflicted with the choice I was going to eventually make.





“Hey, what are you-” Alex greeted me at his front door before I threw my arms around him. “I thought you had a client tonight?”

“It was cancelled.” I dug my face into his neck.

“Yes!” His voiceless cheer was both adorable and heart aching, because no matter how much I prove that my heart was his, he’d never be happy until everything else was there too.

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