“Hi, I have a package for Lara please.”
“Oh yeah great that’s me, just come up to the third floor please.”
I looked at my phone and realised that it was the first Friday of the month, and my face cracked into a smile.
For the past few months I have been looking forward to the first weekend of the month, because that’s when Jack would fly in to visit me.
He’s been a client for nearly a year now and even though I hate to admit it, I’ve started to grow fond of him. Jack wasn’t like the other clients, he always treated me nicely and he respected me.
It wasn’t just about sex for him. He wanted someone for the company, someone that he could share his latest stories with, and someone he could spoil without having any commitments.
Every month, he would send me a package with a set of expensive lingerie, a dress and a pair of Christian Louboutin heels. Then he would leave a little note in the box, asking me to wear them when I meet him.
I ran my fingers across the silk wrapping of the box, and lightly tugged at the little bow that was holding everything together. My chest was filling up with energy and excitement because I knew that this gift was his way of saying “Let’s meet up tonight”.
Jack always chose the best and most expensive items for me, and I made sure to look damn good wearing them too. I opened the box and found a set of baby pink lingerie, a stunning matching dress from Dior and the pearl clutch bag that I so desperately wanted from Chanel.
He also put in a gift card from Christian Louboutin and a little note that said
“Can’t wait to see you wearing these. I’ll pick you up at six”.
I’ve been an escort for quite a while now, but I’ve never met a client like him. Jack is in his mid-40s and works as a CEO for one of the largest online banks. He’s never been married, and never really had a serious relationship either.
Instead he’s been travelling all over the world focusing on his career. He’s a super intelligent guy, and despite all of his money he’s incredibly down to earth. The kind of guy that I could talk to for hours about anything. And to top it all off, he is the perfect definition of tall, dark and handsome.
Jack’s eyes are a dark shade of brown, his hair and his beard are almost black, and his skin is tan all year round. He works out a few times a week, so he’s well built but still has a bit of a dad bod going on. And his cock, ugh! My god. His cock is probably the best I’ve ever seen, and that’s something when it comes from an escort.
Even thinking about it gets me wet. Having that hard thick cock sliding up inside of me, and feeling his hands grip tightly on my waist.
He had a certain oomph to him, that just made my knees feel weak whenever I remember about him. I got into escorting not only because of the money and the lifestyle, but also because I love sex and orgasms. And Jack sure knew how to give me plenty of those.
He would always let me cum first and then when my heart would be beating out of my chest, he would fuck me making me orgasm all over again. While watching my face being flushed with pleasure.
Needless to say, I was looking forward to another weekend of playing girlfriend with him.
Later that day, when I was just about done and ready to go out, I heard my door bell ring. Usually Jack sends a car to pick me up, so I thought that it might have been the driver. But when I answered the buzzer, I felt my entire body freeze.
“Hey darling, it’s me. I wanted to come up to your place today before we go out”
I panicked, looked around at my apartment and panicked a bit more. I’m a tidy person, so there wasn’t any mess, but my apartment was certainly no where near his standard.
“Uhm. Hey, didn’t expect you here. Uhm I just need to get my shoes, I’ll be down in a minute.”
“No Lara, open up. I have something for you, and I think you’ll want to put it on while you’re home.”
I scrunched up my face in confusion. What on earth could he have gotten me, that was so important for me to put on at home? I’m sure I can put on a pair of earrings or a necklace in the car.
“Are you sure it can’t wait until the restaurant?”
“Lara just let me in, I’m freezing down here.”
I took another look around my apartment, and gave up
“Ok fine, come up to the third floor.”
“Perfect, coming up now.”
I took another look in the mirror, fluffed up my hair a bit and stood in my door way waiting for him to come out of the elevator.
“Wow, I knew that dress was perfect for you. You look even better than what I imagined”
I sort of forgot my worries when I saw him, and blushed a little.
“It’s great seeing you again, and thank you for the dress I love it.”
He gave me a hug, and I made space for him to walk inside my apartment. Which in the escort manual is a big no no. I was told countless times that I should never allow a client into my real personal life. But Jack felt different, like he wasn’t even a client anymore.
“Well, it’s not much but this is my little cosy place. So what is it that you had to give me, that couldn’t wait until we got to the restaurant anyway?”
Jack’s eyes were skimming through my apartment, analysing every little corner that his sight could reach. Then he pulled what looked like a little box out of his coat and handed it to me.
“I came across this, and I thought of you when I saw it. I think you’ll enjoy it”
I scanned it suspiciously and then opened it to find a small bullet vibrator in it.
“You got me a vibrator?” I asked holding back a laugh.
“Not just any vibrator, I can control that from my phone. I want you to put it on before we go out. So I can tease you while we’re out.”
“You want me to wear this outside? Like at the restaurant, or at the bar?”
“Yes exactly. I want to tease you with all night, and maybe even get you to orgasm. All while people around us have no idea what we’re up to.”
I tossed the vibrator around the palm of my hand, weighing my options. Thinking about how crazy of an idea it actually is. Even though this would be the craziest thing I’ve done with a client so far, I actually kind of liked the idea. The little horny person in me, was screaming to go along with it. So I looked up at Jack, smiled and said
“Ok let’s do it.”
I went in my bedroom, put a little bit of lube on it and slid the inner part of it inside me.
Then I moved around a little to make sure it’s comfy and headed back out. Jack was staring at me like he had just laid his eyes on me for the first time.
He grabbed my coat, put it over my shoulders and we both headed out, into the limo that was waiting for us. I felt so shy that I couldn’t even look at the driver when he opened the door for me. As if he knew that I was wearing a phone-controlled vibrator.
Jack and I spent the whole ride updating each other on what happened in the past month. We spoke about my mum’s visit, and about his sister’s new baby, and we laughed at some silly pictures of my cat.
So by the time that we got to the restaurant I had forgotten all about my vibrator. But then, as soon as the host came up to us, I felt a tickle in my panties which immediately reminded me of what I had agreed to.
I looked over to Jack who was casually talking to the host, and then followed them to one of the tables.
“Does it work?” he asked looking at me with desire in his eyes.
“Yes it does” I said with a cheeky smile
We went on with the dinner, had some great food and drank a lot of expensive wine. But I was slightly disappointed that Jack didn’t even touch his phone throughout the entire dinner.
I was sitting there, feeling like I should remind him. I wanted to ask him to turn it on, my pussy was almost aching for it. Then just when the host asked us if we’d like desert, Jack took the phone in his hand and said
“I think I’ll skip it for today, how about you dear?”
I smiled at him knowing that he was about to get desert, just not at that restaurant. I felt the vibrations lightly playing, and replied to the host
“I’m good too, thanks.”
The vibrations got stronger as the host walked away from us. I tried my best to keep a straight face and looked around the restaurant to see if anyone could possibly know what’s going on.
I wondered if the guests or the staff, could see me breathing deeper as I absorbed the vibrations through my clitoris, all the way into my pussy.
Then the vibrations got even harder, I crossed my legs hoping to lessen the effect like I was trying to control my pleasure. However, I quickly found out that crossing my legs didn’t help at all.
If anything it made it worse, I somehow moved it to hit exactly on my favourite sweet pleasure spot. I placed my hands on the arm rests and wrapped my fingers around them, all while Jack looked at me with pure satisfaction on his face.
My panties were getting wet, and I could feel sweat starting to build up between my thighs. My heart was beating faster, and it was becoming increasingly difficult to keep myself from moaning or moving.
Jack could tell that I was enjoying it so he pulled his chair closer to mine, placed one of his hands on my thigh and the other behind my neck. He moved in, kissed me and bit my lower lip. Then he moved away slightly and whispered
“Don’t move. Stay still. I’ll make you cum in that chair, then I’ll take you to my hotel room and fuck you until your legs are shaking”
His words were all I needed to hear to get out of my head and enjoy the moment. I leaned back into my chair, grasped the arm rests even tighter and sat there as I felt my pussy getting even more sensitive. Finally, I start to edge towards orgasm, I squeezed my legs tighter together, and gasped for air as I came. Hard, so fucking hard.
Jack finally reduced the vibrations all the way until it was switched off.
I closed my eyes, opened my legs and giggled as endorphins ran all across my mind. The excitement of nearly getting caught was riveting.
He motioned to the host to get the bill, grabbed my arm and said
“Let’s continue this in my hotel room, I’m not done with you just yet.”
I took in a deep breath, smiled and followed him outside curious to see how much pleasure that night held.