Tim, Jim, and Nikki
One of the clients I will remember fondly was a married couple by the name of James and Nicole. They wanted me to call them Jim and Nikki. When I picture straight couples they’re usually a little bit on the grey side, slightly bitter towards each other due to many a sexless night, not that open to adventure, or they enjoy spending the day people watching at a café. Not Jim and Nikki.
A few months had passed since I first had sex with my pimp Ashley, and I had gotten the hang of this escorting thing. She was really patient and eased me in to more difficult assignments. My first client was a gay man in the village who’s boyfriend was out of the country for a while. Next was a woman who simply wanted to be taken out on a date. Once I got comfortable with the routine of “cash up front, fun next” I got assigned my first straight couple. I didn’t really know what to think since I had never been with a straight couple before, so this was gonna be a surprise.
I made my way to the address I was given. I didn’t have any sort of context as to what my clients wanted. The only note was, “We’ll talk about it when he gets here.” I rode the elevator up and knocked on the door. I was greeted by a very photogenic couple; so photogenic you would think they were modeling in an IKEA catalogue.
“Hey! You must be Tim. Come on in. It’s so nice to finally meet you,” James greeted.
I replied, “Yeah, you must be James and Nicole?”
“Please call us Jim and Nikki,” Nikki said with half a smile.
Jim and Nikki were in their mid- to late-40s with no kids and pretty decent jobs, so they’re making lots of money. I assume that they’re rich since they were able to afford my hourly rate as well as living in a high-rise penthouse apartment in the downtown core. Jim was a tall, white man with black hair, hazel eyes, greying sideburns, wrinkles around the eyes, an extremely rough stubble that looks like it’s been shaved for a week, and spoke with what I thought was a hint of a French accent. Nikki was a slender black woman, almost as tall as her husband, the whitest teeth I have ever seen, sporting shoulder-length curls, and big eyes that somehow looked simultaneously excited and worried. I shook their hands and I could tell they were nervous. Jim’s hand was calloused and sweaty while Nikki’s hand was smooth to the touch and slightly shaking from the nerves.
We sat in their living room and chatted a bit. For a couple to have so much money you would think that they would dress for the occasion, but they went with the classic V-neck and jeans. I couldn’t quite make out either of their emotions which filled the air with awkward silences. They weren’t really sure where to start, so I decided to direct the conversation.
“So I can tell you guys are nervous, and this is probably your first time hiring an escort,” I said.
Jim replied, “Is it that obvious?” He chuckled. “This isn’t really what we usually do. We’ve been married for almost 15 years now, and this is the first time we’ve done something like this.”
“No worries at all. Although before we start, this is part of my rate. I will need the cash for the hour now before we speak any further.”
“Oh, of course!” Nikki says as she grabs the money from her purse. “It’s just that we don’t want you to think we’re weird or anything.”
Honestly that made me giggle. I think they forgot the profession I’m in. “It’s totally fine. I can guarantee you that I have seen and heard it all. Now, what’s up?”
They look at each other and back to me trying to decide who should speak first. Jim opened his mouth to say something.
“I was hoping you can fuck me while she watches. She likes the idea of me having sex with another guy while she masturbates. I’m straight though! But…yeah.”
Nikki interjected, “I just really want to see him get fucked. Like it’s not even a racial thing? Or maybe it is? I don’t know. I can’t explain it. Is that weird?”
“I know what you’re thinking. Why would a straight guy do this? I just love my wife, and I’ll do anything to make her happy.”
“This is weird for you, isn’t it?”
I paused for a second. Not because I was freaked out, but more because of him having to reinforce his straightness. That was odd to me. I don’t really care about your orientation. You hired me for a service because you have needs that aren’t being met. It’s all good! At this point, they really seemed so nervous that they almost wanted to back out. I had to reassure them quickly.
I said, “No, it’s fine! Really! You wouldn’t believe how common it is for straight guys to want to have sex with a guy.”
They looked relieved and let out a sigh as if a weight had been lifted. It’s so funny how people will do the most mental acrobatics to doubt themselves only to find out that it wasn’t really a big deal. I walked them through the mechanics of how this was gonna go. Jim did do his homework and cleaned up and ate the proper bottoming diet. Nikki said how she just wants to sit on a chair at the foot of the bed. I walked him through lube and safe words and what sensations to expect. It’s interesting to see them mentally take notes as I told them all this. I guess even in your 40s you’re still learning. As soon as we got through the administrative part of things, not another moment was wasted.
They guided me to the bedroom. Nikki started to undress and sit on the chair and straddled her legs on the edge of the bed. Sort of like stirrups at the doctor’s office. Jim and I proceeded to take each other’s clothes off. Jim was still unsure and I can feel from the chill on his skin that this was going to be uncomfortable.
I asked, “Is it me or are you still really nervous? Is there something I can do to make this easier for you? I want both of you to have a good time.”
He replied, “I don’t know. I just…I’m not gay, okay? I’m just trying to make my wife happy.”
“Hey, it’s fine. You don’t have to prove anything to me. I can tell by how far you’ve come and how many clothes you’ve taken off that you really love your wife.”
He didn’t realize it, but his hard cock was throbbing in my hand as he lovingly stared at his wife rubbing her pussy.
“Oh wow. Yeah this is…kinda hot,” he said surprised.
“Right? It’s about to get hotter. Just relax.”
For a straight guy, he sure knew how to kiss another man. His lips held firmly on my tongue and refused to let me go. One of his hands firmly grasped at my ass cheek and the other hand put a finger on my asshole and rubbed small circles sending chills up and down my spine. I caught a gasp of air and started to kiss his neck. His finger is still in my asshole and his eyes rolled to the back of his head. Nikki is comfortably sitting down and rubbing her nipples and licking her lips enjoying the front row seat to the show. She starts slowly scratching her skin and rubbing her neck making sure never to break focus from the scene in front of her.
I worked my tongue down from Jim’s neck, through his chest hair, down his treasure trail, and making a brief stop at his pelvis and pubes before swallowing his cock. He let out a sound which was a strange mixture of initial fear which then quickly subsided to pleasure moans. He put his hands on the back of my head and started to skull-fuck me. Nikki is wet and starts to rhythmically tap her pussy lips and lets out a very soft “I love you” to Jim. I can tell that this was a very happy couple. Their love for each other was palatable. In the throes of passion and fucking through the beads of sweat rolling down our faces, there was one moment that stood out the most.
In between the gasps of air from choking on Jim’s cock I was able to open my eyes and look up to see how he looked at her. There was so much admiration and care from one human to another. I really wanted to make them happy. I decided to give them a bonus, so I got up and sat on his cock. Oh my god, it was really thick! It caught me off guard for a second because I needed to catch my breath. I let him enter me with so much force that my back arched and my eyes rolled. He fucked me like how I imagined straight guys fuck. He was fast and percussive like a jackhammer. I held on to the headboard trying to maintain balance. Nikki is looking at us with so much focus making sure not to miss a single moment. She reaches under the bed and pulls out her vibrator.
“Fuck that’s hot. I really need to see you fuck him.”
And like a good boy I complied.
Jim laid his head by the foot of the bed so that he’s close to Nikki. I poured a lot of lube on my dick and on his asshole and slowly entered him making sure that he’s comfortable. Jim was doing his breathing like I told him to. He was extremely tight as expected, but once I finally got the last inch inside him both he and his wife had this moment. I couldn’t explain it but it seemed as if they were frozen in time. Both their eyes opened wide as if they had made a new discovery. He grabbed her ankles, she inserted her vibrator while on the highest setting, and I started to thrust. What’s strange is that even if all three of us were in this moment together, I felt like an outside. I felt like I was interrupting a very important moment in a couple’s journey and that I should have left. It felt fragile and precious and sensitive. But most of all, it felt amazing.
As they continued to share this moment, I kept thrusting and fucking him while she kept masturbating and not breaking eye contact with her husband. I was going to announce that their time was almost up and I was about to cum, but I kept quiet and came in his ass anyway. I kept jacking him off until he came, and Nikki reached her orgasm from seeing the cum drip out of her husband’s throbbing cock. I slowly pulled out my cock from his ass, and the three of us just sat there silently enjoying the afterglow of an amazing orgasm.
Even then I still didn’t feel like I belonged there as they were in this moment frozen time. I didn’t know what was going through their heads. All I knew was that it was a lovely moment for the both of them. I felt like I was interrupting them, so I decided to gather my clothes and head out. As I grabbed my bag and inched my way to the door, they stopped me to thank me. I told them how much of an honour and a privilege it was to share something so special and momentous with them. They even gave me a tip!
I left their place knowing I did a job well done. But what resonated with me and will stay with me for the rest of my life is seeing just how deep love can get. Just by seeing how these two individuals interacted, I could tell that there was a sense of love that was more than just being comfortable with each other sitting in silence. There was a love between them that was thoroughly nurtured through years of trust and communication and passion. You can’t teach that kind of love between people. Through their glances I could feel that they knew how to fall in love over and over again; this alternating sense of strength and vulnerability. It was the kind of love that you hear about in movies or between soulmates if you believe in that kind of thing. You never really know where and how you will experience love, but when it does I hope you can experience it the way Jim and Nikki did. Reader, I hope that if and when you get the same love and joy that this couple found, hold on to it tightly for as long as you can. It’s that small bit of happiness that we are ill afforded these days. Jim, Nikki, if you ever read this, please know I still think of you both hoping your love for each other still burns as brightly as the day I came in Jim’s ass.
As I rode the elevator down, one thought circulated in my head that I couldn’t shake off: I wanted what they have, and I’m scared I’ll never get it.