The Agency Ch. 26 (Mexican Getaway)

Story Info
Joe takes time to figure out his feelings.
4.3k words
4.7
13.1k
14

Part 26 of the 30 part series

Updated 06/14/2023
Created 03/07/2016
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
tnhardon
tnhardon
392 Followers

Tuesday came quickly, which was good due to all of the emotions running through my mind. Jake "The Snake" brought a pack of beer and we sat on the couch, watching baseball and catching up on the time that had past.

Jake was a veteran of The Agency and spoke of his exploits very nonchalantly. Even after spending more than a year with The Agency, it amazed me that people could be in this line of work and not be mesmerized by the opportunity that they had.

The mood was very light, but my heart and mind were still filled with gloom. I knew that the thoughts that had been plaguing me since departing from London were crazy, but I needed time to work through these feelings with someone else. Jake wasn't much for emotion, but he was the only friend that I could confide in.

"I've got something I've got to ask you about," I said during a commercial break between innings, "How do you keep yourself from getting too emotionally attached to your clients?"

"What do you mean?" Jake said as he gulped down the last of his third beer.

"Like, I've had clients that I would consider friends. Jennifer Lawrence and Ariel Winter are great girls, but they feel more just like a fuck buddy. I care about them as friends, but don't have any deep feelings for them. But, then I run into people like Taylor Swift, Kaley Cuoco and Emma Watson who I just get fixated on. We aren't just building a physical connection, but we also build a deep emotional connection."

"So, like you are in love with them or something?" Jake asked.

"No. Well, maybe. I'm not really sure what it is," I said, before taking a big swig of my beer.

"Well, dude, I'm not sure what you want me to say," Jake replied as he opened another bottle, "I just look at these ladies like girls in the bar. The only difference is instead of a one night stand, it lasts a little longer."

"So you don't have feelings for any your clients at all?"

"Not really. Why would I? They are paying me to do one thing. They aren't looking for love; they are looking to get laid. That's all I try to do. My feelings for Erin are something totally different then the feelings I get with my clients. That is why I like having a girlfriend."

"I guess, but I don't feel like I can just have sex with them without forming some sort of emotional connection. I've never been wired that way."

"Okay, let me put it this way. What do you think is the most that could ever happen between you and a client," Jake said, setting his beer on the coffee table with a more serious tone to his voice.

"Well, I guess I don't know," I sheepishly replied.

"Well, I do know! The most that can happen with you and a client is what you are already getting. You do realize that they are paying you to have sex with them. This isn't 'Pretty Woman'! They aren't trying to save you from this life. You are the guy that takes care of their sexual urges and offers them some companionship. They pay you so they don't have to worry about ending up in a tabloid for getting banged by some random dude."

I took in what Jake was telling me, and it was obviously true. The truth was cutting through me like a knife, but it is what I needed to hear.

"You think that you and Taylor Swift could get married?" Jake continued, "Of course not! We are no names! We are beneficial to women because we are bad boys. Women love to be with the bad boy!"

"I'm not much of a bad boy," I said with a chuckle.

"In reality, no you aren't. You are probably one of the nicest dudes I've ever met. But, to these women they don't see you as some normal guy. To them you are a high end prostitute. I know we aren't supposed to use the term 'prostitute' at The Agency, but if we are being honest that's what this is. They feel naughty because of what they are doing, not because of who you are."

"I see what you mean. It just feels like there is more there sometimes."

"I know it can feel that way, and every once and a while they do get some feelings for you. The thing is at the end of the day, they all realize that you are just a rental. They allow themselves to let their guard down because they know you can't hurt them. You can't break their heart when they know it will never go anywhere."

This point resonated more than any other Jake had made. It had never occurred to me just how easy it was to connect with most of these women emotionally. There were no games, no work; they just let themselves be vulnerable in almost every situation. It wasn't necessarily because I was easy to connect with; it was because they knew that they had no reason to not connect with me.

"Wow, I had never thought of it that way," I said.

"You need to be careful, bro," Jake said very seriously, "Getting attached to clients can not only mess with your emotions, but can mess with your ability to keep this job. Look at your boss. She got attached and she was lucky to get put in the position she has. She could have lost everything. A number of people have."

Jake had long ago filled me in on Eliza's history. I didn't want to jeopardize losing everything, but that didn't prevent the feelings for my clients from starting.

"Focus your emotions on Samantha," Jake suggested, "You two are great together."

"I wish it was that easy," I scoffed, "How do you build a relationship with someone you never see or talk to? I can't build much of a relationship off a few days a year. Samantha is incredible, but I don't see how we can have much of a future in this line of work."

"Sounds like you two need to work that out on your own. Erin and I make it work, but we both have the same expectations and have for quite some time. We take advantage of the opportunities we have together. You're right, we aren't going to get married while we work at this job, but we have still built a nice relationship."

"Well I'll get to spend the weekend with her before I go out on my next assignment. Guess we might just have to have a serious talk before another long break from each other."

"You two should talk. Just don't mess things up, Erin and I need someone to double date with," Jake laughed, playfully slapping my shoulder. I smiled, but found nothing funny about the situation. Emotionally, I was still all over the place. I needed some time with Samantha to refocus and get back on track.

The rest of the night with Jake was less serious, as we continued to enjoy our drinks and the game. Jake called an Uber and left before it got too late. I cleaned things up and went on to bed. It was only Tuesday, and Friday with Samantha seemed like an eternity away.

The next morning, I awoke with a slight hangover so I took things easy most of the morning. As I lay on the couch, a light knock sounded from my front door. I got up and looked through the peep hole, but saw nothing but an empty hallway. Confused, I opened the door and looked down the hallway to the left, but it too sat empty.

"Hey, sexy!" I heard come from the right. I turned my head and saw Samantha. She was dressed in a white tank top and a pair of short jean shorts.

"Wh..Wh...What are you doing here?" I stammered in shock to see her so soon.

"My assignment ended a few days early," she said with a huge smile, "I came straight from the airport because I wanted to see my man."

Samantha walked through the door, pulling me inside with her as she walked. The sweet smell of her perfume filled my nostrils and she brushed past me. Samantha walked over to the couch and sat down. It had felt like such a long time since I had seen here beautiful face. It was surreal to be this close to her now.

"Go pack a bag," she said grinning from ear to ear.

"Pack a bag?" I snickered, still processing her presence in my apartment, "Why?"

"I pulled some strings and got us a private villa in Mexico to stay at for the week. I know that you have to leave Monday for work, so I wanted to make sure I got the chance to spend as much time with you as possible. A plane is waiting for us at the airport, so I need you to get packed so we can run by my place on the way to the airport."

"Are you serious?!? I'll get my bag ready now," I said jogging across the apartment to my room to throw a suitcase together.

Samantha's car waited in front of the apartment. She tossed me the keys to her little white convertible. We stopped quickly outside her apartment and went straight to the airport. Samantha directed me to a separate part of the airport that I had never been to, which was for the private flights.

Next thing I knew, we were inside a luxurious private jet taxiing to the runway. A flight attendant brought us each a glass of champagne and asked if she could do anything else for us.

"That'll be all for now. Thank you so much!" Samantha said.

"If you need anything just press the button overhead. I'll be just in the back room should you need anything," the flight attendant said before disappearing to the back of the plane and shutting a door.

"This is so nice!" I said, "I've never been on a private jet before!"

"This is only the third or fourth time for me. It'll ruin you for commercial, but it is so worth it. My hope is that someday I'll have made enough money to buy one myself. It would take a lot of stress out of traveling for work."

The plane suddenly lurched forward as we accelerated down the runway. I looked over at Samantha who had her eyes shut. It still amazed me that someone who traveled for a living could struggle this much with flying. I reached over and grasped her hand. She opened her eyes and smiled, leaning over and resting her head on my shoulder.

It felt great to feel Samantha's touch once again. All of the emotions that I had felt over the last week began to ease, but I still knew I needed to address the issue with her at some point. Now wasn't the time, though. For now, we needed to do was reconnect and enjoy each other's presence.

"You know," I said once the plane began to level off in the sky, "I never go the opportunity to give you a proper greeting."

I leaned over and kissed Samantha on her luscious lips.

"So, that's a proper greeting?" Samantha said with a smile, "Interesting."

"Interesting?"

"I mean it was a great kiss. You know that I love your kisses. I guess my proper greeting is just a tad different."

Samantha reached across and laid her soft white hand against the front of my pants. Immediately, I could feel myself beginning to harden.

"Yeah, right," I nervously chuckled.

"Don't believe me?"

Samantha unbuckled my belt and had my fly open within a second. She whipped out my now fully hard cock. Unbuckling her seatbelt, she got on the ground in front of my chair and slipped her lips over my head and down my shaft. She slowly slid her mouth back up my cock, letting it pop out of her mouth.

"Hello!" she said with a huge grin.

"I like your way better," I said smiling back.

Samantha went back down and began to work her mouth on my cock. Her red hair brushed against my knee as her head bobbed up and down. Her tongue masterfully rubbed every inch of my dick as she continued to work.

"Oh, baby," I moaned, running my fingers through her hair as she slowed to focus her tongue on the tip of my cock.

Samantha leaned back and pulled her tank top and the plain white bra that was underneath off. Next, she unzipped her jean shorts and pulled them off the skin tight grip they had upon her hips. I took this as a cue to undress as well.

Once we were both naked, Samantha flipped up the arm rest, placing her legs on each side of me.

"Warning, there might be some turbulence," Samantha whispered in my ear before lowering her shaved pussy down on my lap.

I leaned forward and began to kiss and rub her breasts. My kisses moved up her neck and to her lips. Samantha raised her hips up enough for her to grab my hard member and slide it inside her.

"Ohhh," Samantha moaned as she lowered herself down, "gosh I've missed you so much."

"Show me," I whispered into her ear.

Samantha grasped the back of my neck and began to ride me, passionately kissing my lips. Samantha's hips began to rock forward and back, as she did her best to not moan too loudly and draw the flight attendant out.

"I've dreamed about you being inside me ever since you left," she whispered into my ear between pants of breath, "Gosh, you've got me so close."

The pace of Samantha's movements quickened as she chased the orgasm that was building inside her. Her breasts rubbed against my bear chest as they bounced with each gyration.

"Ahh!" she lightly screamed before burying her face into the back of my seat.

Samantha dug her fingers into my arms as she tightened from her orgasm. Her gyrations came to a stop as she seemed paralyzed with pleasure. After a few moments her grip lightened and she pulled her face from my headrest. She began to kiss me, brushing her tongue lightly against my own.

"I want to taste you," Samantha said with excitement.

Before I could say anything else, Samantha was back on the floor in front of my chair and had my wet cock back in her mouth. The thought of the combination of our love juices in her mouth had me right on the edge. The way she worked my shaft let me know that she wanted me.

"Oh gosh, I'm gonna cum," I groaned as she continued to take my dick.

Her head suddenly stopped as my first blast of cum shot into her mouth. My cock pulsated with each shot as I filled her mouth full. With one big gulp Samantha swallowed the full load and began to put her clothes back on.

"Whew! That was a workout," Samantha quipped, "Get your clothes back on so I can get the flight attendant to bring us some drinks."

Our affection the rest of the flight was far more subdued, just playfully kissing and the occasional leg rub and hand hold. We took the time to chit chat about the week ahead. Neither of us seemed to want to talk about our time apart, as we kept our business private. I didn't want to discuss the thoughts that had gone through my mind about my clients with Samantha, but I did want to get a better idea of how we planned to make our relationship work and what our future held. Now was not the time for such a serious talk.

The plane landed and a driver awaited us at the hangar. Our villa wasn't too far from the airport, but the path was far from direct. Gravel roads through palm tree lined forests made me feel like we were being kidnapped. Finally, the forest began to thin. Our villa suddenly appeared around the next curve.

"This place is supposed to be very private," Samantha said as we pulled into the drive, "The nearest house is 5 miles down the beach. We'll have the beach completely to ourselves."

The villa appeared to be relatively new and the inside's modern decorating only reinforced that. The kitchen was fully stocked with food and drinks. A back patio led to the infinity pool that looked out across untouched white sand beach.

"This place is incredible," I said to Samantha hugging her from behind, "Thank you so much for planning this getaway. It is just what I needed."

Samantha turned and placed her arms over my shoulders, "I think this is what we both needed." Samantha pulled me in for a kiss. There was certainly something special about the connection we had. I just hoped the week lasted long enough to savor it.

We took the rest of the evening to unwind from all of the travel. Samantha was especially tired after flying back from her assignment the same day. Within an hour, Samantha had fallen sleep in my lap.

The next few days felt like we were what I assumed a honeymoon feels like. We would wake up and make breakfast together in the kitchen. Next we'd go down to either the pool or the beach. We spent the entire day laughing, playing, talking and loving on each other.

At night, we'd pop open a bottle of wine and make love on a giant bed-like lounge seat that sat on the back patio beside the pool; the warm ocean breeze blowing against our naked bodies as we were entwined in passion. Once we'd finished, we held each other and watched the moon reflect off the ocean waves, until we started to struggle to hold our eyes open. I couldn't imagine a better way to spend a day.

The trip was going perfectly, which made it difficult for me to bring up the thing that had been weighing on my heart all week. How should I bring up such a serious topic? Would the conversation be one that would bring us closer together, or ruin the entire vibe of the trip?

On Saturday night, I knew I couldn't wait any longer. I still hadn't brought up the question of our relationship. In a few days our trip would be over and my opportunity to mention it would be gone. We again found ourselves cuddled on the giant longue bed staring out at the ocean.

Samantha had her head pressed against my chest and her beautiful red hair felt soft against my skin. Her right breast pressed against my abs and her legs wrapped against my own. Her pale skin glimmered in the evening moonlight and her perfect ass shown brightest of all.

"Do you ever think about the future?" I asked, unsure of how to really break the ice.

"I mean, yeah. Doesn't everyone?" Samantha said with a chuckle.

"I mean...do you ever think about our future?"

"Oh," Samantha responded surprised by the serious question. Samantha raised her head off my chest and sat up on her arm, looking up toward me, "Yeah, I think about us and what the future might be like."

"I know this is an out of the blue question, because we haven't really been dating that long. Especially, when you consider the distance that work puts between us. It is just that that I have never been in a relationship that has so much separation."

"Well, this is new for me too. This is really the only relationship I have had since joining The Agency. It definitely isn't easy for me to go a month at a time without seeing or talking to you."

"I'm just not sure how we need to handle our relationship. I really like you! But, I don't want to get myself too deep into this relationship, if I shouldn't be. Do you know what I mean?"

"Joe, I love you! Never in my life have I met a man that is so sweet and caring. Every time I am with you, I feel like the luckiest girl in the world. You should never worry about letting yourself get too deep into this relationship, because I am not going to hold myself back either. I know that our work keeps us from having a 'normal' relationship, but that doesn't mean I treat it any different."

"Samantha...I love you too!"

Samantha smiled back at me. I had felt love in my heart moments after meeting Samantha, but I had always felt like it was too early to tell her. My heart raced knowing she felt the same way.

"So, what do we do from here?" I said, trying to not smile too hard.

"I've actually put some thought into this over the last few weeks. I don't want to do this job forever. I know we both have made quite a bit of money and could probably leave it all right now. But, with how my income has been rising, I think that it makes sense for me to do this for a couple more years. If we both put another two years or so into this we could have enough money that we'd never have to worry about money again."

"And how would we handle our relationship in the mean time?"

"I think that we should take every opportunity that we get to be together and continue to build what we have. I know that we aren't supposed to personal text or call while on assignment, but I'm sure we could get away with talking a little bit at night while our clients are asleep. I don't see any reason we can't build a strong relationship still. It may just not happen at the pace we would like, but we wouldn't have to power through for that long."

"Oof, two years is a long time," I said.

"I know, but think about what our future could be like with just a couple added years. We could make our life anything we wanted. You know how relaxing this week has been. With the money we would make, we could live like this as much as we wanted."

tnhardon
tnhardon
392 Followers
12