LOGINOlivia
The rest of the weekend was absolutely magical. Tony knows exactly how to please a woman. I must admit that it was the first time I had gone without underwear the entire weekend. There was no reason for me to pack them as they would have never stayed on. Tony and I fucked practically all day, three days in a row.
My thighs hurt as I walked in the house from our trip. We had sex one last time early in the morning as the sun was coming up on our last day together - my contract was over. Tony had the service drive me home while he went to the office. I didn’t want it to end, I could have lived inside the fairytale with Tony for a lifetime, as long as I didn’t get older - which is inevitable. I wanted to check my bank account to see if I could afford another contract. I’m pretty sure I could but I completely understood why Sharon turned to the pool guy as the contracts can get a bit pricey.
I walked into the house and it seemed a bit strange and a little off. It was quiet, but almost too quiet. Robert should have been home doing his usual thing, laying out on the patio with music blaring from the speakers almost everywhere in the house. But he wasn’t laying out next to the pool. I heard a faint sound of music coming from the opposite side of the house. The noise was coming from Robert’s man cave. It sounded as if the television was left on or he was watching it. The closer I got to the door the more I realized, I heard moaning. Robert was watching a porno!
I knew he would jack off in his man cave; I’ve heard him from time to time in his room after we’ve had an argument. He must not have been able to hook up with one of his flings so he had to masturbate at home with the help of a porno. I wanted to catch him in the act so I smiled and burst through the door.
The smile on my face quickly faded. Robert wasn’t watching a porno he was the star of his own, with him entertaining two young women, both sucking on his knob. A porno was playing on the television in the background but they were having their own little soiree. I was frozen, watching these women licking and sucking on his dick, which had to be medically enhanced as it was never that hard, standing erect with no assistance of his hand.
“SO THIS IS WHAT YOU’VE BEEN DOING IN HERE?!” I screamed.
All three were on the floor in front of the couch getting the job done. Both women looked up and gasped. Robert sat up and his face went pale, finding me standing at the door.
“OLIVIA!” He yelped as the two young ladies were already in the process of grabbing their shit and leaving.
“Did you know he was married?” I heard one ask the other as they slipped on their shoes heading for the door.
“They all are usually married ladies or have some serious relationship issues.” I quipped as they passed me.
“Olivia,” Robert started.
“Don’t Robert. Don’t. I don’t want to hear it.” I interrupted.
“What do you want then?” He asked.
“A divorce.” I answered.
“Olivia, be reasonable.” Robert stood up grabbing the couch pillow to cover his privates as if I hadn’t seen them before.
“Be reasonable Robert?!” I stepped back and put my hands on my hips. “I just caught you with two girls young enough to be your daughters if you had one!”
I turned and walked out of the room with Robert hot on my heels trying to put his clothes on.
“Olivia!”
“I’m calling my lawyer, Robert. I’ve had enough of this shit!” I said heading towards the door.
“Can we talk about this?”
“Do you really want to talk about this Robert.?! You’ve been fucking so many women, apparently you’ve forgotten who I am and if I give a fuck!”
“You brought this on! You just gave up on us. You wanted children and you wanted to be a wife! I gave you what you wanted!”
“You didn’t give me children, remember!? Wrong woman!” I yelled walking out of the door and heading to Sharon’s.
I walked around the cul-de-sac to Sharon’s house. Robert came to the door in his pants, yelling my name but I ignored him and kept walking. I rang the doorbell several times before Sharon finally came to the door with her hair all out of sorts. She looked as if she had just awakened.
“Did I wake you?” I knew I looked like a crazy person. “I just caught Robert cheating in my home!”
“No, you didn’t wake me, but Oh Shit! I’m sorry Sweetie.” She looked at me and I broke down crying. She wrapped her arms around me and I bawled like a baby.
“I don’t know what is wrong with me?!” I said standing up, wiping my eyes. “He was with two girls! Two Sharon!”
“Aww Honey, c’mon in.” She understood my pain, anger and my confusion. “I’m sorry, Honey. I didn’t know this would happen like this.”
We walked into the living room and sat down on the couch.
“Ok Ms. Hamilton,” Matt, Tony’s friend, came from around the corner. “I’ll give this to Tony when I see him.” He said as he walked towards the door looking a bit disheveled and carrying a duffel bag. I noticed his shoes were untied as well.
“Uh yeah,” Sharon cleared her throat. “You do that. Tell him to call me.”
“I will!” Matt yelled from the door. I heard the door slam when he left.
“Do you want something to drink?”
“Yes please.”
“Red or White?” Sharon asked.
“Strong and hard.” I replied.
“Damn.”
Tony
I made it home from my weekend with Olivia and I was totally drained. I underestimated her stamina, which continued to turn me on. She allowed me to fulfill her deepest, wildest and dirtiest sexual desires and she loved every bit of it. I loved hearing her call my name as I fucked her senseless.
I smiled when I thought about her laying in the bed and her hair a mess. The sun shone through the window making her glow as the beams of light danced across her skin. She was absolutely beautiful. My dick moved when I closed my eyes and saw her looking back at me, it made me blush seeing her smile at me. This was someone who had the opportunity to watch me grow and become a young man. She was at my high school graduation and the only reason she didn’t make it to my college graduation was because she was on vacation.
This woman has been part of a good portion of my life. And now I get to see her rebirth. She needed someone like me to make her feel alive and I loved seeing it in her eyes when she looked at me. She would mesmerize me when I would catch her gazing at me. Olivia was fascinated with me. Ironically, I felt myself feeling the same during certain moments when we were together. She had a way of making me feel special and that she could possibly love me as an equal and not just some young guy.
I guess my hesitation was not wanting to be rejected by her. Olivia loves the fact that I can supply pleasure to her willingly and wantonly but I’m not sure she could open her heart to being in a real relationship because I’m younger. The last thing I need is for someone to be my mother - I have one of those already. I needed a lover not a mother. I have a feeling Olivia wants to be with me as a play thing, someone she can string along sexually. I must admit, the sexual part of it is great, but eventually I would want more.
Just as I was about to head into the shower, I got a call from Matt.
“Hey buddy,” he sang from the other end. “You’re a hard person to get in touch with. They got you working that hard?”
I smiled and chuckled. “If you only knew, buddy. Wassup?”
“Nothing much. I wanted to tell you that I’m sending you a website to purchase the supplies for the shop. Check your phone for the login information.”
I placed the call on speaker and checked my messages. “What am I looking for?”
“It’s a website. We have an account.”
I clicked the link and it opened a sporting goods online shop for us to buy sporting goods wholesale. It wasn’t for regular consumers but big name brand stores.
“How did we get an account with these guys?” I scrolled the website checking out the items available to purchase in bulk quantities.
“I opened an account. We have 15k in credit.” Matt uttered.
“What the fuck?! How did you get 15k, Bro?” I asked. I grabbed my towel off my bed and placed it on the toilet while turning on the shower.
“Yo Bro, remember when we were talking about older women?”
“Yeah, I remember. She just gave it to you?”
“Pretty much. Just like I gave it to her.” He chuckled.
“Oh damn, Bro. It’s like that?” I smiled knowing exactly what he was feeling.
“Dude, I don’t know how to explain it.” Matt’s voice trailed off as if he was reminiscing just like I was about Olivia. My dick moved just thinking about her.
“I know what you mean, Dude. More than you know.”
“Well since I have gotten us off to a good start, I’m gonna let one of my jobs go so I can work on our business.” Matt was a good friend to have. He was determined, just like me, to get this business up and running.
“Good, good.That sounds like a plan.” I scratched my head thinking how I wanted to tell him that I didn’t want to leave the job just yet.
“So are you going to have some time to work on our stuff too, while still with your job?”
“I should be able to. I just finished a project that kept me busy the entire weekend. So I’m good for now. I have nothing lined up so I can focus on it for sure.”
“Great. All weekend, huh? They really have you busy.”
“When I get placed on a project, I am very busy and unreachable. But it really depends on the length of the project and the expectations.” I wanted to tell Matt that I worked for the service to give him an idea of what projects I deal with.
“Your job sounds so great and so vague, what exactly is it that you do?” Matt finally asked, giving me the chance to spill the beans.
“If I tell you, will you NOT say anything around my mother?” I put the phone down on the side of the sink and grabbed a face mask from the cabinet.
“Your Mother?!” Matt questioned. “Why?”
“Dude, just swear you won’t tell her.”
“I swear, Buddy. What’s going on? Are you a contract killer?” He joked. I chuckled and shook my head.
“You’re ridiculous. No, but my work does involve contracts.”
“Okay, and?”
“I work for AT YOUR SERVICE.” I finally admitted.
“What?! The escort service?!” Matt was taken back. I guess I was a ‘goody two-shoes’ to him.
“The very same one.”
“Aw, Shit! Dude! My Buddy! How’d you swing that?” Matt was excited and curious. “I would have never guessed you would sign on for something like that.”
“A buddy of mine from school told me about it. I applied, went through training and started working.”
“Shit, that gig is sweet! That’s why you haven’t come home, huh?” Matt realized.
“Yeah, they gave me an apartment. I have to stay during my probationary period.”
“How long is that?”
“I think about 6-8 months. After that I can get another place, they have employee residential buildings all over Chicago. This company is amazing.”
“Damn. So are you going to be able to work on our shit or not?”
“I’ll be able to work on it. I don’t have contracts all the time. I have the option to choose which contract and the duration.”
“So when you say contracts, are you talking about women?”
“Pretty much.”
“Really?”
“Yes. Hey listen, I’m about to jump into the shower. I’ll call you when I get out and tell you all about it.” I laughed as I saw he was intrigued. It would be surprising to find out Matt was interested in joining.
“Aight Dude, call me back. I need to hear what went on this weekend.” He laughed and hung up.
TonyI called Matt on the way to the office to close out my contract with Olivia. He was thrilled to hear about the service, but he said he couldn’t do what I do. He said he would find himself becoming attached to someone.“Besides, I think I’m already stuck on the person I’m seeing.” Matt admitted.“Ah, I see. You sure it’s not just the sex?” I pushed the button for the office floor in the elevator.“I thought it was at first,” he chuckled. “Only because I figured she wasn’t serious. I’m still not positive.”“You’re not positive? Don’t you think you need to know what the expectations are before you admit you’re falling in love? That’s being vulnerable
SharonOlivia had some timing. Matt and I had just finished fucking in my bedroom when she banged on the door. Matt played it off well pretending to pick up and deliver something for Tony. We were grabbing our clothes hoping they weren’t inside out due to us snatching them off when he arrived. We normally would take a shower afterwards and go another session but that was called off due to Olivia finding Robert with two women at the house. I knew it was just a matter of time before Robert started taking advantage of the situation with Olivia being out of the house on the weekends. She’s gotten hooked up with someone that is rocking her world and I couldn’t complain, I did the same exact thing. Shit, I have Matt tapping me very well at the moment and I really didn’t expect that. I’ve seen this young man grow up and pay very close attention to the needs of a woman. Our connection is so deep it's intoxicating and I don’t want to give him up. I was going to ask him to stay the night, but
OliviaThe rest of the weekend was absolutely magical. Tony knows exactly how to please a woman. I must admit that it was the first time I had gone without underwear the entire weekend. There was no reason for me to pack them as they would have never stayed on. Tony and I fucked practically all day, three days in a row.My thighs hurt as I walked in the house from our trip. We had sex one last time early in the morning as the sun was coming up on our last day together - my contract was over. Tony had the service drive me home while he went to the office. I didn’t want it to end, I could have lived inside the fairytale with Tony for a lifetime, as long as I didn’t get older - which is inevitable. I wanted to check my bank account to see if I could afford another contract. I’m pretty sure I could but I completely understood why Sh
OliviaTony made me addicted, something that I hadn’t planned. He made me feel seen, wanted and cared for and that was a feeling I hadn’t had in a very long time. I didn’t want this feeling to leave. He opened me up and tapped directly into all of my sexual desires. If only he was older and I had met him before Richard, we could have been amazing together. What we have now is something that is uncharted for me. I was not prepared to connect with someone so young beyond it being sexual.My connection with Tony was natural because of our history, which made it so easy to grow feelings for him. I needed to keep them under control because this could go so wrong and once it gets off the rails, it’s so hard getting the rhythm back. I woke up to birds chirping in the background along with a nice cool breeze across my back as I laid on To
OliviaThe weekend was finally here and I was anticipating being exhausted the entire time. Tony arranged for another car to pick me up and I was ready and waiting. Just as I was leaving the house, I saw Sharon leaving as well.“Hey Olivia!” Sharon waved as she walked down her walkway leading towards the waiting car. “Have a fantastic weekend!” She said excitedly.“Thanks Sharon, I will!” I waved back as the driver exited the car, opening up the back door. Inside, to my surprise, Tony was waiting for me. My eyes bulged and my mouth opened as I entered, having the driver close the door behind me. “Tony, what are you doing here?”He grinned before leaning over planting a soft kiss upon my lips. “I wanted to see you. I couldn’t wait until you came to me.” Tony looked as if he wanted to devour me right there in the car. “But you’re mother?!” I uttered. “Don’t worry, she can’t see in here, the window tint is too dark. All she knows is the service has picked you up.” He smiled confidentl
OliviaI feel exhilarated! I feel as though I could run a marathon. It was a refreshing change from having had to deal with my non-existent husband. Being with Tony allow my spirit to run free as we fucked the entire night and again in the morning. With him being a younger guy, he had the stamina to ravage me relentlessly. Sharon was right, I was missing out on the younger guys. He was absolutely phenomenal and I can't even share it with her, she would kill me to know that I fucked her son. And planned to do it again over a weekend. Tony hadn't told his mother that he worked for the service she suggested I try. It was a great idea since Robert was fucking everyone else except me. He didn't need me as his wife anymore, he had found replacements. And so did I. I planned to meet up with Tony for a long weekend, enjoying having him between my legs repeatedly. I didn't imagine I would enjoy myself with Tony, but he makes me feel so comfortable.I was lounging in the backyard near







