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Home / Romance / My Best Friend's Son / Chapter 11 - Chapter 20

All Chapters of My Best Friend's Son: Chapter 11 - Chapter 20

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Tony “Oh my goodness Tony.” Olivia said as she laid next to me. We had a magnificent dinner, to which impressed her so much, she ravaged me shortly after while eating dessert. “You are absolutely amazing.” I was left breathless, she had a lot of stamina. I’ve heard older women are in their sexual prime when they reach a certain age and she was no exception. “That was all you,” I chuckled. “I just laid there and watched you ride me, Cowgirl.” She beamed with delight. She was happy and I was glad that I was the reason for it. “Well I’ll have to ride in reverse before this weekend is over.” Olivia said, mounting me, leaning down and planting a kiss on my lips. “You’re gonna wear me out, huh?”“That’s the plan.” I wrapped my arms around her pulling her closer to me. I could stay like this forever. I couldn’t have planned this weekend better. “Do you want to go and sit by the fire with a glass of wine?”“Do I have to get dressed?”“No, not if you don’t want to.” I smiled. She had rel

Yes, No, Maybe

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

The Return

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

What Now?

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

Feels

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

Think About Us

Olivia I had to get my mind together to deal with the situation with Richard. I had a distraction that wouldn’t allow me to focus on or be happy with Tony at the moment. There was something that was holding me back and I wanted to close one door before opening another. Even though Richard was the one that left his marriage, I had put my all into it and I wasn’t sure if I wanted to do that again with anyone. I enjoyed being with Tony, a lot, but I have some feelings that are growing yet I’m not sure if I should allow them to mature. I don’t want to lose Tony, but I can honestly say that I’m afraid to commit for so many reasons. For one, I’m his mother’s best friend. I value Sharon’s and I relationship and I know it will be strained if she found out about Tony and I. Secondly, I don’t know if I

IDWLIIAWY

TonyI called Matt and confirmed I would meet him at his place for us to go over the details of the business. I was happy to be finally setting up our own business and perhaps have a small physical store if that is a possibility. “It’s good seeing you, Bud.” Matt opened the door, grinning. “I almost forgot what you look like.” He joked. “Yeah right, whatever.” I walked into the apartment, checking out the decor Matt had added since I left. “I see you’ve added a few things here and there.” ‘Yeah well, since you got your place, I figured I might as well take advantage of this place while I can. Especially since you are still paying your half of the rent.” He laughed and hit my arm.

Touch

TonyThe next day, I didn’t hear from Olivia. I found myself thinking about her constantly in my mind. It was my last day off and even though I wanted to know what was going on with Olivia, I would have to wait until she was ready to tell me. I decided to hang out with a few friends, shoot a few hoops at the gym and hang out with Matt after he got off of work. I’d invited him over to see my place at the Elegant Hotel. He was amazed that it was still a functioning hotel as well as the business’s headquarters. Yet the rooms are designated for contracts only, no one could simply go online and get a reservation in the building. He loved the view from my apartment and the amenities it came with. “Shit Dude,” He stared out of the windows with his hands on his hips. “T

Crave

Sharon Matt came over after work and rocked my world. I couldn’t believe this young man had made me fall for him. I can’t say it’s love, but I can say my body aches to see him when he’s not around. I don’t want to be obsessed nor do I want to be clingy, I just need to find some common ground and ride on that for as long as I can. Matt returned from the shower wearing a pair of black lounge pants and a v-neck t-shirt as he walked out from the bedroom barefoot and smelling like the lavender and mint body wash. “Hey babe,” He kissed me on the forehead as he passed me on the way to the fridge. “How are you feeling?’ “Glorious,”I sang. And I did. We had just finished making love -

Honest

TonyThe conference went well, just as expected. However, the client wanted to extend the contract to include dinner. It was good money and this was my job. I had to cancel with Olivia hoping she would understand as I felt she needed some time to think about things because she’s been dealt with an unexpected blow just in an unconventional manner. Olivia needed to redirect her life from a direction she thought she was supposed to follow. She was vulnerable and I didn’t want to be a rebound for her as she needed time to process exactly what she wants and what she needs. Which is why I accepted the extension. Besides, it gave me the opportunity to have a night out with a beautiful woman and have a meal along with a great conversation. “Is this your first time in Chicago?” I asked Ken

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