I was awoken from a deep sleep by the beeping coming from my phone's alarm. After turning it off, I got out of bed and headed to the shower. It had been a rough Memorial Day weekend, and not in the good way.
Friday had started off well as I spent the late morning fucking Kate Hamilton in front of her husband. That sealed an agreement between the three of us in which I would have sex with her after I cleaned their pool.
Everything turned when I got to the public pool after grabbing lunch. As I expected, it was a crowded day, but Rob was able to get two deck chairs at the far end. I passed Bailey in one of the lifeguard chairs walking back there. She gave me a quick smile, but I noticed a slight scowl on her face after she returned her attention back to watching the pool.
Rob quickly pointed out why Bailey was in such a bad mood. Across the way from her was Carter Sullivan, her ex-boyfriend, and the worst person I have ever met, with one of her cheerleader teammates all over him. That cheerleader turned out to be Alexandra "Alex" McCloud, my ex-girlfriend, and a teammate that Bailey had gotten close with recently.
Bailey had told Alex earlier in the week about Carter wanting to go out with her and warned her about him. This new development put Bailey in a bad mood that carried over to our date that night. We had always had sex on date night, but that never came close to happening.
On Saturday, my dad took me to the country club to play a round of golf. Like the last time I played with him, the beverage cart girl on duty was Kate. Both her and my dad flirted with each other when she stopped to take our orders. That was as far as it went due to it being a busy day on the course.
I stayed at home most of Sunday until late in the afternoon. That is when I headed over to the public pool to pick up Bailey due to her not having access to her car. Her mom's vehicle needed emergency work done on it and was stuck in the shop all weekend. Both of her parents needed access to a car that evening, which resulted in me being the good boyfriend turned chauffer home.
After parking in the mostly deserted parking lot, I texted Bailey to let her know that I had arrived. It wasn't long before she was walking out of the clubhouse at a brisk pace. That was odd for her until I saw Alex hustling after her while calling her name.
Stepping out of my RAV4, I heard Bailey yell at Alex, "I told you; I'm not talking to you!"
"Why won't you let me explain what is going on between me and Carter?"
"I don't need your explanation!"
"Cole, can you help me out?" Alex asked me after noticing I had exited my RAV4.
"Let's go, Cole! I am not speaking to this bitch!" harshly exclaimed my girlfriend.
Maybe it was that I also wanted an explanation from Alex about her and Carter. It might have been how rude Bailey was to her teammate and friend. In a rough tone that I only showed with my baseball and football teammates, I said, "Stop Bailey! Let Alex explain what is going on. I want to know why, and I know you do as well."
Both were shocked into silence by my tone. Neither of them had heard me speak that way before as I only did so around my baseball and football teammates.
Bailey was the first to find her words. "Okay... umm... Go on Alex. Explain what is happening between you and... Carter."
"Yeah... so... let me first say that I didn't' do this to hurt either of you. I also thought about it for a while after you told me about what Carter wanted." said Alex. "The reason I have started seeing him is so I can get my fill of dick this summer."
"Seriously?" I quickly asked her.
"Yes. I have needs and figured it would be the easiest way for me to get my fill of cock. Plus, Bailey, you did mention he was a good lay when you two were dating."
"I did but... but... he's a piece of shit!" Bailey exclaimed.
"Yes, he is, and I have already seen that side of him. As I said, I am just using him for his dick. I have no feelings for him regarding a long-term relationship like you two," responded Alex.
Both Bailey and I stood there in silence for a minute as we processed what Alex had told us. It would be Bailey that spoke first.
"I get where you are coming from, but I am still not happy about it. Just be careful around that asshole."
"Don't worry. He thinks he is in control, but it is really me that has the power. I'll break it off with him when I've had my fill of him. What are your thoughts, Cole?"
"It's your life. I'm just not looking forward to him gloating about fucking you to me. But then again, that will be nothing new from him from what he already annoys me with regarding Bailey," I told her.
"So, are we all good now?" Alex asked. The question was directed more towards Bailey than me.
"I guess so, but not sure I will ever be happy about it," said Bailey with a defeated one.
A smile came across Alex's face after Bailey's response. "That works for me," she said before stepping close to her. In a low tone, my ex said, "I won't hold how you treated me over the last couple of days against you. That is unless you want me too,"
Alex surprised both of us by grabbing a handful of Bailey's right breast over her t-shirt. She had a big grin on her face as she gave Bailey's breast a couple of squeezes.
She released her grip and walked away from us. "Think about it and let me know," my ex shouted over her shoulder right before she got to her car. After watching her get in and drive off, I turned my attention back to Bailey.
"Let me apologize for taking that tone with you, but you needed to..."
"Just take me home," Bailey quickly said to cut me off. She then walked over to the passenger side door and got in.
It was an awkward, quiet ride the entire way back to her house. Bailey just stared out the window the entire way lost in her thoughts. I was expecting her to immediately get out of my RAV4 when I came to a stop in her driveway. Instead, she sat there for about 30 seconds until she spoke.
"I want to say that I'm sorry for the way I have been acting the last couple of days. I just didn't take the news of Alex and Carter that well. Even with her explanation of why she is seeing him, I'm still upset about it. Also, you don't have to apologize for your tone in the parking lot. Thank you for driving me home."
"Apology accepted. I get where you are coming from with the news. I wasn't happy about it either, although it affects you a lot more than me. Also, you're welcome for the ride," I said before putting my right hand on her thigh.
Despite giving me a warm smile, Bailey shot done any chance of getting intimate tonight. "Sorry, Cole. I'm not in the mood tonight."
She opened the door and slid out of her seat. "Good night and have a safe drive back home," she said before closing the door. I watched her enter the house before backing out and driving home.
While the thought of jerking off crossed my mind multiple times over the weekend, I had held out hoping to have sex with Bailey. Even with the denial from Bailey on Sunday, I figured I would save up a big load for her later this week. Worst case for me is that it would be her mom that would end up getting my cum on Wednesday.
I hustled out of the house and drove off to the Thomas' house to get there by 9 a.m. Despite it being Memorial Day, Brittany Thomas insisted that I still come by to clean their pool since they had been gone for over a week on vacation. They lived in the same neighborhood as Kate and Steve Hamilton and Brittany Williams' parents. The house was near the top of the hill in the back of the gated community.
Thankfully, there wasn't much traffic on the holiday morning, and I also did not have to check in at the guard gate anymore. That was due to the Hamilton's slipping a swipe card for the gate into the envelope with my tip they gave me on Friday. It was a lot longer drive than I had expected up to the house. I pulled into the Thomas' driveway and parked with two minutes to spare.
Walking up to the front door, I saw a note taped on it. On it was a sentence telling me to follow the path and enter the backyard through the side gate. I followed the instructions, but what I didn't' see was the front door quickly opening and a hand reaching out to quickly take down the note before closing the door just as fast.
Entering the backyard, I noticed the good size pool, hot tube, and waterfall area. It was all capped off by a view of the town from their perch on the hill.
I was taking the view in when I heard a female voice to my right. "Hello, you must be Cole."
Turning to where the voice came from, I saw Gabby Thomas in person for the first time. She was even more beautiful than what I had seen in the photos that she had texted me when we had set up the pool cleaning appointment.
Gabby was wearing a white terry cloth robe that was cinched tight, but I could still make out her large breasts underneath. Her red hair was straight but had just enough volume in it. She was sitting at a table with a cup of coffee in front of her while having a big smile on her youthful face.
"Yes, I am, and you must be Mrs. Thomas," I said.
"You are correct, and please call me Gabby. Calling me Mrs. Thomas makes me sound old," she responded. "Thank you again for coming out today even though it is a holiday."
"I'll do that and it's not problem as I didn't have any plans this morning. So, what do you want me to clean? I don't remember you mentioning anything about the hot tub and waterfall," I said while looking out on the backyard. Taking a closer look, I noticed that the pool was already clean which caused even more confusion.
When I turned back to look at Gabby, I saw a guilty look on her face as she took a sip of her coffee. Before she could answer, the back door opened and out came an older man. He was nearly 60 with salt and pepper hair. The guy was 5-foot, 11-inches tall with a slight gut.
"Hi, Cole. I'm John Thomas. Has Gabby explained everything," he said.
"Umm... no... she hasn't explained anything. I'm confused because I was hired to clean your pool. However, I can tell that it has already been cleaned," I told them.
John gave his wife a look and they seemed to be silently communicating between the two of them. Eventually, Gabby cleared her throat after taking another sip of coffee.
"There is a lot to explain, but I will cut right to the chase. We want to hire you under the premise of cleaning our pool. However, we have a different job we would like you to perform each week. And that would be..."
She took a deep breath to calm her nerves and looked at her husband for reassurance. After he nodded his head, Gabby continued, "We want to hire you to come over and fuck me."
"What... seriously... you want... I don't... what?" I was too stunned to come up with a full thought after the revelation.
"Cole, take a seat and we'll explain everything" she said in a calming tone.
I walked over and took a seat across from Gabby. Her husband joined us and sat on her left side. He seemed nervous about what Gabby was going to reveal regarding their intentions with me.
"To start off, I have to say that I crave sex every day. While I can be satisfied by either pleasuring myself, or John eating me out, or one of my girlfriends getting me off, there are days I just need a good cock to fuck me."
