πŸ“š chronicles of cole Part 2 of 6
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Chronicles Of Cole Ch 02

Chronicles Of Cole Ch 02

by crazysouth09
19 min read
4.57 (5300 views)
adultfiction
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The next morning I woke up to a couple of texts. The first from Bailey telling me she could not wait to see me tomorrow for our date. The other was from her mom.

"What a BIG load! I wish I was there to clean you up last night. I'm looking forward to our next time together 😘."

What I had thought might just be a one-day thing was going to be anything but with Mrs. Shaw. While I was worried about what could happen if I met up with her again and was caught, my brain between my legs had other ideas as I had gotten partly hard thinking about yesterday. It didn't help that I have had a small crush on the mature blonde woman for the past five years since she got her breast implants.

After getting dressed, the smell of breakfast had waffled upstairs and meant only one thing. My Dad wasn't going into the office for work and probably had a round of golf scheduled for later in the morning or early afternoon.

My Dad was just setting down a plate with a cheese and veggie omelet, sausage patties, toast, and fruit at the kitchen table.

"Perfect timing. Grab something to drink and enjoy," he said.

After a few minutes, my dad asked, "how are things going with your pool cleaning?"

"It's going well. I have six regular clients that I clean every Tuesday, Wednesday, and Thursday," I said before taking another bite of food.

"Just six clients and only three days of work? Cole, when I okayed you doing pool cleaning as a summer job, I figured you would have at least 10 pools you'd be cleaning."

"I'd just thought I would follow in your footsteps and enjoy four-day weekends," came out of my mouth before eating more of my breakfast.

My Dad's fork clanked off his plate and he gave me a stern look. "I've worked my ass off to be able to have a job that allows me a flexible work schedule. YOU have a summer job cleaning pools and should have more than SIX clients. In the next two weeks, you need to have at least four more clients. If not, then I can set you up with a job in the mailroom at my office where you can put in five, eight-hour days."

"Okay, okay. I'll work on finding more clients. I really don't want to work in the mailroom," I said right before my phone started receiving multipole text message notifications.

"Good," my dad said. "Has to be some pretty big news for all those text messages at once."

Pulling my phone from my athletic shorts pocket, I saw that I had five texts from numbers I didn't recognize. Opening the most recent one, I was surprised a little by the message.

"Hi Cole, my name is Kate Hamilton and I got your number from Jennifer Shaw. She said you were cleaning pools this summer and my husband and I would like to hire you. Let me know your availability and when you can start."

I read the other four messages, and they were all asking about my availability to clean their pools. Looking up from my phone, I said, "Well, it looks like I won't be working in the mailroom this summer. Just got five new clients."

"Seriously?" my dad said.

"Yes. Apparently, Bailey's mom recommended me to all of them. I told her yesterday that I only had five other clients. Guess she decided to help me out."

"That was nice of her to do. I haven't seen Jen and Tim in a while due to him being busy with work. How are they all doing?"

"Mrs. Shaw said they are doing well but busy as you mentioned. Bailey and her dad are coming back from Los Angeles today after taking campus tours of UCLA and USC the past couple of days."

"That's good," he said. "I'll probably give Tim a call later today and see if he wants to play a round of golf this weekend. Care to join us if you don't have plans already?"

While I'm nowhere close to making the high school golf team as I'm lucky to break 100, I do enjoy playing the sport. My Dad had me pick it up two years ago. It was a way to spend more time together and he said it would be helpful to know how to play in the future if I go into any sort of business field. "I might be able to join you all. Just let me know the day and time if Mr. Shaw can play and see how it fits into my schedule."

"Okay, I'll let you know what I find out," my dad said while slightly shaking his head in amusement before returning to eating his breakfast.

My dad, William Webb, or Will for short to his family and close friends, is 43 years old, an inch taller than me at 6-foot, 2-inches with brown hair that has some grey starting to show on the sides. He weighs 230 pounds and works out nearly every day to stay in shape either at the gym or by jogging, running, or jogging in the neighborhood.

Having worked his way through the company, my dad holds a very high paying position with some power. The one thing missing for him is a wedding ring. My mom passed away when I was six in a car wreck. The lawsuit ended up providing us with a good amount of money but still never took away the pain of losing her.

It would be just me and my dad for the next five years. He took care of me but didn't go out on any dates during that time. His friends, including Tim Shaw, finally convinced him to start thinking about dating since he was only in his mid-30s. I ended up being the tipping point in him returning to the dating scene as I told him I would be fine with him doing so.

Since then, he's had about five girlfriends that saw them stay together for at least six months. The longest has been his current, Maria Crawford, who he has been seeing for about a year and a half now. She is a 37-year-old realtor and is pretty successful in her job. Apparently, me and my dad both have a type as Maria has a big rack that are bigger than Bailey's breasts and has a nice round ass that I've noticed look good in whatever she wears.

Along with liking woman with big breasts, another thing my dad and I have in common the size of our dicks. I found out by accident nearly two years ago when I came home earlier than expected due to football practice being delayed until that evening as we were in the middle of a heat wave.

When I entered the house through the garage, I started hearing a woman moaning in pleasure coming from the living room. I quietly snuck over and peaked my head into the room and was surprised to see my dad behind a woman, who he ended up dating briefly, fucking her doggystyle.

Surprised by walking in on my dad fucking someone, I was about to sneak back out of the house. Just as I was about to do so, my dad pulled out of her and order her to turnaround and suck his cock. That is when I saw that he was also packing a big penis that was roughly my size. I saw her do as she was ordered and started sucking on him, which I took as my queue to leave.

"Well, I got to get going," my dad stated. "I need to get ready for a round of golf later this morning. I got a couple of customers we got to make sure are being kept happy. I'll see you this evening unless you end up having plans with Bailey. If you do, just let me know so I can plan for dinner."

"Will do Dad," I said to him as he put his plate in the dishwasher and headed to towards the garage. "I got to head out soon too. Have two pools to clean today and of course follow up with those five potential clients."

Cleaning both pools went without a hitch compared to yesterday at the Shaw's house. After finishing up the second pool, I stopped to grab a burger and text the five potential clients. The first to respond back was Kate Hamilton.

(Kate): Cole, that price is good for me. Any day and time from Monday to early Friday afternoon works to set up our weekly cleaning.

(Cole): I'm good to go on Monday morning, saw around 10 am? I want to be up front with you that I have some other potential clients, so we might have adjust the date and time that I come by later.

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(Kate): That works for me. If we have to adjust when you come by. I don't want you to miss out on making some money this summer.

(Cole); Thanks Mrs. Hamilton for being flexible on your days and times.

(Kate): You have no idea how "flexible" I can be Cole πŸ˜‰πŸ˜˜.

I was stunned by her last text. There was no doubt that Mrs. Shaw had told Kate Hamilton at least some of what happened between us yesterday. I had a feeling I would be having some interesting times at the Hamilton's house cleaning their pool.

Three of the other four women also responded pretty and I set up days and times with them. I now had two cleaning appointments for Mondays and Thursdays and three apiece on Tuesdays and Wednesdays. With the new clients, I would have to lock in the Shaws for Tuesday mornings, which would probably cut into the opportunities that Bailey and I could fuck if her mom wasn't out of the house.

After getting back home, I texted Bailey to see what her ETA for her and her dad getting back to town. I then hit the shower to clean up. As I was drying off, I heard a text notification thinking it was from Bailey.

Instead, it was from Gabby Thomas, the last of the women to respond about setting up a date and tie for my pool cleaning service. All I knew about her and her husband was that they had moved to Clear Falls this past October, my dad had done some business with the husband, and that Gabby was considered to be a trophy wife.

(Gabby): Sorry for not responding back sooner. My husband and I are currently on vacation but still wanted to set something up with you when we get back to town. Both of us are good with the price. What days and times are you available?

(Cole): Currently I have late Monday and Thursday afternoons available and all day on Fridays.

(Gabby): Oh πŸ₯Ί. The only good times for us are Monday through Thursday in the mornings.

(Cole): I do have one client that is scheduled for Monday mornings but said they are flexible on their times. I'm sure they wouldn't mind getting moved to another day, and I can slide you into Monday mornings.

(Gabby): Thank you so much! πŸ™

(Cole): You're welcome! What time works for you on Monday to stop by?

(Gabby): We are still going to be out of town on vacation on Monday. Will be in town on June 2. Come by around 9:30 am.

(Cole): Sounds good. I'll put you down in my schedule.

(Gabby): Can't wait!

I sat back on my bed to relax after putting the reminder to stop by the Thomas' house in a week and a half. Then another text came in from Gabby. My eyes went wide with what she sent.

It was a photo of a tall and very busty redhead in a green string bikini on a beach. She had freckles on her cheeks and chest, and I had no doubt she was coated in suntan lotion to not burn her porcelain skin. Her bikini top left little to the imagination with it barely covering her nipples. The bottoms were just as a string that covered her pussy just enough, and I had a feeling little was hiding her butt from any lucky guy to pass her by.

(Gabby): Oops!!! I meant to send that to one of my girlfriends!

(Cole): No worries. I'll just delete it and pretend I never saw it.

(Gabby): It's ok if you keep it. You have already seen it. I've been told you like to see women in tiny bikinis πŸ˜‰πŸ˜ˆ.

Damn it Mrs. Shaw! She had definitely told Gabby at least some of what happened between us. I had a feeling that Kate Hamilton and Gabby Thomas were both going to try and get into my pants at some point. Then another text

(Gabby): I'd chat more but my husband and I are heading to dinner. Until we meet in person, enjoy my pictures πŸ˜˜πŸ˜‰.

Pictures? Figured it was a typo on her end until another text from the hot redhead came through that featured two photos and a short video.

The first was of her out on the beach again but with her back facing the camera. As I expected, her bottoms hide very little. In fact, it was a similar g-string to what I had seen Mrs. Shaw wear. Gabby had a pert little ass that I thought I would be able to grab a full cheek in each of my hands.

Photo number two was of her in a hotel room on the bed. She was still wearing the green bikini but was on her hands and knees looking back at the camera with a sultry look in her eyes.

The video started with Gabby still on her hands and knees on the hotel bed. "You like what you see baby? I know you haven't been able to take your eyes off me all day."

She then backed her ass into her husband's crotch that was kneeling behind her. "Let me feel how excited I got you. Oh yes, that is what I have been craving. Going to get you nice and hard. You're going to take care of me, aren't you?"

Mr. Thomas moved the camera up and down in the affirmative. Then the video stopped right before Gabby said anything else.

I couldn't help it and had to jerk off to what Gabby had sent me. While nearly on the verge of cumming while watching the video for about the ninth time, Bailey called me. I couldn't believe I just got blue balled by my girlfriend.

"Hey babe," I said when I answered her call.

"Hey sweetie! We just got back home. Do you have any plans for dinner," Bailey responded.

"No, I hadn't decided on any plans. My Dad was playing a round of golf this afternoon, so I'm sure that will just lead into a dinner."

"Well, my mom is about halfway through making dinner. There will be plenty if you want to stop by," she said. "Plus, we can hang out afterwards."

Catching the hint in her voice about hanging out, I told my girlfriend that I would come by in about an hour.

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A little over an hour later I found myself sitting at the Shaw's kitchen table having dinner with my girlfriend, her mom and dad. Bailey was going more in-depth about the campus tours of UCLA and USC with Tim Shaw also chiming in here and there with other details.

Out of the corner of my eyes, I kept catching Mrs. Shaw giving me slightly sultry looks. Then I felt one of her feet start rubbing the outside of my left leg. Giving her a quick look, I turned my attention back to Bailey and what she was saying when I felt her foot start to rub the outside of my right leg. I was stuck between my girlfriend and her mom teasing me under the kitchen table while I sat across from the family's patriarch.

Thankfully, this didn't go on for too long as we all finished up the meal not long after.

"Since everyone is done eating, why don't you two go clean up since you haven't had a chance to since you got back home. Cole, can you help me clean up," said Mrs. Shaw.

"Sure I can Mrs. Shaw," I said while both her husband and Bailey excused themselves to go freshen up after their drive today.

All was normal helping my mom's girlfriend clean the dishes until I turned around after putting the plates away. Mrs. Shaw was inches away from me, pinning me in place.

"Did you get some more clients for your pool cleaning service today," she said while rubbing her hands over my chest and looking deeply into my eyes.

"I... I... I did get some new clients. Five to be exact. I have a feeling that you were behind them contacting me to clean their pools," I asked.

Rubbing her right hand down my chest to my waist, Mrs. Shaw said "I definitely did. You are going to enjoy working for them. At least two of them, maybe a third."

"Ohhh..." was all I could get out as Jen's right hand was now rubbing my cock through my shorts.

"God, you are sooo big. I'm going to need this cock again really soon. If Bailey and Tim weren't going to be back down so soon, I would be on my knees right now taking this big cock down my throat," came out of her mouth while continuing rubbing my cock and getting me harder.

"Ummm... Who are... the other women... I'm going to... enjoy working... with now," I somehow got out of my mouth despite the pleasure I was receiving from the blonde MILF in front of me.

"You will find out soon enough," she said as she pushed her chest into mine and taking a hold of my cock. "Mmmm... your cock is so hard. Wish I could take care of it tonight, but I guess I have to leave it for Bailey tonight."

Mrs. Shaw then released her grip on my dick while also stepping away from me. I stood there catching my breathe and hoping my penis would deflate enough that Bailey or Mr. Shaw would notice. Across the kitchen putting away the last of the dishes, Mrs. Shaw seemed amused at my predicament.

Thankfully, my cock was no longer engorged when Bailey came back down.

"You want to go up to my room to hang out," she asked me with a cute little smile on her face.

"Sure, as long as your mom doesn't need any more help with the dishes."

"I can easily handle the last of the dishes. Thank you for your help, Cole," Mrs. Shaw responded.

Bailey and I headed upstairs to her room while passing her dad going downstairs. "Just keep the door unlocked."

When we got into her room, Bailey shut the door and didn't follow her dad's instructions as I heard her lock the door. She had a horny look in her eyes and jumped into my arms as we started making out. Holding her up with my hands on her butt, I maneuvered us over to her bed.

After my knees hit the side of her bed, I lowered her down on to it. Our makeup session continued to get hotter as our tongues danced between our mouths while feeling each other up.

"I've been craving you so much over these past few days," Bailey said as I started to kiss her neck. "Not having our fuck session yesterday sucked, but I need you tonight."

"I want you to Bailey but I'm not sure we should go that far with your parents in the house, especially how much loud you scream."

Looking disappointed but knowing I was right the stunning blonde had another idea. "Will you eat me out? I can bite down on a pillow or something so my parents won't hear."

"That I can do," I said with a dirty smirk. I moved down and started pulling down her cotton shorts off her waist and down her legs. Partially surprised she was wearing panties; I grabbed those and yanked them off as well to expose her clean-shaven pussy except for a small strip above her clit.

I slowly started kissing, licking, and teasing the inside of her right thigh and working my way up to her sweet hole. I loved teasing Bailey before I ate her pussy as it got her worked up and even wetter.

"Damn you, Cole! Get in there and eat my pussy! I need you to get me off!" she exclaimed. Grabbing the back of my head she tried to force me to her wet cunt. I was stronger and able to resist her effort and instead pulled back away from her.

Leaving her with a stunned look on her face, I told her "You know you love me teasing you. It makes you so wet and even more horny if that is even possible." With that, I got back to teasing my blond girlfriend but this time teasing her on her left thigh.

"Fuck you, Cole! I have been craving you these last few days! Ughh... Maybe I should have hooked up with the UCLA tour guide," came out of her mouth.

Stunned by her last comment, I looked up at her with a questioning look. With a smirk on her face, she continued, "Oh, did I not tell you? At the end of the tour, he gave me his number and told me to call him if I wanted a more in-depth tour. I'm sure that would have meant him giving me a good, hard fucking or at least have not teasing me and just diving right in to eat my cunt."

Despite knowing she was trying to rile me up I still took the bait. I enveloped her pussy with me mouth and started lapping at her wet opening with my tongue.

"YYYEEESSS!!! That's what I've been craving Cole!" Bailey exclaimed while not caring if her parents might have been nearby. "Eat my juicy cunt, lick it, lick it, lick it. Yes, yes, yes, yes! I've been craving this, Cole!"

She grabbed the back of my head and pushed my face hard into her pussy. "Fuck yes, so good, so very good, just like that, fuck, fuck, fuck," Bailey urged me on.

I inserted two of my fingers into her and started pumping them in and out. At the same time sucking on her clit got her even wetter if that was even possible.

"OH MY GOD! That's it Cole. Make me cum. I've been craving you all week. Right there, don't stop, don't stop, oh god, don't stop! I'M CUMMMMIIIINNNNGGGG!!!!" screamed Bailey. Her hands pushing hard on my head and thighs claiming tight around me so I couldn't move as my mouth was flooded with her delicious juices.

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