All characters are 18 or older. All past descriptions was when the character was 18 or older.
I never thought my summer would turn out like it did. In ways this summer changed everything for me... in ways I never would have expected.
It all started soon after school ended and summer was just beginning. I was 19 and back from my first year of college. Back to small town America. Back to my parent's house. Back to being basic. Back to how things had always been for me, or so I thought.
But oh how things were going to change!
A little about me. My name is Jacob and I'm quiet, usually shy until I know someone, and pretty average. I grew up in a typical home with my mom and dad. We went to church every Sunday and Wednesday. I basically lived a sheltered life. I went to school and came home, occasionally hanging with friends. In high school, I had good grades and a couple of close friends, but nothing in the relationship department. I tried, I really did. But girls just did not seem interested. I think I was too basic. I wasn't the jock, I wasn't the one with the ripped body, or the excessive flirt like others. I could blend into the crowd and no girl took notice. So that left me a virgin going into college, something I hoped would change.
However, it did not. Nothing changed at all in the relationship department in college. Again, I tried, but nothing happened. So that left me excessively horny all the time and left me beating off in my dorm room daily. Just like when I was back home, each day I could be found with my hand on my dick until I came. Luckily all the rooms in the dorm hall I was assigned were single rooms, so that left me with a lot of privacy. This was good for me, since I was horny all the time and jacked off at least twice every day. Honestly, sometimes it was even more. What else was I to do? I just couldn't help myself. I'd see a beautiful girl or a professor and I couldn't take my mind off of them until I was done beating off in my room. Frequently I found myself rushing into my dorm after class, locking the door, quickly stripping all my clothes off, and furiously beating off to whoever I had just saw. Then as soon as I came I would clean up and just lay there naked until I was ready to get dressed.
This became a regular habit for me. I enjoyed jacking off and knew I did it a lot, but what else was I to do. It gave me relief and it felt good. When school was nearing the end of semester I soon realized things with my masturbation sessions would change once I was back in my parents' house. My midday sessions or anytime I wanted would definitely end with mom not working and being home. Honestly, I'm a bit noisy when I jack off so I knew things would change. I'd have to result to jacking off in the shower or really late at night or anytime I actually had the house to myself.
I didn't realize though that mom had other plans for me being home during the day. When I got home from college she informed me that she had gotten me a summer job. I was fine with working, the idea of making money thrilled me, especially when I learned the pay for I'd be getting. Just the idea of working every day didn't thrill me much, but I had no choice. Mom had agreed and thought I'd be thrilled. I didn't like to disappoint my parents so I didn't show any of my reservations with the job.
The job would last all summer. An older lady, who had started attending our church during the fall when I was away, had a lot of plans around her house and needed a summer worker. Her name was Hattie Lee or Ms. Hattie as mom called her. I hadn't ever met her, but mom said she was friendly and was glad of the help. She had been asking around the church for a good, reliable young man who could help do a lot of the updates she had in mind that summer. The job would also entail yard work and work on her pool. She had moved in last year to our town and really wanted to update the place. Mom had volunteered me and said I'd be perfect for the job. I couldn't object with mom. Ms. Hattie's husband had died of cancer a few years before she moved here mom said so she had no one to help. As much as I didn't want to work every day, and not be around the house for any chance I may have to jack off without any interruptions when mom would go out, I felt good about the job and helping Ms. Hattie out. I felt bad that she was alone and had no one.
On the first day on the job I showed up a couple minutes before I was suppose to be there at 9:00. I hadn't been to her house before so I made sure I had time to figure out where it was exactly. Her house was on Shady Drive, on the other side of town from where we lived. I found it with no difficulty. As I walked up to the front door, my nerves hit me. I didn't know quite what to expect as far as Ms. Hattie's looks. I knew she was older so I expected a much older person than who greeted me at the door. I could tell she was older, but not bad at all. She sure didn't show her age like so many do. She was sweet, with a gentle nature about her. She was polite and welcoming. I could tell she was grateful for the help and my presence. For someone who is generally shy, I felt instantly at ease around her.
After the general greeting at the door, she welcomed me inside. She asked if I wanted anything to drink, but I said no. She showed me around the inside of the house describing what she wanted to do in each room. She had made a list she gave me too luckily because there was no way I could remember it all. None of the supplies had been bought or picked up yet, so I'd have to do that too. Most of the tasks involved moving furniture around or painting the walls/baseboards, or switching out things like light fixtures, faucets, knobs, etc to update the house. Then outside she wanted to really get the pool cleaned daily and kept in check, along with keeping the lawn mowed and replacing all the landscaping. It would definitely keep me busy, especially since I hadn't done hardly any of this work before. I felt I could do it though and she seemed to know what she was doing, just needed someone to do it. I was definitely good with my hands (or hand lol) so I knew I could get it all done.
Ms. Hattie told me she liked to spend time at the pool each day if I wanted to do the pool first thing every morning. The order I did the rest of the work was totally up to me. I was to work from 9:00-5:30 each day, with lunch and drinks provided. She told me I could come and go in the house as needed to use the restroom or to get more drinks. She was going to cook lunch each day. She told me she usually went out for a walk in the later afternoon, about the time I'd be finishing up for the day. She said I could just let myself out and leave on time when she was gone and she would see me the next day. I'd be working Monday- Friday each week. She was so nice, welcoming, and explained things so well so I was excited to get started.
After she explained everything she asked if I had any questions. I didn't and thanked her for the job. I headed outside and started cleaning the pool. It was already filled for the season, but did need cleaned. In the outside shed I found the chemicals too and luckily they had instructions of how to check them. I checked and adjusted the levels. After the pool I then got the mower out and mowed the yard. This took a bit of time. It hadn't been done this season yet and it was already mid May. After mowing I then weedeated. Soon I saw Ms. Hattie on the back porch, I stopped the weed eater and she said lunch was ready.
Lunch with her wasn't awkward. She had fixed blt's that day. She asked me about college- what I was studying and stuff like that. It wasn't hard to talk to her. She was just so nice and kind. It was honestly like I had known her for years. As we were both finishing up lunch she asked me what I planned to do next. I told her I thought I'd go ahead and start removing all the old plants that were dead around the house. She said that sounded great and she liked the idea of the landscaping being done before it got so hot in June and July. She said the inside jobs would be better then. I told her I better get started and she told me that she would check in on me later on.
I started working outside. The owners before Ms. Hattie definitely loved landscaping. There were so many shrubs and bushes around, along with flowers too. They went around the whole house and then scattered amongst the fence line and around the pool too. All were dead or not something she wanted anymore. A lot of the smaller trees needed trimmed too as they were starting to brush up against the house and windows. I figured this work would take a couple days at least. Ms. Hattie had all the tools I needed in the shed so it was easy to get busy. After about an hour and a half, I was getting hot and went inside to get some water and use the restroom. As I was going inside Ms. Hattie was coming out, wrapped in a towel. She asked if everything was okay and I told her of course and that I was just getting some water. She told me to help myself and she would be in the pool if I needed anything.
After coming back outside I went back to work. I noticed a large vine growing along the side of the house. I got the ladder to start removing it. It came off easily but stretched all up the side of the house, even to the upstairs. When I was climbing up the ladder I noticed I had a good view of the pool. The water looked so good. It made me proud of my work earlier this morning cause it didn't look that clear when I got here. As I was removing some vine I noticed what or who I hadn't noticed earlier cause she must have been in the part of the pool I couldn't see around the other side of the house. Ms. Hattie was getting out of the pool. Her back to me, so she couldn't see me looking. I didn't look long but was surprised at what I saw. She looked so good to be approaching 60 as I had learned earlier at lunch. I couldn't believe how good she looked in her light blue bikini. I also didn't expect her to be in a bikini. I didn't stare long and went right back to work. She soon went into the house wrapped in a towel.
I finished up with the vine and then finished removing the plants on the same side of the house. It was getting close to time for the work day to end. The day really seemed to fly by. I wanted to give myself plenty of time to clean up. I got all the removed plants loaded up in old trash cans I found in the shed and a couple of wheelbarrows. I'd get rid of them in the morning. As I was closing up the shed I noticed Ms. Hattie coming across the lawn, looking as if she was about to leave.
