June 19, 2022 I got home from work a couple of hours ago. It is late in the evening when I am writing this. What happened today occurred this morning early. It all started this morning. There were people in the house I did not know were there. I guess I should start looking in the guest rooms to see if they are occupied. I woke up this morning, going to the kitchen to get some coffee started. I was just wearing my tank to...

June 5. 2022 This is the first entry for this new diary. I do have a regular daily diary, but this is my diary of sexual experiences. Just in case this is ever read by anyone in the future let me introduce myself. My name is Ashleigh or Ash. I am 16 years old and a virgin. I am 5 ft 10 inches tall around 165, very curvy, with 38 D tits. I come from an athletic family. I play softball on the varsity, as the catcher and pow...

June 7, 2022 It has been a few days since I lost my virginity to my older brother Braeden and his best friend, Jared. They left me sore. This happened very early this morning. I had to work last night. We were busy. Brae was out when I got home. At about 4 a.m. this morning, I was in bed. I fell asleep, naked, after my shower. Exhausted, I woke up feeling kisses on my back and neck. I was laying on my belly. A weight was...

June 10, 2022 I just had an interesting shift at work. I do work at a family-owned pizza place in town. They pay us decently and we get to keep our tips. The owner, Mr. Santiago, and his son Luke do most of the cooking. Luke just graduated this past year. His family adopted him as a baby. It is quite obvious. Luke is black, His parents are both Italian and olive-skinned. Luke is around six feet tall and a bit heavy-set. I...

June 12, 2022 So this is Sunday morning. I worked last night and did some overtime with Mr. Santiago. It was not quite what I expected from my older Italian boss. I did not know there was a furnished apartment above the shop. I worked the busy Saturday night like I normally do. We were slammed. Mr. Santiago told me to stay, saying we had to talk after we closed. The rest of the staff thinks I was going to be disciplined f...

June 15, 2022 I got home from work last night and had another amazing first-time experience for me right after I got off. I worked the opening shift yesterday at the pizza shop. and, was about to clock out; When Luke, came up to me looking worried. We met at the time clock. He was just coming in. “Hey Luke. Are you ok? You seem worried about something.” He spoke softly to me. “Tina knows about us and the other night. She...

June 24, 2022 I have to lay across my bed to write this. I normally sit at my desk, but I am a bit sore. I was disciplined by Mr. Santiago after work this evening. It was very intense. I think he was looking for a reason to have me up in his playroom, as I am calling it. I am not sure how I feel about what happened. Here is what happened, I worked tonight to cover for Tonya. She called out with a family emergency. Luke is...

July 2, 2022 Part 8 I know it has been over a week since I have written anything. Things have gotten busy. I am picking up as many hours as I can at work. The pre-season practice has started and time in the Athletic facility weight room. This happened this morning early. I thought I was the only one at home. I got a pleasant surprise. I kind of knew it was coming. I was not disappointed. I got up early this morning to an...

July 6, 2022 I had a fantastic day with my Mom. It was just the two of us. It was just after dinner as I wrote this. Our day started this morning. I was off today from the pizza shop. Dad and Braeden went out to do whatever guys did to bond. Probably hitting themselves with sticks or something. Well, this morning I went to the athletic center at the high school and met up with some of my fellow softball and volleyball tea...

July 6, 2022 Part 9-B I was in my room and just hung up the two sexy dresses Mom bought for me when she walked into my room. I knew she was coming. I did not expect her to be naked. She did not say a thing. I was in shock to say anything. She came to me by the bed and pulled me to her. I had not taken a breath yet. She kissed me. After a moment, I returned the kiss. Her arms were around my waist. I circled my arms around...

July 11, 2022 Today began as a normal Monday. I went to work out in the morning and worked at the pizza shop in the afternoon. I got up early and dressed to go work out at the ATC, I was in my favorite sports bra and shorts. I went to the kitchen and got some orange juice and some form of protein. I smiled seeing Dad in there brewing some coffee. “Morning Dad. You going to the ATC in a bit?” I walked past him to the fridg...

July 12, 2022 After my workout today I came home with my other best friend, Isabell, Isaiah’s twin sister. She wanted to know what had happened with her brother. She was going to love I had it on video, thanks to my Dashcam. I hoped something would happen between us. No one else was home yet. We settled in my bedroom and lay on my bed. We giggle as we entered my room. We were trash-talking the boys from the freshmen footb...

July 15, 2022 Part 12 I had just gotten out of the shower when I wrote this. I had a hell of a night at work and a beyond-amazing one at home. I came into the house to catch my parents naked on the couch. Mom was blowing Dad. I let out a startled. “Oh. Sorry.” Dad saw me enter. “Hey, Ash. Come join us.” He waved me over to them. Mom lifted her head and looked at me. “Hey, Sugar. Come help me. Your Dad is in a mood.” I wan...

July 22, 2022 Part 13 I am writing this on the Friday before the big party that is happening on Saturday. I have not had sex since being with Mom and Dad last week. It was Mom’s suggestion. I have sucked some cocks during the week. I did suck Dad, Braeden, and Isiah. I even had to suck Mr. Santiago so I could be off Saturday. I gave him a blowjob and swallowed in his office before my shift Thursday. It was worth it. I fin...