I went to high school on the central Florida East Coast, a couple of blocks from the Atlantic Ocean. I had just turned 18 and Diane was 18, about 6 months older. We were seniors in high school. She was Jenny's best friend so Diane and I eventually became good friends even though we didn't run in the same crowd. That's a story in itself.
To provide a little background, Jenny was my girlfriend and we had been going steady for over a year, after meeting the summer before our junior year of high school. She was one of the prettiest girls in school and we were made for each other, at least that is what everyone said. I played varsity football and basketball and was a co-captain of the football team my senior year. I was a jock. Jenny didn't play sports, but was a cheerleader her junior year.
Diane was a female jock so to speak. She was on the swim team, the girls track team and played tennis. She was not what you would call a pretty girl, but attractive in a certain athletic way. Diane had broad shoulders and muscled thighs from being on the swim team. She had short hair, thin lips, puffy cheeks, a nice smile and athletic shape, just not glamorous. Diane was outgoing and didn't really care much what people thought of her. Most thought she was a lesbian jock and I did too although Jenny said she wasn't. But she was Jenny's best friend and the three of us spent a lot of time together. The three of us even went skinny-dipping in Diane's small screened in pool a couple of times. It was a first for me, being naked in the middle of the day with two also naked girls. Diane lived in a nice neighborhood with a privacy fence, so we didn't worry about neighbors looking in.
We would go to her house after school while her parents were at work and her little brother, who was a freshman, wasn't home. Jenny and I usually ended up having sex in Diane's room while she watched TV or swam. Our sex consisted of lots of touching, kissing, me playing with her beautiful tits and usually getting a hand job. We were rarely completely nude together and were saving the more intimate relations including intercourse for our wedding night. I respected her and wanted to do the "right" thing by her.
At the beginning of our senior year, Jenny's father, who was in the military got transferred and Jenny left after only a month into our senior year. We called often, but after a few months, the calls almost stopped. I would call and her mother would say she wasn't home, or if she did come to the phone, it was a cold short conversation. I would ask Diane what was going on and she would tell me she didn't know, but would ask. Then midway through the school year, Diane called and asked if I would come over on Saturday, that her parents and brother were gone for the weekend and she had some news from Jenny. I went to her house on Saturday afternoon and we sat and talked about what we had been doing since we didn't see much of each other since Jenny left. Then she handed me the ring I had given Jenny. Diane told me she was really sorry, but Jenny had met a college guy and was going to marry him after her senior year. I was devastated. I got up and start pacing in her living room, ranting and raving. I was hurt and angry. I felt empty and helpless. Diane stood up and put her arms around me. We hugged for a few minutes. Then, I looked down and she looked up, still holding each other tight.
Diane said, "Marty, it will be ok."
We kissed. We kept kissing. Then she started rubbing my crotch and I started rubbing hers. I no longer had the girlfriend of my dreams and hadn't done much more than kiss a girl in months and was about to explode. We started pulling at our clothes as we kissed each other all over. Soon we were totally naked in a 69 position on her living room floor. She was on top of me, rubbing her wet pussy in my face while sucking my hard cock deep into her throat. I had only done this a few times and never with Jenny. She stroked and expertly sucked my cock, played with my balls and made me come in her mouth in minutes. She didn't get off me until I had licked her to orgasm. I had come quickly, but she stayed over me, on all fours, pressing her pussy onto my face. While my tongue worked all over her wetness, I imagined she look like a muscular bulldog straddling me. As I licked her, she would occasionally lean her head down and gently bite or lick my come-covered dick and balls. She finally exploded as I was furiously trying to fuck her with my tongue. It was my first time giving and receiving oral sex and having a girl come on my mouth. The whole experience felt and tasted wonderful. I then realized how much more experienced Diane was than I was. That day began a whole new relationship between us.
Diane and I still ran in different crowds and only went out on one or two real dates that year, but once or week or so after the sports seasons were over, I would go to her house in the afternoon after school and we enjoyed each other sexually. It was not romance, just hot sex. She was always coming up with a new position or something I had never tried or even imagined. Usually, she would immediately pull off my shorts or bathing suit, go down on me, sucking me and licking my balls. Diane would say," I want your come, give me some, or give it to me now," like it was some kind of life saving medicine she had to have. I would go down on her and she would tell me how to lick, where to lick, softer, harder, faster, slower, until eventually, she would grip my head between her powerful swimming thighs, holding my face tight to her pussy while she came. Occasionally, but not often, she would let me enter her with my dick, but always told me to let her know when I was close, because she didn't want me to come inside her. It usually didn't take long. Then she would pull my dick out, and suck me off or jack me off onto her stomach and chest. Once, she said she wanted me to come on her tits. Her breasts were about 34B and mostly muscle, but very large nipples that were about as big around as my thumb and stuck out about a half inch when fully erect. She lay on her living room floor and I straddled her chest, slowly hunched and watched while she used her hand to rub my dick on her almost flat breasts and over her large nipples. When I came, I shot come up to her neck and all over her breasts. I rolled off her as she lay there rubbing most of the sticky goo into her breasts. Then she sat up and leaned over me smiling. Diane rubbed her fingers over her come covered breasts in front of my face, then licked her wet fingers in a tasting manner. Then still smiling, she said, "Lick my tits." I knew what she wanted. She held my head and started rubbing her flat shiny breasts against my face. I reached out with my tongue and licked her sticky breasts, tasting my come on her, as she rubbed herself all over my face. The new experience made me hard all over again.
A few days later, she gave me one of her fantastic blowjobs. She said, "Lay back, I have something special for you today." I laid on her pool patio while she pulled my bathing suit down to my knees and leaned over and sucked until I filled her mouth. She then quickly crawled over me and kissed me hard, holding my head between her hands and pushing her tongue into my mouth. As we kissed, she let the mouthful of warm, salty come drip down her tongue into my mouth. We kissed and licked each other's lips, sharing the taste. Diane was always coming up with something new for me to experience sexually and I always looked forward to it.
Diane and I both had Miss Stanley for math in our senior year. It was Miss Stanley's first year as a teacher having graduated from the University of Alabama the year before. She was about 23 or 24 and had an unmistakable southern drawl that told you immediately where she was had grown up. She had a very soft voice and talked almost in a whisper, it was as if she didn't want anyone to notice her. Miss Stanley dressed conservative and acted very reserved all the time.
She had natural bright red frizzy hair that was usually in a tight bun behind her head to keep it neat, because when it was worn down it looked a little wild and out of character for her. She didn't wear much make up and her freckles showed. Her clothes were always modest with skirts below the knee and tops that tried to conceal or downplay her large breasts. Her red hair, pale skin and freckles, and soft voice made her look more like a shy freshman instead of a math teacher.
There was only about 2 weeks left in the school year and Diane asked me if I would like to go to a pool party on Saturday night. It was the Math Club end of year party and a friend of Diane's, who was in the club told her to come and bring a date since not too many people were going to be there and they had plenty of free food. It was being held at Miss Stanley's apartment complex by the pool and Miss Stanley was hosting since she was the Math Club sponsor. Diane convinced me we should go for a night swim and eat some free burgers. We got there about 8 o'clock in the evening and by 10 p.m., most everyone had eaten and left. We swam and helped Miss Stanley clean up the grill and trash around the pool area. When everything was done, Diane and I sat on the steps at the shallow end and watched Miss Stanley sitting by the pool talking to some other students. She apparently had on a bathing suit, but wore a long, loose souvenir type beach T-shirt with tropical flowers on it that hung down to her thighs. She didn't take the shirt off all evening and only once got in the pool up to sit on the steps at the shallow end. We could see the strings tied behind her neck that held the top up under the T-shirt and joked that we didn't believe she really owned a string bikini.
"She must have borrowed it from another teacher just for the occasion," Diane joked.
I could see her large bosom sway under the T-shirt as she moved and told Diane, "I'd love to see Miss Stanley topless, and see if they are as nice as I imagine."
Diane laughed and said, "Me too."
Then Diane stared at Miss Stanley for a few moments and said, " I have an idea how we might be able to do that."