Gabe and his family moved next door to Teddy and his family when they both were starting kindergarten. They naturally became best friends seeing they went to school together and lived next door. They shared being the youngest in their families also. They were always together from that first day. People thought they were brothers but, in a way, they were. They would play together after school and on the weekends. It was common for them to have sleepovers at each other's houses or sleep in a tent in their yards on a pretend camping trip. They were inseparable.
If one got into trouble, chances are they were both involved. They had their friendly fights but always found their way back to one another. They played Little League on the same team with Teddy pitching and Gabe being his catcher. One was rarely seen without the other. They were inseparable.
Not only were Teddy and Gabe close, but their parents were close too. While their siblings were staggered in age, they still hung out together sometimes. The families would often get together for a barbeque or they'd order pizza together and hang out with one another. Gabe did notice that Teddy's father wasn't always around much. He was a top salesman for a pharmaceutical company before moving into management. He was often busy with clients or traveling for work. Teddy's mom, Maryanne, didn't work and stayed home to raise the family.
During high school, both boys were very athletic. Besides playing baseball, they were both on the football and basketball teams. That made them both very popular in school with not only the other athletes but with the girls too. Teddy was the better athlete and student but that never bothered Gabe.
During their junior year, the college recruits had their eye on Teddy for all three sports. He was going to have his choice of schools to attend. Gabe, on the other hand, was an average student and didn't know if he even wanted to go to college. From an early age, Gabe learned the basics of carpentry, electrical, and plumbing from his dad. Gabe liked to take things apart to see how they worked and figured out how to repair small engines with a bit of help from his dad. His experiences were steering him in another direction.
It became apparent in their senior year that the boys were probably going to be going their separate ways once they graduated high school. They mentioned it to each other but decided they would worry about it when the time came. Until then, they were going to enjoy their final year of high school.
Both boys turned eighteen shortly after New Year and had developed a bad case of senioritis, knowing they only had to endure a few more months of high school. Teddy had already committed to a major university to play baseball while Gabe decided to go to a local community college so he could figure out which trade he'd like to pursue. Meanwhile, their main goal was to have as much fun with their male and female friends as they could while they were still together.
One evening, a few of the baseball players had gathered at Teddy's house to watch a game on TV. His mom made sure they had plenty of food and soft drinks available. She would check up on them under the pretense of seeing if they wanted anything else to eat. One time after Maryanne checked on them, one of the boys, Paul, made a comment to Teddy after she left.
"Your mom is pretty hot, Teddy."
The other guys other than Gabe laughed but Teddy didn't think it was amusing.
Gabe said, "Come on, man. That's Teddy's mom you're talking about."
Paul quickly apologized but it got Gabe thinking. He never looked at Maryanne that way before but she was pretty and had nice boobs and a nice round butt. She was curvy but still had a nice body. Her blonde hair and blue eyes were only enhanced by a dynamite smile. She might have been in her mid-forties but she still looked pretty good. When Teddy wasn't in the room the other guys would talk about Maryanne's tits or ass but Gabe kept his mouth shut.
From that day forward, whenever Gabe was around his best friend's mom, he took notice of her body. If she were moving about this kitchen preparing a meal, Gabe would take note of her hanging breasts down her shirt when she leaned over or her ample butt if she was bending over. He would chastise himself for looking at her that way but he was still a horny teenager that was easily distracted by a woman's body.
The boys were out partying one Friday night and Teddy told Gabe to sleep at his house so he didn't get caught drinking by his parents. Teddy's dad was out of town and his mom went to bed early so that lessened their chances of getting caught. They came home a little drunk and passed out in Teddy's room and would probably sleep until noon.
Gabe woke up early in the morning needing to urinate. He was groggy and hung over as he shuffled off to the bathroom. As he pushed open the bathroom door, he heard the sound of a hair dryer starting and saw Teddy's mom standing there stark naked apparently after just getting out of the shower. He was stunned and stood there in shock checking out his best friend's naked mom. His eyes first focused on her C-cup breasts that sagged a bit and her prominent dark nipples. His eyes were drawn to her fluffy ass before looking at the hairy bush between her legs that hid her pussy lips.
When Maryanne took notice of her young voyeur, she let out a little scream and said, "Oh my god, Gabe. What are you trying to do, scare me to death?"
She then bent over to pick up a towel and covered herself.