Tim was an 18-year old high school student nearing graduation. Tim was tall and athletic, but a shy kid. He had lived next door to Sadie and her family his entire life. Tim and Sadie's parents were good friends and often went out to dinner and had parties together. Any time one family had a party or event, the family next door was invited. Which also meant that most times Tim and Sadie got drug along to the event with their parents. The families occasionally even took vacations together.
Sadie was 24-years old and had recently moved back home to stay with her parents. She was taking some time off before attending graduate school in the Fall. Sadie was very attractive. She had blonde hair and a petite frame with nice legs and a perfect, firm, round butt. She also had a very nice set of boobs. Sadie was well put together. From the moment Tim had become interested in girls, he had always thought Sadie was gorgeous.
Sadie was always friendly toward Tim. Because their families were close, Tim and Sadie had spent a decent amount of time together growing up. When they were younger, Sadie even babysat Tim a number of times. Because of their age difference, they weren't close friends, but they occasionally hung out together without their parents and always got along well when they were together.
Most people knew Sadie as a sweet, innocent girl. She wasn't a conservative prude, but no one knew her as a wild child either. She got along great with her parents and never really got into trouble. Sadie did, however, have an adventurous side most people did not know.
Tim and Sadie's parents' houses were typical tract homes with not a lot of space between them. Tim and Sadie's rooms were both upstairs and faced each other. The other bedrooms in the houses were on the opposite sides of the houses. So, the only real view into Sadie's room from outside was from Tim's room, and vice versa.
One evening Tim was at his desk in his room surfing the internet. The light switched on in Sadie's room and caught his attention. Tim turned and looked. Sadie's drapes were open, and he saw Sadie enter her room. Sadie proceeded to get undressed, stripping down to her bra and skimpy thong panties. She laid face down on the bed and opened her laptop.
Tim continued to watch Sadie, but he did not want to get caught staring. So, he quickly turned the lights off in his room. He continued sitting in the dark watching her. Tim had seen Sadie in a bathing suit bikini before, but nothing ever this revealing. And the fact it wasn't her bathing suit, but rather her bra and panties which were not meant for public viewing, excited Tim. Tim continued watching her intently for 30 minutes. Eventually, Sadie closed her laptop. She went to the window and closed her drapes.
The lights then went out in her room. Tim was very excited about what he had seen. Tim hadn't dated a lot, so seeing a beautiful woman in her panties in person was exhilarating.
The next evening, at about the same time as the previous evening, Tim looked out his window. And, at about the same time, Sadie entered her room and repeated the same routine from the night before. Tim quickly turned off his lights when Sadie entered her room. Tim again watched Sadie from the darkness. This routine repeated almost nightly as Sadie routinely went to bed at nearly the same time.
Tim started watching out his window in the daytime to see if he could catch a glimpse of Sadie from in-between a small slit in the middle of his nearly closed drapes. On numerous occasions, he got a glimpse of Sadie changing or laying around in her panties.
On a few occasions, Tim thought Sadie might have seen him. When he did, he quickly closed his drapes or turned out his lights. Since Sadie didn't change her actions and still exposed herself, Tim assumed he hadn't been caught.
One afternoon, Sadie walked by her window in her panties and noticed the curtains moving in Tim's room. He had just tugged them closed hoping she didn't see him. The next night she caught a brief glimpse of Tim dashing across his room to turn off his lights when she entered her room. She didn't take any action to indicate she caught Tim peeping on her, but she had figured out he was. Sadie actually kind of liked having a secret admirer next door. She knew Tim was harmless and his interest in her was a tiny confidence booster for Sadie.
Once Sadie discovered Tim was watching her, she decided to have fun with it. Since she did not mind Tim seeing her, she intentionally gave Tim a tiny show from time to time. Sadie started being more deliberate about giving Tim a look, but not so obvious that he would know she was on to him. She occasionally would walk to the window topless to close or open her drapes to give Tim a good view. Sadie enjoyed it. She figured what 18-year old boy, including Tim, wouldn't want to see her beautiful body? She thought it was harmless fun teasing Tim a little.
Sadie almost always knew when Tim was watching her, as she could see a faint glow from his laptop in the corner of Tim's room with the rest of his room lights off. She rarely actually saw Tim in his room, but she kind of knew when he was there. She knew his parents didn't allow Tim to go out on school nights, so she definitely knew he was home every school night even though his room was typically dark and she couldn't see in.
Sadie often laid out in her back yard to get a tan. Her yard was secluded from view from most of the neighbors with hedges and tall trees between the yards. You could however get a view of a portion of Sadie's back yard at a distance from Tim's room. Sadie purposefully placed her lounge chair where it would be in view of Tim's room. When her parents were not around, Sadie often laid out topless in a position Tim would be able to see her, or would get up without her top on and walk inside to retrieve a drink.
Tim's parents owned a boutique women's clothing store downtown. They mostly catered to women in their 20s up to about 35. The clothing was too expensive for high school students, and too trendy for anyone over 35. Sadie shopped there often. She liked the clothes and Tim's parents sold them to her at cost, so it was a great deal for her.
Tim's parents made him work at the clothing shop, mostly on the weekends. They insisted he did so to learn work ethic and responsibility. He got paid normal wages, but Tim hated working there. It was the least cool job for a high school kid he could imagine. Attractive women often frequented the store, but they were substantially older than Tim. And their age didn't matter, because Tim was too shy to flirt with anyone that came in the store. So, Tim really saw zero upside to working there.
Sadie always had Tim help her when she came to the clothing store. She preferred interacting with someone she knew, and he knew about her discount, so it made it easier than working with any of the other employees. Since the store was small, it was common that Tim was the only one working there when Sadie visited. Sadie knew the times when the store typically wasn't crowded, so she often shopped there then.
After Sadie had discovered that Tim was peeping her, she decided to extend her teasing fun to the store. The doors of the dressing rooms were half-sized, so they were open at the top and the bottom. They came within a foot of the floor and were almost seven feet tall from the floor to the gap at the top, so no one could see in when they were closed. Sadie had frequently asked Tim to get her other sizes of clothes she was trying on in the dressing room. He would fetch what she asked for and then drape it over the top of her door.
But now, Sadie started leaving her dressing room door cracked partly open as she was changing when no one else was in the store. When she did this, you could get a slight glimpse inside the dressing room as you walked toward it. She often would wear a sexy thong or V-string to the store and would purposefully strip down to her panties and call out to Tim to grab her another size. She turned her back toward the door as Tim approached.
This gave Tim a brief glimpse of her tight ass, but also gave him the impression she didn't know he could see since her back was turned to him and the door. Sadie could see in the mirror and through the crack in the door Tim approach her dressing room behind her, but he never noticed that. She confirmed Tim was in fact peeking at her. Sadie enjoyed being a little exhibitionist in this manner.
Occasionally, Sadie got bolder teasing Tim at the store. When no one was around, if she was wearing more of a bikini style set of panties, she would come out of the dressing room wearing a sweater or blouse and no bottoms, revealing the lower half of her panties. She would ask Tim to get her another size or go get one herself off the racks. She purposefully moved her arms in a manner that caused the lower half of her top to raise up momentarily, giving Tim a very brief view of her panties.
It had been several weeks since Sadie initially caught Tim peeping on her. She was enjoying the attention. One evening after she had been out at happy hour with a girlfriend and had several drinks, Sadie was feeling particularly frisky. She was in her room at her normal bedtime. She confirmed Tim's room was dark with the faint laptop glow in the corner. Sadie couldn't see Tim, but she knew he was watching.
Sadie undressed in view of the window as she often did. This time, she stripped naked and laid on the bed with her back against the headboard. Sadie proceeded to masturbate as she leaned against the headboard. Tim couldn't believe it. He quickly removed his hard cock from his shorts and started jerking off. He was so turned on he couldn't help himself.
Sadie felt a little naughty knowing Tim was almost certainly watching her. It wasn't long before Tim lost it and came all over his hand. Sadie continued for a while until she arched her back, bit her lip and came. Sadie enjoyed it so much, she made a new habit of masturbating like this a few times a week where Tim could see her.
A few weeks later, Tim was in his room and he noticed Sadie's lights go on. It was a bit earlier than normal so caught him off guard. He stumbled across his room and turned his lights off. Sadie didn't see him, but she did notice his light go out. To Tim's surprise, Sadie wasn't alone. There was another girl with her. She was also attractive and appeared about the same age as Sadie, with a similar height and figure.
The girls sat on the bed for a while and talked. Tim continued watching from the darkness of his room. After a while, Sadie leaned forward and kissed the girl. Tim was shocked and excited. He continued watching intently as they made out. The girls slowly peeled each other's clothes off and were soon down to their bras and panties. Tim pulled his cock from his shorts and started jerking off as he watched.
The girls continued kissing on the bed for a bit. Eventually, Sadie got up and went to the window in her bra and panties and drew the drapes closed. However, the lights staid on for quite a while after the drapes were shut. Sadie did this on purpose to tease Tim and make him wonder.
Tim continued to look out his window. His mind raced imagining what was happening behind the closed drapes. He couldn't believe what he had seen. Tim continued watching, desperately hoping the drapes would be opened. To his disappointment, they never did. Eventually, Sadie's light went out and dashed Tim's hopes of seeing more. Tim eventually fell asleep.
The following weekend on Saturday evening, Tim and Sadie's parents went out to dinner together. Sadie went over to Tim's house and knocked on the door. When Tim opened the door, Sadie asked, "What are you up to?"
Tim replied, "I was just finishing dinner."
