What do you regret?

Oppsmybad · Post by **Oppsmybad** » Sun Oct 06, 2024 7:49 pm

Could be the dumbest thing you have done? Or the thing you havnt done but wish you would have done?

Sit down think about it and write it down

DrFlats · Post by **DrFlats** » Sun Oct 06, 2024 9:02 pm

Okay, story time. During my senior year of high school, I was taking a robotics class. My desk partner and I were getting worried that we wouldn’t have our project done in time for the following day, so we needed to spend some time on it after school. My robotics teacher (who was also my science teacher the previous year) was a very attractive 25 year old woman who I of course had a crush on. Quite a few times, she would wear dresses and skirts with either a pair of black Tieks flats or a pair of tan flats (don’t know the brand). She was also the girls cross country and track coach. On this particular day, I had asked her if my desk partner and I could come in after school to get a bunch of work done on our project, since we felt like we were falling behind schedule with it. She told me that we could, but that she’d have to leave us in her classroom by ourselves while she attended to her cross country team for after school practice. I said it’d be fine, and we’d make sure the door shut before we left (the door was locked from the hallway, unless it was completely latched).

Come the end of the school day, I make my way back to her classroom to continue work on our project. My desk partner told me he was running behind, and that he’d be there in 20 minutes. So for the time being, it was just me and my teacher in the room. I was so preoccupied with my project, that I didn’t really take in the situation I was in. She told me she was heading out to the track, and wished good luck on my project. “Thanks, I’ll see ya tomorrow,” I told her. Thinking back on it, I’m 80% sure she changed out of her work attire in the supply room, and left her change of clothes in a duffle bag under her desk. I had seen the bag earlier in the day when I had asked her initially about staying late in her classroom. I’m also fairly sure I saw her walk out in running shoes, which means the black Tieks she was wearing that day must have been in that bag under her desk.

Unfortunately, due to a mix of me being so engrossed in my project, and not knowing exactly what time my desk partner would show up or when he’d leave, I didn’t think to even go look through her bag for those sweet flats that I was lusting for. To be fair, at the time, I thought I only had a foot fetish. I wouldn’t start cumming in women’s shoes for another couple years or so.

If I could go back and do it again, I would have immediately gone over to her bag and rifled through it as soon as she walked out the door. I’d leave some parts from my project over there and just say that I had dropped some parts that had scattered over to her desk if she were to come back in the classroom and catch me over there. Maybe I would have found those black flats, given them a smell and lick the insoles before setting them back in the bag before my desk partner showed up. We’d work on the project as normal, call it a day, and then as we’re heading out, tell him that I forgot something inside the classroom and that I’ll see him tomorrow. When I return to the classroom, I’d bee line straight to those flats in the bag, and have my way with them. Lick the insoles and take in my teacher’s sweet aroma, before defiling them with my cock and leave a huge mess of cum that I’d spread to both insoles. Spread the cum thin, and leave for her to step her pretty bare feet into when she got back from coaching. Then I’d put the shoes back in her bag and make my exit. See her the next day with her none the wiser that she had my cum on her feet not even 24 hours ago. But alas, hindsight will forever be 20-20.

Back to reality, I bought a pair of used Tieks off facebook marketplace that I would use as a tribute pair to my beautiful teacher. The pair I bought were yellow, but whatever. I may still try to score a pair of black Tieks to make it more authentic. I’d think of her back in 2015, as I would lick the right insole while pumping my cock into the left shoe. Saying her name under my breath as I drop a load of cum into the left toe box.

Oppsmybad · Post by **Oppsmybad** » Mon Oct 07, 2024 12:33 am

DrFlats wrote: ↑Sun Oct 06, 2024 9:02 pm Okay, story time. During my senior year of high school, I was taking a robotics class. My desk partner and I were getting worried that we wouldn’t have our project done in time for the following day, so we needed to spend some time on it after school. My robotics teacher (who was also my science teacher the previous year) was a very attractive 25 year old woman who I of course had a crush on. Quite a few times, she would wear dresses and skirts with either a pair of black Tieks flats or a pair of tan flats (don’t know the brand). She was also the girls cross country and track coach. On this particular day, I had asked her if my desk partner and I could come in after school to get a bunch of work done on our project, since we felt like we were falling behind schedule with it. She told me that we could, but that she’d have to leave us in her classroom by ourselves while she attended to her cross country team for after school practice. I said it’d be fine, and we’d make sure the door shut before we left (the door was locked from the hallway, unless it was completely latched).

Come the end of the school day, I make my way back to her classroom to continue work on our project. My desk partner told me he was running behind, and that he’d be there in 20 minutes. So for the time being, it was just me and my teacher in the room. I was so preoccupied with my project, that I didn’t really take in the situation I was in. She told me she was heading out to the track, and wished good luck on my project. “Thanks, I’ll see ya tomorrow,” I told her. Thinking back on it, I’m 80% sure she changed out of her work attire in the supply room, and left her change of clothes in a duffle bag under her desk. I had seen the bag earlier in the day when I had asked her initially about staying late in her classroom. I’m also fairly sure I saw her walk out in running shoes, which means the black Tieks she was wearing that day must have been in that bag under her desk.

Unfortunately, due to a mix of me being so engrossed in my project, and not knowing exactly what time my desk partner would show up or when he’d leave, I didn’t think to even go look through her bag for those sweet flats that I was lusting for. To be fair, at the time, I thought I only had a foot fetish. I wouldn’t start cumming in women’s shoes for another couple years or so.

If I could go back and do it again, I would have immediately gone over to her bag and rifled through it as soon as she walked out the door. I’d leave some parts from my project over there and just say that I had dropped some parts that had scattered over to her desk if she were to come back in the classroom and catch me over there. Maybe I would have found those black flats, given them a smell and lick the insoles before setting them back in the bag before my desk partner showed up. We’d work on the project as normal, call it a day, and then as we’re heading out, tell him that I forgot something inside the classroom and that I’ll see him tomorrow. When I return to the classroom, I’d bee line straight to those flats in the bag, and have my way with them. Lick the insoles and take in my teacher’s sweet aroma, before defiling them with my cock and leave a huge mess of cum that I’d spread to both insoles. Spread the cum thin, and leave for her to step her pretty bare feet into when she got back from coaching. Then I’d put the shoes back in her bag and make my exit. See her the next day with her none the wiser that she had my cum on her feet not even 24 hours ago. But alas, hindsight will forever be 20-20.

Back to reality, I bought a pair of used Tieks off facebook marketplace that I would use as a tribute pair to my beautiful teacher. The pair I bought were yellow, but whatever. I may still try to score a pair of black Tieks to make it more authentic. I’d think of her back in 2015, as I would lick the right insole while pumping my cock into the left shoe. Saying her name under my breath as I drop a load of cum into the left toe box.

That sounds lovely. I had a teacher that wore heels like 3>4inch boots most of the time with block heels. Those wore amazing. I got to play with them ones. But looked at them so much. I think she might have given me my whole crush fetish.

Did you ever say anything to her? I could never find the courage myself. I wish I had honestly. Who knows maybe I would have gotten to borrow the shoes.

DrFlats · Post by **DrFlats** » Mon Oct 07, 2024 4:47 am

[/quote]
Did you ever say anything to her? I could never find the courage myself. I wish I had honestly. Who knows maybe I would have gotten to borrow the shoes.
[/quote]

No, I never said anything to her about her shoes. I respected her too much as my teacher and as the girlfriend to one of my other teachers, that I never even thought about taking to her about my vices. Even if I could have played it off as asking to borrow the Tieks for a friend to try out, let alone just being straight up with her and tell her that her flats were an object of my desire, and that I’d be content if she would give me the shoes after I graduated from school as a parting gift. I’m sure she wouldn’t have wanted to put in a situation like that with one of her students.

I still keep up with her on facebook though. She’s a bit older now, and she’s a new mother. Who knows, maybe her feet have grown during her pregnancy, and maybe she’ll want to sell those Tieks if she still has them. But I won’t just reach out to her out of the blue about it.

titans rule · Post by **titans rule** » Mon Oct 07, 2024 9:27 am

tory_burch_fan · Post by **tory_burch_fan** » Tue Oct 08, 2024 11:55 am

I have 3 stores to share, the 3rd one has a happy ending.

Let's start by continuing with the teacher shoes theme. To set the stage, we need to go waaaay back to when I was in 3rd grade (yes I was a little shoe pervert back then). My teacher was this hot Jewish woman with a thick New York accent. She must have been late 20's to early 30's at the time and she wore high heels to work every single day. Now fast forward to when I was 15. I got my first after school job as a night janitor at my former elementary school. My 3rd grade teacher was still there and it was my job to clean her classroom every night after school. Being a former student, I knew that she kept her stuff in the closet in the classroom. I tried the closet doorknob and found it unlocked. I opened the door and looked inside to find a very cluttered closet. On the floor of the closet there was a literal mound of high heels. There must have been two dozen pairs there. Needless to say I spent more time in the bathroom jerking it with her shoes than I did doing my job. Shortly after quitting that job I started to regret not snatching a pair or two of my favorites to keep. I mean the way she just had so many shoes strewn about in her messy closet it's not like she would notice if a pair or two had gone missing, and even if she did eventually figure out some were missing, it would probably be long enough after I left the job that I would never be suspected. Oh well, at least I can be thankful that I grew up in a time before there were cameras everywhere. Today I would be so paranoid about cameras in the classrooms and hallways that I would never do something like I did out of fear of getting caught.

The second story takes place during my senior year of high school. My girlfriend at the time had a cute blonde best friend named Tanya. Tanya almost always was wearing flats every time I saw her, and I don't ever recall seeing her not wearing them barefoot. I think she only had 3 pairs of flats that I knew of, one of them was a pair of basic dark teal green suede flats. I totally lusted after Tanya's shoes. Well one day my girlfriend asks if I can do her a favor and give her and Tanya a ride home after field hockey practice. After school I picked them up and they were both still wearing their field hockey uniforms. Tanya was carrying her green flats in one hand and a bag with her clothes and books in the other. She put her stuff in the trunk and we dropped her off at her house. The next day I opened the trunk of my car and saw that Tanya had taken her bag but forgot her shoes. Figuring that sooner or later she would realize that her flats were missing and she left them in my car, I knew I had to have my fun with them while I could because I would have to return them. I didn't see Tanya for about a week, and my girlfriend never mentioned anything about the shoes. Figuring that it was only a matter of time before I was asked about them, the next time I saw Tanya I told her that she left her shoes in my car and handed them back to her. My heart sank when she thanked me for returning her shoes and then told me that she was glad to have them back because she couldn't remember where she left them and figured that they were just long gone by now. Damn, I could have just kept my mouth shut and kept the shoes. Sure, maybe she would eventually realize that she left them in my car, or maybe not.

Finally, the shoes that almost got away. Back in high school my best friend had a cute little sister named Jen who was two years younger than us. Jen had this pair of basic black flats (similar in style to Tieks) that she wore to school almost everyday, and almost always barefoot. I wanted those shoes so badly, and one day in school I had a chance to steal them but chickened out. Fast forward to my senior year of college. My buddy and I were both home on break and we went out drinking one Friday night. It was late when we got back to his parents house so he offered to let me spend the night and told me I could sleep in his sisters room since she was still away at school. The next morning I woke up early before anyone else in the house. I decided to pass the time exploring his sisters closet to see if she had any shoes there. On the floor of the closet there was a plie of shoes. I started digging through the pile of what looked like mostly sneakers, slippers, and flip flops, when I uncovered something amazing at the very bottom of the pile. There they were, after all these years, she still had those black flats. She must have really loved those flats because they were worn to death. The insides of the shoes had deep toe imprints. The sole of the left shoe had a hole worn nearly all the way through under the ball of the foot. Her pinky toe had worn a hole completely through the leather on the right shoe, and the heels of both shoes were worn down so badly that the plastic heel tips were worn completely through. If that wasn't enough, the shoes were squashed flat as a pancake from being in a pile on the bottom of her closet. I was not going to pass up this chance and let these shoes get away again. I took them with no remorse justifying it by the fact that she is just going to throw them away the next time she cleans her closet, and there is a good chance that she totally forgot that she still had those shoes. This score was such an amazing stroke of luck because she still had those shoes after 7 years and hadn't tossed them by now.

brewfan8 · Post by **brewfan8** » Tue Oct 08, 2024 12:30 pm

tory_burch_fan wrote: ↑Tue Oct 08, 2024 11:55 am I have 3 stores to share, the 3rd one has a happy ending.

Let's start by continuing with the teacher shoes theme. To set the stage, we need to go waaaay back to when I was in 3rd grade (yes I was a little shoe pervert back then). My teacher was this hot Jewish woman with a thick New York accent. She must have been late 20's to early 30's at the time and she wore high heels to work every single day. Now fast forward to when I was 15. I got my first after school job as a night janitor at my former elementary school. My 3rd grade teacher was still there and it was my job to clean her classroom every night after school. Being a former student, I knew that she kept her stuff in the closet in the classroom. I tried the closet doorknob and found it unlocked. I opened the door and looked inside to find a very cluttered closet. On the floor of the closet there was a literal mound of high heels. There must have been two dozen pairs there. Needless to say I spent more time in the bathroom jerking it with her shoes than I did doing my job. Shortly after quitting that job I started to regret not snatching a pair or two of my favorites to keep. I mean the way she just had so many shoes strewn about in her messy closet it's not like she would notice if a pair or two had gone missing, and even if she did eventually figure out some were missing, it would probably be long enough after I left the job that I would never be suspected. Oh well, at least I can be thankful that I grew up in a time before there were cameras everywhere. Today I would be so paranoid about cameras in the classrooms and hallways that I would never do something like I did out of fear of getting caught.

The second story takes place during my senior year of high school. My girlfriend at the time had a cute blonde best friend named Tanya. Tanya almost always was wearing flats every time I saw her, and I don't ever recall seeing her not wearing them barefoot. I think she only had 3 pairs of flats that I knew of, one of them was a pair of basic dark teal green suede flats. I totally lusted after Tanya's shoes. Well one day my girlfriend asks if I can do her a favor and give her and Tanya a ride home after field hockey practice. After school I picked them up and they were both still wearing their field hockey uniforms. Tanya was carrying her green flats in one hand and a bag with her clothes and books in the other. She put her stuff in the trunk and we dropped her off at her house. The next day I opened the trunk of my car and saw that Tanya had taken her bag but forgot her shoes. Figuring that sooner or later she would realize that her flats were missing and she left them in my car, I knew I had to have my fun with them while I could because I would have to return them. I didn't see Tanya for about a week, and my girlfriend never mentioned anything about the shoes. Figuring that it was only a matter of time before I was asked about them, the next time I saw Tanya I told her that she left her shoes in my car and handed them back to her. My heart sank when she thanked me for returning her shoes and then told me that she was glad to have them back because she couldn't remember where she left them and figured that they were just long gone by now. Damn, I could have just kept my mouth shut and kept the shoes. Sure, maybe she would eventually realize that she left them in my car, or maybe not.

Finally, the shoes that almost got away. Back in high school my best friend had a cute little sister named Jen who was two years younger than us. Jen had this pair of basic black flats (similar in style to Tieks) that she wore to school almost everyday, and almost always barefoot. I wanted those shoes so badly, and one day in school I had a chance to steal them but chickened out. Fast forward to my senior year of college. My buddy and I were both home on break and we went out drinking one Friday night. It was late when we got back to his parents house so he offered to let me spend the night and told me I could sleep in his sisters room since she was still away at school. The next morning I woke up early before anyone else in the house. I decided to pass the time exploring his sisters closet to see if she had any shoes there. On the floor of the closet there was a plie of shoes. I started digging through the pile of what looked like mostly sneakers, slippers, and flip flops, when I uncovered something amazing at the very bottom of the pile. There they were, after all these years, she still had those black flats. She must have really loved those flats because they were worn to death. The insides of the shoes had deep toe imprints. The sole of the left shoe had a hole worn nearly all the way through under the ball of the foot. Her pinky toe had worn a hole completely through the leather on the right shoe, and the heels of both shoes were worn down so badly that the plastic heel tips were worn completely through. If that wasn't enough, the shoes were squashed flat as a pancake from being in a pile on the bottom of her closet. I was not going to pass up this chance and let these shoes get away again. I took them with no remorse justifying it by the fact that she is just going to throw them away the next time she cleans her closet, and there is a good chance that she totally forgot that she still had those shoes. This score was such an amazing stroke of luck because she still had those shoes after 7 years and hadn't tossed them by now.

Awesome storys

Shoesession

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