Thong Stories Thread

[some guy]

I have a great story about my English teachers thong that I saw on full display back in high school.

I had an English teacher in high school. She was in her mid-to-late 30s, white, with dirty blonde brunette hair. She had an average, lean build—not too fat or too skinny, with a book-smart, conservative attitude, like a stereotypical teacher. She wasn't overly uptight or snobbish but also wasn't a complete airhead either. That day in class, she wore gray dress pants with a black long-sleeve sweater. She had worn those gray dress pants before. They weren't high-waisted and sat just slightly above her hips
AI image of what she looked like that day:

In this classroom, our desks were arranged along the sides, so we faced inward while she was teaching in front of the room, and her desk was positioned in the corner of the room. I sat at the first desk near the door, which meant that while I faced forward toward the front of the room, I was also partially facing her desk, which was off to the side.

Like any other day, after she finished teaching and giving her lecture in front of the class, she would sit down at her desk while we worked. When she sat down in front of her computer, with her back facing me, I noticed out of the corner of my eye that her blue thong was slipping WAY above her dress pants.

It was out the entire time she was sitting there.

I kept glancing but tried not to stare. I continued talking to my buddy who sat beside me, but from his position, he couldn’t see what I was seeing 😁. I faced forward most of the time but would occasionally turn slightly, using my peripheral vision to keep looking at that thong.

And then this happened, which is probably why I still remember it to this day 😅. As she had her back to me, she turned slightly to grab some papers beside her. She looked down and she noticed her thong was showing. She slightly tilted her head up and looked around to see if anyone noticed.

At that moment, she and I locked eyes for a second 😳.

I quickly looked down, pretending to focus on writing my paper as if I hadn't seen anything. After a minute I looked up, and she still had her back to me. Her thong was still showing. But her head was turned slightly toward me, giving me a side-eye look with a smirk—like a "I know what your looking at" kind of look.

After giving me that look, she turned her head forward, pushed her seat back, and reached down for a bag or purse near her feet, giving me the biggest view of her thong.

I got such a hard-on. She kept her thong on full display and didn’t even try to hide it for the rest of class.


By the end of class, I got a little nervous because I didn’t want to stand up with a hard-on 😆 Unfortunately, she never had her thong out like that again. However, she always gave me a shy smile with a naughty look whenever I talked to her.

Which AI tool did you use to generate those images?

 

[alexberyl]

My first "big" raid happened at school camp. It was sort of a tradition that the seniors go on this trip to the lake a couple hours from school, near the end of the senior year. It was like a week-long trip where you would participate in all these activities, like archery, swimming, canoeing, hiking, and climbing. We all had our own little cabins with our friends that we lottery picked, but basically they were nice and put us all together if we weren't misbehaving. The boys had their cabins at one end of the road, the girls on the other, and each cabin had 6-8 people depending on how full it was.

I wasn't as seasoned of a panty raider like I am these days, but I was still eager to get my hands on anything possible, especially my classmates. Usually I only had access to an older sis, or her friends, but nothing of girls my age that I had massive crushes on. It was pretty risky to try to sneak in since there was basically no reason for a guy to be near the girl's cabins, which they were very strict about since ofc there were some relationships that they had to keep an eye out. I found out that the best time actually was during the meals, which everyone including the camp guides, and chaperones were at. Or during the team activities, where you would group off in your mixed gender groups and go attend the canoe rides, archery lessons, etc.

Often those lessons were kind of far away and it was impossible to trek back to the cabins and return before a parent noticed you were gone, so during the lunches I would excuse myself to the bathroom but just sneak out the door instead of heading to the bathrooms. I would high-tail it over to the cabins which were only a couple minutes away and raid. The whole trip I basically only hit one cabin, it was the "popular girls" cabins, who all the guys had crushes on. I had a rough idea who's bag was who's, it wasn't like the students had IDs at this age. But I recognized some bags when we first arrived, and also some brought their school bags too. I was still inexperienced and pretty scared of getting caught, but I was also at the age where I could cum like 3x a day and not be fazed. Probably over 5 times during that trip, I snuck in, and quickly rummaged through the bags for any dirty pairs. It was a rare find for a thong, but I did manage to find a couple. I would have an eye peeking out the door as I dropped my shorts and wrapped whatever dirty pair around my cock. I wasn't too big into sniffing at this age, but I loved the idea that I was touching their private parts with mine, as a virgin it was the closest contact I could get at the time. I had no issue cumming fast, I would always wrap the gusset of the panties around the head of my cock and stroke fast until I came, soaking the panties. I tried to spread it out among the girls, but I had a favorite of mine that I had a huge crush on, and tried to also even cum on some clean pairs. I remember some times even throwing the panties away since I misjudged how large of a cumshot I had, and completely ruining the pairs.

I never kept a pair, my biggest regret. I was always worried they would rat to a teacher and they would do some inspection of some kind.

 

[stinky47]

Sounds like you really enjoyed finding and jacking off in panties

 

[MilkinIt]

Well... she was the hottest teacher I had in high school. What happened that day proved it.

What I always remember is that look.


When I hear all these stories about female teachers sleeping with high school students, I wonder... maybe she wanted to... you know.

What AI program did you use? These are really fucking good wow

 

[jts]

This happened around 2008. My friends parents house was the place where you could walk in without knocking - a great family who I'd been close to for about 12 years, and my friend had a younger sister(legal age). She must have been getting to the age of wearing thongs all the time and noticed the occasional slip but there was no initial attraction as I'd known her for so long. There was a new year's eve party, everyone was nicely tipsy and the discussion of underwear came up. The sister showed a peak of her underwear which was a red and black lace thong, needless to say my friend wasn't too happy about it. As the night went on we were flirting a bit and I mentioned that I noticed her wearing thongs, I can't remember what she said but she wasn't creeped out by it in the slightest. Fast forward a couple of months I went to their house and my friend wasn't in but she was, along with the mother. I agreed to help them with something but it required a car trip, the sister ran upstairs and come down shortly after. When she got out of the car she pulled her jeans up immediately and thought I saw a slip and she kept doing this whilst we were out. When we came back I was in their garden finishing what I agreed to help with, and the sister was hanging around playing with their dog which was unlike her. I looked up and her black thong was a good 4 inches above the waist. She kept walking backwards and forwards in their garden bending down to pick up the dog toy and made no effort to pull her jeans up. It was the most classic whale tail you could think of and unfortunately this was before I had a camera phone.
We were the only two in the garden and still believe she changed into that black thong and did this on purpose after what i said to her at that new year's eve party.

Bit of a long winded story for not much but that has stuck in my mind for years

 

[Deleted member 1647]

Monday I put on a white Coyotejocks rib thong after the shower at the gym.
Guy changing next to me, who I nod at all the time as a gym regular, said nice thong bro in a genuine way. I wasn’t hiding or showing it off just normal changing routine. I said “thanks man good workout?“ Then had normal gym convo for a few minutes. When we walked out of the lockerroom he linked up with his milfy wife and I held the door for them and said have a good day... Yesterday, I saw both of them on the gym floor and gave them a nod and casual thumbs up and he asked about the parking lot downstairs (seemingly just to break the ice) he introduced him and his wife and we discussed how we’ve always seen eachother working out. They don’t live too far from me as we exchanged neighborhoods. They asked if I ever go to the brewery in the next shopping center. And said they’ll be there Friday night but sitting inside because it’s freezing this week. I said cool I go there sometimes but didn’t exchange numbers or confirmation...In my mind he told his wife about the thong and they are giving off swinger/cuck vibes. I’ll probably pregame and then go on Friday. Today is off day from the gym but wondering if we’ll have an interaction before Friday night…This potential has me completely over the HT manager I’ve been seeing. Could have big plans that take my 2025 in a new direction this weekend!

UPDATE…My instincts were right! I’ve been fucking this couple for a few weeks now. Started off with the husband just watching, then filming, then jerking off. Last week he knelt down when I was shooting ropes at his wife and they snowballed my load. On Friday I got the sense he wanted my cock bc he knelt doggie style next to his wife on the bed. My cuck talk to him has gotten more aggressive but I won’t fuck him. Been texting the wife trying to fuck her discretely without him but she doesn’t seem game for that. I took one of her panties on Friday, will post later!

 

[stinky47]

Are you serious! What an amazing time that you had. How old are they, can't wait to see her panty.

 

[Jack6lack]

This story is about one of my favorite thong sightings that I still think about today.
I used to have this family friend that use to live nearby and they had two girls. One of them was my age and the oldest one was like 10 years older than us. When we were little she used to babysit us. She was about 5”3, dark hair, caramel skin, wide hips and a decent ass. After she graduated high school and went to college across the county, I never saw her for many years. She ended up graduating college, started working, and had a baby. One summer, she decided to visit her parents place with the baby. Her and the baby, her mom, and her other sister that’s my age decided to go to the aquarium with me my mom and my younger sister. When she left for college I was like 8 and now im 18. I haven’t her for 10 years and she just recently had a baby so her body changed a bit. Her ass was much bigger and she was a little heavier. She wasn’t fat but just much thicker than before. When we all met up that day she was wearing a long black sweatshirt that covered her ass and jeans. From what I remembered, she never gave off the vibe of showing anything but I guess the new thicker version of her was different. A lot of new moms like low rise because they rest on their hips under their new mom pouch so I assume thats why she had them on. We were at the aquarium already for a while and it started getting a little hot so she took off her sweatshirt. Underneath she had a v neck black t shirt that was kinda short and rested right on her hips. Some people in the group had to use the bathroom, so we walked over to the bathroom. Me, my friend that’s my age, her older sister and her baby waited for everyone else outside the bathroom next to a bench and a pole. My friends older sister had the baby in a stroller so she was always making sure the baby was ok. I was leaning on the pole looking forward on my phone with headphones in but nothing playing, to the right of me was my friend sitting on the edge of the bench facing me and behind he was her sister standing there behind the stroller with her back faced to me. One of the things I love about moms is when their kid is in distress and needs them, they will lose focus on everything around them and only pay attention to their kid. So the baby starts crying and she squats down to attend to him. I look a little bit to my right with my peripherals and see her squatted down with like 3 inches of buttcrack and her red thong completely out. I couldn't believe it. Any one that walked by was treated to a wonderful sight. I tried to keep my body facing forward so it wasn't obvious that I was looking with the corner of my eye. She was like that for about 15 seconds before my friend finally turned around to see what was wrong with the crying baby. These two sisters are very close and love to play around with one another. Since I was looking forward with headphones in, she assumed I wasn't paying attention and when she turned around to see her sisters thong crack completely out, she stuck her finger in her butt crack. The older sister did a little shriek, stood up, pulled up her pants and pulled down her shirt then called her sister a "fucking bitch" while her sister laughed. I could not believed what I just saw, not only was a treated to a wonderful thong crack sighting but I was also treated to a finger in the buttcrack. This was even hotter to me because all of this happened without them knowing I was paying attention. I never saw anything from her again, but its fine because this memory is burned into my mind

Here's a photo online that reminded me of what I saw:

If any one wants to exchange real stories of real whale tails that you've seen, dm me

 

[Deleted member 1647]

UPDATE…My instincts were right! I’ve been fucking this couple for a few weeks now. Started off with the husband just watching, then filming, then jerking off. Last week he knelt down when I was shooting ropes at his wife and they snowballed my load. On Friday I got the sense he wanted my cock bc he knelt doggie style next to his wife on the bed. My cuck talk to him has gotten more aggressive but I won’t fuck him. Been texting the wife trying to fuck her discretely without him but she doesn’t seem game for that. I took one of her panties on Friday, will post later!

They cut things off unfortunately. They said the expectation was full mmf 3-way. We ended on good terms and I got one of her panties so I’m pleased haha.

 

[stinky47]

Can we see the panties you got.

 

[Deleted member 1647]

They cut things off unfortunately. They said the expectation was full mmf 3-way. We ended on good terms and I got one of her panties so I’m pleased haha.

She saw me take it, it wasn’t the one she was wearing but I saw it laying on her dresser. I’m going to wear it the the gym and hopefully bump into them haha!

 

[stinky47]

Happy you got a panty. Was it clean.

 

[Johannus]

Hi, I will share one of my wedgie stories from the elementary school. In the school as we were teenagers the wedgie prank was so common. The girls were wearing low rise jeans and short T-Shirts so their thongs were visible all the time. With other guys we did the wedgies to them very often. Usually, we did the wedgies to the "cool" girls who generally also pranked with us. They also wore the thongs or G-Strings. There were also the nerdy girls in the class who were not involved so much to these pranks. True is, that they didnt wear thongs and didnt have whaletail at all. But one day there was a sweet exception! There was the girl, I will call her Jane, who was very nerdy and the most clever from the class. She was also very nice and kind to all the classmates. Usually she wore a granny panties, it was quite clear by her VPLs she always had. But that one day she changed the style of her underwear and she wore white classic G-string with the tiny string and tiny triangle in the back. She had also dark blue jeans and black sweatshirt. She was quite tall, had brown hairs and she was quite chubby (but not really fat).

During the class me and other guys noticed that she is whaletailing, the white string and little bit of the triangle was visible above the waistband of her jeans. As I said, she had never thongs or whaletail, so I was shocked and excited. As the class was over, we started to chat with the guys about her and the whaletail. Funny was, that the popular "thong" girls of the class did the same. In one moment I saw the one of the girl came to the Jane's back and gave her nice wedgie. She pulled her G-string almost to her shoulder blades and told her something like "Welcome to the G-string club." It was so sexy. Jane yelled "Stop, it is so painful.", also she was very embarrased by the situation so her face turned red. Immediately afet the wedgie she run to the toilet to adjust her thongs.

I know that I have to use this situation and give her also proper wedgie today. Fortunately, I was very lucky later that day. In the school after the wedgie Jane was quite careful with her thongs, so no other whaletail. But it changed after the school in the park we went usually hanging out and chill after the school. To be honest, Jane did not go with us very often, only occasionally. But I was lucky, this day she went with us. During the afternoon she sat on the ground in the park and chated with other girls. after some time, her jeans went down and her white G-string were exposed again. It was nice whaletail and I know this is my time. I came behind her, grabbed her white G-string and pulled them hard. They were not cotton but elastic so they were very stretchy. I pulled it hard to her shoulder blades and Jane started to yell. As She was sitting on the ground and I was pulling her by her thongs, she was no able to stand quickly, she just tried to stop the wedgie by her hands but not succesfully at all. I pulled harder so I reached her shoulders. Actually I thought that the thongs will rip but they were so stretchy so they did not. As the G-string were in the level of her shoulders, the wedgie has to be painfull as hell. Jane was yelling and screaming. The tiny string was so tightened. As I pulled I really felt that the tiny string is cutting into her ass. I still pulled her thong by her shoulders and even little bit higher. In that moment other girls who stood up to help Jane, started to attack me and they pushed me away. So the wedgie was over, Jane laid down on the ground and she was still screaming. Her G-string were so thightened that they remained completely in the level of her shoulder blades. The other girls helped her to stand. She was embarrased and I saw a enormous pain in her eyes. To be honest for one moment I was really scared that this was too much. But in few seconds Jane started to laugh little bit - it was laughing but mixed suffering from the pain. The other girls started to laugh, too. Then Jane took her bag and she told that she would go home, one of her friend stood and came with her. As Jane was walking very very slowly it was obvious that she is in huge pain.

It was nice and cool wedgie experience. Nevertheless, I have never seen thong again on Jane. But still nice memory.

 

[thonglover]

Hi, I will share one of my wedgie stories from the elementary school. In the school as we were teenagers the wedgie prank was so common. The girls were wearing low rise jeans and short T-Shirts so their thongs were visible all the time. With other guys we did the wedgies to them very often. Usually, we did the wedgies to the "cool" girls who generally also pranked with us. They also wore the thongs or G-Strings. There were also the nerdy girls in the class who were not involved so much to these pranks. True is, that they didnt wear thongs and didnt have whaletail at all. But one day there was a sweet exception! There was the girl, I will call her Jane, who was very nerdy and the most clever from the class. She was also very nice and kind to all the classmates. Usually she wore a granny panties, it was quite clear by her VPLs she always had. But that one day she changed the style of her underwear and she wore white classic G-string with the tiny string and tiny triangle in the back. She had also dark blue jeans and black sweatshirt. She was quite tall, had brown hairs and she was quite chubby (but not really fat).

During the class me and other guys noticed that she is whaletailing, the white string and little bit of the triangle was visible above the waistband of her jeans. As I said, she had never thongs or whaletail, so I was shocked and excited. As the class was over, we started to chat with the guys about her and the whaletail. Funny was, that the popular "thong" girls of the class did the same. In one moment I saw the one of the girl came to the Jane's back and gave her nice wedgie. She pulled her G-string almost to her shoulder blades and told her something like "Welcome to the G-string club." It was so sexy. Jane yelled "Stop, it is so painful.", also she was very embarrased by the situation so her face turned red. Immediately afet the wedgie she run to the toilet to adjust her thongs.

I know that I have to use this situation and give her also proper wedgie today. Fortunately, I was very lucky later that day. In the school after the wedgie Jane was quite careful with her thongs, so no other whaletail. But it changed after the school in the park we went usually hanging out and chill after the school. To be honest, Jane did not go with us very often, only occasionally. But I was lucky, this day she went with us. During the afternoon she sat on the ground in the park and chated with other girls. after some time, her jeans went down and her white G-string were exposed again. It was nice whaletail and I know this is my time. I came behind her, grabbed her white G-string and pulled them hard. They were not cotton but elastic so they were very stretchy. I pulled it hard to her shoulder blades and Jane started to yell. As She was sitting on the ground and I was pulling her by her thongs, she was no able to stand quickly, she just tried to stop the wedgie by her hands but not succesfully at all. I pulled harder so I reached her shoulders. Actually I thought that the thongs will rip but they were so stretchy so they did not. As the G-string were in the level of her shoulders, the wedgie has to be painfull as hell. Jane was yelling and screaming. The tiny string was so tightened. As I pulled I really felt that the tiny string is cutting into her ass. I still pulled her thong by her shoulders and even little bit higher. In that moment other girls who stood up to help Jane, started to attack me and they pushed me away. So the wedgie was over, Jane laid down on the ground and she was still screaming. Her G-string were so thightened that they remained completely in the level of her shoulder blades. The other girls helped her to stand. She was embarrased and I saw a enormous pain in her eyes. To be honest for one moment I was really scared that this was too much. But in few seconds Jane started to laugh little bit - it was laughing but mixed suffering from the pain. The other girls started to laugh, too. Then Jane took her bag and she told that she would go home, one of her friend stood and came with her. As Jane was walking very very slowly it was obvious that she is in huge pain.

It was nice and cool wedgie experience. Nevertheless, I have never seen thong again on Jane. But still nice memory.

Funny story for sure, but do you think that might have permanently turned her away from thongs? Just my opinion, I would rather get to observe a girl's thong repeatedly than give her a huge wedgie on Day 1 only for her to never wear them again.

 

[spacecrate]

Saw a hot VTL, I was at the pier and saw this couple walking girl was wearing some white and blue striped pants, I was trying to see if she was wearing a color thong or something didn't see anything at first so I did not pay attention, and then when I saw again, she was on a shady area and to my surprise she was wearing the smallest g-string, white thin string you could see through those pants got soooo hard, wanted to take a photo but the pier was packed I thought all about it last night as I drove from the beach...

 

[whaletail17]

So I work in a grocery store as a Deli Clerk and about a week or so ago I saw this girl from afar standing down the cosmetics isle with a nice sundress that wasn’t too long on and was wearing a big black backpack that looked kind of heavy.

Of course I noticed something peculiar about her and the second she turns to face the opposite direction I noticed that her sundress was caught up in the back of her backpack making her whole ass and bare but checks along with a nice view of her skimpy black thong going into her buttcrack! I really wanted to be able to snap a picture but because my coworker was standing near me I just chose to enjoy the view.

She squatted down a few times to checkout something on the lower shelves and I noticed that her dress remained caught up in her backpack making me question if she did that on purpose to grab the attention of onlookers.

Mind you she was too overly attractive and had curly brown hair while wearing what looked like prescription glasses. But the fact that she was basically standing there, squatting down and walking around with her whole ass out made it hard to imagine that it was an accident.

She must’ve felt the draft? Does anyone else think this was an accidental nudity or staged?

 

[stinky47]

It's hard to say but I would say it was an accident that her dress got caught in her backpack, but you will never know for sure.

 

[Deleted member 1647]

They cut things off unfortunately. They said the expectation was full mmf 3-way. We ended on good terms and I got one of her panties so I’m pleased haha.

I’m back hooking up with this couple, I’m letting the husband suck my cock and take facials in exchange for plowing his wife.

 

[stinky47]

I’m back hooking up with this couple, I’m letting the husband suck my cock and take facials in exchange for plowing his wife.

Sounds like a good deal. Tell us a little about the couple.

 

[Thongslipplease]

I’m back hooking up with this couple, I’m letting the husband suck my cock and take facials in exchange for plowing his wife.

Please tell us about it