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The first time you saw a whaletail and/or see through trousers

1st time seeing a thong was watching WWE and seeing some of the women wrestlers with their thong out.

1st WT was in Highschool. No idea what it was but used to see them all the time. One girl it was always VS panties sticking out two inches. Another gstrings everyday I’d start trying to guess what they were gonna wear that day since it was such a regular occurrence.
I also had a teacher let’s call her Ms.L. Ms. L was definition of butter face but thongs all day everyday and you would see her tramp stamp above it. My friend said Ms.L caught him looking once but didn’t even adjust her clothes. She ended up marrying some other teacher that everyone knew they were banging on lunch breaks.

1st see through leggings is my wife/gf at time. One day I guess her ass got big and all the leggings she wore just were cheapish and you could see VTL. If funny just the other day she asked me if her leggings are ever see through. I lied and said nah only when your really bending over and your shirt covers it. She’s like well I really hope no one is seeing and is hope someone would tell me. (I’ll never tell)
 
thongz said:
my friends mum one summer - was at his place one weekend and his mum came out into the yard in this white see through summer dress. clear as day I could see her purple thong and from that day I was hooked onto them. every time she would bend over I could see her ass swallowing her thong - best part was I even got an upskirt when she walked up the stairs with me right behind!
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How old was she?
 
This is what i remember my first whaletail memory.
It was in middle school so i guees we both was 12-13 years old.
She was a thin girl and used black streth pants with a short t-shirt that day.
Outside the classroom it was a table in front of the window, so you could sit on the windowsill.
She do that and talk with another girl.
It was after lunch, and the classroom was locked until the teacher was back.
So i stay behind the door near table and leaned to the wall.
She leaned forward and had her elbows on the table.
I take a look and seen a huge 8 inch whaletail with maybe 3 of buttcrack.
I could see the thin black string went down her buttcheeks.
It was a thong with thin black straps, small shiny triangle with pink border and purple in the middle.
 
My first thong memory, honestly, as a 24yo, is probably the GTA 5 strip club. I don’t have any real life memories from before that game releasing that I can recall, so, I think the idea of thongs may have been introduced to me when I was 13 in 2013 playing in Los Santos. There’s also NPC’s in-game that have whale tails just walking on the street, so, it’s hard to ignore.

With that said, I think I first started noticing see-thru leggings around 2014. Never liked PE, so, instead of doing it every day for 3 months like most students for the class credit, I did it in the summer before my freshman year started, 2 weeks @ 8 hours/day. There were students from 8th grade like me up to HS seniors all in this summer PE thing, so, got to get a leg-up meeting girls way older than me and noticed thong lines on a lot of them wearing yoga pants or leggings. I think I even saw our PE teacher (good body, but prob 45-50) who always wore black leggings show thong lines when she’d bend over. I kinda remember seeing some pink waistbands or lacy undies sticking out for a few girls, but nothing specific. I do remember, a few weeks later at freshman orientation, they had us all sit in groups in the gym on the floor & one blonde girl named Bridget had on these low rise jeans and small shirt. As she sat all the way down, I saw her light pink lacy underwear - couldn’t tell if it was a thong, but def a cute pair.

The first proper full-on exposed whale tail I remember is a story I’ve told, I was in my freshman year Spanish class & this really popular girl sat in front of me: she was a volleyball player and fairly overweight, probably around 200-220 lbs, hourglass shape, huge tits and belly (from pure fat), but toned arms and legs, good thighs, blonde, actually kinda pretty. She had on these jeans one day that def didn’t fit her anymore, with a painfully obvious pale buttcrack & satin hot pink thong that was sexy, not branded. It was out most of the class, saw plenty of thongs under her tight leggings (w/o really even wanting to see them) and occasional peeks of the color of her underwear, but this single occurrence stuck with me because it was so out in the open. I can only think of 2 or 3 occurrences since where I’ve seen that much thong on display with my own eyes.
 
First time I saw a whaletail was back in the 10th grade, she was 15 years old, lightskin with curly hair. We attended this high school sporting event and she wore a violet tshirt with light green jeans. There was a tent setup outside and she sat at one of the tables under the tent with her friends. I remember walking pass her by the tent and noticing her black underwear was showing and the skin from her asscheeks was showing on both sides of the underwear and that’s when I realized that its a thong she’s wearing. My heart began to race because I’ve only seen thongs online but this is the first time I’m actually seeing one in person. Couple minutes later one of her friends whispered something in her ear then she quickly fixed her shirt which made me believe that her friend told her that her thong is showing. After fixing her shirt she looked at her friend smiled.
 
irkcoif said:
This is what i remember my first whaletail memory.
It was in middle school so i guees we both was 12-13 years old.
She was a thin girl and used black streth pants with a short t-shirt that day.
Outside the classroom it was a table in front of the window, so you could sit on the windowsill.
She do that and talk with another girl.
It was after lunch, and the classroom was locked until the teacher was back.
So i stay behind the door near table and leaned to the wall.
She leaned forward and had her elbows on the table.
I take a look and seen a huge 8 inch whaletail with maybe 3 of buttcrack.
I could see the thin black string went down her buttcheeks.
It was a thong with thin black straps, small shiny triangle with pink border and purple in the middle.
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I love the whale tail and buttcrack combo, that must’ve been super hot huh?
 
I think the first real one I saw was 6th or 7th grade, I was in art class and this girl Madison stood up from her desk and was adjusting her leggings, as they had slipped down a little. When she yanked them up, they became completely see through for a split second and I saw her ass in one of those little black triangle thongs with the string waistband. I had never seen anything like that before at school, she had to be one of the few in my grade that wore thongs. I got boners for weeks thinking about that moment afterwards 😄
 
The first thong I ever saw in person was back in grade 7. I knew what thongs were at the time because I used to watch pro-wrestling during the Attitude Era, and you’d often see women in thongs the commentators would always point it out.

Anyway, back at school, I was in this elective music/drama class I had to take. We were sitting on chairs in two rows in this open theatre-style band room. I was sitting in the second row. There was this girl in my class sitting in front of me. I remember her being kind of the reversed bookworm type, white girl, with brown hair. At the end of class, she bent forward to pick up her backpack or books from under her seat, and that’s when this light blue thong slipped above her jeans.

I was surprised by what I just saw. I was thinking, “Was that a thong? Is she wearing a thong?” I thought it was just something the women wrestlers wore, but seeing a girl in my class wearing one was… WOW.😮
 
rick2 said:
The first thong I ever saw in person was back in grade 7. I knew what thongs were at the time because I used to watch pro-wrestling during the Attitude Era, and you’d often see women in thongs the commentators would always point it out.

Anyway, back at school, I was in this elective music/drama class I had to take. We were sitting on chairs in two rows in this open theatre-style band room. I was sitting in the second row. There was this girl in my class sitting in front of me. I remember her being kind of the reversed bookworm type, white girl, with brown hair. At the end of class, she bent forward to pick up her backpack or books from under her seat, and that’s when this light blue thong slipped above her jeans.

I was surprised by what I just saw. I was thinking, “Was that a thong? Is she wearing a thong?” I thought it was just something the women wrestlers wore, but seeing a girl in my class wearing one was… WOW.😮
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It's always extra special when it's the reserved bookworm type

You just never see it coming

Completely changes your opinion of them
 
I think the first thong I saw was my aunts. This was probably 1999 or 2000. I was younger and she was taking me to the movies and she was going through a drive through ATM. she learned over to reach for the cash/receipt and I remember seeing her nude colored high rise thong half way up her back and I didn’t know what it was or why the underwear looked that way I just remember thinking this isn’t something I should be looking at 😂 I mean it was so high I think it looked like a bodysuit
 
8th grade with a girl who said in front of me. It got to the point she’d feel her thong was out and showing. One day she looked back wrote me a note saying I’m sorry my thong is always out you keep seeing it and if it ever a color you want to see just tell me. Lot of guys in my class would always embarrass her tellin her that her thong was showing and embarrassed she’d pull her shirt down or pull her pants up. I never said anything because I loved the view.
 
Bluedust28 said:
8th grade with a girl who said in front of me. It got to the point she’d feel her thong was out and showing. One day she looked back wrote me a note saying I’m sorry my thong is always out you keep seeing it and if it ever a color you want to see just tell me. Lot of guys in my class would always embarrass her tellin her that her thong was showing and embarrassed she’d pull her shirt down or pull her pants up. I never said anything because I loved the view.
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you never put in a request to see your favorite color?
 
Mine had to be when I was in 5th grade a girl I was friends with that was Hispanic was sitting on a side walk and leaned forward and her zebra print thing popped out.. was a string one that went into a triangle on the back then back to stings.. also I had a smoked hot teacher in her early 30’s and she was sitting beside me on a couch and she leaned forward to pick something off the floor and she was wearing a orange thong like the one I describe early that was zebra print but hers was orange and had some kind of design on the triangle part
 
Bluedust28 said:
Oh trust me I put in plenty of request with her on color choice…she’d wear em on look over her shirt and ask me did I like today color
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Sounds like she wanted to smash you bro, she really had you choosing what color underwear she’d wear for the day
 
Pmboy242 said:
Sounds like she wanted to smash you bro, she really had you choosing what color underwear she’d wear for the day
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Honestly i probably would smash her..worst day ever was last day of class when she told me she was going to a different high school than the one we were suppose to go to.
 
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