Whale Tail Stories

[stinky47]

No problem, yeah, I probably do check out her ass way too much. Thanks for the encouragement but I don't think she is attracted to me and It would probably make it pretty awkward if I asked her out and got turned down since I work with her in pretty close proximity 5 days a week. Lol maybe one day though, a guy can dream.

Maybe one day after the two of you get to know each other more just maybe you might ask her out to lunch and just talk and see where it goes. Nothing wrong with checking out her ass when you can. How tall is she and what does she usually wear?

 

[ThatOneGuy01]

Maybe one day after the two of you get to know each other more just maybe you might ask her out to lunch and just talk and see where it goes. Nothing wrong with checking out her ass when you can. How tall is she and what does she usually wear?

That's not a bad idea. Right now I plan to just get to know her better and see where it goes from there. It would be awesome if something eventually developed, she is really cute obviously but also such a friendly and interesting person.

Yeah, her ass is hard for me to ignore, that's for sure. I'm not sure how tall she is, I'd guess maybe around 5'8 or 5'9. She normally wears a t shirt and usually jeans, jean shorts, leggings, or athletic shorts. Needless to say, her butt does look so good in leggings.

 

[stinky47]

Nothing like seeing a woman in leggings with a nice ass. I bet her ass looks so hot in leggings. Love to see a picture of her ass if you can get a picture.

 

[ThatOneGuy01]

Nothing like seeing a woman in leggings with a nice ass. I bet her ass looks so hot in leggings. Love to see a picture of her ass if you can get a picture.

Yeah, her ass is pretty amazing in leggings. Sadly, I doubt I can get a picture though since there are normally other people around.

 

[Gbanger]

Something about the wide waistband thongs does it for me. Not sure why.

 

[ThatOneGuy01]

Something about the wide waistband thongs does it for me. Not sure why.

Yeah, they are a nice blend of conservative and sexy.

 

[undrwhere]

I witnessed an amazing whaletail at the airport today while walking to my flight terminal. From a distance, I saw a milf in tight white flare pants squatting down to get something from her bag. I could see some fabric sticking out above her pants; at first I thought it was just her shirt or some regular panties. But the closer I got, I could clearly see a plain beige colored thong fully sticking out of her pants, flashing everyone that walked past. I wish I could've gotten a photo, but too many people were around. She stood up right when I walked past her too, and she had a nice round ass as the cherry on top. This is the second whaletail I've seen at the airport now; maybe I need to fly more

 

[Yusei]

That's not a bad idea. Right now I plan to just get to know her better and see where it goes from there. It would be awesome if something eventually developed, she is really cute obviously but also such a friendly and interesting person.

Yeah, her ass is hard for me to ignore, that's for sure. I'm not sure how tall she is, I'd guess maybe around 5'8 or 5'9. She normally wears a t shirt and usually jeans, jean shorts, leggings, or athletic shorts. Needless to say, her butt does look so good in leggings.

Seems like a pretty casual dress code - what kind of job is it? Does it require her to crouch/bend down frequently? Sounds like a great coworker to have around

 

[l0lcatz99]

I witnessed an amazing whaletail at the airport today while walking to my flight terminal. From a distance, I saw a milf in tight white flare pants squatting down to get something from her bag. I could see some fabric sticking out above her pants; at first I thought it was just her shirt or some regular panties. But the closer I got, I could clearly see a plain beige colored thong fully sticking out of her pants, flashing everyone that walked past. I wish I could've gotten a photo, but too many people were around. She stood up right when I walked past her too, and she had a nice round ass as the cherry on top. This is the second whaletail I've seen at the airport now; maybe I need to fly more

Airports are great. I flew through Miami recently and saw a girl there wearing completely see through white linen pants with a white seamless thong underneath

 

[Pmboy242]

Airports are great. I flew through Miami recently and saw a girl there wearing completely see through white linen pants with a white seamless thong underneath

Bro I went to Miami intl. last month and saw 2 vtls, one of the women was Hispanic and also wearing white linen pants. Those pants are always see through and I don’t think I’ve never not see a girl wear a thong with them. I only see vtls at the airport tho I’ve yet to see a thong slip

 

[Johannus]

That is an incredible story Johannus. Even tho that wedgie had to be amazing to witness, I kinda feel bad for Jane. She finally wears a pair of buttfloss underwear and ends up getting publicly humiliated over it.

Up until the point of the wedgie, she obviously seemed pretty comfortable and at ease with that string stuck up her ass. Maybe she was on the verge of graduating out of her fullbacks and switching to more buttsplitting styles of underwear. I hope this experience doesn't have her retreating back into her granny panties.

Hopefully she was good and tipsy because I know from middle school experience how embarrassing it is to be given a wedgie in front of others. Hearing them laugh while you do the walk of shame to the bathroom to dig the underwear out of your ass. I hope she didn't take that g-string off when she went to the bathroom, because that would be like her rejecting that underwear.

Have you seen any signs at work since that she's still branching out into thong styles or she back into fullbacks?

I think it was not so serious. Jane took it with humor. After that, I have never seen any singngs of thongs from her, but as I said, she has never worn them before to the work. I guess it is for her the "special purposes" underwear.

 

[ThatOneGuy01]

Seems like a pretty casual dress code - what kind of job is it? Does it require her to crouch/bend down frequently? Sounds like a great coworker to have around

It is a pretty casual dress code since it is a manufacturing job. Yes, there is a decent amount of crouching and bending so hopefully I get to see some more thong slips from her.

 

[Sundartha]

Hi, last week I had the chance to experience one of the best whaletail and wedgie moment ever, all at a work party. Our boss was celebrating his birthday, so on Friday afternoon we went on a little outing, then out to dinner, and finally to a bar.

Of course, our office manager, 45-year-old Jane, was with us too. She’s a very tall blonde with a curvy figure, and she’s extremely cheerful and friendly. She always wears low-rise jeans or pants, but I’ve never seen her in a thong. Sometimes the edge of her underwear peeks out, but it’s always panties. You can often tell by the VPL. So I figured a long time ago that there’d be no whaletail with her.

However, everything changed on Friday. It was around 10 p.m. at the bar, and we were all pretty drunk by then. We were standing at a bar table with some other colleagues and Jane when, all of a sudden, her beer coaster fell to the floor. She immediately bent down to pick it up, causing her white T-shirt and black sweater to ride up slightly, and from her blue high-waisted jeans with a black belt, a full butt crack peeked out, revealing a totally tiny and wedgied black G-string. It lasted only a second, but I stood there in shock. A tiny little black G-string thong digging into her butt-crack. Above the butt crack was a small black triangle from which strings ran around her hips. From that moment on, I knew I had to stay close to Jane throughout the evening and night so I could see that whaletail again.

After about half an hour, a great opportunity arose. We moved over to a table with some empty bar stools along with the group we’d been talking to. I sat down next to Jane, and as soon as she sat down on the bar stool (which had no backrest), her thong peeked out again. Low-rise hipster panties, a butt crack, and a tiny G-string completely wedgied in her ass. After a while, some colleagues who were nearby called me over for something. I got up and went to them, hoping no one would sit in “my” spot next to Jane. Unfortunately, an older female colleague sat down there.

I stayed with the new group of colleagues, and as we made our way around, we ended up right behind the table where Jane was sitting. I had a good view of her whale tail; two female colleagues were standing there with me, and we were chatting. It’s important to note that we were all pretty drunk at the party by then, so the atmosphere was relaxed. Suddenly, the first colleague, about 30 years old, said with a laugh, “Hey, look, is Jane wearing a thong?” The second colleague, around 40 years old, replied with a laugh, “Yeah, woow, her thong is peeking out.” I’ll admit I was afraid of embarrassing myself, so I didn’t say anything and just laughed.

The first coworker said, “I hate this. Why can’t women tuck their underwear in so it doesn’t show? Whenever I see a girl like that, I just want to give her a wedgie.” Suddenly, the best moment happened. The second coworker suddenly walked up to Jane laughing, grabbed her thong, yelped “Weeedgie” in her ear, and yanked on the thong.

I was in shock, my heart racing with excitement. My colleague pulled on her thong, pulling it up to the middle of her back. Jane screamed, “Nooo!”

She started to turn away, but my colleague was quick and pulled the thong even higher, all the way up to her shoulder blades! Jane screamed again, louder this time, “Nooo, that hurts.” She jumped up from the chair; you could see and hear from her movements and voice that it clearly really hurt. Which makes sense—that thin, tight string must have cut into her extremely deeply.

My two coworkers and I started laughing hysterically, as did the people at the table. Poor Jane was red with embarrassment, and she was pulling the exposed G-string off her back with her hand. Then she started laughing too, saying, “Sorry about the whale tail, but now I have to go to the bathroom.”

She went to the bathroom, and the first colleague said, “Well, at first I was glad she got that wedgie, but now I feel bad for her. You really pulled her thongs very high. It must be deep wedgie for her.” The second colleague replied, “Yeah, I didn’t even expect it to go that easily.”

After that, the colleagues started talking about something else with the others. But I was still reeling from the experience.

Jane then came back from the bathroom, and unfortunately, there was no more whale tail. She had obviously carefully tucked her thong under her pants. Not long after that, Jane and a few other people left the party (not because of the wedgie, but because they were obviously going home to their kids). It was one of the best thong experiences I’ve ever had in my life. The work environment, my female colleagues, and an older woman whom I would never have expected to be wearing a skimpy G-string. It was amazing!

things that never happened for 1000$

 

[Asianthonger92]

A few weeks ago, I was at a Korean streetfood festival and saw one of the staff members with her thong pulled up above her jeans.

I am not complaining. I am at a loss for words. A staff member at a public event exposes her underwear intentionally. How does her supervisor even allow this? I was surprised that no one pointed out her outfit.

 

[jabariarbad]

A few weeks ago, I was at a Korean streetfood festival and saw one of the staff members with her thong pulled up above her jeans.

This was a public event, and she let out her underwear intentionally. I was surprised that no one pointed out her outfit, not that I care.

that's hot

I'd be going feral if I saw that