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  #21  
Old 05-19-2025, 12:31 PM
Gnome72141 Gnome72141 is offline
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I still remember my very first crack-cleavage sighting: I was at a hair salon, and this 20-something woman kneeled down to get something off the bottom shelf, and like 6" of butt crack was showing. She casually pulled her jeans up when she stood up as though it happened all the time and she didn't care one bit. I mentioned it to a female friend of mine, and she said it's all the rage (at the time-- 20+ years ago) and that if you don't see a girl's crack, then they aren't cool.

Another time we were at a popular vacation destination, and a mom with her two daughters (18-20-ish) were walking towards us. Their pants were so low that I saw the top of bush of the older one, and when they stood next to us, I could see clear down into her pants and underwear with the gap that was created from her ultra-bony hips pointing out so much. My wife was convinced that she stood there on purpose to give me a good look.
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  #22  
Old 05-19-2025, 02:42 PM
Johngreen Johngreen is offline
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Quote:
Originally Posted by Gnome72141 View Post
I still remember my very first crack-cleavage sighting: I was at a hair salon, and this 20-something woman kneeled down to get something off the bottom shelf, and like 6" of butt crack was showing. She casually pulled her jeans up when she stood up as though it happened all the time and she didn't care one bit. I mentioned it to a female friend of mine, and she said it's all the rage (at the time-- 20+ years ago) and that if you don't see a girl's crack, then they aren't cool.

Another time we were at a popular vacation destination, and a mom with her two daughters (18-20-ish) were walking towards us. Their pants were so low that I saw the top of bush of the older one, and when they stood next to us, I could see clear down into her pants and underwear with the gap that was created from her ultra-bony hips pointing out so much. My wife was convinced that she stood there on purpose to give me a good look.
Great stories bro! The low rise era was such a great time and gave us such wonderful sightings.
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  #23  
Old 06-12-2025, 02:00 AM
MisterUnderwear MisterUnderwear is offline
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Default Peek at Pink

I work in a restauraunt, and I came in one day to see a girl bending down to lift a heavy box.

Now, she's a cute one, anyway, with a slim build, great butt, and glasses, but I got my first glimpse of her underwear. They looked to be Hanes or maybe Fruit of the Loom, something cotton and modest, in a soft pink, sort of like the color of strawberry ice cream. It was a fairly substantial peek, too, like at least and inch or so on display.
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  #24  
Old 06-14-2025, 12:01 PM
veryaware2003 veryaware2003 is offline
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Default Whale tail in the window

I was on a business trip to Pittsburgh and few years ago. It was a warm, almost hot, summer day. After my meeting I was walking back to my hotel in the downtown area, and I passed a Subway sandwich shop. There was a young lady sitting at a tall table in front of the window. She was facing away from the window, leaning over reading a book as she ate her sandwich.

The low rise cargo pants she was wearing, and the posture she held as she read her book, provided an excellent view of her beige laced thong. The panties seemed small, only covering a bit of skin above the crack of her beautiful ass. The effect was amplified by the way her panties wrapped around the top of her hips, which caused the cheeks of her ass to hide the material between them. Overall, the view was breathtaking.

I wasn't the only person to notice, with several people waiting nearby to catch a bus. I stood there too, pretending to wait for the bus as well. When the bus came, people exited then entered the bus and I decided to walk into the Subway shop and let the young lady know she was probably showing more than she intended.

When I approached her, she looked up with a smile as I said, "Excuse me, but I think you're showing a bit more of your back than you realize." She turned her body and put her hands behind her to feel how much was exposed and giggled as her eyes widened in surprise. She stood up and pulled up the loose fitting pants, thanking me. As she did this, I realized her tank top held two beautiful braless breasts! I spent a little too much time looking and she noticed my stare, but kept smiling. I was speechless, having been caught looking at her breasts and couldn't think of anything to say, so after an awkward pause, I said I hoped she had a good day and turned to leave.

As I opened the door to walk out of the shop, I noticed she was still looking at me and smiling. I smiled back and left. As I walked past the window, I looked back at her ass again and noticed I could still see her whale tail, but no more crack. And she had caught me looking again! But, it was pleasant and she was still smiling. I think she knew she had made my day much more enjoyable.
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  #25  
Old 06-14-2025, 01:46 PM
Risasay Risasay is offline
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Buried on an old hard drive somewhere I have a string of photos of my buddy and his girlfriend. We were in our early 20s and he had just started dating this really cute brunette with glasses. Real Lisa Loeb vibes. After a night out we ended up at my apartment drinking and as they were in the goo goo gah gah early stage of dating at one point they ended up play wrestling. Rolling around on the living room floor. I took some photos as it was a funny scene. At one point he ended up on his back and she had him pinned down. Her ass up in the air and I noticed her slack pants had inched down a bit. I stood and took a few photos of the top two inches of her crack sticking out with her panties sort of bunched up below it sticking out of the top of her pants.
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  #26  
Old 06-15-2025, 12:46 PM
willie44 willie44 is offline
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Several years back a group of us (all couples) went to Orlando for a long weekend, one morning the other couples decided to hang out at the pool, me and my ex-g/f were more interested in going to the outlet malls, before leaving we stopped by the pool to plan out the day, my ex/gf pulled up a lounge chair to the edge of the pool and was leaning forward talking to one of the other girls in the pool, one of the other guys in our group was at the pool bar getting a drink as he walked back to the pool he had to walk behind my ex-g/f, as he approached her he glanced down at saw her thong, I watched as he casually wandered around her sneaking subtle glances, since he lingered I was curious how much he could see, I made a trip over to the bar a got a drink so I could walk behind her when I returned; she was wearing a pair of tan khaki type shorts and a white tank top and about 2 inches of her thong was showing, the added bonus was that her thong was super cute, it had a blue/white striped waistband with "Victoria's Secret" in yellow text and the triangle portion of the thong had yellow and blue flowers. The rest of the trip he conveniently would try to always walk behind her if she was sitting.
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  #27  
Old 06-15-2025, 09:50 PM
DRDavenport DRDavenport is offline
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I was once riding my bike along the Coney Island boardwalk. It was pretty crowded, so I had to walk my bike.
There was a group of teenage girls walking along at the same rate. One of them, her thong was tied so loose, that it hung away from her crotch. I walked along side and had a clear view of her pubes & pussy for about 5 minutes.

DR
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