Upshort Shots

[meandmygirl]

I found this one

[greywolfe]

Best shot so far!

[pogo69]

A new find

[cgnok]

I wonder if she realized what was on display when she did that.

[hotlicks]

Originally Posted by cgnok

I wonder if she realized what was on display when she did that.

of course she did. You don't wear shorts like that without panties unless you want to show some pink!

[qwertz991]

Some more

[Cyborgamer]

Awesome stuff man!

[lonmol]

Catherine Bach, upshorted in bondage, from the old Dukes of Hazzard TV show.

[SimonTabs]

relaxing, don't know what she is offering

[titzoid]

Originally Posted by Djer

I took these of my friend while I was over one night. She wears these shorts all the time around me, and I love it!

Years ago, my best friend's girlfriend would always wear loose tank tops & shorts when I stayed over at their place. She always wore a whale tail thong that peeked out above her jeans. When we'd go swimming she had this bikini top that totally rolled up or down every time she jumped in the pool. She never seemed to notice and would just swim over to me and give me an eyeful. We'd chat like everything was normal and her tits weren't totally hangin' out the bottom or spilling over the top of that flimsy bikini (which was ridiculous considering how big they actually were). Sometimes I'd return the favor by letting my Johnson slip out of my shorts every once in a while and we would just carry on like nobody noticed anything...but I'd catch her looking every once in a while, and even changing seats or maneuvering for a better view. That was pretty hot.
One time when I brought my girlfriend with me to their pool, I noticed that her usually flimsy bikini had an extra strap fastened around her neck and like magic, her tits never popped out once.
Bottom line, reguardless of how innocent things seem, your friend knows EXACTLY how flimsy her shorts are and that she's putting on a show for you. No matter whether she admits it or not, she IS interested in something and she's getting off on the fact that you're getting worked up.
I'd start thinking about a scenario where she could "accidentally" get a look at your junk and see if things escalate from there.
I never dared to take things any further with my buddy's girl beyond our flirting (or whatever it was) and found out years later that she ended up cheating on him. I also heard that she would have been all over my stick in a heartbeat if I had offered.
Go for it.