Shuffleman

Mine was on my mountain bike. I was racing a buddy on the street and he took a short cut back to the neighborhood. Thus, I was determined to go faster so that I could still beat him back. I took a 90 degree turn without slowing down and tried to make the turn. I hit the curb head on and did a Pete Rose immitation across some a yard. I bet I skidded for 20 feet and landed at the heels of an old lady, who was cutting her yard. She looked down at me without batting an eye and said "Oh My" and kept cutting her yard. I did my best not to limp back to my bike and rode home on my wobbled front rim. The grass stains never came out of my clothes but the brush burns felt great in the shower for a few days. When I got to work the fax machine (Yes, we used them back then) was littered with pictures of Pete Rose sliding to home plate.
I have had multiple falls where I forgot to clip out on my road bike. I do not even consider those embarassing though. They only register a chuckle they happen so frequently.

coasting 

most embarrassing moment.....hitting 20,000 posts on bf.

mlander

The story about being stuck under a airplane made me lol!

When it was my turn to pull on one of my first ever group rides I did the classic noob mistake and sped up. C'mon, I couldn't let everyone know how slow I was, right? In the process I just absolutely COOKED my legs. But that's not even the really embarrassing part. I just managed to hang on the back until we got back to our starting place. On my journey home, now alone, there was a somewhat formidable hill. On the approach I passed a young couple riding on the sidewalk on matching department-store mountain bikes. They were in regular exercise clothing and they appeared to be just out for a leisurely cruise together. I was decked out in spandex, on (relatively) expensive carbon, looking every bit the TdF-wannabe. And they out-climbed me, badly. I mean, they left me in the dust.

But... I've always managed to unclip in time. So far.

Ridelots24

mlander

^^^ Oof. Damn that sucks!

banerjek

Today when parking my bike at the dentist's office, I swung my foot to deploy the kickstand. But no bike of mine has had one for over 30 years because they are useless

Haven't made that mistake before. May get my head examined if I do it again.

Kayotee

The same mountain biking excursion gave me both of my most embarrassing moments.

I convinced the wife that we should spend our romantic anniversary in scenic Sedona, and well, no harm in bringing my mountain bike with me right? 7 miles into a trail I get to a tourist heavy rock formation, and already becoming tired, I suddenly encounter a steep, narrow, descending track filled with people. Deciding that this is a enough of a reason for me to turn around, I brake heavy and attempt to turn. Only instead I lose control, and fall flat down hill directly into a giant prickly pear cactus full on. The entire side of my body is carpeted in needles, so I pull off to the side of the road and begin picking myself clean, including taking off my jersey and standing half naked and sweating. As I do this, at least a dozen hikers are passing by, taking the opportunity to chat me up. And sure enough, a large school group of middle-schoolers trudges on up the path to me, and the adults decides that right next to me is a good spot for the class to hold up and wait for everybody to catch up. Yeah, don't mind me kids....

After 30 minutes of needle removal, I resume my travels back. As I'm riding, two young women that must have been a day over 18, red headed and hiking in bikini tops, crest a hill and pass by me as I politely pull to the side of the trail. Starting back up again, I wistfully look over my shoulder as they're departing. Then I look forward and realize I'm riding off the stupid trail. Braking hard again, wouldn't you know it, I fall over sideways. Into another prickly pear cactus. Over my screams and cussing I'm sure I heard two girls laughing. (the crash actually left 2 inches of an Agave thorn between under my skin, between the muscle, on the side of my knee, and required riding with that thorn the 5 miles back to the hotel where upon I informed my wife we'd be spending our anniversary at urgent care and please don't ask how this happened)