There are a lot of delicious sensations in life, but there’s a something decidedly lovely about riding a bike in a skirt. I do this often, treasuring how the wind whips the fabric around my knees. It’s far less revealing than you might think, but I always wear bike shorts underneath anyway. It’s freeing and feminine and the idea of it makes me kind of giddy.

Oh, the summer. Floods of bicyclists in the streets, some beskirted, all enjoying the season. If you’re looking for a sweet summer romance, merge into the bike lane.

both on bikes 2am on Damen - w4m - 28
We both started riding home on Damen and North...I was behind you all the way to Damen and Diversy...I had on green tights with a jean skirt, my bike had a headlight...you looked back a few times...for cars? or for me? you had rolled up jeans and tattoos, bike lock in back pocket....I've never posted crap like this before and thought it'd be fun...will you even ever read this? HA! I just kept hoping the light would turn red long enough for us to meet or something...

Charity pumped her coaster’s pedals hard to keep up with him. And although the traffic lights conspired against a chance interaction, Josh was thankful for her company. He fell back a bit to keep better pace with Charity, listening for the rhythm of her bike lock rattling against her fork. It was the first time all week that the sight of his wife’s housekey on the counter left his mind.

Yellow Bike - Black & Beautiful - m4m
You were riding a yellow bike with a red fork - and the most beautiful eyes I've ever seen - we were sitting in the rain.

If you're looking for an older guy that would love to show you a great time - email me back.

Tell me where we were and what I was wearing so I know it's you.

Ron remembered the first time he ever posted an ad like this. It had to have been, oh, twenty-five years ago? He was as scared of being found out as he was eager to be found. Sometimes, he was successful and these classified gambles paid off. That’s how he came across Tony, with whom he spent twelve fantastic years. Ron hadn’t posted an ad since finding Tony. But in the eight months since Tony’s passing, his heart grew restless again. And Calvin’s eyes really were beautiful.

Hey, You on your bike! - 26
I was walking over the washington street bridge today around noon. I was wearing black shorts, a skull t shirt, with a lime green hoodie. I looked over and saw you on your bike looking at me. You smiled then I smiled back. I turned my head to look back and saw you looking back as well. I'm kicking myself right now...because I should have stopped to talk to you.

After Elliott crossed the bridge, he thought about what it would be like to turn around and sidle up to Laura. He’d take her to the Handlebar and they’d have a Wittekirke or two and then maybe go back to hers to listen to Cds. A year later, they’d move into a two-flat in Ukrainian Village. And two years after that, they’d have a baby named Leo. By the time Elliott pulled onto his street, he’d lived his whole life with Laura. And in those twenty minutes, Laura dropped her iPod and got a splinter.

Author’s Note: Our annual review of the Chicago glory hole scene is coming up. Please, tipsters, start sending any cool ads you find to sb at gapersblock dot com.