"Carol," I said hopefully, "if you're free tomorrow, it's supposed to be a nice warm day, and I thought you might like to join me on a bike ride."
I'd been gradually working up my courage for the last week to ask Carol for a date. She'd joined the office a month ago. Physically she was very intimidating. She was beautiful in a fresh, athletic way. She had long blond hair, usually done up in a business-like manner, though you knew it would be long and soft if she let it down. Her tailored clothes couldn't hide a trim body, but instead accentuated her curves. She had lovely, firm breasts that were restrained by a bra purely for modesty rather than for any support or shaping which they clearly didn't need. Her waist was narrow, widening into slim hips atop long, perfectly formed legs. She wore heels in the office, which shaped her calves in an extremely seductive way. All this topped by a gorgeous face that usually sported a smile.
Several of the guys in the office had already approached her. As far as I knew, none had succeeded in getting a date with her. I had hung back, watching the different approaches, too timid myself to try my luck. Yet every time I saw her walking or bending over, I couldn't help getting aroused. My frustration at my lack of courage only compounded my desire for her. When I heard her talking with one of the other office women about her love of bike riding, I finally realized that I had an in. I've been a bike rider myself for many years; and it seemed like now I might cash in on all those hours.
Carol looked at me, clearly assessing me, deciding whether I was serious enough for her.
"Oh," she said, "I didn't know you were a rider. Do you ride a lot?"
"Yeah, at least a fair amount. You?" (As if I didn't know.)
"Yes. I love bike riding."
That lead to a discussion of bike paths, equipment, and so forth. I suspect her questions were designed to see if I was up to her level, or perhaps to assess the sincerity of my approach. I guess I passed muster, because to my relief she said, "Sure. I'd like that. Where and when?"
"Tomorrow's good for me," I said. "According to the weather report it should be a nice spring day, sunny and in the low 70s. I know a path up on the peninsula that's not crowded, especially this time of year. It's fairly level and goes through some woods and then along the lakeshore for a few miles. How's that sound for you?"
"Sure. I'll pack us lunch. Pick me up at ten?"
I was having a hard time not crowing or jumping up and down, but managed to say that that was fine, and to get her address and phone number. I spent the rest of the day in a cloud.
The next day I picked Carol and her bike up sharply at ten. She had a thermos of coffee and a packed panniers bag all ready to go. She was dressed for a picnic in lovely white cotton shorts and a yellow blouse. Her long blonde hair was up in a ponytail. I had expected Spandex, which would have revealed her form much better, but I found her outfit a lot more fetching in its refreshing retro 1950s look. It matched the cutoff jeans and shirt I was wearing, also in keeping with the picnic theme. We loaded her bike along with mine on my rack and headed off.
We made small talk on the way, mostly about office politics and previous bike rides, but I had trouble concentrating with her long tan legs so close and her pert breasts filling her soft blouse so provocatively.
We arrived at the path, and after unloading the bikes shared her thermos of coffee. She said how pleased she was with the path. Then we were off. Unsure of her ability, I followed. I needn't have worried; I had to work some to keep up. She set a brisk pace. However, with my eyes often on her gorgeous legs pumping up and down and her sweet ass atop her seat I paid little attention to any additional effort I needed. Her ponytail swayed hypnotically as she pedaled.
As I had predicted, we pretty much had the path to ourselves. We had passed only one other cyclist by the time the sun began to really feel warm. We had been cycling along the lake front in the sun, and shortly after we entered a woodland Carol pulled over and stopped.
"Whew! That was a lovely ride! But I'm hot. Let's take a break."
I certainly agreed with her description of herself, especially when she undid the top couple of buttons on her blouse!
"Fine by me. You've been setting a serious pace for this old guy. Pull the bikes off the path. There's a little clearing closer to the lake just over there."
We unloaded her panniers bag and picked our way through the woods until we came to a little clearing that overlooked the shore. When she unpacked lunch, I found that she had brought chicken salad sandwiches, some brie cheese and, bless her heart, a bottle of Chablis.
The wine was not chilled, but the sandwiches were delicious.
After lunch we were in no hurry to mount up again. I propped myself up against a tree with my legs stretched out toward the lake. After a moment Carol came over and sat beside me, leaning against me. The grass was soft and warm from the afternoon sun. The air was fragrant with new flowers.
"Thanks for inviting me," she said. "I've kind of been hoping you had noticed me in the office."
"No man could help but notice you," I said. "You light up that dreary place."
"You're sweet," she said, and she nestled closer to me. She was a little in front of me and leaned back into me. Her hair brushed my face. In spite of this morning's efforts, she smelled very fresh.
I could feel my cock beginning to stiffen. I reached my arm around her. I inadvertently brushed her breast. I was afraid she'd be angry, but instead I felt her snuggle into me even more. She leaned her head back onto my shoulder. I could see directly down her partly opened blouse into the shadowed cleavage between her creamy breasts. Encouraged, I moved my hand up and cupped her breast. I heard her indrawn breath, but she made no move to withdraw. I gently manipulated her breast, thrilling to its firm swelling filling my hand.