Continue to the market

"So that counts for challenge number 1 right?" I asked Kaylee as we continued walking.

"Oh yes, very much so. And let's just add on that if you fail the challenges I'll be sending these pictures to more than just Mrs. Peck!" I could feel my cock stir at the threat.

Now for challenge 2. I saw Mrs. Peck and her friends up in front of us. One of them was very short with long blonde hair. She was a bit on the chubby side and her ass bounced with each step. She had a basket filled with several different fruits and vegetables. I snuck up behind her as she was browsing a selection of apples. With her basket off to one side, I dropped my pair of briefs on top of her produce. I then hiked up my sweatshirt to be above my waist, letting my cock and ass be free to the world. "You've got to get the apples in the WAY back to get the best ones," I said as I stretched over her. I purposefully moved in a way that let my penis graze across her hand. She let out a gasp.

"Oh my! Well you seem like you could teach me a thing or two about apples!" Her hand rotated up to cup my balls. Her hands were cold and I shivered at the sensation. I jumped back as if just noticing my exposure. She giggled at my shock and gave me a gentle squeeze.

"Where did my- OH!" I pointed to her basket, "There those are!" I reached for my briefs but she pivoted away from me. "Hey!" I said as I continued to reach for them, the entire time my packaged in her hand. She fondled my balls one at the time. After several moments of struggle she let me have access to the basket. I slipped them up over my shoes and up my legs, but she left her hand in place. As I pulled my briefs up to my waist, her hand was down sticking out of my underwear groping my balls. "Well excuse me! It seems you have got me held hostage!" Her thumb moved up to brush the head of my penis. Blood began to swell to my groin at her touch. She gave me a grin before finally releasing me.

"Now why would a young man like yourself be going around with no pants, not to mention no undies?" I blushed at her question and looked at the ground in shame.

"Well you see it's laundry day and I thought my sweatshirt would be long enough and I never though-" She put her finger to my mouth and shushed me.

"It's ok dear, you don't need to explain yourself. I am just teasing. If you ever want to help me with apples again you just let me know."

I walked back to Kaylee who had been watching the whole thing. "Oh my god! Are all of your old teachers and friends this cool?" Kaylee asked.

"I sure hope so! I want to pick another one for challenge three. I have to imagine they're all adventurous like the first two!"

Mrs. Peck's second friend was at the corn stand looking at her choices.