The other day, I returned to my car with my friend after our cross-country practice. We’ve been best friends since we were 10, and I give him a ride home every day. We walked by the gym and saw the cheerleaders practicing. I jokingly said, “No balls, you won’t run through their practice naked,” but my friend said he would. This surprised me because he’s pretty shy, but I kept telling him he should do it.

Eventually, he said he wouldn’t want to do it at school because he’d get in trouble, so I suggested we go to these tunnels under the freeway on the way home. The tunnels are probably 100 feet long, and sometimes, we hide there during practice so we don’t have to do our full runs.

He agreed, and we drove over there in my car. I was teasing him on the way, saying that I was going to see his little wiener and tighty whities, and he said, “The tighty white part isn’t true, but the little wiener part is.” I fully thought he was joking. We walked down to the tunnel, and I told him to start stripping. He got down to his boxers, and we both started laughing. He said, “I can’t believe I’m doing this,” and pulled down his boxers. He kept his hand over his dick, but to be honest, he looked great. He handed me his boxers and started running down the tunnel. He disappeared for a few minutes but returned sprinting, still covering with his hand. He stopped before me and asked for his clothes back, but I told him that if he wanted them back, he had to stand on the road with his hands in the air for 10 seconds.

We walked up to the road, and he lifted his hands. His penis was maybe an inch, and I could tell he was embarrassed. I counted the 10 seconds slowly out loud while he laughed. No cars came by, and I gave him his clothes back.

On the way to his house, I teased him about his small dick, saying I could barely see it. Honestly, I thought it was really cute. He told me that I was the first girl ever to see him naked. It’s been kind of awkward between us the past couple of days, but I would love to see him naked again.

*****

I once saw my friend’s small penis during a dare. The story is on my profile. Since then, we’ve had sexual tension between us, and we’ve done some light sexting, and I’ve teased him a bit about his size, but nothing physical. He’s been BEGGING me to let him see my boobs.

During the holidays, we’ve had to run on our own for our cross-country team, but sometimes, a few of us like to meet and run together to hold each other accountable. A few days ago, my friend and I planned to go to this trail near my apartment to do our run. The trail was pretty much empty at about 7 AM after Christmas. A few people were always hiking around the first mile, but once you go deeper into the hills, it’s extremely rare to see anyone else. That’s why I like running there.

We met up in the parking lot, and I could tell he was staring at my ass in my running shorts. We started our warmup, passing a few hikers here and there and small-talking about our Christmases and all that good stuff. We pulled off the side of the trail to do some stretches, and it couldn’t have been more obvious that he was staring at me. I’m a bit of a free spirit, and I definitely wanted to see him naked again, so I got an idea.

I told him that I wanted to do a strip run. Each mile, we would take off an item of clothing until we were completely naked. Immediately, I could tell he was interested.

“What if someone sees us?” he asked, worried.

“You’ll just have to run faster so they don’t see your little dick.”

We both laughed, and he agreed to do it. We remained fully clothed for the first mile just to warm our bodies up. After mile 1, we looked at each other, and both pulled our shirts off and stuffed them in a small backpack I brought. He looked so sexy. He has a six-pack and nice arms. After the next mile, it was time for the shorts. We stopped for a second to strip. Soon I was in only my pink sports bra and black underwear. He was wearing a gray pair of boxer briefs, and very little bulge could be seen.

Both laughing, we started running again. Every time I looked over, I could see his penis bouncing. After mile 3, we stopped again.

“Time for you to get naked,” I said.

“We’re both getting naked,” he protested.

“I still have my bra and panties left.”

“You’re a fucking tease,” he said.

I watched as he yanked his underwear down. His soft dick in the cold winter air was easily under an inch. I told him it was cute, and he turned red. I could tell he wanted to cover up with his hands. He kept fluffing it to “warm it up,” too. After a minute of making him stand there, I took off my bra. He wouldn’t take his eyes off my tits, and his dick got fully hard in just a few seconds. I could tell how embarrassed he was by his accidental boner, and I started laughing. I told him I’d be offended if he didn’t get hard. Fully hard, he was probably 3.5-4 inches. Honestly bigger than I thought it would be based on his tiny softie.

We started running the next mile, his boner bouncing wildly.

“I can’t believe I’m naked right now,” he said.

“I know! Showing that little thing off is pretty brave,” I said with a smile.

Finally, after the next mile, I took off my panties and stood in front of him.

“Holy fuck,” he muttered.

I could see his dick pulsing.

“Do you want me to touch it?” I asked.

“Fuck yes”

“I’ll give you a handjob if you swear to do something for me,” I said.

“I’ll do anything.”

If I give you a handjob, you have to run back to your car naked.

“Deal,” he said without hesitation.

I pulled him a bit off the trail where there was more tree coverage. He shuttered when I touched his small dick, and overall the handjob probably lasted less than a minute. We kissed after and I gave him a second to clean up before we kept running. I did a mile fully naked because I kept my word, but after we finished the 5th, I stopped to get dressed. He stood there naked while he waited for me. By this time, he was soft and tiny again. There was only a mile left on the trail, and we were approaching the area where the trail would be more crowded.

“I’m gonna run so fucking fast,” he said.

Although the last mile was supposed to be our cooldown, we started running faster. Just to mess with him, I reached down and put my hand on his junk for a second.

“Don’t do that; I’m gonna get hard again,” he laughed.

As he said that, I could see a hiker in the distance. It was one tall person, probably a guy. My friend saw him too and started to say, “Oh shit, oh shit, oh shit.”

“Can I put my boxers back on?”

“Not.”

As we got closer, my friend covered up his dick with one hand (that’s all he needed), and I made him take it back off. Soon, the guy was within 30 feet, and my friend started sprinting past him. When I passed the guy a few seconds later, he looked shocked but said nothing. I ran quicker to catch up and finally got back up with my friend when we were near the parking lot. As we ran off the trail, at least five people were scattered around the parking lot.

“Fuck!” he yelled out.

I could not stop laughing and had to stop running while my friend sprinted to his car, only to realize I had his car keys in my backpack. I took my time going over to him while he stood there mortified, one-inch wiener on full display. One older lady would not stop staring at him. I finally walked up, got his keys out, and laughed as he got in the car. I followed him in and tried to give him his clothes so he could get dressed, but he was already starting to drive, still naked.

“Where are you going?”

“I gotta leave before someone calls the cops!”

Sitting down in the driver’s seat, his penis just looked like a nub. I flicked it and made us both laugh. After driving a few minutes, he pulled over to get dressed. He asked if he could kiss me again, and I let him. I’m not sure exactly where we stand on a relationship level, but I’m sure we’ve been texting about it, and we will have more fun.

 

The End.

 

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