I get more comfortable around Mr. Smith

This become part of my little after school routine. If Mr. Smith wasn’t home, then I’d just change, swim, and go about my afternoon like normal. But, if Mr. Smith was home, then I’d very deliberately undress in front of him. At first it felt unnatural, and it made me super uncomfortable, but after stripping in front of him a few times I got used to it. We’d make casual conversation while I stripped completely naked and put on my speedo. Mr. Smith would ask me if I had changed in front of the other boys every time, and I would always say “no, not yet.”

One day, after about a week of stripping in front of Mr. Smith, I got into a fight with my dad over watching porn on my laptop. I don’t know how the bastard found the browser history on my computer, but he was waiting for me after school one day ready for a confrontation. We got into a bitter argument, and he eventually said we’d talk about it after I swam my laps at Mr. Smith’s house. So I left home pouting and grumbling under my breath about how he had invaded my privacy for no good reason.

I angrily walked over to Mr. Smith’s house, and found him waiting for me by the pool. It was strangely comforting to see him. We’d been chatting and everything almost everyday for about two weeks, so when he asked me “what’s wrong?” I blurted out “my dad and I had a fight about watching porn!”

Mr. Smith seemed genuinely taken aback. “I’m sorry, what?” He asked.

So I slumped down in a chair next to him and started explaining my situation. “Well my dad is kind of religious. He wanted me to join the community swim team to stay out of trouble, and he thinks that if I practice swimming at your house during the week, then I’d stay out of trouble too. Obviously, I’m a young man so-“

Mr. Smith cut me off and chuckled saying “little boy.”

I chuckled too, thinking what a strange correction. “So, obviously I’m a little boy, so I want to jerk off and have sex and everything else…” I paused “little boys do. So apparently my dad went snooping on my laptop and he saw I’ve been watching porn. He was furious” I finished with a grumble.

Mr. Smith paused, then said “I think it’s perfectly natural for a little boy like you to masturbate and look at porn. What kind of porn of do you watch?”

Without skipping a beat I said, “I just watch normal stuff. I like PornHub and xTube. I’m not into watching anything like S and M or whatever. I just need to relieve some stress after school and swimming.”

“You know, I like a site called Blacked.com” Mr. Smith chimed in. “You should check it out tonight” he said with a wink. “I think you’ll like it.”

“Blacked.com?” I repeated. Is this some weird kinky stuff? Why is it called ‘blacked’? I asked myself.

“That’s right” Mr. Smith said with a grin. “I watch their videos all the time.”

“Cool. I’ll check it out” I said.

“I’ll ask you about it tomorrow” Mr. Smith said encouragingly.

I smiled back at him, “It’s a deal.”

Changing the subject, he asked “have you changed in front of the other boys on the swim team yet?” He raised an eyebrow and gave me a knowing look.

I sighed, “No, not yet.”

“You’ve been practicing changing in front of me for about two weeks now. I can’t believe it’s not working.” He made a pensive face, as if deep in thought. “Do you think something else is going on? Maybe your father told you not to change in front of other boys?”

“Well...” I started. _Should I tell him about my insecurities? _I thought as I instinctively reached to cover my penis.

“Come on boy, I just gave you a recommendation for what porn to watch. I think we can talk about why you’re not changing in front of other boys.”

Mr. Smith made a good point, so I took a deep breath to calm my nerves. “Well…” I started again, looking off into the middle distance, not wanting to make eye contact with Mr. Smith. “Well…” I said again, this time looking down and feeling a bit ashamed.

“Well what?” Mr. Smith asked, this time with an assertive tone.

I took another deep breath, “well I am ashamed on my penis.” There, I finally said it. You can never come back here to swim again. I felt so bad.

Rather than being awkward like I’d expected, Mr. Smith pressed on “because…?”

“Because I think it’s too small. I don’t know.”

“Because you think it’s too small, or you don’t know?” he pressed again.

“Because it’s too small!” I finally sighed.

“Wait” he said, thinking. “Do you think it’s too small, or do you know your penis is too small?”

I thought about it for a second. I’ve never seen the other boys on the swim to changing before, so I don’t KNOW that my penis is small I reassured myself.

“I THINK my penis is too small” I answered.

“I see” was all Mr. Smith said.

We sat in silence for a few moments before Mr. Smith spoke again. “Well, you should still change in front of the other boys. Speaking of which, I think you should get changed now.”

I didn’t know how to feel. I’d just shared one of my deepest insecurities with this adult black man I’d been stripping in front of for two weeks, and all he could say was “I see”. I felt defeated.

“Sure” I replied in a low tone, getting up and taking off my shirt. My pants and underwear were next.

Before I had a chance to put on my speedo, Mr. Smith said “Adam” and I turned to face him. I could see from the way his head was tilted slightly down that he was inspecting my penis. I didn’t know what to do, so I just coughed a little to fill the silence.

“You THINK you penis is too small?” he asked me pointedly.

“Yeah, I guess so” was all I could say as he continued inspecting my junk.

“Ok!” He said getting up abruptly, turning to leave. “Remember to check out Blacked.com” he said over his shoulder.

“Sure. Sure” I said putting on my speedo.