A Lesson in Masturbation [M/FtM]

Waking into Nick’s bedroom was like walking through time. The photos of cars ripped from magazines on the walls, the dark gray bed sheets, and the guitar in the corner. I probably would have had a Union Jack instead of the blue, pink, and white striped flag he had.

“I guess guys haven’t changed much,” I remarked.

“Thanks, Michael.” Nick blushed.

Nick had asked me to come here to help him sort out his clothing. He said that, despite all his time studying it, male clothing was confusing. I could tell what he meant. He was 20, but he dressed himself like a child. I wasn’t the most fashionable guy around, but I thought I could help.

I pulled open the top drawer of his dresser. I was greeted by half a dozen binders and a couple lacy bras. I almost chided him for keeping his girlfriend’s underwear with his own.

The next drawer had boxers, and a lot more work to do. I started pulling out some of the most childish ones. Garishly-printed fabric fell at a pile at my feet.

“Nobody is going to take you seriously if they see you wearing underwear with a food print,” I said, dropping a hot dog one.

Nick sighed. “You’d better take these too, then.”

I caught them without thinking. The entire boxers were striped like bacon. I couldn’t help but laugh.

Once I was done, I checked his socks. The only ones I got rid of were ones that had holes in them. The last drawer held pyjama and the pump he used on his… clit? Dick? I guess I still have to learn the terminology.

The closet was next. Nick had already started working on his shirts. He knew I’d disapprove of the few Hawaiian shirts he had, but I spotted a more subtle issue.

“Your sleeves are too wide.”

“What do you mean?”

“If they’re tighter, they show off your muscles, even if you’re not jacked. Which you are.”

“I see.”

“Can you get smaller pants?”

“They don’t make anything smaller than 28 inches. I checked.”

I looked at his hips. They still had some soft curves. There was something inviting about them. My eyes travelled along those seductive lines.

Oh. Of course. He was naked from the waist down. His cute, tiny dick hung out in full display. I wasn’t used to seeing it soft.

“If you keep staring, your face will get stuck like that,” Nick teased.

“Sorry,” I grunted.

My mind kept wandering, and sometimes my eyes would too. I would catch glimpses of his ass or dick. Staring was too risky. I was amazed at how comfortable he had been with me.

There was only one box left to go. I picked it up. It was surprisingly light. Nick grabbed my hand before I could open it.

“That is *not* clothes,” he hissed.

I recognized the worry in his eyes. “Packers?”

“And strap-ons… and vibrators… and some other… stuff.”

I put the box back. “Can I ask a bold question, Nick?”

“Yeah.”

“Have you ever masturbated like a man?”

He turned back to the box, his ears turning pink. “With a strap-on, sometimes, but I don’t actually have the equipment to do it for real.”

“Can you try it?”

The corners of his mouth turned up. “Yeah.”

We sat on the bed. I undid my own pants. Pulling out my phone, I searched for “authentic penises.”

“Pick one you like.”

He scrolled through the photos. Some he discarded instantly. Others he took more time on. He finally picked one, an average looking, skinny dick.

“Now, imagine that’s yours.”

He closed his eyes. His fingers twitched. His actual penis started to harden.

I wasn’t sure where I was going with this. I was making it up on the spot. But I knew I needed to teach him how to handle himself properly.

“Got your picture?”

“Got it.”

I wrapped my hand around my member. “Now, put your hand on your penis.”

He only needed to use two fingers.

“You’re only allowed to use your penis for the rest of the session. No touching your…” I tried to think of how I could address his vagina.

“You can call it a pussy.” He laughed.

“No touching your pussy, then.”

“Okay.”

I’d only jerked off with another guy once. That was when I had been at a party, where my friend and I had been trying to impress the same girl. The result was not the devil’s triangle I had hoped for – she went off with one of the guys on the football team.

This was different. Nick’s lips pursed as he focused on his strokes. My movements made a sound, but his were silent. His breathing was slow and controlled.

“Can I use lube?” Nick asked, beginning to reach for his glistening pussy.

“Even I use lube,” I stated.

With his hands newly wet, he returned to his task. I tried a series of different positions and techniques, hoping he would copy me. He did. He relaxed as he got harder.

I was harder than I had been in years. Nick’s lips were so pink. It would be perfect to finish myself off in them. No. Nick was only allowed to touch his penis. I had to play by the same rules.

My own funk was overwhelming. Giving myself a few short thrusts, I came. My cum painted the floor with white splotches.

Nick’s legs twitched. Biting his lip, he shook. He finally released his grip. His sheets had a new damp spot. I licked it up, and he licked my cum off of my hand.

He cleaned the floor with a towel before returning to my side. “I am definitely doing that again. I don’t think I’ve ever felt so hot touching myself.”

“If you didn’t want to, you could use my hands instead.”

“Mmm… then it’s not jerking off.” Nick joked. “It looks like you were enjoying yourself too.”

I nodded, touching his leg. “More than enjoying myself. Enjoying you.”

He cracked a wry smile. “Got any more sexy lessons for me?”

“Later.” I stood. “We’ve got to get your clothes cleaned up. If we don’t do it now, we won’t for a while.”

Source: reddit.com/r/eroticliterature/comments/jkrz4u/a_lesson_in_masturbation_mftm