*****

Part 4: The Lesson Part 1…

I watched in anticipation as Mallie and Sophia hooked up Mallie’s laptop to the TV in her room. I eagerly propped myself up a bit in Mallie’s bed, leaning against her spread of pink floral pillows, still completely nude save that hot pink ribbon that had been tied in a bow around my 3-inch erection mere moments ago. Whatever this was about to be, I wanted the best view possible. My face still blushed as my mind race with the possibilities of what I was about to see.

Mallie must have noticed my nervous expression. She came over to me and sat beside me on the bed, leaving Sophia to finish setting up the screen. “Hey, bud, you look like you’ve seen a ghost. How are you feeling? Any pain?” she asked, sweetly.

“Not really, I’m just um… processing,” I explained. “I just can’t believer this is happening… or that anything today was real…” I trailed off, deep in thought.

“Okay, bestie. Look at me.” I did as told. She continued, “I know this a lot, and we are moving faster than I originally wanted. And even though it’s clear that your little friend here is having a great time, I just want to ask you…. are you okay with all of this?” she asked, genuinely.

“Um…. yeah, I think so. I mean, it was embarrassing at first… and, well, it still is,” I blushed, looking down at my decorated winky. “But I just can’t explain it… I think I want this. Something about how you’re treating me feels… good? Right, even.” I confessed.

“Aw, buddy. I’m so glad you feel that way. And thank you for being honest. I told you, I’m doing this FOR you. You’ve had to cope with this little problem your whole life. I’ve seen it firsthand. I’ve been there every step of the way. I’ve seen the way you become bashful whenever the topic of sex and dicks comes up. I’ve seen you try to compensate by puffing up your chest and feigning confidence. And I’ve seen that you’ve been measuring your tiny penis all the time, hoping it will grow someday. I don’t want you to go through that anymore.

“I want you to accept your shortcomings and just be yourself. The moments when it’s just us, or us and the girls, and there’s no big scary real men around, when you let your guard down and embrace your true self. That’s the boy I became best friends with. Docile, submissive, sweet, and gentle. And you deserve to be that way all the time. It’s the BEST version of you!” She leaned it close to my ear again. Chills ran down my spine as I sensed whatever she was about to say was going to cut deep. She whispered, “Which is why Sophia and I are going to teach you a really important lesson now… that size… matters.”

“Okay! Let’s do this thing! This is going to be sooooo much fun!” Sophia shrieked, more animated than I’ve seen her in a long time. I looked at the screen and saw the bright pink title page of a slideshow presentation. The title? “Size Matters” in big bold text. I swallowed hard, bracing for whatever awaited me on the rest of these slides.

Suddenly, Mallie whipped out the ruler she had “borrowed” from me and began to speak confidently like a teacher giving instructions, “So, in order to teach this lesson effectively, I’m going to tell you the story of every place that this naughty little secret ruler has been in the past few weeks! Sound good, bestie?” I nodded eagerly. “I had a suspicion that you’d be quite interested in that, hehe,” she giggled.

“It’s probably all he’s thought about since you stole that ridiculous thing. Like, seriously, if you knew you had a tiny ass dick, why would you document it on something that, like, anyone you know might stumble across? It’s asking for embarrassment if you ask me,” Sophia chimed in.

Mallie continued, “So, without further ado- your ruler’s first stop!” She clicked to the next slide, revealing a photo of Mallie with Sophia and the rest of their friend group, posing in a selfie with the ruler. Mallie was holding up the ruler and pointing at the three-inch mark with her other hand. Sophia was next to her, making an exaggerated pouty face and holding up her pinky. Also in the picture were Jenny, a sporty redhead with a background in yoga and hiking, Riley, a goth, pale Korean woman with curly black hair and numerous piercings and tattoos, and Brooke, a brown-skinned, curvy beauty who loved to party and was the social butterfly of the group. They were each in various states of laughter, amusement, and pity.

A wave of embarrassment hit me as I realized that this ENTIRE friend group of girls knew exactly how undersized my penis is! I’ve hung out with them all several times since Mallie took the ruler, and they KNEW THE WHOLE TIME! My cheeks went red and my whole body got goosebumps. I looked back and forth at Sophia and Mallie in a panic. They were each giggling slightly, with devious looks on their faces, but not making eye contact with me. Rather, they were both staring down at my twitching, 3-inch boner, straining against the dainty pink ribbon tied around the shaft just under the nubby pink head of my hairless pinky-sized penis. It throbbed hard, bobbing up and down as it soaked in the overwhelmingly embarrassing sight before it.

“Wow, he’s SO turned on he’s literally twitching. That little thing has a mind of its own! All it took was some pretty girls laughing at your expense, and you look like you’re about to burst!” Sophia cried.

Mallie met my gaze with sympathy and began to explain, “Sweetie, of course, the first stop had to be the girlies. I simply couldn’t keep this to myself! Your wittle fella is HUGE news! I just HAD to show him off! Of course, there was some discussion about whether your measurements were accurate. It’s truly hard to believe a penis could be that small, you know? So let’s just confirm that really quick, to settle our suspicion.”

She held the ruler up to my dancing weeny, which reached just barely above the 3-inch mark. I had measured monthly for years with this ruler, so there was an array of Sharpie marks around this spot- some above 3 inches, some below. Sophia and Mallie burst out laughing, and before I could react, Sophia lifted her phone from her laugh and snapped a picture. Mallie quickly let the ruler fall before I could get a good assessment of the NEW markings, the marks that had been added since Mallie took the damn thing.

“Hey buddy! At least you beat 3 inches today! Though, given the embarrassing circumstances, I would be even more embarrassed to have a boner in this situation haha!” Sophia giggled condescendingly. She tousled my hair as she jokingly congratulated me. Her brief, playful touch sent a chill down my spine. “And now we have proof! Not that you having this ruler wasn’t proof enough!”

“Oh fuck.” I thought to myself. “That picture is gonna haunt me.”

“Okay, great! It’s 3 inches exactly! So, you weren’t measuring it incorrectly, that’s good! Otherwise, the rest of the lesson wouldn’t be nearly as effective!” Mallie lectured. She pressed the ruler down hard into my freshly shaved pubic mound. With the extra length, I reached just over 3.5 inches. “Haha, there we go! I was wondering how you achieved some of those higher marks. You little cheater! No more coping, bestie! It’s time you embraced that you have micropenis, hun.” I nodded in agreement, red-faced.

“So, onto the next stop. First, Jenny borrowed your little peepee measuring device to help her and her boyfriend. You see, Jenny’s boyfriend, Mikey, was a bit insecure about his size from a previous relationship, but Jenny doesn’t care. She loves his dick! He’s a totally fine size- right around average. So she showed him what an ACTUALLY small penis looks like-” she clicked the next slide.

An erect, pale, circumcised penis appeared on the screen. It stood straight out and had a decently impressive helmet. It was being held up by a pretty, manicured hand. Next to it, a matching handheld the very same ruler up next to the erection. It stood proudly at 6 inches, a size often considered average, but to me, it was aspirational (or, perhaps, delusional). My 3-inch marks riddled the ruler about halfway up his cock.

“OMG! He’s twice my size!” I blurted out, leaving my jaw hanging in awe as I finished speaking. This prompted a loud laugh from the girls.

“Sure is, dude. And he’s only average. A bit small in my opinion…” Sophia remarked.

“And just so you get a really good idea of the scale,” Mallie looked down at the ruler in her lap and closed her fist around it at the top, blocking everything from around 7.5 inches to 10 inches- so as not to spoiler the fun. She held the ruler up with this intentional grip. I watched in astonishment as my penis climbed meagerly to the 3-inch mark once more, reaching only halfway to the mark at 6 inches. I couldn’t help but imagine what it would be like to have a dick that big… resulting in my embarrassed, blushing winky to twitch again.

“Awww, bestie. Is your wittle peepee trying to get all nice and big to compete with the average-sized cock?” Mallie cooed, “That’s so precious. Don’t spend all your energy now, little buddy! There is still PLENTY of cock to come!”

“Seriously, dude. If you bust early, this is gonna be way less fun. Take a deep breath,” Sophia scolded.

“Hehe, don’t be mean, Soph! The dinky wittle winky is having the time of his life right now! Even if he squirted early, I bet he’d get hard again in know time with all this delicious humiliation!” Mallie explained, jovially.

“I-I can handle it. Please keep going!” I plead. My mouth was forming words faster than I could process. I couldn’t believe I was begging them for more, even in my deeply humiliated and emasculated state.

“Of course, bestie! Let’s keep it moving, we aren’t even at the good part yet!” Mallie agreed, “After Jenny showed us what she did, Riley and Brooke wanted to get in on the action too and add some more marks to the ruler. They thought it’d be funny to measure the biggest dick they could find. So, they took it to this one guy in their building who has, let’s say, a ‘hefty’ reputation and promised him a threesome if they could measure his cock-” She clicked to the next slide.

An even bigger cock suddenly loomed into frame. It was brown, uncircumcised, and curved slightly to the right. Even with the curve, he reached well past 7 inches, coming in just under 8. Better yet, Riley and Brooke both had their faces in frame on either side of his measured cock, with excited and surprised expressions, highlighting his size.

“W-wuh-w-woah…” I couldn’t find the words. It was enormous, well above average. Not quite porn start level, but might as well have been a god to me.

“What’s wrong, sweetheart? Lost for words?” Mallie teased.

“H-he’s just… so big.. and I-I’m so…” I trailed off as I looked down at my peewee. Mallie had moved her fist up to reveal the next mark on the ruler, just under 8 inches. “Small?” Mallie tried to finish my sentenced. “Tiny?” Sophia took a stab at it. They both went on, giggling more and more with each word: “Petite?” “Dinky?” “Itty-bitty?” “Underdeveloped?” “Prepubescent?” That last one got a big laugh. As they caught their breath, I was overcome with embarrassment and arousal. I instinctively moved my hand towards my throbbing boner. Still, I caught myself and rested it on my stomach instead, hoping they didn’t notice. They did.

“Oh! What was that little motion?! Were you about to…” Mallie barked while holding up her pinky and stroking it with two fingers to finish her sentence. Sophia jumped in, “I think he was about to tickle his embarrassed tiny weewee!” They laughed even harder. I had no response. I simply looked back and forth, frantically between them, in a horny fog.

“He SO was. This lesson is sinking in even faster than I thought it would! You’re SUCH a good student, bestie!” Mallie exclaimed.

“He’s a good little baby-dick bestie! Maybe he can be BOTH of our besties hehe” Sophia teased. “It’s okay, buddy. Since you’re such a good boy, you can tickle it for us,” she continued. I looked at her in disbelief for a second. I’ve never seen her like this. She’s usually pretty stoic and doesn’t seem to pay me much mind. Too preoccupied to care. But now! She was animated, interested, and laughing! It might be embarrassing, but this HAS to be the best thing I could hope for with a penis like mine, right? Hell, she was encouraging me to stroke her! What a dream! Nightmare!? Fantasy.

Before taking her up on the offer, my eyes darted back to Mallie with an eager curiosity. I wanted to check on her reaction to this development from Sophia.

“Haha, omg, you are so cute! He literally just looked to me for permission! You are SUCH a good bestie!” Mallie cooed, “Go on, you can touch it. Show us how you jerk it off.”

I slowly moved my shaky hand towards my penis, turning my open palm into a two-finger pinch as I moved. I nervously took my penis, still clad in its pink bow, between my shaking pointer finger and thumb. It felt so good to touch myself after everything I’d been through today, finally. All of my embarrassing boners from the day began to flash through my mind. I remembered Mallie and I’s talk on the couch, and showing her my penis for the first time. I remembered her shaving me, touching me gently and sweetly, with a total lack of any sexual desire.

I remembered waking up naked less than an hour ago in my crush’s bed, with the hottest girl I know sitting next to me. And now there I was, showing two of my biggest dream girls how I only use two fingers to tickle my tiny penis because my fist is too big! Oh geez! Oh no! It was all too much! My tiny penis can’t handle the humiliation! I felt my orgasm coming on! My scrawny ballsack tightened! My two fingers pinched down hard on my dainty shaft!
“Oh… Oh, no… Oh, God…sorry… Ooh fuuckkk…” I mumbled, as a small load of watery cum dribbled out the head of my 3-inch bowed-up peepee.

My loads have never really squirted out. Rather, my cummies just trickles down the short length of my wimpy head and shaft, catching on the pink bow and creating a small pool at the base of my hairless penis. I was left panting and twitching, my hand still in a two-finger pinch, hovering next to my prematurely ejaculating baby dick, almost as if I was giving myself the “SPH” sign.

As the incredible sensation faded and I caught my breath, my consciousness returned to the room, and screaming laughter rang in my ears. Sophia had her phone out again, pointed right at me.

Oops…

To Be Continued…?

*The opinions/views expressed in this story (and in any comments) are those of the author and do not represent this site. We support freedom of speech. This story has been submitted directly to this website, which is why we are able to publish it here. Thanks for your submission.