Jake’s Diagnosis
By TeenyWeeny2.

It had been just over a week since I’d asked my Mom to make an appointment with Dr. Richards, our family GP. “Sweetie, what’s the matter? Is your knee playing up again?” she’d asked with such sweet sincerity.
I’d initially planned to lie about my reason for wanting to see the Doctor, but the more I turned things over in my mind, the harder it became to ignore the creeping desire to bare my soul to her. I told her that in the four years since I’d noticeably hit puberty, despite the broken voice, the sudden height increase, and all the other telltale signs of impending manhood, I was deeply worried about the apparent lack of development in my trousers.
After an awkward moment, she’d hurriedly tried to diffuse the situation with a forced attempt at casualness and some offhand remarks about how ‘all boys worry about their willys’ and ‘girls care far less about size than guys do.’ Nevertheless, she agreed that it’d be good for me to talk to a professional for some peace of mind and made the appointment.
Now, as I sat uncomfortably in her car on the way to the clinic, I was feeling a mixture of nausea, fear, and some intense sort of arousal. Recently my general horniness in relation to anything even remotely sexual had morphed into an increasing obsession with my penis, primarily the tiny thing’s failure to ascend into adulthood with the rest of me. I couldn’t help but fixate on its size and capacity to satisfy a girl, imagining the looks of laughter and pity that would surely confront me should I ever expose it.
Each time I’d masturbate, I’d end up cumming in a state of ecstasy and confusion which would quickly give way to intense shame and embarrassment. I knew I was much smaller than guys in porn, but that was a given. When I’d looked up penis sizes online, I’d been sad but unsurprised to see that I was a decent bit below average. However, I figured that, given I had only recently turned eighteen and was technically still going through puberty, there was surely something that could be done to encourage some growth.
Upon arrival at the Doctor’s, my normally ebullient and chatty Mother simply told me she’d be back to pick me up in about an hour before becoming flustered and wishing me luck with a look of sheepish embarrassment on her face. I slunk in, attempting to make myself as small as possible, irrationally thinking that anyone who saw me would be able to tell my reason for being there just by looking at my blank expression.
As I approached the reception desk, my heart beating like a drum, I instantly recognized the receptionist. She was the daughter of a friend of my Mom’s. Claire was her name. Even though she was a couple of years older than I, we used to play around a lot as kids, but I probably hadn’t seen her in six or seven years at this point. It seemed those years had been very kind to her. Her face lit up when she saw me.
“Hey, Jake, how’s it going? I haven’t seen you in ages. My god, you look so grown up! How’s your Mom?”
I told her my Mom was good, and we made a little small talk before a lull in the conversation caused me to remember my reason for being there.
“So I’m here to see Dr. Richards. I have an eleven o’clock appointment.”
“Oh, Jake, sorry, didn’t you check your emails? Dr. Richards is off work, so it’ll be Dr. Cassidy seeing you today.”
“Oh, OK… Um, I guess that’s fine.”
To be honest, the idea of showing my little penis to some random Doctor I’d never met seemed preferable to getting it out for Dr. Richards, he was a nice guy, but I’d known him most of my life, and for some reason, he always seemed a bit uncomfortable around me.
“Oh, don’t worry about a thing, honey,” said Claire, sensing some hesitance in my response. “Dr. Cassidy’s great, you’ll love her. Just take a seat, and I’m sure she’ll be along in a few minutes…”
My heart stopped. Did she just say her?
As I sat waiting and sweating bullets, I could swear Claire kept looking over at me, but every time I returned her glance, she seemed to be looking down at her desk. I was sure she sensed the change in my disposition. Since she’d revealed to me that I would now be seeking judgment of my small penis from a woman, I’d barely uttered a word. I’d simply babbled some monosyllables and slunk off to sit.
I fought the urge to get up and leave, steeling myself with the thought that this was probably the best and safest place for me to show a woman my cock for the first time. I figured she’d be some mid-fifties or older professional type, and as I pictured what was fast approaching, I felt a stir in my pants as my little willy started to stiffen. I took some deep breaths and tried to compose myself.
After a couple of minutes, I heard the telltale footsteps coming down the corridor to the left of the reception desk, and before I had a chance to look up…
“Jake Blakely?” Dr. Cassidy’s voice was sweet and sexy and unmistakably that of a relatively young woman. I stood meekly, giving what I’m sure was a quite pathetic smile by way of a hello, and made to follow her through to the examination room. Upon entering, she sat at her desk, and for the first time, I got a good look at her. God, she was hot, not in an in-your-face way, but just a really natural, girl-next-door kind of way. She looked to be in her early 30s and had mid-length, mousy brown hair, blue eyes, and a Disney princess mouth and nose. She smiled kindly and beckoned me to sit in the chair opposite hers. I am completely obliged.
“So, Jake, it’s really nice to meet you. I’m Dr. Cassidy, and as I’m sure you saw in that email we sent out to all our patients here, I’m covering for Dr. Richards while he takes a leave of absence. What can I help you with today?”
I froze. As stupid as it sounds, I hadn’t really thought of what I was going to say at that moment. I’d just been so consumed thinking about the moment of exposure itself.
“I um… Well, I guess it’s just… Like I…” I stammered.
“Jake, slow down and just take a second. I know it can freak people out coming to the doctor, but this is a safe space and I’m only here to help.”
“OK, well, I’ve just been a bit worried about a couple of things to do with my development. Like, some things have changed, and others haven’t, and I’m just having trouble not worrying about it all the time.”
Dr. Cassidy sat back in her chair. For a moment, she looked slightly lost for words. She clearly hadn’t been expecting the conversation to go in this direction, but she quickly regained her composure.”
“OK, well, that’s perfectly normal, Jake. Everyone’s body is completely different, and some things just take a little longer than others to change. Now, what things are you worried haven’t changed?”
As she asked this question, I saw her gaze shift, barely disguised from my eyes down to my crotch. The room was so thick with such an obvious tension that I felt I could barely breathe. Given I was at this stage a pretty well-built 6ft with a deepish voice and a healthy hint of stubble, it was glaringly obvious which part I was worried hadn’t changed, but I knew I was going to have to say it out loud.
“Well, it’s my um… My penis.”
Clearly, the tension had been a little much for Dr. Cassidy, too. She visibly relaxed a little at my sad admission before offering a smile and extending her hand out across her desk as a gesture of support.
“Jake, relax, that can’t have been easy, but well done for sharing. So many people have problems and concerns that they just sit on, and it always makes things worse. Now one thing I know for sure about penises is that they really do come in all shapes and sizes, so chances are you’re just being overly concerned about nothing serious. Studies show that a majority of men worry about the size of their penis from time to time, and that’s particularly normal at your age. Now as I said, penises vary to a huge degree, but for reference, the average flaccid penis is about 3.5 inches and erect is 5.1 inches. So if you’re comfortable, I think we should get your trousers and your pants off, pop you up on the examination table, and have a look.”
My brain was trying to catch up to what she’d just said, ‘3.5 inches flaccid, 5.1 inches erect.’ It suddenly dawned on me that whilst looking up penis sizes online, I’d been in such a frenzy fingering my little dick that I hadn’t read the figures fully. In my naivety and ignorance, I’d simply seen the initial number and always figured it pertained to hard cocks. The gravity of this error slowly descended on my mind like a mental mudslide. I’d always known I had a small dick, but with no brothers and few opportunities to see other guys cocks since grade school, I obviously didn’t have any clue just how small.
Dr. Cassidy punctured my stupor by standing and moving over to the examination table, where she set upon a box of latex gloves. As I rose like a zombie and slowly made my way over to the table, I felt dizzy and light, but there was a knot at the pit of my stomach. I couldn’t believe that I was about to show this beautiful girl my tiny little penis. Another thought hit me, and I realized what a fool I’d been to shave my pubes. I’d always heard it made cocks look bigger, but given this recent revelation, it struck me that mine was unlikely to be blessed with that effect.
“OK, now it’s probably easier if you’re standing to begin with, so if you just come right here, I’ll pull up a chair, and you just pull down your trousers and pants when you’re ready.”
She was trying to be casual, but I could tell by her breathing that Dr. Cassidy was eager to see what I had in my pants. I stood just in front of the examination table, she in a chair facing me at crotch height. I took three concentrated breaths and unbuckled my belt before lowering my trousers, then my boxers to the ground and standing up straight.”
“Oh my,” Dr. Cassidy let out an audible gasp and raised her hand to her mouth.
My cheeks burned, and I flushed red at the humiliation as she sat staring at my little winky, soft, and uncircumcised, barely protruding an inch from my shaved torso. Without speaking, she reached out and began fondling my balls. The sensation of a girl touching my scrotum for the first time sent shivers throughout my body, and I let out a small whimper.
“Sorry, Jake, I just want to check your testicles to see that they’ve both descended properly.”
Dr. Cassidy spoke in a different manner than before, and I felt for a moment that she was trying to suppress laughter, but as she continued to roll my balls around with her fingers gently, I could focus on nothing else.
“Your testicles feel good and healthy, so well done,” she said patronizingly, “I’m just going to do a quick inspection of your penis, and then we’ll take some measurements.”
With her left hand still holding my balls and just the thumb and forefinger of her right, she slowly began to retract my foreskin over the tiny pink head of my cock. The sensation made me hard in around 3 seconds flat, and before Dr. Cassidy realized it, she was holding the tip of my fully erect penis in two fingers.”
“Oh shit, I…fuck, I’m really sorry.”
“Jake, don’t even worry about it. I take it as a compliment,” said Dr. Cassidy, this time with a definite note of humor in her voice. “Now, can I just ask, are you fully erect right now?”
“Yeah,” I just about whispered.
“OK, well, now seems like a perfect time to get a maximum length measurement from this little guy.”
Her use of the word little sent a shock to my brain. She didn’t need to say it. She chose to say it. She’d seen my peepee, and she thought it was little. If possible, my dick got even harder as she stood and walked back over to her desk, where she picked up a tape measure before turning around and taking a pause to look me up and down. She walked back over and, this time, knelt before my tiny willy, bringing the tape measure up to its side and holding it there.
Silence.
I stared straight ahead with the intense feeling that if my little winky got any harder, it might explode. I wondered why she wasn’t saying anything, and then I heard it. She tried to stifle it at first, which forced her to snort before giving in and dissolving into a beautiful mess of giggles and laughter. A wave of pleasure hit my entire body, and my knees buckled. I reached out behind me to steady myself on the examination table and let out a pathetic guttural moan as my cock shot six or seven ribbons of cum onto the floor beside her.
The speed of my orgasm must have surprised her, as the laughter quickly ceased. I cast my eyes downward to find that she was looking directly upward into my mortified face with a look of pity and affection. She quickly enclosed my willy in the palm of her hand and massaged it soothingly as it began to return to its soft, acorn-like state.
“Well, Jake, at least we know it’s working well enough,” she stated jovially.
As my breathing returned to normal, I began to feel a deep sense of shame and vulnerability. I’d known this would be humiliating, but I hadn’t expected to lose control so easily. Something about the genuine, uncontrollable reaction my little peepee had provoked in her had pushed all of my buttons at once.
“I can only apologize for my reaction, Jake. I pride myself on being a professional, but this job can still surprise you sometimes.”
“Why were you surprised? Haven’t you seen one like mine before?” I asked shyly, dreading her answer.
“Let’s just finish gathering our measurements, and then we can have a little chat. Now that he’s gone soft again, I can get a good flaccid length and girth reading.”
She giggled again while taking the next measurement, excusing herself as she did. I looked down and felt the knot return to my stomach as I noticed how unbelievably tiny I looked in her hands, my now spent little penis noticeably smaller than her thumb.
Once she finished, she asked me to sit up on the examination table, my trousers still round my ankles.
“OK, Jake, so now that I’ve measured you, I think I have a pretty good idea of where we’re at. You were right to come in today, as, unfortunately, it does seem as though things haven’t developed down there quite as much as we’d have wanted.”
I felt a lump in my throat begin to form, and my little weewee began to stir again.
“Your flaccid length is 1.6 inches, and your erect length is 2.9 inches. Both measurements are significantly below average and definitely outside the range of what is considered a normal adult penis. Given all that, I feel pretty confident diagnosing you as having a micropenis. I think we should seek a second opinion, of course, but given how far along you seem to be in all other areas of your development, I think it’s very unlikely that your willy will catch up.”
“OK, so what do we do?”
Dr. Cassidy looked confused and hesitated for a moment. “Well… there really isn’t anything we can do. There’s a pretty finite window of time for your penis to receive the growth hormones necessary for it to evolve from its little boy state into Something more manly, and I’m afraid for you, I think that window is closed.”
“You mean I’m going to have to deal with having a little boy cock forever?” I asked frantically, my cheeks turning red again.”
“Oh, honey, I know this is upsetting, but you need to try to look at the bigger picture. Clearly, you’re still able to get pleasure from your willy, and some girls really don’t mind little ones.”
“But what about sex? How am I supposed to please a girl if I have a little boy cock?” I was getting worked up again. The confirmation that not only did I have a small cock, but a genuine micropenis was too much for me. Moreover, the fact that there was apparently nothing I could do to help the situation. My eyes started welling up, and for some reason, the little shrimp between my legs began to harden again.
“Oh Jake, poor thing,” said Dr. Cassidy, moving closer and putting her hand on my shoulder, “there’s far more to life than sex, and there’s far more to sex than penises in vaginas.”
I could sense a genuine feeling of maternal sympathy in her voice as she moved fully up against me. She took my tiny erect penis in her finger and thumb again and began to stroke softly but steadily.
I looked at her in surprise, unsure what had moved her to start handling my willy again.
“Does that feel nice?” she cooed gently in my ear, “Do you like it when I touch your little babydick?”
I couldn’t believe what I was hearing. I stood open-mouthed and just nodded while Dr. Cassidy continued giving me a slow, two-fingered handjob.
“See how good that little peepee can still make you feel? And I think it’s adorable. Tell me, did you shave off your pubes because you thought it might make it look bigger?”
“Uh-huh,” I answered limply, fighting the urge to blow my load on the floor for a second time.
“Well, sweetie, I think it looks great, although I do think it’s important you know that it hasn’t worked. Your winky still looks tiny. And without any hair there to disguise it, if I didn’t know any better, I’d swear I was actually looking at a little boy’s peepee, a tiny 2-inch toddler.”
That was too much. I felt like I was about to pass out when, all of a sudden, my body began to convulse in the most intense orgasm I’d ever experienced. As I came, Dr. Cassidy spoke emasculating words of encouragement, calling me a good boy and congratulating me on cumming so much from such a tiny little winky.
She fetched a paper towel and handed it to me to clean myself up before returning to the seat behind her desk and logging on to her computer. She told me that she was going to refer me to a urologist who would confirm her diagnosis but that this was just a formality as my measurements and performance clearly displayed that I had a micropenis. I felt so hot with humiliation that all I could do was grunt and nod in agreement.
Given the level of intimacy that had passed between us, I was slightly taken aback that, since my second ejaculation, Dr. Cassidy seemed in a rush to get me out of her office. She told me that Dr. Richards was planning to be away for quite some time and that if I had any further medical issues, I shouldn’t hesitate to come back and see her.
And with that, I got up and left. I’d barely made it three steps down the corridor before I heard a burst of hysterical laughter emanating from the closed door behind me. As I returned to the waiting area, Claire greeted me with another smile.
“How was that, Jake? Isn’t Dr. Cassidy great?”
“Yeah, uh… She really helped me a lot,” I muttered somewhat glumly, looking at the floor.
“Yeah, she’s really good at helping with little problems like yours.”
“Huh?”
“Oh, don’t sweat it, Jake. Your Mom knows I work here, so she asked my Mom if I could get you an appointment at short notice. I did a little eavesdropping while they were on the phone and heard her say you were worried about the size of your weenie. Did Dr. Cassidy help you feel better about things? Honestly, I know what guys are like. My boyfriend’s always going on about wanting a bigger dick even though he’s like 7 inches.”
I wanted to die. I knew Doctor-patient confidentiality was a thing, but at that moment, I was sure there was a pretty high possibility that Dr. Cassidy would tell Claire about my tiny little micropenis. I made an awkward exit and stepped outside to call my Mom so she could come and get me. Despite the overwhelming humiliation I’d undergone, I felt like my body was vibrating at a higher frequency. Some latent desire within me had awoken, and as I sat waiting for her to arrive, I knew that I’d have to tell her about my diagnosis on the ride home.
*****
I opened the passenger door and got into my Mother’s car. She was smiling expectantly but seemed nervous and didn’t immediately say anything save for a short greeting. I was trying to keep it together, but my subdued demeanor seemed to give the game away quickly, that things hadn’t gone very well. I’d just been to see the Doctor, apparently to assuage my worries about the glaringly infantile size of my private parts. In reality, I’d suffered an unfortunate realization in the hands of the gorgeous Dr. Cassidy, who had diagnosed me with a micropenis, before affectionately yet mockingly jerking my tiny thing to climax.
For the first couple of minutes of the journey, neither of us spoke until the pregnant silence got the better of her.
“So, what did Dr. Richards have to say?” she asked, her poor attempt at nonchalance adding to my growing discomfort.
“Um, I didn’t see Dr. Richards. It was a lady Doctor called Dr. Cassidy.” I replied, my voice quiet and quivering.”
My Mother paused, waiting to see if I’d elaborate further. My heart was beating frantically as I stared straight ahead, unsure of how to explain that I’d just been diagnosed as having an adult micropenis.
“Sweetie, whatever happened in there, I hope you know that you can share with me. We should be able to talk about anything, even the embarrassing things.”
I tried to steady my breathing. Even after cumming twice in Dr. Cassidy’s office, the little acorn between my legs was beginning to stir and throb in instant response to this new humiliation. A part of me found the whole situation unbearable, and I yearned for the car ride to be over so that I could have some privacy to collect my thoughts. But there was another part of me that found the whole situation intoxicating. I clasped my hands together to steel myself and took a deep breath.
“It’s really small, Mom,” I said pathetically.
She didn’t say anything, just kept her eyes on the road. I looked over at her, seeing clearly that she was at a loss for words, so I continued.
“She measured it. Apparently, it hasn’t gone through puberty like the rest of me and isn’t ever going to. She’s referred me to a urologist to see if they can confirm the diagnosis.”
“What do you mean? The diagnosis?” she asked hurriedly.
“Well, she told me I have what’s called a micropenis.”
My heart skipped a beat as I said this, and I could feel my little willy stiffen in my pants. I told her exactly what Dr. Cassidy had told me, that given my penis hadn’t received the necessary growth hormones during puberty, I was now stuck with a little boy cock on an adult’s body.
I wasn’t all that surprised when she didn’t know how to respond. She simply sat driving, mouth agape, looking like she wanted to speak but was unsure of what to say in this unprecedentedly uncomfortable situation.
“So, looks like no grandkids for you,” I said, trying to ease the tension with a bad attempt at humor.
She didn’t seem to find it particularly amusing, pursing her lips and barely reacting. The rest of the journey passed in silence, and when we arrived home, I muttered some nonsense about needing to get things done and went straight upstairs to shut myself in my room.
I spent the next couple of hours researching micropenises, looking at pictures, and noticing, to my horror, that even most of these seemed to be bigger than mine. Most were around 3 inches, but many, while short in length, seemed at least to be as thick as normal cocks. Mine, on the other hand, was less impressive. I fetched the tape measure I knew was squared away on my bedside table and wrapped it around my hard micro cock, finding that its girth was just about 3.1 inches.
I couldn’t explain it, but since being confronted with the truth about my tiny little member, it had barely ceased to be as hard as humanely possible. My mind kept returning to the moment I’d first uncovered it for Dr. Cassidy, swimming in beautiful ecstasy as I relived the feeling of intense humiliation. The cognitive dissonance was overwhelming, and I couldn’t make sense of the conflict I was experiencing. The thought that I’d have to go through life with a babydick, on the one hand, absolutely devastated me.
I thought of how I’d never be able to have a serious relationship, how surely any girl who saw it would mock me and refuse to let me even try to put it inside her. I was seriously considering what now seemed like the very realistic possibility that I’d die a virgin. But at the same time, I couldn’t deny that I found the whole thing incredibly exciting. The feelings of terror that washed over me at the thought of being exposed were tinged with a profound feeling of desire for the humiliation that would follow.
After a couple of hours, I heard the doorbell ring and, assuming it was none of my concern, barely paused what I was doing. I could hear a muffled conversation downstairs, but my mind and body were elsewhere as I furiously rubbed my tiny dicklet, trying to remember the sensations I’d felt when Dr. Cassidy had pulled back my tight little foreskin a few hours earlier. It wasn’t until I heard two pairs of footsteps ascending the staircase and making their way across the landing to my room that I was shaken from my frenzy. I quickly pulled up my boxers and closed my laptop, just in time to prepare myself for a knock on my bedroom door.
“Yeah, come in, Mom,” I said, trying to sound calm and natural.
The door was pushed open, and my heart turned over as I saw my Mother standing with Claire, her best friend’s daughter, whom I’d encountered earlier at the doctor’s.
“Jakey, you must have dropped your wallet at the Doctor’s office. Claire was sweet enough to bring it over for you.”
“Oh, hey, Claire. Great. Thanks so much,” I muttered shyly.
Claire stepped past my Mom and into my room. She handed me my wallet, smiling mischievously.
“Don’t even mention it, babe. It was so nice to see you earlier, but you seemed in such a rush to leave, so I thought it’d be a great chance to catch up and hang out for a bit, as long as you don’t mind, Susan?” she said, turning to my Mom.
“Oh, not at all,” my Mom said. “I’m just finishing up some work downstairs, so I’ll leave you two to it.”
With that, she headed back downstairs, leaving us alone in my room. Claire closed the door and made her way over to my bed to sit, as I stood awkwardly in the middle of the room, unsure of her intentions.
“Um, so how’s it going?” I asked dumbly, failing to disguise my discomfort.
“Oh, fine, I was having a pretty boring day until you came in to see Dr. Cassidy, but things have been looking up since then.”
“What do you mean?” I asked, my cheeks beginning to flush. I had a pretty good idea of what she meant.
“I think you know, sweetie. Dr. Cassidy and I are pretty close, and let’s just say she was a bit more forthcoming about your visit than she should have been. I guess she didn’t realize that I knew you. Otherwise, I’m sure she would’ve been more discreet.”
My cheeks were now burning, and I could barely speak through the lump in my throat. “What did she tell you?” I muttered, suddenly feeling incredibly vulnerable and embarrassed.
Claire giggled and reclined further onto my bed. “She told me all about your teeny weeny winky, stupid,” she said playfully. “She said it was the tiniest one she’d ever seen on a guy your age.”
I just stood there, completely incapable of speech, my heart pounding and my little willy beginning to stiffen. I couldn’t believe Dr. Cassidy had been gossiping to her receptionist about my tiny dick. I mean, what the fuck happened to Doctor-Patient confidentiality?
Claire continued, “She also told me you seemed to get off on showing it to her. She said you shot your load all over her floor while she was examining you.”
I wanted to deny it, but what was the point? It turned me on knowing that she knew, and I was starting to feel the same intoxicating humiliation I’d felt earlier at the hands of Dr. Cassidy. Claire moved to sit cross-legged on my bed, and I became aware that her gaze was fixed on my crotch, clearly eager to see the tiny penis that had inspired such amusement.
“So?” she asked cheekily. “Do you want to show me what you’ve got in your pants?”
I felt like I was in a dream. Before today, I’d only imagined being in this situation, but now, for the second time in a matter of hours, I had a beautiful girl asking me to take off my clothes. I didn’t need to be asked twice. I unfastened my trousers, allowing them to drop to the ground, then hooked my thumbs into the waistband of my boxers before pulling them down in one quick motion. Claire immediately covered her mouth with her hand, stifling laughter, a palpable look of shock and joy in her eyes.
“OH—MY—GOD,” she said through giggles.
She immediately got up from my bed and came to kneel just before me until her face was a matter of inches away from my fully erect but remarkably minuscule penis. I wasn’t sure what to do, so I just stood there lamely with my arms by my sides, my head swimming slightly from the rush of sexual adrenaline coursing through my body.
“Oh, Jakey, baby, you poor thing. But it’s so cute and tiny. Is that as hard and as big as it gets?”
“Um, yeah, I guess so,” I said, feeling as shy as when I’d first walked into Dr. Cassidy’s. “But you’ve seen ones like it before, right?” I asked with genuine curiosity.
“Sweetie, I’ve seen a lot of cocks, and the only ones I’ve seen that little were on the boys I used to babysit back when I was in high school, and they were 2 to 5 years old.”
I let out an involuntary moan caused by a mix of devastation and pleasure. Claire laughed and covered her mouth again in the same adorable way that she had before.
“Do you mind if I touch it? I want to see what it looks like with that cute little foreskin pulled back.”
I nodded and said, “Uh-huh,” trying to relax in order to avoid cumming as quickly as I had with Dr. Cassidy earlier.
I wanted to slow time as much as possible so I could revel in this unfathomable moment. As she reached for my cock with one hand, Claire used the other to pull down her top, exposing the top half of her exceptional cleavage. She pulled back my foreskin, giggled, and then quickly spat in her hand before applying the saliva to my tiny, pink glans. With just her thumb and forefinger, she began to give my now lubricated winky a slow, deliberate handjob.
“So, how many people know that you have a tiny little pinky in your pants?” She asked seductively.
“Um, no one. Apart from you and Dr. Cassidy and my Mom, I guess,” I managed through shallow breaths.
“God, Jake, that’s brutal, your own Mom knowing that you have a teeny peeny. If this is honestly as big as it gets, then I’m not sure I can ever see you managing to fuck, babe.”
“Really?” I asked, inviting her to continue tormenting me.
“Really, Jake. I mean, how many inches is this? Like three inches?”
“You can measure it if you like,” I said, reaching for the tape measure I’d discarded on my desk.
“Geez, you really are a sweet little beta boy, aren’t you?” Said Claire, a broad smile painted across her face. She placed the measuring tape along the length of my shaft and immediately burst into cackling laughter. “Oh, I was way off. Your little weenie is only 2.4 inches. At least I was right about you being too small to fuck, but he’s such a cute wittle winky, so why don’t I give you a blowjob?”
I couldn’t quite believe the words that had just come out of her mouth, and as I began to virtually shake with excitement, I nodded and mumbled the words, “Yes, please.” Claire didn’t miss a beat, and as her beautiful, hot mouth encased my whole penis in one go, I clenched my fists. “Uh, fuck, oh fuck, oh fuck,” I panted.
She extended her tongue down along the underside of my miniature shaft and began to lick my balls as she bobbed her head slightly. Around 3 or 4 seconds was all I could manage before my body was rocked by an orgasm even more intense than the two I’d experienced with Dr. Cassidy. I must have cum like a fountain, but she gulped down every drop of my load before looking up at me with a smile. She swallowed a final time before moving to sit on the bed. She patted the space next to her, beckoning me over, to which I duly obliged.
“So, was that the first time a girl’s sucked on your itty bitty clitty dickie?” Claire cooed softly in my ear while beginning to stroke my hair.
“Um, yeah. I’d never even shown it to anyone before today,” I replied, unsure of where to steer the conversation.
“Well, I’d be careful who you show it to, sweetie. I don’t think most girls would know what to do with such a tiny little thing. Lucky for you, I get a serious lady boner from humiliating little beta sissy boys.”
“But I thought you said you’d never seen one like mine?” I asked, my breathing finally returning to normal as I tried to get comfortable on the bed.
“Well, that’s because I haven’t, babe,” Claire stated matter-of-factly. “The little dicks I’ve been with were still at least 4 inches and usually had a pretty normal girth to them. I guess I used to think of them as babydicks, but yours is the first I’ve seen that actually looks like a baby’s dick. OK, maybe baby is a little harsh, but I’d bet that tiny thing hasn’t grown a centimeter since you were a toddler.”
Seeing as I was in no position to disagree, I sat in silence, anticipating further degradation. The whole situation felt vaguely surreal like I’d fallen cock first into some sort of orgasmic fever dream. Here I was sitting, totally exposed, with Claire, someone I’d had the hots for since I could barely talk, openly discussing how small and childlike my penis was.
“OK, big boy,” Claire said mockingly, drawing herself up against the headboard and beginning to pull her panties down from underneath the skirt she was wearing. “Considering I just sucked on your clit I think it’s only fair that you suck on mine. Have you ever eaten pussy before?”
The question didn’t seem rhetorical, so I shook my head before sliding down the bed until my head was between her thighs. She opened her legs wider, exposing the majestic folds of her prominent labia, and I gazed awestruck. The sight and smell of her glistening cunt instantly set my heart racing again, and within seconds I was sporting a throbbing two-and-a-half-inch stiffy between my legs. Despite my lack of experience, I was pretty sure that my unfettered enthusiasm and desire to please her would see me through, so I commenced with alacrity.
I licked and sucked at her lips, sporadically darting my tongue in and out in what I thought was a decent approximation of a fucking motion. Her breathing, while slightly heavier, was noticeably less labored than my own, and after a minute or so, she reached down, placed her hand on my chin, and tilted my head up to look her in the eyes.
“That’s OK for a first try, Jake, but I think you need a little instruction. Come and lie down, and let me get on top of you.”
I lay down, aware that I was again exposing my hard little cock to her, and she arranged herself above me until we were in a 69 position.
“OK, honey, because your tiny peen is barely bigger than my clit I’m going to use it to show you exactly what I want you to do for me,” Claire giggled, clearly amused by the implication. “I guess sucking on your little baby weiner is probably the closest I’ll ever come to actually eating pussy myself.”
As I lay there, I began to contemplate whether I’d actually died and gone to heaven, but my mind’s digression ended the second she started to slowly tongue the tiny tip of my cock. I was determined to last longer this time, so I raised my head off the bed, moved my mouth towards her clitoris, and began mimicking the same tongue motions she used on mine. Almost immediately, she sat her entire weight down on my face and ground her pussy against me. As the intensity of her licking and sucking increased, I reciprocated and felt my little prick twitch as she started to moan. She sat up, taking my willy between her thumb and forefinger, and continued to grind her pussy into my face.
“Oh fuck, Jake. That feels really good, uuuuuh, huh, yes, right there. Come on, eat my pussy while I play with your tiny baby penis. I want you to show me how grateful you are that I’m letting you eat my cunt, you adorable little loser. Make me cum, or I’m going to tell every single girl I know that you’re packing the world’s tiniest boyclit in your pants. Would you like that? Would you like all the girls to know that your willy’s the size of my pinky? God, it’s so tiny in my hand, I can barely even jerk it.”
At this point, she was barely jerking me, just rubbing the sensitive head of my winky with her thumb. Her words had me so close to cumming that I tried to block them out so as to focus on my task of bringing her to climax. After another 30 seconds or so, her body began to shake on top of me, and her moans peaked and then subsided. As soon as she’d finished cumming she removed her hand from my willy and stood up.
“Wow, that was pretty great,” she panted. “I need to run as I’m meeting some girlfriends for drinks, but expect a message from me tomorrow. God, they’re going to have such a laugh when they hear about why I was running late,” She teased.
“But you said if I made you cum, you wouldn’t tell anybody!” I spluttered.
“No, I said that if you didn’t make me cum I would tell them. I didn’t tell you that I was planning to tell them anyway, even if you did. They all remember you from school anyway, and most of them think you’re pretty hot, so it’s only fair that I give them all the necessary information about your shortcomings. OK, babydick, I’ll catch you soon, and don’t tug on that tiny thing too much until the next time I see you.
And with that, she left. I heard her brisk steps down the stairs before a short exchange at the front door with my Mother, and then she was gone. Instinctively my hand returned to my dick, and I proceeded to finish what she’d started, jerking my tiny little erection until I erupted my fourth load of the day onto my own stomach.
To Be Continued…?
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4:07 pm
Very good! Please continue!