Freddie

Freddie opened the door and was met with Nurse Anna smiling back at him. He was a timid nerd, the Nurse couldnt wait to give him the support that he needed.

"Hello, Freddie isnt it!" She smiled "sit down please!" The boy unfastened his school blazer and sat on the chair opposite the beautiful woman.

"Hello" Freddie murmured back. As a typical nerd, Freddie was not the most confident and had often experienced bullying. The school did not have the best track record of dealing with the behaviours and despite reporting to teachers many times, Freddie was still often the victim of the more popular students. Nurse Anna was all to aware of this fact.

"As you know, all students are going to be getting a check up Freddie. But, after reviewing everyone, i figured youd be the best person to start with!"

Freddie fiddled with his school tie and swallowed. "Why is that?" He replied sheepishley.

The nurse smiled. "Because Freddie my job is help ensure we are getting the best of you, both physically and mentally. Now i know in the past you have had some incidents with other students..." She teased the boy. Thats not how he would describe it, but he was too shy to correct her. "... so i thought that making a difference for you would be a great way to make an impact!"

The nurse was confident in her explanation, beaming away at the boy. He smiled back. "Okay." He was starting to ease in her presence.

"So, i wanted to start with your mental health today Freddie. How do you find yourself feeling on a day to day?" She questioned.

"Well, Nurse, umm. School makes me feel nervous" he couldnt maintain eye contact

"Nervous? How so, oh, and do please call me Anna!" She reached and placed her hand on his thigh. The boy jumped back in his seat, not used to such contact. He looked up and met her smile.

"Well, nur.... sorry Anna. Its just how the other students talk to me. They, they say horrible things!" He gulped. Anna tightened her grip on his thigh.

"Well, thats awful. But, in my experience Freddie, people tend to pick on people who arent confident. So thats what i want to work on today!" She finally loosened her grip on his leg.

"Okay," Freddie nodded in slight approval.

"In order to address this though Freddie, you will be 100% honest with me!" She commanded. Freddie found her choice of words weird, however, he immediately felt compelled to answer the nurses questions. "Will you be honest, Freddie?" There was a slight tease to her tone.

"Yes i will Anna," he replied, now looking her deep in the eyes.

"Okay, well lets start simple! What makes you not feel confident at school!" The nurse had now sat back in her chair, her tight dress hugging her figure and her perky breasts.

"I guess its because i feel physcially inferior to the other boys! I have small arms and chest. I also.." the boy hesitated.

"Remember, you need to be entirely honest Freddie!" The nurse sternly replied. Usually, they would begin to tense up when they were about to reveal theyre deepest secrets.

"I have a small penis Anna!" He blurted out.

Anna smiled. This was her favourite part. Hearing their fears, but now she was able to divise a plan to help him.

"Wow, thank you Freddie! That takes a lot of strength to reveal. How do you know its small, have you been looking at other boys?" She was bow directly teasing the boy. He had realised, but couldnt stop himself responding.

"Well, um, i have measured it myself and then google the average length, and mine is defintiely smaller. Its 2 inches when i am erect!" He was now horrified with what he was saying, yet he found himself unable to stop.

"Oh, well that is very small Freddie. I understand your problem now, but, as a medical professional, i insist that i investigate this furthe rto get you an official opinion. After all, without the proper diagnoses then i cant treat your condition!" The nurse revelled in her words.

"What do you mean?" Freddie fought back, realising what was at stake.

"Oh dont worry about that, just know i promise you that no matter how small your little willy is, we will put something in place to ensure ypur confidence grows!" She was now outright sinister. "Now, first of all, i need to verify how tiny your pathetic cock is, drop your trousers and underwear immediately!"

Freddie stood up and unhooked is belt in the same motion. A single tear fell from his right eye as his arms betrayed him, his thumbs reaching below his waistline and pulling both pants and underwear down. His small flacid member bobbling as the waistband past down. He was bearing all to the Nurse.

"Oh my Freddie!" Anna faked her surprise, "it makes total sense, you ought to be ashamed of yourself for being so small! I hate to say it, but i think the bullying has been justified!" Anna stretched out her pinky to compare the size. "Youre not even the length of my pinky!" She laughed.

Freddie was now frozen to the spot, with tears streaming out. He wanted this to stop, but he knew it wouldn't. Anna reached for her ruler.

"Barely an inch when soft! That is disgustingly small. Embarassing!" The nurse scoffed. "But in order to check your findings i will need you to be erect. Tell me Freddie, what do you think about to get hard!" She stroked his cock with her finger tip.

Freddie fought back the tears and the urge to speak, but he ultimately failed. "I like to look at photos of Cindy. Shes so perfect!"

Cindy was a student who had left the previous year, like Anna, she too was a blonde with a stunning figure, miles out of the nerds league.

"Oh so, girls. Thats a surprise! They wouldnt like you with that tiny thing." She flicked his dick. "Do me a favour freddie, think of this Cindy, imagine she was here right now, imagine she was on her knees, about to put her lips around you penis.."

That seemed to be enough, it was always going to be with Anna in control, Freddie became erect. Again, the nurse reached out and grabbed the ruler.

"Oh dear, not quite 2 inches Freddie, sorry to be the breaker of bad news! But, dont fear, i cant treat the root cause of the problem, but i jave a fantastic idea for how to make you feel more confident!" Anna smiled.

Freddie gulped. His tiny hard cock on display.

"First of all Freddie, you need to set the correct expectations for your fellow students to judge you by," she turned to her drawer. "Step out of your bottoms for me!"

Freddie obeyed, stepping out from his pants and underwear that had pooled around his ankles.

Anna spoke, still poking around her drawer. "See, youre currently setting the expectation that you are a man, or in your case a boy. Thats not fair on you or the others. To feel more confident you must embrace the real you. Aha, there it is." The nurse finally pulled away from the drawer and turned to face Freddie.

The boy saw what she was holding and was internally screaming.

"From today onwards, you will wear the girls school uniform as standard. This skirt is now yours and i expect to see you wearing this everyday." She handed the boy the plaid garment. "I also officially reccomend that you take two of these every four hours."

Freddie reached out and grabbed the skirt and a pack of pills from the Nurse. He turned the box, they were marked Viagra.

"The pills will help with your confidence too, they will allow your cock to be at its biggest size at all times. To help with any potential growth i also recommend you to not wear any underwear beneath your skirt. It is essential that we do not restrict the penis any further. Now get dressed!"

Freddie pulled up his skirt. It was a strange sensation as he tooked his shirt into the waistline. The skirt came to rest halfway up his thigh. It was extremely tight. His penis, still erect from earlier was creating a visible bulge, all be it a tiny one.

Anna smiled, this was a perfect start to her role. "Now Freddie, i am also going to write you a persrciption for after your supply of pills runs out. If after 4 weeks your penis has not grown further, then please take this to your nearest clothing store." She handed him a piece of paper, with clear instructions to supply the boy with skirts, blouses and dresses. "It is highly unlikley that you will see growth however and i do expect that you will be making the switch to your wardobe outside of school as well. Once you have finished your course of pills, you will return for a follow up measuring appointment,"

Freddie was mortified. He had never felt more embarassed, and he knew this would make his suffering worse. He wanted to protest, he wanted to reach for his trousers just a few inches away on the floor. Instead he stood with his hands behind his back, thrusting his hips out slightly to show his tiny skirted bulge. He looked down and noticed a wet patch starting to form

"Oh, you may also suffer with some side effects from your pills for the next few weeks. The dampness is totally normal. Dont be embarassed, in fact i encourage you to explain why it is happening to your peers and what it is you are hoping to achieve with this round of medication. Being open will help with your confidence!"

Freddie gulped nervously. He knew he would have to explain to everyone that he was being made to wear a skirt because of his tiny cock.

"But, i do like to be realistic with all my patients, sit back down for me petal" she beckoned back down to his seat. Freddie sat, his skirt riding up his thighs higher, from directly opposite, his small cock was clearly visible up his skirt. He was all to aware of this fact.

Once again, Anna put her hand on his leg, this time higher up his thigh.

"You prognosis does not look good. But to soften the blow, if you are still extremely tiny when i see you next, i will let you pick one of my dresses to leave the appointment in!" Anna laughed. She pushed her hand up higher, she was now touching his cock through his skirt. "Now, all thats left is for you to cum and you will be dismissed!"

Like clockwork, Freddie came inside his skirt. He was wet and sticky.

"Fantastic!" Anna smiled in delight. "You are now excused, please go straight to class!"

Freddie stood up, adjusted his skirt best he could. Grabbed his back pack and left Anna's office. Cum stain present as he headed to class, in his new skirt, fearing for his safety.