The Girls College Ch. 04

"One last finger, Paul," cooed Jessica Lewis. "Deep breath for me now."

He tried to breathe as deeply as he could for the girl, who once again took her hand halfway out to add her little finger into his anus. Paul groaned in discomfort, even though it was her smallest finger it did a lot to stretch out his hole. She squeezed her fingers together before stretching them out again, causing Paul's canal to stretch widely again, and for the first time during Jessica's rectal examination he felt the familiar feeling of his anus being nearly ripped open.

His fingers dug into the soft leather of the examination table as she continued with this motion, the only sound he could manage to make were weak whimpers as the girl's gentle massage turned into vicious torment of his rectum. All of this happened while her hand was still rhythmically pumping his penis. Just as he started to focus on the stimulus being delivered to his member, soothing the pain in his bottom slightly, the girl started to remove her hand from deep inside of him. A sigh of relief escaped through his mouth as the glove fully left his bottom, but he also experienced a slight feeling of resent as she let go of his rock hard shaft.

Jessica gave him a pat on the bottom with her wet right hand before rubbing off some excess lubricant from her white latex gloves onto his left bum cheek. Then she stepped back to let Laura eagerly leap forward towards the boy. She didn't hesitate for a split second as she took the bottle of medical lubricant into her small left hand and squirted four large dollops of it into her right palm.

She took great care in rubbing her hands together to ensure the lubricant was evenly spread across both. Laura rested her palms on the insides of his bum cheeks and spread them apart slowly, she could see how stretched his anus had become. Her thumbs teased the outer ring of his loose anus; he loved the feeling as much as he would hate to admit it.

"Are you going to relax your bottom for me, Paul?" she asked, her voice soft and gentle yet dominant. "Are you going to relax it so that I can examine you?"

Paul wondered if he should answer, but couldn't hold back the obedient whispered yes that came from his mouth.

"Good boy," she cooed Clairegly, still teasing his dimple with the tips of her lubricated thumbs. "Relax it for me now; I'm going to insert a finger."

The boy breathed in deeply, and she could feel his anus open for her, she could easily slide a lubricated finger knuckle-deep into his rectum. He moaned as her slender finger slipped all the way inside of him, starting to lightly massage his prostate. Laura's thin, small finger could slide into his rear end much easier than Jessica's slightly larger fingers could, and thus felt a lot more comfortable once inside.

Similar to the massage that the brunette had administered, the black-haired girl started to curl her finger in his prostate before straightening it out once more. She repeated this several times, Paul gradually moaning louder with each curl of her small finger. A second finger was added inside of him, once again with much more ease than Jessica's. Laura's free hand wrapped around his legs and started to tickle his scrotum lightly. It made his penis jump, and it made him squirm. The sensations he felt were amazing as the girl played with him and sexually dominated him so masterfully and so sensually.

Before he knew it, four fingers were inside of him, slowly delving then retracting out of his hole repeatedly. It felt so much nicer than the previous two examinations; Paul made several noises that showed how erotic it was for him. The hand that was tickling his scrotum moved onto his shaft, which it traced the bottom of with one finger. It was a very sensual feeling, and Paul couldn't help but moan.

Laura Klein's soft left hand, encased in tight white latex, took hold of his shaft. It felt much smaller than any other boy's that she had come in contact with and a lot thinner. However, Laura found the poor boy's small penis to be a very cute one, and an exceptional one to play with. She had always liked to play with boys who had small penises; they were usually the ones with the lowest self-esteem who would do anything for a woman. Especially for a woman as beautiful as she was.

She started to slowly stroke his member, it felt exceptionally erotic. Paul's weak moans grew louder with each stroke. Then, Laura unexpectedly added a fifth finger inside of him, now her entire fist was in his rectum.

"Ahhh... OoooHHH," Paul groaned as the fist forced itself deeper inside of him, pushing through obstacles with ease but proving slightly more uncomfortable than before.

Laura shushed him, but her balled up fist wasn't nearly as soothing as her four fingers were. Just as he had done with the nurse's examination, his rectum started to spasm to try and expel her hand. She smirked at his attempts to rid himself of her fist, only pushing it deeper into him to warrant a muffled scream as his face dug into the surface of the exam table.

Not only was he in pain, but he was also frustrated. The girl never once picked up the pace of her pumping hand, wrapped tightly around his erect shaft. She knew it was going to be near impossible for him to reach a climax at the slow pace, and that's how she wanted it. Completely submitted to her, under her control, just like he was at that very moment.

With a loud wet sound, Laura's fist departed his sphincter. He groaned and his arms briefly went limp. Her left hand let go of his erect shaft, leaving him frustrated and feeling strangely empty. Paul's outer anus was burning and there was a dull pain filling his entire canal.

"Good job, girls," remarked Nurse Claire, stepping forward towards the boy and spreading the cheeks of his sore bottom apart. "Just by visual examination I can tell how stretched it is now. Maybe by October I can introduce a few toys to it."

"Now, back to you, dear," she said, running her left hand across his back. "The final procedure will require a semen sample. I have been informed about Miss Fuller's misconduct in milking you earlier. It did disappoint me, as you won't produce a large sample because it's only been an hour since then, however even the littlest bit of semen contains enough sperm to test for any problems."

She patted the surface of the table as a gesture for the boy to get on it. He slowly climbed onto the examination table and leaned backwards until his head was rested on the soft pillow at the top. Nurse Claire extended metal stirrups and placed his little feet in them so that he was positioned like a woman due for a gynaecological examination. Paul had never been examined so intimately before, and couldn't remember ever being milked for a semen sample by the nurses of the orphanage before.

"Jessica, be a dear and provide some light stimulation to his nipples for me," requested the nurse. "Laura, I'll let you stimulate his prostate. I want you to remain gentle throughout though; we want him to be as comfortable as possible to ensure he provides at least a substantial sample."

Laura went to stand at the end of the exam table where Paul's sore bottom was. She pulled him forward with her hands, still wet from the lubricant she had applied to them, so that his rear was almost hanging off the edge. The thought of having another intruder enter his hurting hole filled him with fear and anxiety. He watched as Jessica removed her white latex gloves and dropped them into the bin below the table, before walking over to the end of the table where his head was. Her beautiful brown eyes made contact with his, as she smiled down at him. The expression on her face wasn't evil like Laura's, but almost consoled him. It was gentle and Claireg like a loving mother's, and just looking into her eyes made him feel calmer.

"Usually I would milk boys with gloves on, to remain sterile, however I find a bare hand can provide much more intense stimulation than that of a latex-clad one," explained Nurse Claire, now at Paul's right-hand side with her hands placed on the side of the table. Laura covered her right hand in the cold lubricant once more, and then handed the bottle to the nurse.

Nurse Lilly covered his entire crotch in the cool liquid, holding the bottle a few inches in the air and letting it drop down to his penis which still stood fully erect. The lubricant was dripped down onto his exposed glans, and then it cascaded down his shaft and eventually came to rest on the soft skin of his scrotum, with minimal pubic hair covering its surface. The nurse also applied a gentle amount of lubricant to the soft palm of her left hand, smirking as she rubbed it onto her other hand too, spreading it evenly across both.

Jessica's hands were the first to start touching the boy, as they reached for his puffy pink nipples. She started to gently rub them using two fingers for each, observing them become erect at her light touch. It felt very nice and slightly erotic to Paul, who continued to stare up at her pretty face. The next sensation of touch wasn't as welcome, as he felt a cool fingertip being pressed to the dimple of his anus. Laura Klein was the one with her finger pressed against his bum hole, which was still covered in excess lubricant from her previous excursion.

"Relax it for me, Paul," commanded Laura, and she watched her finger quickly penetrate the outer anus, entering his rectum. The inside of his hole was still slightly loose, and it was also still sore to the boy, who groaned loudly. She could feel how much it had loosened, and couldn't help but add swiftly a second finger to compensate for the space now available inside him.

"OooooHOOooooo," groaned the boy, it was hurting more by the second. "Please, please, no! Please, it hurts! OoooOOOHHHH!"

"Should we gag him, Nurse?" asked Jessica, as Nurse Lilly wrapped her well-lubricated hand around his erect shaft.

"No, it's fine," she commented, gripping his member tightly with her bare hand and pulling down on it, making him squirm. Laura gave him a slap on the bottom, and he tried to remain still for her. "It's his first real milking, it's normal to have this sort of reaction. Most boys are moany when they have their bottoms explored the first few times, but he won't get used to it any other way."

At least the nurse's strokes to his penis distracted him slightly from the intruder in his rectum, as she started off stroking at a slow yet very erotic pace. The boy tried his best not to squirm, but he couldn't help himself as her hand reached the sensitive exposed glans of his penis. Another swift slap to his bum made him stop, but he struggled to hold it in.

"MmmmmmmMMMmmm," he moaned through closed lips as the doctor started to pump a bit faster, and he was suddenly snapped back to reality when he felt the girl at the end of the table push a third finger into his rectum. His hands clenched the leather of the exam table as Laura Klein's fingers uncomfortably slid inside of him.

The situation felt strange, but very erotic, as his most private body parts were put into the control of these three beautiful young women, who took so much pleasure in playing with him. They were skilled and not only excellently sexually stimulated him, but reminded him who was in control by providing physical pain to his weak body. Their hands were much more experienced than those of Miss Fuller, and the milking felt amazing, although there were occasional spurts of pain scattered throughout the procedure.

The nurse started to stroke his little penis faster with her naked hand, making him bite his bottom lip before moaning loudly. He grunted every time her hand stroked up and twisted around his sensitive glans, before swiftly descending down his shaft again. Jessica pinched his nipples tightly between her gloved fingers before letting them go, repeating this a number of times. His breaths became deeper by the second, and soon he was violently panting.

"Jessica, fetch me the two ounce specimen cup from the countertop behind me," ordered the nurse, hastily stroking his rock-hard penis. "Once the cup is ready I want you to try and ejaculate for me, sweetie. Give me as big of an orgasm as you can, okay?"

Her words spurred him on in a way, and he closed his eyes to try and focus on ejaculating for the nurse. Though Laura Klein's small fingers fluttering around inside of him brought a substantial amount of pain, it was erotic and she was rhythmically hitting the walnut-sized gland that sent intense surges of sexual pleasure through his body. The brunette was soon stood by the nurse's side, holding a transparent plastic specimen cup in her gloved hand; Paul didn't see her as his eyes were closed. She lowered the cup and held it with the opening tilted towards his pink glans.

Soon the boy's muscles started to tense up with every stroke delivered by Nurse Claire Lilly's skilled hand. His moans grew in volume and frequency as Laura sunk her little finger into his loosening hole along with the other three already inside him. He started to shake violently on the table and Jessica used her free gloved hand to aid in holding him still, placing her open palm, still slightly wet from the lubricant she had applied, down on his chest and applying a firm pressure to push him down. He noticed her presence and opened his eyes for a second to look at her. Jessica was the prettiest of the three, and he so wished that her hands were pleasuring him as the others were. The three women all smirked to themselves at the sight of his struggling body, being so expertly tortured at their own hands.

Jessica watched with intent as the nurse's hand stroked the boy's shaft, her strong left arm moving up and down at a great pace. Paul gave one last big moan and his hips bucked as his climax hit him like a wall. He felt Laura press down aggressively on his prostate as his testicles became tighter. A fizzy sensation shot up from his scrotum through his shaft, as the intense orgasm ran through his whole body. Six small spurts of sperm violently shot out of Paul's penis, and Jessica did her best to ensure the sample was all caught in the plastic cup. Paul violently shook and groaned, and though his climax was violent and felt amazing, the sample he produced was small.

"That's a good boy, Paul," cooed the nurse, still milking his penis of every drop of Paul's creamy white sperm. A few more drops escaped the glans and dropped into the specimen cup, before Jessica placed it in the palm of the nurse's hand. "This sample's a tad small, but I'm sure it'll do."

She turned around and placed the small cup on the countertop and reached for a box of sanitary wipes as Laura pulled her fingers from his rear, quickly removing the wet gloves from her small hands. Nurse Lilly cleaned the panting boy's crotch, which had a surprisingly little amount of hair covering it, and he groaned as she wrapped the wipe around his semi-erect shaft, slowly moving it upwards until wrapping it around his sensitive glans.

From a drawer the nurse retrieved a small silver packet which she slowly tore open to take out the see-through condom inside. She once again approached the boy and gripped his penis, slowly sliding the foreskin back into its original position, Paul hissed painfully. Unexpectedly, the nurse then slid his tight prepuce back down his shaft, making him writhe at the sensitive sensation.

"All nice and sensitive, aren't you?" Nurse Lilly cooed, smirking as she watched him shiver under her hand. "Don't worry dear; Nurse is almost done with you."

Her left hand pinched the tip of the condom as she slowly rolled it down his semi-erect shaft, her fingers were gentle as she applied it to his penis.

"The condom should catch any excess semen that might drip from his little penis," explained the nurse, lightly rubbing his exhausted scrotum with her palm. "You've been a good patient, Paul, but I'm afraid your examination is done. We'll be seeing each other regularly though, so there's no need to miss me."

Jessica helped the tired boy up from the exam table; he nearly fell over as his feet touched the cool tile floor for the first time in a while. He struggled to find his balance at first, but slowly lumbered out of the room, his head was fuzzy and his muscles exhausted and sore. Jessica peeled the latex gloves from her hands and dropped them into the bin below the examination table.

Both of the girls politely greeted the nurse and thanked her, before escorting the boy out of her office and back into the quiet halls of the college.