(And now, finally, my own story!
from Dean William Wilson)
I have been asked to provide a story from my own personal experience of evaluating a prospective new student during her sexually intense and completely nude entrance examination for our Academy. Out of all of the fetchingly delectably nude young ladies whose bodies I have thoroughly examined and whose tight vaginas I have penetrated, I have chosen Cassidy.
Ah, Cassidy! Even her name awakens memories, causes certain stirrings.
It is traditionally in early August that we evaluate about ten eighteen-year-old girls nude in front of the Board. They have all passed their initial interviews in June or July. Those interviews required a nice, friendly striptease at the end-- usually in front of both a male and female member of H. R., with lots of gentle teasing and encouragement to make the poor girl feel a little more comfortable. But then, the naked girl must choose to perform a brief sex act on one of her interviewers-- or have one of them perform an act on her.
Whether cunnilingus or fellatio or masturbation is chosen, it is only continued until a level of acceptable lubrication is achieved, generally not to full orgasm.
All of her written assessments, in addition to plenty of dressed and nicely undressed photos, go into each girl's file for her final examination before the Board.
As Dean, I of course know all five members well-- three men and two women-- all part of this strange, semi-secret world of the sexual training of beautiful teenage girls.
The oldest woman was a former professor here; the other a middle-age Academy graduate. The most elderly of the three men was actually Dean some four decades ago; the other two males approximately my age were wealthy donors.
A classroom had been converted for their use. The Board was seated on the raised stage or dais. Below, in the classroom area proper were only two chairs and behind them, a massage table (of all things!). The table had its wheels locked and placed lengthwise so that the Board would be able to observe all of the action upon it.
I emerged from the changing room dressed in only a short silk robe. It was always intimidating, facing the well-dressed Board this way, but I always considered how our naked prospective students felt.
This was the 10 o'clock start of our morning session and I would present three girls for their consideration. I would take off their own robes, then examine their nude bodies in a very sexual manner. Finally, I would mount the candidate as she lay on the table-- confirming that she was not a virgin as well as providing an initial assessment of her vagina.
There would be two other sessions in the afternoon with two different professors. Each of us was a well-experienced girl-handler who would be able to penetrate each candidate whilst maintaining a suitable erection and refraining from ejaculating.
I announced that a Miss Cassidy would be our first entrant. The Board all opened their file folders and there were smiles all round at the many naked photos of this petite beauty. I went to the changing room behind me to collect her. All of our entrants were required to be totally nude under their short robes: no jewelry of any kind, and no shoes. Only minimal makeup was allowed.
Cassidy was stunning in the flesh. Short dark brown hair, piercing blue eyes, and a perfectly kissable little mouth.
Her legs were the classic soft and pretty legs of a teenager: cute but not plump.
The Board had only a few soft questions about her likes and her hobbies just to try to make her feel less ill at ease. She answered all with a sweet smile in a pleasant, quiet voice.
Once the questions were over, Angela, the eighty-year-old Chair looked round. "Well, I believe it's time for us to have a good look at you, young lady. Dean Williams, if you will do the honors."
I stood in front of Cassidy and smiled. "If you're ready, my dear..." She nodded. She knew she had no choice. I untied the silk bow at her waist and I opened her robe. Then I quickly moved behind her to draw it off her shoulders, then entirely off her body.
"Oh my!" "Quite adorable!" "Bite-sized!" and "Amazing cunny!" were the immediate remarks we heard from the Board. Our girls had to get used to being sexualized and having their naked bodies openly admired.
Miss Cassidy did indeed have very small but quite round little breasts-- 32As, as I recall. Her nipples were admirably poky little rose-pink buttons framed by minimal matching aureoles.
Her totally shaved cunny was indeed amazing. Her clitoral hood was probably the most prominent I've ever seen, occupying at least half of her poky pouch. Just below her hood was an adorable little recessed slit, perfectly designed for her clit to occupy when it slid out. For all of her "outie-ness" on top, her outer labia were surprisingly all tucked together below her hood; plumper and more closed up as the eye proceeded further down to between her girlish thighs.
Angela was the first to speak. "Oh my dear, you are a simply adorable little girl. Dean: turn this sweetie around and let's get a good look at her naked bottom."
I put my hand on her shoulder and told her to turn and she complied instantly. To her credit, Cassidy was managing her nudity with just a slight flush and a biting of her lower lip. She actually seemed quite excited by the reaction to her naked body. I think that her own reaction pleasantly surprised her.
She did have a nice little bum. I responded instantly with a little pat and a gentle caress. Cassidy looked at me and her reaction was priceless. She went from "My! Aren't we being forward?!" to "Oh yes: you'll be fucking me soon!"
I relished her little smile and the eye contact that was made. It was exactly the right thing to do: to get on your evaluator's good side.
"My goodness!" One of the gentlemen commented: "Perfectly designed for a man's hands! Very very nice!"
I directed Cassidy to turn back around. I asked the Board if they had any questions for the girl now that she was naked. One of the wealthy donors raised his hand. "Oh yes, my dear: how do you feel about all this... exposing yourself stark naked to a group of strangers?"
Cassidy paused and licked her lips. "I... I'm actually liking it! I mean... you're all so nice to me, but it's also sort of naughty fun... and definitely very sexy! You are all making me feel so special!"
That was an excellent answer. The Board broke out in big smiles and all made notes.
But now it was time.
"I'm going to examine your body thoroughly, and make some very personal and provocative comments," I told her. "I will end by stimulating you a bit, especially your nipples and your vulva. I will make very sure that you are wet and ready before you do your lie-down and I get inside."
She knew all this already, but this was required as a formality.
Cassidy bowed her head slightly. "I am ready sir." She looked up the Board and did a bow to them too. "I am ready."
What a good girl! I was beaming.
I began by lightly tracing the contours of her body, giving my constant commentary: "Miss Cassidy presents as a very sweet, soft and petite young girl. She has a firm body, but not overly muscular. Note that she is responding nicely to my touch. This is, I'm sure, the first time she's ever had to present her little body naked for a group of strangers, but she is doing wonderfully."
I knelt in front of her. "Very nice, cute teenage legs. We all saw how good she looked in her little robe-- her legs are even prettier now that we can see all of them. She still has a bit of baby fat on those legs-- knees and thighs-- as well as on her tum."
I bent all the way down. "For those of you who are interested, Miss Cassidy even has cute little feet and very lightly painted toes."
I looked up at her and what a view from my vantage point! She was grinning down at me, such a pretty face above her soft, rising and falling breasts.
Speaking of her pretty face, I stood up and had her open her mouth wide. I noted some minimal dental work: otherwise her teeth were nice and white, her breath sweet.
I stepped in close. We were gazing deeply into each other's eyes. I could hear and feel her breathing harder and more deeply.
"I am now going to more closely explore this kissable mouth the only way it should be explored-- with my tongue deep inside." I was making this announcement not only for the Board, but for Miss Cassidy.
I pulled her naked body closer, my hands around her waist. She started to close her eyes-- until I pressed up against her, and she felt my erection against her belly, my cock sticking straight up, bare under my robe. Her eyes got wide.
Now I reached up and took her head in my hands. One last deep look and she closed her eyes again. Cassidy let out a sweet sigh and opened her lips.
I pressed in, my lips enveloping her entire girlish lips, my tongue immediately thrusting its way inside. She responded instantly; her tongue found mine and we twirled our tongues around each other. I let her shove that exploring organ deep inside my mouth as well. As we licked each other's lips, she began to move her lower body slightly, pressing her naked skin against my cock.
I had to step back.
"She is... very responsive... excellent! Miss Cassidy will definitely be a great candidate for some early fellatio training.
"But... time to move on." Now I was the one who was sighing! I moved in back of this naked teen so that the Board could clearly see what I was doing-- as well as to temporarily hide my increasing erection.
"As noted before, Cassidy has very soft round breasts-- 32As?" I enquired.
Now she actually blushed a little. "They're almost B's when I have my monthlies."
She was such a good girl: her blush only made her more sexually attractive. I gave her a peck on the cheek, then I put my hands around her and cupped her breasts.
"Please note," I said to the Board, "that although Cassidy's tits are delightfully small, her nipple/aureole combination are perfectly proportional. Very very nice indeed!"
I squeezed those teats. I lifted them up and pushed them together. Miss Cassidy was leaning back against me. I sensed that she was trying to push back against my cock, now that she knew how hard I was. What a wonderful girl! She was one very hot little piece of naked ass!
I leaned toward her. "I am now going to pinch her nipples quite hard to see her response." I said more quietly: "This may hurt a bit: you little sweetheart! The last thing I want to do is hurt you."
