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This story started out as a caption photo, and then got more and more detailed through an exciting comment exchange with IF member Snowwight... my sweet Lacy. I decided to turn it into a blog story and will keep adding to it as we go along. I hope you enjoy it!
I had always thought I was incredibly lucky to have a girlfriend like Jackie... one of the hottest and most popular girls in school! Other guys asked what she saw in me... the same question her girlfriends asked her. I guess my self doubts got the better of me, because I began to get a little jealous and possessive of Jackie... something she chafed at, and it caused a few minor arguments. I suppose on some level, I knew my luck would not last forever, as more and more guys hung around Jackie, who seemed to enjoy their attention. Anyway, eventually it all did fall apart... and in epic fashion!
It started out as a get together at Jackie's house... generally thougth of as a surprise birthday party for me. Everyone we knew from school was there... all her hot girlfriends and their boyfriends, a few other guys... one in particular I did not remember ever seeing. His name was Chris and he was quite the handsome jock type. Several others seemed to know him, but like I said, I didn't. I soon realized however, that Jackie knew him quite well! Well enough, in fact, that at one point when I was moving through all our friends, looking for Jackie, I found her... with Chris! Kissing! Her arms were around him and his hands were grabbing her hot little ass, encased in that thin, short little silver dress she was wearing. I instantly flew into a rage and demanded to know what was going on! Jackie told me, right in front of everyone, to stop acting so juvenile... and did I think she was going to go out with me forever? She said she was tired of my little jealousies and attempts at possessing her... she and Chris were dating now. Birthday party my ass! This was Jackie's "dumping my boyfriend" party! I tried arguing with her, but her girlfriends all told me to get lost and leave her and Chris alone! His arms still around Jackie, Chris sized me up and down, smirked and advised me to get lost before I got hurt. I flew into a rage and dove at him, but he instantly let go of his grip on Jackie, straight armed me and easily turned me aside. Hearing a little chuckling from his buddies at how easily he had deflected me only enraged me even more and I flew into him. I got in maybe one solid punch before Chris had my arms pinned behind my back, warning me "for the last time" to leave him and Jackie alone. Seeing Jackie's smirk at my weakness, I of course couldn't back down now and let it go at that, so I renewed my efforts, escaped Chris's grasp (or did he simply let me go, knowing what I would do next? I've wondered why it felt to easy at the time) and turned to lay into him. One more good punch in and then I was tripped by his foot hooked behind me and found myself sprawled flat on the floor at his feet.
"I warned you', Chris laughed as he reached down to grab me by my shirt and pull me up to a standing position, now a helpless, beaten loser.
Looking to Jackie, now eyeing him with admiration and excitement, he asked, "so what do you want me to do with your ex boyfriend?"
Jackie and her girlfriends huddled a second, whispering and quietly giggling together, and then broke into squeals of laughter. Jackie looked at Chris and me and said, "well, I think everyone should remember his final party with us. And since it IS his birthday, maybe he should spend it in his birthday suit!"
Everyone suddenly howled with laughter as Chris spun me around, my arms once again pinned tightly behind my back and said to a few of his buddies, "ok, strip him."
The words hit me like a shovel to the face as I realized what was about to happen to me! I squirmed and begged to be let go, but Chris just held on tightly as a couple of his buddies approached me grinning. One of them immediately grabbed the front of my shirt, gave a strong pull in both dirtections and sent buttons flying as he tore it open. The girls squealed with delight as he tore it off of me and then lifted my legs, one at a time, to remove my sneakers and then my socks. By now I was pleading and promising to leave, but no one paid any attention... they were so intent on my humiliation. Next one of the guys grabbed at the waist of my jeans, tearing open the snap and the zipper and roughly tugging them down as the girls screamed with laughter. I was being stripped naked, right there in front of everyone I knew! My jeans were yanked down and off...they could have just as easily pulled down my white briefs in the same tug, but I'm sure they wanted to prolong my agony, just for laughs! There I now stood in nothing but my white underpants, while everyone pointed and laughed. It was horrible and I was about to beg one last time to be let go, when suddenly one of the guys grabbed the waistband of my briefs and swiftly yanked them to my ankles! My hands still pinned tightly behind me, there was absolutely nothing I could do with the horrifying realization that I was now completely exposed... stark naked in front of Jackie, her girlfeiends, their boyfriends... everyone I knew from school, not to mention Chris and his howling buddies! I was near tears of shame by now, and when one of the girls pointed and squealed, "look how little his dick is!", and everyone's laughter doubled, I went over the edge and broke down crying!
At that point, Chris let go of me, pushing me away and sending me sprawling naked on the floor. Of course I instinctively covered my penis with both hands, knowing however that it was too late, as everyone had already gotten a good look at how small I am. I sat theer in tears, cowering and naked as everyone stood around laughing at me.
"Want to finish out the party in your little birthday suit?", Chris laughed. Through my tears I saw them parting to allow me an exit, which I accepted in an instant. Standing up, slightly hunched and my hands folded in front of me in a futile attempt to cover my embarrassing nakedness, I saw the front door opening for me. Realizing I was not going to get my clothes back and it was either stay there naked in front of everyone or leave, just as naked, I made a mad dash for the front door, bawling like a baby, and out into the night, to run the six blocks to my house, naked as a jaybird! I can still picture all ther laughing faces, and Jackie and Chris, arms around each other, waving goodbye. The only sound louder than my crying in shame was everyone's taunting laughter ringing in my ears.
Throughout the rest of the weekend, I hid in shame and embarrassment, afraid to go out and show my face. But by Monday morning, when I had to return to school, I was hopeful the whole thing has blown over. I could not have been more wrong! In fact the humiliation I suffered on Friday night iwas nothing comaperd to the hell that awaited me back at school! Not only was everyone whispering and laughing as I walked by, but I found out that not only had they heard about what happened at the party, but lots of people who were there took pictures and videos, which by now had circulated all throughout the school! Everyone had seen me getting pushed around, stripped naked and crying like a baby! They'd all seen my little penis! I couldn't imagine my life getting any worse!
That is until I saw Jackie and Chris walking arm in arm down the hallway. She looked so proud to be showing off her new guy to all her hot girlfriends. When they saw me, of course, he chuckled while Jackie pointed and giggled. Blushing and near tears, I turned to walk in the opposite direction, but Chris shouted for me to wait. I have no idea why I did... maybe I had some crazy notion they were going to apologize and try to make things right. Wrong again! When they caught up, Chris and Jackie were still laughing together.
"Hey, ya know", Chris laughed, "you left a little early the other night, and we didn't have a chance to give you something."
"Yeah", Jackie added with a giggle as Chris now grabbed me tightly and began pulling at the belt of my pants! "You never got your birthday spankings!" I struggled and fought to get away, but three of Chris's buddies appeared as if on cue and held me tightly as Chris again began to strip me! This time right in the hallway at school, in front of everyone! I kicked and twisted, trying to break free, but could feel my shirt being taken off and then my pants and underpants being yanked down! Two of the guys picked me up and Chris pulled them off, right along with my sneakers and socks! Now I was completely bare ass naked in school! Jackie and the girls stood around pointing and squealing as the guys held me, turned me around and Chris began slapping at my naked bottom!
I was practically dancing there in front of everyone, trying to break free, which only made everyone laugh harder and humiliate me more! Just then, one of Jackie's girlfriends pointed and shrieked, "oh my god! He's getting a boner!" Sure enough, I can't explain why, but my penis was getting hard and in a few seconds was sticking straight out, stiff as a board, now bouncing up and down and slapping back and forth as Chris and his buddies took turns delivering painful, stinging slaps to my sore and reddening bottom! The painful spanking and additional laughter only brougth me to tears.
"Looks like he's getting off on getting manhandled by Chris and his big buddies!", one of the girls squealed... and soon, whistles, catcalls and shouts of "faggot", "sissy" and "gay boy" echoed in the hallways. I could only beg Chris to stop and hope he would figure I'd had enough, or get tired and let me go. But right now neither seemed evry likely.
I could hear everyone laughing all around me, and through my tears could see so many faces I knew. Suddenly, my heart jumped! No! It couldn't be! Of all the teachers to be rushing down the hall to see what was going on... it was Miss Kelly! Miss Kelly had been my secret crush for two years! She was so hot... a busty blonde, beautiful face, the sweetest disposition... everybody loved her! The girls were all her friends, and the guys were all horny for her! I'd lost count of how many times I'd lain in bed jerking off to hger yearbook picture at night, fantasizing about her being in bed with me! Today she wore tight black leggings with high black boots and flowing, lacy white top... so hot! And here she was hurrying to the crowd to see what was causing all the commotion!
"Oh my goodness!", she yelled when she broke through and saw what the guys were doing to me. "Stop that! Stop that right now!" They stopped, stepping back and laughing, along with everyone else. Miss kelly stared in disbelief. "Honey!", she gasped, "where are your clothes?!?" I tried to tell her what had happened... but as for my clothes, they had disappeared into the crowd, so there was nothing to cover up with! I could have died right there from epic shame! Miss Kelly... my hottest crush teacher could see me completely naked! She could see my bare penis, sticking up stiff as a board! My crying intensified as she wrapped her arm around me to comfort me. "There there, hon... you come along with me. Stand back, all of you! Leave him alone! Don't you dare hurt him!" They all laughed at a hot teacher having to stick up for me, when it was apparent I couldn't do it alone. Miss Kelly looked me up and down, then turned me around and saw my bright red bottom! "Oh my!", she gasped... and then reached down and began rubbing my red, stinging ass cheeks... like I was a little baby! Everyone laughed even harder, as my stiff little penis twitched at her touch. "Oh, honey... you come along with me to the nurse's office", she soothed as she held me and began working our way through the laughing crowd.
As Miss Kelly walked me stark naked through the halls, fawking over me and cradling me to her, she pressed me closer to her to comfort me. Everyone watching us pass laughed and giggled at my stiff penis aching for her! It was no secret that I had a cush on Miss Kelly and to see me in this humiliation situation with her must have been hilarious to them. My penis twitched and bounced as I walked along, naked and held close to gorgeous Miss Kelly. Her beautiful long blonde hair brushed my shoulder... it felt so soft and smelled so sweet, as did her sexy warm vanilla sugar perfume. I was so aroused by her, even through my shame... and suddenly... oh no! Oh no, it couldn't happen... not here!
"Miss Kelly, please... let go of me... Miss Kelly, I..."
But it was too late... I felt the wave rise and crash over me as I had an incredible orgasm right there! Without even touching it! I stiffened and suddenly, "ooohhhhhhhhhh!" I sent jets of cum squirting out right there in the hallwy! In front of everyone! In front of Miss Kelly! In a minute the orgasm subsided and I stood there horrified at what I had just done, sending cum all over the floor at our feet! Having an orgasm over Miss Kelly right there, naked in front of her!
"Oh dear!", she gasped. "Oh, honey, it's alright... don't worry... it's alright really"... as she reached into her pocket for some tissues and began wiping at the tip of my quickly softening, quickly shrinking little penis. "We;'ll just call the office and have Mr Jack come and mop up your little mess. Let's get you to Nurse Heather's office right away." I continued bawling in shame as Miss Kelly hurried us along, everyone laughing at me shrunken and naked, still dripping cum!
"Don't you worry, sweetheart... you're alright now... Miss Kelly won't let those boys hurt you... you're safe with me."
At any other time, the prospect of being brought completely naked to Nurse Heather would have sent me into hysterical panic... but by now I was totally beaten and humiliated, so while I dreaded what was about to happen, I faced it with silent submission and sobbng, humble acceptance. You see, Nurse Heather was another subject of my school fantasies... here in her first few years out of college and equally sexy as Miss Kelly. Thi was going to be terrible, but by now I knew there was nothing I could do, so I just walked along, cradled in Miss Kelly's arms.
Nurse Heather was on the phone when we walked into her office, looked up in shock , said, "Laura, I'll call you back!", hung up and rushed over to meet us! "Oh my goodness! Whjat happened?!?"
"Nurse Heather, he was getting picked on by a crowd of boys... they stripped him and were spanking him in front of everyone!", Miss kelly blurted out.
Nurse Heather noticed Miss Kelly dabbing at my dripping little penis with a tissue. "And what about...", she began.
"Uhhhhh, we had a little accident on the way to your office", Miss Kelly explained.
"Oh... I see", said Nurse Heather, exchanging very slight little smirks with Miss Kelly. "Is this the boy in the pictures I've been seeing?"
"Yes", answered Miss Kelly. "I've been seeing them too... everyone has."
"Well, can you tell me what has been going on?", Nurse Heather softly asked me. I could only hang my head, blushing crimson.
"Poor baby... he's too embarrassed." Miss Kelly cooed. "Apparently, his girlfriend dumped him for another boy... a bigger and stronger boy. But first, they took off all his clothes and paraded him around naked in front of everyone, and made him run out naked and crying too."
"Oh, that's terrible!", Nurse Heather interjected.
"It certainly was mean", Miss Kelly agreed. "And then today apparently they stripped him down agaio and this tome were spanking him. The por dear couldn't even defend himself and everyone was laughing at him."
Hearing all this made me start crying all over, especially with the knowledge that everyone had seen the pictures and was talking about my humiliation.
"There, there,. sweetheart... it's alright. It's ok to cry", Miss Kelly cooed. "It's not your fault you can't stand up to bigger, tougher boys."
"That's right", Nurse Heather added. Not every boy is meant to be manly. You can't help being weak, helpless and well.... more feminine. I mean, boys your age are usually much more developed and... well... bigger. Your penis is so little and tiny... you can't help that... it's not your fault, honey. Look", she said to Miss Kelly, "all the other boys must have lots of man hair down there... he hardly has any. He's really kind of a girl trapped in a boy's body" I started to sob even more.
"Awwwwww... never mind, sweetie. Being more girlie is nothing to be ashamed of", Miss kelly smiled.
At this, I broke down crying again. I had so often fantasized about being naked with Miss Kelly, or Nurse Heather... but they were always naked with me! Here I was with both of them, but I was totally nude and crying, while they talked about me like a helpless little sissy!
Nurse Heather went to a cabinet and came back with a pair of scissors, reached down to my penis and began clipping away what pubic hair I had! "Let's clean him up", she smiled, "so he'll look all nice and pretty too." Now I began crying louder, at the thought of hot Nurse Hearther shaving away what little manhood was left to me!
"Awwwwwww... poor baby", Miss Kelly cooed, pulling me to her breast and rocking me back and forth as I sat there sobbing into her. Suddenly, she pulled back a little and to my total disbelief, began unbuttoning her blouse!
It took me a minute to realize what was going on, and by then Miss Kelly had her lovely blouse unbuttoned and open all the way, revealing her big breasts spilling out of her bra. Nurse Heather continued clipping away, but I was too mesmerized as Miss Kelly next reached down, unsnapped her bra in front and let it fall open, allowing me the reality of one of my hottest fantasies... to see her incredibly gorgeous tits bared to me! Miss Kelly smiled as she cupped one in each hand and jiggled them a little... I couldn't believe it. They were so creamy looking and beautiful, her nipples were perfect! As I stared, I heard Nurse Heather giggle, "looks like he's a happy little girlie now". I looked down and sure enough, my little penis was again stiff as a board!
Miss Kelly now wiped away my tears with her fingers and cooed, "awwww... don't cry. Come here, darling", as she pulled me closer and guided my head down to one of her tits! I opened my mouth and she slipped her hardened nipple into my mouth and I started gently sucking! Miss Kelly was suckling me to calm me, just like a baby! I reached up one of my hands and cupped the other breast... it was incredible! I was sucking and fondling my hot crush teacher's bare tits! I started thinking how much any of the other guys would love this opportunity... but I was the one doing it! I imagined them being incredibly jealous and dying to be in my place!
Just then my mind snapped back to the reality of my humiliating situation as I felt Nurse Heather spreading cool shaving cream all around my penis and balls... and then start shaving me! I whined and wimpered, but could not tear myself away from Miss Kelly's gorgeous breasts! As I continued licking and sucking her nipples, Nurse Heather deftly shaved away the very last og my manhood and wiped me clean with a warm, wet cloth.
Next, though, I stopped sucking, in shock, as I felt her lifting my bare ass from the table and sliding a soft thick cloth under me... I looked and was shocked to see it was a diaper! Nurse Heather was diapering me like a baby! I couldn't stop her, and sat there helplessly while I was being diapered by my hot young school nurse! When she finished closing the tapes, she giggled to Miss Kelly as she gently squeezed my rock hard peepee between her thumb and forefinger. "Well our baby certainly is hard for you, Kelly. teehee"
"Awwwwwwwww", Miss Kelly cooed, pulling her tit away from my mouth and looking me up and down with her beautiful blue eyes, smiling sweetly at the sight of me with a little boner in my baby diaper. "Isn't he just adorable?" I was so incredibly embarrassed, yet so amazingly turned on... I prayed I would not cum again... this time in my diaper!!!
But then Nurse Heather started squeezing my little cock through the crackling plastic material, running her hand up and down the small shaft... I could hear my diaper crinkling, making her giggle. "Ooooo, listen top that cute little diaper, mmmmm... what a sweet little erection... feel good, honey?"
"Y-y-yes, Nurse Heather", I mumbled, eyes closed, hands still fondling Miss Kelly's tits. I knew it was a deadly combination of sensations, but was totally under their control... powerless and too weak to resist... when suddenly... oh nooo! Ohhhh noooooo! My body tensed, I gasped and held my breath, scrunched my eyes and gave it up. I was again cumming... this tme in my diaper! There was no holding back... and no hiding it from Miss Kelly and Nurse Heaather! "Aaaauuuugggghhhhh", I grunted as I squirted and squirted in my diaper... ashamed beyond belief!
"Ohhhhhhhhh! Oh no! I didn't think that would happen", giggled Nurse Heather with a mischievous little grin at Miss Kelly. "Awwwwwwww... was that too much for you, honey?"
"Well at least we have him here with us and we can change him again right away", Miss Kelly giggled.
"Right", added Nurse Heather... and the two began talking about how to handle the job, as if I wasn't even there, sobbing in embarrassment. "Kelly, you strip off his diaper while I get the wipes. Just untape the sides and you can lift his bottom off the table and slide it out from under him."
"Ok", Miss Kelly smiled as she stripped me. She took the opportunity to tickle my belly, come in close and giggle, "ohhh, how cute...little baby doesn't have any clothes on, does he? ... no he doesn't... no he doesn't. teehee You getting the wipes and powder, Heather?"
"Yeah. Here... now let me wipe all around his peepee... there and now some powder. Roll him over, Kelly, so I can powder his bottom and his little crack." The ladies were manipulating and moving me like a doll... it was so degrading! Then Nurse Heather brought out a fresh, clean diaper. "Lift his bottom so I can slide this under him, Kel."
"Come on, sweetie, lift your bootom for Miss Kelly". Her blouse and bra were still open and her beautiful full tits were swaying and jiggling as she leaned over me and worked... I couldn't take my eyes off of them.
"Kelly, you'd better cover up or his weewee will get stiff again and we'll never get the diaper on him! hahahaha Besides, classes are switching in a minute and somebody might walk in and see those big, hot tits of yours. Wouldn't want to be flashing the boys now, would you?"
"Oh my god, you're right!", Miss Kelly laughed as she tucked her jiggling tits back into her bra and buttoned up her lacy blouse. "Can't go cock teasing those horny young studs! haha Hey, baby... wannna see mama's titties?", she laughed. I was so sad to see her breasts being covered, but also mortified that Miss Kelly didn't want to cock tease the guys, but thought nothing of letting me see her tits... like I was one of the girls... or too harmless to make any difference.
As it turned out, Miss Kelly covered her tits just in time because suddenly there was a burst of laughter at the door to Nurse Heather's office! I turned in shock to see Chris, Jackie and several other guys and girls standing there, in hysterical laughter at the sight of me lying there in the nude, my little penis shaved totally hairless and MIss Kelly and Nurse Heather diapering me! I immediately turned my beet red face away from them and started crying again!
As the ladies finished diapering me, right in front of my laughing classmates, Jackie and one of the other hot girls, Katrina, pulled Miss Kelly aside and were whispering to her. I wondered what that was all about, and I didn't have to wait long before I saw Miss Kelly nodding her head in agreement to whatever it was the girls were saying, and Jackie and her girlfriend looking over at me and grinning wickedly. Miss Kelly returned to the table, spoke briefly with Nurse Heather, who looked over at me and also nodded, "makes sense, sure". Meanwhile, Jackie and Katrina were excitedly filling in Chris, his buddies and the two other girls, who all laughed and smirked over at me. The only one in the room who didn't know what was going on was me!
That's when Miss Kelly took my hand and started to explain. "Honey, like Nurse Heather and I said before, it's pretty obvious you're a girl trapped in a boy's body." Lots of laughter erupted here from Jackie, Chris and the others, as I cringed and blushed. "We think it's time for you to face and accept who you really are... you'll be much more happy when you let go and just be who you were meant to be... a pretty little sissy. So we want to try something."
At this point I noticed Chris and his three buddies, Glen, Tommy and Bill, stepping forward, grinning, undoing their belts and unzipping their pants! Were they all insane??!!?? Did they think I was going to...?
"Try doing what comes naturally to the girls", Nurse Heather smiled. "Like Miss Kelly said, we think you'll be much happier as a girlie. Try it, sweetie." By now the four studs were standing around me with their shirts opened, their pants down around their ankles, and rubbing their cocks through their underwear... looking down and grinning... the girls standing around, giggling and smiling in anticipation of what they were about to watch happen!
Chris was the first to pull down his underwear and let his big thick 7 inch cock flop out. Jackie came up, took my head and started guiding me toward him! "No! Nooo, please!", I begged in tears!
"Come on, girlie", Jackie laughed. "You know you're dying to try it... go on... suck my boyfriend's big cock. I've been doing it for about a month now! Haha" Considering Jackie had only dumped me a few nights ago, this comment went through me like a sword... and they all laughed at my facial reaction. "Mmmmmm... look at it... look at that big, beautiful manly cock! Taste it, faggot. Lick and kiss it... suck a real man."
Miss Kelly was smiling down at me, encouragiingly... not mean , cruel or mocking me... but eagerly awaiting my submission. She guided my head, whispering, "go on, honey... go on. Taste it... it's alright, sweetie... let go and be who you are inside." I couldn't believe I was staring at a big cock, the cock that belonged to the guy who had stolen my girlfriend and humiliuated me. Yet I couldn't understand the effect the scene was having on me. WAS I a girl trapped in a boy's body? WAS this who I was meant to be? DID I secretly want to try it? Regardless of the answers, I felt myself drawing slowly closer and closer to that big beautiful cock... I hesitantly opened my mouth... and... and...
Suddenly, Chris was shoving his big cock into my mouth! I winced, then gagged at first, and then inhaled and began to notice the manly, musky aroma, feel the hardness of his shaft, my tongue sliding along the veins, my lips puckered around the head. I began sliding up and down, instinctively knowing to lick the sensitive underside, and just around the base of the head... unbelievably, I was consciously thinking of what areas gave him the most pleasure! I was sucking a cock!
I opened my eyes, looked up and saw Chris smirking down at me. He most of all, among everyone there watching, could tell I was trying to pleasure him. I blushed under his gaze, and shyly averted my eyes, returning to my sucking him off.
"Oh my god... look at him sucking cock!", Katrina squealed. "Look at the little faggot go! Hahahahahha!"
"Come on, suck my boyfriend you little bitch", added Jackie with a cruel laugh.
"Girls, girls!", scolded Miss Kelly. "Leave him alone... let him be... let him enjoy this, as he was obviously meant to." Then to me she softly added, "never mind them, sweetie. You just do what feels right. Mmmmm... let go and be happy. You're doing so good... you're a natural. teehee"
I again glanced around at everyone, still not stopping with sucking and licking my first cock. Chris and his buddies were chuckling, the girls were giggling... and Miss Kelly and Nurse Heather were smiling sweetly, encouragingly nodding their heads to me... as if they were proud of me! I pulled away from Chris a little, ignoring the jeering and mocking, and began kissing the underside of his big cock... then returned to licking and sucking, my soft moans and wet sucking noises blending with the chuckles and giggles.
I noticed Glen, Tommy and Bill stepping forward now, their pants down, their cocks dangling, each stroking them to get them harder for me. At this point, Chris stepped back a little, looked down at me and said, "lick my balls, bitch,"
He didn't have to say it twice as I obediently lifted his hard cock a little with my hand, to get at his manly dangling balls. My tongue immediately went to work... licking them from the bottom to the base of his cock... first sucking gently on one, then the other. The balls I knew held so much man cream... the cream that would be filling Jackie later on... and yet, I shamefully wanted to pleasure him, to arouse him... knowing he would be giving my ex girlfriend what I never could... knowing they would be laughing at me... but at this point I didn't care. The thought bothered me a little and then I dismissed it as I continued orally pleasuring Chris.
Now Katrina stepped up and said, "wait, Chris... I have a few things here to help." Not knowing what she might be talking about, I opened my eyes and.... oh my god! Was she kidding?!? What was I going to do??? I knew I was too weak and submissive to resist and had no choice but to surrender to it... but... what was this going to feel like? Would I feel shamed and degraded? Would I like it?
There was no tome to think as Jackie and the other girls broke into squeals of laughter and even Miss Kelly cooed, "awwwwwww... that will look so sweet!" There was Katrina holding a cute wavy blonde wig... and Jackie a makeup bag!
"We borrowed this from the theater department," Kat laughed, holding up the pretty wig. "They used it in the last play. The makeup is mine, but I don't mind sharing with the little fairy. hahahaha"
Miss Kelly gave Kat and Jackie a stern look of disapproval at their mocking tone, but took the wig and makeup and smiled at me, "you're going to love looking pretty, sweetheart." Suddenly Nurse Heather was combing back my hair, pinning it and fitting me with the wig... moving and adjusting it, fussing over it till she stood back, looked again and smiled with satisfaction.
"Girls", Miss Kelly said to Jackie and Kat," if you can behave and not be mean, "you may apply the makeup." Jackie and Katrina exchanged excited looks, promsed to be nice and advanced on me, brandishing the girlie makeup. As they leaned in very close to me, Jackie very quietly whispered, "ready to look girlie, you little candy ass faggot?" And Kat added, "you litte cock sucking bitch... fucking pansy queer!" I struggled to ignore their cruel mocking and submissively prepared myself for the inevitable.
Miss Kelly and Nurse Heather leaned in close and Miss Kelly held my chin in her fingers so the girls could get me made up... so Jackie and Kat weren't unable to whisper any more cruel comments. But the look in their eyes was just as mocking as they clearly enjoyed transforming me into a sissy fag. First came eye liner and eye shadow, then blush, and then lipstick. I'm sure they would have applied it heavier and made me look like a slutty whore if they could, but they held back with Miss Kelly and Nurse Heather supervising them so closely. Still, when they were finished, Miss Kellty commented, "a little heavy for starters...but very pretty."
Everyone looked at me and their laughter made me cringe... but in a second, Chris was again forcing his manly cock into my now pretty mouth and I countinued his sexy blowjob. Soon I felt him tensing and sensed he was about to blow his load in my mouth. At this point, Miss Kelly and Miss Heather took my hands and placed them on Bill and Tommy's rigid cocks, one on either side of me and instructed me on how to stroke them both while I sucked off Chris. In a few seconds I was quickly stroking up and down on two big cocks while hungrily devouring another. Just as I'd thought, Chris now began thrusting his cock in further and I sucked it hard, holding it in my mouth as he groaned, grunted and shot a huge load into my mouth! It was an incredible sensation, feeling his hot, salty load shooting into my mouth, coating my tongue, filling me and forcing me to swallow before it ran out of my mouth! I was trying to swallow every drop, but still some dribbled out the corners and rolled down my chin as I moaned.
As soon as Chris withdrew, his cock still long and thick, just dangling more now, I replaced him in my mouth with Bill and rubbed Chris's softening cock, wiping the cream from the tip all over it. Bill was now fucking my mouth and Tommy was getting closer for his turn. Chris stepped back and I grasped Tommy's rod again and started jerking it. Jackie, Kat and the other girls were squealing with laughter at what a "little gay faggot" I'd turned into... and Nurse Heather and Miss Kelly were beaming, smiling and cooing at "how sweet" . At Nurse Heather's instruction, I now had a hand jerking on each of Tommy and Bill's big cocks, turning my head to suck a little first at one, then the other, like a hot slut whore!
It didn't take too long before both were pulsing, ready to shoot their loads and as I tried to get my mouth around Tommy's big purple cock head, he groaned and started cumming... all over the side of my face. Bill wasted no time in grabbing his hard cock in his hand and pumping it up and down a few more times, before it too started shooting cum all over me! My mouth was wide open, trying to catch Tommy's load as it sprayed my face, and Bill's shot jets of cum onto my face and chin as well! I couldn't believe I was doing this, but was nearly oblivious to all the laughter, jeers and mocking. Miss Kelly clapped her hands in delight at my performance as I stroked, licked and sucked Tommy and Bill, their cum all over me! It was so humiliating, but also indescribably exciting!
Soon both of them had pulled away and I realized I had started grabbing at my aching little boner in my diaper. I wasn't even thinking; I just had to give myself some physical stimulation. "You want to play with yourself, baby doll?, Nurse Heather smiled as she pulled away at the tapes and Miss Kelly wiped at my cum soaked face with baby wipes, careful not to wipe away my makeup. Katrina quickly stepped in to touch it up as Nurse Heather pulled away my diaper, leaving me totally nude in front of everyone again... this time in my pretty wig and makeup! Despite my embarrassment, I couldn't deny how excitd I felt! What was happening to me?!?
I barely noticed everyone standing around watching; I was so into my own excitement and arousal that I was almost in a trance in my desparate need to masturbate! But... as I lay there, my left hand slowly traveled up along my prone, nude body to my man-boobs and began gently rubbing and fondling them. Meanwhile, my right hand traveled up and down my belly, along the tops of my thighs, finally coming to rest over my stiff little penis. As I lay back, closed my eyes and enjoyed the slow, gentle comfort of touching myself, I pressed my penis between my belly and the palm of my hand and started making small tight little circles as my two middle fingers caressed and tickled at the base of my little balls. The sensations were so arousing and building in intensity... my left hand caressing my boobies, my right playfully teasing and massaging down between my legs. The circles my hand made, pressing down on the underside of my penis became stronger and more urgent... my mouth was open, gasping in pleasure, then curling into a tight little "oooooooo" as I pleasured myself.
"Oh my god!", Miss Kelly exclaimed happily, clapping her hands in excitement, "he even masturbates like a girl!" Miss Heather was equally delighted and the others stood around with smiles on their faces, enjoying my girlie performance! I kept at it for I don't know how long, feeling nothing but the erotic sensations pulsing through my body, hearing nothing but gasps of shock and giggles and chuckles of amusement from Jackie, Katrina and the others. And soon I could feel my orgasm building, coming closer and closer... until... NOW!
I gasped short as the orgasmic pleasure tore through me... I could hear myself whining and sighing like a girl, almost crying out in erotic excitement... "oooooh yeahhh... oh yeahhhhhhh... ohhhhhh! Oooohhhh! Uh-huh... uh-huh... Yeahhhhhh!!!! Yeeeaaaaahhhhhh!!!!!" I felt my body spasm and jerk as jets of sissy cream shot from me, oozing between my peepee and the palm of my hand, my hand continung to rub... rubbing my excited peepee, rubbing my cream into me... totally oblivious to anything but my own pleasure! It was the most intense orgasm I'd ever experienced... and... it was not over! As the sensations subsided and I continued rubbing, I couldn't believe it was happening again! "Oh my god.... oh my..... OHHHHHHHHHHHHH!!!!! YYYYYYYYesssssssssss!!!!!" as another equally intense orgasm electrified me. It was amazing!!!!
Eventually the feelings subsided to the point where I again opened my eyes, sweating and panting from my excitement, and found everyone staring at me. Miss Kelly and Nurse Heather smiled with delight, Jackie and the girls giggled behind their hands and Chris, Tommy and Steve chuckled with a sneer. The only quiet one was Chris's buddy Glen. Glen was the only one I had not yet sucked off and the only one whose pants were still open and down around his knees... he was obviously waiting his turn to humiliate me further.
Jackie laughed, "hey the little faggot hasn't given Glen a blowjob yet!" She led Glen closer, lifted his long thick cock in her hand as if to offer it to me. "Want to suck another nice cock, you little queer?" She sneered and the others chuckled with amusement... but again, Glen remained quiet... looking at me, as if wondering what to make of this all. Glen stood over me and I waited for him to break into sneering laughter and lewd degrading comments... expecting it even... ready to face it. As I waited I took him in, in a glance... tall, lean and firm... not big and muscular like the other jocks, but definitely in shape. His long wavy hair framed his soft facial features and fell to his shoulders... and I noticed his cock... his big, long dangling cock. As Glen caught my eye, caught my glance and eyed me up and down, I noticed his cock lengthening, growing... and soon it was rock hard and sticking staright out in front of me.
I glanced up at him, he held my glance a moment and then I again lowered my eys to that cock I was being drawn toward. I slowly lifted my hand and touched it... it jumped and twitched at my touch and I again looked up at Glen, whose expression of wonder and curiosity had not changed. I realized that this time I was not being forced as much by anyone other than my own curiosity and .... yes... desire. What was happening? Did I relly want to suck Glen? He was the only one who had not mocked and jeered me... what was he thinking? All these thoughts flashed through me in the seconds it took to open my mouth, lean in and take his cockhead between my pink painted lips.
I swore I heard a soft, barely audible sigh from Glen as my lips slid all the way down his long cock to its base and my tongue tickled the sensitive underside. Mostly I could hear laughter from Jacie and the other girls, chuckles from Chris, Bill and Tommy and delighted squeals from Miss Kelly and Nurse Heather. As I sucked Glen's big beautiful cock, I felt myslf getting more and more into it, despite my embarrassment at exposing myself to everyone there as a sissy cock sucking queer. I closed my eyes to block out the taunting and just slid my mouth up and down, now and then pulling away to run my tongue up and down the wet, glistening shaft or give sweet sissy kisses to the shaft, the head and even his balls! I couldn't believe I was doing this... but could believe even less that I was apparently enjoying it! I felt Glen's hand on the back of my head... not grabbing my hair and pushing me hard, but gently guiding me. I opened my eyes and looked up at him as I sucked, and he looked back a second before closing his eyes in pleasure.
"Oh look!", Miss Kelly beamed... "we were right, Heather; he really is happier as a sissy girlie! I'm so glad!"
"This is who you really are, honey", Nurse Heather smiled. "Oooooo, and so good at it too!"
From the others came rude, belittling taunts and jeers... that is until Glen opened his eyes and shot them a warning look. The guys immediately stopped, a little bewildered, and then so did the girls! I looked up at Glen as if to silently thank him and I swore I noticed a barely perceptible, kind little smile from him as he gently pressed my head closer. I felt so grateful to Glen that he'd made the others stop being cruel to me, that I wanted to thank him. Looking directly into his eyes, I opened my mouth wide, slid out my tongue and snaked it all aorund the head of his gorgeous cock, before giving it some pouty, girlie kisses and then going down on the shaft again. I made some soft purring noises to let him know how much I was enjoying pleasuring him. It didn't take much longer for me to feel Glen tensing up and I knew the moment had come... and in a few seconds Glen shot an incredible load into my sissy mouth and I was careful to suck and swallow almost every drop, only allowing a little bit dribble from the sides of my mouth. It was amazing!
Just then the bell rang and the next period was about to begin. I knew I couldn't get to class like this, but the others were getting ready to leave. Even Glen was pulling up his pants and tucking in his shirt. Despite my humiliation at first, I was surprisingly sorry my coming out was over... it was all so exciting. I knew I'd lost Jackie to Chris and that I'd be the topic of many cruel and humiliating comments in the days and weeks ahead, as Katrina and the others told everyone what had happened.
But I could always come to Miss Kelly and Nurse Heather for soothing comfort and advice as I learned to embrace my new identity. And to my surprise, just as they were all leaving, Glen quietly slipped back to me and quickly shoved a small piece of paper into my hand... then hurried out the door, along with all the others! Curious as to what it could be, I looked down and slowly opened the furtively scribbled and crumbled note... and as I did, a tiny smile broke out on my painted sissy girl face, slowly widening to a happy little smile as I glanced at... his phone number!
I remember thinking to myself, "thank you, Miss Kelly and Nurse Heather... I think I'm going to enjoy being a girl! teehee"
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