Date: Sat, 25 Jul 2009 19:36:07 -0700 (PDT) From: Fran Sissy Subject: School Daze 1 Sissy School Daze by fransissy56 This story is purely a work of total fiction and the product of my fanciful mind. If the concept of teen boys in lingerie doing lewd things offends you, please read no further. Chapter 1: Newby at Brockton School When my Mom said I'd be attending a boys boarding school I liked the idea of getting away from my older sisters, girl scouts, and all that went with it. My mom was divorced and I was the youngest of four kids. I just turned 12 right before leaving for school. My sisters were 13, twins at 15, and my oldest sister at 17. It was Fall of 1965 when I walked into my dorm room the first time and saw Jack unpacking his stuff. "You must be Tim," he grinned as he continued to unpack. "I'm Jack." "Yeah, nice to meet you Jack." I smiled back as I put my suitcase on the bed. I learned that Jack had an older brother at school in the 11th grade. It was great those first two weeks. I had what felt like a brother, and after being around all those girls, I loved it here at Brockton. I had to adjust to the system, as a seventh grader I was in the first form and the seniors were in the sixth. They were a stern lot, enforcing school rules and caining a bad boy's butt as needed. If you obeyed the rules there was no problem, or so it seemed. Most of the staff were male teachers, but there was the school nurse Miss Windome, who was about 45, the art teacher Miss Canfield, she was in her late thirties. The only other women on campus with 130 boys were faculty wives and several daughters. My French teacher and house master for my dorm, Mr. Howe was 35. His wife Sandy was his second marriage and she was only about 25, and mother to Becky Stark, his 15 year old stepdaughter. The guys all likes seeing those two in the dining hall each night. Becky wore the latest miniskirts of the day and her mon's skirts were barely longer. There were lots of horny boy boners under the tables seeing them, catching an occasional beaver shot of shiny panties, garterstraps and nylon tops. Becky was a tease, she knew she made the boys cocks hard and loved the power it gave her. By the third week I was getting really horny. Afterall, I'd been squirting my hard cock daily for almost a year, and two weeks in the life of a horny 12 year old boy is very long. At night I'd roll over in my bed and feel my six inch cock throbbing in my hand, but I dare not stroke it for fear I'd be caught. That night I was lying there squeezing my hard cock thinking about the two weeks I had to spend at my sister's summer girl scout camp. Memories helped keep me hard and leaking. I desperately wanted to stroke it when I heard a rythemic squeaking coming from Jack's bed. It didn't take much imagination to guess what he was doing. It seemed his hand succumbed to his needy boy cock. I reached over quickly and turned on the light and saw his arm moving in time with the squeak. Suddenly he grabbed his covers and pulled them up. "Hey Jack!" I whispered, "What's that you're doing?" He faked sleeping but I knew better. I slid out of bed, my sleeping shorts tenting from my already horny cock. I went to his bed and asked again, "Hey Jack, what are you doing there?" No answer, so I reached over and yanked the sheet back and gasped at what I saw! Jack was wearing a pair of girls pink shiny bikini panties, pulled aside, his large cock was out, but it was wrapped in another pair of pink nylon panties. "Wow!" was all I could manage. Jack looked at me, flushed with embarassment, "Please don't tell anyone," he pleaded with moist eyes and flushed cheeks. But despite his embarassment his cock seemed to actually get bigger. I stared at it and found myself wanting to touch it. "Don't worry Jack, I won't tell anyone," I sat next to him, "It's OK." Jack calmed down and let me pull the covers back and gasped again when I saw the pretty panties. Then I looked into his eyes and smiled, "Do they feel good on you?" "Oh yesssss," he sighed, relieved I wasn't going to cause trouble. "Whoes panties are they?" Jack smiled broadly and said, "I'm wearing a pair of Becky's panties and I'm stroking my cock with a pair of her Mom's." My eyes widened and whispered again, "Wow!" He looked over and saw that my shorts were still tended and then back to my eyes and smiled. "Looks like you're horny too." "Yesssss," I hissed acknowledging how horny I really was. "You wanna try on Mrs's. Howes panties?" "Yeah!" I said quickly, as I pulled off my shorts. I was dying to try them on. I'd caught a few beaver flashes from her and thought they may be one of the panties I saw on her. As I pulled them up my legs I got that familiar feeling. I tingled and my cock throbbed extra hard as they slid silkyly up my now trembling thighs. I sighed and Jack looked closely at me. "Have you done this before?" he asked quietly. Now it was my turn to flush red, but the memories and the feeling of the panties on my aching cock made me even harder. "Gee, to think we lost two whole weeks not knowing about each other!" he giggled, feeling relaxed with me knowing I too was a panty boi. I shivered at the idea of his warm pantied body touching mine. Our panties rubed together at our hips, and the next thing I knew my mouth was fused on his as he climbed on top of me. Our pantied cocks drooling and throbbing as we ground our hips together and fell into a deep lustful tongue kiss. We moaned into each other's mouth and I felt his pink pantied ass. We squirmed and began to whimper, losing ourselves in horny panty boi sex. I had just reached for his hard pantied cock when the door burst open and there stood our hall monitor, John and his room mate Frank. "Well look at that Frank!" John teased. "Yeah, a pair of panty boi sissies making out wearing panties!" Frank laughed. "Get back in your bed Tim you sissy faggot!" The hall monitor snapped off the light. "I don't want to hear anything coming from your room!" He slammed the door. Jack and I lay ther in the dark, still wearing silky panties with hard cocks. Still very horny, but we dare not disobey because we already knew we were in trouble now. The next morning after breakfast Mr. Howe came to our room with a very serious look on his face. We stood as he told us what he heard last night and that he was reticent to tell our parents since we were such new students and all. He then stood up and put his hands on our shoulders, patting us and said, "I know new boys are loney, and I know you're all very horny. Afterall, I used to be a horny teen too. So, I want you two to come over to my apartment after dinner tonight and we'll talk about this some more. With that he turned and left our room. We stared at each other in relief, but were still nervous about having to discuss it later in his apartment. At dinner that night Mr. Howe and his family weren't at dinner, much to the disappointment of many horny boys. We were told that we were supposed to come over after dinner and that they had decided to stay home in preparation for our visit. We were very nervous as we walked to the Howe's front door. "Gee Tim, I hope he doesn't bring up last night again," Jack said. "I'm afraid I'll get a a big boner thibking of last night." I looked at him and the very mention of our night made me throb in my underware. "You're right Jack, 'cause I already have one!" I pointed to my tenting slacks just as the door opened and there stood Becky, light streaming out making my hand pointing to my hard cock highly visible. "Daddy!" Becky called over her shoulder, "you're new students are here." "Let them in and show them to the living room," Mr. Howe called out from the other room. "This way," Becky motioned and we followed. I stared at her round little ass filling her tight blue miniskirt. Her white blouse was thin enough I could see the outline of her bra against her back. Her legs were covered with silky pale blue nylons and black heels. With her in front of me I didn't have any chance of my cock getting soft. "Sit down you two, my Dad will be here in a minute." Becky sat on the chair across from us and crossed her leg slowly. We could see right to her pale blue panties as one nyloned leg folded over the other. She looked at us and giggled. "Becky?" came Sandy's voice from another room. "Yes Mommy?" "Come here and help me and leave those poor boys alone!" "OK Mommy," Becky slowly stood, giving us another beaver shot. She giggled and left the room. I looked at Jack and he looked at me. "Wow Tim..." I just stared back nodding my head. "What a hot li'l chick!" Jack exclaimed as he felt his hard cock. "Well boys," said Mr. Howe as he came in the room. "I'm glad you came over tonight." He sat down in the chair Becky formerly occupied. We shifted nervously, waithig to see what he'd say. "As your house master it's my job to make sure you new boys adjust to being away at school. I know that two cute boys get horny and naturally want to help each other." We both flushed red. "That's what the monitors said you two were doing. But they said there was something else..." Mr. Howe's words trailed off and he looked seriously at us, like he could see right through our clothes. "What else did John and Frank report to me about what they saw last night?" We stammered nervously knowing he was referring to the panties. "Come on boys, honesty is the best policy." I looked at the floor and finally said, "We were wearing girls's panties." I flushed a deep red. Mr. Howe looked at Jack. "Is that right?" "Y...y...yes Mr. Howe." "I think you're forgetting an important piece of information Jack," Mr. Howe pressed. When Jack remained silent Mr. Howe asked, "Where did you get those panties Jack?" I watched Jack squirm in his seat, looking at his feet he barely said, "I got them off Mrs. Howe's clothline..." "She was wondering what happened to a pair of her panties and Becky's panties got off to," Mr. Howe said. "Now we know where they went. Ok boys, now that we got that straight come on into my study." We followed Mr. Howe into his small study where Mrs. Howe and Becky already sat watching us enter the room. He came between his wife and daughter and turned toward us and said, "These boys have a confession to make." I thought my kneew would buckle under the embarassment. Jack was trembling visibly. "Jack, you must tell Mr's Howe what you did." Jack looked down, his shoulders hunched, "I...I...took two pair of panties from your closeline Mrs. Howe." Becky giggled as she looked at Jack's nervousness. Her mon looked at Jack also and asked, "Why did you take them?" He waited a moment then stammered, "I couldn't help myself Mrs. Howe. I saw them fluttering in the breeze, those two little shiny pink panties." Jack slowly looked up. "They were so, so pretty." Mrs. Howe smiled. "Are you telling me Jack that my panties excite you?" "And mine too?" Becky blurted out. "Shhhh Becky," her Dad said. "Yes, Mrs. Howe. Sometimes I look up at your table and can see your panties..." "Why the lil pervert!" Becky giggled. "You are a very naughty boy indeed to be looking up my dress and my daughter's dress too. Such a bad boy seeing our...unmentionables!" I squirmed, which was noticed by Mrs. Howe. "And you Tim, you were wearing my panties when the monitors caught you kissing Jack." Becky giggled mercilessly. "Yes Mrs. Howe." I said quietly. "They're just horny lil panty sissy bois Mom!" Becky said matter of factly. "Little perverts stealing and wearing our lil pink shiny panties!" "Yes you are right Becky," Mrs. Howe said looking at her daughter giggling. She looked back at us, "You are horny lil sissy perverts!" We didn't know what to say or do. I must have been scarlet and my knees trembled as I felt their eyes on me. There was a period of silence in which we grew even more nervous. Finally Mrs. Howe broke the silence. "Naughty bois must be properly punished!" she said sternly, scaring us a little. "So, if you would steal our panties and wear them as you had sex, then you won't mind showing us what you were doing when you got caught!" Becky laughed and I caught her rubbing her pussy under her skirt and lifting her small tit with the other hand. "Yes boys!" Mr. Howe added, "my wife is right. You need to show us what you were doing with each other. So, why don't you start by stripping naked." We stared in disbelief, trembling even harder. I was nervous that my raging hard cock would give them the impression all this excited me, which it did. It was strangly like camp last summer. Then Mrs. Howe said, "Tim, you undress Jack first then Jack will undress you." It was incredible embarassing to be made to undress my room mate as Mr. Howe and his family watched me remove his clothes. When I lowered his slacks, his white underpants stood traight our from Jack's raging hard on. It was so big I had a difficult time getting his underware off. Then as Jack stood there with his 6" cut boner he bagan to undress me. His cock rubbed against me as he removed clothing. Finally, as my slacks dropped to the floor, everyone could see my underpants were as tented as Jack's had been. The only difference was that my precum had soaked the front of my underware. At last the two of us stood there naked in front of Mr. Howe, which was bad enough, but with Mrs. Howe and Becky staring I'd never been so embarassed in my life, nor had my cock ever been as hard. It was all too familiar and images of summer evenings with the girl scouts flood my mind and made my cock visibally throb abd expell a large clear drop of precum. "My, my...aren't they sweet looking," said Mrs. Howe. "Can we make 'em look like sluts now?" Becky couldn't contain herself. I could see her nipples hard theough her little bra and filmy blouse. I moaned audibly and got a wicked grin from Mrs. Howe. "I think you said something that makes Tim very excited!" Becky giggles and said, "You mean when I said when are we gonna make 'em look like sluts?" "Yes Becky," Mr. Howe said with a raspy voice, "I think they will make wonderful sluts!" "Horny sissy sluts," Mrs. Howe added. "Ooooooo," squealed Becky as she quickly left the room. "You bois should have thought about the consequences of being caught stealing my wife and daughter's panties," Mr. Howe said, "and then wearing them when you were caught tongue kissing each other like li'l sissy faggots. I'll tell you right now, unless you two sissies do exactly what we tell you as long as you go to this school, we will send a letter to your parents about what you did and how it will cause you to be expelled." I shuddered at the idea for a variety of reasons unimagined by anyone in the room. Becky returned to the room with two pink suitecases and tossed them at our feet. She sneered at us and said, "Inside these cases you'll find pretty panties to put on each other, making your sissy cocks ache. But, if you like to wear panties, we're gonna see how much you like slutty lingerie!" I throbbed again, drooling more precum onto the floor. "Now it's Jack's turn to dress Tim in his new lingerie," said Mrs. Howe. Nervously Jack opened the pink suitcase in front of me and gasped when he saw the contents. Sure there was a pair of panties just like he wore, but there were also silky black nylons, open bottom girdles with garters, bras, slips, skirts and blouses. Our hands trembled when looking at all the pretty lingerie and everyone could see how excited I was getting. There was a shiny pink longine bra with shiny material and lace trimmed bra cups. Jack had me raise my arms slip the straps over me and wrapped the sexy undergarmet around my waist and begin hooking the eyelets from the bottom up. When he was finished I was panting from the exquisite tightness and shiny feeling it had on me. But I really got excited when Jack slipped in the breastforms, filling the bra cups with nipples stiff just like we say on Becky. I felt heavy as if these were mine. Naturally and with practiced hands I reached up, unable to help myself and cup my titties in the bra, then twist and feel the stiff nipples poking out. "Hey Mom!" called Becky, "Tim looks like this isn't anythng new for him!" "Yes sweetie. We can all see we have here a practiced lil sissy boi! Isn't that right Tim? Or should it be Tina? I blushed at the thought, but also from feeling the silky pink bikini panties sliding over my hairless thighs, then covering my raging hardon. I whimpered when Jack told me to step into the shiny pink open bottom girdle. He tugged it up my legs, squeazing my thighs together. It was so incredible tight on my ass and tummy. Pulling the tight girdle in place left me wobbling, then when Jack rolled a stocking for me to step in I placed my trembling hand on his shoulder. I closed my eyes as the nylon was slowly worked up my legs. It tingled and made me quiver. When he reached the top he pulled the top of the nylon tight to meet the gartertabs on the girdle. After a few moments both stockings were hooked and I felt everything tugging me along the nylons. He had me step into the 5" heels they provided for me and I stood there looking like a wantok sissy whore in lingerie. "He looks really hot Mommy!" Beck commented as her Mom told me to get Jack dressed. I trembled as I picked up the lingerie from the suitcase and began to dress Jack as I did. My hands felt the silky material cling to his body and my own cock throbbed in my panties underneath the girdle. I could feel myself getting wet as I rolled up the nylons and hooked them tightly on his own girdle. When I finished he stood next to me and we were two horny teen sissy bois wearing sexy lingerie in front of Mrs. Howe and her daughter. I didn't see Mr. Howe and wondered if this was all too embarassing for him. "Well Becky," Mrs. Howe said, "Now I think you can complete our lil sissy ensemble with makeup, nail polish, and wigs." Becky squealed with delight. She now had two living teen Barbie dools standing before her in lingerie waithig her attention. She sat us down and applied makeup on our now dainty looking faces. Blush, pink lipstick, and heavy blue eyeshadow. She spent a little time applying our nail polish and then places a curly red shoulder length wig on me and a blonde one on Jack. She stood back and admired her creations. There we stood in Mr. Howe's study all dolled up now. We looked at each other in our makeup and wigs. We could smell the slutty perfume Becky liberaly applied to us and it was all having an effect neither of us could resist much longer. We both had raging hard cocks under out panties and girdles, which were seen by the growing wet spots in the front. "Aren't they cute!" Mrs. Howe said teasingly, "We now have Tina and Jackie, the newest lil sexy sissies to our group!" Group? I wondered what that ment. "OK Mandy, they're ready!" The next minute into the room came the horniest sissy I'd ever imagined. SIx inch spike heels, powdery pink nylons gripping his legs and thighs. Hooked with six garterstraps from his open bottom pink shiny girdle, a longline shiny pink bra with big titties and stiff nipples poking out. Jewlrey, makeup, nail polish, and a long blonde wig, straight over his shoulders. Over it all he wore a transparant pink penoir which helped waft this delicious perfume into the room. I looked closer and it was Mr. Howe! He was the hottest faggot sissy I'd ever seen! Jack gasped when he saw Mandy mince into the room right up to us. He lookes like a little girl the way he was made up, but a little girl with bulging panties like ours that were also wet like ours. Mandy began to run his fingers over our nyloned bodies, which caused us to tremble. I couldn't take my eyes off his sissy lingerie, standing there like a total sissy faggot with pouty red glossy lips and thick blue eyeshadow. What ever we had joined I was very excited to see where this would lead us, and the lingerie on my body was driving my horny teen sissy body wild. More to cum.... If you enjoyed my fantasy story and would like to tell me what you think, or would like to offer any suggestions for lewed behavior of my characters, please email me at: fransissy56@yahoo.com