My Tranny Teacher By Lacylips@gmail.com
DISCLAIMER: This is a fantasy depicting homosexual acts involving young men and adults. The story is intended for adult readers and not minors. IF YOU ARE NOT OF LEGAL AGE TO BE READING THIS STORY OR IF YOU FIND SUCH MATERIAL OFFENSIVE, PLEASE LEAVE. All characters are fictional and in no way related to any person or persons living or deceased.
So I am 15 and just starting my sophomore year in high school. Like any teen boy I am horny as heck all of the time and cannot jack off enough. What may be a bit different is that since I was ten I have been addicted to wearing nylon, lace or satin panties whenever i jerk off, sleep at night or just lounge around the house. They are most often my sisters but some of my favorites are one that I kind of lifted from laundry piles while visiting friends and family members. I also have some bras that I just stare at or sometimes wear when the sexual thoughts take over.
Cannot get enough of that stuff. Pictures of girls in bras and sexy panties make my dick so hard that I think my pants will rip open. I love the look of the straps and I crave the feeling of a band around my chest. The band hugs me close and the shoulder straps are like teasers that direct my thoughts right to my (or the wearers) chest. The cups contain me and turn me on when I caress them. Satin or lace or both. I am about ready to come so I better get on with how my fantasies all came true.
In high school we each have a number of different teachers. On the first day of the 10th grade i kind of slogged thru math and biology and history but I sure perked up when I enter my English class at the end of my first school day. The attraction was Miss Bennett. She was probably 40 but she was hot looking. Not skinny but not fat either for sure. Perfect. Some meat on the bones and a great looking set of tits pushing out her blouse. The tension in her shirts made the features of her bra somewhat prominent. It was obviously darker than a white one and there certainly was lace involved as I could see the pattern revealed against her blouse. I could not take my eyes off of her boobs and that bra I knew was in there holding them up just for me. Literally I was leaking into the pink satin and lace side panel panties which i had slithered into before my jeans this morning.
Trying to restrain my thoughts I closed my eyes as she started the class by introducing herself. Rebecca Bennett. As she talked she walked around the room and would say hello to each student and ask a quick question about them. I was about halfway back in a center row. Trying to keep my mind off of her hidden lingerie and her breasts I looked lower but it was little help as the straight skirt she had on did not come down to her knees, revealing some nice thighs encased in hose with a slight pattern to them. Kind of looked like strands of rope going up her legs. I imagined what was holding them up. How high they went? What kind of panties she had on? What color? Did they match the bra? Shit I was getting wetter and really uncomfortable with my hard cock trapped in tight jeans. Were they thigh highs? Did she wear a garter belt? I had to stop looking at her legs before I full on came in my pants.
She had passed from my field of view thank goodness. I calmed for a moment. Miss Bennett was approaching my desk from behind and I could hear the shuss, shuss of her nylons rubbing together. Oh shit how was I to survive this year?
She was finished with the girl behind me and out of the corner of my eye I saw her at crotch level bedside my desk.
"Your name? She asked.
"Cliff. Cliff Foster" I answered almost tongue tied by her closeness to me. Her perfume was faint but nice and I had to contain myself. I looked up at her face as she spoke to me and my eyes locked onto the under side of her boobs hoping to get a glance thru a gapping button on her blouse. I had to see what was under there. I knew it was lacey. Blue too maybe.
She welcomed me and said that she looked forward t having me this year. That statement sure went both ways if I could keep from coming every day.
As she moved onto the next kid I studied her blouse from the back. Pretty sure it is blue lace I figured based on the shadow of the three hook band around the back of her bra. Two medium width straps ran upwards from a camisole style back and cascaded over her shoulders where of course I could not follow them with my eyes. I tried to get a read on her panties but there seemed to be no impressions being made in the skirt fabric. There would be many days to study this. I was going to love english this year.
After class Ms. Bennett took me aside as we were leaving and told me that I was to return to her classroom after school dismissal at 3. I was not sure why but she had a smile when she said it so I was not worried that I had done anything wrong.
Once the final bell had rung I went to her room. Just inside the door I asked " You wanted to see me?"
She turned from her desk and said we needed to talk about a few things so she quided me to her office and instructed me to sit as she closed and locked the door behind her. She came and sat on her desk in front of me putting her knees, thighs, and those patterned stocking right at my eye level. I wished for a flashlight to look up her skirt and see what her panties looked like.
"Cliff. It seems to me from observations of your behavior in class that you have a fascination with what I am wearing, especially what is under my blouse and up my legs. You cannot deny it. I saw you staring pretty intensely. Pretty sure you scanned my back side as I passed by you as well. Your discomfort was obvious so I am guessing you were sporting a hard erection the entire time. Am I right? Be honest."
I considered lying about it but I knew she had me pegged so I admitted it.
"Ms. Bennett, i am sorry, but for years I have had an overpowering fascination with lingerie. Bras, panties, nylons, they are all what so makes a woman womanly. Sexy. Hot. My favorite books have been the Sears and Pennys catalog where i wear out the lingerie sections after each new one comes out. I cannot help looking and wondering if a girl is wearing something under her clothes like what is in the catalogs."
"OK. She said. You need to be completely honest with me. I won't embarrass you but you need to tell me." "Do you masterbate to the photos of lingerie?" " Do you borrow your mom's or sisters undies to enhance your feelings while you do it?
Sheepishly i told her that I did all of that and that i actually wore panties under my clothes most of the time. I admitted to having my own collection including bras, panties, a slip or two, sheer thigh high hose and even a satin babydoll nighty. I was probably turning quite red by then. I know I felt flushed.
"Thanks you for being truthful Cliff. It is not that unusual for boys your age to enjoy the soft, cool feeling of lingerie against you body especially your penis and balls. I myself enjoyed that when I was younger."
"It is not just touching it that excites me. I love wearing it! Nylon or satin or lace panties feel so good and the sensations of a bra clasped around my chest feel so calming but thrilling at the same time. Straps seem to make me crazy. Bras straps and garter belts make me cum just thinking about them."
"Alright. Not so weird believe me. Now look at my chest and tell me what you see. Maybe you should loosen your pants before you begin. I would not want you get too uncomfortable."
I told her that I guessed her bra was blue and must be lacy based on the slight visibility of it thru her blouse and the appearance of a pattern against the fabric of her top.
She pushed her chest out and those clues were somewhat confirmed.
"Very good. What to you see now?" She lifted her legs straight out and spun around on the desk so she was facing away from me letting me study her bra band and straps more carefully. I described the lace pattern I could see on the band, that it had 3 hooks and the straps were set wide on a camisole style back. I also mentioned that I thought the edges of the straps had ruffling.
"My my mister Cliff. You powers of observation are amazing". She spun back around this time leaving the space between her knees a bit more open and her skirt was hiked a bit higher. I must have started drooling at those legs and how far up they seemed to go.
My eyes were glued to her legs and those nylons. I so wanted to touch them. To feel the silkiness of the material and read the raised pattern with my fingertips like braille.
" Look at me, she snapped. Stop looking up my skirt you horny young man!"
Raising my view I realized that her ha open a button or two on her blouse so I could get a better peek. It confirmed that bra was blue lace. She held my hand and guided it into her blouse. My fingers touched the lace and I literally launched a load in my panties.
"You just came didn't you? Did you make your panties all wet? Let teacher see. Stand and drop your pants.!"
I stood and eased them down with one hand as my other one was still inside her blouse held in place my her hand and forcing me to squeeze her great tit tighter. I stood there as she commented one how cute the pink nylon panties with lace side panels looked on me. "And such a big wet spot you made!"
" I guess you like my tits? Unbutton my blouse young man." She said in a forceful tone.
No argument from me. I undid the other buttons as she told me to open her blouse and enjoy the view. Om My G__! Medium blue lace with off white scalloped trim on the top of the cups. Lace going around under her arms and around the back almost to the clasp. I was right. The blue satin straps had ruffled edges and a white ribbon laced back and forth thru little holes in the strap. Hottest thing ever!!.
I was ready to cum all over again as she told me what a good job I had done decerning the construction and style of her brassiere . " You seem to be quite knowledgable for a boy. Maybe just a touch of girlie in there."
"Pinch my nipples a bit then take your hand off my tits and grasp my feet." I did as told. "Now massage my feet and toes. Feel the smoothness thru the nylons and study the patterns. Do you like them?
"Oh my yes, they feel heavenly"
"Now work you way up massaging my ankles, calves, shins and knees." I was leaking again into my already soaked panties. "Keep your thumbs inside my thighs and raise my skirt as you rub upwards." Shit this was off the charts.
As my thumbs followed the rope like design towards her crotch the skirt glided smoothly up her thighs until I could see the lacy thigh tops. As i approached that area i was told to move my hands more to the sides and follow the elastic garter up to her garter belt that was white satin.
When my eyes followed my hands upward i soon answered the question about did the panties match the bra. They sure did. Blue Lace but there was something else that caught my gaze. There was a huge, thick, long bulge in there! Ms Bennett had a dick!! A big fat hard cock hiding inside the lacy confinement of her panties.
" Surprise!! I told you i liked to play in panties when I was younger. I Still do." I was stunned beyond belief but my cock springing back to full mast told me I was excited too. "Go ahead, Touch it. Its for you. I know you want to feel it, caress it, even suck it."
I reached and let my thumb and forefinger trace it significant length from balls to tip thru the lace. Ms Bennett moaned a little so I kept going and bit firmer this time. Darn that thing was nice.
She pressed my face into the lace. My lips could feel all the fine detail of the embroidery. I was instructed to pull the panty down and release her hardness.
" Stroke it like you jerk yourself off Cliff. Do you like how it feels in your hand? Against your face?" Hot, hard, thick. 6+ inches of perfect penis filled my palm and the enticing aroma for fresh dick filled my nostrils.
"Kiss it, pussy boy!" I hesitated having only had the tip of a friends cock in my mouth before. "Suck! Now!"
Rebecca putt her hand on my head and guided me down to it. "Kiss it" I did. "Lick it!" I did "Suck It" i was forced to, but once it filled my mouth i loved it. My dreams were happening right here in my teachers office. I had just discovered what transgendered meant. I meant I could be close with a lingerie loving woman with great tits and suck some cock at the same time. Perfect.
I was in a trance i think. I kept sucking and gliding her thick tasty cock in and out of my mouth, Every now and then I would look up and stare at her super tits in her gorgeous bra and dream how one like that would look and feel around me. Each glance energized me to take her deeper and keep it there longer. Dam I loved to suck on a womans dick! Men did not excite me but this well hung goddess had me going crazy with lust.
My hands rested on her thighs and continued to make textural music with my fingertips on her nylon designs. Her balls tighten, the shaft swelled. Her hand held me tighter to her baby soft shaved pubis as a gusher of cum filled my face. So fucking hot and gooey. A whole lot of it. Again another spurt as some blasted from the corners of my encompassing mouth. Cum dripped onto the desk surface as I tried to swallow it all down. So good! First time drenched in sperm. Loved it.
Ms Bennett (Rebecca) raised my face off of her giant clit leaned over and french kissed me attempting to harvest some of her own cum from my weary mouth. I did not resist. We smeared our faces together enjoying the well lubricated smooching. Very hot, passionate and wonderfully messy.
She stood and told me to clean up the cummy mess on her desk. I lapped that surface clean like a dog on a dinner plate.
" You my boy are far and away my best student ever!!! I hope that you look forward to a lot of additional tutoring his year. I do have a request though. If you want this to continue you need to wear a bra to school along with your panties. You may have to pick darker colors or patterns to hide the shadows of the straps and band. Also I suggest not sitting in the front or someone might find time to study your back and figure out how many hooks you are sporting. And, ah, we are getting you some stockings and a garter belt as well. Lingerie is life changing isn't it.
Becky bought me outfits often and had me wear them to school the next day. The usual bras, panties and stocking plus satin camisoles and even baby doll nighties. They were hard to wear as the satin was so slick my pants tended to fall out. Of course she wanted that but only after class.
Welcome to sophomore English. Although I was tutored in French and Greek as well if you get my drift. Loved every inch and got an A plus.
Comments, Suggestions, Links to my other stories? lacylips@gmail.com