Disclaimer: I am over 18 if you are under 18 and/or offended by teenage male and a transgendered adult having sex. Any connection between the characters in this story and those in real life is pure coincidence.
This is a work of fiction.
Miss Richards: The Exit
After finishing with the bath Sandy and me exchanged our numbers and more than a few kisses before she snuck me out of the house. The story was that I simply got lost in her neighborhood after dropping off a friend from school and broke down. I walked away to find a phone for mine had died. Sandy's mom was skeptical, but Sandy had told the story with such expertise that she was inclined to do nothing but believe it. Later that night Sandy and me talked on the phone for hours. I told her of the two times with Miss Richards and about how I promised my ass to be here first. Sandy was a little more than jealous that I had the opportunity to have sex with her and she didn't. After that we talked of music, art, and all our favorite things.
"Band? Mine is Queen, obviously, since I am one."
"Yes you are Sandy. Mine would be...Hmmm, Elvis Presley, because he is the King. Let's go simple, Color? Mine is black."
"Good choice on band. My favorite color is dark blue. Book and why? My personal favorite is Mary Shelly's Frankenstein, because of the turmoil of the monster and the conflict of cheating god. Is the monster an abomination that never should have existed or a creature like any other in need of a home filled with love? I used to read that book almost every weekend when at my aunt's."
"I'm sorry Sandy, I have no idea how hard it must be to have to deal with all that pain. If it's any help, I don't think you are a monster at all. You are the most beautiful girl I've ever seen and you definitely have the prettiest eyes I've ever seen as well."
I could hear her tears subside after I said this and after a few sniffles she composed herself.
"You really think my eyes are pretty?"
"The prettiest, and that's no lie. My favorite book isn't as meaningful as yours, but anyway, mine is The Time Machine. For such a short book, it is filled with such vivid imagination of the future. The love between the traveler and the girl in the river is so innocent. The book just gets to me."
"I always did like that book, I'm in the mood for something else now. What's your favorite thing about sex? You get to go first."
"You little minx, that's not fair but alright. Hmmm, My favorite thing when you were on top was the feel of your balls slapping my ass and the warmth from your body close to mine. When I was inside of you it was the grip of your ass on my dick, the naked feel of me inside of you, and the moisture and the warmth of everything."
"Which did you like more?"
"Well, I liked both actually, but I think I like being on top more. The entire time you were in me I couldn't escape the feeling that I wanted to use the restroom. It was a strange feeling, but it still felt good."
"Good, I liked having you inside me more. I like having my boy parts, but it's too much work doing the fucking. I'd much rather you plow into me and rub your dick along my prostate and milk every ounce of cum out of me."
"You are too dirty for someone so innocent looking you know that?"
"Yeah, what can I say? -chuckle- So when are you going to let Miss Richards fuck you?"
"I don't know anymore, I wanted to before, but now that I know how it is..."
"Oh my god no! You have to, and then tell me about it. Tomorrow, do it tomorrow after school."
"What?! Are you serious? You want me to have sex with Miss Richards after school without you? You are the strangest girlfriend in the world, you know that?"
"Yeah, but you love me, and yes after school tomorrow."
The next day during school all I could think about was Sandy and her desire to have Miss Richards fuck me in the ass. I couldn't think of how to actually go about telling her that I was ready so I figured I'd simply ask for some tutoring after school and go from there.
"Mr. Alexander, before class begins I would like to compliment you and Miss Dee on your assignments so far this semester. There is something I would like to discuss with you after class if you wouldn't mind staying after?"
Miss Richards was as stunning as ever. Her skinny frame with ample assets was, like always, covered with the finest of garments. She wore a finely pressed deep red silk dress shirt with diamond cuff links. The top three buttons were undone revealing an ample supply of set cleavage and just enough fabric to make out a black undershirt covering very little of her alabaster skin. Her ass was molded into a perfect round shape with her slim thighs pressed close together by her black skirt that hung just below her knees. The skirt had an upside down "V" cut along her right leg allowing her legs to slip and cross each other as she sat without her skirt riding up. Her legs were covered in a fine thin black hose, which added an even greater contrast to the exposed white skin of her face.
"I have no problem staying after Miss Richards, am I in trouble though?"
"Oh no no Alexander, quite the opposite, just come see me after and I'll tell you all about it."
The rest of the class went by uneventfully. Sandy seemed content in acting as if we weren't dating at all. In a way, I understood that aspect of her. Not wanting any attention on her. It must be hard trying to hide who you truly are, even from people you are supposed to be friends with. I wonder when she'll want us to come out as a couple? Just as I started to ponder more the bell snapped me out of my stupor and I simply nodded towards Sandy motioning with my hand in the shape of a phone that I would call later.
"You two are becoming quite the couple Alexander."
"What do you mean?"
"Don't play dumb, I know you and her have a thing going on, I can read it in your papers. That is besides the point though, the reason I would like to talk to is about what you would like to do after school is over Alexander. Have you put any thought on what you wanna do?"
"Well, not really, it's only halfway through junior year. I thought I'd just figure it all out next year. Why?"
"Well, frankly I think you would make an excellent writer in some manner. You could be an author, or maybe a journalist, or even teach."
"You really think my writing is good enough for that?"
"I do actually. I would also like to ask, if you think you would be interested in further developing your writing skill, if you would like to accompany me to my house to go over some options for next year's courses?"
"Sure thing, I drove here so is it alright if I followed you?"
"That is fine, I'm all set to go if you are."
Miss Richards's home was absolutely stunning. Her home was inside of an even more exclusive neighborhood nestled inside of Hawk's Point called Hawk's Nest. She wasn't lying about her family's wealth, this house was humongous.
"You're telling me on top of driving that sweet ass Bentley that you live in this house?"
"Yep, It is one of the many that my family owns, I simply just stay here until I can afford a simpler one for myself. Come on in and take a seat in the living room, I'll be right back with some course papers."
I took the time to take in the rooms around me. The entire home had a more relaxed atmosphere than Sandy's. The walls were coated in a rich cream color that went well with the royal white carpet. The furniture was warm soft fabric instead of snooty cold leather. Everything was rounded and inviting instead of squared and cut off from the rest of the room. Despite the space the home spoke of comfort instead of money. The couch's cushions were padded with that space grade foam that you see on T.V. all the time. I couldn't help but sigh as I sank into the cushions. For a moment I was at peace and then I lost track of time and I awoke with a startle.
"Hey there sleepyhead. I guess you like the couch huh?"
"Where, oh, huh, -chuckle- sorry Miss Richards."
"It's okay Alex, I pass out in that very spot all the time, and please here away from school you can call me Maria."
That's when I noticed that she had changed. Like her home she was dressed for comfort. She no longer seemed the body of style in rich fabrics and fashion. She was simply Maria, dressed in sweat pants and a loose wrinkled t-shirt. Her hair was no longer the straight ironed statement of power but a simple tussle of hair in a bun to be kept out of her face. Also gone was her makeup, which I have to admit she didn't wear much of anyway, but you could see the subtle lines of adulthood on her face as well as the few sharp edges that added a touch of masculinity to her features.
"Hope you don't mind that, but I took the liberty of getting comfortable. I hate wearing all that foo-foo during the day. The bosses want you dressed in formal wear though and so I do."
"Not a problem at all...Maria...I think you look even more beautiful with all the "foo-foo" off."
"Well thanks, here, I brought some of the course sheets for next semester and next year down from the office. I was thinking next semester you could start AP English. I teach one class of AP right now and so you could just transfer over to it no problem."
Despite her dressing down into her comfy clothes I could tell she had applied a new layer of perfume. I could also see that her legs were angled toward me and her breathing was labored with every breath as her chest inched closer towards my face. It was so subtle you would never notice it if you were sitting in the room with us, but she was definitely trying to get closer to me.
"Then I was thinking next year that you could take a creative writing class as well as a starter journalism class to see how you like them. Your senior year is filled with mostly electives as it is, so I figured two of them could be writing ones. They don't have to be though, these are just suggestions, what do you think Alex?"
This was it, the moment to make my move, I could sense it. I could see her nipples straining the loose fabric of her shirt, her cotton sweatpants were straining to contain the ever slight growing of her erection as her legs opened, inviting me to enter their passage.
"I think I'm ready for you to fuck me Maria."
She needed no other words, no other invitation. She was on me in an instant. Her lips pressed into mine with such force, such passion that even I was taken aback. I felt her hands pull at my jeans and I slipped my legs through the holes as they were tossed aside with disinterest. Breaking the kiss for just one moment we both took our shirts off with hurried precision and were on each other once again with renewed fever. I was forced onto my back with the force of her body I felt her fingernails scrape the skin of my chest and her fingers twist at the sensitive flesh of my nipples and I moaned as she took control of my body. My feet dug forward pulling at her sweatpants with my toes and dragging them off her legs with genuine desire to free the beast beneath. My hands reached for the prize but I was surprised to find instead of the raw feel of throbbing hungry meat, I found the silken feel of her pantyhose.
"No wonder your bulge didn't stick out more."
"I didn't want you to see my arousal in case you didn't want to do anything with me anymore."
Her hands and mine were still tracing every inch of each other as our mouths nipped and bit at one another's necks and face.
"Would you please suck it Alex, she is dying for your attention."
I needed no other encouragement as I sat up to meet her monster face to face. There was a noticeable stain of pre-cum pooled along the side of her hip where the tip rested beneath her black pantyhose. I buried my face along the fabric, feeling the warmth against my cheek. I could feel her desire with every pulse as more liquid pooled against the thin fabric.
"Lick it."
My tongue ran along the surface, and my mouth filled with the taste of sweat and cotton. I could smell the musky scent rising from her balls which were pressed snuggly along the thick portion along the middle bottom of her hose. Not able to stand it anymore Maria ripped at the hose exposing the pillar of flesh underneath, the flesh which sprang out in need of a warm wet place to invade. Her hands filled with the strength of pure desire as they started to force my head towards the tip of her dick. Her fingers entwined in my hair clamped tight and guided my mouth along the length of her and the wet sounds of my mouth being violated filled the room around us.
"Bend over the edge of the couch, now!"
I could feel and hear the need in her voice. With every word she spoke the animal deep within her died to be set free on my poor suspecting ass. I soon felt her tongue on my hole. I squirmed beneath her touch as I felt it penetrate inside of me. I couldn't believe the sensations as her hands gripped and pulled at the skin of my ass. Then I felt fingers warm and moist slide inside of me. Unlike my time with Sandy, Miss Richards knew what she wanted and she was going to have it. Her fingers dug inside of me with a purpose, to stretch muscle, to ready my hole for the monstrosity that was soon to invade every inch of my backside that it could.
"Oh god Alex, I've never been this turned on. You're hole seems so ready for me. It better be, cause I'm gonna fuck the shit out of you."
That's when it happened, no lube, just her and her pre-cum. I felt the monster slap my ass cheeks, I felt the weight on my ass, the heat as she started to saw the length along the crack of my ass until her balls scrunched up against my hole. She pulled back and this was it. The point of no return. As she started to slowly press I felt a hand wrap around my penis and for the first time I felt that I was as hard as a rock, harder than steel. The pain was unbearable and I winced in discomfort.
"Please, no it's too big, please Maria, please slowly."
"It's too late now Alex, the head is almost in. You can take it here, let me show you.
With that I felt her grip my ass and my dick and she slammed forward about 5 inches and I saw stars. I thought I was going to die, but then she pulled back and slammed again and the world around me went black. All I could see was dark and then sound faded from the room and there was nothing.
That concludes Part7, please write me at das4200@yahoo with any questions or comments. I love hearing from my readers. I know it's a bit of a cliff hanger but there is more to come I promise.