Substitute teacher gives a femboy student a ride home. The femboy seduces him.
I had gotten laid off from my tech job, thanks to AI. Since I had a degree, I was able to get a job as a substitute teacher at the local school system. It wasn't much, but it would help me get by. The school year was almost over though.
I had been assigned to mostly elementary and middle schools. This time they wanted me to substitute for a high school social studies teacher. The younger kids were fun, even if they didn't behave. At 25 I wasn't that far removed from high school and I was apprehensive about how these kids would be.
The day started well enough, no major issues. The kids settled in for my next to last class, when I noticed that one of the students looked a little different. I had been trying to not notice the cute girls all day and had been pretty successful. This girl caught my eye though and I apparently caught hers.
I'm from a very small town and went to a small college. I'm not naive nor was my childhood sheltered, but I'm not the most worldly guy even in the internet age. She appeared to be trans,but I hadn't encountered very many and didn't know any.
Nothing eventful in class, but she stayed behind for a moment.
"Hi, my name is Olive."
"Nice to meet you, Olive. Is there something I can help you with?"
"No, I just wanted to say you did a nice job. I hope I see you again tomorrow.."
"Well, that's nice, but doubtful. I'll be lucky to even work tomorrow and it's rare I'm in the same school two days in a row."
"Oh, that's sad. Well, I've got to get to my next class. Bye!"
"Bye."
She glanced back over her shoulder before going out the door. She was maybe 5'6" with a slim figure, pale skin, and shoulder length blonde hair. She was wearing a t-shirt, knee length skirt, knee socks and Chucks.
I shrugged it off.
The last class passed without incident. I was gathering my things together when she returned.
"Hi!"
"Hi again. I'm just about to leave. It's been a long day."
"You should try being here every day. Could I ask you a favor?"
"Sure, if it's a quicky."
She smiled and adjusted her skirt. Did I detect a bulge? Then I realized I had just said "quicky".
"Could you give me a ride home? I usually walk, but it's so hot today."
"Is that allowed? I don't want to do anything improper."
That smile again. Another tug at her skirt. Does she want to do something improper?
"It's frowned on, but it's not like against the rules or anything. We could get to know each other better."
"So you live close by? I'd hate for you to get heated up unnecessarily."
"Real close. It's a... 'quicky'."
Now I was smiling. Adjusting my pants. Could she see my growing bulge?
I was having a hard time concentrating on the road as I was driving her home. She asked a lot of questions about myself, with a girlfriend or wife slipped in. Something about the way she said "Mmm hmm" when I told her I didn't. She didn't give me much time for questions about herself.
"Well, I guess I'll head home", I said when we pulled into her drive.
"Can't you come in for a minute or two? At least let me get you a drink or a snack."
"I shouldn't, but I don't want to be rude. Are you sure your folks won't mind?"
"My mom won't be home for an hour or two."
"I don't think it would be a good idea."
"Please?", she said while grasping my hand through the driver's side window.
"Just for a minute", I replied while opening the door.
She opened the front door and led me by the hand to the kitchen. She might as well have been leading me by the cock by that time. She offered me a lemonade from the fridge.
"So it's just you and your mom?", I asked.
"Yeah, she threw dad out when she caught him fucking the neighbor on the back porch."
Did she have to say "fuck". I was suddenly rock hard. She didn't seem to notice.
"Oh, was she friends with your mom?"
"No, Bob wasn't friends with mom. Mom was in a good mood until she looked out the window and saw them. She had gotten home early to surprise dad and she got the surprise."
"Were you home at the time?"
"Yeah, she caught me jerking off while I was watching them. She was about to lay into me when she saw them. Dad had Bob leaning against the railing while he was railing him."
I thought I would cum by this point.
"And then what happened?"
"I came on the kitchen cabinets and it ran down into the floor. It was even hotter with mom breaking them up."
"Oh, damn. How old are you anyway?"
"I turned 18 a couple of months ago."
"How long has it been since this happened?"
"A couple of months ago"
"Nice timing, I guess."
"Bob had been fucking me for a couple of years. They had no clue we were fucking and I had no idea dad was fucking Bob."
I thought I was going to cum. I'm pretty sure by the smile on her face that she knew what effect her story was having on me.
"So are you and Bob still..."
"Mom keeps a close eye on both of us. You know me being a femboy and Bob being gay. Sometimes I just want to confess to see the look on her face. So, are we going to fuck or what? I can tell by the look in your eyes and the bulge in your pants that you want me"
Things were accelerating faster than I expected. She caught me a little off guard.
"I mean I want to. I mean I think I do. But you're a student and I'm a teacher. I probably shouldn't have even come here."
"You're a substitute teacher and the school day is over. You said yourself you probably won't be back to my school. And you know your curiosity about me led you here."
"Curiosity isn't a valid reason. And, yes, I noticed you as soon as you came into the classroom. And besides, I'm not gay."
"But you might be bi. Your cock is hard for a reason. My cock is hard for a reason. Let's listen to reason."
Her reasoning was beginning to seem sound. I allowed her to take my hand and lead me from the kitchen.
"My room or mom's?"
"Your mom's? What if we make a mess?"
"I'm counting on a mess. Besides it won't be the first time I've fucked in there. I like her bed better, too."
"Lead on", I moaned.
Her mom's room was plain enough. Not that I spent much time looking. I didn't see any pics, I was curious what she looked like.
Olive sat me on the bed and then got down on her knees and unzipped my fly. She wasn't wasting time. I don't think my cock has ever been so hard.
"Just the perfect size for me. Not too big, not too small", she said while licking her lips.
God, what a mouth she had, literally and figuratively. I admit I was a little disappointed that she said I wasn't too big.
She began by flicking her tongue over the head of my cock. It twitched and I moaned. How long could I last?
"That's what I like to hear."
She kissed the head and then kissed her way down my shaft. Each kiss from her soft lips felt like heaven. Then one by one she took my balls in her mouth. Back and forth before taking both in her mouth at the same time.
"Oh, baby", I whispered.
She leaned back and smiled.
"Am I your baby girl?"
She started bobbing her head faster and faster.
"I'm going to cum!"
I exploded in her mouth. It felt like I hadn't cum in years (probably a couple of weeks honestly). She swallowed every drop after teasing me a bit with her mouth open, displaying my load.
"Damn, that felt good!"
"Tasted good, too. Better than Bob's."
She stood up, leaned in, and kissed me. I have to admit that my cum mixed with her sweet kisses didn't taste so bad.
Then she stepped up onto the bed and straddled my thighs with her larger than average, hard cock in my face. I hesitated for a moment, but decided to suck it. I kissed the head and then slowly took the entire length in my mouth. I gagged a little.
"OMG, daddy!"
That caught me off guard. I started slowly working my way up and down her shaft. Then I decided to suck her balls. When I returned to her cock, she came in my mouth. Another surprise. I tried to swallow. but could only get a little down.
She kissed me, then licked some of her cum off my face. Then she kissed me again and she shared my cum with me.
"It's been great, but I probably should be going. I'd like to see you again."
"You're not leaving here until you fuck me."
Then she got off the bed and knelt back down. It only took a couple of minutes of sucking to get my cock rock hard again.
"Doggystyle, daddy?"
I was starting to like the "daddy" talk.
She got up on the bed on all fours and I mounted her. My cock slid right in, but her asshole was tight and warm. While I was fucking her, I couldn't help but wonder how many times Bob had fucked her and if anyone else had. I found myself wishing I had been her first.
"Fuck me harder!"
It was my first time with anal sex. I was already wondering if I could fuck her again and how often. Was I considering a relationship with her?