Don't read this unless you are over 18. All characters in my stories are 18 or older. Never disrespect anyone in real life and remember to love one another.
Its a small planet and we are all we have.
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"Like a kid again."
When I was 36, I filed for divorce. My wife was not happy, but things had been weird for a while. She was just thrilled I wasn't fighting her for a bigger settlement as her family left her a trust worth 500k a year. As part of the divorce, I received only half our current holdings. It left me a millionaire, but I could have fought and gotten ten times as much.
The first thing I did was reinvent myself. I spent a fair amount of time on electrolysis and even had my Adam's Apple shaved. I decided against the bottom surgery when I heard it killed sensation. I wanted implants at first, but decided to just buy silicone breasts forms I could put under a bra for now. I happily let Thomas die and became Tonya.
Then I moved to White Fort, Connecticut. The town was liberal and yet still felt like a small town in the country. And best of all, nobody there knew me as Tom at all.
I tried dating online, but it was a small town and nobody was really interested.
I also wasn't really passable, even with electrolysis. I was only 5'8, but I wasn't pretty even in my makeup. But I didn't care. I was finally myself.
The townhouse I bought was next to the local grocery store and across from the local high school. The school had a strict policy where only students over eighteen were allowed off campus during the day and they enforced it without fail. I felt mostly comfortable there and settled into a routine.
Then I met the varsity basketball team.
There were six of them I'd catch hanging out at the store together. There was an alley between it and my townhouse. They'd be in there, behind the dumpster, smoking and fucking around while they waited for whoever went into the store. The leader seemed to be a boy they called Bret. He was blonde, about 6'2, and like the rest of them had that lanky basketball player build. If he was there, they all called me ma'am and were super polite.
If he wasn't, I could hear them talking about me. Making fun of my clothes, my makeup, calling me a trannie, a faggot, everything I hoped to never hear.
I pretended not to notice.
Friday
Tonya had run to the store for a pack of batteries when she saw Bret enter. He was covered in sweat and clearly had come from practice as he was still in his uniform. As always, he was super polite to her and held the door open as she was leaving. Bret had a plastic bag with some sort of sports juice in it so Tonya knew the others had to be in the alley.
As she started to walk past the alley, Bret grabbed her arm.
He said, "Come with me for a minute before we get back to practice. I want to fix things up for you with the team."
Tonya followed him, but she was incredibly nervous. It'd be worth it, she thought, if the guys left her alone after this.
The other five boys were in the alley waiting.
It smelled like a locker room. They were all sweaty, their hair and clothes moist.
Bret steered Tonya down to the end of the alley, behind the dumpster, out of view.
Then he said, "You trust me?"
She nodded.
He smiled and said, "Good. Then get on your knees."
Bret pushed her shoulders down until she was kneeling in the trash filled alley.
Tonya looked up from her knees, terrified. She thought Bret was going to just tell them to leave her alone and now he shoved her down like this.
She looked at the others boys in the alley, two smoking, the others just watching.
Bret pushed the redhead in front of her, the one they called Skins. He was the shortest guy at around 5'9, but from her knees was still terrifying. He had more acne than the other guys too and seemed the least confident.
Bret jerked Tonya's head back by the hair.
Then he said to Skins:
I know you're nervous about tonight with Shelly. Afraid you'll come too quick. The best thing is practice. With a faggot or trannie, you don't got to be nice or smell nice for sex. You can slap it, spit on it, whatever. It's just hungry for dick and the best dick is young jock dick.
He slapped Tonya once, then spit on her face.
Then he nodded to Skins and said, "Put it against the alley wall and just treat it's throat like pussy."
Tonya
I could feel the filth of the wall on my dress behind me. I was shaking. I felt Bret's saliva still dripping down my face and a slight sting from his hand still on my cheek.
The boy in front of me was so young. Half my age. I had been straight my whole life and even after I transitioned, I hadn't thought about what it might have been like to be a girl in high school.
I considered myself a lesbian now.
But, here I was. On my knees. In an alley. Surrounded by teenage boys.
Skins dropped his pants and jock.
Bret stood behind him and wrapped his hands around his teammates. He brought them to the back of my head and had Skins palm it.
Then he said, "Don't be nervous, bro. Think of it like jacking off or using a toilet."
Then he stepped back.
I looked up at Skins. He was naked and smelled like a locker room. His uncircumcised cock was soft and about four inches. His hands were on my head and I knew there was no way I'd come out of this safely unless I pleased him.
I took his young cock in my hand and ran my tongue up and down it. I ran my tongue in the skin and between it. He moaned and his cock started hardening.
I moved down to his sweaty balls then. They tasted like sweat and salt and I bathed them with my tongue as I jacked him off. His dick was hard then and oozing precum. It tasted sweet.
I took his cock in my mouth. I intended to just suck it a second, but he thrust hard and shoved my head down at the same time.
Skins
Bret was right. I stank and this trannie bitch was on it's knees slobbing my balls and knob, stink and all. When I felt my dick finally enters it's mouth, I decided to go brutal on it.
I tightened the grip on the back of it's head and slammed balls deep. It started convulsing and gagging and it felt so damn good on my cock.
I pulled out and slammed back in until my balls were slapping it's chin on every thrust. I backed it up all the way against the wall and treated it like pussy.
No mercy.
My dick was making sloshing sounds as it pounded in and out of it's throat. I knew I wouldn't last.
I tightened my hands around the back of it's head and buried my cock to the balls.
Then I just ground it a few times in deep. I felt the slut's tongue lick my balls with my cock buried down it's throat and I just jizzed.
I laughed when it choked, but covered it's mouth and held it's nose until it swallowed.
Tonya
I could taste Skin's jizz in my mouth and feel it moving around all slimy in my mouth even after I swallowed.
He was getting high fives from the other guys. His clothes were back on and they were drinking the sports drinks from earlier.
Bret looked at me and winked.
Then he said, "I got to handle Tonya, boys. See you at practice."
He walked over to me then and helped me get up. My leggings were filthy and wet from the alley floor. My dress felt sticky from the back of the wall.
As I followed Bret out, I noticed the guys pissing against the wall and realized what I had been kneeling in.
We made it to my door pretty quick. Bret stopped me from entering by placing his arm in front of it.
Then he said:
You might be pissed, but earlier you were a freak whose ass they wanted to kick. Now, you're a potential throat and ass to fuck. And I think you like it. I think you like being seen as a cheap cunt to fuck. Don't you?
I shook my head no and pushed through his arm. It wasn't until I was in the house that I realized I was hard and leaking.
I think I wanted more.