Hi guys! Quick heads-up. This post has some characters that express homophobic views or use homophobic slurs. Ultimately, though, this is a beautiful story about the power of sodomy to overcome hatred and ignorance.

Also, everyone is 18 or over in this prompt.

The bar was crowded. The music was too loud and I had to shout just to make myself understood.

"Na bro, that's so gay!" I snorted with a put-on bellow of unconvincing, macho laughter. "I'm not going near anybody with a cock, whatever they say they are!"

At the time, I wasn't aware of the ears listening into that offensive remark. I wasn't aware that you'd fixed me with a cool smile from a few feet away, and were already planning my reeducation.

A little while later, I got bored, and decided to go outside for a smoke. The street was quiet, in contrast with the noisy bar. A car trundled past every thirty seconds or so, splashing cold puddles up onto the sidewalk.

"Hi there, having a good night?" your voice chimed from behind me. My eyes lit up as I turned to greet you. I was totally taken in. I thought I'd scored. That my silly macho act had worked it's magic yet again (it never worked).

"Now you've turned up I am" I replied, in my best leading-man purr. A cute little giggle was my reward.

"Well, perhaps you'd like to walk me home then? I'm not having such a good time here.."

It's funny how we never quite realise something's too good to be true until it's too late.

We made idle chit-chat on the way back to your place, an apartment building a short walk away from the bar. Of course, I didn't tell my friends where I was going.

Thirty minutes later, my cheek was pressed up against the bare brick wall of the trendy studio apartment while your slippery finger explored the entrance to my asshole. Your free hand was in a fist in my hair, yanking it tight at any hint of insubordination. At the first sign of opposition, my act had crumbled. You'd hit me, hard. I nearly burst into tears, I was so shocked. Before I knew it, I'd been ordered to strip down. But by then, I knew this wasn't going to be what I'd expected.

"Was that a little moan?" you cooed, chuckling as you sunk your index finger inside my hot, virgin hole. "That's pretty gay, bro".

Warmth spread through my face as the embarassment set in. As your finger had entered me, stretched my little hole, I couldn't help but give a tiny noise. Partly, it was surprise. Partly, it was pain. But I'd be lying if I said it didn't feel good. Even as your nail grazed up against my walls my hips melted and I shrunk up against you.

"God, boys like you are so pathetic.." you sighed calmly, suddenly planting a little kiss on my blushing cheek. "You're all so macho and dumb but one little pinky in the ass and we get to see the real you."

"P...Please Ma'am.." I managed to say. A strangled mess of words inbetween moans and sqeaks of pain.

"Please Ma'am what?" you teased, thrusting your finger deep all of a sudden. "Please Ma'am.. another finger?"

Before I could protest, you'd already forced your middle finger into me. The first finger had slipped in relatively easily, but this one you had to fight just to get it in past the first knuckle.

"What were you gonna do, big boy? Take me home and destroy my pussy?" you said with a cruel laugh. "Make me into a little fucktoy?"

"N...No! P..Please Ma'am."

"Urgh. Hush. But no, you weren't going to destroy my pussy, were you?"

"N..No Ma'am.. I promise.."

"I'd have to have a pussy for that to work" you cooed, and my eyes widened.

And without warning, I wasn't an anal virgin anymore. I could hardly believe that the monster you were packing could fit inside me, and if you hadn't forced your fingers (the ones still freshly stained with ass) into my mouth, I would have screamed fit to burst a lung. It felt like it was as thick as a drinks can and as long as a baseball bat. Of course, I'd learn this was an exaggeration later on. It's only the biggest cock I've ever seen, not the biggest one I can possibly imagine.

"Oh shit please don't.." I mumbled through your fingers. I didn't notice at the time that I was ever-so-slightly sucking on those fingers.

"Shut up, boy" you snapped. "This isn't over till my balls are bone dry." Slowly, you forced yourself deeper, giving a deep groan of satisfaction as your cockhead buried itself deep in my guts. Your lips were inches from my ear.

"You want more lube... fag?"

A mess of mumbled, nonsensical noises tumbled out of my lips. A string of drool rolled down the wall.

"Say it, Slut. Admit it."

"P..Please can I have some more lube.. because.. because I'm a gay little f...fag.." I replied, holding back a sob.

You sighed. "Okay.. you really need to work on your dirty talk. But I guess that will do."

It only took two minutes of ferocious pounding for me to cum, staining the bricks with thin, watery cum. After that, you lasted another five before pumping my insides to the brim with cum. My mouth opened in a perfect ring. I didn't even know it was possible to cum that much.

I fell to my knees as soon you released my hair. Your cock was quickly in my mouth, and I was too exhausted to even try to resist now. It tasted like ass and cum and, honestly, much better than I expected. In fact.. kind of nice.

When I woke up the next morning, things came back to me in flashes. The first thing I remembered was calling myself a fag. The second was when you made me lick my own pathetic load off the wall. With a mortified groan, I reached for my phone. At least, I thought, nobody ever had to know about this.

That's when I say the message on my phone. Somehow, you'd added yourself as a contact, under the name "Daddy". You'd also sent me a picture. It was of me. Mid-orgasm. With a monster cock stretching my rear out.

"Hey Sissy-Boi! I had fun last night. I think we should have another date tonight! If you say no, I'll send this pic to one of your friends! Oh, and if you ever leave me on seen, I'll send this pic to one of your friends!"

My heart started beating faster and I felt sick. I rushed to find the bathroom. Then, a clarity came over me. I only had one choice. And nobody can judge me if I'm being blackmailed, right? I've just got to keep this going until you lose interest. Sure! I just have to keep you happy..

I replied.

"Okay, Daddy."

"Good girl! You can come to my place again. 7PM Sharp. You don't want to know what happens to sissies with bad timekeeping skills. Oh, and I threw your clothes away. Decided they weren't right for you after what I saw last night. I laid out a more appropriate outfit for you in the living room. Send pics!"

I took a deep breath. How bad could an outfit be, really? It's one walk home. Ten minutes. What could possibly be the problem.

The skirt you'd left me was bright pink. Rubber, or latex, or something. It would have stood out on a saturday night in a nightclub, let alone on a dreary morning. It barely covered my ass. The tank top was just enough fabric to skirt around obscenity laws, and it was so thin that my hard, pink nipples were clearly visible through it. Mercifully, you'd only left me one-inch heels, so I could expect to get home without both ankles shattering.

Then there was the huge metal butt plug sitting neatly on the couch next to a bottle of lube (all good sissyboys have lube in their purse at all times, as you regularly tell me).

This was going to be a long day, I thought to myself as I snapped a few reluctant selfies in the nearby mirror.

"Damn, you look slutty as fuck, Sissy! Don't worry, it's not gay if you crossdress ;)"

Hi guys! Thanks for reading. This one's another gender/sexuality bending RP like pretty much everything I seem to write. I'd like to play a silly, macho, gender-binary homophobe who gets re-educated in a slightly unconventional manner by a lovely woman who meets the relevant criteria.

I've got a lot of kinks, so I'll try to list them all here. Anal, oral, crossdressing, bondage, exhibitionism, groups, cock, big cocks, medium cocks, thick cocks, straight cocks, bendy cocks, thick cocks, watersports, spanking, domestic servitude, body writing, humilation, and big cocks. My limits are animals, poop, vomit, blood, extreme pain and humiliation that just makes me feel bad instead of turning me on.

Drop me a message if you think you're the girl to fix me!