Ride it Like You Stole it

We both took a break to go to the bathroom to clean up.

"You're getting pretty good at that little sister." Amy chided me as she fixed my makeup. Eight consecutive blow jobs and burying my face in her crotch had ruined it.

"I had an excellent teacher, and you were right. Once I got past that first time, I liked it."

"I was talking about what you did to me. I haven't had an orgasm like that in a long time. Men just don't know how to do it like girls do."

I didn't even argue. I saw myself in the mirror. She was right. I wasn't a boy anymore and probably never should have been. I was a petite little cum slut, just like my sister.

When we got back to Brandon, we had a quick business meeting. Me cleaning Amy up after she got fucked was officially on the menu. A little while later, I had to suck her ass. I seriously reconsidered my vote, except it was actually kind of hot.

"It's not always this busy." Amy gave me a furtive look. She was checking to make sure I was ok. I'd sucked just over a dozen cocks. The group of six skewed the number a bit, but still. She'd fucked a few more men than that. We'd been here for three hours. Two more hours to go before the roadhouse closed.

"Do you hear me complaining? I mean, I licked cum out of your ass a little while ago." We both laughed.

"I'll give you a grand for her virgin ass." The guy from earlier had returned, breaking the mood. He had two friends with him.

Brandon stood up, towering over the guy. He looked like he was going to break him in half.

"It's ok. Make it two grand since it's my first time and your buddies can go for half the regular price when you're done."

"Eve, are you sure?" Amy grabbed my arm. I nodded.

"But my rules. You hurt me; it's over and I keep the money. No name calling, no hitting. Agreed?"

The three guys conferred for a few seconds. The leader pulled out his Amex Gold and handed it to Brandon. I shimmied out of my tights and my panties and went to lie on the pool table, pulling my knees up just as I'd seen Amy do.

Amy got me ready, using her slender fingers to prepare my hole. It was uncomfortable at first, strange, foreign. Then she pressed on something, and I felt a shiver run through me, letting a soft moan escape. Amy smiled down at me.

"I think you're going to like this a lot." She gave me a delicate kiss and slipped a second finger inside me. Then a third. At one point, I thought she got her entire hand inside me. It felt like it anyway.

"You ready?" She smiled.

"Think so." I nodded. I was going to give my virginity to a total stranger for money. My rational mind raged, but my body had committed.

He was handsome when I looked up at him. Older, probably in his fifties. Dad bod. I liked the slight gray at his temples. There was a hunger in his eyes, but his soft smile quieted it.

"I am going to fuck you until you beg me to stop, little girl." He laughed and flicked my little cock with his finger.

There were no words. I just rolled my head back and let out a massive moan as he slipped inside me. There was pain, but it was fleeting. What followed was an amazing feeling of fullness. I wanted to call it completeness, but that feeling came from deeper. No, fullness was the right word. When he began to thrust and move further and further inside me, whatever I was feeling radiated through me, filling my entire body with warmth.

I felt his body against mine. He was all the way inside me.

Amy was holding my hand, her face so close to mine.

"Kiss me." I whispered between moans as the strange man fucked me. Amy put her lips to mine. Soft, delicate, so powerful. I didn't know if the tears welling in my eyes were from her kiss or the incredible feeling of rightness I felt.

Everything about this was right. The feeling of a man moving inside me. Amy's lips pressed to mine. The incredible feelings radiating from my crotch, screaming through my torso and out my arms and legs, only to fall again into my core. My cock exploded, spurting stream after stream of cum all over my legs, and abdomen and the inside of my skirt.

"Oh, fuck yeah. This is so fucking tight." The man fucking me pumped harder and harder. The wonderful new feelings roared again. I sucked Amy's tongue into my mouth, squeezing her hand as I came a second time.

"That's it. Cum for daddy, you little sissy. You're never going to be the same again." His voice was guttural, not mean, but forceful. I knew he was right.

When he finally erupted inside me, painting my bowels with his seed, I knew this entire day was right.

The second man took his place. I was lost to the feelings, to the physicality of what was happening. My god, I loved this. I wanted, needed this. That feeling roared through me again, but this time I didn't cum. It was different and coursed through my entire body. I shook and shuddered. Spasms of ecstasy ripped my soul apart. He added his sperm to the first.

Then the third. I laughed when he thrust his cock inside me. Not a mean or malicious laugh, it was a laugh wrought of pure joy. A laugh born of a purpose found. My eyes had found a sign on the wall behind the pool tables.

"Ride it like you Stole it." It was so perfect.

Fast and hard with abandon; that's how these men were riding me, fucking me.

"Can we get in on this?" Another man wanted to use me. Wait, we, men...

"Talk to the big guy." The first guy chimed in.

"Eve?" Amy looked a little concerned. I bit my lip and nodded.

I tried to count, but decided I'd let Brandon handle the details. It felt too good; it was too intense. My body roiled in pleasure as, one after another, they used me.

When it finally ended, I couldn't move. There had been eight of them.

Brandon picked me up and carried me to the restroom. Amy undid my skirt and helped me clean the mess from my stomach and legs as the residue of the eight men that had used me streamed down the inside of my thighs. I stood there and smiled at the girl in the mirror, her makeup ruined by the streams of happy tears that had coursed across her face.

Naked from the chest down, my hair was a mess. Thankfully, my skirt was latex and could be wiped clean. I pulled on my panties and my tights, slipping the skirt up my legs and fastening the zipper behind me. None of us said a word as I got dressed. Amy and Brandon watched with worried eyes as I straightened my hair and fixed my makeup; again, in silence.

The pensive look on my face Amy was worried about was nothing more than me coming to terms with what I had so eagerly done. There was no anger or doubt. In fact, I had never felt this complete. Even my flaccid little nib of a cock seemed to fit the image I saw looking back at me in the mirror.

What was I: a girl, a sissy, or just a petite little gay fem boy? It didn't matter. I had found my truth. Just like Amy, I was a cum slut. The rest was details.

"Eve, are you OK?" Amy hugged me from behind, resting her face against my back between my shoulders. "I'm sorry I made you come with me. Can you forgive me? I'll do anything."

I turned in Amy's arms and smiled.

"Anything?" My smile turned into a smirk.

"Anything." Her face softened.

"Good. I'm starving." My smirk turned into a laugh. "Let's go get breakfast. You're buying."

"You're not mad? From the way you looked, I thought..."

"No, I'm not mad. I just had to process for a minute. It was a lot, but I'm glad I did it. When do we come back?"

That was what we talked about over breakfast. Well, that and a few administrative things Brandon needed if I was going to work with Amy on a regular basis. I gave him my social and my bank account information. He told me to look for a deposit, probably on Monday.

We had a deal with the owner of the roadhouse. In exchange for ten percent, he made sure the cops didn't bother us. That and he allowed us to set up by the small coin-operated pool table toward the back that no one ever used, Friday and Saturday night every other weekend.

The regulars knew the schedule and Amy had a lot of regulars.

There was also practical stuff. Some nights, like tonight, were super busy. Others weren't. Some nights, again like tonight, I'd make a lot more than Amy. Other nights, I probably wouldn't. We decided to just split everything fifty/fifty. Brandon assured us that with me being trans, we were going to get a lot more regulars. That made sense. I mean, a guy had paid two grand for my virgin ass.

"You can probably get away with that once or twice more, if you play your cards right." Brandon smiled at me and winked.

There were also other events, bachelor parties, poker games that needed 'hostesses', things like that. Brandon made all the arrangements. Amy and I just had to show up and spread our legs and opened our mouths.

"The best are the dates." Amy beamed at me. "Guys will take us out and wine and dine us. Then we spend the night with them, doing whatever they want."

"I've already got two or three guys I can set you up with." Brandon looked at me and nodded. "I think you're going to be surprised at how popular a little sissy like you is."

I hadn't thought about that. Actually, I hadn't thought about any of this before tonight. It made sense, though. And with Amy and me paying Brandon twenty percent, I guess he had an incentive to make me as popular as he could.

I knew Amy had lots of dates. Now I knew what was really happening. More than that, I knew I wanted to be part of it.

Lying in bed, trying to sleep, and failing miserably, all I could think about was what had happened and how much I'd loved every second of it. My mind wandered to what Brandon had said about how popular I could be. I thought about Amy and me, back at the roadhouse tomorrow night and how busy we might be. Just like I'd never thought of any of this before, I had no idea where it was going. What I knew, though, was wherever it was, I wouldn't be facing it alone. It would be me and Amy, together. Just two little cum sluts.

***

I hope that was fun, and not too messy. 😉

Please leave me a comment and let me know what you think. Suggestions are welcome as there are tons of opportunities for the girls to play. Let me know, and thanks for reading.