Crossdresser In Local Jail Has Fun

(This is the sequel to "Gay Bottom Gets Gang Banged In Bar")

Leroy is president of the gay biker club, of which I am one of two twinks that ride with them. My name is Gwen. The other twink is Leslie. We have no homes. We're always on the road. It's fun and exciting. Leroy knows places for all of us to shower. Or at least a garden hose where we can soap up and rinse. In exchange, all the host expects is a little time with Leslie or me, or both of us together, which is my favorite.

Leslie and I are lovers. But we're like sisters too. Gossiping together. Sharing secrets. Talking about strangers' cocks, and we like sharing those strangers too. I love everything about my life now. Especially that Leslie is in it. We're together, and it is so beautiful.

Leslie taught me how to keep my bowels clean. How to keep my ass always ready. What to eat, besides sperm. But sperm is our main food. All the boy's sperm and stranger's sperm too. I love eating sperm from Leslie's asshole, as much as she does from mine.

A can of soda helps in the morning. The carbonation helps push out the poo. Even a morning can of beer, which we might share. That loosens us up too. Makes us a little giddy. Good to take care of those morning boners the boys always have. What a great way to start every day!

I cry with joy thinking about how lucky I am to have Leslie in my life. Getting to spend so much time with her. We're always kissing. Making out. Smooching. Touching each other.

As great as every day is, the best part is snuggling with Leslie at night. Sometimes when I wake up in the middle of the night, looking up at the night sky, I just have to suck her dick a little or taste her asshole, lick it, and eat it. She understands and says she really likes it too. The boys say we look like kittens together.

Leslie also taught me how to be a whore. How to prostitute. Streetwalk. Where and how to stand that lets men know I'm available. It's okay being a crossdressing whore. I don't mind. It's awkward asking for the money. Especially because I need to see their cock beforehand to prove they're not cops.

I learned my lesson. My first time out. Leslie went off with a trick. I'm standing there. Very nervous. A car pulls up, and I just get in. Long story short, it's an undercover, and I'm arrested. Talk about crying! I'm bawling the whole time. Pleading with him that I'll do anything. He just thinks it's funny. We go straight to the station where I'm booked.

At first I'm in an empty cell, and I'm so grateful. I wonder if Leroy will post my bail. Or maybe the whole gang will just move on. I know for certain Leslie won't abandon me. But she has no money of her own. Then I start crying again, thinking about what she might do for money to get me out.

I calm down and just stand there, bored, my hands on the bars. I'm wearing the teeniest fucking skirt. I have to keep pulling it down to cover my cockhead. No panties and just a thin tube top. It's a tedious, boring wait. I think about Leslie. I like thinking about her. Us making love. My little dicklet is aroused. I lift my skirt and rub it. I can't help but finger my ass some.

Startlingly, the hallway door opens loudly. It's the cop that brought me in. He's leading four men, each about 20 years old. They're linked together in handcuffs. They look mean and angry, even barefoot in just cutoff jeans. While he's uncuffing them, I get the impression they might attack him to escape. It's then I notice the camera in the cell. It's swiveling, keeping an eye on us.

The camera must have caught me playing with myself too. But I have bigger problems. He's unlocking my cell door. I then realize there is only one cell! They have to go in here. They're dirty and don't smell nice. I'm pleading with him not to leave me in here with them. He doesn't seem to care. They just smirk.

They're eyeing me, and after he's gone, one puts his hand on my thigh. I back away. I go into a corner, scared shitless. Then I realize the camera might not see me at this angle. The way they're looking at me, they're going to fuck me. Is this illegal too, on my part? Is this a way to rack up more charges against me?

These fuckers don't care about rape or anything else. Still, I can see prick-pointing bulges in two of their shorts. They see me looking at their crotches. I'm standing near the open toilet. Another dirty fucker casually comes over. He's not making eye contact with me. But the other three are watching carefully. He unbuckles, and his shorts drop to the floor. He's pissing in the toilet.

His cock is uncircumcised, which I like because it's unusual. He's not as hard as the other two. But I can tell he's an eight-incher. It's one of those long cocks that doesn't grow as much when it gets hard. I'm staring at him pissing. It looks like a fucking fire hose. When I look up at the other three, they start laughing.

When he's done, he's kind of shaking off, which morphs into him jacking himself. I can't keep my eyes off it. His low-hanging balls look so yummy. When I was standing out there in my slut skirt and tube top, I was nervous but super fucking horny too. Knowing soon I'd be sucking some stranger, then spreading my ass and letting them in.

He kicks his shorts away. He's totally fucking naked. He's filthy and scummy. It's also obvious how fucking ignorant all four are. Still, his big dong is damn perfect, and I'm fucking hot for it.

But I keep wondering, is this some kind of police honey trap? So, I go under the camera. My skirt riding up showing my cockhead and most of my ass. I look up, waving my arms at the camera. Motioning for them to get me out of here. Then, shockingly, the camera "shakes its head, no." It is funny, and I'm laughing inside. And sure, I can adapt.

They want this to happen, and they want to film it. Maybe those fucking cops are sitting around with their cocks in their hands. Or they will be later at home. Who can you trust in this fucking world? I decide that for the camera this should be rape-play. I actually wink at the camera, pointing at my eye.

I turn around and act scared. The others have all dropped their shorts. Three of the cocks are now fully erect. Pointing straight out or even up. Two are healthy six inches, one thick and one thinner, both super fucking hard. The toilet man has been hard since playing with himself at the toilet. He just sits in the cot, looking at me and jacking his eight inches.

But the fourth is one even bigger than toilet man. His cock has got to be a foot long. Even dangling, it's a good nine inches. I look away from it, crying with joy. But I don't want these dummies to know that.

I tug down my skirt. I put my hands over my nipples. I let them think the tears are fear.

One simply tells me. "You ain't getting away, you know that."

The other six-incher says. "You a fine looking doll. We like jail pussy like yours."

Meekly I squeal. "Please, I..."

Then toilet man chimes in. "Come on. We see you looking at our cocks."

I stammer. "My boyfriend... I mean my husband..."

Finally the monster cock asks. "You like it in the ass? You like sucking dicks?"

Thinking about that thing in my ass makes my whole body shiver in horniness. But boy, these fuckers are dumb. The one with the monster dick must have an IQ of about 60. Maybe the blood doesn't get to his brain.

I make a dash for the cell door. They mash me against the bars and lift my skirt. I squeal, "Please, please." They lift my skirt, mauling my ass.

"Oh, fuck, she's already been fucked today."

"She's in here for whoring; what do you expect?"

They're manhandling my butt cheeks, sticking fingers in me. I bend over, hanging onto the bars. Thank goodness it's one of the smaller cocks, maybe the thin one.

Toilet man exclaims. "She's a whore, so use her like a whore." He does. Grabbing me by the waist. Putting his cockhead on my anus. Then he brings me to him, like I'm a ragdoll.

"Her ass is fucking hot! Her ass feels like molten lava."

"That's the other guys she's fucked."

"She's a cum dump."

"Yeah, you like them sloppy seconds, don't you?"

They're all laughing. They're enjoying me. But I'm enjoying it even more. And it's really sloppy fourths. Three of the boys lubed me this morning, thank goodness. I feel sorry for these guys' girlfriends.

He is fucking me okay. His cock is nice and hard, and now slick too. My ass cums little mini cums that I doubt they've noticed. I'm discreetly rubbing my clittycock, which makes my ass so hot. It's a nice fuck. His cock is exactly the right size. The rape-play is the special element. It really ratchets up my horniness.

Then I start fucking back at him wildly. "This bitch is hot." "Look at her go!" I grab at the waist of the monster. I bring him closer to my face while still fucking, moving my ass back and forth to his manic rhythm. He screams. "I'm cumming!" He holds me tight around my waist. Pressing his cock as deep as he can in me. I feel the warm spurts, which I know I'll need soon as lube.

He falls back, sitting on a bunk. Toilet man has at me. I squirm, "No. Wait!" only because I prefer the other six-incher instead of this larger cock. Monster has got his cock against my face now. He's slowly getting harder. Toilet man has trouble getting his eight-inch hard-on in my ass. He instructs monster. "Shut her the fuck up. "The biggest cockhead I've ever seen is at my lips trying to get into my mouth. "Suck me. Open your fucking mouth."

Just as an act of fake resistance. I keep my lips tight. Moving my head. I love feeling his massive tool rubbing all over my face. I squirm my hips around too, playing cat and mouse with toilet man.

The hard six-incher, who is frustrated, pushes toilet man away. "You guys don't know how to treat a fuck toy like this." I let him catch me, and he easily slips his cock deep inside me. He fucks me with long strokes as I try to stay with him. It just feels so fucking good that I can't help but moan out in pleasure. "Ahhhhhhh, your cock."

That's when monster grabs my skull and gets his cockhead into my mouth. I dream of sucking a dick like this. So gloriously long. I'm crying again, and strangely, monster looks concerned. I imagine how I look, looking up at him. His long tube in my mouth. So I force my own head on his still hardening man meat. My lips almost touching his pubes. Oh, it's gagging me. I'm just trying to keep my teeth off it. Oh god, I wish I could suck his cock every day of my life!

The ass fucker is flooding me with his cum. Draining the sperm from his balls into my horny ass. Then he's pulled off by toilet man, who rams half of his eight-inch rod straight into my eager asshole.

Yup, this is what I was planning, and I got it. I'm good with cock planning. The eight-incher in my ass. While I'm lubing the monster with my mouth. It's so perfect. I feel like such a fuck slut. I'm just fuck meat. And toilet man is treating me like what I am. Ramming me until his balls slap against mine. Then fully pulling out, just barely keeping me open. Then viciously slamming back into me angrily. He fucks like he's in a rage. And I just try to stay with him.

The glorious monster cock, at my face, in my mouth. He still is not as hard as I'd like, so I'm licking his balls now. Then I turn him around and bend him over and stick my tongue in his ass. My hands are on his cock, and I feel it jump. I dig my tongue into his asshole, spreading his hairy cheeks with my face. Oh yeah, he likes it; his cock is getting to be where I want it.

Seeing me with my face in his friend's dirty, hairy shithole spurs toilet man. Like kicking a horse with spurs. He's fucking me even harder. Then he shouts. "Look at this wench eating his shithole!" Just then he starts cumming in my ass. He's still fucking me. Using my ass to drain his balls. These are just nasty fuckers. But I am the nastiest of all.

I get on a bunk and lie on my back. Any sane asshole would take him doggie. Or spoon. Anything but missionary. I am crazy with lust. Holding my own thighs from underneath, spreading my legs open, I rock back until my toes are nearly touching the wall behind me.

I've never been this excited by a cock. No doubt it's a foot. It has to be 12 inches. And so beautiful. He is an ugly, fat fuck that's dumb as a rock. But who cares? Just look at that cock. A weeper if I ever saw one.

I'm trembling with anticipation. I'm perfectly positioned. As he brings his cock to my ass, I grab his now rock-hard, massive, foot-long shaft. I put his perfect cockhead on my anus. I look at him through my spread legs. He's dumb, but I just need him to be a fuck animal. With his saliva-soaked cockhead at my anus, I slide my hips towards him. As he enters, I almost faint, but instead I plead. "Fuck me, fuck me now."

He shoves a couple of inches in, and I feel like I'm in a dream. Like I'm in sex heaven. I close my eyes. I don't want to see him. I just want to feel his cock. I rock back and forth on him just an inch or two. I hear him moan. We slowly and preciously fuck like that. Me getting used to his length. Soon, it's just natural. Him giving me a precious inch more. Impaling me. Me receiving. Moving my hips and engulfing him. Him pulling out. Then giving me another hot inch.

When he's all the way in, I'm crying. I'm weeping. His cock touching where no other cock has before. I hear his dumb voice asking if I'm okay. I don't want to let him break the spell. So, I just start moving my hips, fucking on those final two inches. I whisper, but loud enough for him to clearly hear. "Plow me. Use me. Do it now, please." I'm wiggling my hips and ass, moving back and forth on him. My eyes closed. I don't want to see this ugly fucker. Then, mercifully, suddenly, gloriously, he starts ramming me with his weapon.

This is why there is male and female. And my ass is his pussy. I'm using my butt muscles. Squeezing his cock. Rocking my hips. Shaking my ass. But really, he is the locomotive. Plowing me. Gaping me. Ramming his full length in and out, in and out.

The three other pricks are watching us intently. I look at their hard-ons. They're masturbating. They're staring at my body, my face, his cock ravishing my sweet, tender asshole.

It lasts, I don't know, three minutes? Five minutes? More? I just know a feeling like this never really fades. This energy. This moment. It is forever. And I was on the receiving end. Can I possibly hook him up with Leslie?

Thinking of her. I feel myself fucking even faster. He responds, fucking me harder and even faster, plowing me, ramming me like that is all I'm good for. He's cumming. I wrap my legs around him as best I can. He's cumming and cumming. That loving, warm goo.

He gets out from between my legs and brings his cock up to my face. He's replaced in my ass by the first fucker, who I can barely feel at first. That just makes me so fucking hot and slut-horny. That he gape me like that.

I'm licking the monster. Licking his balls. Cleaning him. The six-incher is a nice fuck too. I grip his meat, and it's fine. He cums pretty quick. Then they just take turns fucking me. Each cumming three or four times. The last fucker is the monster. It's his third round. I really suck on his dirty asshole to get his massive cock rock hard a third time. The way we fuck is so familiar now.

Then, just as he's finishing in me. The others are back wearing their shorts. We heard the door open. The fat fuck is struggling to get his shorts on. I pull my skirt down and tube top up.

It's Leslie. She explains. "Leroy is talking to the cops. They've been making us wait out there. Gwen, are you okay? Please be okay." She's almost crying, and she is no crier like me.

I kiss her through the bars. "Oh, Leslie, I'm fine. I'm fine. I'm okay. I've missed you so much."

She looks at my cellmates. All with their eyes down. Avoiding eye contact. She immediately knows what happened. Leslie lovingly caresses my face. From my smile, we both have to hold in our laughter until we're outside.

Leroy later finds the jail video online. There was no way to trace it to those cops or that cell, nothing. The dirty fuckers faces were all shown, sometimes in close-up. But what do they care? The stupid cocksuckers are probably jacking off to it too. Where was the mic? There's me moaning and groaning and even screaming about how good I'm being fucked. Oh, well.